WO1997030119A1 - Non-birefringent optical resin composition and optical element made by using the same - Google Patents

Abstract

A non-birefringent optical resin composition excellent in non-birefringence and heat resistance, comprising a polymer comprising an N-substituted maleimide as the essential comonomer and a dopant having an orientational birefringence tending to compensate the negative orientational birefringence of the polymer; and an optical element made by using this composition.

Description

 Description Non-birefringent optical resin composition and optical element using the same

 The present invention relates to a non-birefringent optical resin material suitably used as a material for various optical elements, that is, a birefringent material that does not substantially exhibit ffl-folding properties or exhibits birefringence to such an extent that it has no practical effect. The present invention relates to a non-birefringent optical resin composition having a glass transition temperature of not less than 10 crc and an optical element using the same. Background art

Conventionally, glass has been used for optical elements such as lenses, prisms, optical disks, and substrates for LCDs. In recent years, plastics have come to be used due to the demand for lightweight and miniaturization. As optical plastics used for optical elements, polystyrene, polyacrylonitrile, polymethyl methacrylate, polystyrene / methacrylic acid methacrylate copolymer and the like are generally known. Since polystyrene and polycarbonate have an aromatic ring in the molecule, birefringence is likely to occur due to orientational distortion, and as shown in Japanese Patent Application Laid-Open No. 61-14617, the molding metal The type had to be changed. For this reason, polymethyl methacrylic acid, which has a small photoelastic coefficient and relatively low birefringence due to orientation distortion, has been used for optical elements such as lenses for viewfinders and big-bub lenses for CDs. In recent optical elements, higher precision is required. In particular, laser-up lenses for write-once optical disks that use laser light, laser-up lenses for magneto-optical disks, write-once optical disks, magneto-optical disks, lenses for liquid crystal projectors and Fresnel lenses for liquid crystal projectors Not only the birefringence is small, but the birefringence is close to zero and the in-plane distribution is extremely small or zero. Is required. In addition, a liquid crystal element is one in which the birefringence of the member to be used is most important. As is well known, liquid crystal devices control the transmission and non-transmission of light by rotating the plane of polarization of the polarized light by the liquid crystal layer between the polarizer and the analyzer, which are made of two-or-two-cold or two-parallel colloids. The birefringence of each of the constituent members has become a major problem, and this has prevented widespread use of optical resins for liquid crystal elements. Furthermore, with the diversification of applications of optical devices, high precision is required for optical elements used in the devices, and resistance to environmental changes is required to maintain the accuracy. In particular, heat resistance is required. For this reason, optical plastics are required to have a high glass transition temperature as well as non-birefringence. For example, it is assumed that the optical device having the liquid crystal element and the laser single-up lens described above and the various disk substrates described above are used not only indoors but also in high temperatures such as in automobiles. In addition, a plastic substrate used as a substitute for a glass substrate, which is one of the members constituting a liquid crystal element, is exposed to high heat of at least 100 ° C. or more when depositing a transparent electrode. In addition, Fresnel lenses for liquid crystal projectors are exposed to high temperatures because they are located very close to the light source.

On the other hand, in recent years, modified acrylics, modified polyesters and alicyclic polyolefins have been developed as optical plastics that satisfy the high heat resistance required for the above-mentioned optical elements. However, these highly heat-resistant plastics do not have zero force to reduce birefringence to some extent depending on molding conditions, and have a large in-plane distribution, so they should be used for optical elements that require high precision. Is difficult. In order to reduce the fold, (1) a monomer capable of obtaining a resin having a positive photoelastic coefficient and a monomer capable of obtaining a resin having a negative photoelastic coefficient are required as raw materials. Co photoelastic coefficient of the polymer one 1 X 10-3cm≥Xd yne or _{more, + 1 X10- 3 C m2 /} dyne method of copolymerizing to become less for (JP 60-18523 6 JP), (2) A method of copolymerizing methyl methacrylate, alkyl methacrylate having an alkyl group having 3 to 8 carbon atoms, and styrene (Japanese Patent Application Laid-Open Nos. 60-250000 and 61-76509), ③ methyl methacrylate, Sanboku Rishikuro [5.2.2 1.0 ^{2, 6]} Deka 8 I le and method of copolymerizing styrene (JP 62- 246914 discloses), when formed into a ④ homopolymer A method of copolymerizing a compound having an unsaturated double bond having a photoelastic coefficient opposite to that of methyl polymethacrylate and methyl methacrylate (Japanese Patent Application Laid-Open No. 76013/1991); Monomers that can form homobolimas (Trifluoroethyl , Benjirume the evening like acrylates), has been proposed a force and a method (JP Rights 2 129 211 JP) of copolymerizing a monomer (methyl methacrylate, etc.) capable of forming a Homobori Ma one having a negative birefringence.

In addition, the present inventors have proposed a method for preparing a polymer having orientation birefringence, such as methyl polymethacrylate having negative orientation birefringence, which tends to offset the negative orientation birefringence. Have found a way to add. These traditional methods have had some success and are still inadequate. For example, in the methods (1), (2), (3) and (4) above, it is possible to obtain a plastic with a high glass transition temperature, but it is not possible to completely eliminate birefringence by injection molding. In the distribution, birefringence due to orientation distortion remains near the gate, which is insufficient as a non-birefringent material. In the above method (2), in the method using a monomer mixture of methyl methacrylate (MMA) and trifluoromethacrylate (3FMA) in the compounding materials used, the latter material (3 FMA) is an extremely expensive material. There is a disadvantage that it is. In addition, the method of copolymerizing the monomer mixture of MMA and Regarding the method of copolymerizing a monomer mixture of MA and benzyl methyl acrylate (BZMA), the development of orientation birefringence cannot be suppressed unless the mixing ratio of 3FMA or BZMA to MMA is considerably large. However, there is a problem that the glass transition temperature of the copolymer is significantly reduced. That is, the mixing ratio required to cancel the orientation birefringence is MMAZ 3 F MA = 550 (weight% Z weight%) in the former case, and MMA BZM A = 800 (0%) in the latter case. % By weight). For this reason, the resulting material is considerably inferior in heat resistance and transparency compared to PMMA, despite the birefringence near the gate being canceled out by the orientation, so it can be used for optical elements. Can not. The method (1) has a drawback that the heat resistance is remarkably reduced by the addition of the dopant. For example, when biphenyl is added as a dopant to offset the orientation birefringence of PMMA, it is necessary to add as much as 7.3% by weight of biphenyl to PMMA. The transition temperature is much lower / J than that of PMMA. In addition, modified acrylics and the like have a higher glass transition temperature than PMMA, but also have a large negative alignment birefringence, so that it is necessary to add a large amount of dopant, and the alignment birefringence can be offset. However, the glass transition temperature drops significantly. Further, when the amount of the dopant added is small, the dopant and the base resin tend not to be uniformly mixed with each other, which is one of the causes of lowering the transparency. Thus, materials obtained by this method from the viewpoints of heat resistance, transparency, and the like cannot be used for optical elements.

The present inventor has found that by copolymerizing MMA and an N-substituted maleimide compound at a specific ratio, it is possible to cancel the orientation birefringence and obtain a material having a high glass transition temperature. . However, in this case, the reactivity between MMA and the N-substituted maleimide compound is not so good, so that a large amount of residual monomer is generated, and the obtained material is caused by the N-substituted maleimide compound. Significantly colored. Furthermore, monomers of N-substituted maleimide compounds are less soluble in monomers such as MMA. Therefore, a large amount of the monomer of the N-substituted maleimide compound cannot be dissolved in a liquid composed of a monomer such as MMA. For this reason, it is difficult to obtain a copolymer in which only the N-substituted maleimide compound is used to offset the orientation birefringence of a polymer having negative orientation birefringence such as PMMA. Cannot be used as The present invention has been made in view of such a problem, and an object of the present invention is to provide a non-birefringent optical resin composition having both high non-birefringence and heat resistance and an optical element using the same. Aim. Disclosure of the invention

The present inventor has conducted intensive studies to achieve the above object. As a result, by combining the above method with the above copolymer as a base, the optical resin composition has high ^, non-birefringence and high glass transition. They have found that temperature and temperature can be applied simultaneously, and have completed the present invention. The present invention also provides an optical element utilizing the characteristics of the non-birefringent optical resin composition. The present invention includes a copolymer containing an N-substituted maleimide compound as an essential copolymer component, and a dopant exhibiting an orientation birefringence which tends to offset the negative orientation birefringence of the copolymer. The present invention relates to a non-birefringent optical resin composition and an optical element using the same. Further, the above copolymer comprises a methacrylic acid ester or an acrylic acid ester having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in an ester portion, methyl methacrylate, an N-substituted maleimide compound, A copolymer obtained by copolymerizing these with a copolymerizable monomer is preferred. Further, the above copolymer has 5 to 40% by weight of a methacrylate or an acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in an ester portion, and 5 to 9% by weight of methyl methacrylate. A copolymer obtained by copolymerizing 0% by weight, 5 to 40% by weight of an N-substituted maleimide compound, and 0 to 10% by weight of a monomer copolymerizable therewith. It is preferable that The above dopant is represented by any of the general formulas (1) to (8) described below. It is preferable that at least one compound selected from the group consisting of In addition, the above dopant is blended in an amount within the range of 0.1 to 10 parts by weight based on 100 parts by weight of the copolymer containing the N-substituted maleimide compound as an essential copolymer component. Power << preferred. It also contains a copolymer containing the above-mentioned N-substituted maleimide compound as an essential copolymer component, and a dopant exhibiting orientation birefringence which tends to offset the negative orientation birefringence possessed by this copolymer. The resulting non-birefringent optical resin composition preferably has a glass transition temperature of 100 ° C. or higher.

I. Non-birefringent optical resin composition

 The non-birefringent optical resin composition of the present invention contains a copolymer having an N-substituted maleimide compound as an essential copolymer component and a dopant having a predetermined orientation birefringence.

 1. Copolymer containing N-substituted maleimide compound as an essential copolymer component

 (1) N-substituted maleimide compound

N-substituted maleimide used in the present invention ^! For example, N-methyl maleimide, N-etinole maleimide, N-blovinole maleimide, N-i-brobi Lumalei Mid, N-Butyl Male Mid, Ni—Butyl Male Mid, NT—Butinole Male Mid, N—Hexinole Male Mid (2—phenyl phenyl) Male, N— (4—chlorophenyl) Male, N— (4-bromophenyl) phenyl Male, N— (2-methylphenyl) Male, N— (2— N- (2-Methoxyphenyl) maleide, N- (2,4,6-trimethylphenyl) maleide, N— (4-benzylphenyl) maleide, N— (2,4,6-tribromophenyl) maleimide, etc. Among these, N-methylmaleimide and N-ethylmaleimidate are preferable in terms of non-birefringence and heat resistance. N, N-Provir Maleimide, N-I-Provir Maleimide, N-Butylmaleimide, Ni-Butylmaleimide, Nt-Butylmaleimide, N-Cyclohexylmaleimide, etc. Can be

(2) Other copolymer components

 As the copolymer used in the present invention, other monomers other than the N-substituted maleimide compound may be used as a copolymer component. Other monomers include: (1) methacryloleate or acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in the ester portion; (2) methyl methacrylate; and (3) copolymerization with those used as necessary. Possible monomers are mentioned.

 (1) Methacrylic acid ester or acrylic acid ester having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in the ester part

Examples of the methacrylate or acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in the ester portion include, for example, cyclobentyl acrylate, cyclohexyl acrylate, methylcyclohexyl acrylate, and triacrylate acrylate. Methylcyclohexyl, norbornyl acrylate, norbornyl acrylate, cyanonorbornyl acrylate, isobornyl acrylate, bornyl acrylate, menthyl acrylate, fentyl acrylate, adamantyl acrylate, Dimethyl adamantyl acrylate, tricyclo acrylate [5.2.1.02.6] Decal 8-yl, Trinkro acrylate [5.2.1.02.6] Decal 4-methyl, acrylic acid Clodecyl, cyclopentyl methacrylate, cyclohexyl methacrylate, methylcyclohexyl methacrylate, trimethylcyclohexyl methacrylate, norbornyl methacrylate, norbornyl methacrylate, cyanorbornyl methacrylate, phenyl methacrylate Bornyl, isobornyl methacrylate, bornyl methacrylate, menthyl methacrylate, fentyl methacrylate, adamantyl methacrylate, dimethyl adamantyl methacrylate, tricyclocyclomethacrylate [5.2.2.1.2.6] Decal 8-yl, tricyclomethacrylate [5.2.1.02 e] Demethyl 4-methyl, cyclodecyl methacrylate and the like.

 Of these, cyclopentyl methacrylate, cyclohexyl methacrylate, methylcyclohexyl methacrylate, trimethylcyclyl methacrylate, hexyl methacrylate, norbornyl methacrylate, norbornyl methacrylate, methacrylyl Isobornyl acid, bornyl methacrylate, menthyl methacrylate, fentyl methacrylate, adamantyl methacrylate, dimethyl adamantyl methacrylate, tricyclomethacrylate [5.2.1.02.e] decal 8-yl, methacrylic acid Tricyclo [5.2.1. 02. 6] Deca-4-methyl, decyl methacrylate and the like are preferred. Further, particularly preferable in terms of heat resistance are norbornyl methacrylate, norbornylmethyl methacrylate, tricyclomethacrylate [5.2.2.1.2.6] deca-1-yl and methacrylolate. Licyclo [5.2.1. 02. 6] Deca-4 monomethyl 等

② Methyl methacrylate

Methyl methacrylate is the best monomer in terms of transparency, hue, mechanical properties, economical efficiency, etc. The birefringence can be offset by adding. This thing These are used as one component of the copolymer in the present invention.

③ Copolymerizable monomer

 Further, the copolymer used in the present invention includes a monomer copolymerizable with the N-substituted maleimide and the monomers (1) and (2) described above. As long as the properties, heat resistance and low hygroscopicity are not impaired, it can be used as needed.

Specific examples of this monomer include methyl acrylate, ethyl acrylate, buguchivir acrylate, n-butyl acrylate, iso-butyl acrylate, t-butyl acrylate, benchyl acrylate, n-acrylate —Hexyl, 2-ethylhexyl acrylate, n-octyl acrylate, dodecyl acrylate, octadecyl acrylate, butoxyshethyl acrylate, phenyl acrylate, benzinole acrylate, naphthyl acrylate, glycidyl acrylate, acrylic Acrylic acid esters such as 2-hydroxyhexyl acid, ethyl methacrylate, butyl methacrylate, n-butyl methacrylate, i-butyl methacrylate, t-butyl methacrylate, ventil methacrylate, n-methacrylate Hexyl, 2-ethylhexyl methacrylate N-octyl methacrylate, dodecyl methacrylate, octyl methacrylate octyl methacrylate, butoxyshethyl methacrylate, phenyl methacrylate, benzyl methacrylate, naphthyl methacrylate, glycidyl methacrylate, 2-hexyl methacrylate Methacrylic acid esters such as doxyshetyl, α-methylstyrene, α-ethylstyrene, α-fluorostyrene, α-chlorostyrene, α-bromostyrene, fluorostyrene, chlorostyrene, bromostyrene, methylstyrene, methoxystyrene Aromatic vinyl compounds such as acrylamide, methacrylamide, ジ -methyl acrylamide, ジ ェ -methyl acrylamide, Ν-dimethyl methacryl amide, and ジ ェ -methyl methacrylamide Acrylic amide , Calcium acrylate, barium acrylate, ataryl ^, tin acrylate acrylate, zinc acrylate, calcium methacrylate, barium methacrylate, lead methyl acrylate, tin methacrylate, zinc methacrylate, etc. (Meth) metal acrylate, Examples include unsaturated fatty acids such as acrylic acid and methacrylic acid, and vinyl cyanide compounds such as acrylonitrile and methacrylonitrile. These may be used alone or in combination of two or more.

(3) Amount of copolymerized component

 In the present invention, 5 to 40% by weight of a methacrylate or an acrylate which has an alicyclic hydrocarbon group having 5 to 22 carbon atoms in an ester portion, and 5 to 90% by weight of methyl methacrylate. %, The N-substituted maleimide compound is preferably 5 to 40% by weight, and the monomer copolymerizable therewith is preferably copolymerized in an amount within the range of 0 to 10% by weight. That is, the amount of the methacrylate or acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in the ester portion is preferably in the range of 5 to 40% by weight, and 10 to 40% by weight. The range of 30% by weight is particularly preferable in terms of hygroscopicity. If the content of the alicyclic (meth) acrylate is less than 5% by weight, the birefringence tends to be large and the hygroscopicity tends to be high. If it exceeds 40% by weight, the mechanical ¾ ^ Tends to decrease. The amount of methyl methacrylate is preferably in the range of 5 to 90% by weight, more preferably in the range of 10 to 80% by weight, and more preferably in the range of 50 to 80% by weight. It is particularly preferred that it is within the range. If the amount of methyl methacrylate is less than 5% by weight, the birefringence is large and the mechanical properties are reduced. If it exceeds 90% by weight, non-birefringence, heat resistance and low moisture absorption tend to be poor. . Further, the compounding amount of the N-substituted maleimide compound is preferably from 5 to 40% by weight, and more preferably from 10 to 30% by weight in view of birefringence.

When the amount of the N-substituted maleimide compound is less than 5% by weight, the birefringence is large and the heat resistance is high. When the content exceeds 40% by weight, the reactivity tends to decrease, and the amount of residual monomer tends to increase. In addition, the material tends to be colored, and the birefringence increases. Furthermore, there is a tendency that it is difficult to dissolve the N-substituted maleimide compound, so that a synthetic method such as a suspension polymerization method cannot be used.

(4) Method for producing copolymer

Examples of the method for producing the copolymer include existing methods such as bulk polymerization, suspension polymerization, emulsion polymerization, and solution polymerization. For optical elements, bulk polymerization is preferable from the viewpoint of mixing impurities into the resin, and suspension polymerization is preferable from the viewpoint of product handling. When performing polymerization, a polymerization initiator can be used. Examples of the polymerization initiator in the case of thermal polymerization include benzoyl peroxide, lauroyl peroxide, di-t-butylperoxyhexahydroterephthalate, t-butylperoxy-12-ethylhexanoate, and 1,11 Organic peroxides such as 3,3-, 5-trimethylcyclohexane, azobisisobutyronitrile, azobis-4-methoxy-2,4-dimethylvaleronitrile, azobiscyclohexanone 1 Radical polymerization, such as azo compounds such as 1-carbonitrile and abdibenzoyl; water-soluble catalysts such as potassium persulfate and ammonium persulfate; and redox catalysts in combination with peroxide or persulfate reducing agents. Any of those that can be used for the above can be used. In this case, the polymerization initiator is preferably used in the range of 0.01 to 10% by weight based on the total amount of the monomers. In the case of ultraviolet irradiation, benzoin ethers such as isobutyl benzoin ether, isobrovir benzoin ether, benzoin ethyl ether, and benzoin methyl ether, which are photopolymerization initiators, benzophenone, Ketones such as thioxanthone and chlorine-substituted benzophenone can be used. Further, as a molecular weight regulator, a mercaptan-based compound, thioglycol, carbon tetrachloride, α-methylstyrene dimer, etc. may be used as required. Can be added. In the case of thermal polymerization, the polymerization temperature can be appropriately selected from o to 2 o crc, and is 50 to 120. C is preferred. When using suspended polymerization, the polymerization is carried out in an aqueous medium, and a suspension agent and, if necessary, a suspension aid are added. Examples of suspending agents include water-soluble polymers such as polyvinyl alcohol, methyl cellulose, and polyacrylamide, and insoluble inorganic substances such as calcium phosphate and magnesium pyrophosphate.The water-soluble polymer is the total amount of monomers. It is preferably used in an amount of 0.03 to 1% by weight, and the hardly soluble inorganic material is preferably used in an amount of 0.05 to 0.5% by weight based on the total amount of the monomers. Examples of the suspending aid include anionic surfactants such as sodium dodecylbenzenesulfonate. When a sparingly soluble inorganic substance is used as the suspending agent, it is preferable to use the suspending aid. . The suspension aid is preferably used in an amount of 0.001 to 0.02 parts by weight based on 100 parts by weight of the copolymer component (monomer).

2. Dopant

 (1) Compound used as dopant

 As the dopant used in the present invention, which exhibits the orientation birefringence tending to offset the negative orientation birefringence of the copolymer having the NS-substituted maleimide compound as an essential copolymer component, is as follows. Examples include compounds represented by any of the general formulas (1) to (8).

Hereinafter, the compounds represented by the following general formulas (1) to (8) will be specifically described. In the chemical formulas used therein, Ri, R ₂ , R ₃ and R 4 represent hydrogen, halogen such as F, Cl, Br, etc. Hydroxyl group, carboxyl group, amino group, cyano group, nitro group, nitroso group, thiol group, saturated or unsaturated aliphatic hydrocarbon group having 1 to 12 carbon atoms, alkoxyl group having 1 to 12 carbon atoms, 1 carbon atom ~ 12 acyl groups, 1 ~ 12 carbon acyloxy groups, carbon number! : Up to 12 alkyloxycarbonyl groups, a hydrocarbon group having 1 to 4 carbon atoms having a hydroxyl group, a hydrocarbon group having 1 to 4 carbon atoms having a lumino group, Represents a secondary or tertiary amino group having a hydrocarbon group having 1 to 4 carbon atoms, m represents an integer of 1 to 4, and n represents an integer of 0 to 2.

 ① A1— A2

 In A1-A2, which is a compound represented by the general formula (1), A1 and A2 are selected from groups having the following structures, and A1 and A2 may be the same.

 A 1 and A 2:

iAV s O: d ed./d 6dr /

Show

Is

You

It may be the same.

6

 X2:

(Where R ₅ and R ₆ are: = N0H = NNH ₂ = NH or

And m represents an integer from 1 to 4)

④ Al-X3-A2

In A1-X3-A2 which is a compound represented by the general formula (4), X3 is selected from groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 are the same. There may be. 7

X3:

o OH

_c ^ 1 s 1 1 1 ss- • SiH 1 I

 (i-one Si-one

 o I

 o OH

PH one

⑤ X4

In the compound X4 represented by the general formula (5), X4 is a compound having any of the following structures.

X4

© X5

In X5, which is a compound represented by the general formula (6), X5 is a compound having any of the following structures.

9 1

© A1-X6-A2

 In X6, which is a compound represented by the general formula (7), X6 is selected from groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 are the same. Is also good.

 X6:

ヽ '

N ヽ \ _N ^ \ ^ ^N \ ^Nヽ_N to N

 N

In the compound X7 represented by the general formula (8), X7 is selected from groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 may be the same. . X7:

(2

) Specific examples of compounds for dopants

① Specific examples of A1—A2 or A1—XI—A2

As the dopant (Al-A2 or A1-XI-A2) represented by the general formula (1) or (2), biphenyl, 4-bromo-3-nitrobiphenyl, 4,4-dibromobiphenyl, 3, 3'-dimethoxybenzidine, 3,3'-diaminobenzidine, 4-benzoylbiphenyl, 2,2'-biphenylcarboxylic acid, Ν.Ν'-diphenylpentidine, 2,6-diphenylphenol, 2-aminobiphenyl , 4-aminobiphenyl, 3,3'-dimethylbiphenyl, 4,4'-dimethylbiphenyl, 3,3'-dimethoxybiphenyl, 4,4'-dimethoxybiphenyl, 4-acetylbiphenyl, 2,2 ' -Biphenol, 4.4'-Biphenol, 4-Biphenyl acid, 4-Cyanobiphenyl, 4-Formylbiphenyl, 2.2'-Biphenyldimethanol, 2-Biphenylmethanol, 4-Biphenylmethanol, 3,3 ', 4,, 4'-biphenyltetraami , 4,4'-Dimethoxy-Ρ-terphenyl, 0-Yuichiphenyl, ρ-terphenyl, m-terphenyl, 2-phenoxybiphenyl, 4-vinylbiphenyl, 2-methylbiphenyl, 3-methylbiphenyl, 4-methylbiphenyl, 2-methoxybiphenyl, 2,2'-bis (bromoethyl)-1.Γ-biphenyl, 2-bromo Mobiphenyl, 3-bromobiphenyl, 4-bromobiphenyl, 4- (chloromethyl) biphenyl, 4,4'-dibromobiphenyl, 2,2'-dinitrobiphenyl, 4,4'-dinitro-2-aminobiphenyl, 2-fluorobiphenyl, 4-fluorobiphenyl, 2-nitrobiphenyl, 3-nitrobiphenyl, 4-nitrobiphenyl, 4-nitro-2,6-diphenylphenol, 5'-nitro-2'- (4-nitrophenyl) benzanilide, 4-pentylbifunil, 2-phenylphenol, 3-phenylphenol, 4-phenylphenol, Ν, Ν, Ν ', Ν'-tetramethylbenzidine, 3.3' , 5,5'-tetramethylbenzidine, 4 '-(trifluoromethyl) -2-biphenylcarboxylic acid, 2,4,6-triphenylaniline, 1,2,3-triphenylbenzene, 2, 4,6-triphenylphenol, 1,3,5-triphenylbenze Trans-4,4'-diphenylstilbene, 4-bentyl-4-cyanobiphenyl, 4'-heptyl-4-cyanobiphenyl, 4'-octyl-4-cyanobiphenyl, 4'-nonyl-4-cyanobiphenyl, 4'-decyl-4-cyanobiphenyl, 4'-pandecyl-4-cyanobiphenyl, 4'-dodecyl-4-cyanobiphenyl, 4 '-(pentyloxy) -4-cyanobiphenyl, 4- (octyloxy) -4-cyanobiphenyl, 4 '-(Nonyloxy) -4-cyanobiphenyl, 4'- (decyloxy) -4-cyanobiphenyl, 4'- (indecyloxy) -4-cyanobiphenyl, 4'-(dodecyloxy) -4-cyanobiphenyl, 4'- (4 -Probiphenyl) -4-cyanobiphenyl, 4 '-(4-butylphenyl) -4-cyanobiphenyl, 4'-(4-pentylphenyl) -4-cyanobiphenyl, 4 '-(4-hexylphenyl) -4- Syanov Enyl, 4 (4-hebutylphenyl) -4-cyanobiphenyl, 4'- (4-octylphenyl) -4- -cyanobiphenyl, 4'- (4-nonylphenyl) -4-cyanobiphenyl, 4'- (4-decylphenyl)- 4-Cyanobifuunil, 4 '-(4-Probylcyclohexyl) -4-cyanobiphenyl, 4'-(4-Butylcyclohexyl) -4-cyanobiphenyl, 4 '-(4-Pentylcyclohexyl) -4 -Cyanobiphenyl, 4 '-(4-hexylcyclohexyl) -4-cyanobiphenyl, 4'-(4-Heptylcyclohexane) -4-cyanobiphenyl, 4-cyanobiphenyl-4'-nonanoate, 4- Cyanobiphenyl -4 '-(4-ethylcyclohexanecarboxylate), 4-cyanobiphenyl-4'-(4-propyl Cyclohexanecarboxylate), 4-cyanobiphenyl-4 '-(4-butylcyclohexanecarboxylate), 4-cyanobiphenyl-4'-(4-pentylcyclohexancarboxylate), 4-cyanobiphenyl-4 '-(4-Hexylcyclohexanecarboxylate), 4-cyanobiphenyl-4'-(4-Hetylcyclohexanecarboxylate), 4'-pentyl-4--cyano-4-propylcyclohexyl) biphenyl , 4 '-(4-pentylcyclohexyl) -4-ethylbiphenyl, 4'-(4-benzylcyclohexyl) -4-bentylbiphenyl, 4 '-(4-bentylcyclohexyl)-2, 3 -Fluoro-4-ethoxybiphenyl, 4 '-(4-bentylcyclohexyl) -3,4-fluorobiphenyl, 4'-(4-heptylcyclohexyl) -3,4-fluorobiphenyl , 4 '-(4-bentylcyclohexyl ) -4- (1,1. Trifluoromethyloxy) biphenyl, 4'- (4-Hethylcyclohexyl) -4- (1,1,1-Trifluoromethyloxy) biphenyl, 4- (2-cyano-4-pentylphenyl) -4'-bentylbiphenylcarboxylate, 4- (2-cyano-4-heptylphenyl) -4'-bentylbiphenylcarboxylate, 4- (2-cyano-4-carboxylate Heptylphenyl) -4'-bentylbiphenylcarboquinate, 4- (2-cyano-4-hexylphenyl) -4'-heptylbiphenylcarboxylate, 4- (2,3-dicyano- 4-butyloxyphenyl) -4′-pentylbiphenylcarboxylate, 4- (2.3-dicyano-4-pentyloxyphenyl) -4′-pentylbiphenylcarboxylate, 4_ (2,3-dicyano-4 -Butyroxyphenyl) -4'-pentylbiphenylcarboxylate, 4,4 '-(4- Biphenyl, 4,4 '-(4-bromocyclohexyl) biphenyl, 4,4'-(4-butylcyclohexyl) biphenyl, 4,4 '-(4-bensilyl) Hexyl biphenyl 4,4 '-(4-hexylcyclohexyl) biphenyl, 4,4'-(4-heptylcyclohexyl) biphenyl, 4 '-(4-bentylcyclohexyl) -4- (4-ethylcyclohexyl) Biphenyl, 4 '-(4-Ventylcyclohexyl) -4- (4-Brobylcyclohexyl) Biphenyl,'-(4-Ventylcyclohexyl) -4- (4-hexylcyclohexyl) biphenyl, 4'- (4-Ventylcyclohexyl) -4- (4-Heptylcyclohexyl) biphenyl, 4 '-(4-Brovirbicyclo [2.2. 2] Ok-yi-1-yl) -4-cyanobiphenyl 4 '-(4-bentylbicyclo [2.2.2] oct-1-yl) -4-cyanobiphenyl, 4-cyanobiphenyl-4'-( 4-Probirubicyclo [2.2.2] oct-1-yl) carboxylate, 4-bromobiphenyl-4 '-(3-bromo-4-octylphenylcarboxylate), 2- (4-biphenyl Biphenyls such as (2-yl) -5-phenyloxazole, 2-phenylpyridine, 3-phenylviridine, 4-phenylviridine, 2- (4-bentylphenyl) pyridine, 2- (4-hebutylphenyl) pyridine , I- (4-pentyloxyphenyl) pyridine, 1- (4-heptyloxyphenyl) pyridine, 2- (4-cyanophenyl) pyridine, 3- (4-pentylphenyl) pyridine, 3- (4-to Butylphenyl) pyridine, 3- (4-pentyloxyphenyl) pyridine, 3- (4-heptyloxyphenyl) pyridine, 3- (4-cyanophenyl) pyridine, 4- (4-bentylphenyl) pyridine, 4- (4-heptylphenyl) pyridine, 4- (4-benthiophenyl) pyridine Xyphenyl) pyridine, 4- (4-heptyloxyphenyl) pyridine, 4- (4-cyanophenyl) pyridine, 4-phenylpyridine-N-oxide, 2.6-di-p-tolyl pyridine, IX-bipyridine-4 , 4'-dicarbonic acid, 2,2'-biviridine-3,3-diol, 3-methyl-2-phenylviridine, 2- (p-tolyl) viridine, 2,6-diphenylviridine Phenylviridines, triphenylvirazole, 1- (2-methylphenyl) virazole, tri (3-methylphenyl) virazole, 1- (4-methylphenyl) virazole, tributyl (4-pentylphenyl) villazo 1- (4-Hetenylphenyl) virazole , Phenyl (4-benzyloxyphenyl) virazole, 1- (4-hexyloxyphenyl) villazole, 1- (4-cyanophenyl) benzoyl , 2-phenylpyrimidine, 4-phenylpyrimidine, 2- (2-methylphenyl) pyrimidine, 1- (3-methylphenyl) pyrimidine, 1- (4-methylphenyl) pyrimidine, 4- (2 -Methylphenyl) pyrimidine, 4- (3-methylphenyl) pyrimidine, 4- (4-methylphenyl) pyrimidine, 2- (4-bentyloxyphenyl) -5-ethylpyrimidine, 2- (4- Bentyloxyphenyl) -5-bentylbilimidine, 1- (4-hexyloxyphenyl) -5-hexylubirimidine, 1- (4-pentyloxyphenyl) -5-hevylbirimidine, 1- (Four -Nonyloxyphenyl) -5-hexylbilimidine, 2- (4-cyanophenyl) -5-pentylbilimidine, 2- (4-cyanophenyl) -5-heptylbilimidine, 2- (4-cyanophenyl) -5- (4-butylphenyl) pyrimidine, 2- (4-cyanophenyl) -5- (4-pentylphenyl) pyrimidine, 1- (4-cyanophenyl) -5- (4-heptylphenyl) pyrimidine Midine, 2- (4-Bentyloxyphenyl) -5-cyanopyrimidine, 2- (4-hexyloxyphenyl) -5-cyanopyrimidine, 2- (4-heptyloxyphenyl) -5 Cyanobirimidine, 2- (4-Ventylphenyl) -5- (4-Cyanophenyl) pyrimidine, 1- (4-Hexylphenyl) -5- (4-Cyanophenyl) birimidine, 2- (4-H Phenylpyrimidines such as butylphenyl) -5- (4-cyanophenyl) pyrimidine; -6-Bentylviridazine, 3- (4-heptyloxyphenyl) -6-bentylviridazine, 3- (4-Venoxyviridinyl) -6-heptylviridazine, 3- ( Phenylviridazines, such as 4-heptyloxyphenyl) -6-heptylviridazine, 3- (4-cyanophenyl) -6-pentylviridazine, 3- (4-cyanophenyl) -6-heptylviridazine, etc. Phenyluryl, 1- (2-aminophenyl) virol, 1- (2-methylphenyl) pyrrol, 1- (3-methylphenyl) virol, 1- (4-methylphenyl) virol, tri- (4-bentylphenyl) pyrrole, Phenols such as tri- (4-heptylphenyl) virol, 1- (4-benzyloxyphenyl) virol, 1- (4-hexyloxyphenyl) virol, 1- (4-cyanophenyl) virol Rubyrols, 3- (4-butyloxyphenyl) -6-pentyltetrazine, 3- (4-butyloxyphenyl) -6-hexyltetrazine, 3- (4-butyloxyphenyl) -6-heptyltetrazine Gin, 3- (4-pentyoxyphenyl) -6-bentyltetrazine, 3- (4-pentyloxyphenyl) -6-hexyltetrazine, 3- (4-bentyloxy) Phenyl) -6-heptyltetrazine, 3- (4-hexyloxyphenyl) -6-bentyltetrazine, 3- (4-hexyloxyphenyl) -6-hexyltetra Gin, 3- (4-hexyloxyphenyl) -6-hexyltetrazine, 3-(^-hexyloxyphenyl) -6-bentyltetrazine, 3- (4-hexyloxy) Phenyl) -6-hexyltetrazine, 3- (4-heptyl Phenyltetrazines such as -6-hexyltetrazine, 2-phenylquinoline, 2-phenyl-4-quinoline carboxylic acid, methyl 2-phenyl-4-quinolinecarboxylate, 6-dibutyl -Phenylquinolines such as 2-phenyl-4-quinolinol, 2,2'-biviridine, 2,4'-biviridine, 4,4'-biviridine, 4,4'-dimethyl-2,2'-biviridine; 2,2: 6 ', 2'-Terviridine, 4,4-Diphenyl-2,2'-Dibiridyl, 4.4'-Diphenyl-2,2'-Bibiridines such as Dibiridyl, 2,2'-Vivirazine, etc. Vivirazines such as 2,3-bis (2-pyridyl) virazine, etc., viridyl virazines such as 2,2′-biquinoline, 3,3′-aminonaphthidine and 3,3′-dimethylnaphthidine Binaphthalenes, 2-amino-4- (4-chlorophenyl) thiabool, 4- (4-biphenylyl) -2-methylthiazo Phenylthiazoles such as toluene, triphenyl-1H-tetrazol-5-thiol, 5-chloro-1_phenyl-1H-tetrazol, 5- (4-nitrophenyl) -1H-tetrazole, 3- (2-pyridyl) -5,6-diphenyl-1,2,4-tetrazole and other phenyltetrazoles, 2,2'-biimidazole, 2,2'-bis (4,5-dimethyl Biimidazoles such as thilimidazole), 2,2'-bithiophene, 2,2: 5 ', 2'-bithiophene such as terthiophene, 5-N-dimethyl-3- (4-chloromethyl) Phenylisoxazoles such as -4-isoxazolecarboxyamide, 5-methyl-3-phenylisoxazole-4-carbonic acid, 5-phenyl-2- (4-pyridyl) oxazole 2,5-diphenyloxazole, 2,5-bis (4-aminophenyl) -1,3,4-oxazole, 2,5-bis (4-biphenyl) oxazole, 1,4 -Bis (4-methyl-5-phenyloxazole-2-yl) benzene, 1,4-bis (5-phenyloxazole-2-yl) benzene, 2-methyl-4,5-diphenyl Phenyloxazoles such as dinyxazole, 5-phenyl-2- (4-pyridyl) oxazole, 2.5-diphenyl-1,3,4-oxadiazole, 2- (4-biphenylyl) -5-phenyl-1,3,4-oxadiazole, 2,5-bis (4-getylaminophenyl) -1.3,4-oxadiazole and other phenyloxadizazoles, 2- (2-h Phenylbenzoxazoles such as droxyphenyl) benzoxazole, 2-methyl-5-phenylbenzoxazole, 4'-

(Imidazol-1-yl) acetophenone, 4'- (ImidazoI-1-yl) pheno Phenyl, 1-phenylimidazole, 2-phenylimidazole, 4-phenylimidazole, phenyl, 2,4,5-trifluoroimidazole, 4,5-diphenyl-2-thioimidazole, etc. Phenylbenzimidazoles such as luimidazoles, 2-phenylbenzimidazole and 1-methyl-2-phenylbenzimidazole; pyridylbenzimidazoles such as 2- (2-pyridyl) benzimidazole Phenylindoles such as 2-phenylindole and 3- (2_nitrovinyl) -1-phenylindole, phenylnaphthalenes such as triphenylnaphthalene, 2-phenyl-1,3, Phenyl triazines such as 5-triazine, 2,4-diphenyl-1,3,5-triazine, 2,4.6-triphenyl-1,3,5-triazine, 4,7-diphenyl-1, Examples include pentafluoroanthrolines such as 10-phenanthroline. I can do it. Among these, biphenyl, P-terphenyl, 4'-bentyl-4-cyanobiphenyl, and 4 '-(4-bentylphenyl) -4-cyanobiphenyl are preferred in terms of non-birefringence and heat resistance. , 2-phenylviridine and 2-phenylquinoline.

② Specific examples of Al—X2—A2

The dopant (A1-X2-A2) represented by the general formula (3) includes diphenylmethane, 1,1-diphenylethane, 1J-diphenylethylene, 2,2'-diphenylpropane, and 1,1-diphenyl- 2-propanol, 3,3-diphenyl-1-propanol, diphenylacetonitrile, 1, didiphenylacetone, benzhydrol, 2,2-diphenylethanol, 2,2-diphenylethylamine, diphenylfurben, 2.2 -Diphenyl brobionic acid, 3,3-diphenyl brobionic acid, 2.2-diphenyl poroditriol, 3,3-diphenyl broviramine, α, α-diphenyl-4-biridinmethanol, diphenyl- 2-pyridylmethane, diphenyl-4-pyridylmethane, di-2-pyridylketoxime, 4-benzylisothiazole, tribenzyl-2-methylimidazole, benzophene Hydrazone, benzophenone imine, 2-benzylaniline, 1-benzylimidazoline, 2-benzylpyridine, 4-benzylpyridine, 3-benzylpyridine, 3- (virol-1-ylmethyl) pyridine, 4.4'-dimension Utoxy Benzohydryl, 2-benzylbenzyl alcohol, 2- (4-chlorobenzyl) pyridine, 4- (4-cyclobenzyl) pyridine, aminodiphenylmethane, bromodiphenylmethane, chlorodiphenylmethane, 2-benzyl Benzoic acid, 2- (4-chlorobenzyl) pyridine, 4- (4-cyclobenzyl) pyridine, 2-hydroxydiphenylmethane, 4-hydroxydiphenylmethane, 4,4'-methylenebis ( Ν, Ν-dimethylaniline), Ι, Γ- (methylenedi-4,1-phenylene) bismaleimide, 4- (4-dibutylbenzyl) pyridine, triphenylacetic acid, 2,2,2-triphenyla Setophenone, triphenyl methane, triphenyl methanol, triphenyl methyl bromide, triphenyl methyl chloride, triphenyl methyl mercaptan, 4-phenyl benzophenone Roll, 4,4'-difluorobenzohydrol, 2,3,4.5,6-pentafluor benzohydrol, 2.2'-dimethylbibenzyl, 1,2-diphenylethane, 1,2-diphenyl-1 2,2-ethanediol, 1,2-diphenylethylamine, diphenylglycoxime, 2,3-di-viridyl-2,3-butanediol, 1.2-bis (4-pyridyl) ethane, 4,4 -Ethylenedianiline, 4,4'-diamino-2,2'-dimethylbibenzyl, 2-phenethylbenzyl alcohol, 4,4'-trimethylenediviridine, trans-stilbene, cis-stilbene, Pheninolecyclobutenone, 4.5-diphenyl-1.3-dioxol-2-one, 2,3-diphenylmaleic anhydride, diphenylacetylene, trans-4,4'-diphenylstilbene, trans-4,4 '-Dimethoxystilbene, 1,2-bis (2-pyridyl) ethylene, trans-1.2-bis (4-pyridyl) ethylene, trans-1- (2-pyridyl) -2- (4-pyridyl) ethylene, 1,4-bis (methylstyryl) benzene, triphenylethylene, 1,4-diphenyl -1 2,3-butadiene, 1,4-diphenylbutanediyne, 1,6-diphenyl-1,3,5-hexatriene, 1,8-difuunyl-1,3,5,7-octatetraene and the like. Of these, preferred are non-birefringence and heat resistance, such as diphenylmethane, trans-stilbene, diphenylacetylene, 1,4-diphenyl-1,3-butadiene, and the like.

③ Specific examples of Al—X3—A2 Examples of the dopant (Al—X3-A2) represented by the general formula (4) include diphenyl ether, benzyl ether, 1,3-phenoxybenzene, 1,4-phenoxybenzene, and diphenoxy. Cimethane, 1,2-diphenoxetane, 1-cyano-3-phenoxybenzene, 1-cyano-4-phenoxybenzene, 4-aminophenyl ether, 2-phenoxyaniline, 2-phenoxyaniline, 4_Phenoxyanilin, 3-Phenoxybenzaldehyde, 4-Phenoxybenzaldehyde, 3-Phenoxybenzaldehyde doshianohydrin, 4-Phenoxybenzaldehyde doshianohydrin, 2-Phenoxybenzoic acid , 3-Phenoxybenzoic acid, 3-Phenoxybenzyl alcohol, 3-Phenoxyphenol, 4-Phenoxyphenol, 3-Phenoxyphenyl acetate Nitrile, 4-Pheno Xyphenylenecetonitrile, 3-phenoxytoluene, 4-phenoxytoluene, 3-bromodiphenyl ether, 4-bromodiphenyl ether, 3-chlorodiphenyl ether, 4-chlorodiphenyl ether, 4-chlorodiphenyl nitrile 1-ter, 2,4,6-tribromodiphenyl ether, pentabromophenyl, 2,4,6-trichlorodiphenyl ether, pen-chloro-phenyl, 3- (4-chlorophenol B) Benzaldehyde, 3 ', 5'-dibenzyloxyacetophenone, 3,4-dibenzyloxy benzaldehyde, 1,3-dibenzyloxy-2-propanol, 2,6-dibenzyloxytoluene, 3- (3 , 4-Dichlorophenoxy) benzaldehyde, 3- (3,5-dichlorophenoxy) benzaldehyde, 2,4-dinitrophenylphenyl ether, 3- (4-methylphenoxy) benzal Hydride, 3- (4-methoxyphenoxy) benzylaldehyde, 4-nitrophenylphenyl ether, trans-stilbenoxide, cis-stilbenoxide, 2-amino-3-benzyloxyviridine, benzyloxy Indole, 2,4.6-triphenoxy-1,3,5-triazine, dibenzo-18-crown-6, dibenzo_24-crown-8, dibenzo-30-crown-10, etc., diphenyls, diphenyls Enyl disulfide, diphenyl sulfone, diphenyl sulfoxide, 3-carboxy-4-nitrophenyl disulfide, 2,2'-dithiobenzoic acid, 4,4'-thiobisbenzenethiol, 4- Amino 4'-nitrophenyl sulfide, 2-aminophenyl disulfide, 4-aminophenyl disulfide, 2- (phenyl Sulfonyl) acetophenone, 2- (phenylsulfonyl) aniline, 3-aminophenylsulfone, 4-aminophenylsulfone, 4-chlorophenylphenylsulfone, 4-chlorophenylphenylsulfone, 4-chlorophenylphenyls Rufoxide, 2-nitrophenyldisulfide, 3-nitrophenyldisulfide, 4-nitrophenyldisulfide, 4-nitrophenylsulfone, 4- (4-nitrophenylsulfonyl) aniline, P-tolyl disulfide, 2,2'-dipyridyl disulfide, 4,4'-dipyridyl disulfide, 2,2'-dithiobis (5-nitroviridine), 2, 2'-dithiopis (viridine N-oxide), furfuryl disulfide, furfuryl sulfide, 2-amino-5- (4-nitrophenylsulfonyl) thiazol, 2-hydroxy-2-na Tildisulfide, 1- (mesitylenesulfonyl) imidazole, tri (p-toluenesulfonyl) imidazole, 1- (2-mesitylenesulfonyl) -3-nitro-1,2,4-triazole, Sulfur-containing compounds such as 1- (2-mesitylesulfonyl) -1.2,4-triazole, silicon-containing compounds such as diphenylsilane, diphenylsilanediol and the like, diphenylphosphone, diphenylphospho Examples of such compounds include phyto, diphenylphosphine, diphenylphosphine oxide, diphenylphosphinic acid, 2- (diphenylphosphino) benzaldehyde, and methyldiphenylphosphine. Can be Of these, diphenyl ether, benzyl ether, diphenyl methane, 1,4-diphenyl benzene, diphenyl sulfide, diphenyl sulfide, diphenyl sulfone and diphenyls are preferable in terms of non-birefringence and heat resistance. Lufoxide and the like.

具体 Specific example of X 4

The dopant (X4) represented by the general formula (5) includes phenanthrene, 1-acetylfurenanthrene, 3-acetylphenanthrene, 9-acetylphenanthrene, and 9-aminophenanthrene Tren, 9-bromophenanthrene, 9-cyanophenanthrene, 9,10-diaminophenanthrene, 9,10-dihydrophenanthrene, 4H-cycloben [dei] phenanthrene, 9,10-dihydro-2 -Fuenantren Bulitchi 1,3,6-diphenylphenanthrene, 2,9-diphenylphenanthrene, 9-hydroxyphenanthrene, phenanthrene-9-carboxyaldehyde, phenanthrenequinone, 1.2.3, 4- Phenanthrenes such as tetrahydrophenanthrene-toluone, fluorene, 2-amino-7-bromofluorene, 2-amino-3-bromofluorenol, 2-amino-3-bromofluorenone, 2- Amino-7-bromofluorenone, 2-amino-3-bromo-9-hydroxyfluorene, 2,3-benzofluorene, 2-bromo-7-nitrofluorene, 2-acetylfluorene, 7, 9- Dibromo-2-nitrofluorene, 2-butyl-7-cyanofluorene, 2-amino-3-chloro-9-fluorenone, 2-amino-3-cyclomouth-7-nitrofluorenone, 2- Amino-1.3-dibromofluorene, 2-amino-3,7-dichloro-9-ful Oren, 1-amino-9-fluorenone, 2-amino-9-fluorenone, 3-amino-9-fluorenone, 4-amino-9-fluorenone, 2-amino-4-hydroxyfluorene, 2-acetamidofluorene, 4 -Acetamido-9-fluorenone, 2-acetamido-7-fluorenone, 1-amino-7-ditrofluorene, 2-amino-7-ditofluorene, 2-bromofluorene, 2-bromo-9- Fluorenone, 2-bromo-7-difluorofluorene, 2-chloro-7-dinitrofluorene, 2,7-diaminofluorene, 3,7-diamino-2-methoxyfluorene, 2,7-dibromo Fluorene, 2,7-dibromo-9-fluorenone, 2,7-dichloro-9-fluorenone, 2-dimethylaminofluorene, 2-dimethylamino-9-fluorenone, 2-dimethylamino-3-ditrofluorene, 2,, 7-dinitrofluorene, 2, 7-dinitro-9-fluorenone, 3,7-dinitro-2-methoxyphenolelene, 2-ethylamino-8-fluorenone, 9-ethylfluorene, fluoranthene, 9-fluoreneacetic acid, 2-fluorenecarboxyaldehyde, Fluorenecarboxylic acid, 4-fluorenecarboxylic acid, 9-fluorenecarboxylic acid, 9-fluorenemethanol, 9-fluorenone, 2-hydroxyfluorene, 9-hydroxyfluorene, 9-hydroxy-trifluorenecarboxylic acid, 9 -Hydroxy-9-fluorencarbonic acid, 2-hydroxy-9-fluorenone, 4-hydroxy-9-fluorenone, 9-fluorenone-tricarboxylic acid, 9-fluorenone-2-carboxylic acid, 9-fluorenone-4 -Force rubonic acid, 2-fluoro-9-fluorenone, 2-fluoro-7-nitrofluorene, 9-h Droxy-3-nitrofluorene, trimethylfluorene, methyltrifluorenecarboxylate, methyl 7-nitro-9-oxo-4-fluorenecarboxylate, 2-nitrofluorene, 2-nitro-9-fluorenone, 3-nitro -9-fluorenone, 7-nitro- 9-oxo-4-fluorenecarboxylic acid, 7-nitro-2- (2.2,2-trifluoroacetamide) fluorene, 9-phenylfluorene, 2,4, Fluorenes such as 7-trichloro-open fluorene, 2,4,7-trichloro-open fluorenone, 2,4,7-trinitro-open-9-fluorenone, biphenylene, 2-acetylbiphenylene, 2-biphenyl Biphenylenes, such as dilencarboxylic acid, anthracene, 9-acetylanthracene, alizarin, triaminoanthracene, 2-aminoanthracene, triaminoanthraquinone, 2-aminoanthraquinone, 9-anthracenecarboxylic acid, 9-anthracenecarbonitrile, 9-anthracenemethanol, 2,6-dihydroakitraquinone, 2,6-dihydroxyanthraquinone, 9-anthralaldehyde, 9-anthraldehyde oxime , Anthraquinone, anthraquinone-2-carboxylic acid, 1,2,10-anthracentriol, 1,5-hydroxyquinonetraquinone, anthrone, 9-anthronitrol, benzanthrone, thianthrene, 9,10-bis (Phenylethyl) anthracene, 5.12-bis (phenylethyl) anthracene, 9-bromoacenaphthene, 9-bromoanthracene, 2- (tert-butyl) anthracene, 2- (tert-butyl) anthraquinone, 1-chloroanthracene, 2- Black mouth anthracene, 9-black mouth anthracene, 10-black mouth-9-anthracene -9-anthraaldehyde, trichloroanthraquinone, 2-chloroanthraquinone, trichloro-9,10-diphenylanthracene, 2-chloro-9,10-diphenylanthracene, 9- (chloromethyl) Anthracene, 2-chloro thioxanthen-9-one, 1.8-dihydroxy-3-methylanthraquinone, 1,2-diaminoanthraquinone, 1.4-diaminoanthraquinone, 1,5-diaminoanthraquinone, 2, 6-diaminoanthraquinone, 1,2; 5.6-dibenzoanthracene, 1.2; 3.4-dibenzoanthracene, 9,10-dibromoanthracene, 9,10-dichloroanthracene, 1,5-dichloroanthraquinone, 1,8- Dichloroanthraquinone, 9,10-dihydroanthracene, 2,3-dihydro-9,10-dihydroxy-1,4-anthracenedione, 9,10- Dihydroxy-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylic acid, 1,8-dihydroxyanthraquinone, 1,8-dihydroxy-9 (10H) -anthracene, 9, 10- Dimethylanthracene, 7,12-dimethylbenzo [a] anthracene, 2,3-dimethylquinizarine, 9,10-diphenylanthracene, 1-amino-2-methylanthraquinone, 6-methyl-1,3.8-trich Droxiantraquinone, 2-ethylanthracene, 2-ethylanthraquinone, 2- (hydroxyxethyl) anthraquinone, 1- (methylamino) anthraquinone, 9- (methylaminoethyl) anthracene, 9-methylanthracene, 10 -Methylanthracene-9-carboxyaldehyde, 1-methylanthraquinone, 9-nitroanthracene, 9- (2-nitrovinyl) anthracene, 9-oxo-9H-thioanthracene -3-carbonitrile-10.10-dioxide, 9-oxo-9H-thioanthracene-3-carboxyamide-10.10-dioxide, 9-oxo-9H-thioanthracene_3-carboxylic acid-10,10- Anthracenes such as dioxide, 9-phenylanthracene, 9-vinyl anthracene, quinalizarin, quinosaline, 2-quinosalinecarboxylic acid, 2-quinosalinol, etc., acenaphthene, 1,2-benzodiphenylene sulfide, case Naphthenequinone, 1-acenaphthenol, acenaphthylene, 1-aminonaphthalene, 2-aminonaphthalene, 4-amino-1-naphthalenecarbonitrile, 2-amino-1-naphthalenesulfonic acid, 4-amino-naphthalenesulfonic acid Tonic acid, 5-amino-2-naphthylene sulfonic acid, 8-amino-2-naphthylene sulfonic acid, 4-amino-1,8-naphthalic anhydride , 4-amino-1,8-naphthalimid, 3-amino-2-naphthoic acid, 3-amino-2-naphthol, 8-amino-2-naphthol, 1-amino-4- Nitronaphthalene, 1,8'-bis (bromoethyl) naphthalene, 2-bromo-6-methoxynaphthalene, 4-chloro-1,8-anhydronaphthalene, 1,1-chloronaphthalene, 4-ku -Nanaphthol, 1-chloro-8-nitronaphthalene, 1,5-diaminonaphthalene, 1,8-diaminonaphthylene, 2,3-diaminonaphthalene, 1,6-dibutanol-2-naphthol , 1,2-dihydroxynaphthylene, 1.3-dihydroxyxnaphthalene, 1.4-dihydroxynaphthylene, 1,5-dihydroxynaphthylene, 1.6-dihydroxyxnaphtalene, 2,3-dihydroxynaphthalene, 2,6- Dihydroxynaphthalene, 2,7-dihi Droxynaphthalene, 1,4-dihydroxy-2-naphthic acid, 3,5-dihydroxy-2-naphthic and 3,7-dihydroxy-2-naphthic and 1,3-dinitronaphthalene , 1.5-dinitronaphthylene, 1,8-dinitronaphthylene, 1-ethoxynaphthalene, 2-ethoxy-naphthalenic acid, trifluoronaphthylene, 2-methoxy-1-naphthaldehyde, 4-methoxy- 1-Naphthaldehyde, Tolmethynnaphthylene, 2-Methoxynaphthalene, 4-Methoxy-1-naphthol, 2-Methoxy-1-naphthitol-2-tril, 4-Methoxy-1 -Naphthonitrile, 6-Methoxy- 1-Naphthonitrile, Trimethoxy- 4-Ditronaphthonitrile, 1-Methylnaphthalene, 2-Methylnaphthylene, Methyltrinaphthalene Acetate, 5,12- Naphthasekinone, 1-naphthaldehyde, 1-na Phthaldehyde, naphthylene, 1-naphthaleneacetamide, 1.4-naphthylene dicarboxylic acid, 2,3-naphthalene dicarboxylic acid, 2,6-naphthylene dicarboxylic acid, 1-naphthalene ethanol, 2-naphthane Ethanol, 1-naphthalenemethanol, 2-naphthalenemethanol, tonaphthylenemethylamin, 1-naphthylenesulfonic acid, 2-naphthylenesulfonic acid, 2-naphthalenethiol, 1,4.5,8-naphthylenetetra Dianhydride, 1,8-naphthalic anhydride, 1,8-naphthalimide, 1-naphtholside, 2-naphtholside, 1-naphthol, 2-naphthol, 1,8-naphthol Naphthosultam, 1,8-naphthosultone, 1-naphthyl acetate, 2-naphthyl acetate, naphthyl drunk acid, 2-naphthyl acetic acid, naphthyl acetate nitril, 2 -Naphthylacetonitrile, 5- (1-naphthylamino) -1,2,3,4-thiatriazole, 1-naphthylbutyrate, 1-naphthylbution pionate, 5-nitroacenaphthene, 1-nitronaphthyl Len, 2-nitrotronaphthalene, 3-nitro-1.8-naphthalic anhydride, 4-nitro-1.8-naphthalic anhydride, 1-nitro-1-naphthol, 1-nitrotro-2 -Naphthylenes such as -naphthol, 2-nitroso-1-naphthol, berynaphthenone, 1-phenylnaphthalene, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, dibenzosubene And dibenzosuberolone such as orchid, dibenzosuberolol, dibenzosuberolenone, dibenzosuberyl, dibenzosuberone, and 5-chlorodiben. Of these, non-birefringent, Preferred from the viewpoint of heat resistance are phenanthrene, fluorene, biphenylene, anthracene, dibenzosuberan and the like.

具体 Specific examples of X5

 Further, as the dopant (X5) represented by the general formula (6), 5-amino-6-nitroquinoline, 4-aminoquinoline, 5-aminoquinoline, 3-aminoquinoline, 6-aminoquinoline, and 8-aminoquinoline 7,8-benzoquinoline, 9-bromoquinoline, 7-chloro-4-hydrazinoquinoline, 5-chloro-8-hydroxyquinoline, 4-chloroquinaldine,

7-Black quinaldine, 2-black quinoline, 4-black quinoline, 5.7-jibu-mo-8-hydroxyquinoline, 5,7-dichloro-8-hydroxyquinoline, 4, 7- Dichloroquinoline, 4,8-dihydroxyquinoline-2-carboxylic acid, 2,6-dimethylquinoline, 2,4-dimethylquinoline, 2,7-dimethylquinoline, 2,8-dimethylquinoline, 2,3-dimethine Lucinoline, ethyl 4-hydroxy-7-trifluoromethyl-3-quinolinecarboxylate, ethyl 2-quinolinecarboquinate, 5-hydroquin-8-ditroquinoline,

8-Hydroxyquinaldine, 4-Hydroxyquinoline, 5-Hydroxyquinoline, 2-Hydroxyquinoline, 8-Hydroxyquinoline, 8-Hydroxyquinoline N-oxide, 3-Hydroxy-2 -Quinoline carboxylic acid, 4-hydroxyquine-7-trifluoromethyl-3-quinoline carboxylic acid, 6-methoxy-8-ditroquinoline, 6-methoxyquinaldine, 6-methoxyquinoline, 4-methoxy 2-quinoline carboxylic acid, 6-methylquinoline, 7-methylquinoline, 8_methylquinoline, 8-nitroquinoline, 5-nitroquinoline, 6-nitroquinoline, 4-nitroquinoline N-oxide, quinoline, 3 -Quinoline carbitolyl, 2-quinoline carbaldehyde, 3-quinoline carbaldehyde, 4-quinoline carbaldehyde, 2-quinoline carboxylic acid, 3-quinoline carboxylic acid, 4-quinoline Boric acid, 2,4-quinolinediol, 2-quinolinethiol, s-thiazolo [4,3-a] quinoline, a, a, a-trib-mokinaldine, 7- (trifluoromethyl) -4-quinoli Quinolines such as thiol, 7- (trifluoromethyl) -4-quinolinol, aminisoquinoline, 5-aminoisoquinoline, 4-bromoisoquinoline, 5-hydroxy Isoquinoline, isocarbostyryl, iccinoline, 3-isoquinoline carboxytriol, triisoquinoline carboxylic acid, isoquinoline carboxylic acid, 1,5-isoquinoline diol, 1-methyl isoquinoline, methyl 3-isoquinoline carboxylate, 5-nitro Isoquinolines such as isoquinoline, 5-aminoindole, 7-azindol, 5-bromoindole, 5-bromoindole-3-aceticacid, 5-bromoindyloxydiacetate, 5-chloro mouth Indole-2-carboxylic acid, 5-chloro-1-methylindole, 3-indolecarbonitrile, 5-indolecarbonitrile, 1,3-dimethylindole, 1,2-dimethylindole, 2.5 -Dimethylindole, 2.3-dimethylindole, 3- (2-dimethylaminoethyl) -5-methoxyindole, Tilindole-2_carboxylate, 5-fluoroindole, 5-fluoroindole-2-carboxylic acid, 3- (dimethylaminomethyl) indole, 3-indolepropanol, 4-hydroxyindole, 5-Hydroxyindole, 5-hydroxyindole-3-acetic acid, 5-hydroxy-2-indolecarbic acid, indole, indole-3-acetoamide, indole-3-acetic acid, indole- 3-hydrazide, indole-3-acetonitrile, indole-3-acrylic acid, indole-3-butyric and, indole-3-carbinol, indole-3-carboxyaldehyde, indole-2-carvone Acid, indole-4-carboxylic acid, indole-5-carboxylic acid, 3-indoleglyoxylic acid, 3-indoleb Sid, indole-3-birubic acid, 3-indole acetate, 4-indole acetate, 3-indoleacetonitrile, 5-methoxygramin, 5-methoxyindole, 4-methoxyindole, 5-methylindole Toxindole-3-carboxylate, 5-Methoxyindole-3-S ^ acid, 5-Methoxyindole-3-carboxyaldehyde, 4-Methoxy-1-methylindole, 5- Methoxy-2-methylindole, 5-methoxy-2-methyl-3-indole-succinic acid, trimethylindole, 2-methylindole, 3-methylindole, 4-methylindole, 5-methylindole, 6 -Methylindole, 7-methylindole, 2-methyl-3-indole diacid, 2-methylindole-3-carboxyaldehyde, trimethylindole-2-carboxyaldehyde, 4-nitroindole, 5-nitroindole, 2-phenylindole, indoles such as 3-indoleethanol, quinalizarin, quinosaline, 2-quinosalinecarbonic acid, 2-quinozalinol, aroxazine, 2,3-bis (bromomethyl Quinozalin, 2,3-dichloroquinosaline, 7,8-dimethylaroxazine, 2-methylquinosaline,

Quinozalins such as 5-methylquinosaline and 3-methyl-2-quinozariol; cinnolines such as cinolin, cinolin-4-carboxylic acid; imidazopyridines such as quinazolines such as 4-hydroxyquinazoline, 2-mercaptothiazoline and quinazoline; 2-amino-benzimidazole, benzimidazole, 2-amino-5,6-dimethylbenzimidazole, 4-azabenzimidazole, benzimidazole, 5-benzimidazole-5-carboxylic acid, 2- Mercaptobenzoimidazole, 2-benzimidazole acetonitrile, 2- (chloromethyl) benzimidazole, 2- (4-fluorophenyl) -trimethylbenzimidazole, 2-mercapto-5-nitro Benzoimidazole, 2-methylbenzimidazole, 5-methylbenzimidazole, 2- (methylmerbutane) ben Imidazole, 2-methyl-5-nitrobenzoimidazole, 5-methylbenzoymidazole, 2-phenylbenzoimidazole, 2- (2-pyridyl) benzimidazole, 2- (4-thiazolyl ) Benzimidazoles, benzimidazoles such as 2,5,6-trimethylbenzimidazole, 5-aminodazole, 6-aminodazole, 3-black indazole, 4-black indazole Indazoles such as 5-chloroindazole, 6-chloroindazole, 3-chloro-5-nitroindazole, indazole, 5-nitroindazole, 6-nitroindazole, naphthyridin, Naphthyridines such as 7-amino-2.4-dimethylnaphthyridine, 7-amino-4-methyl-1,8-naphthyridin, 4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylic acid, Benzotriaboo Benzotriazoles such as benzotriazole-5-carboxylic acid, 5-methyl-1H-benzotriazole, and 5-nitrobenzotriazole; 2-amino-6-chlorobrin; , Adenine, 2-amino-6-brinthiol, 6-chlorobulin, 6-cyanobulin, 2.6-dichloropurine, hypoxanthin, 6-methylbrin, purines such as 6- (methylthio) brin, 4-amino-6- Me Lukabutovirazo; [3,4-djpyrimidine, 4-aminobirazolo [3.4-d] pyrimidine, 4-hydroquinbirazolo [3,4-d] pyrimidine, 4-mercapto-1H-birazolo [3,4-d ] Pyrimidine virazoles such as pyrimidine, 1-acetyl-1H-1,2,3-triazole [4,5-b] pyridine pyridines such as pyridine, acridine, 9 (10H) -acridone, 6,9-Dichloro-2-methoxyacridine, 1,3-dihydroxy-9-acridinecarboxylic acid, 9-hydroxy-4-methoxyacridine, 2-methyl-9-acridinecarboquinaldehyde , Acridines such as 10-methyl-9 (10H) -acridone, phenyl 9-acridinecarboxylate, carbamazevins such as iminodibenzyl, iminostilbene, carbamazebine, 10,11-dihydrocarbamazebine, and phenazine 3-amino-9-ethylcarba Carbazole, 3,6-dibutene mocarbazole, 9-ethylcarbazole, 9-ethyl-3-carbazole aldehyde, 2-hydroxycarbazole, 1,4.5, 8, 9 Pentasols such as -pentamethylcarbazole, 9-phenylcarbazole, 9-vinylcarbazole, 4,7-diphenyl-1,10-phenanthroline, 5-chloro-1,10-phenanthroline, 4, 7-dihydroxy-1,10-phenanthroline, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline, 2,9-dimethyl-1,10-phenanthroline, 5 1,6-dimethyl-1,10-phenanthroline, 1,7-phenanthroline, 1,10-phenanthroline, 4,7-phenanthroline, 4-methyl-1,10-phenanthroline, 5-methyl Such as -1,10-phenanthroline, 5-nitro-1,1,10-phenanthroline and 3,4,7.8-tetramethyl-1.10-phenanthroline Benzofurans such as phenanthrolines, 2,3-benzofuran, 7-methoxy-2-benzofurancarboxylic acid and 2-methylbenzofuran; dibenzofuran; 3-amino-2-methoxydibenzofuran; 2-methoxydibenzofuran Xanthenes such as xanthene, 9-hydroxyxanthene, thioxanthen-9-one, xanthene-9-carboxylic acid, 9-xanthenone, and the like, and tianaphthenes such as tianaphthene and 3-acetoxythianaphthene; dibenzothio Dibenzothiophenes such as phen, dibenzothiophene oxide, 2-mercaptobenzoxazole, benzoxazole, 2-chlorobenzoxazole, 2,5-dimethylbenzoxazole, 2 -Methylbenzoxazole Benzoxazoles, phenoxazine, 2-aminobenzothiazole, 2-amino-4-chlorobenzothiazole, 2-amino-6-chlorobenzothiazole, 2-amino-5, etc. 6-dimethylbenzothiazole, 2-amino-6-ethoxybenzothiazole, 2-amino-4-methoxybenzothiazole, 2-amino + methylbenzothiazole, 2-amino-6-methylbenzothiazole Zol, 2-amino-6-nitrobenzothiazole, benzothiazole, 2-mercaptobenzothiazole, 2-chlorobenzotothiazole, 5-chlorobenzotothiazole, 5-chloro-2-mercaptobenzothiazole, 2,5-dimethylbenzothiazole, 6-ethoxy-2-benzothiazolesulfonamide, 6-ethoxy-2-mercaptobenzothiazole, 6-methoxy-2-methylbenzthiazole, 2-methylbenzil Benzothiazoles such as zothiazole, 2,1,3-benzothiadiazole, benzothiadiazoles such as 4-nitro-2,1,3-benzothiadiazole, phenothiazine, 2-chlorophenothiazine, 2 -(Trifluoromethyl) phenothiazines such as phenothiazine, 2-acetyl phenothiazine and the like. Among these, preferred are acridine, dibenzofuran, dibenzothiophene, xanthene, 1,7-phenanthroline phosphorus, 1,10-phenanthroline phosphorus, and non-birefringence and heat resistance. , 7-phenanthroline and the like.

⑥ Specific examples of A 1— X6— A 2

The dopants (Al—X6-A2) represented by the general formula (7) include diphenylamine, diphenylamine-2,2-dicarboxylic acid, Ν, Ν′-diphenylbenzidine, Ν, Ν′- Diphenylethylenediamine, Ν, Ν-diphenylformamide, 1.3-diphenylguanidine, 1,2-diphenylhydrazine, Ν, Ν'-diphenyl-1,4-phenylenediamine , 1,2-diphenyl-2-vicrylhydrazine, 4,4-diphenylsemicarbazide, 1.3-diphenyl-2-thioperea, 1,3-diphenylurea, 1.3-bis (3-pyridylmethyl) -2-thioperea, 2,2'-dipyridylamine, 4- (4-nitrophenylazo) diphenylamine, 1,3-ditolyl-2-thioperea, 2-benzylamino-4-methylpyridine, 2-benzylamino-6_methylpyridine, 2-benzyl Aminobili Gin, N-benzylaniline, N-benzyl-N-ethylylaniline, 2-anilinopyridinine, 4- [N- (2-amino-3-cyano-5-virazinylmethyl) amino] benzoic acid, 4- [N- (2- Amino-3-cyano-5-birazinylmethyl) N-methylamino] benzoic acid, N-phenylbenzylamine, 3-anilino-2-chloro-1,4-naphthoquinone, 2-anilino-1,4-naphthoquinone, Dibenzylamine, Ν, Ν'-dibenzylethylenediamine, Ν, Ν'-dibenzylhydroxyamine, 3-octyldiphenylamine, Ν- (4-chlorophenyl) -1,2-phenylenediamine 3-Hydroxydiphenylamine, 2,2'-iminodibenzoic acid, 6-furfurylaminobrin, 2- (4-methoxybenzylamino) pyridine, 3-methyldiphenylamine , 2-ditrodiphenylamine, 4-diodiphenylamine, 4-dito Sodiphenylamine, 4- (phenylazo) diphenylamine, Ν-phenyl-naphthylamine, Ν-phenyl-2-naphthylamine, Ν-phenyl-1,2-phenylenediamine, Ν-phenyl-1.4-phenylenediamine, Amine compounds such as tribenzylamine, triphenylamine, tris (4-bromophenyl) amine, Ν-phenylanthranilic acid, etc., Ν-benzylidenylaniline, Ν- (4′-hexyloxybenzylidene) -4- Methylaniline, Ν- (4'-Bentyloxybenzylidene) Fluorenone-2-amine, 4-pentyl-Ν- (4'-Propoxybenzylidene) aniline, ethyl 4- (4-Methoxybenzylideneamino) cinnamate , 2-Methylhexyl-4- (4'-methoxybenzylideneamino) synamate, 、-(4'-Methoxybenzylidene) -6-octylbili -3-Amin, Ν- (4'-Methoxybenzylidene) -4- (phenylazo) aniline, (-(4'-Methoxybenzylidene) -4-bromoviraniline, 4-butyl -4- (4'- Ethokine benzylidene) aniline, Ν- (4'-butyloxybenzylidene) -4-ethylenaniline, Ν- (4'-butylbenzylidene) -4-cyanoaniline, 4-butyl-Ν- (4'-methoxy) Benzylidene) aniline, Ν- (4'-ethoxyquinbenzylidene)-4-hexyl aniline, Ν- (4'-ethoxybenzylidene)-4- (2-methylbutyl) aniline, (-(4'-butoxybenzylidene) Phenanthrene-2-amine, Ν- (4'-butoxybenzylidene) -4-butylaniline, Ν- (4'-butoxybenzylidene) -2-methyl-4-octylaniline, Ν, Ν'-di (4'-me Tri-benzylidene) nafyu-len-1,4-di N-benzylideneaniline N-oxide, 4-methoxy-N- (4-methoxybenzylidene) aniline N-oxide, N-benzylidenebenzylamine, 2.2 '-(ethane Dilidenedinitrile) diphenol, N- (4-methoxybenzylidene) -4-butyranylin, 4-hydroxy-3,5-dimethoxybenzaldehyde hydrazine, N- (4-bromobenzylidene) -4-chloroadiene Phosphorus, Ν.Ν'-di (4'-methoxybenzylidene)-4-methoxytoxin-1,3-diamine, Ν- (4-acetoxybenzylidene) -4-methoxyaniline, 4-acetoxy -Ν- (4'-Methoxybenzylidene) benzylidene diphosphines such as aniline, azobenzene, 1,3-diphenyltriazene, 4- (4-nitrophenylphenyl) diphenylamine, 4-amino-4 '-Nitroazobenzene, 2- [ethyl [4- [(4- Nitrophenyl) azo] ethanol, 2- [ethyl [4-[(4-nitrophenyl) azo] propionitrile, Ν- [4-[(2-hydroxy-5-methylphenyl) azo] phenyl] Acetate amide, Ν- (2,4-dinitrophenyl) -1,4-phenylenediamine, 4-dimethylamino-2-methylazobenzene, 4 (2-pyridylazo) -Ν, Ν-dimethyla Diphosphorus, Ν- (4'-methoxybenzylidene) -4- (phenylazo) aniline, 4'-ethoxy-4-hexanoyloxyazobenzene, 4'-ethoxy-4-ventanoyloxyazo Benzene, 4-phenylazophenol, 4-phenylazoaniline, 6'-butoxy-2.6-diamino-3,3'-azodiviridine, 2,2'-dihydroxyazobenzene, 2- (4-diethylaminophenylazo) benzoic acid, 0-aminoazotoluene, 2- (4-hydroxyphenylazole) ammonium, carboxylic acid, 5 -Hydroxy-3-methyl-4- (phenylazo) virazole, 2- (4.6-diamino-m-tolylazo-4,6-dinitro) phenol, 4,6-dinitol Mouth-4'-methyl -2.2 '-Azodiphenol, 5'-(3,5-dinitro-2-hydroxyphenylazo) -6'-hydroxy-m-acetotoluidine, 2- (5-chloro-2,4-diaminophenylazo) -4, 6-dinitrophenol, 5- (4-nitrophenylazo) salicylic and 4-nitroazobenzene, 4- (4-nitrophenylazo) -trinaphthol, 4- ( 4- (2-Trophenylazo) resorcinol, tri (4-nitrophenylazo) -2-naphthol, 4- (phenylazo) diphenylamine, 4-phenylazomaleinanyl, 1- (2-pyridylazo) -2- Naphthol, 1-Fenilazo-2-Naphthol, 4- Nilazo) resorcinol, tetrafluoro-4- (2,4,6-trimethoxyphenyl) pyridine, 2- (2-thiazoylazo) -P-cresol, 4- (2-thiazoylazo) resorcinol, NN-dimethyl-4- ( Phenylazo) azo compounds such as benzamine, etc., 4,4'-azoquine benzoyl benzoate butyl 4'-hexyl azoquin benzene-4-carboxylate, 4,4'-dimethoxy azoxy benzene, etc. N-benzylbenzamide, benzanilide, carbanilide, 2'-methyl-5-methylbenzanilide, N-tri (6-indazolyl) sulfanylamide, 5-methoxysulfaziazine, Amide compounds such as 5'-nitro-2 '-(4-nit D-phenyl) benzanilide, N-phenylphthalimide, N-benzylphthalimide, N- (4-cyanophenyl) lid Imide, N-(4-Shianobenjiru) Futarui Mi de, N-(4-Amino - 2-Mechirufuweniru) -4 chlorophyll evening Ru is like I Mi de compounds such as Louis Mi de. Among these, N-benzylidaniline, N-benzylidene-4-cyanoaniline, N-benzylidenebenzylamine, azobenzene, N-phenylphthalimid, N-benzylphthalimid and the like.

⑦ Examples of A1— X7— A2

The compounds (A1-X7-A2) represented by the general formula (8) include benzophenone, 1,3-diphenylacetone, 3,3'.4,4'-benzophenonetetracarboxylic acid Anhydride, 2-aminobenzophenone, 4-aminobenzophenone, 2-aminobenzophenone-2'-carboxylic acid, 2- (3-amino-4_cyclobenzoyl) benzoic acid, 2-amino -4-Methylbenzophenone, 2-amino-5-nitrobenzophenone, 2-amino-3-nitrobenzophenone, 2-methylbenzophenone, 3-methylbenzophenone, 4-methylbenzophenone Nzophenone, benzyl, 2-benzoylbenzoic acid, 3-benzoylbenzoic acid, 4-benzoylbenzoic acid, 1,2-dibenzoylbenzene, 4-bromobenzophenone, 2- (4-chlorobenzoyl) benzoic acid Acid, 2- (4-chloro-3-nitrobenzoyl) benzoic acid, 4-chloro-4'-hide Xybenzophenone, 5-chloro-2-hydroxy-4-me Tinolebenzophenone, 2-chloro-5-nitrobenzophenone, 4-chloro-3-nitrobenzophenone, 3,4-diaminobenzophenone, 4,4'-dibromobenzyl, 3.4-dichloro Benzofenone, 4,4'-dichlorobenzophenone, 2,4'-difluorobenzophenone, 2,5-difluorobenzophenone, 2,6-difluorobenzobenzoenone, 3.3'-difluorobenzophenone , 3,4-difluorobenzophenone, 4'-difluorobenzobenzophenone, 2.2'-dihydroxybenzophenone, 2,4-dihydroxybenzophenone, 4,4'-dihydroxybenzophenone, 4.4'- Dimethoxybenzophenone, 4- (dimethylamino) benzophenone, 4,4'-dimethylbenzyl, 2,4-dimethylbenzophenone, 2,5-dimethylbenzophenone, 3,4-dimethylbenzophenoneヱ non, 2-fluorobenzov Non-, 2-fluorobenzophenone, 4-fluorobenzophenone, 4'-fluorobenzophenone, 2- (4-fluorobenzoyl) benzoic acid, 4-fluoro-4'-hydroxybenzo Phenone, 2-hydroxybenzophenone, 3-hydroxybenzophenone, 4-hydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-5- Methoxybenzophenone, 2-methylamino-5-nitrobenzophenone, 3-nitrobenzophenone, 4-nitrobenzophenone, 2,3,4,5,6-bentafluorobenzophenoneヱ none, 2- (p-toluoyl) benzoic acid, 2- (trifluoromethyl) benzophenone, 3- (trifluoromethyl) benzophenone,, 4- (trifluoromethyl) benzophenone, 2, 2'-pyridyl, Di-2-pyridyl ketone, 2-benzoylviridi 3-benzoylviridine, 4-benzoylviridine, 4- (4-chlorobenzoyl) viridine, 2-benzoylnaphthylene, 6-benzoyl-2-naphthol, furyl, 1.1'-carbonylbis ( 2-methylimidazole), Ι, Γ-carbonyldimidazole, 2- (4-methoxybenzoyl) thiophene, 1,2-diphenyl-1-butanone, trans-1.4-diphenyl-2-butene-1,4- Dione, 1,6-diphenyl-1,6-hexadione, 1.5-diphenyl-1.4-benzygen-3-one, 1,3-diphenyl-1,3-propanedione, 2'-hydroxy -3-phenylbrobiofenone, benzoin, benzoinethyl ^!-Tel, benzoin methyl ether, benzoin isobutyl ether, dibenzylideneacetone, 4,4'-dimethylbenzoin, Ketones such as α-pyridoin, 2-methyl-1.2-di-3-pyridyl-1-propanone, Freuin, 1.5-diphenylcarbazide, 1,3-diphenylurea, 2- (phenylsulfonyl) acetophenone , Phenyl benzoate, furfuryl benzoate, benzyl cinnamate, benzyl benzoate, benzoic anhydride, diphenyl carbonate, diphenyl phthalate, 2 ", 3" -dicyan-4 "-butyloxyphenyl- 4- (4'-Ventylcyclohexyl) benzoate, 2 ', 3'-dicyan-4'-butyloxyphenyl-4- (ρ-bentylphenyl) benzoate, 3'-fluoro-4'-cyano -4-Ventyl benzoate, 4, 4 ', 4 "-tris (benzoyloquine) trityl bromide, 4"-(ρ-Brobinolepheninole)-4- (4'-Probylcyclohexinole) Nze 1 ", 4" -hexyloxyphenyl-4- (4'-hexyloxycarboxy) benzoate, 4 "-bentyloxy-4- (4'-pentylbenzoyloxy) benzoate 4- (0-Cyanophenyl) phenyl-4-butylbenzoate, 4- (0-Benthylphenyl) phenyl-4-butylbenzoate, 4'-octyxenyl-4--4-bentyloxybenzoate 4'-cyano-4-octyloxyphenylbenzoate, 4'-cyanophenyl-4- (ρ-bentylphenyl) benzoate, 4'-cyanophenyl-4-octynolebenzoate 4'-Cyanophenyl-4-butylbenzoate, 4'-Cyanophenyl-4-hexylbenzoate, 4'-Cyanophenyl-4-heptylbenzoate, 4-Cyanophenyl-4-pentylbenzoate G, 4'-hexyloxyphenyl-4-hexyloxy Benzoate, 4'-bentylphenyl-4-bentylbenzoate, 4'-bentylphenyl-4-methoxybenzoate, 4'-pentyloxyphenyl-4-probibenzoate, 4- (4 '-Methoxybenzoyloxy) benzoic acid, 4'-cyanophenyl-4-bentyl synamate, 5- (benzoyloxycarbonyl) -2.4-dimethyl-3-virolpropionate, 5- Methyl-2-phenylmethylbenzoate, 5-methyl-2-furylmethylbenzoate, di-2-pyridylthionocarbonate, dibenzylmalonate, phenyl-4-aminosalicylate, methyl [5- ( 2-Chenylcarbonyl) esters such as -1Η-benzimidazole. Among these, benzoyl is preferable in terms of non-birefringence and heat resistance. Examples include phenone, 4-benzoylbiphenyl, benzyl benzoate, 4-cyanophenyl-4-benzyl benzoate, 4'-cyanophenyl-4-benthiol benzoate and the like.

(3) Amount of punt

 The amount of the dopant is preferably in the range of 0.1 to 10 parts by weight based on 100 parts by weight of the copolymer component (monomer) depending on the type of dopant. From the viewpoint of heat resistance, 0.5 to 7 parts by weight is particularly preferable. If the amount is less than 0.1 part by weight, the effect of reducing birefringence is reduced, and if it exceeds 10 parts by weight, heat resistance tends to decrease. In addition, it tends not to mix uniformly with the base resin, which causes a loss of transparency. As a compounding method of the dopant according to the present invention, a method of mixing a dopant before starting the polymerization reaction for synthesizing the copolymer or after starting and before finishing the polymerization reaction can be adopted.

3. Glass transition temperature

 The non-birefringent optical resin composition of the present invention preferably has a glass transition temperature of 100 or more.

4. Method for producing the composition

Examples of the method for producing the composition include a method in which a dopant is added to a heated melt of the copolymer, and the dopant is dispersed in the copolymer through a process of kneading the dopant. It is preferable that the material sufficiently kneaded based on the present method be pelletized by an appropriate means. Further, as described above, instead of the method of adding and kneading a dopant that offsets the negative alignment birefringence in the heating and melting step, the copolymer is dissolved in an appropriate solvent, and the negative alignment birefringence is contained therein. Add a compound that offsets the properties and mix evenly. Alternatively, a process of removing the solvent by an evaporation step or the like can be used. When the composition obtained by this method is added to a desired shape by injection molding or extrusion molding, a non-birefringent optical element can be obtained. In the present invention, as a method for determining the amount of the dopant, a copolymer obtained by suspension polymerization, bulk polymerization, solution polymerization, or the like, is added to a solvent in which the copolymer is soluble in 5 to 20%. After dissolving at a concentration by weight and further adding a dopant, a film of about 50 was prepared, and a double-refraction-free compound was obtained when the film was stretched twice (stretching temperature: 90 ° C). A method of searching for quantities is employed.

5. Various additives

 When the non-birefringent optical resin composition of the present invention is used, from the viewpoints of deterioration prevention, thermal stability, moldability and workability, it is preferable to use a phenol-based, phosphite-based or thioether-based antioxidant. Release agents such as fatty alcohols, fatty acid esters, phthalic acid esters, triglycerides, fluorosurfactants, metal salts of higher fatty acids, other lubricants, plasticizers, antistatic agents, ultraviolet absorbers, flame retardants And a heavy metal inactivating agent.

6. Use of the composition

As described above, the non-birefringent optical resin composition according to the present invention is particularly suitable for a member for a liquid crystal element in the above-described various properties. For example, an LCD substrate interposed between a liquid crystal layer and a polarizing plate is an example. By forming this substrate with the non-birefringent optical resin composition according to the present invention, the glass-based optical It is possible to improve the various performances of liquid crystal devices by taking advantage of the optical resin material in comparison with the material. A polarizing plate for a liquid crystal element is formed by bonding a transparent resin sheet to both surfaces of a polarizer. The use of the non-birefringent optical resin according to the present invention for this transparent resin sheet is also particularly suitable. This is a method for improving the performance of liquid crystal Can be raised. Further, the use of the non-birefringent optical resin composition of the present invention as an adhesive used for bonding each element forming a liquid crystal element is also a preferable use method that can effectively utilize the high non-birefringence. is there. That is, in the conventional liquid crystal element, since there is no resin material for the adhesive having a high non-birefringence, each of the liquid crystal elements except for a case where such a high non-birefringence is not required, such as a monochrome evening, is used. Although the joining of the elements is made with an adhesive, the use of an adhesive using the non-birefringent optical resin according to the present invention instead of the adhesive makes it possible to improve durability and heat resistance. The performance of the liquid crystal element can be improved.

I I. Optical elements

The application of the non-birefringent optical resin to the optical element uses a known molding method such as an injection molding method, a compression molding method, a micromolding method, a floating molding method, a mouth-links method, and a casting method. can do. In the casting method, after partially polymerizing, the mixture is injected into a mold, and the final polymerization is performed to obtain a molded product and at the same time, the non-reflective optical resin according to the present invention is manufactured. Is also good. Further, the surface of the molded article obtained by molding the _{above, M g F 2, S i} 0 2 vacuum deposition of an inorganic compound such as sputtering evening ring method, coating by an ion plating method, In addition, moisture-resistance, optical properties, chemical resistance, Abrasion resistance, anti-fog, etc. can be improved. Examples of the optical element in the present invention include a general camera lens, a video camera lens, a laser big-up lens, a laser printer f-6 lens, a Fresnel lens, a liquid crystal projector single lens, and a spectacle lens. Lens, con Pact disks (CD, CD-ROM, etc.), mini disks (MD), DVD disk substrates, LCD substrates, polarizing film transparent resin sheets, retardation films, light diffusion films, adhesives for bonding liquid crystal elements, etc. Elements for liquid crystal elements, screens for projectors, optical filters, optical fibers, optical waveguides, prisms, and other elements.

As described above, according to the present invention, an optical resin composition having high non-birefringence and heat resistance can be obtained without being restricted by the conventional methods. Further, the present invention can provide an optical element utilizing the characteristics of the non-birefringent optical resin composition. A brief description of the screen

 FIG. 1 is a schematic view of a test piece for measuring birefringence of a molded article used in an example of the present invention.

An easy-going bear to apply Ming

 Hereinafter, the present invention will be described specifically with reference to Examples, but the scope of the present invention is not limited to these Examples. The water-soluble polymer (A) (polymethacrylate) used as a suspending agent in the following examples was synthesized by the following method.

 (Synthesis of water-soluble polymer (A))

5 g of methyl methacrylate, 12 g of 2-hydroxyethyl methacrylate, 23 g of potassium methacrylate and 360 g of deionized water are placed in a separable flask having an inner volume of 500 m1 for 30 minutes. after removing air in the system by blowing N ₂ gas, the temperature was raised to 6 5 ^e C the temperature in the system while撹梓by heating in a water bath, it was added potassium persulfate 0. 0 6 g. Polymerization was carried out at the same temperature for 5 hours, followed by heating to 90 ° C and stirring for 2 hours. Subsequently, a jelly-like water-soluble polymer (A) was obtained. [Example 2]

 Tricyclo methacrylate [5.2. 1. 02.6] 8-yl 360 g, methyl methacrylate 128 Og, N-cyclohexyl maleimide (Nippon Shokubai Imilex C) 360 g , 60 g of biphenyl, 8 g of lauroyl peroxide (Parinole L, manufactured by NOF Corporation), 2 g of t-butylvinyloxyisobrobyl carbonate (Patyl I, manufactured by NOF Corporation), and 4 g of n-octylmercaptan Then, 0.1 g of the above jelly-like water-soluble polymer (A) and 2500 g of deionized water were added as suspending agents to a 5 L autoclave equipped with a stirrer, and then phosphorus was added. The combined buffer solution of sodium sodium oxyhydrogen and sodium dihydrogen phosphate was added and stirred, and the pH was adjusted to 7.2 to prepare a suspension medium. The above monomer mixture was added thereto with stirring, and the mixture was polymerized under stirring at a rotation speed of 27 Orpra at 60 ° C for 3 hours under a nitrogen atmosphere, and then sealed at 120 ° C for 2 hours at 120 ° C to obtain resin particles. (The polymerization rate was 99% by gravimetric method) o

 The resin particles are washed with water, dehydrated, and dried, and molded by Toshiba Machine Co., Ltd. using an injection molding machine IS-50 EP at a cylinder temperature of 260 ° (injection speed of 50 cm3 / sec, mold temperature of 90, In Example 1, the holding pressure was increased (stress and strain was applied) to reduce the amount of cushion as much as possible. In Example 2, the holding pressure was set to provide an appropriate cushion amount. And

[Examples 3 to 22]

 The same experiment as in Examples 1 and 2 was carried out except that the dopant shown in Table 1 was used instead of the biphenyl as a dopant, and a test piece for characteristic evaluation was obtained.

[Examples 23 and 24] Tricyclocyclomethacrylate [5.2.1.02.6] deca-1-yl 300 £, methyl methacrylate 1400 g, N-cyclohexylmaleimide (Nippon Shokubai Co., Ltd .: trade name: Imirex C) 200g, Benzyl methacrylate 100g :, Biphenyl 40g, Lauroyl peroxide (Nippon Oil & Fats Co., Ltd .: Trade name: Paryl L) 8g, t-butyl benzoic acid sodium Manufactured by: Trade name: Perbutinol I) 2 g, 4 g of n-butyloctyl mercaptan were dissolved to prepare a monomer mixture, and the same procedure as in Examples 1 and 2 was carried out. Obtained.

[Examples 25 to 45]

 The same experiment as in Examples 23 and 24 was performed except that the dopant shown in Table 1 was used instead of bifuunil as a dopant, and a test piece for evaluating characteristics was obtained.

[Examples 46 and 47]

 Trinklo methacrylate [5.2.1.02.6] Decal 8-yl 100 g, Methyl methacrylate 1260 g, N-hexylhexyl maleimide (Nippon Shokubai Imilex C) 600 g, α- 40 g of methylstyrene, 20 g of biphenyl, perylyl peroxide (manufactured by Nippon Yushi Co., Ltd .: trade name: Perroyl L) 8 g, t-butyl benzoyl isobrobyl carbonate (manufactured by Nippon Yushi Co., Ltd .: trade name: perbutyl I) 2 g, n — A test piece for property evaluation was obtained in the same manner as in Examples 1 and 2, except that 4 g of octyl mercaptan was dissolved to prepare a monomer mixture.

[Examples 48 to 67]

 The same experiment as in Examples 46 and 47 was carried out except that the dopant shown in Table 1 was used instead of biphenyl as the dovant, and a test piece for characteristic evaluation was obtained.

[Comparative Examples 1 and 2]

Methyl methacrylate 2000 g, biphenyl 146 g, lauroyl peroxide (JP This oil and fat company: Trade name: Paryl L) 8 g, n-yearly octyl mercaptan 4 g was dissolved and used as in Examples 1 and 2, except for dissolving it as a monomer mixture, for property evaluation Was obtained.

[Higashiko 3-22]

 The same experiment as in Comparative Examples 1 and 2 was performed except that the dopant shown in Table 1 was used instead of the biphenyl as a dopant, and a test piece for evaluating characteristics was obtained. For the resin particles and test pieces obtained in Examples 1 to 67 and Comparative Examples 1 to 22, the results of measuring the directional birefringence, the birefringence of the molded product, the glass transition temperature (hereinafter abbreviated as Tg), and the like are shown in the table. Shown in 1. In addition, each evaluation was performed by the following method.

 (1) Orientation birefringence

 1 g of resin particles of each mixing ratio obtained by the suspension polymerization were dissolved in 6 g of tetrahydrofuran, applied to a glass substrate, and the surface was made uniform using a knife coater. After the film was dried, it was peeled off from the glass substrate to form a film of about 50 im. Next, the film was stretched twice (stretching temperature: 90 ° C.), and a single pass was measured with an Eribusometer (AEP-100 manufactured by Shimadzu Corporation) using a He-Ne laser.

 (2) Birefringence of molded products

 A single pass was measured at points A and B of the 50X40x3 (mm) test specimen shown in Fig. 1 using an He-Ne laser and Erisomeme Ichiichi (AEP-100 manufactured by Shimadzu Corporation).

 (3) Glass transition temperature (Tg)

 The glass transition temperature (Tg) of the obtained resin particles was measured using a differential scanning calorimeter (DSC7 manufactured by PerkinElmer).

The results in Table 1 show that the optical resin composition obtained by the present invention has excellent non-birefringence in orientation birefringence and birefringence of a molded article. [Table 1] Evaluation results Monomer composition (parts by weight)-Λ · · · Orientation birefringence Kun Young amount birefringence () Tg 丽 A TCDMA CHMI BZMaMS (weight ¾) * E-5 (—) (ram) A point B point (° C)

Example 1 64 18 18 BP 3% Less than 0.1 0.3 2 I I2l

 "

Example 2 64 18 18-BP 3% Less than 0.1 2.5 10 I2l Example 3 64 18 18 P 4% Less than 0.1 0.1 Ill9 Example 4 64 18 18-DPM 4% 0.1 Not yet? g | 2.2 0 119 Example 5 64 18 18 DPE 4.5% less than 0.1 0.3-1 0 118 Example 6 64 18 18 DPE 4.5% less than 0.1 2.3 1 0 118 Example 7 64 18 18 FL 1.8% Less than 0.1 0.40 0 126 Example 8 64 18 18 FL 1.8% Less than 0.1 2.5 0 -I 126 Example 9 64 18 18 AD 2.5% Less than 0.1 0 4 1 I 123 Example 10 64 18 18 AD 2.5% Less than 0.1 2 4 1 0 123 Example ll 64 18 18 BCA 3.2% Less than 0.1 0 3 0 -I 121 Example 12 64 18 18 ― ― BCA 3.2% Less than 0.1 2 5-1 I 121 Example 13 64 18 18-BB 4.2% <0.1 0 4 II 119 Example 14 64 18 18 BB 4.2% <0.1 2 4 0 I 119 Example 15 64 18 18-DMBP 4% <0.1 0 3 I 0 120 Example 16 64 18 18-DMBP 4% less than 0.1 25 -I 0 120 Example π 64 18 18 DMT 2.5% less than 0.1 0 4 I 0 124 Example 18 64 18 18 DMT 2.5% less than 0.1 25 -II 124 Example 19 64 18 18-CPPB 2.8% less than 0.1 0.4 0-1 122 Example 20 64 18 18-CPPB 2.8% less than 0.1 2.4 -I-1 122 Example 21 64 18 18 PPI 4.5% 0.1 Not yet 0. 3 I 0 117 Example 22 64 18 18 PPI 4.5% Less than 0.1 2.4 0 0 117 Example 23 70 15 10 5 ― BP 2% less than 0.1 0 • 3 1 1 115 Example 24 70 15 10 5 ― BP 2¾ Less than 0.1 2.2 ： 1 0 115 Example 25 70 15 10 5 One DPM 2.5% 0.1 Less than 0.3 ()-1 113 Example 26 70 15 10 5 One DPM 2.5% less than 0.1 2.5 1 1 0 113 Example 27 70 15 10 5 One DPE 2.8% Less than 0.1 0.4] ί 1 110 Example 28 70 15 10 5 DPE 2.8% Less than 0.1 2.3 () 0 110 Example 29 70 15 10 5 ― FL 1.2% Less than 0.1 0.3 ()-1 117 Example 30 70 15 10 5 ― FL 1.2 % Less than 0.1 2.5 1 0 117 Example 31 70 15 10 5 ― A 1.8% Less than 0.1 0.4 0.14 115 Example 32 70 15 10 5 One AD 1.8% Less than 0.1 2. .3 -1-1 115 Example 33 70 15 10 5 1 BCA 2.5% Less than 0.1 0 .. 1 1 113 Example 34 70 15 10 5 ― BCA 2.5% Less than 0.1 2., 5 C 1 -1 113 Example 35 70 15 10 5 One BB 2.6% less than 0.1 0.3 2: 1 112 Example 36 70 15 10 5 ― BB 2.6% less than 0.1 2.5 .1 -1 112 Example 37 70 15 10 5 ― DMBP 2% less than 0.1 0.3 1 0 115 Example 39 70 15 10 5 DMBP 2% Less than 0.1 2.3 C 1 1 115 Example 40 70 15 10 5 One DMT 1.8% Less than 0.1 0,, 3 0 1 1 115 Example 41 70 15 10 5 One DMT 1.8% Less than 0.1 2.4 4-1 115 Example 42 70 15 10 5 One CPPB 1.9% 0.1 Less than 0,, 3 1 0 115 Example 43 70 15 10 5 ― CPPB 1.9% less than 0.1 2.3 C 1 0 115 Example 44 70 15 10 5 ― PPI 2.5% less than 0.1 0.42: 1 111 Example 45 70 15 10 5 PPI 2.5% Less than 0.1 2.0.1 0 113 Example 46 63 5 30 2 BP 1% Less than 0.1 2.3.1 1 138 Example 47 63 5 30 2 BP 1% 0.1 Less than 0, .3 1 0 138 Example 48 63 5 30 2 DPMI.5% Less than 0.1 2.0.1 1 137 Example 49 63 530 .2 DPMI .5% Less than 0.1 0.3 .1-1 0 137 Example 50 63 5 30 2 DPE 2% Less than 0.1 2.2 -1 0 136 Example 51 63 5 30-2 DPE 2% less than 0-1 0.4 1 0 136 Example 52 63 5 30 -2 F and 0.8% less than 0.1 2.4 0 0 138 Example 53 63 5 30-2 F 0.8% Less than 0.1 0.3 0 -1 138 Example 54 63 5 30 -2 AD 1% Less than 0-1 2.2 1 1 138 Example 56 63 5 30-2 AD 1% Less than 0.1 0.3 1 0 138 Example 57 63 5 30-2 BCA 1.3% 0 • Less than 2.5 0 -1 137 Example 58 63 5 30-2 BCA 1.3% 0.1 Not yet? ^ 0.3 -1 1 137 Example 59 63 5 30-2 BB 2% 0-1 Not yet? el 2.2 1 1 135 Example 60 63 5 30-2 BB 2% Less than 0.1 0.3 0 1 135 Example 61 63 5 30-2 DMBP 2.2% 0 ■ lTf 2.5 1 0 135 Example 62 63 5 30- 2 DMBP2.2% 0

Example 62 63 5 30 -2 DMT 1.5% 0. ■ Less than 0.41 0 137 Example 63 63 5 30 -2 DMT less than 1.1 2.5 -1 1 137 Example 64 63 5 30 -2 CPPB1. 8% Less than 0.1 0.4 0 -1 136 Example 65 63 5 30-2 CPPB1 .8% Less than 0.1 2.4 -1 -1 136 Example 66 63 5 30-2 PPI 2% Less than 0.1 2.3 1 0 136 Example 67 63 5 30-2 PPI 2% Less than 0.1 0.3 0 0 136 Comparative example 1 100 ― ― ― ― BP 7.3% 0.1 Not yet 2.3 1 1 86 Comparative example 2 100 ― — — — BP 7.3% Less than 0.1 0.4 2 1 86 Comparative Example 3 100 — — — — DPM 9% 0.1 Less than 2.3 1 0 90 Comparative Example 4 100 11-DPM 9% 0.1 Less than 0.3 2 1 90 Ratio 铰 Example 5 100 DPE 9.5% 0.Full 2.4 0 1 87 Comparative Example 6 100 DPE 9.5% 0.1 Less than 0.3--2 1 87 Comparative Example 7 100 FL 6¾ 0.1 Not yet满 2.2 1 0 95 Comparative Example 8 100 FL 6% Less than 0.1 0.4 1 0 95 Comparative Example 9 100 AD 8% Less than 0.1 2.5 2 1 90 Comparative example 10 100 AD 8% Less than 0.1 0.3 90 Comparative example 11 100 BCA 8.5% Less than 0.1 2.3 1 87 Comparative example 12 100 BCA 8.5% 0.1 Not yet 0.3 1 87 Comparative example 13 100 BB 9% Less than 0.1 Z.3 1 86 Comparative Example 14 100 BB 9% less than 0.1 0.3 2 86 Comparative Example 15 100 DMBP 7.5% less than 0.1 2.4 2 87 Comparative Example 16 100 D BP7.5% less than 0.1 0.3 2 87 Comparative Example 17 100 DMT 7% less than 0.1 2.2 1 88 Comparative 18 100 DMT 7% less than 0.1 0.3 1 88 Comparative 19 100 CPPB 8% less than 0.1 2.5 2 87 Comparative 20 100 CPPB 8% less than 0.1 0.3 2 87 Comparative 21 100 PPI 10% less than 0.1 2.2 1 83 Comparative Example 22 100 PPI 10% Less than 0.1 2.3 1 83 where MMA is methyl methacrylate, T CDMA is tricyclomethacrylate [5.2.2.02.S] deca-1-yl, and CHMI is N-cyclohexyl maleimide, B ZM is benzyl methacrylate, aMS is α-methylstyrene, BP is biphenyl, DPM is diphenylmethane, DPE is diphenyl ether, FL is fluorene, AD is acridine, BCA is Benjiride -4-cyanoaniline, BB is benzyl benzoate, DMB P is 4,4'-dimethylbiphenyl, DMT is 4,4 'dimethyoxy p-evening phenyl, CPP B is 4'-cyanophenyl 1,4-Ibentyl benzoate, PPI stands for N-phenylphthalimid. Possible use of industry

 As described above, the non-birefringent optical resin composition of the present invention and the optical element using the same are suitably used for various optical device lenses and liquid crystal element members.

Claims

The scope of the claims

1. A copolymer containing an N-substituted maleimide compound as an essential copolymer component and a dopant exhibiting orientation birefringence which tends to offset the negative orientation birefringence possessed by the copolymer. Non-birefringent optical resin composition.

2. A copolymer containing an N-substituted maleimide compound as an essential copolymer component is a methacrylate or acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in an ester portion, and methacrylic acid. 2. The non-birefringence according to claim 1, wherein the non-birefringence is a copolymer obtained by copolymerizing methyl, an N-substituted maleimide compound, and a monomer copolymerizable therewith if necessary. Resin composition for optics.

3. The copolymer containing an N-substituted maleimide compound as an essential copolymer component is a methacrylate or acrylate having an alicyclic hydrocarbon group having 5 to 22 carbon atoms in the ester portion. 0% by weight, 5 to 90% by weight of methyl methacrylate, 5 to 40% by weight of the N-substituted maleimide compound, and 0 to 10% by weight of a monomer copolymerizable therewith if necessary. 3. The non-birefringent optical resin composition according to claim 1, which is a copolymer obtained by copolymerization in an amount falling within the range of%.

4. Dorbant force The compound according to any one of claims 1 to 3, wherein the compound is at least one compound selected from the compounds represented by any of the following general formulas (1) to (8). Non-birefringent optical resin composition.

However, in the following chemical formulas, R i, R 2 R 3 and R 4 are hydrogen, halogen such as F, Cl, Br, hydroxyl group, carboxyl group, amino group, cyano group, nitro group, nitroso group, thiol group, carbon number A saturated or unsaturated aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alkoxyl group having 1 to 12 carbon atoms, an acyl group having 1 to 12 carbon atoms, an acyloxy group having 1 to 12 carbon atoms, 1 carbon atom Having ~ 12 alkyloxycarbonyl groups and hydroxyl groups Represents a hydrocarbon group having 1 to 4 carbon atoms, a hydrocarbon group having 1 to 4 carbon atoms having an amino group, a secondary or tertiary amino group having a hydrocarbon group having 1 to 4 carbon atoms, and m is 1 And n represents an integer of 0 to 2.

 A1-A2

 In the formula, A1 and A2 are selected from groups having the following structures, and A1 and A2 may be the same.

 A 1 and A 2:

 6 S

S8 € 00 / .6dT / XDd 6II0 £ / L6 O Al-Xl- A2

 In the formula, XI is selected from groups having the following structures, A 1 and A 2 are the same groups as in the general formula (1), and A 1 and A 2 may be the same.

 XI:

 A1-X2- A2 (3)

 In the formula, X2 is selected from groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 may be the same.

 X2:

(Where R ₅ , R ₆ are = N0H = NNH ₂ , = NH or

And m represents an integer from 1 to 4)

 A1-X3-A2

 However, X3 is selected from groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 may be the same.

X3:

 PH

OH OH

 One PH—— One o— PH— O— One O— P— O—— One P- II II II π

 o o o °

 X4

Here, X4 is a compound having any of the structures shown below. X4

X5-· ·. (6)

Wherein X5 is a compound having any of the structures shown below,

A1-X6- A2

 However, X6 is selected from the groups having the following structures, A1 and A2 are the same groups as in the general formula (1), and A1 and A2 may be the same.

 X6:

A1-X7-A2

However, X 7 is selected from the groups having the structures shown below, A 1 and A 2 are the same groups as in the general formula (1), and A 1 and A 2 may be the same.

X7

 5. Dopant strength << Claims range of 0.1 to 10 parts by weight per 100 parts by weight of copolymer containing N-substituted maleimide compound as an essential copolymerization component 5. The non-birefringent optical resin composition according to any one of items 1 to 4.

6. The non-birefringent optical resin composition according to any one of claims 1 to 5, having a glass transition temperature of 100 or more.

7. An optical element obtained by using the non-birefringent optical resin composition according to any one of claims 1 to 6.