JPH01170657A - Compatibilizing agent for thermoplastic resin - Google Patents
Compatibilizing agent for thermoplastic resinInfo
- Publication number
- JPH01170657A JPH01170657A JP32837387A JP32837387A JPH01170657A JP H01170657 A JPH01170657 A JP H01170657A JP 32837387 A JP32837387 A JP 32837387A JP 32837387 A JP32837387 A JP 32837387A JP H01170657 A JPH01170657 A JP H01170657A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- thermoplastic resin
- weight
- meth
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 30
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 8
- 229920005989 resin Polymers 0.000 claims abstract description 43
- 239000011347 resin Substances 0.000 claims abstract description 43
- -1 polypropylene Polymers 0.000 claims abstract description 29
- 239000004743 Polypropylene Substances 0.000 claims abstract description 28
- 229920001155 polypropylene Polymers 0.000 claims abstract description 28
- 239000000178 monomer Substances 0.000 claims abstract description 22
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 229920001577 copolymer Polymers 0.000 claims abstract description 8
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 229920006122 polyamide resin Polymers 0.000 claims description 8
- 239000004645 polyester resin Substances 0.000 claims description 8
- 229920001225 polyester resin Polymers 0.000 claims description 8
- 229920006380 polyphenylene oxide Polymers 0.000 claims description 8
- 229920005668 polycarbonate resin Polymers 0.000 claims description 7
- 239000004431 polycarbonate resin Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 4
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 4
- 125000000524 functional group Chemical group 0.000 abstract description 14
- 238000002156 mixing Methods 0.000 abstract description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 8
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 abstract description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract description 2
- 239000004593 Epoxy Substances 0.000 abstract 1
- 238000002347 injection Methods 0.000 description 12
- 239000007924 injection Substances 0.000 description 12
- 238000004898 kneading Methods 0.000 description 12
- 230000000704 physical effect Effects 0.000 description 12
- 238000000034 method Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 229920006351 engineering plastic Polymers 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920001707 polybutylene terephthalate Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- ATGFTMUSEPZNJD-UHFFFAOYSA-N 2,6-diphenylphenol Chemical compound OC1=C(C=2C=CC=CC=2)C=CC=C1C1=CC=CC=C1 ATGFTMUSEPZNJD-UHFFFAOYSA-N 0.000 description 1
- LQZDDWKUQKQXGC-UHFFFAOYSA-N 2-(2-methylprop-2-enoxymethyl)oxirane Chemical compound CC(=C)COCC1CO1 LQZDDWKUQKQXGC-UHFFFAOYSA-N 0.000 description 1
- NMSZFQAFWHFSPE-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxycarbonyl)but-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OCC1CO1 NMSZFQAFWHFSPE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000004727 Noryl Substances 0.000 description 1
- 229920001207 Noryl Polymers 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920000305 Nylon 6,10 Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000088 plastic resin Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920001384 propylene homopolymer Polymers 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は熱可塑性樹脂の相溶化剤に関し、更に詳しくは
ポリプロピレン樹脂と官能基を有する熱可塑性樹脂とを
ブレンドする際に使用する相溶化剤に関する。[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a compatibilizer for thermoplastic resins, and more particularly to a compatibilizer used when blending a polypropylene resin and a thermoplastic resin having a functional group. Regarding.
ポリプロピレン樹脂は成形加工性、強靭性、耐水性、耐
ガソリン性、耐薬品性などに優れた性質を有しており、
しかも低比重でかつ安価であることから各種成形品やフ
ィルム、シートとして従来から広く利用されている。し
かしポリプロピレン樹脂は耐熱性、剛性、耐衝撃性、塗
装性、接着性、印刷性等において難点があり、改良の余
地を残している。Polypropylene resin has excellent properties such as moldability, toughness, water resistance, gasoline resistance, and chemical resistance.
Furthermore, because it has a low specific gravity and is inexpensive, it has been widely used in various molded products, films, and sheets. However, polypropylene resin has drawbacks in heat resistance, rigidity, impact resistance, paintability, adhesiveness, printability, etc., and there is still room for improvement.
一方、官能基を有する熱可塑性樹脂は、エンジニアリン
グプラスチックとして知られるポリアミド樹脂、ポリエ
ステル樹脂、ポリカーボネート樹脂、ポリフェニレンオ
キシド樹脂、ポリフェニレンスルフィド樹脂等が挙げら
れる。これらは、耐熱性、耐衝撃性、耐油性、電気特性
等に特長を持っており、自動車部品、電気・電子部品な
どの分野で広汎に使用されているが、成形加工性、耐水
性、耐薬品性等において、−層の改良が望まれている。On the other hand, examples of thermoplastic resins having functional groups include polyamide resins, polyester resins, polycarbonate resins, polyphenylene oxide resins, and polyphenylene sulfide resins, which are known as engineering plastics. These have features such as heat resistance, impact resistance, oil resistance, and electrical properties, and are widely used in fields such as automobile parts and electrical/electronic parts. Improvements in the negative layer are desired in terms of chemical properties and the like.
また、ポリプロピレン樹脂に比して比重が大きく、価格
も高いという本質的難点を有している。Furthermore, it has the inherent disadvantage that it has a higher specific gravity and is more expensive than polypropylene resin.
このような観点から、ポリプロピレン樹脂と官能基を有
する熱可塑性樹脂とをブレンドし、ポリプロピレン樹脂
と熱可塑性樹脂双方の特徴を有する樹脂組成物が得られ
るならば、新規用途の可能性が期待されるため、近年種
々の提案がなされている。例えば、特開昭５９−１１５
３５２号、特開昭６１−６０７４４号、特開昭６０−１
８５４２号、特開昭６１−６０７４６号、特開昭６１−
５３３５５号などがある。しかし、まだ充分満足できる
ものではない。From this perspective, if polypropylene resin and thermoplastic resin with functional groups can be blended to obtain a resin composition that has the characteristics of both polypropylene resin and thermoplastic resin, the possibility of new applications is expected. Therefore, various proposals have been made in recent years. For example, JP-A-59-115
No. 352, JP-A-61-60744, JP-A-60-1
No. 8542, JP-A-61-60746, JP-A-61-
There are issues such as No. 53355. However, it is still not completely satisfactory.
ポリプロピレン樹脂と官能基を有する熱可塑性樹脂は相
溶分散性が乏しく、単純に溶融混合しただけでは相分離
を起こし成形作業性が悪い。しかも射出成形品は不均一
性を呈し、外観が悪く、実際上使用に耐えないものしか
得られないという問題がある。A polypropylene resin and a thermoplastic resin having a functional group have poor compatibility and dispersibility, and simply melt-mixing them causes phase separation, resulting in poor molding workability. Moreover, the injection molded products exhibit non-uniformity, have a poor appearance, and are practically unusable.
本発明は上記問題点を解決するものであり、成形加工性
が良く、剛性、耐熱性、耐衝撃性、および耐水性等の物
性バランスが良く、外観の均一性、平滑性の良い新規な
熱可塑性樹脂を与える相溶化剤を提供しようとするもの
である。The present invention solves the above-mentioned problems, and is a novel thermoplastic material that has good moldability, has a good balance of physical properties such as rigidity, heat resistance, impact resistance, and water resistance, and has good uniformity and smoothness in appearance. It is an object of the present invention to provide a compatibilizer that provides a plastic resin.
本発明の相溶化剤は、長鎖アルキル（炭素数１２〜２２
）（メタ）アクリレート５〜６０重量％とエポキシ基含
有単量体５〜６０重量％、および他の共重合可能な単量
体０〜９０重量％からなる単量体混合物を共重合して得
られ、重量平均分子量が２０００〜２００．０００の共
重合体であることを特徴とする。The compatibilizer of the present invention is a long-chain alkyl (carbon number 12-22
) obtained by copolymerizing a monomer mixture consisting of 5 to 60% by weight of (meth)acrylate, 5 to 60% by weight of an epoxy group-containing monomer, and 0 to 90% by weight of other copolymerizable monomers. It is characterized by being a copolymer having a weight average molecular weight of 2,000 to 200,000.
この相溶化剤は、ポリプロピレン樹脂と官能基を有する
熱可塑性樹脂とのブレンドに好適である。This compatibilizer is suitable for blending polypropylene resins with functionalized thermoplastic resins.
熱可塑性樹脂としては、ポリアミド樹脂、ポリエステル
樹脂、ポリカーボネート樹脂、およびポリフェニレンオ
キシド樹脂、ポリフェニレンスルフィド樹脂が好ましい
。As the thermoplastic resin, polyamide resin, polyester resin, polycarbonate resin, polyphenylene oxide resin, and polyphenylene sulfide resin are preferable.
本発明において相溶化剤組成の共重合体の原料として炭
素数１２〜２２の長鎖アルキル（メタ）アクリレート、
エポキシ基含有単量体、および他の共重合可能な単量体
が使用される。In the present invention, long-chain alkyl (meth)acrylate having 12 to 22 carbon atoms as a raw material for the copolymer having a compatibilizer composition,
Epoxy group-containing monomers and other copolymerizable monomers are used.
長鎖アルキル（メタ）アクリレートのアルキル基は炭素
数１２〜２２の飽和アルキル基および不飽和アルキル基
であり、好ましい長鎖アルキル（メタ）アクリレートと
しては、ラウリル（メタ）アクリレート、ミリスチル（
メタ）アクリレート、セチル（メタ）アクリレート、ス
テアリル（メタ）アクリレート、ベヘニル（メタ）アク
リレート、オレイル（メタ）アクリレート、トリデシル
（メタ）アクリレート、エイコシル（メタ）アクリレー
ト等が挙げられる。The alkyl group of the long-chain alkyl (meth)acrylate is a saturated alkyl group or an unsaturated alkyl group having 12 to 22 carbon atoms. Preferred long-chain alkyl (meth)acrylates include lauryl (meth)acrylate, myristyl (
Examples include meth)acrylate, cetyl(meth)acrylate, stearyl(meth)acrylate, behenyl(meth)acrylate, oleyl(meth)acrylate, tridecyl(meth)acrylate, and eicosyl(meth)acrylate.
エポキシ基含有単量体としては、不飽和酸グリシジルエ
ステル類（例えば、グリシジルメタクリレート、グリシ
ジルアクリレート、グリシジルイタコネート等）、不飽
和グリシジルエーテル類（例えば了りルグリシジルエー
テル、メタリルグリシジルエーテル等）が挙げられる。Examples of the epoxy group-containing monomer include unsaturated acid glycidyl esters (e.g., glycidyl methacrylate, glycidyl acrylate, glycidyl itaconate, etc.) and unsaturated glycidyl ethers (e.g., glycidyl ether, methallyl glycidyl ether, etc.). Can be mentioned.
好ましくはグリシジル（メタ）アクリレートである。Preferred is glycidyl (meth)acrylate.
他の共重合可能な単量体としては、スチレン、 ・アル
キル（炭素数１〜４）（メタ）アクリレート、α−メチ
ルスチレン、アクリロニトリル等が挙げられる。Other copolymerizable monomers include styrene, alkyl (1 to 4 carbon atoms) (meth)acrylate, α-methylstyrene, acrylonitrile, and the like.
共重合体の原料である単量体混合物中、長鎖アルキル（
炭素数１２〜２２）（メタ）アクリレートは５〜６０重
量％含有する。５重量％未満では熱可塑性樹脂、特にポ
リプロピレン樹脂との親和性が低くなり相溶分散性が悪
くなるので好ましくなく、６０重量％を超えると樹脂物
性を低下するので好ましくない。またエポキシ基含有単
量体は５〜６０重量％含有する。５重量％以下では相溶
化剤としての効果が低くなり、６０重量％を超えると樹
脂中に凝集物が生じ均一性が悪くなる。他の共重合可能
なｉ量体は０〜９０重量％含有し、９０重量％を超える
と相溶化剤としての効果が少なくなる。In the monomer mixture that is the raw material for the copolymer, long-chain alkyl (
The content of (meth)acrylate having 12 to 22 carbon atoms is 5 to 60% by weight. If it is less than 5% by weight, the affinity with thermoplastic resins, particularly polypropylene resins will be low, resulting in poor compatibility and dispersibility, which is undesirable, and if it exceeds 60% by weight, the physical properties of the resin will deteriorate, which is not preferred. Further, the epoxy group-containing monomer is contained in an amount of 5 to 60% by weight. If it is less than 5% by weight, the effect as a compatibilizing agent will be reduced, and if it exceeds 60% by weight, aggregates will be formed in the resin, resulting in poor uniformity. The content of other copolymerizable i-mers is from 0 to 90% by weight, and if the content exceeds 90% by weight, the effect as a compatibilizer will decrease.
該相溶化剤の分子量は、２．０００〜２００．０００が
好ましく 、２，０００以下では物性値の低下が大きく
、２００．０００を超えると均一にブレンドすることが
難しくなる。The molecular weight of the compatibilizing agent is preferably from 2.000 to 200.000; if it is less than 2,000, the physical properties will decrease significantly, and if it exceeds 200.000, it will be difficult to blend uniformly.
該相溶化剤は種々の方法でつくることが出来る。The compatibilizer can be made in a variety of ways.
例えば、溶液重合法では４０〜１５０℃の溶剤中で適当
なラジカル発生剤や連鎖移動剤の存在下に、アルキル（
メタ）アクリレートとエポキシ基含有単量体および他の
共重合可能な単量体の混合物を共重合させることで得る
ことが出来る。その他一般に知られている懸濁重合法や
乳化重合法によってもつくるこ゛とが出来る。For example, in solution polymerization, alkyl (
It can be obtained by copolymerizing a mixture of meth)acrylate, an epoxy group-containing monomer, and other copolymerizable monomers. It can also be produced by other commonly known suspension polymerization methods and emulsion polymerization methods.
本発明の相溶化剤は、熱可塑性樹脂、好ましくはポリプ
ロピレン樹脂と官能基を有する熱可塑性樹脂とのブレン
ドに用いる。The compatibilizer of the present invention is used in blending a thermoplastic resin, preferably a polypropylene resin, with a thermoplastic resin having functional groups.
ポリプロピレン樹脂とは結晶性ポリプロピレン樹脂であ
り、プロピレンのホモポリマーのほかに、プロピレンと
例えばエチレン、ブテン−１などのα−オレフィンとを
共重合させたブロック又はランダムポリマー等を含む。The polypropylene resin is a crystalline polypropylene resin, and includes, in addition to a propylene homopolymer, a block or random polymer obtained by copolymerizing propylene with an α-olefin such as ethylene or butene-1.
官能基を有する熱可塑性樹脂としては、ポリアミド樹脂
、ポリエステル樹脂、ポリカーボネート樹脂、ポリフェ
ニレンオキシド樹脂、ポリフェニレンスルフィド樹脂等
があり、ポリアミド樹脂としては、ナイロン−６、ナイ
ロン−６６、ナイロン−１２、ナイロン−１１、ナイロ
ン−６１０、などが利用でき、ポリエステル樹脂として
はポリエチレンテレフタレート、ポリブチレンテレフタ
レートに代表される飽和ポリエステルが利用でき、ポリ
エステル・ポリアミドのランダム重縮合体も利用できる
。ポリカーボネート樹脂としては芳香族ポリカーボネー
ト類が好適であり、ポリフェニレンオキシド樹脂として
は２，６−シメチルフエノール、２．６−ジフェニルフ
ェノールの単独重合体などや、ポリフェニレンオキシド
にスチレン系重合体あるいは、他の重合体がグラフトし
ているものも含まれる。Thermoplastic resins having functional groups include polyamide resins, polyester resins, polycarbonate resins, polyphenylene oxide resins, polyphenylene sulfide resins, etc. Polyamide resins include nylon-6, nylon-66, nylon-12, and nylon-11. , nylon-610, etc. can be used, and as the polyester resin, saturated polyesters such as polyethylene terephthalate and polybutylene terephthalate can be used, and random polycondensates of polyester and polyamide can also be used. Aromatic polycarbonates are suitable as the polycarbonate resin, and examples of the polyphenylene oxide resin include homopolymers of 2,6-dimethylphenol and 2,6-diphenylphenol, and polyphenylene oxide with styrene polymers or other polymers. It also includes those to which polymers are grafted.
本発明における相溶化剤の使用量はポリプロピレン樹脂
と官能基を有する熱可塑性樹脂の混合物１００重量部に
対して相溶化剤を１〜５０重量部使用することが好まし
く、１重量部未満では相溶分散性に問題があり成形加工
性が悪くなり、５０重量部を超えると期待した物性の樹
脂が得られない。また、ポリプロピレン樹脂と官能基を
有する熱可塑性樹脂の比率は９７１〜１／９で使用でき
、好ましくは８７２〜２／８である。該比率が９７１以
上では耐熱性、耐衝撃性が十分でなり、１７９以下では
成形加工性、耐薬品性や耐水性において十分満足できる
樹脂が得られない。The amount of compatibilizer used in the present invention is preferably 1 to 50 parts by weight per 100 parts by weight of the mixture of polypropylene resin and thermoplastic resin having a functional group, and less than 1 part by weight is compatible. There are problems with dispersibility and moldability becomes poor, and if it exceeds 50 parts by weight, a resin with the expected physical properties cannot be obtained. Further, the ratio of the polypropylene resin to the thermoplastic resin having a functional group can be used in a range of 971 to 1/9, preferably 872 to 2/8. When the ratio is 971 or more, the heat resistance and impact resistance are insufficient, and when the ratio is 179 or less, a resin that is sufficiently satisfactory in moldability, chemical resistance, and water resistance cannot be obtained.
本発明の相溶化剤を使用して出来る新規熱可塑性樹脂は
ガラス繊維、カーボン繊維、ポリアミド繊維等の繊維に
よる強化複合材、シリカ、アルミナ、炭酸カルシウム、
タルク、マイカ、酸化チタンなどの無機充填剤や滑剤、
核剤、顔料、帯電防止剤、酸化防止剤、紫外線吸収剤等
を添加した複合材としても使用できる。New thermoplastic resins made using the compatibilizer of the present invention include composites reinforced with fibers such as glass fiber, carbon fiber, and polyamide fiber, silica, alumina, calcium carbonate,
Inorganic fillers and lubricants such as talc, mica, titanium oxide,
It can also be used as a composite material with added nucleating agents, pigments, antistatic agents, antioxidants, ultraviolet absorbers, etc.
本発明の相溶化剤の使用方法は通常の公知の方法を用い
ることができる。溶液状態でポリプロピレン樹脂と官能
基を有する熱可塑性樹脂に混合し、溶剤を蒸発した後、
溶融混練する方法や、粉体の状態でポリプロピレン樹脂
および官能基を有する熱可塑性樹脂とをタンブラ−、ヘ
ンシェルミキサー等で均一に混合して溶融混練する方法
または溶融混練機に別々に供給して溶融混練する方法な
どが用いられる。The compatibilizing agent of the present invention can be used by any conventional known method. After mixing polypropylene resin and thermoplastic resin with functional groups in solution state and evaporating the solvent,
A method of melt-kneading, a method of uniformly mixing a polypropylene resin and a thermoplastic resin having a functional group in a powder state in a tumbler, a Henschel mixer, etc., and then melt-kneading, or a method of melt-kneading by feeding them separately to a melt-kneader and melting them. A method such as kneading is used.
本発明による相溶化剤を使用すれば、熱可塑性樹脂のブ
レンド、特にポリプロピレン樹脂と官能基を有する熱可
塑性樹脂とのブレンドが容易になり、物性バランスおよ
び成形加工性と成形品の外観の良好な新規熱可塑性樹脂
が得られ、各種産業分野に用途が拡大できる。The use of the compatibilizer according to the present invention facilitates the blending of thermoplastic resins, especially the blending of polypropylene resins and thermoplastic resins having functional groups, and improves the balance of physical properties, moldability, and appearance of molded products. A new thermoplastic resin can be obtained, and its applications can be expanded to various industrial fields.
以下、実施例により本発明を説明するが、これらは単な
る例示であり、本発明はこれに限定されるものではない
。なお実施例中のアイゾツト衝撃強度はＪＩＳ Ｋ７１
１０によるノツチ付き、厚さ３．２ｍｍの試験片の結果
であり、曲げ試験はＪＩＳ Ｋ７２０３に従って実施し
た。The present invention will be described below with reference to Examples, but these are merely illustrative and the present invention is not limited thereto. The Izod impact strength in the examples is JIS K71.
The results are for a test piece with a notch and a thickness of 3.2 mm according to JIS K7203.
実施例および比較例で用いたポリプロピレン樹脂および
官能基を有する熱可塑性樹脂は下記のように市販のもの
を使用した。Commercially available polypropylene resins and functional group-containing thermoplastic resins were used in Examples and Comparative Examples as shown below.
■ポリプロピレン樹脂
三井東圧化学工業側製 三井ノーブレンＪ）１８−Ｇ■
ポリアミド樹脂
ポリプラスチックス■製 ポリプラナイロン６６■ポリ
エステル樹脂
三菱レイヨン■製 タフペラ１−ＰＢＴ Ｎ −１００
０■ポリカーボネート樹脂
三菱瓦斯化学■製 ニーピロンＳ ２０００■ポリフエ
ニレンオキシド樹脂
エンジニアリングプラスチックス■製 ノリル３１Ｊ
また、相溶化剤（Ａ）〜（Ｄ）は下記の処方により得ら
れた。■Polypropylene resin manufactured by Mitsui Toatsu Chemical Industry Co., Ltd. Mitsui Noblen J) 18-G■
Made of polyamide resin Polyplastics ■ Polyplastic nylon 66 ■ Made of polyester resin Mitsubishi Rayon ■ Toughpela 1-PBT N-100
0 ■Polycarbonate resin Nipiron S 2000 manufactured by Mitsubishi Gas Chemical Company ■Noryl 31J manufactured by Polyphenylene oxide resin Engineering Plastics ■Compatibilizers (A) to (D) were obtained according to the following formulations.
（Ａ）
２１の攪拌機付きガラス製４つロフラスコに還流冷却器
、温度計、滴下ロート、窒素ガス吹き込み管を付し、ト
ルエン６００部を仕込み、反応系内を窒素置換した後、
１０５℃に昇温し、ステアリルメタクリレート１２０部
、グリシジルメタクリレート１２０部、メチルメタクリ
レート１８０部、スチレン１８０部の混合物にアゾイソ
ブチロニトリル２７ｇを重合開始剤として添加し、溶解
した混合溶液を１０５℃で４時間にわたって均等滴下し
、同温度で２時間熟成した後冷却し、得られた重合溶液
を１４５℃の減圧乾燥機中で２時間脱トルエンを行った
。次いで冷却し得られた共重合体を粉砕した。(A) A reflux condenser, a thermometer, a dropping funnel, and a nitrogen gas blowing tube were attached to a reflux condenser, a thermometer, a dropping funnel, and a nitrogen gas blowing tube to a 21-sized glass four-roof flask equipped with a stirrer, and 600 parts of toluene was charged, and the reaction system was replaced with nitrogen.
The temperature was raised to 105°C, 27g of azoisobutyronitrile was added as a polymerization initiator to a mixture of 120 parts of stearyl methacrylate, 120 parts of glycidyl methacrylate, 180 parts of methyl methacrylate, and 180 parts of styrene, and the dissolved mixed solution was heated to 105°C. The mixture was added dropwise evenly over 4 hours, aged at the same temperature for 2 hours, and then cooled. The resulting polymer solution was detoluene-removed for 2 hours in a vacuum dryer at 145°C. The copolymer obtained by cooling was then ground.
このものの重量平均分子量は約１０，０００であった。The weight average molecular weight of this product was about 10,000.
（Ｂ）〜（Ｄ）
（Ａ）と同様の反応装置を用いて、トルエン６００部を
仕込み、反応系内を窒素置換した後、表−１に示した所
定温度で、表−１に示した単量体混合物６００部に所定
量のアゾイソブチロニトリルを溶解した単量体溶液を４
時間にわたって均等滴下し、同温度で２時間熟成し、（
Ａ）と同様の操作をして共重合体を得た。(B) to (D) Using the same reactor as in (A), 600 parts of toluene was charged and the reaction system was replaced with nitrogen. A monomer solution prepared by dissolving a predetermined amount of azoisobutyronitrile in 600 parts of the monomer mixture was added to 4 parts of the monomer mixture.
Dropped evenly over a period of time, aged at the same temperature for 2 hours, (
A copolymer was obtained in the same manner as in A).
表−１相溶化剤の組成および製造条件
実施例１、比較例１
ポリプロピレン樹脂とポリアミド樹脂および相溶化剤（
Ａ）を表−２に示した割合で配合し、タンブラ−で２０
分間予予備台した後、東洋精機製作所■製うボプラスト
ミル？１０ＤＥＬ−３０Ｃ１５の一軸二段ダルメージ型
押出機を用いて２５０℃の温度で溶融混練によりベレッ
ト化して樹脂組成物を得た。この組成物を１４０℃で５
時間乾燥した後、東芝機械■製ｌ５−２５ＥＰ射出成形
機を用いて、シリンダー温度２５０℃、金型温度７０℃
にて物性測定用試験片を作成した。その結果、押出機で
の混練においてストランドの引き取り時の安定性は良（
、射出成形品の外観も良かった。Table 1 Composition and manufacturing conditions of compatibilizer Example 1, Comparative Example 1 Polypropylene resin, polyamide resin and compatibilizer (
Blend A) in the proportions shown in Table 2 and mix in a tumbler for 20 minutes.
After preparing the stand for a minute, use the Toyo Seiki Seisakusho ■Uboplast mill. The resin composition was pelletized by melt-kneading at a temperature of 250° C. using a single-screw two-stage Dalmage type extruder (No. 10DEL-30C15) to obtain a resin composition. This composition was heated to 140℃ for 5 minutes.
After drying for several hours, using a Toshiba Machine 15-25EP injection molding machine, the cylinder temperature was 250°C and the mold temperature was 70°C.
A test piece for measuring physical properties was prepared. As a result, the stability when the strands are taken off during kneading in an extruder is good (
The appearance of the injection molded product was also good.
比較のため相溶化剤のない組成で試験したところ、押出
機での混練において安定したストランドの引き取りが出
来なかった。また射出成形品は外観が悪かった。For comparison, when a composition without a compatibilizer was tested, stable strands could not be taken off during kneading in an extruder. In addition, the injection molded product had a poor appearance.
実施例２、比較例２
ポリプロピレン樹脂とポリエステル樹脂および相溶化剤
（Ｂ）とを表−２に示した割合で配合し、押出機の温度
を２６０℃に変えた以外は実施例１と同様に行い、物性
測定用試験片を作成した。その結果、押出機での混線に
おいてストランドの引き取り時の安定性は良く、射出成
形品の外観も良かった。Example 2, Comparative Example 2 Same as Example 1 except that polypropylene resin, polyester resin, and compatibilizer (B) were blended in the proportions shown in Table 2, and the temperature of the extruder was changed to 260 ° C. A test piece for measuring physical properties was prepared. As a result, the stability during take-off of the strands was good during cross-tracking in the extruder, and the appearance of the injection molded products was also good.
比較のため相溶化剤のない組織で試験したところ、押出
機での混練において安定したストランドの引き取りが出
来なかった。また射出成形品は外観の悪いものであった
。For comparison, a test was conducted using a structure without a compatibilizer, and stable strands could not be taken off during kneading in an extruder. In addition, the injection molded product had a poor appearance.
実施例３、比較例３
ポリプロピレン樹脂とポリカーボネート樹脂および相溶
化剤（Ｃ）とを表−２に示した割合で配合し、押出機の
温度を２８０℃、射出成形機のシリンダー温度を２８０
℃に変えた以外は実施例１と同様に行い、物性測定用試
験片を作成した。その結果、押出機での混練においてス
トランドの引き取り時の安定性は良く、射出成形品の外
観も良かった。Example 3, Comparative Example 3 Polypropylene resin, polycarbonate resin, and compatibilizer (C) were blended in the proportions shown in Table 2, and the extruder temperature was 280°C and the injection molding machine cylinder temperature was 280°C.
A test piece for measuring physical properties was prepared in the same manner as in Example 1 except that the temperature was changed to ℃. As a result, the stability of the strands when taken off during kneading in an extruder was good, and the appearance of the injection molded product was also good.
比較のため相溶化剤のない組成で試験したところ、押出
機での混練において安定したストランドの引き取りが困
難であった。また射出成形品の外観も良くなかった。When a composition without a compatibilizer was tested for comparison, it was difficult to take off stable strands during kneading in an extruder. Furthermore, the appearance of the injection molded product was not good.
実施例４、比較例４
ポリプロピレン樹脂とポリフェニレンオキシド樹脂およ
び相溶化剤（Ｄ）とを表−２に示した割合で配合し、実
施例３と同様に行い、物性測定用試験片を作成した。そ
の結果、押出機での混練においてストランドの引き取り
時の安定性は良く、射出成形品の外観も良かった。Example 4, Comparative Example 4 A polypropylene resin, a polyphenylene oxide resin, and a compatibilizer (D) were blended in the proportions shown in Table 2, and the same procedure as in Example 3 was carried out to prepare a test piece for measuring physical properties. As a result, the stability of the strands when taken off during kneading in an extruder was good, and the appearance of the injection molded product was also good.
比較のため相溶化剤のない組織で試験したところ、押出
機での混練において安定したストランドの引き取りが困
難であった。また射出成形品の外観も良くなかった。For comparison, when a structure without a compatibilizer was tested, it was difficult to take off stable strands during kneading in an extruder. Furthermore, the appearance of the injection molded product was not good.
実施例５．６
ポリプロピレン樹脂とポリアミド樹脂および相溶化剤（
Ａ）とを表−２に示した割合で配合し、実施例１と全く
同様に、物性測定用試験片を作成した。押出機でのスト
ランドの引き取り時の安定性も良く、射出成形品の外観
も良かった。Example 5.6 Polypropylene resin, polyamide resin and compatibilizer (
A) were blended in the proportions shown in Table 2, and test pieces for measuring physical properties were prepared in exactly the same manner as in Example 1. The stability of the strands when taken off by the extruder was good, and the appearance of the injection molded product was also good.
実施例７．８
本発明における相溶化剤の好適使用量を得るため、ポリ
プロピレン樹脂とポリエステル樹脂および相溶化剤（Ａ
）とを表−２に示した割合で配合し、実施例２と全く同
様に行い、物性測定゛用試験片を作成した。その結果、
実施例７では押出機での混線においてストランドの引き
取りの安定性や射出成形品の外観は充分とは言えないが
、比較例より改善されていた。実施例８では樹脂物性的
に充分とは言い難いが、押出機での混純においてストラ
ンドの引き取り時の安定性も良く、射出成形品の外観も
良かった。Example 7.8 In order to obtain a suitable amount of compatibilizer used in the present invention, polypropylene resin, polyester resin and compatibilizer (A
) were mixed in the proportions shown in Table 2, and the same procedure as in Example 2 was carried out to prepare test pieces for measuring physical properties. the result,
In Example 7, the stability of strand take-up and the appearance of the injection molded product due to crosstalk in the extruder were not satisfactory, but they were improved over the comparative example. In Example 8, although it cannot be said that the physical properties of the resin were sufficient, the stability at the time of taking off the strand during mixing in the extruder was good, and the appearance of the injection molded product was also good.
Claims (3)
リレート５〜６０重量％、エポキシ基含有単量体５〜６
０重量％、およびそれらと共重合可能な単量体０〜９０
重量％からなる単量体混合物を共重合して得られ、重量
平均分子量が２，０００〜２００，０００である共重合
体であることを特徴とする熱可塑性樹脂の相溶化剤。(1) Long-chain alkyl (12-22 carbon atoms) (meth)acrylate 5-60% by weight, epoxy group-containing monomer 5-6
0% by weight, and monomers copolymerizable with them 0-90
A compatibilizing agent for a thermoplastic resin, which is a copolymer obtained by copolymerizing a monomer mixture consisting of % by weight and having a weight average molecular weight of 2,000 to 200,000.
樹脂、ポリエステル樹脂、ポリカーボネート樹脂、ポリ
フェニレンスルフィド樹脂およびポリフェニレンオキシ
ド樹脂から選ばれる特許請求の範囲第１項記載の熱可塑
性樹脂の相溶化剤。(2) The thermoplastic resin compatibilizer according to claim 1, wherein the thermoplastic resin is selected from polypropylene resin, polyamide resin, polyester resin, polycarbonate resin, polyphenylene sulfide resin, and polyphenylene oxide resin.
許請求の範囲第１項記載の熱可塑性樹脂の相溶化剤。(3) The thermoplastic resin compatibilizer according to claim 1, which is used in an amount of 1 to 50 parts by weight based on the thermoplastic resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32837387A JPH01170657A (en) | 1987-12-26 | 1987-12-26 | Compatibilizing agent for thermoplastic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32837387A JPH01170657A (en) | 1987-12-26 | 1987-12-26 | Compatibilizing agent for thermoplastic resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01170657A true JPH01170657A (en) | 1989-07-05 |
Family
ID=18209523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32837387A Pending JPH01170657A (en) | 1987-12-26 | 1987-12-26 | Compatibilizing agent for thermoplastic resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01170657A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005060439A (en) * | 2003-08-18 | 2005-03-10 | Toagosei Co Ltd | Resin composition |
| JP2006117768A (en) * | 2004-10-20 | 2006-05-11 | Toray Ind Inc | Resin composition and molded article comprising the same |
-
1987
- 1987-12-26 JP JP32837387A patent/JPH01170657A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005060439A (en) * | 2003-08-18 | 2005-03-10 | Toagosei Co Ltd | Resin composition |
| JP2006117768A (en) * | 2004-10-20 | 2006-05-11 | Toray Ind Inc | Resin composition and molded article comprising the same |
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