CN101456804B - Preparation method of semi-aromatic nylon salt - Google Patents
Preparation method of semi-aromatic nylon salt Download PDFInfo
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- CN101456804B CN101456804B CN2007100325022A CN200710032502A CN101456804B CN 101456804 B CN101456804 B CN 101456804B CN 2007100325022 A CN2007100325022 A CN 2007100325022A CN 200710032502 A CN200710032502 A CN 200710032502A CN 101456804 B CN101456804 B CN 101456804B
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- aromatic nylon
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- 150000003839 salts Chemical class 0.000 title claims abstract description 57
- 229920006012 semi-aromatic polyamide Polymers 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- -1 aliphatic diamine Chemical class 0.000 claims abstract description 26
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 150000004985 diamines Chemical class 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims description 23
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 claims description 10
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 238000009987 spinning Methods 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 6
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 claims description 6
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 5
- PMZBHPUNQNKBOA-UHFFFAOYSA-N 5-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=CC(C(O)=O)=CC(C(O)=O)=C1 PMZBHPUNQNKBOA-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 150000007520 diprotic acids Chemical class 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical group CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 claims description 2
- UFMBOFGKHIXOTA-UHFFFAOYSA-N 2-methylterephthalic acid Chemical compound CC1=CC(C(O)=O)=CC=C1C(O)=O UFMBOFGKHIXOTA-UHFFFAOYSA-N 0.000 claims description 2
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 claims description 2
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N Methylcyclohexane Natural products CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 2
- AYDQIZKZTQHYIY-UHFFFAOYSA-N OC(=O)C1(C)CC(C(O)=O)=CC=C1 Chemical compound OC(=O)C1(C)CC(C(O)=O)=CC=C1 AYDQIZKZTQHYIY-UHFFFAOYSA-N 0.000 claims description 2
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical group NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 claims description 2
- GWZCCUDJHOGOSO-UHFFFAOYSA-N diphenic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1C(O)=O GWZCCUDJHOGOSO-UHFFFAOYSA-N 0.000 claims description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical group NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 2
- ABMFBCRYHDZLRD-UHFFFAOYSA-N naphthalene-1,4-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1 ABMFBCRYHDZLRD-UHFFFAOYSA-N 0.000 claims 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 10
- 238000005406 washing Methods 0.000 abstract description 8
- 239000004677 Nylon Substances 0.000 abstract description 7
- 229920001778 nylon Polymers 0.000 abstract description 7
- 238000006068 polycondensation reaction Methods 0.000 abstract description 3
- 238000006386 neutralization reaction Methods 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 5
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- KSQSUDDRZLCKSW-UHFFFAOYSA-N 2,4-dimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)CCN KSQSUDDRZLCKSW-UHFFFAOYSA-N 0.000 description 1
- LMOSYFZLPBHEOW-UHFFFAOYSA-N 2,5-dichloroterephthalic acid Chemical compound OC(=O)C1=CC(Cl)=C(C(O)=O)C=C1Cl LMOSYFZLPBHEOW-UHFFFAOYSA-N 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920006119 nylon 10T Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920006115 poly(dodecamethylene terephthalamide) Polymers 0.000 description 1
- 229920006111 poly(hexamethylene terephthalamide) Polymers 0.000 description 1
- 229920006128 poly(nonamethylene terephthalamide) Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Landscapes
- Polyamides (AREA)
Abstract
The invention discloses a preparation method of semi-aromatic nylon salt, which comprises the steps of carrying out neutralization reaction on aromatic dibasic acid and aliphatic diamine in an organic solvent, carrying out centrifugal separation, and washing the obtained precipitate to obtain the semi-aromatic nylon salt. The semi-aromatic nylon salt prepared by the method has high purity, and the molar ratio of the dibasic acid to the diamine can be accurately controlled to be equal during polycondensation; the organic solvent selected by the invention can dissolve aromatic dibasic acid and aliphatic diamine but can not dissolve semi-aromatic nylon salt, and the generated nylon salt can be easily separated and purified. The solvent used for preparing the semi-aromatic nylon salt can be recycled.
Description
Technical field
The present invention relates to the technology of preparing of semi-aromatic nylon salt.
Background technology
Aliphatics nylon; Like PA6, PA66, have excellent physical strength, thermotolerance, chemical proofing, wearability and self lubricity, and frictional coefficient is low; Its Application Areas comprises electronic apparatus, trolley part, furniture, building materials and fiber, has become one of most important engineering plastics.
In recent years, along with fields such as automobile, electronic apparatus to the raising that plastic material requires, have nylon typical case's excellent properties and the market requirement of the high-temperature resistant semi-aromatic nylon that heat resisting temperature increases substantially sharply enlarges.Semi-aromatic nylon comprises PA6T, PA9T, PA10T, PA12T etc.; Because it has high crystalline, low water absorbable, outstanding thermotolerance; Can be used as electrical/electronic components, trolley part, particularly can have a extensive future as the molding substrate material of electronic unit.
When synthetic nylon, for the ease of the molar ratio of control diprotic acid, diamine, and remove the impurity in the monomer, the method that nylon salt carries out polycondensation is again processed in employing earlier usually.During preparation aliphatics nylon salt, in aqueous solvent or alcohol, carry out neutralization reaction earlier usually, separate then, purify, drying and obtaining.It is the method that solvent prepares semi-aromatic nylon salt with water that patent CN1887841A discloses a kind of, carries out the judgement of reaction end with the pH value.
But; There is such problem in the prior art; Both when preparing semi-aromatic nylon salt as solvent with water or alcohol; Because aromatic acid and the solubleness of semi-aromatic nylon salt in these solvents are very little, it is very difficult that the purification semi-aromatic nylon salt becomes, and is difficult to obtain purified semi-aromatic nylon salt.
Summary of the invention
The deficiency that the present invention is directed to prior art provides a kind of preparation method of high purity semi-aromatic nylon salt.This preparation process is carried out in organic solvent.
Above-mentioned purpose of the present invention realizes through following technical scheme:
A kind of preparation method of semi-aromatic nylon salt comprises the steps:
(1) aromatic acid is dissolved in the organic solvent, is heated to 80～140 ℃, formed A solution; The aliphatic diamine that will contain 4～14 carbon atoms again is dissolved in the organic solvent of the same race, is heated to 80～140 ℃, has formed B solution; Under 100～140 ℃ temperature, A solution and B solution are mixed, fully stir, fully reaction;
(2) after the spinning, the throw out that obtains earlier with using deionized water wash behind the solvent wash again, is removed unreacted diprotic acid, diamine and other organism, obtained purified semi-aromatic nylon salt.
The aliphatic diamine that contains 4～14 carbon atoms in the above-mentioned steps (1) comprises straight chain aliphatic diamine, side chain aliphatic diamine or cycloalphatic diamine.Wherein, the straight chain aliphatic diamine is preferred 1,4-tetramethylenediamine, 1,6-hexanediamine, 1,8-octamethylenediamine, 1,9-nonamethylene diamine, 1,1,11-11 carbon diamines or 1,12-12 carbon diamines; The preferred 2-methyl isophthalic acid of side chain aliphatic diamine, 5-pentamethylene diamine, 3-methyl isophthalic acid, 5-pentamethylene diamine, 2,4-dimethyl--1,6-hexanediamine, 2; 2,4-trimethylammonium-1,6-hexanediamine, 2,4; 4-trimethylammonium-1,6-hexanediamine, 2-methyl isophthalic acid, 8-octamethylenediamine or 5-methyl isophthalic acid, 9-nonamethylene diamine; The preferred cyclohexane diamine of cycloalphatic diamine, methylcyclohexane diamines or 4,4 '-diamino-dicyclohexyl methane.Semi-aromatic nylon salt can contain these aliphatic diamines of one or more types.Preferred aliphatic diamine is 1,6-hexanediamine, 1,9-nonamethylene diamine, 1,2-methyl isophthalic acid, 5-pentamethylene diamine, 2-methyl isophthalic acid, 8-octamethylenediamine or 5-methyl isophthalic acid, 9-nonamethylene diamine.Most preferred aliphatic diamine is 1,6-hexanediamine, 1,9-nonamethylene diamine or 1.
Aromatic acid in the above-mentioned steps (1) comprises terephthalic acid, m-phthalic acid, 2-methyl terephthalic acid, 2,5-dichloroterephthalicacid acid, 2, and 6-is dioctyl phthalate, 1 how, and 4-is dioctyl phthalate, 4 how, 4 '-biphenyl dicarboxylic acid or 2,2 '-biphenyl dicarboxylic acid.Semi-aromatic nylon salt can contain these aromatic acids of one or more types.Preferred aromatic acid is terephthalic acid, m-phthalic acid or 4,4 '-biphenyl dicarboxylic acid.Most preferred aromatic acid is a terephthalic acid.
Preferred N-Methyl pyrrolidone of organic solvent or N in above-mentioned steps (1), (2).
Compared with prior art, the present invention has following beneficial effect: 1. the semi-aromatic nylon salt purity of the present invention's preparation is high, when polycondensation, can control diprotic acid and diamine molar ratio exactly and equate; 2. the selected organic solvent of the present invention can dissolve aromatic acid and aliphatic diamine, but can not dissolve semi-aromatic nylon salt, can separate, purify the nylon salt that generates at an easy rate.3. the present invention prepares the employed solvent of semi-aromatic nylon salt and can recycle.
Embodiment
Adopt the fusing point of Perkin Elmer DSC-6 analyser specimen, nitrogen atmosphere, flow velocity is 40mL/min, is warming up to 300 ℃ with the test fusing point with 10 ℃/min during test.
Embodiment 1
16.61Kg terephthalic acid (100mol) and 40Kg N are mixed, be heated to 120 ℃ while stirring, formed A solution; Again 17.23Kg decamethylene diamine (100mol) and 20Kg N are mixed, be heated to 80 ℃ while stirring, process B solution; A solution and B solution are mixed, be heated to 120 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning, with the throw out that obtains earlier with after the N washing more several times with deionized water wash, obtain semi-aromatic nylon salt (10T) 32.28Kg, productive rate 95.4%, the fusing point of semi-aromatic nylon salt (10T) is 260 ℃.
Embodiment 2
16.61Kg m-phthalic acid (100mol) and 40Kg N are mixed, be heated to 120 ℃ while stirring, formed A solution; Again 17.23Kg decamethylene diamine (100mol) and 20Kg N are mixed, be heated to 80 ℃ while stirring, process B solution; A solution and B solution are mixed, be heated to 120 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning, with the throw out that obtains earlier with after the N washing more several times with deionized water wash, obtain semi-aromatic nylon salt (10I) 32.08Kg, productive rate 94.8%, the fusing point of semi-aromatic nylon salt (10I) is 202 ℃.
Embodiment 3
16.61Kg terephthalic acid (100mol) and 40Kg N are mixed, be heated to 120 ℃ while stirring, formed A solution; Again 11.62Kg hexanediamine (100mol) and 20Kg N are mixed, be heated to 80 ℃ while stirring, process B solution; A solution and B solution are mixed, be heated to 120 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning, with the throw out that obtains earlier with after the N washing more several times with deionized water wash, obtain semi-aromatic nylon salt (6T) 27.13Kg, productive rate 96.1%, the fusing point of semi-aromatic nylon salt (6T) is 287 ℃.
Embodiment 4
14.12Kg terephthalic acid (85mol), 2.49Kg m-phthalic acid (15mol) are mixed with the 40Kg N, be heated to 120 ℃ while stirring, formed A solution; Again 17.23Kg decamethylene diamine (100mol) and 20Kg N are mixed, be heated to 80 ℃ while stirring, process B solution; A solution and B solution are mixed, be heated to 120 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning; With the throw out that obtains earlier with after the N washing more several times with deionized water wash; Obtain semi-aromatic nylon salt 10T/10I (mol ratio 85%/15%) 32.32Kg; Productive rate 95.5%, the fusing point of semi-aromatic nylon salt 10T/10I (mol ratio 85%/15%) is 245 ℃.
Embodiment 5
16.61Kg terephthalic acid (100mol) and 40Kg N are mixed, be heated to 120 ℃ while stirring, formed A solution; With 14.65Kg decamethylene diamine (85mol), 2.58Kg 2-methyl isophthalic acid, 8-octamethylenediamine (15mol) mixes with the 20Kg N, is heated to 80 ℃ while stirring, processes B solution again; A solution and B solution are mixed, be heated to 120 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning; With the throw out that obtains earlier with after the N washing more several times with deionized water wash; Obtain semi-aromatic nylon salt 10T/M-9T (mol ratio 85%/15%) 32.55Kg; Productive rate 96.2%, the fusing point of semi-aromatic nylon salt 10T/M-9T (mol ratio 85%/15%) is 241 ℃.
Embodiment 6
16.61Kg terephthalic acid (100mol) and 40Kg N are mixed, be heated to 110 ℃ while stirring, formed A solution; With 8.13Kg hexanediamine (70mol), 3.49Kg 2-methyl isophthalic acid, 5-pentamethylene diamine (30mol) mixes with the 20Kg N, is heated to 80 ℃ while stirring, processes B solution again; A solution and B solution are mixed, be heated to 110 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning; With the throw out that obtains earlier with after the N washing more several times with deionized water wash; Obtain semi-aromatic nylon salt 6T/M-5T (mol ratio 70%/30%) 27.02Kg; Productive rate 95.7%, the fusing point of semi-aromatic nylon salt 6T/M-5T (mol ratio 70%/30%) is 256 ℃.
Embodiment 7
16.61Kg terephthalic acid (100mol) and 40KgN-SL 1332 are mixed, be heated to 140 ℃ while stirring, formed A solution; Again 17.23Kg decamethylene diamine (100mol) and 20KgN-SL 1332 are mixed, be heated to 80 ℃ while stirring, process B solution; A solution and B solution are mixed, be heated to 140 ℃, constantly stir simultaneously, make its sufficient reacting; After the spinning, with the throw out that obtains earlier with after the N-Methyl pyrrolidone washing more several times with deionized water wash, obtain semi-aromatic nylon salt (10T) 33.03Kg, productive rate 97.6%, the fusing point of semi-aromatic nylon salt (10T) is 260 ℃.
Claims (9)
1. the preparation method of a semi-aromatic nylon salt is characterized in that comprising the steps:
(1) aromatic acid is dissolved in the organic solvent, is heated to 80～140 ℃, formed A solution; The aliphatic diamine that will contain 4～14 carbon atoms again is dissolved in the organic solvent of the same race, is heated to 80～140 ℃, has formed B solution; Under 100～140 ℃ temperature, A solution and B solution are mixed, fully stir, fully reaction;
(2) after the spinning, the throw out that obtains earlier with using deionized water wash behind the solvent wash again, is removed unreacted diprotic acid, diamine and other organism, obtained purified semi-aromatic nylon salt;
Described organic solvent is N-Methyl pyrrolidone or N.
2. the preparation method of semi-aromatic nylon salt according to claim 1 is characterized in that the described aliphatic diamine that contains 4～14 carbon atoms is straight chain aliphatic diamine, side chain aliphatic diamine or cycloalphatic diamine.
3. the preparation method of semi-aromatic nylon salt according to claim 2 is characterized in that described straight chain aliphatic diamine is 1,4-tetramethylenediamine, 1; 6-hexanediamine, 1,8-octamethylenediamine, 1,9-nonamethylene diamine, 1; 10-decamethylene diamine, 1,11-11 carbon diamines or 1,12-12 carbon diamines.
4. the preparation method of semi-aromatic nylon salt according to claim 2 is characterized in that described side chain aliphatic diamine is the 2-methyl isophthalic acid, 5-pentamethylene diamine, 3-methyl isophthalic acid, 5-pentamethylene diamine, 2; 4-dimethyl--1,6-hexanediamine, 2,2,4-trimethylammonium-1; 6-hexanediamine, 2,4,4-trimethylammonium-1; 6-hexanediamine, 2-methyl isophthalic acid, 8-octamethylenediamine or 5-methyl isophthalic acid, 9-nonamethylene diamine.
5. the preparation method of semi-aromatic nylon salt according to claim 2 is characterized in that described cycloalphatic diamine is cyclohexane diamine, methylcyclohexane diamines or 4,4 '-diamino-dicyclohexyl methane.
6. the preparation method of semi-aromatic nylon salt according to claim 2; It is characterized in that the described aliphatic diamine that contains 4～14 carbon atoms is 1,6-hexanediamine, 1,9-nonamethylene diamine, 1; 10-decamethylene diamine, 2-methyl isophthalic acid; 5-pentamethylene diamine, 2-methyl isophthalic acid, 8-octamethylenediamine or 5-methyl isophthalic acid, 9-nonamethylene diamine.
7. the preparation method of semi-aromatic nylon salt according to claim 6 is characterized in that the described aliphatic diamine that contains 4～14 carbon atoms is 1,6-hexanediamine, 1,9-nonamethylene diamine or 1.
8. the preparation method of semi-aromatic nylon salt according to claim 1; It is characterized in that described aromatic acid is terephthalic acid, m-phthalic acid, 2-methyl terephthalic acid, 2; 5-dichloroterephthalicacid acid, 2,6-naphthalic acid, 1,4-naphthalic acid, 4; 4 '-biphenyl dicarboxylic acid or 2,2 '-biphenyl dicarboxylic acid.
9. the preparation method of semi-aromatic nylon salt according to claim 8 is characterized in that described aromatic acid is terephthalic acid, m-phthalic acid or 4,4 '-biphenyl dicarboxylic acid.
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| CN2007100325022A CN101456804B (en) | 2007-12-14 | 2007-12-14 | Preparation method of semi-aromatic nylon salt |
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| CN101456804B true CN101456804B (en) | 2012-05-30 |
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| CN103613505B (en) * | 2013-11-18 | 2015-05-20 | 江门市德众泰工程塑胶科技有限公司 | Method for synthesizing semi-aromatic nylon salt by using mixed solvent |
| CN103724209B (en) * | 2014-01-16 | 2016-02-03 | 郑州大学 | A kind of preparation method of long-carbon chain semi-aromatic nylon salt |
| CN104211953A (en) * | 2014-08-05 | 2014-12-17 | 金发科技股份有限公司 | Polyamide resin and polyamide composition containing same |
| CN105777554A (en) * | 2014-12-17 | 2016-07-20 | 上海凯赛生物技术研发中心有限公司 | Nylon salt purifying method and nylon salt |
| CN105777553B (en) * | 2014-12-17 | 2019-01-29 | 上海凯赛生物技术研发中心有限公司 | A kind of preparation method of nylon salt |
| CN106916297A (en) * | 2015-12-25 | 2017-07-04 | 大连理工常熟研究院有限公司 | The preparation method and transparent polyamide of a kind of transparent polyamide |
| CN107118344B (en) * | 2017-05-19 | 2019-08-06 | 四川大学 | A kind of anti-oxidant flame retardant type partially aromatic polyamide of color inhibition and preparation method thereof |
| CN116874451A (en) * | 2023-07-17 | 2023-10-13 | 南京工业大学 | Aliphatic diamine furan diformate and crystal thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1590433A (en) * | 2001-06-05 | 2005-03-09 | 可乐丽股份有限公司 | Semiaromatic polyamide composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1590433A (en) * | 2001-06-05 | 2005-03-09 | 可乐丽股份有限公司 | Semiaromatic polyamide composition |
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