CN105622928B - 支链聚酰胺及其制备方法 - Google Patents
支链聚酰胺及其制备方法 Download PDFInfo
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- CN105622928B CN105622928B CN201410589267.9A CN201410589267A CN105622928B CN 105622928 B CN105622928 B CN 105622928B CN 201410589267 A CN201410589267 A CN 201410589267A CN 105622928 B CN105622928 B CN 105622928B
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- branching agent
- chain branching
- compound
- branched polyamides
- branched
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- 239000004952 Polyamide Substances 0.000 title claims abstract description 98
- 229920002647 polyamide Polymers 0.000 title claims abstract description 98
- 238000002360 preparation method Methods 0.000 title claims abstract description 29
- 239000006085 branching agent Substances 0.000 claims abstract description 85
- 150000001875 compounds Chemical class 0.000 claims abstract description 41
- 239000000203 mixture Substances 0.000 claims abstract description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 12
- 230000035484 reaction time Effects 0.000 claims abstract description 11
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 10
- 238000007142 ring opening reaction Methods 0.000 claims abstract description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 26
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
- -1 saturated aliphatic acid anhydrides Chemical class 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 238000009835 boiling Methods 0.000 claims description 13
- 150000003951 lactams Chemical group 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 238000000354 decomposition reaction Methods 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 5
- 238000011938 amidation process Methods 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 125000000524 functional group Chemical group 0.000 claims description 4
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 claims description 4
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 4
- 239000012046 mixed solvent Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 3
- 229920000877 Melamine resin Polymers 0.000 claims description 3
- 150000008064 anhydrides Chemical group 0.000 claims description 3
- 150000001491 aromatic compounds Chemical class 0.000 claims description 3
- 238000005453 pelletization Methods 0.000 claims description 3
- 238000012805 post-processing Methods 0.000 claims description 3
- 229940014800 succinic anhydride Drugs 0.000 claims description 3
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 3
- 238000005491 wire drawing Methods 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- ANUAIBBBDSEVKN-UHFFFAOYSA-N benzene-1,2,4,5-tetramine Chemical compound NC1=CC(N)=C(N)C=C1N ANUAIBBBDSEVKN-UHFFFAOYSA-N 0.000 claims description 2
- RPHKINMPYFJSCF-UHFFFAOYSA-N benzene-1,3,5-triamine Chemical class NC1=CC(N)=CC(N)=C1 RPHKINMPYFJSCF-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims 1
- 238000005516 engineering process Methods 0.000 abstract description 6
- 238000002844 melting Methods 0.000 abstract description 5
- 230000008018 melting Effects 0.000 abstract description 5
- 238000012545 processing Methods 0.000 abstract description 4
- 230000000052 comparative effect Effects 0.000 description 12
- 239000000835 fiber Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000002994 raw material Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920002292 Nylon 6 Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920000962 poly(amidoamine) Polymers 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 239000009719 polyimide resin Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 230000001960 triggered effect Effects 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000021050 feed intake Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Landscapes
- Polyamides (AREA)
Abstract
Description
组分 | 实施例5 | 实施例6 | 实施例7 | 实施例8 | 对比例1 | 对比例2 | 对比例3 |
己内酰胺 | 4000g | 3000g | 4000g | 3600g | 4000g | 4000g | 3600g |
庚内酰胺 | 0 | 600g | 0 | 0 | 0 | 0 | 0 |
十二内酰胺 | 0 | 0 | 0 | 400g | 0 | 0 | 400g |
水 | 80g | 72g | 80g | 80g | 80g | 80g | 80g |
链支化剂A1 | 39.22g | 0 | 50g | 0 | 0 | 50g | |
链支化剂A2 | 0 | 300g | 0 | 120g | 0 | 0 | 120g |
链支化剂B1 | 0.78g | 0 | 0 | 5g | 0 | 0 | 0 |
链支化剂B2 | 0 | 60g | 10g | 0 | 0 | 0 | 0 |
醋酸 | 0 | 0 | 0 | 0 | 20g | 0 | 0 |
Claims (12)
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CN201410589267.9A CN105622928B (zh) | 2014-10-28 | 2014-10-28 | 支链聚酰胺及其制备方法 |
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CN201410589267.9A CN105622928B (zh) | 2014-10-28 | 2014-10-28 | 支链聚酰胺及其制备方法 |
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CN105622928A CN105622928A (zh) | 2016-06-01 |
CN105622928B true CN105622928B (zh) | 2017-12-15 |
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Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN111217996B (zh) * | 2020-03-16 | 2022-11-04 | 珠海派锐尔新材料有限公司 | 一种4臂星型尼龙及其制备方法 |
CN112225891B (zh) * | 2020-09-21 | 2023-02-07 | 惠生(中国)投资有限公司 | 一种长链星型支化剂及高流动高结晶长碳链星型聚酰胺的制备方法 |
CN114920927B (zh) * | 2022-05-27 | 2024-03-22 | 浙江华特新材料有限公司 | 一种聚酰胺蜡及其制备方法和应用 |
CN116199581B (zh) * | 2023-02-27 | 2024-05-28 | 湖南工业大学 | 一种十二元酸及其制备方法、聚酰胺树脂及其制备方法和应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0994157A1 (en) * | 1998-10-12 | 2000-04-19 | Dsm N.V. | Molecular reinforced polymeric composition |
CN1405205A (zh) * | 2002-11-07 | 2003-03-26 | 上海交通大学 | 端基可调节的超支化聚酰胺及其制备方法 |
CN1829772A (zh) * | 2003-06-26 | 2006-09-06 | 罗狄亚工程塑料有限责任公司 | 基于聚酰胺和/或聚酯基质的组合物以及由这种组合物生产的制品 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6541599B1 (en) * | 2001-07-31 | 2003-04-01 | Eastman Kodak Company | Process for manufacture of soluble highly branched polyamides, and at least partially aliphatic highly branched polyamides obtained therefrom |
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2014
- 2014-10-28 CN CN201410589267.9A patent/CN105622928B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0994157A1 (en) * | 1998-10-12 | 2000-04-19 | Dsm N.V. | Molecular reinforced polymeric composition |
CN1405205A (zh) * | 2002-11-07 | 2003-03-26 | 上海交通大学 | 端基可调节的超支化聚酰胺及其制备方法 |
CN1829772A (zh) * | 2003-06-26 | 2006-09-06 | 罗狄亚工程塑料有限责任公司 | 基于聚酰胺和/或聚酯基质的组合物以及由这种组合物生产的制品 |
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Effective date of registration: 20181119 Address after: Room 403, Scientific Research Building 219 Huanghe South Road, Tianyuan District, Zhuzhou City, Hunan Province, 412007 Patentee after: Zhuzhou Times Engineering Plastics Technology Co.,Ltd. Address before: 412007 Haitian Road, Tianyuan District, Zhuzhou, Hunan Province, No. 18 Patentee before: ZHUZHOU TIMES NEW MATERIAL TECHNOLOGY Co.,Ltd. |
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Denomination of invention: Branched polyamide and its preparation method Granted publication date: 20171215 Pledgee: Industrial and Commercial Bank of China Limited Zhuzhou High tech Development Branch Pledgor: Zhuzhou Times Engineering Plastics Technology Co.,Ltd. Registration number: Y2024980040991 |