CN101307126B - Mdi三聚体固化剂及其制备方法 - Google Patents
Mdi三聚体固化剂及其制备方法 Download PDFInfo
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- CN101307126B CN101307126B CN2008100484146A CN200810048414A CN101307126B CN 101307126 B CN101307126 B CN 101307126B CN 2008100484146 A CN2008100484146 A CN 2008100484146A CN 200810048414 A CN200810048414 A CN 200810048414A CN 101307126 B CN101307126 B CN 101307126B
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- Prior art keywords
- mdi
- molecular weight
- reaction
- tripolymer
- trimerization
- 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.)
- Expired - Fee Related
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 31
- 239000013638 trimer Substances 0.000 title claims description 15
- 238000000034 method Methods 0.000 title abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 238000005829 trimerization reaction Methods 0.000 claims abstract description 18
- 238000002360 preparation method Methods 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 8
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 37
- 239000003054 catalyst Substances 0.000 claims description 13
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 6
- CVAGYCLEIYGJQT-UHFFFAOYSA-N dichloro(dioctyl)silane Chemical compound CCCCCCCC[Si](Cl)(Cl)CCCCCCCC CVAGYCLEIYGJQT-UHFFFAOYSA-N 0.000 claims description 4
- QFHGBZXWBRWAQV-UHFFFAOYSA-N dichloro-ethyl-phenylsilane Chemical compound CC[Si](Cl)(Cl)C1=CC=CC=C1 QFHGBZXWBRWAQV-UHFFFAOYSA-N 0.000 claims description 4
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 3
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 claims description 3
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 238000006116 polymerization reaction Methods 0.000 abstract description 6
- 239000011347 resin Substances 0.000 abstract description 5
- 229920005989 resin Polymers 0.000 abstract description 5
- 238000009826 distribution Methods 0.000 abstract description 3
- 238000001704 evaporation Methods 0.000 abstract description 3
- 230000008020 evaporation Effects 0.000 abstract description 3
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 abstract 1
- 239000000806 elastomer Substances 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 230000036449 good health Effects 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000012528 membrane Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 description 24
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 13
- 229920002554 vinyl polymer Polymers 0.000 description 13
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 8
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 6
- 239000002966 varnish Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 4
- 238000007599 discharging Methods 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 208000036142 Viral infection Diseases 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012434 nucleophilic reagent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
Description
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2008100484146A CN101307126B (zh) | 2008-07-16 | 2008-07-16 | Mdi三聚体固化剂及其制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2008100484146A CN101307126B (zh) | 2008-07-16 | 2008-07-16 | Mdi三聚体固化剂及其制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101307126A CN101307126A (zh) | 2008-11-19 |
CN101307126B true CN101307126B (zh) | 2012-05-30 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2008100484146A Expired - Fee Related CN101307126B (zh) | 2008-07-16 | 2008-07-16 | Mdi三聚体固化剂及其制备方法 |
Country Status (1)
Country | Link |
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CN (1) | CN101307126B (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106565937A (zh) * | 2016-11-01 | 2017-04-19 | 上海氯碱化工股份有限公司 | 可控的二苯基甲烷二异氰酸酯三聚体的制备方法 |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102718724A (zh) * | 2012-03-14 | 2012-10-10 | 江苏天竹化工科技有限公司 | 一种环保、耐光型异氰酸酯三聚体固化剂的制备方法 |
CN102718944B (zh) * | 2012-06-07 | 2014-04-02 | 华南理工大学 | 低游离异氰酸酯单体的聚氨酯三聚体固化剂的制备方法 |
CN116535613B (zh) * | 2022-11-16 | 2024-07-02 | 江苏奥斯佳材料科技股份有限公司 | 聚氨酯固化剂的制备方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4326043A (en) * | 1981-01-19 | 1982-04-20 | Basf Wyandotte Corporation | Process for the preparation of polyisocyanurate dispersions modified with halogenated alcohols and compositions prepared therefrom |
CN1867598A (zh) * | 2003-10-29 | 2006-11-22 | 拜尔材料科学有限公司 | 基于甲苯二异氰酸酯和二苯基甲烷二异氰酸酯的部分三聚化和脲基甲酸酯化的液体多异氰酸酯 |
-
2008
- 2008-07-16 CN CN2008100484146A patent/CN101307126B/zh not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4326043A (en) * | 1981-01-19 | 1982-04-20 | Basf Wyandotte Corporation | Process for the preparation of polyisocyanurate dispersions modified with halogenated alcohols and compositions prepared therefrom |
CN1867598A (zh) * | 2003-10-29 | 2006-11-22 | 拜尔材料科学有限公司 | 基于甲苯二异氰酸酯和二苯基甲烷二异氰酸酯的部分三聚化和脲基甲酸酯化的液体多异氰酸酯 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106565937A (zh) * | 2016-11-01 | 2017-04-19 | 上海氯碱化工股份有限公司 | 可控的二苯基甲烷二异氰酸酯三聚体的制备方法 |
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Publication number | Publication date |
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CN101307126A (zh) | 2008-11-19 |
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Owner name: WUHAN SHIQUANXING POLYURETHANE TECHNOLOGY CO., LTD Free format text: FORMER OWNER: WUHAN SHIQUANXING DECORATIVE PAINT CO., LTD. Effective date: 20120305 |
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Free format text: CORRECT: ADDRESS; FROM: 430071 WUHAN, HUBEI PROVINCE TO: 430040 WUHAN, HUBEI PROVINCE |
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Effective date of registration: 20120305 Address after: 430040, No. eight, 8 Road, Dongxihu District, Hubei, Wuhan Applicant after: WUHAN SHIQUANXING POLYURETHANE TECHNOLOGY CO., LTD. Address before: 430071 private road, science and Technology Development Zone on both sides of the East and West Lakes, Wuhan, Hubei Applicant before: Wuhan Shiquanxing Decorative Paint Co., Ltd. |
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Owner name: WUHAN SHIQUANXING DECORATIVE PAINT CO., LTD. Free format text: FORMER OWNER: WUHAN SHIQUANXING POLYURETHANE TECHNOLOGY CO., LTD. Effective date: 20140410 |
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Free format text: CORRECT: ADDRESS; FROM: 430040 WUHAN, HUBEI PROVINCE TO: 430071 WUHAN, HUBEI PROVINCE |
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TR01 | Transfer of patent right |
Effective date of registration: 20140410 Address after: 430071 private road, science and Technology Development Zone on both sides of the East and West Lakes, Wuhan, Hubei Patentee after: Wuhan Shiquanxing Decorative Paint Co., Ltd. Address before: 430040, No. eight, 8 Road, Dongxihu District, Hubei, Wuhan Patentee before: WUHAN SHIQUANXING POLYURETHANE TECHNOLOGY CO., LTD. |
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CF01 | Termination of patent right due to non-payment of annual fee | ||
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Granted publication date: 20120530 Termination date: 20170716 |