CN1474841A - 异氰酸酯的催化二聚方法 - Google Patents
异氰酸酯的催化二聚方法 Download PDFInfo
- Publication number
- CN1474841A CN1474841A CNA018191134A CN01819113A CN1474841A CN 1474841 A CN1474841 A CN 1474841A CN A018191134 A CNA018191134 A CN A018191134A CN 01819113 A CN01819113 A CN 01819113A CN 1474841 A CN1474841 A CN 1474841A
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- CN
- China
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- group
- chf
- carbon atom
- atom
- desired method
- 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.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/166—Catalysts not provided for in the groups C08G18/18 - C08G18/26
- C08G18/168—Organic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/027—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing urethodione groups
Abstract
Description
反应条件 | 实施例1 | 实施例2 | 实施例3 |
反应温度和时间 | 60℃/5H | 60℃/5H | 60℃/5H |
异氰酸酯的性质和量 | IDPI 20g/0.09mol | IDPI 20g/0.09mol | IDPI 20g/0.09mol |
催化剂的性质和量 | TFSI/0.2g | TFSI/0.5g | TFSI/1g |
Wt%催化剂/异氰酸酯 | 1% | 2.5% | 5% |
催化剂的摩尔用量 | 7.12×10-4 | 1.8×10-3 | 3.6×10-3 |
H+官能摩尔量 | 7.12×10-4 | 1.8×10-3 | 3.6×10-3 |
H+/NCO官能摩尔比 | 4×10-3 | 1×10-2 | 2×10-2 |
反应条件 | 实施例1 | 实施例2 | 实施例3 |
组分 | |||
IPDI | 80.9% | 71.2% | 60.3% |
IPDI的转化率 | 19.1% | 28.8% | 39.7% |
真二聚体 | 14.3% | 17.6% | 16.4% |
三聚体+双-二聚体 | 6.3% | 7.2% | |
双-二聚体 | 3.7% | ||
双-三聚体 | 4% | ||
作为三-二聚体的重质物质 | 1.1% | 5.0% | 3.7%* |
真二聚体/化合物总和的比率 | 74.9% | 61% | 52% |
反应条件 | 实施例4 |
反应温度和时间 | 60℃/5H |
异氰酸酯的性质和量 | IPDI 20g/0.09mol |
催化剂的性质和量 | TFSI/1g |
Wt%催化剂/异氰酸酯 | 5% |
所用催化剂摩尔量 | 3.6×10-3 |
H+官能摩尔量 | 3.6×10-3 |
H+/NCO官能摩尔比 | 2×10-2 |
质子化合物的性质和量 | 10mol%n-BuOH/IPDI:0.66g |
反应条件 | 实施例4 |
组分 | |
IPDI | 50.6% |
IPDI的转化率 | 49.4% |
IPDI的真二聚体 | 18.5% |
IPDI和脲基甲酸正丁酯 | 5.4% |
双-二聚体+少量的三聚体* | 10.6% |
作为三-二聚体的重质物质* | 14.9% |
真二聚体/化合物总和的比率 | 37.5% |
反应条件 | 实施例5 |
反应温度和时间 | 100℃/5H |
异氰酸酯的性质和量 | IPDI 20g/0.09mol |
催化剂的性质和量 | TFSI/0.5g |
Wt%催化剂/异氰酸酯 | 2.5% |
所用催化剂摩尔量 | 1.8×10-3 |
H+官能摩尔量 | 1.8×10-3 |
H+/NCO官能摩尔比 | 1×10-2 |
反应条件 | 实施例5 |
组分 | |
IPDI | 82.4% |
IPDI的转化率 | 17.6% |
IPDI的真二聚体 | 7.7% |
双-二聚体+三聚体 | 7.2% |
重质物质 | 2.7% |
真二聚体/组合物总和(除了单体以外)的比率 | 43.75% |
产物 | Wt% |
IPDI | 81.3 |
二聚体 | 12.6 |
双-二聚体 | 3.2 |
三-二聚体 | 2.7 |
真二聚体/二聚体总和比率 | 68 |
实施例 | 6 | 7 | 8 | 9 | 10 | 11 |
IPDI | 81.3% | 72.3% | 65.0% | 50.6% | 80.7% | |
HDI | 93.6% | |||||
二聚体 | 12.6% | 16.9% | 15.7% | 18.5% | 7.3% | 1.62% |
双-二聚体 | 3.2% | 5.5% | 7.1% | 4.1% | 2.5% | |
三-二聚体 | 2.7% | 5.3% | 4.0% | |||
IPDI和氨基甲酸丁酯 | 8.2% | 5.4% | ||||
双-二聚体* | 10.6% | |||||
作为三-二聚体的重质物质* | - | - | 4.0% | 14.9% | 6.9% | 1.8% |
真二聚体/二聚体总和的比率 | 68 | 61 | 59 |
Claims (27)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR00/14965 | 2000-11-20 | ||
FR0014966A FR2816939B1 (fr) | 2000-11-20 | 2000-11-20 | Procede de dimerisation catalytique d'isocyanates |
FR00/14966 | 2000-11-20 | ||
FR0014965A FR2897613B1 (fr) | 2000-11-20 | 2000-11-20 | Procede de preparation de polyisocyanates dimeres |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1474841A true CN1474841A (zh) | 2004-02-11 |
CN1274736C CN1274736C (zh) | 2006-09-13 |
Family
ID=26212739
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB018191134A Expired - Fee Related CN1274736C (zh) | 2000-11-20 | 2001-11-20 | 异氰酸酯的催化二聚方法 |
Country Status (8)
Country | Link |
---|---|
US (1) | US7297752B2 (zh) |
EP (1) | EP1352006B1 (zh) |
CN (1) | CN1274736C (zh) |
AT (1) | ATE365757T1 (zh) |
AU (1) | AU2002220807A1 (zh) |
BR (1) | BR0115453A (zh) |
DE (1) | DE60129163T2 (zh) |
WO (1) | WO2002040567A1 (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109803952A (zh) * | 2016-10-19 | 2019-05-24 | 魁北克电力公司 | 氨基磺酸衍生物及其制备方法 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10336184A1 (de) * | 2003-08-07 | 2005-02-24 | Bayer Materialscience Ag | Neue Katalysatoren für die selektive Isocyanatdimerisierung |
DE102008000352A1 (de) | 2008-02-20 | 2009-08-27 | Rhein Chemie Rheinau Gmbh | Gusspolyamid-Herstellung unter Verwendung spezieller Aktivatoren |
WO2010035666A1 (ja) * | 2008-09-26 | 2010-04-01 | Dic株式会社 | ウレタン化反応触媒、及びウレタン化物の製造方法 |
EP2386600B1 (de) | 2010-04-15 | 2013-06-19 | LANXESS Deutschland GmbH | Isocyanatgruppen-enthaltende Vernetzer für Nitrilkautschuke |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4031036A (en) * | 1975-06-09 | 1977-06-21 | Minnesota Mining And Manufacturing Company | Use of bis(fluoroaliphaticsulfonyl) imides in cationic polymerization |
DE3030513A1 (de) * | 1980-08-13 | 1982-03-18 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung eines isocyanuratfreien uretdions aus isophorondiisocyanat sowie das danach hergestellte uretdion |
US4618707A (en) * | 1985-11-25 | 1986-10-21 | Ashland Oil, Inc. | Preparation of menthane diisocyanate by addition of isocyanic acid to terpinyl monoisocyanates |
JPH01275616A (ja) | 1988-04-27 | 1989-11-06 | Kyowa Yuka Kk | ポリウレタン組成物 |
DE4117384A1 (de) * | 1991-05-28 | 1992-12-03 | Bayer Ag | Verfahren zur herstellung fluessiger, lagerstabiler carbodiimid- und/oder uretonimingruppen aufweisender organischer isocyanate und ihre verwendung zur herstellung von polyurethankunststoffen |
DE4218540A1 (de) * | 1992-06-05 | 1993-12-09 | Basf Ag | Verfahren zur Herstellung von Uretdiongruppen aufweisenden Polyisocanaten |
US5461135A (en) * | 1994-09-23 | 1995-10-24 | Olin Corporation | Polyisocyanates containing uretidione and allophanate groups, a process for their production, and their use in one and two component coating compositions |
DE19735043A1 (de) | 1997-08-13 | 1999-02-18 | Bayer Ag | Verfahren zur Herstellung farbheller Uretdionpolyisocyanate |
JP3560313B2 (ja) | 1998-09-29 | 2004-09-02 | 花王株式会社 | ポリウレタン |
ES2238233T3 (es) * | 1999-10-08 | 2005-09-01 | Mitsui Takeda Chemicals, Inc. | Composicion adhesiva curable de dos componentes, sin disolvente. |
-
2001
- 2001-11-20 CN CNB018191134A patent/CN1274736C/zh not_active Expired - Fee Related
- 2001-11-20 BR BR0115453-2A patent/BR0115453A/pt not_active Application Discontinuation
- 2001-11-20 AT AT01996571T patent/ATE365757T1/de not_active IP Right Cessation
- 2001-11-20 WO PCT/FR2001/003648 patent/WO2002040567A1/fr active IP Right Grant
- 2001-11-20 DE DE60129163T patent/DE60129163T2/de not_active Expired - Lifetime
- 2001-11-20 US US10/432,050 patent/US7297752B2/en not_active Expired - Lifetime
- 2001-11-20 EP EP01996571A patent/EP1352006B1/fr not_active Expired - Lifetime
- 2001-11-20 AU AU2002220807A patent/AU2002220807A1/en not_active Abandoned
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109803952A (zh) * | 2016-10-19 | 2019-05-24 | 魁北克电力公司 | 氨基磺酸衍生物及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN1274736C (zh) | 2006-09-13 |
AU2002220807A1 (en) | 2002-05-27 |
US20040014970A1 (en) | 2004-01-22 |
EP1352006B1 (fr) | 2007-06-27 |
DE60129163T2 (de) | 2008-02-28 |
US7297752B2 (en) | 2007-11-20 |
DE60129163D1 (de) | 2007-08-09 |
WO2002040567A1 (fr) | 2002-05-23 |
EP1352006A1 (fr) | 2003-10-15 |
ATE365757T1 (de) | 2007-07-15 |
BR0115453A (pt) | 2004-01-06 |
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: RHODIA OPERATIONS Free format text: FORMER OWNER: RHONE POULENC CHIMIE Effective date: 20121212 Owner name: PERSTORP FRANCE S.A.S. Free format text: FORMER OWNER: RHODIA OPERATIONS Effective date: 20121212 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20121212 Address after: The French Saint priest Patentee after: PERSTORP FRANCE Address before: La France Patentee before: Rhodia Operations Effective date of registration: 20121212 Address after: La France Patentee after: RHODIA OPERATIONS Address before: French Boulogne Billancourt Patentee before: RHODIA CHIMIE |
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C56 | Change in the name or address of the patentee |
Owner name: WENTLAS FRENCH CORP. Free format text: FORMER NAME: RHODIA OPERATIONS |
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CP01 | Change in the name or title of a patent holder |
Address after: The French Saint priest Patentee after: VENCOREX FRANCE Address before: The French Saint priest Patentee before: PERSTORP FRANCE |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20060913 Termination date: 20191120 |
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CF01 | Termination of patent right due to non-payment of annual fee |