CN1215100C - 异氰酸酯的缩合催化剂,包括该催化剂的组合物,使用方法,和所得组合物 - Google Patents
异氰酸酯的缩合催化剂,包括该催化剂的组合物,使用方法,和所得组合物 Download PDFInfo
- Publication number
- CN1215100C CN1215100C CNB018215599A CN01821559A CN1215100C CN 1215100 C CN1215100 C CN 1215100C CN B018215599 A CNB018215599 A CN B018215599A CN 01821559 A CN01821559 A CN 01821559A CN 1215100 C CN1215100 C CN 1215100C
- Authority
- CN
- China
- Prior art keywords
- compound
- group
- isocyanate
- salt
- optional
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
- C07D251/46—One nitrogen atom with oxygen or sulfur atoms attached to the two other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
-
- 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
-
- 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
- C08G18/09—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture
-
- 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
- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of tin
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
产物/组分 | 实施例1 | 实施例2 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | 实施例7 | 实施例8 | 实施例9 |
IPDI(%) | 39.3 | 91.5 | 53.0 | 45.4 | 49.1 | 67.8 | 73.7 | - | 28.0 |
HDI | 76.4 | ||||||||
催化剂(1) | K,HMDZ(0.1) | K,HMDZ(0.04) | K,HMDZ(0.04) | K,HMDZ(0.03) | K,HMDZ(0.03) | Li,HMDZ(0.5) | Li,HMDZ(0.4) | K,HMDZ(0.04) | Li8(Me)3SiO(5) |
温度 | 60℃ | 60℃ | 60℃ | 120℃ | 150℃ | 60℃ | 60℃ | 90℃ | 60℃ |
氩气喷射 | 无 | 无 | 有 | 有 | 有 | 无 | 无 | 有 | 无 |
三聚体+二聚体(%) | 33.1 | 5.6 | 27.7 | 33.9 | 33.8 | 20.1 | 16.4 | - | 37.9 |
双-三聚体(%) | 15.9 | 2.1 | 12.4 | 13.7 | 11.8 | 8.6 | 7.0 | - | 20.9 |
重质产物(三-三聚体)(%) | 11.7 | 0.8 | 6.9 | 7.0 | 5.2 | 3.5 | 2.9 | - | 13.2 |
产物/组分 | 相对于异氰酸酯重量的wt% |
IPDI(%) | 76.8% |
IPDI三甲基甲硅烷基脲 | 2.0% |
真二聚体(单脲丁啶二酮) | 痕量 |
未确认的脲或二脲 | |
三聚体(+氮尿嘧啶+缩二脲) | 15.9% |
重质产物 | 5.4% |
产物/组分 | 相对于异氰酸酯重量的wt% |
IPDI(%) | 74.5% |
IPDI三甲基甲硅烷基脲 | 4.7%* |
IUT** | 16.3% |
双-IUT | 4.3% |
催化剂 | 质量% | 溶剂 | 粗产物的外观 | 所发现的三聚体谱带,cm-1 |
Y(N(SiMe3)2)3 | 1% | 无 | 灰白色膏状物和不透明固体 | 16901464.5 |
Y(N(SiMe3)2)3 | 1% | 有 | 灰白色膏状物 | 16861466.5 |
金属中心 | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体(GPC/FTIR分析) | ||||
Y | 灰白色膏状物 | 16861466.5 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
Nd | 灰白色膏状物 | 1689.51463.5 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
Sm | 黄色膏状物 | 16891463.5 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
催化剂质量% | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | DC | ||||
1% | 灰白色膏状物 | 16861466.5 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI | |
0.2% | 黄色粘性液体 | 1686.51465 | 重质产物1.2% | 三-三聚体0.9% | 双-三聚体2.9% | 三聚体+缩二脲12.3% | HDI40.5% | Ov:31%T+B:21% |
0.1% | 黄色粘性液体 | 16861460 | 双-三聚体0.7% | 三聚体+缩二脲6.3% | HDI83.3% | Ov:8%T+B:7% |
T,℃ | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | DC | ||||
60 | 黄色粘性液体 | 1686.51465 | 双-三聚体0.7% | 三聚体+缩二脲6.3% | HDI83.3% | Ov:8%T+B:7% | ||
100 | 黄色粘性液体 | 16891464.5 | 重质产物0.8% | 三-三聚体0.4% | 双-三聚体2.1% | 三聚体13% | HDI64.3% | Ov:25%T:20% |
催化剂 | 质量% | 粗产物的外观 | 所发现的三聚体谱带,cm-1 |
Sm(Siam)3PhCN | 1% | 不透明膏状物 | 1688.51464 |
NaSiam | 1% | 不透明固体 | 16861465.5 |
LiSiam | 1% | 不透明固体 | 16891465 |
金属中心 | RM的外观 | 三聚体谱带,cm | 所存在的实体(GPC/FTIR分析) | ||||
Sm | 不透明膏状物 | 1688.51464 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
Yb | 不透明膏状物 | 1688.51463 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
Y | 灰白色膏状物 | 1688.51463 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI |
催化剂质量% | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | DC | ||||
1% | 灰白色膏状物 | 1688.51463 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | HDI | |
0.2% | 黄色粘性液体 | 16861460 | 重质产物2.7% | 三-三聚体1.7% | 双-三聚体4.3% | 三聚体+缩二脲13.4% | HDI41.3% | Ov:35%T+B:21% |
催化剂 | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | ||||
Y(N(SiMe3)2)3(1质量%) | 淡黄色液体 | 不非常明显 | 重质产物 | 缩二脲-三聚体 | 脲 | 氨基甲酸酯 | IPDI |
NaN(SiMe3)2(1质量%) | 淡黄色膏状物 | 16921446.5 | 重质产物 | 三-三聚体 | 双-三聚体 | 三聚体 | IPDI |
金属中心 | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | DC | |||
Y | 淡黄色不太粘的液体 | 弱 | 三聚体+缩二脲 | 脲 | 氨基甲酸酯 | IPDI | |
Sm | 淡黄色不太粘的液体 | 弱 | 三聚体+缩二脲1.5% | 脲4.3% | 二聚体0.4% | IPDI76% | Ov:0.1% |
T,℃ | RM的外观 | 三聚体谱带,cm-1 | 所存在的实体和它们的量(GPC/FTIR分析) | DC | |||
60 | 黄色不太粘的液体 | 弱 | 缩二脲+三聚体 | 脲 | 氨基甲酸酯 | IPDI | |
100 | 黄色不太粘的液体 | 有 | 缩二脲+三聚体2.2% | 脲5% | 氨基甲酸酯 | IPDI53% | Ov:14%T+B:4% |
催化剂 | 质量% | 粗产物的外观 | 所发现的三聚体谱带,cm-1 |
Sm(Siam)3PhCN | 1% | 黄色不太粘的液体 | 不显著 |
NaSiam | 1% | 黄色膏状物 | 16901445 |
质量% | RM的外观 | 所存在的实体(GPC/FTIR分析) | |||
1% | 黄色不太粘的液体 | 缩二脲 | 脲 | 氨基甲酸酯 | IPDI |
5% | 淡黄色不太粘的液体 | 缩二脲+三聚体 | 脲 | 氨基甲酸酯 | IPDI |
Claims (41)
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR00/17315 | 2000-12-29 | ||
FR0017323A FR2818976B1 (fr) | 2000-12-29 | 2000-12-29 | Procede de (cyclo) condensation au moyen d'un sel de silazane d'erbium |
FR0017317A FR2818975B1 (fr) | 2000-12-29 | 2000-12-29 | Nouveau procede de (cyclo) condensation, notamment de (cyclo) trimerisation catalytique d'isocyanates |
FR0017315A FR2818973B1 (fr) | 2000-12-29 | 2000-12-29 | Nouveau procede de (cyclo) condensation d'isocyanates au moyen d'un sel de silazane d'etain |
FR00/17317 | 2000-12-29 | ||
FR00/17323 | 2000-12-29 | ||
FR0116723A FR2833864A1 (fr) | 2001-12-21 | 2001-12-21 | Catalyseur de condensation pour isocyanate, composition en contenant, procede d'utilisation, et compositions obtenues |
FR01/16723 | 2001-12-21 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1484660A CN1484660A (zh) | 2004-03-24 |
CN1215100C true CN1215100C (zh) | 2005-08-17 |
Family
ID=27445927
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB018215599A Expired - Fee Related CN1215100C (zh) | 2000-12-29 | 2001-12-28 | 异氰酸酯的缩合催化剂,包括该催化剂的组合物,使用方法,和所得组合物 |
Country Status (8)
Country | Link |
---|---|
US (1) | US6946538B2 (zh) |
EP (1) | EP1358238B1 (zh) |
CN (1) | CN1215100C (zh) |
AT (1) | ATE463522T1 (zh) |
BR (1) | BR0116559A (zh) |
CA (1) | CA2432960A1 (zh) |
DE (1) | DE60141771D1 (zh) |
WO (1) | WO2002053614A1 (zh) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2818974B1 (fr) * | 2000-12-29 | 2003-10-24 | Rhodia Chimie Sa | (cyclo) condensation de composes isocyanates |
JP7029295B2 (ja) * | 2015-04-21 | 2022-03-03 | コベストロ、ドイチュラント、アクチエンゲゼルシャフト | 高い熱安定性を有するポリイソシアヌレートプラスチック |
EP3085718B1 (de) * | 2015-04-21 | 2024-04-17 | Covestro Deutschland AG | Polyisocyanuratkunststoff enthaltend siloxangruppen und verfahren zu dessen herstellung |
EP3715397A1 (de) * | 2019-03-26 | 2020-09-30 | PolyU GmbH | Zusammensetzung und verfahren zur herstellung feuchtigkeitsvernetzender polymere und deren verwendung |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4003859A (en) * | 1974-01-30 | 1977-01-18 | The Upjohn Company | Novel process for trimerizing polyisocyanates |
FR2572402B1 (fr) * | 1984-10-30 | 1988-03-11 | Rhone Poulenc Spec Chim | Procede de preparation de polyisocyanates polyisocyanurates par cyclotrimerisation catalytique de polyisocyanates |
GB2203159B (en) * | 1987-04-03 | 1990-12-12 | Asahi Chemical Ind | An isocyanurate polyisocyanate and its use as a curing agent for a two-component polyurethane composition |
US5017695A (en) * | 1987-12-03 | 1991-05-21 | Rhone-Poulenc, Inc. | Ceric hydrocarbyl silyloxides and process for their preparation |
-
2001
- 2001-12-28 WO PCT/FR2001/004228 patent/WO2002053614A1/fr not_active Application Discontinuation
- 2001-12-28 DE DE60141771T patent/DE60141771D1/de not_active Expired - Lifetime
- 2001-12-28 EP EP01989673A patent/EP1358238B1/fr not_active Expired - Lifetime
- 2001-12-28 AT AT01989673T patent/ATE463522T1/de not_active IP Right Cessation
- 2001-12-28 CN CNB018215599A patent/CN1215100C/zh not_active Expired - Fee Related
- 2001-12-28 US US10/450,261 patent/US6946538B2/en not_active Expired - Lifetime
- 2001-12-28 BR BR0116559-3A patent/BR0116559A/pt active Pending
- 2001-12-28 CA CA002432960A patent/CA2432960A1/fr not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
BR0116559A (pt) | 2004-02-17 |
US6946538B2 (en) | 2005-09-20 |
CA2432960A1 (fr) | 2002-07-11 |
EP1358238A1 (fr) | 2003-11-05 |
US20040024212A1 (en) | 2004-02-05 |
DE60141771D1 (de) | 2010-05-20 |
WO2002053614A1 (fr) | 2002-07-11 |
EP1358238B1 (fr) | 2010-04-07 |
CN1484660A (zh) | 2004-03-24 |
ATE463522T1 (de) | 2010-04-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1231514C (zh) | 高官能度的低粘度多异氰酸酯组合物及其制备方法 | |
CN1145661C (zh) | 可生物降解的和热敏的聚磷腈和它们的制备方法 | |
CN1170865C (zh) | 高耐久性软质聚氨酯冷熟化模塑泡沫材料及其制备方法 | |
CN1182173C (zh) | 具有改进的早期硬度及耐水性的透明涂料组合物 | |
CN1271122C (zh) | 在卡宾型金属催化剂存在下通过氢化硅烷化可交联成弹性体的有机硅组合物及此类催化剂 | |
CN1572856A (zh) | 用于抗划伤面漆的高固含量粘合剂组合物 | |
CN1150240C (zh) | 硬质聚氨基甲酸乙酯泡沫塑料及其热绝缘建筑材料 | |
CN1162962A (zh) | 聚合物合成 | |
CN1215100C (zh) | 异氰酸酯的缩合催化剂,包括该催化剂的组合物,使用方法,和所得组合物 | |
CN1103095A (zh) | 含羟基共聚物的制备方法及其在高固含量涂料组合物中的应用 | |
CN1545497A (zh) | 制备4-氨基二苯基胺的方法 | |
CN1046260C (zh) | 具备高伯羟基含量的二醇 | |
CN1076369C (zh) | 1,4——二酮吡咯并吡咯的固溶体 | |
CN1190427C (zh) | 制备嘧啶衍生物的方法 | |
CN1099757A (zh) | 含有机硅基团的磷腈及其制备方法和用途 | |
CN1046522A (zh) | 脂环二胺和脂环二异氰酸酯及聚异氰酸根合异氰脲酸酯及其制备方法 | |
CN1092408A (zh) | 异氰酸酯和氨基甲酸酯产物的制备方法 | |
CN1890250A (zh) | 具有烷氧基硅烷官能团的异氰酸酯和缩二脲的合成,含有它们的配制剂及其应用 | |
CN1244654C (zh) | 涂料组合物 | |
CN1518555A (zh) | 用于不饱和化合物的氢化硅烷化的卡宾基金属催化剂的制备方法及得到的催化剂 | |
CN1065866C (zh) | 转化非手性内消旋型柄型金属茂配合物成手性外消旋形式的方法 | |
CN1106435A (zh) | 阳离子电沉积涂层组合物 | |
CN1268145A (zh) | 生产丙烯/1-戊烯共聚物的气相聚合方法 | |
CN1160307C (zh) | 氨基腈的生产方法 | |
CN1090299A (zh) | 增强有机亚磷酸酯和膦酸酯的储藏稳定性 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
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 |
|
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 |
|
C56 | Change in the name or address of the patentee |
Owner name: WENTLAS FRENCH CORP. Free format text: FORMER NAME: RHODIA OPERATIONS |
|
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 |
|
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20050817 Termination date: 20191228 |
|
CF01 | Termination of patent right due to non-payment of annual fee |