CN1280588A - 异氰酸酯的三聚催化剂和方法 - Google Patents
异氰酸酯的三聚催化剂和方法 Download PDFInfo
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- CN1280588A CN1280588A CN98811699A CN98811699A CN1280588A CN 1280588 A CN1280588 A CN 1280588A CN 98811699 A CN98811699 A CN 98811699A CN 98811699 A CN98811699 A CN 98811699A CN 1280588 A CN1280588 A CN 1280588A
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- carbon atom
- alkyl
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- cycloalkyl
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- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3842—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
- C08G18/3848—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing two nitrogen atoms in the ring
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0239—Quaternary ammonium compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0244—Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0255—Phosphorus containing compounds
- B01J31/0267—Phosphines or phosphonium compounds, i.e. phosphorus bonded to at least one carbon atom, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, the other atoms bonded to phosphorus being either carbon or hydrogen
- B01J31/0268—Phosphonium compounds, i.e. phosphine with an additional hydrogen or carbon atom bonded to phosphorous so as to result in a formal positive charge on phosphorous
-
- 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
- C08G18/022—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing isocyanurate groups
-
- 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
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
-
- 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
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts thereof
- C08G18/2009—Heterocyclic amines; Salts thereof containing one heterocyclic ring
- C08G18/2027—Heterocyclic amines; Salts thereof containing one heterocyclic ring having two nitrogen atoms in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
- B01J2231/341—1,2-additions, e.g. aldol or Knoevenagel condensations
-
- 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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
实施例 | 催化剂 | [cata*]wt% | 反应温度(℃) | DC IPDI(%) |
1 | 胆碱碳酸氢盐 | 0.07 | 85 | 10 |
2 | 胆碱碳酸氢盐 | 0.2 | 60 | 40 |
3 | 胆碱氢氧化物 | 0.07 | 85 | 40 |
4 | 胆碱亚硫酸氢盐 | 0.07 | 85 | 0 |
5 | 胆碱酒石酸氢盐 | 0.2 | 80 | 0 |
实施例 | 催化剂 | 助催化剂 | [cata]wt% | [cocata]mmol/100g | 反应温度℃ | DC%IPDI | APHA色度 |
6 | 胆碱碳酸氢盐 | 咪唑 | 0.05 | 4 | 80 | 70 | 70 |
7 | 胆碱碳酸氢盐 | 咪唑 | 0.028 | 4 | 80 | 60 | 60 |
8 | 胆碱碳酸氢盐 | 无 | 0.2 | 0 | 80 | 50 | 140 |
9 | 胆碱碳酸氢盐 | 无 | 0.15 | 0 | 80 | 32 | 140 |
Claims (25)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9713856A FR2770533B1 (fr) | 1997-11-04 | 1997-11-04 | Utilisation d'imidazole en tant que co-catalyseur de la trimerisation d'isocyanates |
FR97/13856 | 1997-11-04 | ||
FR9713855A FR2770532B1 (fr) | 1997-11-04 | 1997-11-04 | Catalyseur de trimerisation d'isocyanates, a base d'un hydrogenocarbonate |
FR97/13855 | 1997-11-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1280588A true CN1280588A (zh) | 2001-01-17 |
CN1184248C CN1184248C (zh) | 2005-01-12 |
Family
ID=26233919
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB988116995A Expired - Fee Related CN1184248C (zh) | 1997-11-04 | 1998-11-04 | 异氰酸酯的三聚催化剂和方法 |
Country Status (12)
Country | Link |
---|---|
US (2) | US6635761B1 (zh) |
EP (2) | EP1027380B1 (zh) |
JP (1) | JP4342723B2 (zh) |
KR (1) | KR100549652B1 (zh) |
CN (1) | CN1184248C (zh) |
AT (1) | ATE251648T1 (zh) |
AU (1) | AU1159699A (zh) |
BR (1) | BR9813932A (zh) |
CA (1) | CA2307747A1 (zh) |
DE (1) | DE69818857T2 (zh) |
WO (1) | WO1999023128A1 (zh) |
ZA (1) | ZA9810038B (zh) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1302038C (zh) * | 2001-05-14 | 2007-02-28 | 拜尔公司 | 制备具有脲二酮、异氰脲酸酯和亚氨代噁二嗪二酮结构的脂族多异氰酸酯的方法 |
CN105032490A (zh) * | 2015-07-17 | 2015-11-11 | 华南理工大学 | 一种复配催化剂及在制备混合二异氰酸酯三聚体中的应用 |
CN105829375A (zh) * | 2013-12-19 | 2016-08-03 | 东曹株式会社 | 脲基甲酸酯-异氰脲酸酯化催化剂、多异氰酸酯组合物和该组合物的制造方法以及双组分型涂料组合物 |
CN106902872A (zh) * | 2017-03-29 | 2017-06-30 | 万华化学集团股份有限公司 | 一种异氰酸酯聚合催化剂及其制备方法,及其用于制备聚异氰酸酯的方法 |
CN107021920A (zh) * | 2016-08-12 | 2017-08-08 | 万华化学集团股份有限公司 | 一种异氰酸酯聚合催化剂及其制备方法,及其用于制备聚异氰酸酯的方法 |
CN107531875A (zh) * | 2015-04-21 | 2018-01-02 | 科思创德国股份有限公司 | 用于生产具有功能化表面的聚异氰脲酸酯塑料的方法 |
CN107868226A (zh) * | 2017-12-07 | 2018-04-03 | 万华化学集团股份有限公司 | 一种窄分布二异氰酸酯三聚体的制备方法 |
CN108822276A (zh) * | 2018-05-29 | 2018-11-16 | 武汉理工大学 | 一种pvc/pet复合膜胶黏剂的制备方法 |
CN110760055A (zh) * | 2019-10-29 | 2020-02-07 | 万华化学(宁波)有限公司 | 一种多异氰酸酯组合物及制备方法 |
CN111465632A (zh) * | 2017-12-21 | 2020-07-28 | 科思创德国股份有限公司 | 制备含异氰脲酸酯基团的异氰酸酯混合物的方法 |
CN112250835A (zh) * | 2020-09-14 | 2021-01-22 | 万华化学(宁波)有限公司 | 一种制备无色多异氰酸酯组合物的方法 |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA9810038B (en) * | 1997-11-04 | 2000-05-03 | Rhodia Chimie Sa | A catalyst and a method for the trimerization of isocyanates. |
WO2001053277A1 (fr) * | 2000-01-20 | 2001-07-26 | Rhodia Chimie | Procede d'obtention de polyisocyanate(s) ramifie(s) faiblement colore(s), et composition en decoulant |
FR2808528B1 (fr) * | 2000-05-04 | 2004-05-21 | Rhodia Chimie Sa | Procede d'obtention de polyisocyanate(s) ramifie(s) faiblement colore(s), et composition en decoulant |
FR2804112B1 (fr) * | 2000-01-20 | 2004-04-30 | Rhodia Chimie Sa | Procede d'obtention de cyclotrimeres d'isocyanate(s) ramifie(s) faiblement colore(s) et composition en decoulant |
FR2818974B1 (fr) * | 2000-12-29 | 2003-10-24 | Rhodia Chimie Sa | (cyclo) condensation de composes isocyanates |
DE10123416A1 (de) * | 2001-05-14 | 2002-11-21 | Bayer Ag | Verfahren zur Herstellung von Polyisocyanaten |
DE10131525A1 (de) * | 2001-07-02 | 2003-01-16 | Degussa | Verfahren zur Herstellung von geruchsarmen und lagerstabilen monomerhaltigen Polyisocyanuraten aus Isophorondiisocyanat |
CA2533513A1 (en) * | 2003-07-24 | 2005-02-03 | Huntsman Petrochemical Corporation | Low-odor catalyst for isocyanate-derived foams and elastomers |
FR2929612B1 (fr) * | 2008-04-03 | 2011-02-04 | Rhodia Operations | Procede d'oligomerisation des isocyanates en continu |
US20110201709A1 (en) * | 2008-11-10 | 2011-08-18 | Dow Global Technologies Llc | Isocyanate trimerisation catalyst system, a precursor formulation, a process for trimerising isocyanates, rigid polyisocyanurate/polyurethane foams made therefrom, and a process for making such foams |
US9790194B2 (en) * | 2011-11-30 | 2017-10-17 | Covestro Deutschland Ag | Process for continuous isocyanate modification |
WO2013167404A1 (en) * | 2012-05-08 | 2013-11-14 | Basf Se | Preparation of polyisocyanates having isocyanurate groups and their use |
KR20170139022A (ko) | 2015-04-21 | 2017-12-18 | 코베스트로 도이칠란트 아게 | 단열성 조건 하에 제조된 폴리이소시아누레이트 중합체를 기재로 하는 고형물 |
US10752723B2 (en) | 2015-04-21 | 2020-08-25 | Covestro Deutschland Ag | Polyisocyanurate polymer and process for the production of polyisocyanurate polymers |
ES2792903T3 (es) | 2015-04-21 | 2020-11-12 | Covestro Intellectual Property Gmbh & Co Kg | Procedimiento de producción de plásticos de poliisocianurato |
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 |
US9815739B2 (en) | 2015-10-30 | 2017-11-14 | Covestro Llc | Polyisocyanurate based cement for wellbore fluid loss prevention |
EP3529292A1 (en) | 2016-10-18 | 2019-08-28 | Covestro Deutschland AG | Coating of wires with catalytically crosslinked blocked polyisocyanates |
JP2019536849A (ja) | 2016-10-18 | 2019-12-19 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトCovestro Deutschland Ag | ブロックトポリイソシアネートの触媒架橋によるプラスチックの製造 |
ES2823248T3 (es) | 2016-10-18 | 2021-05-06 | Covestro Intellectual Property Gmbh & Co Kg | Revestimientos duros con alta estabilidad química y mecánica |
US11590692B2 (en) | 2016-11-14 | 2023-02-28 | Covestro Deutschland Ag | Method for producing an object from a precursor, and use of a radically crosslinkable resin in an additive production method |
EP3381962A1 (de) | 2017-03-29 | 2018-10-03 | Covestro Deutschland AG | Erzeugung von polyisocyanuratschichten durch getrennte auftragung von isocyanatkomponenten und katalysatoren |
EP3421516A1 (de) | 2017-06-28 | 2019-01-02 | Covestro Deutschland AG | Gefärbte kunststoffe basierend auf vernetzten polyisocyanaten |
WO2019061019A1 (en) | 2017-09-26 | 2019-04-04 | Covestro Deutschland Ag | TWO-COMPONENT SYSTEM FOR ELASTIC COATINGS |
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KR20200102986A (ko) | 2017-12-21 | 2020-09-01 | 코베스트로 도이칠란트 아게 | 폴리이소시아네이트를 기재로 하는 내한성 수성 페인트 |
KR20200093535A (ko) | 2017-12-21 | 2020-08-05 | 코베스트로 도이칠란트 아게 | 폴리이소시아네이트를 기재로 하는 내한성 접착제 |
WO2019157625A1 (en) | 2018-02-13 | 2019-08-22 | Covestro Deutschland Ag | Aromatic polyisocyanates with a high solids content |
EP3794049B1 (de) | 2018-05-17 | 2022-06-08 | Covestro Intellectual Property GmbH & Co. KG | Verfahren zur herstellung eines polyisocyanatpolymers und eines polyisocyanuratkunststoffs |
CN113166364A (zh) | 2018-05-17 | 2021-07-23 | 科思创知识产权两合公司 | 由具有超高分子量的聚乙烯纤维和交联多异氰酸酯生产复合材料的方法 |
WO2020016119A1 (de) | 2018-07-16 | 2020-01-23 | Covestro Deutschland Ag | Verfahren zur oligomerisierung von isocyanaten mit polyedrischen silsesquioxan-katalysatoren |
EP3867293A1 (de) | 2018-10-19 | 2021-08-25 | Covestro Intellectual Property GmbH & Co. KG | Wasserfrei härtende klebstoffe auf polyisocyanatbasis |
EP3914632A1 (de) | 2019-01-22 | 2021-12-01 | Covestro Intellectual Property GmbH & Co. KG | Kompositwerkstoffe basierend auf urethan- und isocyanuratpolymeren mit dualer härtung |
US20220127407A1 (en) | 2019-02-27 | 2022-04-28 | Covestro Intellectual Property Gmbh & Co. Kg | Polyisocyanurate materials as electrical potting compounds |
EP3763792A1 (de) | 2019-07-11 | 2021-01-13 | Covestro Deutschland AG | Verfahren zur herstellung von isocyanuraten aus uretdionen |
EP4175820A1 (de) | 2020-07-02 | 2023-05-10 | Covestro Deutschland AG | Beschichtungen aus polyisocyanuratbeschichtungen (rim) und deren anwendung in spritzgiessprozessen |
US20240301154A1 (en) | 2021-03-29 | 2024-09-12 | Covestro Deutschland Ag | Polyisocyanurate-prepregs and fiber composite components produced therefrom |
EP4303246A1 (de) | 2022-07-04 | 2024-01-10 | Covestro Deutschland AG | Polyisocyanatgemisch |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3980594A (en) | 1975-04-23 | 1976-09-14 | The General Tire & Rubber Company | Trimerization of aromatic isocyanates catalyzed by certain ammonium salts |
US4040992A (en) * | 1975-07-29 | 1977-08-09 | Air Products And Chemicals, Inc. | Catalysis of organic isocyanate reactions |
DE2806731A1 (de) * | 1978-02-17 | 1979-08-23 | Bayer Ag | Verfahren zur herstellung von isocyanuratgruppen aufweisenden polyisocyanaten |
JPS57111310A (en) | 1980-12-26 | 1982-07-10 | Achilles Corp | Production of rigid foam |
US4542214A (en) * | 1982-03-04 | 1985-09-17 | Air Products And Chemicals, Inc. | Carbamate and carbonate salts of tertiary amines |
JP2770329B2 (ja) * | 1988-07-22 | 1998-07-02 | 大日本インキ化学工業株式会社 | ポリイソシアネートの製造方法 |
DE4005762A1 (de) | 1990-02-23 | 1991-08-29 | Bayer Ag | Trimerisierungskatalysatoren, ein verfahren zu ihrer herstellung und ihre verwendung bei der herstellung von isocyanuratgruppen aufweisenden polyisocyanaten |
JP3044261B2 (ja) | 1990-04-11 | 2000-05-22 | 東ソー株式会社 | 通気性に優れた軟質ポリウレタンフォ−ムの製造法 |
CA2052908A1 (en) * | 1990-11-06 | 1992-05-07 | Charles M. Milliren | System for the production of toluene diisocyanate based flexible foams and the flexible foams produced therefrom |
DE4405055A1 (de) * | 1994-02-17 | 1995-08-24 | Basf Ag | Verfahren zur Herstellung von Isocyanuratgruppen aufweisenden Polyisocyanaten und ihre Verwendung |
ZA9810038B (en) * | 1997-11-04 | 2000-05-03 | Rhodia Chimie Sa | A catalyst and a method for the trimerization of isocyanates. |
-
1998
- 1998-11-03 ZA ZA9810038A patent/ZA9810038B/xx unknown
- 1998-11-04 BR BR9813932-0A patent/BR9813932A/pt not_active IP Right Cessation
- 1998-11-04 AU AU11596/99A patent/AU1159699A/en not_active Abandoned
- 1998-11-04 AT AT98954515T patent/ATE251648T1/de not_active IP Right Cessation
- 1998-11-04 US US09/530,607 patent/US6635761B1/en not_active Expired - Lifetime
- 1998-11-04 CA CA002307747A patent/CA2307747A1/fr not_active Abandoned
- 1998-11-04 JP JP2000518997A patent/JP4342723B2/ja not_active Expired - Fee Related
- 1998-11-04 EP EP98954515A patent/EP1027380B1/fr not_active Expired - Lifetime
- 1998-11-04 CN CNB988116995A patent/CN1184248C/zh not_active Expired - Fee Related
- 1998-11-04 KR KR1020007004756A patent/KR100549652B1/ko not_active IP Right Cessation
- 1998-11-04 WO PCT/FR1998/002359 patent/WO1999023128A1/fr active IP Right Grant
- 1998-11-04 EP EP03020852.4A patent/EP1375545B1/fr not_active Expired - Lifetime
- 1998-11-04 DE DE69818857T patent/DE69818857T2/de not_active Expired - Lifetime
-
2003
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CN1302038C (zh) * | 2001-05-14 | 2007-02-28 | 拜尔公司 | 制备具有脲二酮、异氰脲酸酯和亚氨代噁二嗪二酮结构的脂族多异氰酸酯的方法 |
CN105829375A (zh) * | 2013-12-19 | 2016-08-03 | 东曹株式会社 | 脲基甲酸酯-异氰脲酸酯化催化剂、多异氰酸酯组合物和该组合物的制造方法以及双组分型涂料组合物 |
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Also Published As
Publication number | Publication date |
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EP1027380A1 (fr) | 2000-08-16 |
DE69818857T2 (de) | 2004-08-19 |
ZA9810038B (en) | 2000-05-03 |
WO1999023128A1 (fr) | 1999-05-14 |
EP1027380B1 (fr) | 2003-10-08 |
EP1375545B1 (fr) | 2016-06-29 |
CN1184248C (zh) | 2005-01-12 |
US20050080259A1 (en) | 2005-04-14 |
AU1159699A (en) | 1999-05-24 |
JP2001521952A (ja) | 2001-11-13 |
BR9813932A (pt) | 2000-09-19 |
KR100549652B1 (ko) | 2006-02-08 |
DE69818857D1 (de) | 2003-11-13 |
US7091341B2 (en) | 2006-08-15 |
US6635761B1 (en) | 2003-10-21 |
KR20010031693A (ko) | 2001-04-16 |
ATE251648T1 (de) | 2003-10-15 |
EP1375545A1 (fr) | 2004-01-02 |
JP4342723B2 (ja) | 2009-10-14 |
CA2307747A1 (fr) | 1999-05-14 |
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