GB896437A - Improvements in or relating to the manufacture of polymeric materials - Google Patents
Improvements in or relating to the manufacture of polymeric materialsInfo
- Publication number
- GB896437A GB896437A GB4057159A GB4057159A GB896437A GB 896437 A GB896437 A GB 896437A GB 4057159 A GB4057159 A GB 4057159A GB 4057159 A GB4057159 A GB 4057159A GB 896437 A GB896437 A GB 896437A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- compounds
- ended
- water
- polyethers
- 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
Links
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
- C08G18/18—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
- C08G18/2018—Heterocyclic amines; Salts thereof containing one heterocyclic ring having one nitrogen atom 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
- C08G18/06—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
- C08G18/2081—Heterocyclic amines; Salts thereof containing at least two non-condensed heterocyclic rings
Abstract
A process for the manufacture of foamed polyurethane products by the interaction of secondary hydroxyl-ended polyethers and organic polyisocyanates or the isocyanate-ended reaction products of secondary hydroxyl-ended polyethers and organic polyisocyanates with water in the presence of a catalyst, is characterized in that the catalyst comprises an N-alkyl pyrrolidine. By an N-alkylpyrrolidine is meant a compound containing at least one pyrrolidine ring which carries an alkyl substituent on the nitrogen atom; the pyrrolidine ring and/or the alkyl group may carry other substituents. Suitable compounds are N-methyl, ethyl, propyl, butyl and octylpyrrolidines, 1:6-bis(pyrrolidino)hexane, 3:7-dimethyl 3:7-diaza bicyclo(3.3.0)octane and compounds of the general formula <FORM:0896437/IV (a)/1> where n is 0 or an integer from 1 to 6. As well as polymerization products of cyclic oxides there can also be used polyethers obtained by reaction of cyclic oxides with water, glycols, di- or polyethylene glycols, glyerol, triethanolamine, trimethylolpropane, pentaerythritol, sorbitol, sucrose, ethylene diamine, diethanolamine or dihydroxy stearic acid. The amount of polyisocyanate used is preferably such that after reaction with the end groups of the polyether, there is an excess of 3% to 5% by weight over the amount equivalent to the water used. The reaction may be modified by the incorporation of other ingredients and catalysts such as dimethylcyclohexylamine, N-methylmorpholine, potassium carbonate, potassium acetate, potassium naphthenate, manganous and manganic acetyl-acetonates, dialkyl tin compounds, ricinoleic acid, surface-active agents, silicone oil, ethyl cellulose, trimethylol propane, pigments, plasticizers such as dialkyl phthalates, tri-(b -chlorethyl) phosphate and antimony compounds.ALSO:A process for the manufacture of foamed polyurethane products by the interaction of secondary hydroxyl-ended polyethers and organic polyisocyanates or the isocyanate-ended reaction products of secondary hydroxyl-ended polyethers and organic polyisocyanates with water in the presence of a catalyst is characterized in that the catalyst comprises an N-alkyl pyrrolidine. By an N-alkyl-pyrrolidine is meant a compound containing at least one pyrrolidine ring which carries an alkyl substituent on the nitrogen atom; the pyrrolidine ring and/or the alkyl group may carry other substituents. Suitable compounds are N-methyl, ethyl, propyl, butyl and octylpyrrolidines, 1:6-bis (pyrrolidino)-hexane, 3:7-dimethyl 3:7-diaza bicyclo-(3.3.0) octane and compounds of the formula <FORM:0896437/V/1> where n is O or an integer from 1 to 6. As well as polymerization products of cyclic oxides there can also be used polyethers obtained by reaction of cyclic oxides with water, glycols, di- or polyethylene glycols, glycerol, triethanolamine, trimethylolpropane, pentaerythritol, sorbitol, sucrose, ethylene diamine diethanolamine or dihydroxy-stearic acid. The amount of polyisocyanate used is preferably such that after reaction with the end groups of the polyether, there is an excess of 3% to 5% by weight over the amount equivalent to the water used. The reaction may be modified by the incorporation of other ingredients and catalysts such as dimethylcyclohexylamine, N-methyl-morpholine, potassium carbonate, potassium naphthenate, managanous and manganic acetyl-acetonates, dialkyl tin compounds, ricinoleic acid surface-active agents, silicone oil, ethyl cellulose, trimethylol propane, pigments, plasticisers such as dialkyl phthalates, tri-(b -chlorethyl) phosphate and antimony compounds.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4057159A GB896437A (en) | 1959-11-30 | 1959-11-30 | Improvements in or relating to the manufacture of polymeric materials |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4057159A GB896437A (en) | 1959-11-30 | 1959-11-30 | Improvements in or relating to the manufacture of polymeric materials |
Publications (1)
Publication Number | Publication Date |
---|---|
GB896437A true GB896437A (en) | 1962-05-16 |
Family
ID=10415560
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4057159A Expired GB896437A (en) | 1959-11-30 | 1959-11-30 | Improvements in or relating to the manufacture of polymeric materials |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB896437A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0495249A1 (en) * | 1991-01-12 | 1992-07-22 | Bayer Ag | Use of N-(aminoalkyl)-pyrrolidines as a catalyst for the polyisocyanate-poly-addition process, process for the preparation of polyurethane-ureas |
WO2015200408A1 (en) | 2014-06-27 | 2015-12-30 | Huntsman Petrochemical Llc | Pyrrolidine-based catalysts for use in polyurethane materials |
WO2016020139A1 (en) * | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
WO2016020138A1 (en) * | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
EP3177659B1 (en) | 2014-08-05 | 2020-12-09 | Evonik Operations GmbH | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
EP3999232A4 (en) * | 2019-07-18 | 2023-06-07 | Huntsman Petrochemical LLC | Acid-blocked pyrrolidine catalysts for polyurethane foam |
-
1959
- 1959-11-30 GB GB4057159A patent/GB896437A/en not_active Expired
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0495249A1 (en) * | 1991-01-12 | 1992-07-22 | Bayer Ag | Use of N-(aminoalkyl)-pyrrolidines as a catalyst for the polyisocyanate-poly-addition process, process for the preparation of polyurethane-ureas |
WO2015200408A1 (en) | 2014-06-27 | 2015-12-30 | Huntsman Petrochemical Llc | Pyrrolidine-based catalysts for use in polyurethane materials |
CN106164117A (en) * | 2014-06-27 | 2016-11-23 | 亨斯迈石油化学有限责任公司 | Pyrrolidines catalyst for polyurethane material |
EP3161029A4 (en) * | 2014-06-27 | 2018-01-17 | Huntsman Petrochemical LLC | Pyrrolidine-based catalysts for use in polyurethane materials |
US9988483B2 (en) | 2014-06-27 | 2018-06-05 | Huntsman Petrochemical Llc | Pyrrolidine-based catalysts for use in polyurethane materials |
CN106164117B (en) * | 2014-06-27 | 2020-01-17 | 亨斯迈石油化学有限责任公司 | Pyrrolidine catalysts for polyurethane materials |
WO2016020139A1 (en) * | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
WO2016020138A1 (en) * | 2014-08-05 | 2016-02-11 | Evonik Degussa Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
US10457769B2 (en) | 2014-08-05 | 2019-10-29 | Evonik Degussa Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
US10703851B2 (en) | 2014-08-05 | 2020-07-07 | Evonik Operations Gmbh | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
EP3177659B1 (en) | 2014-08-05 | 2020-12-09 | Evonik Operations GmbH | Nitrogen-containing compounds suitable for use in the production of polyurethanes |
EP3999232A4 (en) * | 2019-07-18 | 2023-06-07 | Huntsman Petrochemical LLC | Acid-blocked pyrrolidine catalysts for polyurethane foam |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3502722A (en) | Carbodiimides | |
GB834328A (en) | Process for the production of foam materials containing urethane groups | |
GB1018320A (en) | Polyurethanes | |
GB880923A (en) | Improvements in and relating to polymers | |
GB870940A (en) | Improvements in and relating to foamed polymers | |
GB896437A (en) | Improvements in or relating to the manufacture of polymeric materials | |
GB856464A (en) | Method of rendering masonry-type structural material water-repellent | |
GB859645A (en) | Process for preparing lactone adducts and polyesters | |
KR890003843A (en) | Release composition, mixture containing the same, method for producing elastomeric molded article and molded article produced by this method | |
KR920009886A (en) | Polyurethane, preparation method thereof and production method of polyurethane foam | |
GB1453280A (en) | Urethane foam catalyst | |
US4360670A (en) | Amino and amido dialkyl tin carboxylates | |
US3280049A (en) | Premixes for polyurethane foams | |
GB1079314A (en) | Process for preparing n-vinyl compounds | |
EP0423594B1 (en) | Process for the preparation of moulded articles from polyurethane foams | |
GB970324A (en) | Improvements in or relating to urethane-oil coating compositions | |
GB991910A (en) | Improvements in and relating to epoxide compositions | |
GB915238A (en) | Patent leather finishes | |
GB937164A (en) | Polymerization of alkylene oxides | |
US3109825A (en) | Manufacture of polyurethane materials | |
GB1174331A (en) | A process for the preparation of Mono- and Polyacetoacetic Acid Esters | |
GB842339A (en) | Process for the production of cross-linked plastics of high molecular weight | |
GB937069A (en) | Polyurethane catalysts | |
GB1007816A (en) | Organic phosphine oxides and methods of preparing same | |
US4601995A (en) | Organo tin catalysts modified with bicyclic amide acetals |