GB963340A - Improvements in or relating to the production of polyurethane plastics - Google Patents
Improvements in or relating to the production of polyurethane plasticsInfo
- Publication number
- GB963340A GB963340A GB4200060A GB4200060A GB963340A GB 963340 A GB963340 A GB 963340A GB 4200060 A GB4200060 A GB 4200060A GB 4200060 A GB4200060 A GB 4200060A GB 963340 A GB963340 A GB 963340A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphite
- methyl
- reacting
- maleic
- polyester
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/46—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen
- C08G18/4684—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen containing phosphorus
Abstract
A process for the production of cellular or noncellular polyurethane plastics comprises reacting an organic polyisocyanate with a polyester containing free hydroxyl groups which has been obtained by reacting a tertiary organic phosphite with a partial ester of an unsaturated carboxylic acid and a polyhydric alcohol. In a preferred embodiment the polyesters are produced by reacting a polyhydric alcohol with an a ,b -unsaturated dicarboxylic acid (e.g. 4 mols. of a trihydric alcohol to 3 mols. of a ,b -unsaturated dicarboxylic acid). The partial ester is then reacted with 3 mols. of the phosphite, the organic radicals of the phosphite being split off by transesterification. Suitable acids are maleic, methyl-maleic, chloro-maleic, methylene-succinic, fumaric, glutaconic, a - or b -hydromuconic, bromo-maleic and methylene malonic acids. As suitable polyhydric alcohols there are specified glycols, glycerol, trimethylol propane, 1,6-3, hexanetriol, triethanolamine, pentaerythritol, sorbitol, glycerol pentachlorophenyl ether and trimethylolpropane monophenyl ether. Also suitable as polyols in the preparation of the partial esters are alkoxylated polyhydric alcohols, polyesters having terminal OH groups, and polyester ethers obtained by reacting excess alkoxylated alcohols with oxalic, malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, brassylic, thapsic, a -butyl-a -ethyl glutaric, a ,b -diethyl succinic, isophthalic, terephthalic, hemimellitic, trimellitic, trimesic, mellophanic, prehnitic, pyromellitic, benzenepentacarboxylic cyclohexane dicarboxylic and 3,4,9,10-perylene tetracarboxylic acids. Halogen-containing polycarboxylic acid and polyhydric alcohols are also listed. Suitable phosphites contain as the organic groups chlorethyl bromoethyl, methyl, ethyl, butyl, chloro- or bromo-propyl, dodecyl, allyl, methallyl, benzyl, pentachlorobenzyl or hexadecyl radicals. Diallyl methyl phosphite and dibenzyl-b -chlorethyl phosphite are also mentioned. Preferred phosphorus-containing polyesters have a hydroxyl number from 100 to 400 and a molecular weight of from 500 to 5000. In the preparation of polyurethanes they may be mixed with other polyesters or with polyhydric polyalkylene ethers before the reaction with polyisocyanates. Cross-linking agents, for example water, ethylene glycol, butane diol, p-bis-b -hydroxyethyl benzene and ethylene diamine may also be present in the reaction mixture. In preparing cellular products water, halohydrocarbons, azo compounds and low-boiling alkanes are suitable blowing agents. There may also be present emulsifiers such as sulphonated castor oil, foam stabilizers such as silicones (e.g. the block copolymers described in U.S.A. Specification 2,834,748), colouring agents, catalysts triethylene diamine, N-methyl, ethyl, or N-coco-morpholine, diethyl ethanolamine, 1-methyl-4-dimethylaminoethyl piperazine, 3-methoxy-N-dimethylpropylamine, N-dimethyl-N-methyl isopropyl propylene diamine, N,N,-diethyl-3-diethylamino propylamine, dimethylbenzylamine, molybdenum glycollate, stannous chloride, dibutyl tin di-2-ethyl hexoate and stannous octoate. Non-porous plastics can be produced by reacting the organic polyisocyanate with sufficient polyester to give a hydroxyl group-containing product which is cross-linked by reaction with an organic peroxide, sulphur or formaldehyde. Castings can also be prepared from -NCO containing prepolymer and cross-linking agent. Coating compositions are obtained by dissolving the organic polyisocyanate/polyol adherent containing NCO groups (which may be blocked) in a solvent such as xylene, ethyl acetate, toluene or ethylene glycol monoethyl ether acetate. In examples (1) a polyester is prepared by reacting tri-b -chlorethyl phosphite with a partial ester prepared from propoxylated trimethylol propane, trimethylol propane and maleic anhydride. The product is mixed with an adipic acid/phthalic anhydride/trimethylol propane/oleic acid polyester and foaming is effected by addition of permethylated aminoethyl piperazine, oxyethylated polysiloxane, aqueous sodium castor oil sulphate and 4,41-diphenylmethane diisocyanate. Specification 804,369 also is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF30042A DE1106067B (en) | 1959-12-09 | 1959-12-09 | Process for the production of non-flammable or hardly inflammable plastics from phosphorus-containing polyesters and polyisocyanates |
Publications (1)
Publication Number | Publication Date |
---|---|
GB963340A true GB963340A (en) | 1964-07-08 |
Family
ID=7093578
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4200060A Expired GB963340A (en) | 1959-12-09 | 1960-12-06 | Improvements in or relating to the production of polyurethane plastics |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1106067B (en) |
GB (1) | GB963340A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE623822A (en) * | 1961-10-26 | |||
DE1170636B (en) * | 1962-05-26 | 1964-05-21 | Bayer Ag | Process for the production of self-extinguishing plastics containing phosphorus atoms and urethane groups, optionally foamed plastics |
DE1178585B (en) * | 1962-05-30 | 1964-09-24 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1178587B (en) * | 1963-02-01 | 1964-09-24 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1292868B (en) * | 1964-02-14 | 1969-04-17 | Bayer Ag | Process for the preparation of phosphorus-containing organic polyhydroxyl compounds |
DE2066183C2 (en) * | 1970-07-23 | 1983-12-08 | Hoechst Ag, 6230 Frankfurt | Process for the production of flame retardant polyurethanes |
DE2036592C2 (en) | 1970-07-23 | 1984-05-10 | Hoechst Ag, 6230 Frankfurt | Means for reducing the flammability of polyurethane foams and processes for the production of flame-retardant polyurethane foams |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE13961C (en) * | H. MEICHS-NER in Schwarzenberg (Sachsen) | Device for raising and lowering the tops of coaches | ||
BE576917A (en) * | 1958-03-22 |
-
1959
- 1959-12-09 DE DEF30042A patent/DE1106067B/en active Pending
-
1960
- 1960-12-06 GB GB4200060A patent/GB963340A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1106067B (en) | 1961-05-04 |
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