GB802189A - Process for the production of rubber-like polyurethane plastics of high molecular weight - Google Patents
Process for the production of rubber-like polyurethane plastics of high molecular weightInfo
- Publication number
- GB802189A GB802189A GB2315356A GB2315356A GB802189A GB 802189 A GB802189 A GB 802189A GB 2315356 A GB2315356 A GB 2315356A GB 2315356 A GB2315356 A GB 2315356A GB 802189 A GB802189 A GB 802189A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diisocyanate
- dimeric
- cross
- linking agent
- condensation
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/798—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing urethdione groups
Abstract
A process for the production of rubber-like polyurethanes comprises reacting a linear condensation or polymerization product containing free terminal hydroxyl groups and having a molecular weight above 1000 with a dimeric diisocyanate and a cross-linking agent having a molecular weight below 1000 at a temperature lower than that required to split the dimeric dissocyanate into the corresponding monomeric diisocyanate. The process can be carried out in one embodiment by reacting the linear condensation or polymerization product with an amount of the dimeric diisocyanate sufficient to provide an excess of free NCO groups over the hydroxyl groups in the condensation or polymerization product, and the product obtained is reacted with the cross-linking agent in an amount of 1 to 10 per cent by weight based on the weight of the condensation or polymerization product. In another embodiment the linear condensation or polymerization product is reacted with an amount of the dimeric diisocyanate insufficient to react with all the hydroxyl groups and the product obtained is reacted with the cross-linking agent and with a further amount of the dimeric diisocyanate. Suitable compounds with terminal hydroxyl groups are hydroxypolyesters obtained by esterifying, for example, adipic and phthalic acids with, for example, glycol, diethylene glycol, propylene glycol and butylene glycol-1,3 or -1,4. Also suitable are polymerization products of alkylene oxides and condensation products of glycols with themselves or thiodiglycols. Specified cross-linking agents are diamines, such as o-dichloro-benzidine and 2,5-dichloro-p-phenylene diamine, diand trihydric alcohols such as butanediol-1,3 or -1,4, trimethylol propane, quimtol, tetra- and pentabutylene glycols, hydroxypolyesters and hydroxypolyethers. Suitable dimeric diisocyanates are dimerization products of 2,4-toluylene diisocyanate, chloro-p-phenylene diisocyanate and 1-ethylbenzene-2,4-diisocyanate. In examples: (1) a glycol/adipic acid hydroxypolyester is reacted at 130-140 DEG C. with excess dimeric 2,4-toluylene diisocyanate, butane-1,4-diol is mixed in and the melt poured into moulds. Reaction is completed by heating the mouldings at 100 DEG C.; (2) a similar process is employed, using a mixture of tetra- and pentabutylene glycols as cross-linking agent; (3) in a similar process water is used as the cross-linking agent. Specifications 700,608 and 700,609 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF18083A DE1014740B (en) | 1955-08-01 | 1955-08-01 | Process for the production of high molecular weight crosslinked plastics |
Publications (1)
Publication Number | Publication Date |
---|---|
GB802189A true GB802189A (en) | 1958-10-01 |
Family
ID=7088819
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2315356A Expired GB802189A (en) | 1955-08-01 | 1956-07-26 | Process for the production of rubber-like polyurethane plastics of high molecular weight |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE1014740B (en) |
FR (1) | FR1155214A (en) |
GB (1) | GB802189A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3248370A (en) * | 1961-10-31 | 1966-04-26 | Bayer Ag | Polyurethane process utilizing a diisocyanate mixture |
DE1218717B (en) * | 1964-02-13 | 1966-06-08 | Bayer Ag | Process for the production of high molecular weight crosslinked plastics |
US4442280A (en) * | 1981-08-12 | 1984-04-10 | Bayer Aktiengesellschaft | Heterogeneous systems of polyol/diphenyl methane uret dione diisocyanates and a process for their production |
US5814689A (en) * | 1997-08-29 | 1998-09-29 | Arco Chemical Technology, L.P. | Low viscosity polyuretidione polyurethanes and their use as curatives for solvent and water borne coatings |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2221170A1 (en) * | 1972-04-29 | 1973-11-08 | Bayer Ag | POLYURETHANE-POLYURETIC FABRICS CONTAINING URETDIONE GROUPS |
DE3502683A1 (en) * | 1985-01-26 | 1986-08-07 | Hüls AG, 4370 Marl | POLYURETHANE WITH URETHANE AND BIURET STRUCTURE |
JP3459091B2 (en) * | 1993-08-31 | 2003-10-20 | 株式会社イノアックコーポレーション | One-component composition for polyurethane elastomer and molding method thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE831772C (en) * | 1952-11-18 | 1952-02-18 | Bayer Ag | Process for the production of high molecular weight crosslinked plastics |
DE952940C (en) * | 1953-11-30 | 1956-11-22 | Bayer Ag | Process for the production of high molecular weight, crosslinked plastics from linear or predominantly linear polyesters, diisocyanates and diamines |
-
1955
- 1955-08-01 DE DEF18083A patent/DE1014740B/en active Pending
-
1956
- 1956-07-26 GB GB2315356A patent/GB802189A/en not_active Expired
- 1956-07-26 FR FR1155214D patent/FR1155214A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3248370A (en) * | 1961-10-31 | 1966-04-26 | Bayer Ag | Polyurethane process utilizing a diisocyanate mixture |
DE1218717B (en) * | 1964-02-13 | 1966-06-08 | Bayer Ag | Process for the production of high molecular weight crosslinked plastics |
US4442280A (en) * | 1981-08-12 | 1984-04-10 | Bayer Aktiengesellschaft | Heterogeneous systems of polyol/diphenyl methane uret dione diisocyanates and a process for their production |
US5814689A (en) * | 1997-08-29 | 1998-09-29 | Arco Chemical Technology, L.P. | Low viscosity polyuretidione polyurethanes and their use as curatives for solvent and water borne coatings |
US5861193A (en) * | 1997-08-29 | 1999-01-19 | Arco Chemical Technology, L.P. | Low viscosity polyuretidione polyurethanes and their use as curatives for solvent and water borne coatings |
Also Published As
Publication number | Publication date |
---|---|
FR1155214A (en) | 1958-04-24 |
DE1014740B (en) | 1957-08-29 |
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