GB733624A - New synthetic resins derived from linear aliphatic polyethers and bifunctional isocyanates and rubber-like materials derived therefrom - Google Patents
New synthetic resins derived from linear aliphatic polyethers and bifunctional isocyanates and rubber-like materials derived therefromInfo
- Publication number
- GB733624A GB733624A GB9207/52A GB920752A GB733624A GB 733624 A GB733624 A GB 733624A GB 9207/52 A GB9207/52 A GB 9207/52A GB 920752 A GB920752 A GB 920752A GB 733624 A GB733624 A GB 733624A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isocyanate
- reaction
- rubber
- oxide
- polyether
- 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
- 239000012948 isocyanate Substances 0.000 title abstract 15
- 229920000570 polyether Polymers 0.000 title abstract 9
- 239000000463 material Substances 0.000 title abstract 4
- 229920003002 synthetic resin Polymers 0.000 title abstract 4
- 239000000057 synthetic resin Substances 0.000 title abstract 4
- 150000002513 isocyanates Chemical class 0.000 title abstract 3
- 125000001931 aliphatic group Chemical group 0.000 title abstract 2
- 230000001588 bifunctional effect Effects 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
- -1 propyl- Chemical group 0.000 abstract 5
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 abstract 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 abstract 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Inorganic materials [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 abstract 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 abstract 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 abstract 1
- YHYKLKNNBYLTQY-UHFFFAOYSA-N 1,1-diphenylhydrazine Chemical compound C=1C=CC=CC=1N(N)C1=CC=CC=C1 YHYKLKNNBYLTQY-UHFFFAOYSA-N 0.000 abstract 1
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 abstract 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 abstract 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 abstract 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 1
- 229940035437 1,3-propanediol Drugs 0.000 abstract 1
- SQMOOVFBFVTTGF-UHFFFAOYSA-N 1-benzyl-1-phenylhydrazine Chemical compound C=1C=CC=CC=1N(N)CC1=CC=CC=C1 SQMOOVFBFVTTGF-UHFFFAOYSA-N 0.000 abstract 1
- UPKQTNZSDMAYNO-UHFFFAOYSA-N 1-benzyl-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1CC1=CC=CC=C1 UPKQTNZSDMAYNO-UHFFFAOYSA-N 0.000 abstract 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 1
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical compound C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 abstract 1
- DVNUXULDLISYBU-UHFFFAOYSA-N 2-methylpropane-1,1,2-triol Chemical compound CC(C)(O)C(O)O DVNUXULDLISYBU-UHFFFAOYSA-N 0.000 abstract 1
- 229940018563 3-aminophenol Drugs 0.000 abstract 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical group CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 229960004050 aminobenzoic acid Drugs 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910001865 beryllium hydroxide Inorganic materials 0.000 abstract 1
- IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 238000004040 coloring Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000007334 copolymerization reaction Methods 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 abstract 1
- 239000012530 fluid Substances 0.000 abstract 1
- 229960002449 glycine Drugs 0.000 abstract 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 abstract 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 229940018564 m-phenylenediamine Drugs 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000018984 mastication Effects 0.000 abstract 1
- 238000010077 mastication Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 229920003986 novolac Polymers 0.000 abstract 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical group CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 125000005628 tolylene group Chemical group 0.000 abstract 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 abstract 1
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
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7678—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing condensed aromatic rings
-
- 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
- C08G18/088—Removal of water or carbon dioxide from the reaction mixture or reaction components
- C08G18/0885—Removal of water or carbon dioxide from the reaction mixture or reaction components using additives, e.g. absorbing agents
-
- 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
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
-
- 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
- C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
-
- 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
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
-
- 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
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy 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
- C08G18/28—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
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB318202X | 1952-04-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB733624A true GB733624A (en) | 1955-07-13 |
Family
ID=10328893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9207/52A Expired GB733624A (en) | 1952-04-10 | 1952-04-10 | New synthetic resins derived from linear aliphatic polyethers and bifunctional isocyanates and rubber-like materials derived therefrom |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE519014A (en, 2012) |
| CH (5) | CH341645A (en, 2012) |
| DE (1) | DE1056821B (en, 2012) |
| FR (1) | FR1074451A (en, 2012) |
| GB (1) | GB733624A (en, 2012) |
Cited By (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2830038A (en) * | 1957-05-07 | 1958-04-08 | Du Pont | Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups |
| US2881065A (en) * | 1957-02-18 | 1959-04-07 | Mobay Chemical Corp | Polishing instrument |
| US2888437A (en) * | 1956-11-20 | 1959-05-26 | Goodyear Tire & Rubber | Catalyst |
| US2899411A (en) * | 1956-07-30 | 1959-08-11 | Polyurethane elastomers from hy- | |
| US2917488A (en) * | 1959-12-15 | X x x x x | ||
| US2953533A (en) * | 1958-04-04 | 1960-09-20 | Allied Chem | Highly cross-linked non flammable polyurethane foams and preparation of same |
| US2956031A (en) * | 1958-04-04 | 1960-10-11 | Allied Chem | Highly cross-linked non-flammable polyurethane compositions and preparation of same |
| US2961428A (en) * | 1955-10-24 | 1960-11-22 | Bayer Ag | Polyacetal-polyisocyanate polymers |
| US2964422A (en) * | 1958-02-28 | 1960-12-13 | Johnson & Johnson | Pressure sensitive adhesive sheet and method of manufacture |
| DE1104174B (de) * | 1955-08-04 | 1961-04-06 | Du Pont | Verfahren zur Herstellung eines Urethangruppen aufweisenden Elastomeren |
| US2983693A (en) * | 1956-12-20 | 1961-05-09 | Du Pont | Isocyanate terminated polyurethane adhesive composition |
| US3004939A (en) * | 1958-08-19 | 1961-10-17 | Us Rubber Co | Method of making polyurethane rubber articles |
| US3004840A (en) * | 1957-10-17 | 1961-10-17 | Dow Chemical Co | Solid composite propellants containing polyalkylene oxides |
| US3012987A (en) * | 1957-04-08 | 1961-12-12 | Du Pont | Coating composition comprising a blend of polyurethane reaction products |
| US3033825A (en) * | 1959-03-26 | 1962-05-08 | Goodrich Co B F | Stable polyurethane rubbers |
| US3036997A (en) * | 1956-11-21 | 1962-05-29 | Du Pont | Diene-modified polymers and elastomers thereform |
| US3042631A (en) * | 1956-08-03 | 1962-07-03 | Simoniz Co | Polyurethane prepolymer and expanded product prepared therefrom |
| US3049513A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered isocyanate-terminated polyether-based urethane compositions |
| US3054778A (en) * | 1959-10-19 | 1962-09-18 | Dow Chemical Co | Acetic anhydride modified polyurethane |
| US3074911A (en) * | 1957-12-05 | 1963-01-22 | Du Pont | Polyurethane resin coating composition containing carbamyl chloride stabilizer |
| US3098658A (en) * | 1958-11-12 | 1963-07-23 | Goodrich Co B F | Golf ball having a polyetherurethane core |
| US3105062A (en) * | 1958-08-18 | 1963-09-24 | Us Rubber Co | Method of making shaped polyurethane elastomer |
| US3135711A (en) * | 1959-04-25 | 1964-06-02 | Bayer Ag | Polyurethane coating composition containing isocyanuric acid rings |
| US3147974A (en) * | 1959-11-12 | 1964-09-08 | American Mach & Foundry | Synthetic bowling pins |
| US3165566A (en) * | 1961-06-29 | 1965-01-12 | Goodrich Co B F | One step polyamine curing for polyurethane threads |
| US3192187A (en) * | 1961-01-17 | 1965-06-29 | Air Prod & Chem | Preparation of stretchable polyurethane castings using a cocatalyst system of an epoxy alkane and a bicyclic amine |
| US3201136A (en) * | 1960-07-06 | 1965-08-17 | Minnesota Mining & Mfg | Pipe joint of cast in place polyurethane |
| US3216973A (en) * | 1961-11-16 | 1965-11-09 | Mobay Chemical Corp | Polyurethane plastics made with a triol bearing strictly secondary hydroxyl groups |
| US3219634A (en) * | 1960-04-05 | 1965-11-23 | Dunlop Rubber Co | Polyurethanes based upon a polyepichlorohydrin polyol |
| DE1219187B (de) * | 1965-02-24 | 1966-06-16 | Pittsburgh Plate Glass Co | Sicherheitsverbundglas |
| US3267078A (en) * | 1963-12-16 | 1966-08-16 | Wyandotte Chemicals Corp | Polyether urethane coating composition cured with a di-imine |
| US3287330A (en) * | 1958-02-06 | 1966-11-22 | Du Pont | Polyether polymers having unsaturated side chains |
| US3359217A (en) * | 1961-07-21 | 1967-12-19 | Atlas Chem Ind | Rigid urethane foam compositions prepared utilizing an acid catalyzed sorbitol-propylene oxide condensation product |
| DE1256892B (de) * | 1959-01-26 | 1967-12-21 | Wyandotte Chemicals Corp | Verfahren zur Herstellung von Urethan- und Harnstoffgruppierungen aufweisenden Polyaddukten |
| DE1273194B (de) * | 1959-01-26 | 1968-07-18 | Wyandotte Chemicals Corp | Verfahren zur Herstellung von Urethan- und Harnstoffgruppierungen aufweisenden Polyaddukten |
| US3475803A (en) * | 1965-08-27 | 1969-11-04 | Edward D Hill | Roller for applying paint,ink and the like |
| US5145935A (en) * | 1988-09-30 | 1992-09-08 | Mitsubishi Jukogyo Kabushiki Kaisha | Shape memory polyurethane elastomer molded article |
| US6559196B2 (en) | 2000-06-28 | 2003-05-06 | World Properties, Inc. | Tough, fire resistant polyurethane foam and method of manufacture thereof |
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| US6780516B2 (en) | 2002-01-31 | 2004-08-24 | General Electric Company | Anti-fog coating composition, process, and article |
| US6803495B2 (en) | 2000-06-28 | 2004-10-12 | World Properties, Inc. | Polyurethane foam composition and method of manufacture thereof |
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| CN113621121A (zh) * | 2021-07-15 | 2021-11-09 | 中联重科股份有限公司 | 聚氨酯组合物和聚氨酯材料的制备方法及应用 |
| WO2024228939A1 (en) | 2023-05-03 | 2024-11-07 | Rogers Corporation | Thermal management sheet, method of manufacture, and articles using the same |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2929803A (en) * | 1955-01-31 | 1960-03-22 | Du Pont | Elastic copolyureas from secondary diamines and process for making the same |
| US2929802A (en) * | 1955-01-31 | 1960-03-22 | Du Pont | Elastic filaments of linear copolyurethanes |
| US2929804A (en) * | 1955-01-31 | 1960-03-22 | Du Pont | Elastic filaments of linear segmented polymers |
| US2929801A (en) * | 1955-01-31 | 1960-03-22 | Du Pont | Elastic amide/urethane/ether copolymers and process for making the same |
| US2843568A (en) * | 1955-01-31 | 1958-07-15 | Du Pont | Polymeric polyether-polyurethanes |
| DE1069379B (de) * | 1955-03-24 | 1959-11-19 | E. I. du Pont de Nemours and Company, Wilmington, 1DeI. (V. St. A.) | Verfahren zur Herstellung homogener Kunststoffe auf Grundlage Urethangrup'pen und gegebenenfalls auch Thioärhergruppen aufweisender Polyglykoläther |
| US2948707A (en) * | 1955-09-14 | 1960-08-09 | Du Pont | Isocyanate-based polymers containing at least two different types of polymeric segments |
| DE1059656B (de) * | 1955-11-21 | 1959-06-18 | Us Rubber Co | Herstellung von offenporigen Schaumstoffen |
| DE1161007B (de) * | 1955-12-29 | 1964-01-09 | E. I. du Pont de Nemours & Company, Wilmington, Del. (V. St. A.) | Herstellung von Kunstharzfolien oder -Fäden |
| US2901467A (en) * | 1956-04-20 | 1959-08-25 | Du Pont | Polyurethane coating compositions |
| BE560394A (en, 2012) * | 1956-09-18 | |||
| DE1029559B (de) * | 1956-11-16 | 1958-05-08 | Bayer Ag | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe unter Formgebung |
| US2980651A (en) * | 1957-04-29 | 1961-04-18 | Du Pont | Polyureylenes |
| US3009901A (en) * | 1958-01-09 | 1961-11-21 | Du Pont | Reaction products of phenolic diamines with isocyanate terminated polyethers |
| DE1160651B (de) * | 1960-04-14 | 1964-01-02 | Henschel Werke Ag | Schublehre zur Bestimmung des Durchmessers und Versatzes von Werkstuecken, insbesondere Rohren und Wellen |
| US3234184A (en) * | 1961-06-29 | 1966-02-08 | Du Pont | Polyurethanes from ring-polyhalogenated diisocyanate |
| DE4308791A1 (de) * | 1993-03-18 | 1994-09-22 | Bayer Ag | Verfahren zur thermoplastischen Verarbeitung von Polyurethanen |
-
0
- BE BE519014D patent/BE519014A/xx unknown
-
1952
- 1952-04-10 GB GB9207/52A patent/GB733624A/en not_active Expired
-
1953
- 1953-04-09 CH CH341645D patent/CH341645A/de unknown
- 1953-04-09 CH CH346024D patent/CH346024A/de unknown
- 1953-04-09 CH CH341310D patent/CH341310A/de unknown
- 1953-04-09 CH CH318202D patent/CH318202A/de unknown
- 1953-04-09 CH CH342750D patent/CH342750A/de unknown
- 1953-04-10 FR FR1074451D patent/FR1074451A/fr not_active Expired
- 1953-04-10 DE DEI13204A patent/DE1056821B/de active Pending
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| US2917488A (en) * | 1959-12-15 | X x x x x | ||
| DE1104174B (de) * | 1955-08-04 | 1961-04-06 | Du Pont | Verfahren zur Herstellung eines Urethangruppen aufweisenden Elastomeren |
| US2961428A (en) * | 1955-10-24 | 1960-11-22 | Bayer Ag | Polyacetal-polyisocyanate polymers |
| DE1112291B (de) * | 1956-07-30 | 1961-08-03 | Goodrich Co B F | Verfahren zur Herstellung von kautschukartigen, thermoplastischen Polyurethanen |
| US2899411A (en) * | 1956-07-30 | 1959-08-11 | Polyurethane elastomers from hy- | |
| US3042631A (en) * | 1956-08-03 | 1962-07-03 | Simoniz Co | Polyurethane prepolymer and expanded product prepared therefrom |
| US2888437A (en) * | 1956-11-20 | 1959-05-26 | Goodyear Tire & Rubber | Catalyst |
| US3036997A (en) * | 1956-11-21 | 1962-05-29 | Du Pont | Diene-modified polymers and elastomers thereform |
| US2983693A (en) * | 1956-12-20 | 1961-05-09 | Du Pont | Isocyanate terminated polyurethane adhesive composition |
| US2881065A (en) * | 1957-02-18 | 1959-04-07 | Mobay Chemical Corp | Polishing instrument |
| US3012987A (en) * | 1957-04-08 | 1961-12-12 | Du Pont | Coating composition comprising a blend of polyurethane reaction products |
| US2830038A (en) * | 1957-05-07 | 1958-04-08 | Du Pont | Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups |
| US3004840A (en) * | 1957-10-17 | 1961-10-17 | Dow Chemical Co | Solid composite propellants containing polyalkylene oxides |
| US3074911A (en) * | 1957-12-05 | 1963-01-22 | Du Pont | Polyurethane resin coating composition containing carbamyl chloride stabilizer |
| US3287330A (en) * | 1958-02-06 | 1966-11-22 | Du Pont | Polyether polymers having unsaturated side chains |
| US2964422A (en) * | 1958-02-28 | 1960-12-13 | Johnson & Johnson | Pressure sensitive adhesive sheet and method of manufacture |
| US2956031A (en) * | 1958-04-04 | 1960-10-11 | Allied Chem | Highly cross-linked non-flammable polyurethane compositions and preparation of same |
| US2953533A (en) * | 1958-04-04 | 1960-09-20 | Allied Chem | Highly cross-linked non flammable polyurethane foams and preparation of same |
| US3105062A (en) * | 1958-08-18 | 1963-09-24 | Us Rubber Co | Method of making shaped polyurethane elastomer |
| DE1122699B (de) * | 1958-08-19 | 1962-01-25 | Us Rubber Co | Verfahren zur Herstellung von Polyurethanelastomeren |
| US3004939A (en) * | 1958-08-19 | 1961-10-17 | Us Rubber Co | Method of making polyurethane rubber articles |
| US3098658A (en) * | 1958-11-12 | 1963-07-23 | Goodrich Co B F | Golf ball having a polyetherurethane core |
| DE1256892B (de) * | 1959-01-26 | 1967-12-21 | Wyandotte Chemicals Corp | Verfahren zur Herstellung von Urethan- und Harnstoffgruppierungen aufweisenden Polyaddukten |
| DE1273194B (de) * | 1959-01-26 | 1968-07-18 | Wyandotte Chemicals Corp | Verfahren zur Herstellung von Urethan- und Harnstoffgruppierungen aufweisenden Polyaddukten |
| US3033825A (en) * | 1959-03-26 | 1962-05-08 | Goodrich Co B F | Stable polyurethane rubbers |
| US3049513A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered isocyanate-terminated polyether-based urethane compositions |
| US3135711A (en) * | 1959-04-25 | 1964-06-02 | Bayer Ag | Polyurethane coating composition containing isocyanuric acid rings |
| US3054778A (en) * | 1959-10-19 | 1962-09-18 | Dow Chemical Co | Acetic anhydride modified polyurethane |
| US3147974A (en) * | 1959-11-12 | 1964-09-08 | American Mach & Foundry | Synthetic bowling pins |
| US3219634A (en) * | 1960-04-05 | 1965-11-23 | Dunlop Rubber Co | Polyurethanes based upon a polyepichlorohydrin polyol |
| US3201136A (en) * | 1960-07-06 | 1965-08-17 | Minnesota Mining & Mfg | Pipe joint of cast in place polyurethane |
| US3192187A (en) * | 1961-01-17 | 1965-06-29 | Air Prod & Chem | Preparation of stretchable polyurethane castings using a cocatalyst system of an epoxy alkane and a bicyclic amine |
| US3165566A (en) * | 1961-06-29 | 1965-01-12 | Goodrich Co B F | One step polyamine curing for polyurethane threads |
| US3359217A (en) * | 1961-07-21 | 1967-12-19 | Atlas Chem Ind | Rigid urethane foam compositions prepared utilizing an acid catalyzed sorbitol-propylene oxide condensation product |
| US3216973A (en) * | 1961-11-16 | 1965-11-09 | Mobay Chemical Corp | Polyurethane plastics made with a triol bearing strictly secondary hydroxyl groups |
| US3267078A (en) * | 1963-12-16 | 1966-08-16 | Wyandotte Chemicals Corp | Polyether urethane coating composition cured with a di-imine |
| DE1219187B (de) * | 1965-02-24 | 1966-06-16 | Pittsburgh Plate Glass Co | Sicherheitsverbundglas |
| US3475803A (en) * | 1965-08-27 | 1969-11-04 | Edward D Hill | Roller for applying paint,ink and the like |
| US5145935A (en) * | 1988-09-30 | 1992-09-08 | Mitsubishi Jukogyo Kabushiki Kaisha | Shape memory polyurethane elastomer molded article |
| US6559196B2 (en) | 2000-06-28 | 2003-05-06 | World Properties, Inc. | Tough, fire resistant polyurethane foam and method of manufacture thereof |
| US6635688B2 (en) | 2000-06-28 | 2003-10-21 | World Properties, Inc. | Composite polyurethane foams and method of manufacture thereof |
| US6803495B2 (en) | 2000-06-28 | 2004-10-12 | World Properties, Inc. | Polyurethane foam composition and method of manufacture thereof |
| US6915741B2 (en) | 2000-07-26 | 2005-07-12 | World Properties, Inc. | Method of printing including mounting plate on cylinder using foam cushion tape |
| US6872758B2 (en) | 2000-12-27 | 2005-03-29 | World Properties, Inc. | Polyurethane foams and method of manufacture thereof |
| US6653361B2 (en) | 2000-12-29 | 2003-11-25 | World Properties, Inc. | Flame retardant polyurethane composition and method of manufacture thereof |
| US6780516B2 (en) | 2002-01-31 | 2004-08-24 | General Electric Company | Anti-fog coating composition, process, and article |
| EP1546229A4 (en) * | 2002-08-09 | 2007-09-19 | Du Pont | POLYURETHANE AND POLYURETHANE UREA ELASTOMERS OF POLYTRIMETHYLENETHERGLYCOL |
| US7338983B2 (en) | 2004-02-10 | 2008-03-04 | World Properties, Inc. | Low density polyurethane foam, method of producing, and articles comprising the same |
| EP1873178A3 (de) * | 2006-07-01 | 2008-05-21 | Bayer MaterialScience AG | Geschäumte und massive Polyurethanelastomere auf Basis von hochschmelzenden Polyisocyanaten, Verfahren zu ihrer Herstellung und ihre Verwendung |
| WO2010138724A1 (en) | 2009-05-27 | 2010-12-02 | Rogers Corporation | Polishing pad, polyurethane layer therefor, and method of polishing a silicon wafer |
| WO2015187439A1 (en) | 2014-06-05 | 2015-12-10 | Rogers Corporation | Compressible thermally conductive articles |
| US9629283B2 (en) | 2014-06-05 | 2017-04-18 | Rogers Corporation | Compressible thermally conductive articles |
| WO2016127016A1 (en) | 2015-02-05 | 2016-08-11 | Rogers Corporation | Foam products and methods of producing the same |
| WO2018048831A1 (en) | 2016-09-07 | 2018-03-15 | Rogers Corporation | Compressible thermally conductive articles |
| WO2018075302A1 (en) | 2016-10-17 | 2018-04-26 | Rogers Corporation | Method for delaying curing in polyurethane and compositions and articles made therefrom |
| WO2018093987A1 (en) | 2016-11-16 | 2018-05-24 | Rogers Corporation | Method for the manufacture of thermally conductive composite materials and articles comprising the same |
| WO2019055607A1 (en) | 2017-09-14 | 2019-03-21 | Rogers Corporation | METHODS OF MAKING A BORON NITRIDE FOAM |
| US20210292463A1 (en) * | 2020-03-18 | 2021-09-23 | Northwestern University | Dynamic polyurethane networks with post-recycling retention of cross-linking densities and mechanical properties |
| CN111393467A (zh) * | 2020-04-26 | 2020-07-10 | 扬州天启新材料股份有限公司 | 基于化学键合的有机硅增韧异氰酸酯树脂的制备方法 |
| CN113621121A (zh) * | 2021-07-15 | 2021-11-09 | 中联重科股份有限公司 | 聚氨酯组合物和聚氨酯材料的制备方法及应用 |
| WO2024228939A1 (en) | 2023-05-03 | 2024-11-07 | Rogers Corporation | Thermal management sheet, method of manufacture, and articles using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| BE519014A (en, 2012) | |
| FR1074451A (fr) | 1954-10-06 |
| DE1056821B (de) | 1959-05-06 |
| CH341310A (de) | 1959-09-30 |
| CH342750A (de) | 1959-11-30 |
| CH318202A (de) | 1956-12-31 |
| CH341645A (de) | 1959-10-15 |
| CH346024A (de) | 1960-04-30 |
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