DE1163015B - Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und Polyestern - Google Patents
Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und PolyesternInfo
- Publication number
- DE1163015B DE1163015B DEH47313A DEH0047313A DE1163015B DE 1163015 B DE1163015 B DE 1163015B DE H47313 A DEH47313 A DE H47313A DE H0047313 A DEH0047313 A DE H0047313A DE 1163015 B DE1163015 B DE 1163015B
- Authority
- DE
- Germany
- Prior art keywords
- weight
- acids
- parts
- polyesters
- 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.)
- Pending
Links
- 229920000728 polyester Polymers 0.000 title claims description 55
- 238000004519 manufacturing process Methods 0.000 title claims description 28
- 229920001228 polyisocyanate Polymers 0.000 title claims description 20
- 239000005056 polyisocyanate Substances 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 14
- 239000004033 plastic Substances 0.000 title claims description 11
- 229920003023 plastic Polymers 0.000 title claims description 11
- 239000002253 acid Substances 0.000 claims description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 15
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 13
- 229930195729 fatty acid Natural products 0.000 claims description 13
- 239000000194 fatty acid Substances 0.000 claims description 13
- -1 aliphatic dicarboxylic acids Chemical class 0.000 claims description 12
- 150000001735 carboxylic acids Chemical class 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 8
- 150000007513 acids Chemical class 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
- 125000005521 carbonamide group Chemical group 0.000 claims description 3
- 239000011347 resin Chemical class 0.000 claims description 3
- 229920005989 resin Chemical class 0.000 claims description 3
- 238000007493 shaping process Methods 0.000 claims description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 2
- 230000001476 alcoholic effect Effects 0.000 claims 2
- 239000003380 propellant Substances 0.000 claims 1
- 238000005809 transesterification reaction Methods 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 39
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 239000006260 foam Substances 0.000 description 13
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000002994 raw material Substances 0.000 description 9
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 229940113165 trimethylolpropane Drugs 0.000 description 6
- 239000001361 adipic acid Substances 0.000 description 5
- 235000011037 adipic acid Nutrition 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 150000004702 methyl esters Chemical class 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 238000006136 alcoholysis reaction Methods 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- 235000019485 Safflower oil Nutrition 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 238000006140 methanolysis reaction Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000003813 safflower oil Substances 0.000 description 2
- 235000005713 safflower oil Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- FMBSXXXEOYSOKB-UHFFFAOYSA-N butyl acetate;methyl acetate Chemical compound COC(C)=O.CCCCOC(C)=O FMBSXXXEOYSOKB-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 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
- C08G18/28—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
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/423—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups
- C08G18/4233—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups derived from polymerised higher fatty acids or alcohols
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/0058—≥50 and <150kg/m3
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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL290776D NL290776A (en:Method) | 1962-11-03 | ||
| NL122158D NL122158C (en:Method) | 1962-11-03 | ||
| BE630370D BE630370A (en:Method) | 1962-11-03 | ||
| DEH47313A DE1163015B (de) | 1962-11-03 | 1962-11-03 | Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und Polyestern |
| GB4771/63A GB1005608A (en) | 1962-11-03 | 1963-02-06 | Improvements in or relating to the manufacture of polymers containing urethane and/or carbonamide groups |
| AT182863A AT250017B (de) | 1962-11-03 | 1963-03-08 | Verfahren zur Herstellung von, gegebenenfalls verschäumten, Kunststoffen aus Polyisocyanaten und Polyestern |
| CH471263A CH461795A (de) | 1962-11-03 | 1963-04-16 | Verfahren zur Herstellung von Urethangruppen bzw. Carbonamidgruppen enthaltenden, gegebenenfalls verschäumten Kunststoffen |
| US275524A US3288730A (en) | 1962-11-03 | 1963-04-25 | Polyaddition products of polybasic araliphatic carboxylic acids |
| FR938529A FR1393247A (fr) | 1962-11-03 | 1963-06-18 | Procédé de préparation de résines, éventuellement expansées, à partir de polyisocyanates et de polyesters d'acides carboxyliques arylaliphatiques polybasiques |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEH47313A DE1163015B (de) | 1962-11-03 | 1962-11-03 | Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und Polyestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1163015B true DE1163015B (de) | 1964-02-13 |
Family
ID=7156385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEH47313A Pending DE1163015B (de) | 1962-11-03 | 1962-11-03 | Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und Polyestern |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3288730A (en:Method) |
| AT (1) | AT250017B (en:Method) |
| BE (1) | BE630370A (en:Method) |
| CH (1) | CH461795A (en:Method) |
| DE (1) | DE1163015B (en:Method) |
| GB (1) | GB1005608A (en:Method) |
| NL (2) | NL122158C (en:Method) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1234984B (de) * | 1965-07-10 | 1967-02-23 | Henkel & Cie Gmbh | Verfahren zur Herstellung von Urethangruppen enthaltenden Schaumstoffen |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1520066B1 (de) * | 1963-08-03 | 1971-08-05 | Harburger Fettchemie Brinkman | Verfahren zur herstellung von epoxyd polyaddukten |
| US3449467A (en) * | 1965-06-03 | 1969-06-10 | Union Carbide Corp | Hydroxyl terminated polyester oligomers |
| DE102009029363A1 (de) * | 2009-09-11 | 2011-03-24 | Evonik Goldschmidt Gmbh | Lecithin enthaltende Zusammensetzung geeignet zur Herstellung von Polyurethanhartschäumen |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB851668A (en) * | 1958-04-03 | 1960-10-19 | Bataafsche Petroleum | Improvements in or relating to the production of polyurethanes |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2655488A (en) * | 1947-06-02 | 1953-10-13 | Arco Company | Interpolymer of vinylaromatic compound and conjugated oil fatty acid |
| US2589655A (en) * | 1949-08-05 | 1952-03-18 | Sherwin Williams Co | Interpolymers and method of making same |
| US2999823A (en) * | 1955-09-22 | 1961-09-12 | Nopco Chem Co | Foamed alkyd-polyisocyanate plastics |
| US2952648A (en) * | 1956-01-10 | 1960-09-13 | Beck Koller & Co England | Production of resinous polyamides by the reaction of a monomeric polyamine with the product of a styrene and a dehydrated castor oil fatty acid |
| US2998399A (en) * | 1957-02-11 | 1961-08-29 | American Cyanamid Co | Polyisocyanate, polyester reaction product and process |
| US3108084A (en) * | 1958-01-06 | 1963-10-22 | Sherwin Williams Co | Blocked aromatic diisocyanate curing agents |
-
0
- NL NL290776D patent/NL290776A/xx unknown
- NL NL122158D patent/NL122158C/xx active
- BE BE630370D patent/BE630370A/xx unknown
-
1962
- 1962-11-03 DE DEH47313A patent/DE1163015B/de active Pending
-
1963
- 1963-02-06 GB GB4771/63A patent/GB1005608A/en not_active Expired
- 1963-03-08 AT AT182863A patent/AT250017B/de active
- 1963-04-16 CH CH471263A patent/CH461795A/de unknown
- 1963-04-25 US US275524A patent/US3288730A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB851668A (en) * | 1958-04-03 | 1960-10-19 | Bataafsche Petroleum | Improvements in or relating to the production of polyurethanes |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1234984B (de) * | 1965-07-10 | 1967-02-23 | Henkel & Cie Gmbh | Verfahren zur Herstellung von Urethangruppen enthaltenden Schaumstoffen |
Also Published As
| Publication number | Publication date |
|---|---|
| NL122158C (en:Method) | |
| BE630370A (en:Method) | |
| NL290776A (en:Method) | |
| US3288730A (en) | 1966-11-29 |
| GB1005608A (en) | 1965-09-22 |
| CH461795A (de) | 1968-08-31 |
| AT250017B (de) | 1966-10-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1595844C3 (de) | Verfahren zur Herstellung von Polyisocyanuratschaumstoffen | |
| DE3535283C2 (en:Method) | ||
| DE3035677A1 (de) | Zelliges polymerisat | |
| DE1966169A1 (de) | Verfahren zur Erhoehung des Molekulargewichtes von Polyestern | |
| EP0051744B1 (de) | Verfahren zur Herstellung von kälteflexiblen, gegebenenfalls zellhaltigen Polyurethanelastomeren | |
| DE1120691B (de) | Verfahren zur Herstellung von thermoplastischen oder vernetzten, gegebenenfalls verschaeumten Polyurcthanen | |
| DE1092190B (de) | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe | |
| DE19939840A1 (de) | Verfahren zur Herstellung von Isocyanatendgruppen enthaltenden Prepolymeren mit einem geringem Anteil an eingesetzten Ausgangsisocyanaten | |
| DE3935495A1 (de) | Verfahren zur herstellung von ungesaettigten, urethanisierten polyesterharzen, die nach diesem verfahren erhaeltlichen polyesterharze und ihre verwendung als oder zur herstellung von beschichtungsmittel(n) | |
| DE2621582C2 (de) | Verfahren zur Herstellung von flammfesten, keinen Rauch entwickelnden Polyurethanschaumstoffen | |
| DE1097671B (de) | Verfahren zur Herstellung von Urethangruppen enthaltenden harten Schaumstoffen | |
| EP0368031B1 (de) | Reaktivsysteme und ein Verfahren zur Herstellung von Polyurethankunststoffen | |
| DE1163015B (de) | Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Kunststoffen aus Polyisocyanaten und Polyestern | |
| DE965359C (de) | Verfahren zur Herstellung vernetzter kautschukartiger Polykondensate aus diisocyanatmodifizierten Polyestern | |
| EP0017060B2 (de) | Verfahren zur Herstellung von Polyurethan-Elastomeren | |
| DE1132331B (de) | Verfahren zur Herstellung von geschmeidigen, elastischen haertbaren Kunstharzen | |
| EP0000371B1 (de) | Dispersionen von Pulvern in monomerenfreien ungesättigten Polyestern und ihre Verwendung als Hilfsmittel in vernetzbaren ungesättigten Polyestern | |
| DE1243865B (de) | Polyisocyanatmischungen zur Herstellung von Kunststoffen | |
| DE3347247A1 (de) | Verfahren zur in situ-herstellung von harnstoffgruppen-enthaltenden diisocyanaten in polyolen, dem verfahren entsprechende dispersionen oder loesungen sowie ihre verwendung | |
| DE1494448A1 (de) | UEberzugsmittel | |
| DE1254348B (de) | Verfahren zur Herstellung von verschaeumten flammfesten Polyurethanen unter Formgebung | |
| AT214655B (de) | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe | |
| DE950325C (de) | Verfahren zur Herstellung von Schaumstoffen | |
| CH524651A (de) | Verfahren zur Herstellung von Urethangruppen enthaltenden Kunststoffgebilden | |
| DE1123105B (de) | Verfahren zur Herstellung von starren Polyurethanschaumstoffen |