DE1570241B2 - Verfahren zur herstellung von polyesterurethanelastomeren - Google Patents
Verfahren zur herstellung von polyesterurethanelastomerenInfo
- Publication number
- DE1570241B2 DE1570241B2 DE19651570241 DE1570241A DE1570241B2 DE 1570241 B2 DE1570241 B2 DE 1570241B2 DE 19651570241 DE19651570241 DE 19651570241 DE 1570241 A DE1570241 A DE 1570241A DE 1570241 B2 DE1570241 B2 DE 1570241B2
- Authority
- DE
- Germany
- Prior art keywords
- diisocyanate
- polyester
- aliphatic
- elastomers
- threads
- 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
- 238000000034 method Methods 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 229920001971 elastomer Polymers 0.000 title claims description 7
- 239000000806 elastomer Substances 0.000 title claims description 7
- 229920000728 polyester Polymers 0.000 claims description 69
- 229920006311 Urethane elastomer Polymers 0.000 claims description 26
- 238000011084 recovery Methods 0.000 claims description 25
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 23
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 20
- 125000005442 diisocyanate group Chemical group 0.000 claims description 19
- 125000001931 aliphatic group Chemical group 0.000 claims description 13
- 150000002009 diols Chemical class 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- 239000001361 adipic acid Substances 0.000 claims description 10
- 235000011037 adipic acid Nutrition 0.000 claims description 10
- -1 aromatic dicarboxylic acids Chemical class 0.000 claims description 10
- 239000004753 textile Substances 0.000 claims description 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 8
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 8
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 claims description 3
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000002074 melt spinning Methods 0.000 claims description 3
- 229920003051 synthetic elastomer Polymers 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000000578 dry spinning Methods 0.000 claims description 2
- 150000003673 urethanes Chemical class 0.000 claims description 2
- 238000002166 wet spinning Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 2
- 235000013877 carbamide Nutrition 0.000 claims 2
- 150000002334 glycols Chemical class 0.000 claims 2
- 229920001519 homopolymer Polymers 0.000 claims 2
- 238000002844 melting Methods 0.000 claims 2
- 230000008018 melting Effects 0.000 claims 2
- 238000009987 spinning Methods 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000004970 Chain extender Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- XVEUJTIZHZIHJM-UHFFFAOYSA-N a828782 Chemical class CCOC(N)=O.CCOC(N)=O XVEUJTIZHZIHJM-UHFFFAOYSA-N 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 230000000593 degrading effect Effects 0.000 claims 1
- 150000004985 diamines Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000011888 foil Substances 0.000 claims 1
- 238000001879 gelation Methods 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 239000005061 synthetic rubber Substances 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 19
- 238000009835 boiling Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 description 2
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 2
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 2
- 229960002218 sodium chlorite Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- WFTKISKQZWBTFC-UHFFFAOYSA-N 1,1-diisocyanatocyclohexane Chemical compound O=C=NC1(N=C=O)CCCCC1 WFTKISKQZWBTFC-UHFFFAOYSA-N 0.000 description 1
- VNMOIBZLSJDQEO-UHFFFAOYSA-N 1,10-diisocyanatodecane Chemical compound O=C=NCCCCCCCCCCN=C=O VNMOIBZLSJDQEO-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- CSBPEICMQGBFID-UHFFFAOYSA-N 1-[4-(2-hydroxypropyl)phenyl]propan-2-ol Chemical compound CC(O)CC1=CC=C(CC(C)O)C=C1 CSBPEICMQGBFID-UHFFFAOYSA-N 0.000 description 1
- PAUHLEIGHAUFAK-UHFFFAOYSA-N 1-isocyanato-1-[(1-isocyanatocyclohexyl)methyl]cyclohexane Chemical compound C1CCCCC1(N=C=O)CC1(N=C=O)CCCCC1 PAUHLEIGHAUFAK-UHFFFAOYSA-N 0.000 description 1
- PASDUMVLLJZODY-UHFFFAOYSA-N C(CCO)O.C(CO)O.C(C(C)O)O.C(CO)O Chemical compound C(CCO)O.C(CO)O.C(C(C)O)O.C(CO)O PASDUMVLLJZODY-UHFFFAOYSA-N 0.000 description 1
- 101100004286 Caenorhabditis elegans best-5 gene Proteins 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- YIMQCDZDWXUDCA-ZKCHVHJHSA-N OC[C@H]1CC[C@H](CO)CC1 Chemical compound OC[C@H]1CC[C@H](CO)CC1 YIMQCDZDWXUDCA-ZKCHVHJHSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 description 1
- MRLFFZIIRRKXBJ-UHFFFAOYSA-N bis(4-hydroxybutyl) benzene-1,4-dicarboxylate Chemical compound OCCCCOC(=O)C1=CC=C(C(=O)OCCCCO)C=C1 MRLFFZIIRRKXBJ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009990 desizing Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- AQBLLJNPHDIAPN-LNTINUHCSA-K iron(3+);(z)-4-oxopent-2-en-2-olate Chemical compound [Fe+3].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O AQBLLJNPHDIAPN-LNTINUHCSA-K 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical group [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 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
- C08G18/70—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
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
- C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic 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
- C08G18/28—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
-
- 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
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- 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
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- 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
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/72—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyureas
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7233/64A GB1040365A (en) | 1964-02-20 | 1964-02-20 | Improvements in or relating to the manufacture of synthetic polyurethane elastomers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1570241A1 DE1570241A1 (de) | 1970-02-12 |
| DE1570241B2 true DE1570241B2 (de) | 1972-02-24 |
Family
ID=9829200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651570241 Pending DE1570241B2 (de) | 1964-02-20 | 1965-02-19 | Verfahren zur herstellung von polyesterurethanelastomeren |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3357954A (xx) |
| BE (1) | BE659935A (xx) |
| CH (1) | CH454456A (xx) |
| DE (1) | DE1570241B2 (xx) |
| GB (1) | GB1040365A (xx) |
| LU (1) | LU47993A1 (xx) |
| NL (1) | NL6501927A (xx) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3669934A (en) * | 1964-05-26 | 1972-06-13 | Celanese Corp | Improved elastomeric fibers |
| NL130123C (xx) * | 1965-07-28 | Rhone Poulenc Sa | ||
| DE1669403C3 (de) * | 1966-03-31 | 1974-02-07 | Bayer Ag, 5090 Leverkusen | Verwendung von Polyesteramiden zur Herstellung von Monofilen |
| US3436361A (en) * | 1966-06-09 | 1969-04-01 | Allied Chem | Quick drying urethane coatings |
| US3499869A (en) * | 1967-07-28 | 1970-03-10 | Eastman Kodak Co | Light stable polyurethane |
| GB1192390A (en) * | 1967-08-11 | 1970-05-20 | Ici Ltd | Polyurethanes |
| GB1292301A (en) | 1968-11-06 | 1972-10-11 | Monsanto Co | A helically crimped bicomponent polyamidepolyurethane filament |
| JPS4829558B1 (xx) * | 1969-02-13 | 1973-09-11 | ||
| GB1313741A (en) * | 1969-05-15 | 1973-04-18 | Ici Ltd | Thermally reversible polymers |
| US3870683A (en) * | 1970-11-12 | 1975-03-11 | Gulf Oil Canada Ltd | Light stable polyurethanes based on dicyclohexyl and diisocyanates |
| US3987141A (en) * | 1973-04-20 | 1976-10-19 | Monsanto Company | Process for spinning polyurethane-hard polymer conjugate yarn |
| US3966866A (en) * | 1973-09-26 | 1976-06-29 | Monsanto Company | Polyurethane fiber uniformity |
| DE2432090C2 (de) * | 1974-07-04 | 1982-02-11 | Fa. Carl Freudenberg, 6940 Weinheim | Elastische Formmasse auf Polyurethanbasis |
| US4051111A (en) * | 1976-08-20 | 1977-09-27 | The B. F. Goodrich Company | Injection moldable polyurethanes |
| US4393186A (en) * | 1979-06-19 | 1983-07-12 | Lord Corporation | Thermoplastic polyurethanes prepared by reacting polyisocyanate, polyester polyol, cycloaliphatic diol and a monofunctional chain-terminating compound |
| US4467595A (en) * | 1980-08-18 | 1984-08-28 | Akzona Incorporated | Latent contractable elastomers, composite yarns therefrom and methods of formation and use |
| US4554121A (en) * | 1980-08-18 | 1985-11-19 | Akzona Incorporated | Method of forming latent-contractable elastomeric composite yarns |
| DE3233384A1 (de) * | 1982-09-08 | 1984-03-08 | Akzo Gmbh, 5600 Wuppertal | Thermoplastische polyurethan-elastomere aus cyclohexan-1.4-diisocyanat |
| DE3717070A1 (de) * | 1987-05-21 | 1988-12-08 | Bayer Ag | Polyesterpolyurethane und deren verwendung als klebstoff |
| US4877856A (en) * | 1987-08-31 | 1989-10-31 | The Bf Goodrich Company | Soft thermoplastic polyurethane for blown film application |
| US6017997A (en) * | 1997-10-31 | 2000-01-25 | The B. F. Goodrich Company | Waterborne polyurethane having film properties comparable to rubber |
| US10009994B2 (en) * | 2013-10-10 | 2018-06-26 | Panasonic Intellectual Property Management Co., Ltd. | Resin composition and film using same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2871218A (en) * | 1955-12-01 | 1959-01-27 | Goodrich Co B F | Simulated vulcanizates of polyurethane elastomers |
| BE619994A (xx) * | 1961-07-18 | |||
| US3233025A (en) * | 1962-04-24 | 1966-02-01 | Mobay Chemical Corp | Method of making polyurethanes |
-
1964
- 1964-02-20 GB GB7233/64A patent/GB1040365A/en not_active Expired
-
1965
- 1965-02-01 US US429646A patent/US3357954A/en not_active Expired - Lifetime
- 1965-02-16 NL NL6501927A patent/NL6501927A/xx unknown
- 1965-02-16 LU LU47993A patent/LU47993A1/xx unknown
- 1965-02-18 BE BE659935D patent/BE659935A/xx unknown
- 1965-02-19 DE DE19651570241 patent/DE1570241B2/de active Pending
- 1965-02-19 CH CH228365A patent/CH454456A/de unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH454456A (de) | 1968-04-15 |
| GB1040365A (en) | 1966-08-24 |
| DE1570241A1 (de) | 1970-02-12 |
| BE659935A (xx) | 1965-08-18 |
| LU47993A1 (xx) | 1965-04-16 |
| US3357954A (en) | 1967-12-12 |
| NL6501927A (xx) | 1965-08-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1570241B2 (de) | Verfahren zur herstellung von polyesterurethanelastomeren | |
| DE69531843T2 (de) | Verfahren zur Herstellung von Dimethyldecandisäure | |
| EP0679738B1 (de) | Verfahren zur Herstellung von Elastanfäden | |
| EP0854888B1 (de) | Elastomere fasern, polyurethan-elastomere, verfahren zu deren herstellung und ihre verwendung | |
| DE3932949A1 (de) | Elasthanfasern hoher dehnbarkeit und festigkeit und ein verfahren zu ihrer herstellung | |
| DE19754886A1 (de) | Verfahren zur Herstellung von Polyurethan-Elastomerfäden und danach hergestellte Fäden | |
| DE1278687B (de) | Verfahren zur Herstellung hochelastischer Faeden oder Fasern aus Isocyanat-Polyadditionsprodukten | |
| EP1092052B1 (de) | Elastanfäden und verfahren zu ihrer herstellung | |
| DE1544864A1 (de) | Verfahren zur Herstellung von Polyurethan-Elastomeren | |
| EP0421215B1 (de) | Verfahren zur Herstellung licht- und abgasbeständiger PUH-Elastomerfäden und -folien und Elastomerfäden entsprechender Zusammensetzung | |
| DE3932948A1 (de) | Verfahren zur herstellung von segmentierten polyurethanharnstoff-elastomerloesungen, sowie faeden und folien daraus | |
| EP0270907B1 (de) | Hochdehnbare Elasthanfasern mit verbesserten Eigenschaften | |
| EP0643159A1 (de) | Verfahren zur Herstellung von Elastanfasern durch Einspinnen einer Kombination von Polydimethylsiloxan und ethoxyliertem Polydimethylsiloxan | |
| DE1669411C3 (de) | Verfahren zur Herstellung gummielastischer Fäden | |
| DE2115419C3 (de) | Verfahren zur Herstellung einer stabilisierten Polyurethanlösung | |
| DE1929155A1 (de) | Verfahren zur Herstellung von synthetischen Elastomeren | |
| DE1795245C3 (de) | Verfahren zur Herstellung von Polyurethanlösungen | |
| DE69914494T2 (de) | Polyvinylidenfluorid enthaltende polyurethanfaser | |
| EP0629721A2 (de) | Klebfreie, hochelastische mono- und multifile Polyester-Polyurethan-Elastomerfäden, Verfahren zu ihrer Herstellung durch Schmelzspinnen und ihre Verwendung | |
| DE1669412C3 (xx) | ||
| DE1795113A1 (de) | Diisocyanate | |
| EP0393422A2 (de) | Verspinnung von segmentierten Polyurethanharnstoff-Elastomeren in Dampfatmosphäre | |
| DE2129099A1 (de) | Verfahren zur Herstellung von Fäden aus einem Elastomer sowie Elastomerfaden auf der Basis von Polyester-Urethanen | |
| DE1931808A1 (de) | Verfahren zur Herstellung von synthetischen Elastomeren | |
| DE1494541C3 (de) | Verfahren zur Herstellung elastischer Polyurethanfäden |