ES2391811T3 - Poliesterpolioles a base de ácido tereftálico - Google Patents
Poliesterpolioles a base de ácido tereftálico Download PDFInfo
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- ES2391811T3 ES2391811T3 ES09783986T ES09783986T ES2391811T3 ES 2391811 T3 ES2391811 T3 ES 2391811T3 ES 09783986 T ES09783986 T ES 09783986T ES 09783986 T ES09783986 T ES 09783986T ES 2391811 T3 ES2391811 T3 ES 2391811T3
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 229920005906 polyester polyol Polymers 0.000 title claims description 23
- 239000000203 mixture Substances 0.000 claims abstract description 44
- 229920005862 polyol Polymers 0.000 claims abstract description 40
- 150000003077 polyols Chemical class 0.000 claims abstract description 39
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 32
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 239000000194 fatty acid Substances 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 19
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 18
- 229920000570 polyether Polymers 0.000 claims abstract description 18
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 17
- 235000011187 glycerol Nutrition 0.000 claims abstract description 16
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims abstract description 12
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 12
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000002009 diols Chemical class 0.000 claims abstract description 11
- 230000032050 esterification Effects 0.000 claims abstract description 10
- 238000005886 esterification reaction Methods 0.000 claims abstract description 10
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 8
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 6
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 6
- 125000000524 functional group Chemical group 0.000 claims abstract description 4
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 3
- 229920001283 Polyalkylene terephthalate Polymers 0.000 claims abstract description 3
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 52
- 239000003795 chemical substances by application Substances 0.000 claims description 32
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 30
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 28
- -1 fatty acid esters Chemical class 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 28
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- 239000003054 catalyst Substances 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
- 229920000728 polyester Polymers 0.000 claims description 23
- 239000002253 acid Substances 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 19
- 239000005056 polyisocyanate Substances 0.000 claims description 18
- 229920001228 polyisocyanate Polymers 0.000 claims description 18
- 239000012948 isocyanate Substances 0.000 claims description 17
- 150000002513 isocyanates Chemical class 0.000 claims description 17
- 239000003380 propellant Substances 0.000 claims description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 11
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 8
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 8
- 239000005642 Oleic acid Substances 0.000 claims description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 8
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 5
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 5
- 239000004359 castor oil Substances 0.000 claims description 5
- 235000019438 castor oil Nutrition 0.000 claims description 5
- 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 claims description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 5
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims description 5
- 229960003656 ricinoleic acid Drugs 0.000 claims description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 4
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 claims description 4
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims description 4
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims description 4
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 claims description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 3
- 235000019483 Peanut oil Nutrition 0.000 claims description 3
- 239000000312 peanut oil Substances 0.000 claims description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 3
- 239000003340 retarding agent Substances 0.000 claims description 3
- 239000003549 soybean oil Substances 0.000 claims description 3
- 235000012424 soybean oil Nutrition 0.000 claims description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- OXEDXHIBHVMDST-UHFFFAOYSA-N 12Z-octadecenoic acid Natural products CCCCCC=CCCCCCCCCCCC(O)=O OXEDXHIBHVMDST-UHFFFAOYSA-N 0.000 claims description 2
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 2
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 claims description 2
- PIFPCDRPHCQLSJ-WYIJOVFWSA-N 4,8,12,15,19-Docosapentaenoic acid Chemical compound CC\C=C\CC\C=C\C\C=C\CC\C=C\CC\C=C\CCC(O)=O PIFPCDRPHCQLSJ-WYIJOVFWSA-N 0.000 claims description 2
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 claims description 2
- 235000019489 Almond oil Nutrition 0.000 claims description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 2
- PIFPCDRPHCQLSJ-UHFFFAOYSA-N Clupanodonic acid Natural products CCC=CCCC=CCC=CCCC=CCCC=CCCC(O)=O PIFPCDRPHCQLSJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000009917 Crataegus X brevipes Nutrition 0.000 claims description 2
- 235000013204 Crataegus X haemacarpa Nutrition 0.000 claims description 2
- 235000009685 Crataegus X maligna Nutrition 0.000 claims description 2
- 235000009444 Crataegus X rubrocarnea Nutrition 0.000 claims description 2
- 235000009486 Crataegus bullatus Nutrition 0.000 claims description 2
- 235000017181 Crataegus chrysocarpa Nutrition 0.000 claims description 2
- 235000009682 Crataegus limnophila Nutrition 0.000 claims description 2
- 240000000171 Crataegus monogyna Species 0.000 claims description 2
- 235000004423 Crataegus monogyna Nutrition 0.000 claims description 2
- 235000002313 Crataegus paludosa Nutrition 0.000 claims description 2
- 235000009840 Crataegus x incaedua Nutrition 0.000 claims description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 2
- OPGOLNDOMSBSCW-CLNHMMGSSA-N Fursultiamine hydrochloride Chemical compound Cl.C1CCOC1CSSC(\CCO)=C(/C)N(C=O)CC1=CN=C(C)N=C1N OPGOLNDOMSBSCW-CLNHMMGSSA-N 0.000 claims description 2
- 235000019487 Hazelnut oil Nutrition 0.000 claims description 2
- 241000408747 Lepomis gibbosus Species 0.000 claims description 2
- 235000019493 Macadamia oil Nutrition 0.000 claims description 2
- 244000090896 Nigella sativa Species 0.000 claims description 2
- 235000016698 Nigella sativa Nutrition 0.000 claims description 2
- 235000021319 Palmitoleic acid Nutrition 0.000 claims description 2
- CNVZJPUDSLNTQU-UHFFFAOYSA-N Petroselaidic acid Natural products CCCCCCCCCCCC=CCCCCC(O)=O CNVZJPUDSLNTQU-UHFFFAOYSA-N 0.000 claims description 2
- 235000019497 Pistachio oil Nutrition 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- 235000005066 Rosa arkansana Nutrition 0.000 claims description 2
- 241000109365 Rosa arkansana Species 0.000 claims description 2
- UWHZIFQPPBDJPM-FPLPWBNLSA-M Vaccenic acid Natural products CCCCCC\C=C/CCCCCCCCCC([O-])=O UWHZIFQPPBDJPM-FPLPWBNLSA-M 0.000 claims description 2
- 235000021322 Vaccenic acid Nutrition 0.000 claims description 2
- 235000019498 Walnut oil Nutrition 0.000 claims description 2
- 239000008168 almond oil Substances 0.000 claims description 2
- 229940114079 arachidonic acid Drugs 0.000 claims description 2
- 235000021342 arachidonic acid Nutrition 0.000 claims description 2
- 235000021302 avocado oil Nutrition 0.000 claims description 2
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- 239000010474 borage seed oil Substances 0.000 claims description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 2
- 239000000686 essence Substances 0.000 claims description 2
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 claims description 2
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- 235000020236 pumpkin seed Nutrition 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
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- 239000010496 thistle oil Substances 0.000 claims description 2
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- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 claims description 2
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- 239000010497 wheat germ oil Substances 0.000 claims description 2
- 244000028344 Primula vulgaris Species 0.000 claims 1
- 235000016311 Primula vulgaris Nutrition 0.000 claims 1
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 claims 1
- 229940087559 grape seed Drugs 0.000 claims 1
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- 239000001944 prunus armeniaca kernel oil Substances 0.000 claims 1
- DTOSIQBPPRVQHS-UHFFFAOYSA-N α-Linolenic acid Chemical compound CCC=CCC=CCC=CCCCCCCCC(O)=O DTOSIQBPPRVQHS-UHFFFAOYSA-N 0.000 claims 1
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- 238000012360 testing method Methods 0.000 description 12
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- 229910052751 metal Inorganic materials 0.000 description 7
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- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 6
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- 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 4
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- 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
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- C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
- C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
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- 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
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- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/127—Acids containing aromatic rings
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
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Landscapes
- Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
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| EP08166708 | 2008-10-15 | ||
| PCT/EP2009/063358 WO2010043624A2 (de) | 2008-10-15 | 2009-10-13 | Polyesterpolyole auf basis von terephthalsäure |
Publications (1)
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| CN101851328B (zh) * | 2010-06-12 | 2011-09-07 | 常州市康宏装饰材料有限公司 | 高官能度聚酯多元醇及其制备方法 |
| WO2012041709A1 (en) * | 2010-09-29 | 2012-04-05 | Dow Global Technologies Llc | High functionality aromatic polyesters, polyol blends comprising the same and resultant products therefrom |
| CA2819569C (en) | 2010-12-02 | 2020-01-14 | Basf Se | Polyester polyols based on aromatic dicarboxylic acids |
| US9062158B2 (en) | 2010-12-02 | 2015-06-23 | Basf Se | Polyester polyols based on aromatic dicarboxylic acids |
| EP2492297A1 (de) | 2011-02-23 | 2012-08-29 | Basf Se | Polyesterpolyole auf Basis aromatischer Dicarbonsäuren und daraus hergestellte Polyurethanhartschäume |
| US20120214891A1 (en) * | 2011-02-23 | 2012-08-23 | Basf Se | Polyester polyols based on aromatic dicarboxylic acids |
| JP6026518B2 (ja) * | 2011-05-31 | 2016-11-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 硬質ポリウレタン発泡体 |
| US8895636B2 (en) | 2012-01-02 | 2014-11-25 | Basf Se | Producing rigid polyurethane foams and rigid polyisocyanurate foams |
| CA2862774C (en) | 2012-01-02 | 2020-08-18 | Basf Se | Producing rigid polyurethane foams and rigid polyisocyanurate foams |
| ES2570353T3 (es) | 2012-01-18 | 2016-05-18 | Basf Se | Método para la producción de espumas duras de poliuretano |
| US10472454B2 (en) * | 2012-01-18 | 2019-11-12 | Basf Se | Preparing rigid polyurethane foams |
| WO2013113741A1 (de) | 2012-02-02 | 2013-08-08 | Bayer Intellectual Property Gmbh | Verbundelemente mit verbesserter dimensionsstabilität |
| US9353234B2 (en) * | 2012-03-01 | 2016-05-31 | Basf Se | Rigid polyurethane foams |
| EP2634201A1 (de) * | 2012-03-01 | 2013-09-04 | Basf Se | Polyurethan-Hartschaumstoffe |
| MX364715B (es) * | 2012-03-23 | 2019-05-06 | Basf Se | Procedimiento para la preparacion de espumas duras de poliuretano y espumas duras de poliisocianurato. |
| US20130324626A1 (en) * | 2012-05-30 | 2013-12-05 | Basf Se | Producing rigid polyurethane foams |
| EP2855557B1 (de) * | 2012-05-30 | 2017-07-12 | Basf Se | Polyesterole zur herstellung von polyurethan-hartschaumstoffen |
| HUE029630T2 (en) * | 2012-05-30 | 2017-03-28 | Basf Se | A process for producing polyurethane hard foam |
| JP2015519452A (ja) * | 2012-06-01 | 2015-07-09 | ストラ エンソ オーワイジェイ | リグニンを含む分散状の組成物、その製造方法及びその使用 |
| CN102718957A (zh) * | 2012-06-27 | 2012-10-10 | 淄博德信联邦化学工业有限公司 | 用于制备聚氨酯泡沫的芳烃聚酯多元醇及其制备方法 |
| CA2880780C (en) * | 2012-09-28 | 2021-06-22 | Basf Se | Process for producing composite profiles |
| CA2906460C (en) * | 2013-03-15 | 2020-12-01 | Stepan Company | Polyester polyols imparting improved flammability properties |
| KR102338624B1 (ko) | 2014-02-11 | 2021-12-14 | 바스프 에스이 | 폴리우레탄 강성 폼 및 폴리이소시아누레이트 강성 폼의 제조 방법 |
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| CN105440253A (zh) * | 2014-08-21 | 2016-03-30 | 合众(佛山)化工有限公司 | 一种木器漆用抗划伤tdi固化剂的制备方法 |
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| CN105367745A (zh) * | 2014-08-21 | 2016-03-02 | 合众(佛山)化工有限公司 | 一种抗划伤tdi及ipdi多聚物聚氨酯固化剂的制备方法 |
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| CN106279649B (zh) * | 2016-08-09 | 2018-05-04 | 浙江南益生物科技有限公司 | 一种用于pbat的交联剂及其制备方法 |
| US10767073B2 (en) * | 2016-10-18 | 2020-09-08 | Ppg Industries Ohio, Inc. | Curable film-forming compositions containing hydroxyl functional, branched acrylic polymers and multilayer composite coatings |
| EP3535236B1 (en) * | 2016-11-04 | 2020-12-16 | Indorama Ventures Oxides LLC | Estolides of vegetable oil alkoxylates and methods of making and using |
| DK3574033T3 (da) | 2017-01-25 | 2021-03-22 | Basf Se | Kuldefleksibel polyurethanformulering |
| EP3354671A1 (de) | 2017-01-31 | 2018-08-01 | Covestro Deutschland AG | Verfahren zur herstellung von polyurethan (pur) und polyurethan/polyisocyanurat (pur/pir)- hartschaumstoffen |
| EP3372625A1 (de) | 2017-03-07 | 2018-09-12 | Covestro Deutschland AG | Polyurethanschaum und verfahren zu seiner herstellung |
| EP3378880B1 (de) | 2017-03-22 | 2021-06-02 | Covestro Deutschland AG | Poröse materialien auf basis eines polyurethan-polyisocyanuratgemisches oder eines polyharnstoff-polyisocyanuratgemisches und deren herstellung und verwendung |
| EP3424707A1 (de) | 2017-07-07 | 2019-01-09 | Covestro Deutschland AG | Verfahren zur herstellung von verbundelementen mit gezieltem auftragen eines haftvermittlers |
| EP3428210A1 (de) | 2017-07-11 | 2019-01-16 | Covestro Deutschland AG | Flammgeschützte pur/pir - hartschaumstoffe |
| WO2019011956A1 (de) | 2017-07-11 | 2019-01-17 | Covestro Deutschland Ag | Weichschaumstoff mit halogenfreiem flammschutz |
| EP3428212A1 (de) | 2017-07-11 | 2019-01-16 | Covestro Deutschland AG | Weichschaumstoff mit halogenfreiem flammschutz |
| EP3428209B1 (de) * | 2017-07-13 | 2019-10-30 | Henkel AG & Co. KGaA | Teilkristalline mischung von polyesterpolyolen und deren verwendung |
| WO2019051637A1 (en) | 2017-09-12 | 2019-03-21 | Covestro Deutschland Ag | COMPOSITE MATERIAL COMPRISING A POLYURETHANE-POLYACRYLATE RESIN MATRIX |
| EP3498744A1 (de) | 2017-12-18 | 2019-06-19 | Covestro Deutschland AG | Flammgeschützte polyurethan-hartschaumstoffe |
| EP3498745A1 (de) | 2017-12-18 | 2019-06-19 | Covestro Deutschland AG | Flammgeschützte polyurethan-hartschaumstoffe |
| EP3743474A4 (en) * | 2018-01-23 | 2021-10-13 | Stepan Company | POLYOLS FOR LOW VOLATILE POLYURETHANE APPLICATIONS |
| EP3549966A1 (de) | 2018-04-03 | 2019-10-09 | Covestro Deutschland AG | Herstellung von flammwidrigen pur-/pir-hartschaumstoff |
| EP3549670A1 (en) | 2018-04-06 | 2019-10-09 | Covestro Deutschland AG | Manufacturing method for a polyurethane-poly(meth)acrylate resin |
| JP7323106B2 (ja) | 2018-04-10 | 2023-08-08 | ステパン カンパニー | 改善された低温r値を有するポリオールブレンド及び硬質フォーム |
| EP3553107A1 (de) | 2018-04-13 | 2019-10-16 | Covestro Deutschland AG | Verfahren zur herstellung von polyurethan/polyisocyanurat (pur/pir) - hartschaumstoffen |
| EP3553106A1 (de) | 2018-04-13 | 2019-10-16 | Covestro Deutschland AG | Verfahren zur herstellung von polyurethan/polyisocyanurat (pur/pir) - hartschaumstoffen |
| EP3581599A1 (de) | 2018-06-15 | 2019-12-18 | Covestro Deutschland AG | Thiocarbonat-haltige pur/pir-hartschäume und daraus erhaltene polyurethane |
| EP3587469A1 (de) | 2018-06-22 | 2020-01-01 | Covestro Deutschland AG | Verfahren zur herstellung von polyol |
| EP3608347A1 (de) | 2018-08-08 | 2020-02-12 | Covestro Deutschland AG | Weichschaumstoff mit halogenfreiem flammschutz |
| WO2020030549A1 (de) | 2018-08-08 | 2020-02-13 | Covestro Deutschland Ag | Phosphinat als flammschutzadditiv für pur-/pir-hartschaumstoffe |
| EP3683251A1 (de) | 2019-01-15 | 2020-07-22 | Covestro Deutschland AG | Verfahren zur herstellung von diol |
| CN109824873A (zh) * | 2019-01-25 | 2019-05-31 | 江苏康宏新材料有限公司 | 一种用于全水发泡的聚酯多元醇及其制备方法 |
| EP3719047A1 (de) | 2019-04-05 | 2020-10-07 | Covestro Deutschland AG | Verfahren zur herstellung von flammgeschützten pur-/pir-schaumstoffen |
| WO2020264243A1 (en) * | 2019-06-28 | 2020-12-30 | Eastman Chemical Company | Novel polycondensation prepolyesters, other copolyester precursors, and copolyesters made therefrom |
| EP3763776A1 (de) | 2019-07-12 | 2021-01-13 | Covestro Deutschland AG | Verfahren zur herstellung von flammwidrigen pur-/pir-hartschäumen |
| EP3789417A1 (de) | 2019-09-06 | 2021-03-10 | Covestro Deutschland AG | Polyurethan-basierter isolationskörper und verfahren zu seiner herstellung |
| EP4041512A1 (de) | 2019-10-08 | 2022-08-17 | Covestro Intellectual Property GmbH & Co. KG | Vorrichtung zur vermischung reaktiver komponenten |
| CN110698659B (zh) * | 2019-10-21 | 2022-04-22 | 万华化学集团股份有限公司 | 一种苯酐聚酯多元醇及其制备方法 |
| EP3838545A1 (de) | 2019-12-17 | 2021-06-23 | Covestro Deutschland AG | Polyolmischungen und deren verwendung in der herstellung feinzelliger polyurethanschäume |
| EP3957665A1 (de) | 2020-08-20 | 2022-02-23 | Covestro Deutschland AG | Lagerstabile polyolformulierungen |
| EP4011891A1 (de) | 2020-12-09 | 2022-06-15 | Covestro Deutschland AG | Verfahren zur herstellung von flammgeschützten pur/pir-hartschaumstoffen |
| EP4089129A1 (de) | 2021-05-12 | 2022-11-16 | Covestro Deutschland AG | Lagerstabile polyesterpolyolformulierungen enthaltend terephthalsäure-basierte polyester |
| EP4230670A1 (de) | 2022-02-18 | 2023-08-23 | Covestro Deutschland AG | Lagerstabile polyolformulierungen |
| EP4269463A1 (de) | 2022-04-26 | 2023-11-01 | Covestro Deutschland AG | Dimensionsstabile offenzellige feinzellige polyurethan-hartschaumstoffe |
| EP4275857A1 (de) | 2022-05-12 | 2023-11-15 | Covestro Deutschland AG | Werkzeug zur herstellung von schaumstoffen |
| EP4286438A1 (de) | 2022-05-31 | 2023-12-06 | Covestro Deutschland AG | Komprimierter, offenzelliger, feinzelliger pur/pir-hartschaumstoff |
| EP4379021A1 (en) | 2022-11-30 | 2024-06-05 | Covestro Deutschland AG | Pyrolysis of scrap, fiber reinforced polyurethane-poly(meth)acrylate composite material for recovery of recyclates |
| CN119161847B (zh) * | 2024-11-21 | 2025-04-04 | 杭州得力科技股份有限公司 | 一种聚氨酯结构胶 |
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| CN101265323A (zh) * | 2007-03-16 | 2008-09-17 | 张鹏飞 | 聚酯多元醇 |
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| MX2011003903A (es) | 2011-04-28 |
| PT2340269E (pt) | 2012-12-05 |
| KR20110090930A (ko) | 2011-08-10 |
| SI2340269T1 (sl) | 2013-01-31 |
| JP5735920B2 (ja) | 2015-06-17 |
| WO2010043624A2 (de) | 2010-04-22 |
| CA2739845C (en) | 2016-08-16 |
| JP2012505941A (ja) | 2012-03-08 |
| EP2340269A2 (de) | 2011-07-06 |
| BRPI0920168A2 (pt) | 2015-12-29 |
| KR101722273B1 (ko) | 2017-03-31 |
| PL2340269T3 (pl) | 2013-02-28 |
| CA2739845A1 (en) | 2010-04-22 |
| CN102245668A (zh) | 2011-11-16 |
| CN102245668B (zh) | 2014-04-09 |
| US20110201716A1 (en) | 2011-08-18 |
| HRP20120999T1 (hr) | 2012-12-31 |
| EP2340269B1 (de) | 2012-09-05 |
| WO2010043624A3 (de) | 2010-12-09 |
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