WO2018177990A1 - Procédé de préparation d'une mousse de polyuréthanne souple et à haute résilience - Google Patents
Procédé de préparation d'une mousse de polyuréthanne souple et à haute résilience Download PDFInfo
- Publication number
- WO2018177990A1 WO2018177990A1 PCT/EP2018/057606 EP2018057606W WO2018177990A1 WO 2018177990 A1 WO2018177990 A1 WO 2018177990A1 EP 2018057606 W EP2018057606 W EP 2018057606W WO 2018177990 A1 WO2018177990 A1 WO 2018177990A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- carbamide
- polyurethane foam
- component
- high resilience
- soft polyurethane
- Prior art date
Links
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 38
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 27
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 68
- 229920005862 polyol Polymers 0.000 claims abstract description 55
- 150000003077 polyols Chemical class 0.000 claims abstract description 55
- 235000013877 carbamide Nutrition 0.000 claims abstract description 33
- 239000004202 carbamide Substances 0.000 claims abstract description 33
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 18
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 18
- 238000002156 mixing Methods 0.000 claims abstract description 17
- 239000004970 Chain extender Substances 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 150000003384 small molecules Chemical group 0.000 claims abstract description 9
- 239000011541 reaction mixture Substances 0.000 claims abstract description 8
- 239000004604 Blowing Agent Substances 0.000 claims abstract description 6
- 239000004872 foam stabilizing agent Substances 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 23
- 229920000570 polyether Polymers 0.000 claims description 23
- 229910052797 bismuth Inorganic materials 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 229920002396 Polyurea Polymers 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000004088 foaming agent Substances 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- 238000010559 graft polymerization reaction Methods 0.000 claims description 2
- 238000011065 in-situ storage Methods 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- -1 polymethylene Polymers 0.000 claims description 2
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000005187 foaming Methods 0.000 abstract description 12
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 239000012970 tertiary amine catalyst Substances 0.000 abstract description 3
- 239000006260 foam Substances 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 238000000465 moulding Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- 239000003440 toxic substance Substances 0.000 description 3
- 229920013701 VORANOL™ Polymers 0.000 description 2
- NUMHJBONQMZPBW-UHFFFAOYSA-K bis(2-ethylhexanoyloxy)bismuthanyl 2-ethylhexanoate Chemical compound [Bi+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O NUMHJBONQMZPBW-UHFFFAOYSA-K 0.000 description 2
- UQOQXWZPXFPRBR-UHFFFAOYSA-K bismuth dodecanoate Chemical compound [Bi+3].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O UQOQXWZPXFPRBR-UHFFFAOYSA-K 0.000 description 2
- NSPSPMKCKIPQBH-UHFFFAOYSA-K bismuth;7,7-dimethyloctanoate Chemical compound [Bi+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O NSPSPMKCKIPQBH-UHFFFAOYSA-K 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- 229920013704 Dow VORANOL™ 4701 Polyether Polyol Polymers 0.000 description 1
- 229920013706 Dow VORANOL™ 4703 Polyether Polyol Polymers 0.000 description 1
- 229920013708 Dow VORANOL™ CP 1421 Polyol Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- AIXMJTYHQHQJLU-UHFFFAOYSA-N chembl210858 Chemical compound O1C(CC(=O)OC)CC(C=2C=CC(O)=CC=2)=N1 AIXMJTYHQHQJLU-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 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
- C08G18/65—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
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6688—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3271
-
- 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
- C08G18/227—Catalysts containing metal compounds of antimony, bismuth or arsenic
-
- 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
- C08G18/161—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22
- C08G18/163—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 covered by C08G18/18 and C08G18/22
-
- 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
- C08G18/1841—Catalysts containing secondary or tertiary amines or salts thereof having carbonyl groups which may be linked to one or more nitrogen or oxygen atoms
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3275—Hydroxyamines 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
- C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
-
- 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
-
- 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
- C08G18/4804—Two or more polyethers of different physical or chemical nature
-
- 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
- C08G18/4829—Polyethers containing at least three 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
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
-
- 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
- C08G18/6505—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen the low-molecular compounds being compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6523—Compounds of group C08G18/3225 or C08G18/3271 or polyamines of C08G18/38
- C08G18/6535—Compounds of group C08G18/3271
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
-
- 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
- C08G2110/0008—Foam properties flexible
-
- 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
-
- 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
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
-
- 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
- C08G2290/00—Compositions for creating anti-fogging
-
- 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
- C08G2350/00—Acoustic or vibration damping material
Definitions
- the present invention belongs to polyurethane field. Specifically, it relates to a method for preparing a high resilience and soft polyurethane foam.
- High resilience and soft polyurethane foam has been widely used in home decoration and automobile filed, such as for manufacturing sofa, mattress, pillow, automobile seat etc., due to its capability of providing superior comfort, support and physical properties.
- the high resilience and soft polyurethane foam may be produced by continuous foaming process, non-continuous foaming process and moulding process.
- Organic tertiary amines and organotin are commonly used as catalyst in traditional foaming formulations of high resilience and soft polyurethane foam so as to accelerate foam curing and moulding.
- Catalysts that are relatively commonly used include tertiary amines such as dimethylaminoethyl ether, triethylenediamine, 2- [[2- [2- (dimethylamino)ethoxyethyl]methylamino]-ethanol, and dimethylethanolamine.
- tertiary amines such as dimethylaminoethyl ether, triethylenediamine, 2- [[2- [2- (dimethylamino)ethoxyethyl]methylamino]-ethanol, and dimethylethanolamine.
- Such amines provide many advantages such as high efficiency, high selectivity and easy operation to traditional foaming reactions and thus have been widely used in various applications of the polyurethane field.
- Organotin such as dibutyltin dilaurate and stannous octoate have some toxicity.
- the high resilience and soft polyurethane foam is widely used in the areas that come into frequent contact with human body such as sofa, mattress, pillow and automobile seat, which will continuously do harm to human body.
- it has long been the development direction in polyurethane technical field to reduce release of VOC and irritating odor of polyurethane foam, and use of toxic substance in preparation thereof.
- the technical problem to be solved by the present invention is to avoid use of toxic substances as far as possible and reduce release of VOC and irritating odor during preparation of high resilience and soft polyurethane foam.
- a method for preparing a high resilience and soft polyurethane foam comprising the following steps: i) Mixing the following components and stirring to give component A as a uniform mixture:
- Component B which is one or more polyisocyanates
- a high resilience and soft polyurethane foam which is obtained by reaction of the following two components A and B:
- Component A comprising:
- Component B which is one or more polyisocyanates.
- a composition in particular for the preparation of a high resilience and soft polyurethane foam, comprising carbamide and an organobismuth compound wherein the weight ratio of carbamide and organobismuth compound is 2 : 1 to less than 12 : 1.
- the use of the above composition is provided as a catalyst in preparation of a high resilience and soft polyurethane foam.
- the present invention can avoid use of tertiary amine catalyst and organotin by employing a harmless and environmental combination of carbamide and organobismuth as catalyst, while achieving the same foaming and curing effect, thus producing healthier and more environmental polyurethane foam articles with final mechanical properties satisfying usage requirements.
- the composition for the preparation of a high resilience and soft polyurethane foam is substantially free of tertiary amine catalyst and organotin catalysts.
- a method for preparing a high resilience and soft polyurethane foam comprising the following steps:
- component A i) Mixing the following components and stirring to give component A as a uniform mixture:
- Component B which is one or more polyisocyanates
- al) can be one or more polyols, which are selected from polyether polyols, polymeric polyether polyols, polyurea polyols etc.
- the polyether polyol has a mass average molecular weight of 500 to 8000 g/mol (Mw), determined by GPC (gel permeation chromatography) with PEG as standard and tetrahydrofurane as solvent, a functionality of 2 to 4 and an ethylene oxide content of 0 to 80 wt.- , preferably a molecular weight of 3500 to 6500 g/mol, a functionality of 3 and an ethylene oxide content of 10 to 80 wt.- .
- polyether polyol examples that can be mentioned include the VORANOL 4701, VORANOL 4703 and VORANOL CP 1421 manufactured by Dow Chemical Company; Arcol 3553, Arcol polyol 3553, Arcol polyol 1362, Arcol polyol 5613, SBU polyol S240, Hyperlite 1629 and Hyperlite E848 manufactured by Covestro Polymers Company Limited; Caradol SC34-05, Caradol SC28-02, Caradol SC48-08 and Caradol SC56-16 manufactured by the company Shell; and JEFFOL G31-28 Polyol, JEFFOL G31-35 Polyol and JEFFOL G31-43 Polyol manufactured by the company Huntsman.
- polyether polyol when referred to without defining it with “polymeric”, it is intended to mean the “polyether polyol” defined here, instead of the “polymeric polyether polyol” defined hereinafter, unless expressly stated otherwise.
- the polymeric polyether polyol is preferably selected from the graft copolyethers in a polymeric dispersion prepared by graft polymerization of acrylonitrile and/or styrene and the like with polyether polyol, having a hydroxyl value of 16 to 35 mg KOH/g, an acrylonitrile and/or styrene content of 5 to 60wt.- and preferably of 25 to 45wt.- , based on the weight of the polymeric polyether polyols.
- the hydroxyl value is in general determined according to ASTM D4274 throughout this application.
- polyether polyol mentioned here is that commonly understood by those skilled in the art. Examples that can be mentioned include the VORALUX HL 431, SPECFLEX NC 700, VORANOL NC-701 and VORANOL 3943A manufactured by Dow Chemical Company; Arcol HS-200 and Hyperlite E-850 manufactured by Covestro Polymers Company Limited; and TPOP36-28, TPOP36-42, TPOP36-45 and TPOP93-28 manufactured by No. 3 Petrochemical Factory of Tianjin Petrochemical Corporation, and the like.
- the polyurea polyol is preferably that prepared by in-situ stepwise polymerization of hydrazine and toluene diisocyanate in a polyether polyol, having a solid content of 10 to 40wt.- .
- the "polyether polyol” mentioned here is that commonly understood by those skilled in the art.
- the small molecule chain extender may be selected from those commonly used in preparation of high resilience and soft polyurethane foam, and preferably selected from diethanolamine, glycerol, triethanolamine, ethylene glycol, propylene glycol, butylene glycol, and the like.
- the small molecule chain extender may be present in an amount of 0.1 to 4.0 pbw and preferably of 0.5 to 2.0 pbw, based on that the weight of the polyols is 100 pbw.
- the foaming agent may be those commonly used in preparation of high resilience and soft polyurethane foam, such as water, liquid carbon dioxide, dichloromethane, fluorinated hydrocarbons, and the like.
- Water may be present in an amount of 0.5 to 5 pbw, preferably of 1 to 4 pbw and particularly preferably of 2 to 3.5 pbw and a compound selected from liquid carbon dioxide, dichloromethane and fluorinated hydrocarbons in an amount of 0 to 50 pbw and preferably of 2 to 20 pbw may be used as foaming agent, based on that the weight of the polyols is 100 pbw.
- the foam stabilizer may be selected from organosilicon surfactants, such as the Niax L- 5333 and Niax L-2100 manufactured by the company Momentive; and TEGOSTAB B 8681, TEGOSTAB B8715 and TEGOSTANB B 8719 manufactured by the company Evonik.
- the foam stabilizer may be present in an amount of 0.05 to 5 pbw, preferably of 0.1 to 3 pbw, and particularly preferably of 0.4 to 1.5 pbw, based on that the weight of the polyols is 100 pbw.
- the carbamide may be selected from those carbamide synthesized via experiments, or commercially available urea or carbamide for industrial use with purity of at least 98 wt.-%.
- the carbamide may be present in an amount of 0.05 to 5 pbw, preferably of 0.1 to 4 pbw, and particularly preferably of 0.3 to 2 pbw, based on that the weight of the polyols is 100 pbw.
- the organobismuth compound may be a bismuth-containing organic metal salt with a bismuth content of 5wt. to 40wt. .
- the organobismuth compound that can be used in the present invention include, for example, bismuth 2-ethylhexanoate, bismuth laurate, bismuth neodecanoate, bismuth naphthenate, and the like, such as the Bicat 8118, Bicat 8108, Bicat 8124, Bicat 8106 and Bicat 8210 etc. available from the Shepherd Chemical Company, US.
- the organobismuth compound may be present in an amount of 0.01 to 0.5 pbw, preferably of 0.05 to 0.3 pbw, and particularly preferably of 0.08 to 0.25 pbw, based on that the weight of the polyols is 100 pbw.
- the weight ratio of carbamide and the organobismuth compound may in particular range from 2 : 1 to 10 : 1, preferably 3 : 1 to 10 : 1, particularly preferably 4 : 1 to 8 : 1.
- the polyisocyanate in the component B may be selected from those commonly used in preparation of high resilience and soft polyurethane foam, and more preferably those easily obtained in industry, such as polyphenyl polymethylene polyisocyanates ("MDI"), for example prepared by aniline-formaldehyde condensation followed by phosgenation, and polyisocyanates with carbodiimide group, urethane group, allophanate group, isocyanurate group, urea group or biuret group (“modified polyisocyanates”), in particular from modified polyisocyanates derived from 2,4- and/or 2,6-toluene diisocyanates or 4,4'- and/or 2,4'-diphenylmethane diisocyanates, 2,4- and 2,6-toluene diisocyanates and mixtures thereof.
- MDI polyphenyl polymethylene polyisocyanates
- modified polyisocyanates in particular from modified polyisocyanates derived from 2,4- and/or 2,
- the polyisocyanate may be present in an amount of 20 to 90 pbw, preferably of 30 to 60 pbw, and particularly preferably of 40 to 55 pbw, based on that the weight of the polyols is 100 pbw.
- the mixing device may be either high pressure or low pressure mixing device, and a high pressure mixing device is preferred.
- the ambient temperature may commonly be controlled at 10 to 35°C, preferably at 15 to 30°C, and particularly preferably at 20 to 25°C.
- the catalyst system preferably provides reactivity to the foam such that the rise time of the foam is in the range of 60s to 240s. No undesirable phenomena such as collapse, cracking or shrinkage should occur.
- a high resilience and soft polyurethane foam which is obtained by reaction of the following two components A and B:
- Component A comprising:
- Component B which is one or more polyisocyanates.
- a composition comprising carbamide and an organobismuth compound wherein the weight ratio of carbamide and organobismuth compound is 2 : 1 to less than 12 : 1.
- the composition may be used as a catalyst system for preparing a high resilience and soft polyurethane foam.
- the organobismuth is preferably a bismuth-containing organic metal salt with a bismuth content of 5 wt.% to 40wt.%.
- the organobismuth compound to be used in the present invention may include bismuth 2-ethylhexanoate, bismuth laurate, bismuth neodecanoate, bismuth naphthenate and the like, such as the Bicat 8118, Bicat 8108, Bicat 8124, Bicat 8106 and Bicat 8210 etc. available from the Shepherd Chemical Company, US.
- the weight ratio of carbamide and the organobismuth compound may in particular range from 2 : 1 to 10 : 1, preferably 3 : 1 to 10 : 1, particularly preferably 4 : 1 to 8 : 1. According to a fifth aspect of the present invention, there is provided the use of the above composition as a catalyst system in preparation of a high resilience and soft polyurethane foam.
- Foam hardness is measured in accordance with HG/T2489.
- Polyol 1 polyether polyol, mass average molecular weight: 6000 g/ mol determined by GPC with PEG as standard and tetrahydrofurane as solvent, hydroxyl value: 28mg KOH/g, purchased as Arcol 1362 from Covestro Polymers Company Limited.
- Polyol 2 polyurea polyol, hydroxyl value: 28mg KOH/g, solid content: 20 wt.-%, Functionality: 2 to 3, purchased as Multranol 9151 from Covestro Polymers Company Limited.
- Polyol 3 polyether polyol, average molecular weight: Mw of 4500g/mol, determined by GPC with PEG as standard and tetrahydrofurane as solvent, hydroxyl value: 37mg KOH/g, purchased as SBU polyol S240 from Covestro Polymers Company Limited.
- Niax L-5333 organosilicon surfactant, purchased as the company Momentive.
- Bicat- 1 Bicat 8118 from the Shepherd Chemical Company, US, bismuth content: 16 wt.%.
- Bicat-2 Bicat 8108 from the Shepherd Chemical Company, US, bismuth content: 20 wt.%.
- DEOA diethanolamine chain extender
- ISO 1 polyisocyanate, modified MDI with NCO content of 32%, purchased as Desmodur 3133 from Covestro Polymers Company Limited.
- PENDRAULIK stirrer purchased from the company PENDRAULIK was used as a mixing device, with a rotation speed of 1000 rpm ⁇ 2500 rpm and a stirring time of less than 10 min.
- the mixture component A and component B polyisocyanates were mixed and reacted with a two-component or multi-component polyurethane mixing device.
- the mixing device used was a high pressure mixing device.
- Example 1 was a comparative example using no organobismuth compound. Table 1 Raw materialsused and foaming process
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
La présente invention concerne un procédé de préparation d'une mousse de polyuréthanne souple et à haute résilience, comprenant les étapes suivantes : i) mélange des constituants suivants et agitation pour obtenir le constituant A sous forme d'un mélange uniforme : a1) un ou plusieurs polyols ; a2) un ou plusieurs extenseurs de chaîne à petite molécule, ayant une masse moléculaire inférieure à 200 g/mol ; a3) un ou plusieurs agents porogènes ; a4) un ou plusieurs stabilisants de mousse ; a5) un carbamide ; a6) un organobismuth ; le rapport en poids du carbamide au composé organobismuth étant de 2:1 à moins de 12:1 ; ii) mélange du constituant B ci-après avec le constituant A pour donner un mélange réactionnel : le constituant B étant constitué d'un ou plusieurs polyisocyanates ; et iii) réaction du mélange réactionnel pour obtenir la mousse de polyuréthanne souple et à haute résilience. La présente invention peut permettre d'éviter l'utilisation d'un catalyseur de type amine tertiaire et d'un organoétain, par emploi, en tant que catalyseur, d'une combinaison sana danger et respectueuse de l'environnement d'un carbamide et d'un organobismuth, tout en réalisant le même effet d'expansion et de durcissement, en produisant de ce fait des articles en mousse de polyuréthanne plus sains et plus respectueux de l'environnement, présentant des propriétés mécaniques finales satisfaisant aux exigences d'utilisation.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201710222434.XA CN108659195B (zh) | 2017-03-28 | 2017-03-28 | 一种制备聚氨酯高回弹软质海绵的方法 |
CN201710222434.X | 2017-03-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2018177990A1 true WO2018177990A1 (fr) | 2018-10-04 |
Family
ID=61801951
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2018/057606 WO2018177990A1 (fr) | 2017-03-28 | 2018-03-26 | Procédé de préparation d'une mousse de polyuréthanne souple et à haute résilience |
Country Status (2)
Country | Link |
---|---|
CN (1) | CN108659195B (fr) |
WO (1) | WO2018177990A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115286760A (zh) * | 2022-09-15 | 2022-11-04 | 苏州市天利海绵有限公司 | 一种软质海绵及其生产方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040147626A1 (en) * | 2003-01-29 | 2004-07-29 | Hohl Peter Charles | Low acid organometallic catalyst for the production of flexible, semi-flexible and rigid polyurethane foams |
US20040192795A1 (en) * | 2003-02-11 | 2004-09-30 | Gaelle Chevalier | Polyol formulation |
US20100069518A1 (en) * | 2007-03-24 | 2010-03-18 | Henri Mispreuve | Polyurethane foam |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1545098A (en) * | 1975-12-29 | 1979-05-02 | Berol Kemi Ab | Polyurethane foams their preparation and use |
CN1166714C (zh) * | 1999-08-09 | 2004-09-15 | 花王株式会社 | 聚氨酯泡沫塑料的制造方法 |
CN1182172C (zh) * | 2000-10-13 | 2004-12-29 | 花王株式会社 | 聚氨酯泡沫材料及其制造方法 |
CN102492109A (zh) * | 2011-11-28 | 2012-06-13 | 西安科技大学 | 一种可生物降解高回弹软质聚氨酯泡沫塑料及其制备方法 |
CN103183804B (zh) * | 2013-02-27 | 2016-08-17 | 东莞市克瑞得环保材料有限公司 | 一种用于真皮表面处理的超柔软底涂树脂 |
JP6277107B2 (ja) * | 2013-10-29 | 2018-02-07 | 三洋化成工業株式会社 | 軟質ポリウレタンフォーム製造用ポリオール組成物 |
CN106795261B (zh) * | 2014-10-13 | 2020-04-21 | 赢创运营有限公司 | 基于硫的盐的聚氨酯催化剂 |
CN105838231A (zh) * | 2016-03-24 | 2016-08-10 | 安徽德全新型建材科技有限公司 | 一种消音防火性能优异的外墙板 |
CN105713506A (zh) * | 2016-03-24 | 2016-06-29 | 安徽德全新型建材科技有限公司 | 一种耐高温防火外墙板 |
-
2017
- 2017-03-28 CN CN201710222434.XA patent/CN108659195B/zh not_active Expired - Fee Related
-
2018
- 2018-03-26 WO PCT/EP2018/057606 patent/WO2018177990A1/fr active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040147626A1 (en) * | 2003-01-29 | 2004-07-29 | Hohl Peter Charles | Low acid organometallic catalyst for the production of flexible, semi-flexible and rigid polyurethane foams |
US20040192795A1 (en) * | 2003-02-11 | 2004-09-30 | Gaelle Chevalier | Polyol formulation |
US20100069518A1 (en) * | 2007-03-24 | 2010-03-18 | Henri Mispreuve | Polyurethane foam |
Also Published As
Publication number | Publication date |
---|---|
CN108659195B (zh) | 2022-05-24 |
CN108659195A (zh) | 2018-10-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
AU2005240771B2 (en) | Flexible polyurethane foam | |
ES2671706T3 (es) | Espuma de poliuretano | |
KR100245236B1 (ko) | 폴리우레탄 발포체 | |
JP6703945B2 (ja) | Pipaポリオール系の従来の軟質発泡体 | |
KR101660999B1 (ko) | 점탄성 폴리우레탄 연질 폼의 제조 방법 | |
WO2017200836A1 (fr) | Nouvelles compositions de polyols, procédé de production de ces compositions de polyols et leur utilisation dans la production de mousses de polyuréthane à cellules ouvertes caractérisées par un écoulement d'air élevé | |
BRPI0714255A2 (pt) | processo para preparar uma espuma de poliuretano viscoelÁstica e composiÇço de poliol formulado | |
JP2008291260A (ja) | 改良された加水分解安定性を有するポリエステルポリオール含有ポリウレタン系 | |
AU775998B2 (en) | Polyisocyanate compositions and a process for the production of low-density flexible foams with low humid aged compression sets from these polyisocyanate compositions | |
CZ20011059A3 (cs) | Způsob přípravy mikrobuněčných polyurethanových elastomerů | |
KR20010111274A (ko) | 성형 폴리우레탄 재료의 제조 방법 | |
JP6820238B2 (ja) | 加水分解性シラン化合物を用いた可撓性ポリウレタンフォームの製造方法 | |
JP2021533208A (ja) | ポリウレタン製造用触媒 | |
KR20190009748A (ko) | 폴리우레탄 발포체 및 그를 포함하는 폴리우레탄 복합체 | |
WO2018177990A1 (fr) | Procédé de préparation d'une mousse de polyuréthanne souple et à haute résilience | |
CN101815736A (zh) | 羟基封端前体及制备其的方法 | |
JP2001226448A (ja) | ポリウレタンフォームの製造方法 | |
US8901187B1 (en) | High resilience flexible polyurethane foam using MDI | |
JP5521289B2 (ja) | ポリウレタンフォームの製造方法 | |
CN108368230B (zh) | 用于制造聚氨基甲酸酯泡沫的方法 | |
JP4803571B2 (ja) | ポリウレタン発泡体とその製造方法 | |
CN111303380B (zh) | 一种可释放二氧化碳聚脲多元醇的制备方法和应用 | |
WO2021016295A1 (fr) | Compositions de polyol formulées | |
EP3774964A1 (fr) | Mousse de polyuréthane rigide à faible odeur |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 18713889 Country of ref document: EP Kind code of ref document: A1 |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 18713889 Country of ref document: EP Kind code of ref document: A1 |