JP3872106B2 - 低第一ヒドロキシルポリオールによるワンショット常温成形軟質ポリウレタンフォームとその製造方法 - Google Patents
低第一ヒドロキシルポリオールによるワンショット常温成形軟質ポリウレタンフォームとその製造方法 Download PDFInfo
- Publication number
- JP3872106B2 JP3872106B2 JP52330497A JP52330497A JP3872106B2 JP 3872106 B2 JP3872106 B2 JP 3872106B2 JP 52330497 A JP52330497 A JP 52330497A JP 52330497 A JP52330497 A JP 52330497A JP 3872106 B2 JP3872106 B2 JP 3872106B2
- Authority
- JP
- Japan
- Prior art keywords
- polyol
- primary hydroxyl
- foam
- room temperature
- polyurethane foam
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920005862 polyol Polymers 0.000 title claims description 106
- -1 hydroxyl polyol Chemical class 0.000 title claims description 37
- 229920005830 Polyurethane Foam Polymers 0.000 title claims description 14
- 239000011496 polyurethane foam Substances 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 96
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 36
- 239000006260 foam Substances 0.000 claims description 31
- 239000012948 isocyanate Substances 0.000 claims description 25
- 150000002513 isocyanates Chemical class 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 15
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 11
- 229920001451 polypropylene glycol Polymers 0.000 claims description 11
- 239000004604 Blowing Agent Substances 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 7
- 229920001228 polyisocyanate Polymers 0.000 claims description 5
- 239000005056 polyisocyanate Substances 0.000 claims description 5
- 125000005442 diisocyanate group Chemical group 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- 229920005604 random copolymer Polymers 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 description 40
- 239000000203 mixture Substances 0.000 description 31
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 17
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 16
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 13
- 239000002585 base Substances 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 125000006353 oxyethylene group Chemical group 0.000 description 12
- 239000003999 initiator Substances 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 239000004970 Chain extender Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000000465 moulding Methods 0.000 description 4
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 2
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 2
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000003856 thermoforming Methods 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241001112258 Moca Species 0.000 description 1
- 241001425800 Pipa Species 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-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
- 230000002411 adverse Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 210000000497 foam cell Anatomy 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- HOVAGTYPODGVJG-ZFYZTMLRSA-N methyl alpha-D-glucopyranoside Chemical compound CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-ZFYZTMLRSA-N 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000013518 molded foam Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000012974 tin catalyst Substances 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
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/74—Mixing; Kneading using other mixers or combinations of mixers, e.g. of dissimilar mixers ; Plant
- B29B7/7404—Mixing devices specially adapted for foamable substances
- B29B7/7409—Mixing devices specially adapted for foamable substances with supply of gas
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/74—Mixing; Kneading using other mixers or combinations of mixers, e.g. of dissimilar mixers ; Plant
- B29B7/7404—Mixing devices specially adapted for foamable substances
- B29B7/7409—Mixing devices specially adapted for foamable substances with supply of gas
- B29B7/7428—Methodical aspects
-
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4072—Mixtures of compounds of group C08G18/63 with other macromolecular compounds
-
- 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
- C08G18/4866—Polyethers having a low unsaturation value
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/80—Component parts, details or accessories; Auxiliary operations
- B29B7/88—Adding charges, i.e. additives
- B29B7/94—Liquid charges
-
- 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
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/576,429 | 1995-12-21 | ||
| US08/576,429 US5668191A (en) | 1995-12-21 | 1995-12-21 | One-shot cold molded flexible polyurethane foam from low primary hydroxyl polyols and process for the preparation thereof |
| PCT/EP1996/005709 WO1997023530A1 (en) | 1995-12-21 | 1996-12-19 | One-shot cold molded flexible polyurethane foam from low primary hydroxyl polyols and process for the preparation thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2000515172A JP2000515172A (ja) | 2000-11-14 |
| JP2000515172A5 JP2000515172A5 (enExample) | 2004-10-28 |
| JP3872106B2 true JP3872106B2 (ja) | 2007-01-24 |
Family
ID=24304387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52330497A Expired - Lifetime JP3872106B2 (ja) | 1995-12-21 | 1996-12-19 | 低第一ヒドロキシルポリオールによるワンショット常温成形軟質ポリウレタンフォームとその製造方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5668191A (enExample) |
| EP (1) | EP0868456B1 (enExample) |
| JP (1) | JP3872106B2 (enExample) |
| CN (1) | CN1154677C (enExample) |
| AR (1) | AR005179A1 (enExample) |
| AU (1) | AU1375197A (enExample) |
| BR (1) | BR9612252A (enExample) |
| CA (1) | CA2241097C (enExample) |
| DE (1) | DE69625376T2 (enExample) |
| ES (1) | ES2188805T3 (enExample) |
| TW (1) | TW382020B (enExample) |
| WO (1) | WO1997023530A1 (enExample) |
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| US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5885172A (en) | 1997-05-27 | 1999-03-23 | Acushnet Company | Multilayer golf ball with a thin thermoset outer layer |
| US6677401B2 (en) | 1995-01-24 | 2004-01-13 | Acushnet Company | Multi-layer golf ball with a thin, castable outer layer |
| US20050070377A1 (en) * | 1997-05-27 | 2005-03-31 | Christopher Cavallaro | Thin-layer-covered multilayer golf ball |
| US6812317B2 (en) * | 1997-05-27 | 2004-11-02 | Acushnet Company | Wound golf ball having cast polyurethane cover |
| US6849006B2 (en) | 1997-05-27 | 2005-02-01 | Acushnet Company | Thin, thermoset, polyurethane-covered golf ball with a dual core |
| US6486261B1 (en) * | 1998-12-24 | 2002-11-26 | Acushnet Company | Thin-layer-covered golf ball with improved velocity |
| US6648776B1 (en) | 1997-05-27 | 2003-11-18 | Acushnet Company | Multilayer golf ball with a thin thermoset outer layer |
| US6291538B1 (en) * | 1998-12-24 | 2001-09-18 | Kao Corporation | Process for preparing polyurethane foam |
| JO2132B1 (en) * | 1999-01-19 | 2002-08-07 | شل انترناشونال ريسيرتش ماتستشابيج بي في | Method for preparing flexible polyurethane foams |
| CN1126770C (zh) * | 1999-03-17 | 2003-11-05 | 亨兹曼国际有限公司 | 制备模塑聚氨酯材料的方法 |
| DE19918727A1 (de) | 1999-04-24 | 2000-10-26 | Bayer Ag | Langkettige Polyetherpolyole mit hohem Anteil primärer OH-Gruppen |
| DE19928156A1 (de) | 1999-06-19 | 2000-12-28 | Bayer Ag | Aus Polyetherpolyolen hergestellte Polyurethan-Weichschäume |
| BR0107571B1 (pt) * | 2000-02-14 | 2010-10-19 | processo para preparar uma espuma de poliuretano flexìvel, e, espuma de poliuretano flexìvel moldada. | |
| EP1273605B1 (en) | 2000-04-14 | 2006-06-07 | Asahi Glass Company Ltd. | Process for producing flexible polyurethane foam |
| WO2001083107A2 (en) | 2000-04-28 | 2001-11-08 | Synuthane International, Inc. | Double metal cyanide catalysts containing polyglycol ether complexing agents |
| EP1164153A1 (en) * | 2000-06-13 | 2001-12-19 | Huntsman International Llc | Process for preparing a flexible polyurethane foam |
| EP1174453A1 (en) * | 2000-07-17 | 2002-01-23 | Huntsman International Llc | Process for preparing a flexible polyurethane foam |
| EP1234843A1 (en) * | 2001-02-26 | 2002-08-28 | Huntsman International Llc | Process for preparing a flexible polyurethane foam |
| WO2002100916A1 (en) * | 2001-05-24 | 2002-12-19 | Mitsui Takeda Chemicals, Inc. | Process for producing flexible polyurethane foams and apparatus for producing flexible polyurethane foams |
| US7938745B2 (en) * | 2002-03-14 | 2011-05-10 | Acushnet Company | High performance golf ball having a reduced-distance |
| US6710096B2 (en) | 2002-07-22 | 2004-03-23 | Basf Corporation | Polyether polyol for foam applications |
| EP1567575A4 (en) * | 2002-12-04 | 2009-08-05 | Huntsman Spec Chem Corp | IMPROVED FORM FOAMS |
| DE102004047524A1 (de) * | 2004-09-28 | 2006-03-30 | Basf Ag | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen |
| DE102004047406A1 (de) * | 2004-09-28 | 2006-03-30 | Basf Ag | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen |
| US20060073321A1 (en) * | 2004-10-01 | 2006-04-06 | Kaushiva Bryan D | Molded flexible polyurethane foams with reduced flammability and superior durability |
| US9856355B2 (en) * | 2005-09-27 | 2018-01-02 | Evonik Degussa Gmbh | Silanol-functionalized compounds for the preparation of polyurethane foams |
| EP2780384B2 (en) | 2011-11-16 | 2020-06-10 | Soudal | Improved polyurethane foam composition |
| CN102516491B (zh) * | 2011-11-18 | 2013-10-02 | 宁波继峰汽车零部件股份有限公司 | 一种低回弹头枕泡沫及其制备方法 |
| US8961844B2 (en) | 2012-07-10 | 2015-02-24 | Nike, Inc. | Bead foam compression molding method for low density product |
| ES2732200T3 (es) * | 2015-06-24 | 2019-11-21 | Covestro Deutschland Ag | Sistemas de poliuretano para estructuras de capas en aerogeneradores |
| US10633406B1 (en) | 2018-11-15 | 2020-04-28 | Covestro Llc | Water processes for producing polyether polyols from solid polyhydroxyl compounds |
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| US2948691A (en) * | 1951-05-10 | 1960-08-09 | Mobay Chemical Corp | High molecular weight polyether urethane polymers |
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| US3042631A (en) * | 1956-08-03 | 1962-07-03 | Simoniz Co | Polyurethane prepolymer and expanded product prepared therefrom |
| US3461086A (en) * | 1964-03-05 | 1969-08-12 | Dow Chemical Co | Polyether urethane foams from certain heteric polyethers |
| DE3066568D1 (en) * | 1979-07-11 | 1984-03-22 | Ici Plc | Prepolymers, polyisocyanate compositions prepared therefrom and their use in the preparation of polyurethane foams |
| AU551979B2 (en) * | 1982-03-31 | 1986-05-15 | Shell Internationale Research Maatschappij B.V. | Epoxy polymerisation catalysts |
| US4579700A (en) * | 1983-11-07 | 1986-04-01 | Union Carbide Corporation | Novel process for making flexible polyurethane cellular products including a novel cell opening technique |
| US4717518A (en) * | 1985-09-20 | 1988-01-05 | Union Carbide Corporation | Novel process for making polyurethane products which require reduced crushing in preventing said products from substantially shrinking or changing dimensionally upon cooling |
| US4690955A (en) * | 1986-06-30 | 1987-09-01 | Union Carbide Corporation | Polyether silicone copolymers with mixed hydroxy alkoxy capping for stabilizing high solid content, molded, flexible urethane foam |
| US5171759A (en) * | 1988-07-12 | 1992-12-15 | Arco Chemical Technology, L.P. | Polymer polyol compositions and their use in the preparation of polyurethane foams |
| WO1990004613A1 (fr) * | 1988-10-25 | 1990-05-03 | Asahi Glass Company Ltd. | Mousse de polyurethane elastique et procede de production |
| US5300535A (en) * | 1988-10-25 | 1994-04-05 | Asahi Glass Company Ltd. | Method for producing polyurethane flexible foam |
| GB8908490D0 (en) * | 1989-04-14 | 1989-06-01 | Ici Plc | Prepolymers |
| US5100922A (en) * | 1989-06-13 | 1992-03-31 | Asahi Glass Company Ltd. | Method for producing a molded product of integral-skin polyurethane foam |
| US5106874A (en) * | 1989-06-16 | 1992-04-21 | The Dow Chemical Company | Process for preparing elastomeric polyurethane or polyurethane-urea polymers, and polyurethanes so prepared |
| US5010117A (en) * | 1989-06-16 | 1991-04-23 | Dow Chemical Company | Flexible polyurethane foams prepared using low unsaturation polyether polyols |
| US5250582A (en) * | 1990-05-03 | 1993-10-05 | Olin Corporation | Process for making cellular and microcellular polyurethane foams |
| US5100997A (en) * | 1990-05-29 | 1992-03-31 | Olin Corporation | Preparation of elastomers using high molecular weight polyols or polyamines, said polyols prepared using a double metal cyanide complex catalyst |
| DK0722962T3 (da) * | 1990-10-12 | 2001-07-30 | Huntsman Int Llc | Kontinuerlig fremgangsmåde til fremstilling af fleksible polyurethanskum |
| DE4202972A1 (de) * | 1992-02-03 | 1993-08-05 | Bayer Ag | Verfahren zur kontinuierlichen herstellung von polyurethan- und polyurethanharnstoff-praepolymeren |
| US5158922A (en) * | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
| US5266681A (en) * | 1992-08-03 | 1993-11-30 | Olin Corporation | Process and composition for providing double metal cyanide catalyzed polyols having enhanced reactivity |
| US5248833A (en) * | 1992-09-22 | 1993-09-28 | Arco Chemical Technology, L.P. | Process for purifying polyols made with double metal cyanide catalysts |
| US5549841A (en) * | 1995-03-24 | 1996-08-27 | Arco Chemical Technology, L.P. | Process for manufacturing foam with improved wet set properties |
| US5596059A (en) * | 1995-07-26 | 1997-01-21 | Arco Chemical Technology, L.P. | Polyether polyols suitable for mflexible polyurethane foam prepared by co-initiation of aqueous solutions of solid polyhydroxyl initiators |
| US5700847A (en) * | 1995-12-04 | 1997-12-23 | Arco Chemical Technology, L.P. | Molded polyurethane foam with enhanced physical properties |
| US5605939A (en) * | 1996-01-26 | 1997-02-25 | Arco Chemical Technology, L.P. | Poly(oxypropylene/oxyethylene) random polyols useful in preparing flexible high resilience foam with reduced tendencies toward shrinkage and foam prepared therewith |
-
1995
- 1995-12-21 US US08/576,429 patent/US5668191A/en not_active Expired - Lifetime
-
1996
- 1996-12-19 AU AU13751/97A patent/AU1375197A/en not_active Abandoned
- 1996-12-19 EP EP96944013A patent/EP0868456B1/en not_active Expired - Lifetime
- 1996-12-19 CA CA002241097A patent/CA2241097C/en not_active Expired - Lifetime
- 1996-12-19 ES ES96944013T patent/ES2188805T3/es not_active Expired - Lifetime
- 1996-12-19 DE DE69625376T patent/DE69625376T2/de not_active Expired - Lifetime
- 1996-12-19 JP JP52330497A patent/JP3872106B2/ja not_active Expired - Lifetime
- 1996-12-19 CN CNB961991453A patent/CN1154677C/zh not_active Expired - Lifetime
- 1996-12-19 WO PCT/EP1996/005709 patent/WO1997023530A1/en not_active Ceased
- 1996-12-19 BR BR9612252A patent/BR9612252A/pt not_active IP Right Cessation
- 1996-12-20 AR ARP960105824A patent/AR005179A1/es unknown
- 1996-12-20 TW TW085115783A patent/TW382020B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE69625376D1 (de) | 2003-01-23 |
| CA2241097A1 (en) | 1997-07-03 |
| ES2188805T3 (es) | 2003-07-01 |
| AR005179A1 (es) | 1999-04-14 |
| CN1154677C (zh) | 2004-06-23 |
| WO1997023530A1 (en) | 1997-07-03 |
| AU1375197A (en) | 1997-07-17 |
| US5668191A (en) | 1997-09-16 |
| BR9612252A (pt) | 1999-07-13 |
| CN1205712A (zh) | 1999-01-20 |
| DE69625376T2 (de) | 2003-08-28 |
| CA2241097C (en) | 2008-02-12 |
| JP2000515172A (ja) | 2000-11-14 |
| EP0868456A1 (en) | 1998-10-07 |
| EP0868456B1 (en) | 2002-12-11 |
| TW382020B (en) | 2000-02-11 |
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