JPH06329753A - Preparation of flexible polyurethane foam, thermoforming material and method of thermoforming - Google Patents
Preparation of flexible polyurethane foam, thermoforming material and method of thermoformingInfo
- Publication number
- JPH06329753A JPH06329753A JP5144233A JP14423393A JPH06329753A JP H06329753 A JPH06329753 A JP H06329753A JP 5144233 A JP5144233 A JP 5144233A JP 14423393 A JP14423393 A JP 14423393A JP H06329753 A JPH06329753 A JP H06329753A
- Authority
- JP
- Japan
- Prior art keywords
- thermoforming
- foam
- flexible polyurethane
- polyurethane foam
- active hydrogen
- 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.)
- Granted
Links
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 21
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 21
- 239000000463 material Substances 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 14
- 238000003856 thermoforming Methods 0.000 title claims description 18
- 239000006260 foam Substances 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 11
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 11
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 239000000654 additive Substances 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 239000004604 Blowing Agent Substances 0.000 claims abstract 3
- 238000004519 manufacturing process Methods 0.000 claims description 11
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 6
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
- -1 hydrogen compound Chemical class 0.000 abstract description 16
- 239000011810 insulating material Substances 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 description 11
- 150000003077 polyols Chemical class 0.000 description 11
- 238000005187 foaming Methods 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 7
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000004088 foaming agent Substances 0.000 description 5
- 238000003825 pressing Methods 0.000 description 5
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 230000006835 compression Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 229920005906 polyester polyol Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000010097 foam moulding Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 239000012948 isocyanate Chemical group 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- MGAXYKDBRBNWKT-UHFFFAOYSA-N (5-oxooxolan-2-yl)methyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCC1OC(=O)CC1 MGAXYKDBRBNWKT-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical group O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical group O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 1
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 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-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
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- RCNHEKIXQHFOGX-UHFFFAOYSA-N N=C=O.O=C1NCCCCC1 Chemical compound N=C=O.O=C1NCCCCC1 RCNHEKIXQHFOGX-UHFFFAOYSA-N 0.000 description 1
- PVZAKVNWPPUJER-UHFFFAOYSA-N N=C=O.OCCNCCO Chemical group N=C=O.OCCNCCO PVZAKVNWPPUJER-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-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
- 239000005844 Thymol Substances 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
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 description 1
- HHTWOMMSBMNRKP-UHFFFAOYSA-N carvacrol Natural products CC(=C)C1=CC=C(C)C(O)=C1 HHTWOMMSBMNRKP-UHFFFAOYSA-N 0.000 description 1
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- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
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- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical group 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 229960001755 resorcinol Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- CRHIAMBJMSSNNM-UHFFFAOYSA-N tetraphenylstannane Chemical compound C1=CC=CC=C1[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 CRHIAMBJMSSNNM-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Blow-Moulding Or Thermoforming Of Plastics Or The Like (AREA)
- Molding Of Porous Articles (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は軟質ポリウレタンフォー
ムの製法、熱成形材および熱成形方法に関する。更に詳
しくは、自動車等のドアトリム、アームレスト、ヘッド
レスト、シートクッション、インストルメントパネル、
コンソールボックス、サンバイザー等の内装材、ダッシ
ュサイレンサー、アンダーカーペット等の防音材料、あ
るいは衣料用パッド類において有用な軟質ポリウレタン
フォームの製法、熱成形材および熱成形方法に関する。FIELD OF THE INVENTION The present invention relates to a method for producing a flexible polyurethane foam, a thermoforming material and a thermoforming method. More specifically, door trims for automobiles, armrests, headrests, seat cushions, instrument panels,
The present invention relates to a method for producing a flexible polyurethane foam, a thermoforming material, and a thermoforming method which are useful in interior materials such as console boxes and sun visors, soundproofing materials such as dash silencers and undercarpets, and pads for clothing.
【０００２】[0002]
【従来の技術】従来、自動車等の内装材あるいは防音材
料に用いられる軟質ポリウレタンフォームの製法として
は、金型内に軟質ポリウレタンフォーム混合反応液を直
接流し込み発泡させるモールド発泡成形法が知られてい
る。また、衣料用パッド類には汎用の軟質ポリウレタン
スラブストックフォームを適当な厚さに裁断し、これを
加熱成形用プレスで熱成形する方法が広く行われてい
る。2. Description of the Related Art Conventionally, as a method for producing a flexible polyurethane foam used as an interior material or a soundproofing material for automobiles and the like, a mold foam molding method in which a flexible polyurethane foam mixed reaction liquid is directly poured into a mold and foamed is known. . Further, a widely used method is to widely cut a general-purpose soft polyurethane slab stock foam into a suitable thickness for clothing pads and heat-mold it with a heat-molding press.
【０００３】[0003]
【発明が解決しようとする課題】しかしながら、上記の
方法は次の様な問題点があった。モールド発泡成形法
では、得られる成形品がその表面にモールド発泡特有の
スキン層を有しているため、表面通気性が低下し蒸れ易
く快適性あるいは防音性能に劣るという欠点；複雑ある
いは薄肉部を有する形状では成形不良を起こし易いとい
う欠点；あるいは金型設備、金型温調設備に要する費用
が高い。衣料用パッド類に使用する汎用の軟質ポリウ
レタンスラブストックフォームは、熱成形性が不十分
で、高温で長時間プレスする必要があり、フォームが変
色あるいは熱劣化を起こす。However, the above method has the following problems. In the mold foam molding method, the resulting molded product has a skin layer peculiar to mold foaming on its surface, so the surface breathability is reduced, and it is easy to get stuffy and the comfort or sound insulation performance is poor; The existing shape is liable to cause defective molding; or the cost of mold equipment and mold temperature control equipment is high. A general-purpose soft polyurethane slabstock foam used for clothing pads has insufficient thermoformability and needs to be pressed at a high temperature for a long time, resulting in discoloration or thermal deterioration of the foam.
【０００４】[0004]
【課題を解決するための手段】本発明者らは、これらの
問題点を解決すべく鋭意検討した結果、快適性、防音性
能、成形性、熱成形性等に優れた軟質ポリウレタンフォ
ームの製法、熱成形材および熱成形方法を見いだし、本
発明に到達した。Means for Solving the Problems As a result of intensive studies to solve these problems, the present inventors have found that a method for producing a flexible polyurethane foam excellent in comfort, soundproofing performance, moldability, thermoformability, etc. A thermoforming material and a thermoforming method have been found, and the present invention has been completed.
【０００５】すなわち本発明は、活性水素含有化合物
（ａ）と有機ポリイソシアネート（ｂ）とを触媒
（ｃ）、発泡剤（ｄ）および必要により他の添加剤
（ｅ）の存在下で反応させて軟質ポリウレタンフォーム
を製造する方法において、該（ａ）が、平均官能基数が
２〜６、平均水酸基価が２０〜２００である活性水素含
有化合物（ａ１）と、イソシアネート基をブロックする
少なくとも１種の化合物（ａ２）からなり、（ａ１）：
（ａ２）＝（９９．５〜８０）：（０．５〜２０）の重
量比であることを特徴とする軟質ポリウレタンフォーム
の製法；該ポリウレタンフォームからなる熱成形材；お
よび該成形材を用いる熱成形方法である。That is, in the present invention, an active hydrogen-containing compound (a) is reacted with an organic polyisocyanate (b) in the presence of a catalyst (c), a foaming agent (d) and optionally other additives (e). In the method for producing a flexible polyurethane foam, the (a) comprises an active hydrogen-containing compound (a1) having an average number of functional groups of 2 to 6 and an average hydroxyl value of 20 to 200, and at least one type which blocks an isocyanate group. Of the compound (a2) of (a1):
(A2) = (99.5-80) :( 0.5-20) in weight ratio, a method for producing a flexible polyurethane foam; a thermoforming material comprising the polyurethane foam; and the molding material. It is a thermoforming method.
【０００６】本発明において、活性水素含有化合物
（ａ）を構成する成分である活性水素含有化合物（ａ
１）としては、例えば、アルコール類、フェノール類、
アミン類等およびこれらののアルキレンオキサイド付加
物、ポリエステルポリオール（以下、これらのアルキレ
ンオキサイド付加物および／またはポリエステルポリオ
ールを、単にポリオールと略記する）およびポリオール
中でビニルモノマーを重合させて得られる重合体ポリオ
ールが挙げられる。アルコール類としては、例えば１価
アルコール類［メタノール、エタノール、ｎ−およびｉ
ｓｏ−プロパノール、ブタノール、２−エチルヘキサノ
ール、シクロヘキサノール、ベンジルアルコール等］；
２価アルコール類［エチレングリコール、プロピレング
リコール、１，４−ブタンジオール、１，６−ヘキサン
ジオール、ジエチレングリコール、ネオペンチルグリコ
ール等］；および３価以上のアルコール類［グリセリ
ン、トリメチロールプロパン、ペンタエリスリトール、
ソルビトール、ショ糖等］が挙げられる。フェノール類
としては、アルキルフェノール類［フェノールおよびノ
ニルフェノール等］が挙げられる。アミン類としては、
アンモニア；アルカノールアミン類［モノ−、ジ−およ
びトリエタノールアミン、イソプロパノールアミン、ア
ミノエチルエタノールアミン等］；炭素数１〜２０のア
ルキルアミン類［ブチルアミン、ラウリルアミン等］；
炭素数２〜６のアルキレンジアミン類［エチレンジアミ
ン、ヘキサメチレンジアミン等］；ポリアルキレンポリ
アミン類［ジエチレントリアミン、トリエチレンテトラ
ミン等］；芳香族アミン類［アニリン、フェニレンジア
ミン、ジアミノトルエン、キシリレンジアミン、メチレ
ンジアニリン、ジフェニルエーテルジアミン等］；脂環
式アミン類［イソホロンジアミン、シクロヘキシレンジ
アミン等］；アミノエチルピペラジンおよび特公昭５５
−２１０４４号公報明細書に記載の複素環式アミン類が
挙げられる。これらの活性水素含有化合物は２種以上を
併用することができる。In the present invention, the active hydrogen-containing compound (a) which is a component constituting the active hydrogen-containing compound (a)
Examples of 1) include alcohols, phenols,
Amine and the like, alkylene oxide adducts thereof, polyester polyol (hereinafter, these alkylene oxide adducts and / or polyester polyols are simply referred to as polyols), and polymers obtained by polymerizing vinyl monomers in the polyols. Examples include polyols. Examples of alcohols include monohydric alcohols [methanol, ethanol, n- and i
so-propanol, butanol, 2-ethylhexanol, cyclohexanol, benzyl alcohol, etc.];
Dihydric alcohols [ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, diethylene glycol, neopentyl glycol, etc.]; and trihydric or higher alcohols [glycerin, trimethylolpropane, pentaerythritol,
Sorbitol, sucrose and the like]. Examples of the phenols include alkylphenols [phenol and nonylphenol and the like]. As amines,
Ammonia; alkanolamines [mono-, di- and triethanolamine, isopropanolamine, aminoethylethanolamine, etc.]; C1-C20 alkylamines [butylamine, laurylamine, etc.];
C2-C6 alkylenediamines [ethylenediamine, hexamethylenediamine, etc.]; polyalkylenepolyamines [diethylenetriamine, triethylenetetramine, etc.]; aromatic amines [aniline, phenylenediamine, diaminotoluene, xylylenediamine, methylenedi] Aniline, diphenyl ether diamine, etc.]; alicyclic amines [isophorone diamine, cyclohexylene diamine, etc.]; aminoethylpiperazine and JP-B-55
The heterocyclic amines described in the specification of JP-A-21044 can be mentioned. Two or more kinds of these active hydrogen-containing compounds can be used in combination.
【０００７】アルキレンオキサイドとしては、エチレン
オキサイド（以下、ＥＯと略記）、プロピレンオキサイ
ド（以下ＰＯと略記）、１，２−、１，４−および２，
３−ブチレンオキサイド等およびこれらの２種以上の併
用が挙げられる。これらのうち好ましいものは、ＰＯお
よびＥＯとＰＯの併用であり、併用の場合の付加形式
は、ブロック、ランダムいずれでもよい。The alkylene oxides include ethylene oxide (hereinafter abbreviated as EO), propylene oxide (hereinafter abbreviated as PO), 1,2-, 1,4- and 2,
3-butylene oxide and the like and a combination of two or more kinds of these are included. Among these, PO and the combination of EO and PO are preferable, and the addition form in the case of combination may be either block or random.
【０００８】ポリエステルポリオールとしては、例え
ば、低分子ポリオール（前記２価アルコール、３価アル
コールなど）とポリカルボン酸（コハク酸、アジピン
酸、セバシン酸、マレイン酸、ダイマー酸などの脂肪族
ポリカルボン酸；フタル酸、テレフタル酸、トリメリッ
ト酸などの芳香族ポリカルボン酸など）とを反応させて
得られる縮合ポリエステルポリオール、上記記載のアル
コール類および／またはフェノール類とε−カプロラク
トンとの反応により得られるポリカプロラクトンポリオ
ールおよびポリカーボネートポリオール（ポリヘキシレ
ンカーボネートジオールなど）が挙げられる。Examples of polyester polyols include low molecular weight polyols (the above-mentioned dihydric alcohols and trihydric alcohols) and polycarboxylic acids (succinic acid, adipic acid, sebacic acid, maleic acid, dimer acid and other aliphatic polycarboxylic acids). A condensed polyester polyol obtained by reacting phthalic acid, terephthalic acid, aromatic polycarboxylic acid such as trimellitic acid, etc.), obtained by reacting alcohols and / or phenols described above with ε-caprolactone Examples include polycaprolactone polyols and polycarbonate polyols (such as polyhexylene carbonate diol).
【０００９】重合体ポリオールとしては、上記に例示し
たポリオールの少なくとも１種中で、ラジカル開始剤の
存在下、アクリロニトリル、スチレン等のビニルモノマ
ーを重合し安定分散させたものが挙げられる。重合体ポ
リオール中のビニルポリマーの含量は、通常５０％以下
である。Examples of the polymer polyol include those obtained by polymerizing and stably dispersing vinyl monomers such as acrylonitrile and styrene in at least one of the above-exemplified polyols in the presence of a radical initiator. The content of vinyl polymer in the polymer polyol is usually 50% or less.
【００１０】以上（ａ１）として例示したもののうち好
ましいものは、アルコール類のアルキレンオキサイド付
加物、該付加物の中でビニルモノマーを重合させた重合
体ポリオールおよびこれらの併用である。該（ａ１）と
して例示したものは、２種以上併用してもよい。該（ａ
１）の平均官能基数は通常２〜６、好ましくは２．５〜
４であり、平均水酸基価は通常２０〜２００、好ましく
は２０〜１００である。平均官能基数が２未満および６
を超えると発泡安定性、防音性、熱成形性が劣る。ま
た、水酸基価が２００を超えると得られるポリウレタン
フォームが硬くなり過ぎて目的とする軟質ポリウレタン
フォームが得られない。Among those exemplified above as (a1), preferred are alkylene oxide adducts of alcohols, polymer polyols obtained by polymerizing vinyl monomers in the adducts, and combinations thereof. Two or more kinds of those exemplified as the (a1) may be used in combination. The (a
The average number of functional groups in 1) is usually 2 to 6, preferably 2.5 to
4, and the average hydroxyl value is usually 20 to 200, preferably 20 to 100. Average number of functional groups less than 2 and 6
If it exceeds, foaming stability, soundproofing and thermoformability will be poor. Further, when the hydroxyl value exceeds 200, the obtained polyurethane foam becomes too hard to obtain the intended flexible polyurethane foam.
【００１１】本発明において、イソシアネート基をブロ
ックする化合物（ａ２）としては、フェノール類（フェ
ノール、ノニルフェノール、クレゾール、３，５−キシ
レノール、カルバクロール、チモール、ナフトール、カ
テコール、レゾルシン、ヒドロキノンなど）、ビスフェ
ノール類（ビスフェノールＡなど）、ラクタム類（ε−
カプロラクタムなど）、オキシム類（ＭＥＫオキシムな
ど）、活性メチレン基含有化合物（マロン酸エチル、ア
セチルアセトンなど）およびイソシアネート基反応性の
無機化合物（酸性亜硫酸ソーダ、シアン化水素、ホウ酸
など）が挙げられる。これらは２種以上を併用してもよ
い。In the present invention, as the compound (a2) which blocks an isocyanate group, phenols (phenol, nonylphenol, cresol, 3,5-xylenol, carvacrol, thymol, naphthol, catechol, resorcin, hydroquinone, etc.), bisphenol (Such as bisphenol A), lactams (ε-
Caprolactam, etc.), oximes (MEK oxime, etc.), active methylene group-containing compounds (ethyl malonate, acetylacetone, etc.) and isocyanate group-reactive inorganic compounds (acidic sodium sulfite, hydrogen cyanide, boric acid, etc.). These may be used in combination of two or more.
【００１２】以上（ａ２）として例示したもののうち特
に好ましいものは、ビスフェノールＡ、ノニルフェノー
ルおよびε−カプロラクタムである。Of the above-mentioned examples (a2), particularly preferable are bisphenol A, nonylphenol and ε-caprolactam.
【００１３】本発明における（ａ１）と（ａ２）の使用
比率は重量比で（ａ１）：（ａ２）が（９０．５〜８
０）：（０．５〜２０）、好ましくは（９０．５〜９
０）：（０．５〜１０）、さらに好ましくは（９９〜９
５）：（１〜５）である。（ａ２）の比率が０．５未満
では得られるフォームの熱成形性が劣り、２０を超える
と発泡反応性が低下し、フォームの永久歪が悪化する。In the present invention, the weight ratio of (a1) and (a2) is (a1) :( a2) is (90.5-8).
0): (0.5 to 20), preferably (90.5 to 9)
0): (0.5-10), more preferably (99-9)
5): (1 to 5). If the ratio of (a2) is less than 0.5, the thermoformability of the resulting foam will be poor, and if it exceeds 20, the foaming reactivity will decrease and the permanent set of the foam will deteriorate.
【００１４】本発明において用いられる有機ポリイソシ
アネート（ｂ）としては、ポリウレタンに通常使用され
るものが用いられる。該（ｂ）の具体例としては、炭素
数（ＮＣＯ基中の炭素数を除く）６〜２０の芳香族ポリ
イソシアネート［２，４−および／または２，６−トリ
レンジイソシアネート（ＴＤＩ）、粗製ＴＤＩ、２，４
−および／または４，４'−ジフェニルメタンジイソシ
アネート（ＭＤＩ）、粗製ＭＤＩ、ポリアリールポリイ
ソシアネート（ＰＡＰＩ）等］；炭素数２〜１８の脂肪
族イソシアネート［ヘキサメチレンジイソシアネート、
リジンジイソシアネート等］；炭素数４〜１５の脂環式
ポリイソシアネート［イソフォロンジイソシアネート、
ジシクロヘキシルジイソシアネート等］；炭素数８〜１
５の芳香脂肪族ポリイソシアネート［キシリレンジイソ
シアネート等］；これらのポリイソシアネートの変性物
［ウレタン基、カルボジイミ基、アロファネート基、ウ
レア基、ビュウレット基、ウレトジオン基、ウレトンイ
ミン基、イソシアヌレート基、オキサゾリドン基含有変
性物等］；特開昭６１−７６５１７号公報明細書に記載
の上記以外のポリイソシアネート；およびこれらの２種
以上の併用が挙げられる。これらのうち好ましいもの
は、ＴＤＩ、ＴＤＩと粗製ＭＤＩの混合物および２，４
−および／または４，４'−ＭＤＩである。As the organic polyisocyanate (b) used in the present invention, those usually used for polyurethane are used. Specific examples of the (b) include aromatic polyisocyanates having 6 to 20 carbon atoms (excluding the carbon number in the NCO group) [2,4- and / or 2,6-tolylene diisocyanate (TDI), crude TDI, 2, 4
-And / or 4,4'-diphenylmethane diisocyanate (MDI), crude MDI, polyaryl polyisocyanate (PAPI), etc.]; C2-C18 aliphatic isocyanate [hexamethylene diisocyanate,
Lysine diisocyanate and the like]; alicyclic polyisocyanate having 4 to 15 carbon atoms [isophorone diisocyanate,
Dicyclohexyl diisocyanate, etc.]; carbon number 8 to 1
Aroaliphatic polyisocyanates of 5 [xylylene diisocyanate, etc.]; modified products of these polyisocyanates [containing urethane group, carbodiimi group, allophanate group, urea group, burette group, uretdione group, uretonimine group, isocyanurate group, oxazolidone group] Modified products and the like]; polyisocyanates other than those described in JP-A No. 61-76517; and a combination of two or more thereof. Preferred of these are TDI, a mixture of TDI and crude MDI and 2,4
-And / or 4,4'-MDI.
【００１５】本発明において、触媒（ｃ）としては、ウ
レタン発泡用触媒として通常用いられるものであればよ
く、例えば、カルボン酸の金属塩［酢酸ナトリウム、オ
クチル酸鉛、オクチル酸亜鉛、ナフテン酸コバルト
等］；アルカリ金属もしくはアルカリ土類金属のアルコ
キシドもしくはフェノキシド［ナトリウムメトキシド、
ナトリウムフェノキシド等］；３級アミン類［トリエチ
ルアミン、トリエチレンジアミン、Ｎ−メチルモルホリ
ン、ジメチルアミノメチルフェノール、ピリジン等］；
４級アンモニウム塩［テトラエチルヒドロキシアンモニ
ウム等］；イミダゾール類［イミダゾール、２−エチル
−４−メチルイミダゾール等］；およびスズまたはアン
チモン含有有機金属化合物［テトラフェニルスズ、トリ
ブチルアンチモンオキサイド、スタナスオクトエート
等］を挙げることができる。これらのうち好ましいもの
は、３級アミン類およびスズまたはアンチモン含有有機
金属化合物である。In the present invention, the catalyst (c) may be any catalyst usually used as a urethane foaming catalyst, and examples thereof include metal salts of carboxylic acids [sodium acetate, lead octylate, zinc octylate, cobalt naphthenate. Etc.]; alkali metal or alkaline earth metal alkoxides or phenoxides [sodium methoxide,
Sodium phenoxide and the like]; tertiary amines [triethylamine, triethylenediamine, N-methylmorpholine, dimethylaminomethylphenol, pyridine and the like];
Quaternary ammonium salts [tetraethylhydroxyammonium, etc.]; imidazoles [imidazole, 2-ethyl-4-methylimidazole, etc.], and tin- or antimony-containing organometallic compounds [tetraphenyltin, tributylantimonium oxide, stannas octoate, etc.] Can be mentioned. Of these, preferred are tertiary amines and tin- or antimony-containing organometallic compounds.
【００１６】本発明において、発泡剤（ｄ）としては水
および／またはその他の発泡剤（トリクロロモノフルオ
ロメタン、メチレンクロライドなど）が挙げげられる。In the present invention, examples of the foaming agent (d) include water and / or other foaming agents (trichloromonofluoromethane, methylene chloride, etc.).
【００１７】本発明において、必要により用いられる他
の添加剤（ｅ）としては界面活性剤（例えば、日本ユニ
カー製のＳＺ−１３０６、Ｌ−５２０、Ｌ−５４０、ト
ーレシリコン製のＳＨ−１９０、ＳＲＸ−２７４Ｃ
等）、顔料、フィラー、アスファルト、難燃剤、溶剤、
揺変剤などがあげられる。In the present invention, other additives (e) used as necessary are surfactants (for example, SZ-1306, L-520, L-540 manufactured by Nippon Unicar, SH-190 manufactured by Torre Silicone, SRX-274C
Etc.), pigments, fillers, asphalt, flame retardants, solvents,
Examples include thixotropic agents.
【００１８】本発明の製法において、（ａ）１００重量
部に対する（ｂ）〜（ｄ）の使用量は、次の通りであ
る。（ｂ）の量は、ＮＣＯ指数が通常６０〜１４０、好
ましくは８０〜１２０となる部数である。（ｃ）の量
は、通常０．０１〜３部、好ましくは０．０５〜２部で
ある。（ｄ）の量は、一般のウレタンフォームの発泡に
使用される量（例えば水が１〜５部、その他の発泡剤が
０〜２５部）である。In the production method of the present invention, the amounts of (b) to (d) used per 100 parts by weight of (a) are as follows. The amount of (b) is the number of copies with which the NCO index is usually 60 to 140, preferably 80 to 120. The amount of (c) is usually 0.01 to 3 parts, preferably 0.05 to 2 parts. The amount of (d) is an amount used for foaming a general urethane foam (for example, 1 to 5 parts of water and 0 to 25 parts of other foaming agents).
【００１９】本発明において得られる軟質ポリウレタン
フォームの物性（熱成形前の原物性）としては、フォー
ム密度は通常１０〜５００ｋｇ／ｍ3である。２５％圧
縮硬度は通常２〜６０ｋｇ／３１４ｃｍ2、好ましくは
３〜４０ｋｇ／３１４ｃｍ2である。フォームの反発弾
性は通常２０〜８０％、好ましくは３０〜７０％であ
る。フォームの圧縮永久歪は通常３０％以下、好ましく
１５％以下である。フォームの原物性が上記範囲外の場
合は発泡性、熱成形性に劣るか、または正常な軟質ポリ
ウレタンフォームとならない。Regarding the physical properties (original properties before thermoforming) of the flexible polyurethane foam obtained in the present invention, the foam density is usually 10 to 500 kg / m 3 . The 25% compression hardness is usually 2 to 60 kg / 314 cm 2 , and preferably 3 to 40 kg / 314 cm 2 . The impact resilience of the foam is usually 20-80%, preferably 30-70%. The compression set of the foam is usually 30% or less, preferably 15% or less. When the original properties of the foam are out of the above range, the foamability and thermoformability are inferior, or a normal flexible polyurethane foam cannot be obtained.
【００２０】本発明の発泡方法は特に限定されないが、
例えば、（ｂ）以外の成分を混合したものと（ｂ）とを
混合・攪拌して発泡っせることにより軟質ポリウレタン
フォームが得られる。この際、（ｂ）以外の成分を更に
分割して用い、（ｂ）と混合しても良い。また、（ａ
２）は先に（ｂ）と混合した後、残りの成分を混合・攪
拌して発泡させても良い。The foaming method of the present invention is not particularly limited,
For example, a flexible polyurethane foam can be obtained by mixing and stirring a mixture of components other than (b) and (b) to foam. At this time, the components other than (b) may be further divided and used, and mixed with (b). Also, (a
2) may be obtained by first mixing with (b) and then mixing and stirring the remaining components to foam.
【００２１】本発明の軟質ポリウレタンフォームは特別
な製造装置を必要とせず、従来のスラブ方式、スプレー
方式、ホットキュアー方式、コールドキュアー方式等の
いずれの方式でも製造できるが、好ましいのはスラブ方
式である。The flexible polyurethane foam of the present invention does not require a special manufacturing apparatus and can be manufactured by any of the conventional slab system, spray system, hot cure system, cold cure system and the like, but the slab system is preferred. is there.
【００２２】本発明の軟質ポリウレタンフォームは熱成
形材として有用であり、熱成形は従来の装置により加熱
及び加圧することにより行われる。加熱は通常の方法以
外にマイクロ波によってもよい。熱成形はプレス直前に
フォームを所定温度に加熱しておき常温または冷却した
プレス機でプレスしてもよいが、プレス面が加熱可能な
熱プレス機を使用し加熱しながらプレスする方法が好ま
しい。加熱温度は通常１００〜２１０℃、好ましく１５
０〜２００℃である。加熱温度が１００℃未満では熱成
形性が悪く、２００℃を超えるとフォームが熱により変
色、劣化を起こす。加圧は通常０．５Ｋｇ／ｃｍ2以上
で行う。加圧が０．５Ｋｇ／ｃｍ2未満では熱成形性が
悪い。The flexible polyurethane foam of the present invention is useful as a thermoforming material, and thermoforming is carried out by heating and pressing with a conventional device. The heating may be performed by a microwave other than the usual method. For thermoforming, the foam may be heated to a predetermined temperature immediately before pressing and pressed with a press machine at room temperature or cooled, but it is preferable to use a hot press machine capable of heating the pressing surface and press while heating. The heating temperature is usually 100 to 210 ° C., preferably 15
It is 0 to 200 ° C. If the heating temperature is less than 100 ° C, the thermoformability is poor, and if it exceeds 200 ° C, the foam is discolored and deteriorated by heat. Pressurization is usually performed at 0.5 Kg / cm 2 or more. If the pressure is less than 0.5 Kg / cm 2 , the thermoformability is poor.
【００２３】[0023]
【実施例】以下、実施例により本発明をさらに説明する
が、本発明はこれにより限定されるものではない。以下
において、部は重量部、％は重量％を示す。The present invention will be further described below with reference to examples, but the present invention is not limited thereto. In the following, “part” means “part by weight” and “%” means “% by weight”.
【００２４】実施例１〜６および比較例１〜２ 表１および表２に示した発泡処方にて、上部を開放した
紙箱内で自由発泡させた後、得られたポリウレタンフォ
ームを裁断し、その物性を測定した。熱成形性はフォー
ムを５０mm×２００mm×２０mmに裁断し、プレス面１７
０℃のプレス機で５０ｋｇ／ｃｍ2の圧力で４０秒プレ
ス後取り出し、その形状保持性を評価した。これらの評
価結果を表１および表２に示す。Examples 1 to 6 and Comparative Examples 1 to 2 According to the foaming formulations shown in Tables 1 and 2, free foaming was performed in a paper box having an open upper part, and then the obtained polyurethane foam was cut and The physical properties were measured. Thermoformability was obtained by cutting the foam into 50mm x 200mm x 20mm, pressing surface 17
After pressing for 40 seconds at a pressure of 50 kg / cm 2 with a press machine at 0 ° C., the product was taken out and its shape retention was evaluated. The evaluation results are shown in Tables 1 and 2.
【００２５】（発泡条件） 紙箱形状 ：４００mm×４００mm×２００mm ミキシング方法：３０００ｒｐｍのミキサーで攪拌 原料温度 ：２５±２℃ 原料使用量 ：（ａ１）を３００ｇ使用 キュアー条件 ：室温、１日間(Foaming conditions) Paper box shape: 400 mm × 400 mm × 200 mm Mixing method: Stirring with a mixer of 3000 rpm Raw material temperature: 25 ± 2 ° C. Raw material usage: Use 300 g of (a1) Cure conditions: Room temperature, 1 day
【００２６】（使用原料） ・活性水素含有化合物（ａ１） ａ１−１：グリセリンのＰＯ付加物、分子量３，０００ ａ１−２：グリセリンのＰＯ−ＥＯ付加物、分子量６，
０００ ａ１−３：ａ１−２のポリマーポリオール、ポリマー成
分スチレン／アクリロニトリル＝５／５、ポリマー含量
２０％ ａ１−４：ジエタノールアミン ・イソシアネート基ブロック性化合物（ａ２） ａ２−１：ビスフェノールＡ ａ２−２：ノニルフェノール ａ２−３：ε−カプロラクタム ・イソシアネート（ｂ） ｂ−１ ：ＴＤＩ−８０（２，４−トルエンジイソシア
ネート／２，６−トルエンジイソシアネート＝８０／２
０混合物） ｂ−２ ：ＴＤＩ−８０／粗製ＭＤＩ＝８０／２０ ・触媒（ｃ） ３３ＬＶ：ＤＡＢＣＯ ３３ＬＶすなわちトリエチレン
ジアミン３３％ジプロピレングリコール溶液 ＤＭＥＡ：ジメチルアミノエタノール Ｔ−９ ：スタナスオクテート ・発泡剤（ｄ） 水 ：水 ・添加剤（ｅ） Ｌ５２０：日本ユニカー（株）製シリコーン系整泡剤Ｌ
−５２０ ２７４Ｃ：トーレシリコーン（株）製シリコーン系整泡
剤ＳＲＸ−２７４Ｃ(Materials used) Active hydrogen-containing compound (a1) a1-1: PO adduct of glycerin, molecular weight 3,000 a1-2: PO-EO adduct of glycerin, molecular weight 6,
000 a1-3: a1-2 polymer polyol, polymer component styrene / acrylonitrile = 5/5, polymer content 20% a1-4: diethanolamine-isocyanate group blocking compound (a2) a2-1: bisphenol A a2-2: Nonylphenol a2-3: ε-caprolactam-isocyanate (b) b-1: TDI-80 (2,4-toluene diisocyanate / 2,6-toluene diisocyanate = 80/2
0 mixture) b-2: TDI-80 / crude MDI = 80 / 20-Catalyst (c) 33LV: DABCO 33LV, i.e., triethylenediamine 33% dipropylene glycol solution DMEA: Dimethylaminoethanol T-9: stanna octate-foaming Agent (d) Water: Water Additive (e) L520: Silicone type foam stabilizer L manufactured by Nippon Unicar Co., Ltd.
-520 274C: Silicone type foam stabilizer SRX-274C manufactured by Toray Silicone Co., Ltd.
【００２７】（フォーム物性の測定法） フォーム物性の測定は、ＪＩＳ Ｋ６４０１に基づいて
行った。単位は下記の通りである。 フリー発泡密度：ｋｇ／ｍ3 ２５％圧縮硬度：ｋｇ／３１４ｃｍ2 圧縮永久歪 ：％ 反発弾性率 ：％(Method for measuring physical properties of foam) The physical properties of foam were measured according to JIS K6401. The unit is as follows. Free foaming density: kg / m 3 25% Compression hardness: kg / 314 cm 2 Compression set:% Rebound resilience:%
【００２８】[0028]
【表１】 [Table 1]
【００２９】[0029]
【表２】 [Table 2]
【００３０】[0030]
【発明の効果】本発明の軟質ポリウレタンフォームおよ
び熱成形材は熱成形性に優れており、また、スラブフォ
ームを裁断して熱成形したものはモールド成形品と異な
りスキン層を有しないため快適性、防音性に優れてお
り、自動車、航空機、電車、住宅などの内装材、防音材
および衣料用パッドとして有用である。The flexible polyurethane foam and the thermoforming material of the present invention are excellent in thermoformability, and the slab foam cut and thermoformed does not have a skin layer unlike the molded article and is comfortable. It is excellent in soundproofing and is useful as an interior material for automobiles, airplanes, trains, houses, etc., a soundproofing material, and a pad for clothing.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０８Ｇ 101:00） ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification code Office reference number FI technical display area C08G 101: 00)
Claims (4)
ソシアネート（ｂ）とを触媒（ｃ）、発泡剤（ｄ）およ
び必要により他の添加剤（ｅ）の存在下で反応させて軟
質ポリウレタンフォームを製造する方法において、該
（ａ）が、平均官能基数が２〜６、平均水酸基価が２０
〜２００である活性水素含有化合物（ａ１）と、イソシ
アネート基をブロックする少なくとも１種の化合物（ａ
２）からなり、（ａ１）：（ａ２）＝（９９．５〜８
０）：（０．５〜２０）の重量比であることを特徴とす
る軟質ポリウレタンフォームの製法。1. A flexible polyurethane obtained by reacting an active hydrogen-containing compound (a) with an organic polyisocyanate (b) in the presence of a catalyst (c), a blowing agent (d) and optionally other additives (e). In the method for producing a foam, the (a) has an average number of functional groups of 2 to 6 and an average hydroxyl value of 20.
To 200, and at least one compound (a1) that blocks an isocyanate group.
2) and (a1) :( a2) = (99.5-8)
0): (0.5-20) weight ratio, The manufacturing method of the flexible polyurethane foam characterized by the above-mentioned.
ェノールおよびε−カプロラクタムから選ばれる少なく
とも１種である請求項１記載の製法。2. The method according to claim 1, wherein (a2) is at least one selected from bisphenol A, nonylphenol and ε-caprolactam.
した軟質ポリウレタンフォームからなる熱成形材。3. A thermoforming material comprising a flexible polyurethane foam produced by the production method according to claim 1.
圧下に熱成形する熱成形方法。4. A thermoforming method for thermoforming the thermoformed material according to claim 3 under heating and pressure.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5144233A JP2700519B2 (en) | 1993-05-24 | 1993-05-24 | Manufacturing method of flexible polyurethane foam and thermoforming body |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5144233A JP2700519B2 (en) | 1993-05-24 | 1993-05-24 | Manufacturing method of flexible polyurethane foam and thermoforming body |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06329753A true JPH06329753A (en) | 1994-11-29 |
| JP2700519B2 JP2700519B2 (en) | 1998-01-21 |
Family
ID=15357347
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5144233A Expired - Fee Related JP2700519B2 (en) | 1993-05-24 | 1993-05-24 | Manufacturing method of flexible polyurethane foam and thermoforming body |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2700519B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005054327A1 (en) * | 2003-12-05 | 2005-06-16 | Bridgestone Corporation | Flexible polyurethane foam and cloth-clad flexible polyurethane foam product |
| WO2009041535A1 (en) | 2007-09-28 | 2009-04-02 | Asahi Glass Company, Limited | Method for producing flexible polyurethane foam, method for producing hot press molded article, and hot press molded article |
| JP2022179683A (en) * | 2018-04-27 | 2022-12-02 | 株式会社イノアックコーポレーション | Soft polyurethane foam |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60197715A (en) * | 1983-11-29 | 1985-10-07 | バスフ アクチェン ゲゼルシャフト | Enhanced tight or foamed polyurethane formed body and manufacture of same from thermosettable monocomponent polyurethane compound |
| JPS62232425A (en) * | 1986-04-02 | 1987-10-12 | バイエル・アクチエンゲゼルシヤフト | Thermally deformable hard foam and its production and use |
-
1993
- 1993-05-24 JP JP5144233A patent/JP2700519B2/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60197715A (en) * | 1983-11-29 | 1985-10-07 | バスフ アクチェン ゲゼルシャフト | Enhanced tight or foamed polyurethane formed body and manufacture of same from thermosettable monocomponent polyurethane compound |
| JPS62232425A (en) * | 1986-04-02 | 1987-10-12 | バイエル・アクチエンゲゼルシヤフト | Thermally deformable hard foam and its production and use |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005054327A1 (en) * | 2003-12-05 | 2005-06-16 | Bridgestone Corporation | Flexible polyurethane foam and cloth-clad flexible polyurethane foam product |
| WO2009041535A1 (en) | 2007-09-28 | 2009-04-02 | Asahi Glass Company, Limited | Method for producing flexible polyurethane foam, method for producing hot press molded article, and hot press molded article |
| US8268906B2 (en) | 2007-09-28 | 2012-09-18 | Asahi Glass Company, Limited | Process for producing flexible polyurethane foam, process for producing hot press molded product, and hot press molded product |
| JP2022179683A (en) * | 2018-04-27 | 2022-12-02 | 株式会社イノアックコーポレーション | Soft polyurethane foam |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2700519B2 (en) | 1998-01-21 |
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