JP4691683B2 - ポリウレタン発泡組成物およびポリウレタンフォームの製造方法 - Google Patents
ポリウレタン発泡組成物およびポリウレタンフォームの製造方法 Download PDFInfo
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- JP4691683B2 JP4691683B2 JP2009132793A JP2009132793A JP4691683B2 JP 4691683 B2 JP4691683 B2 JP 4691683B2 JP 2009132793 A JP2009132793 A JP 2009132793A JP 2009132793 A JP2009132793 A JP 2009132793A JP 4691683 B2 JP4691683 B2 JP 4691683B2
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- polyurethane foam
- crosslinking agent
- acid
- foam composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 56
- 229920005830 Polyurethane Foam Polymers 0.000 title claims description 50
- 239000011496 polyurethane foam Substances 0.000 title claims description 50
- 238000004519 manufacturing process Methods 0.000 title claims description 20
- 239000003431 cross linking reagent Substances 0.000 claims description 35
- 229920005862 polyol Polymers 0.000 claims description 30
- 150000003077 polyols Chemical class 0.000 claims description 30
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000005056 polyisocyanate Substances 0.000 claims description 17
- 229920001228 polyisocyanate Polymers 0.000 claims description 17
- -1 γ-aminopropyl group Chemical group 0.000 claims description 17
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 229940043276 diisopropanolamine Drugs 0.000 claims description 8
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 5
- GIACMWUKBLHAAG-UHFFFAOYSA-N 2-[hexyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCCCN(CCO)CCO GIACMWUKBLHAAG-UHFFFAOYSA-N 0.000 claims description 4
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 3
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000174 gluconic acid Substances 0.000 claims description 2
- 235000012208 gluconic acid Nutrition 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
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- 229960004889 salicylic acid Drugs 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- GAWAYYRQGQZKCR-UHFFFAOYSA-N 2-chloropropionic acid Chemical compound CC(Cl)C(O)=O GAWAYYRQGQZKCR-UHFFFAOYSA-N 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
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- 239000006260 foam Substances 0.000 description 40
- 238000004132 cross linking Methods 0.000 description 17
- 239000003381 stabilizer Substances 0.000 description 11
- 125000002947 alkylene group Chemical group 0.000 description 10
- 150000002430 hydrocarbons Chemical group 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 238000005187 foaming Methods 0.000 description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 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 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 230000006835 compression Effects 0.000 description 7
- 238000007906 compression Methods 0.000 description 7
- 239000012948 isocyanate Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 239000004088 foaming agent Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- 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 4
- BJUPZVQSAAGZJL-UHFFFAOYSA-N 2-methyloxirane;propane-1,2,3-triol Chemical compound CC1CO1.OCC(O)CO BJUPZVQSAAGZJL-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 230000023402 cell communication Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000007542 hardness measurement Methods 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- SIEILFNCEFEENQ-UHFFFAOYSA-N dibromoacetic acid Chemical compound OC(=O)C(Br)Br SIEILFNCEFEENQ-UHFFFAOYSA-N 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000010097 foam moulding Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000013500 performance material Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 235000000346 sugar Nutrition 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
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- GAWAYYRQGQZKCR-REOHCLBHSA-N (S)-2-chloropropanoic acid Chemical compound C[C@H](Cl)C(O)=O GAWAYYRQGQZKCR-REOHCLBHSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- ZQHJVIHCDHJVII-OWOJBTEDSA-N (e)-2-chlorobut-2-enedioic acid Chemical compound OC(=O)\C=C(\Cl)C(O)=O ZQHJVIHCDHJVII-OWOJBTEDSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 1
- QVHNPERSEFABEH-UHFFFAOYSA-N 2,2-dibromopropanoic acid Chemical compound CC(Br)(Br)C(O)=O QVHNPERSEFABEH-UHFFFAOYSA-N 0.000 description 1
- MENJBAPSEVYSIK-UHFFFAOYSA-N 2,2-dichloro-2-phenylacetic acid Chemical compound OC(=O)C(Cl)(Cl)C1=CC=CC=C1 MENJBAPSEVYSIK-UHFFFAOYSA-N 0.000 description 1
- BRRSNXCXLSVPFC-UHFFFAOYSA-N 2,3,4-Trihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1O BRRSNXCXLSVPFC-UHFFFAOYSA-N 0.000 description 1
- YNVNFMCYBIBHLH-UHFFFAOYSA-N 2,3-dibromobenzoic acid Chemical compound OC(=O)C1=CC=CC(Br)=C1Br YNVNFMCYBIBHLH-UHFFFAOYSA-N 0.000 description 1
- FJWGRXKOBIVTFA-UHFFFAOYSA-N 2,3-dibromobutanedioic acid Chemical compound OC(=O)C(Br)C(Br)C(O)=O FJWGRXKOBIVTFA-UHFFFAOYSA-N 0.000 description 1
- QAOJBHRZQQDFHA-UHFFFAOYSA-N 2,3-dichlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1Cl QAOJBHRZQQDFHA-UHFFFAOYSA-N 0.000 description 1
- JLZVIWSFUPLSOR-UHFFFAOYSA-N 2,3-difluorobenzoic acid Chemical compound OC(=O)C1=CC=CC(F)=C1F JLZVIWSFUPLSOR-UHFFFAOYSA-N 0.000 description 1
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 description 1
- XXSPGBOGLXKMDU-UHFFFAOYSA-N 2-bromo-2-methylpropanoic acid Chemical compound CC(C)(Br)C(O)=O XXSPGBOGLXKMDU-UHFFFAOYSA-N 0.000 description 1
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- DPRAYRYQQAXQPE-UHFFFAOYSA-N 2-bromohexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(Br)C(O)=O DPRAYRYQQAXQPE-UHFFFAOYSA-N 0.000 description 1
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- YUDBKSANIWMLCU-UHFFFAOYSA-N 3,4-dichlorophthalic acid Chemical compound OC(=O)C1=CC=C(Cl)C(Cl)=C1C(O)=O YUDBKSANIWMLCU-UHFFFAOYSA-N 0.000 description 1
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- OKHIGGWUISQLMG-UHFFFAOYSA-N 3-diethoxysilylpropan-1-amine Chemical compound CCO[SiH](OCC)CCCN OKHIGGWUISQLMG-UHFFFAOYSA-N 0.000 description 1
- VJAVYPBHLPJLSN-UHFFFAOYSA-N 3-dimethoxysilylpropan-1-amine Chemical compound CO[SiH](OC)CCCN VJAVYPBHLPJLSN-UHFFFAOYSA-N 0.000 description 1
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- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
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- 239000000446 fuel Substances 0.000 description 1
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- 125000005843 halogen group Chemical group 0.000 description 1
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- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
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- 239000004615 ingredient Substances 0.000 description 1
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- 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
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- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MNJJTHFKDZQVKH-UHFFFAOYSA-N n'-[3-(diethoxymethylsilyl)propyl]ethane-1,2-diamine Chemical compound CCOC(OCC)[SiH2]CCCNCCN MNJJTHFKDZQVKH-UHFFFAOYSA-N 0.000 description 1
- XFFPIAQRIDTSIZ-UHFFFAOYSA-N n'-[3-(dimethoxymethylsilyl)propyl]ethane-1,2-diamine Chemical compound COC(OC)[SiH2]CCCNCCN XFFPIAQRIDTSIZ-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical group CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000013514 silicone foam Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical class [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000008096 xylene Chemical group 0.000 description 1
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Description
(A)成分であるポリイソシアネートとしては、2個以上のイソシアネート基を有する公知の脂肪族、脂環族および芳香族の有機イソシアネート化合物を使用することができる。例えば、ヘキサメチレンジイソシアネート、イソホロンジイソシアネート、4,4−ジシクロヘキシルメタンジイソシアネート、2,4−あるいは2,6−トリレンジイソシアネート(トルエンジイソシアネートあるいはトルイジンジイソシアネート:TDI)、2,2´−または2,4−あるいは4,4´−ジフェニルメタンジイソシアネート(MDI)のようなアルキレンジイソシアネートあるいはアリーレンイソシアネート、ならびに公知のトリイソシアネートおよびポリメリックMDI(粗製ジフェニルメタンジイソシアネート;クルードMDIと呼称されている)などが挙げられる。
(B)成分である活性水素含有化合物は、(B1)ポリオールと(B2)水をそれぞれ含有する。
1)ポリヒドロキシアルカンのアルキレンオキサイド付加物
2)非還元糖および糖誘導体のアルキレンオキサイド付加物
3)リン酸およびポリリン酸のアルキレンオキサイド付加物
4)ポリフェノール類のアルキレンオキサイド付加物
5)一級および二級アミンのアルキレンオキサイド付加物である。
(C)架橋剤組成物は、(a)アルカノールアミンと(b)アミノシランから選ばれる少なくとも1種の架橋剤(C1)と、少なくとも1種のカルボン酸(C2)をそれぞれ含有する。
HxR1 yN((R2O)nH)3−x−y………(1)
(R3O)qR4 3−qSi−R5−(NHCH2CH2)pNR6R7………(2)
Xz−R8(COOH)m………(3)
(a)アルカノールアミンとして、N,N−ジイソプロパノールアミン(ジイソプロパノールアミン)およびN,N−ジエタノールヘキシルアミン(N−ヘキシルジエタノールアミン)、(b)アミノシランとしてγ−アミノプロピルトリエトキシシラン、表1に示す各種カルボン酸(C2)、および2−メチル−1,3−プロパンジオールおよびユニックスG−450(ポリオキシエチレングリコール(8)グリセリルエーテル;日本油脂社製)を、それぞれ表1に示す組成で配合し、架橋剤組成物(架橋剤-1〜架橋剤-12)を調製した。なお、架橋剤組成物の調製においては、室温でカルボン酸(C2)以外の成分を3分間手で撹拌・混合した後、1分かけて徐々にカルボン酸(C2)を加えて混合した。また、N,N−ジイソプロパノールアミンのみは、60℃の温度で完全に溶解させた後、室温で混合した。表1において部は質量部を示す。
吐出時間としては、反応混合物への(A)ポリイソシアネートの添加から、金型上部の4箇所のガス抜き孔から発泡体が押出されて最初に出現するまでの時間(秒)を測定した。
FTCは、型から出して1分後から測定し、発泡体(フォームパッド)を最初の厚さから50%まで圧縮させるのに必要なピーク力である。硬さ測定に使用されるものと同じ設定の荷重試験器を用いて測定した。FTC値は発泡の連通性を評価する良好な尺度である。FTC値が低いほど発泡の連通性が高い。
JIS K6401の硬さ測定に準じ、型から出して室温にて1日静置後にFTC測定について使用したと同じパッドを測定する。
Claims (7)
- (A)ポリイソシアネートと、
(B)(B1)ポリオールと(B2)水をそれぞれ含む活性水素含有化合物、および
(C)架橋剤組成物を前記(B)成分である活性水素含有化合物100質量部に対して0.1〜20質量部
を含有するポリウレタン発泡組成物であり、
前記(C)架橋剤組成物は、
アルカノールアミン(a)であるジイソプロパノールアミンおよび/またはN−ヘキシルジエタノールアミンと、
式(2):
(R3O)qR4 3−qSi−R5−(NHCH2CH2)pNR6R7………(2)
(式中、R3は炭素数1〜6のアルキル基、R4は水素基またはメチル基、R5は炭素数1〜10の2価の炭化水素基、R6およびR7は水素原子または炭素数1〜20の1価の炭化水素基をそれぞれ示す。qは0〜3の整数、pは0〜4の整数である。)
で表わされるアミノシラン(b)から選ばれる少なくとも1種の架橋剤(C1)と、
式(3):
Xz−R8(COOH)m………(3)
(式中、R8は炭化水素基、Xは塩素基、フッ素基、臭素基、および水酸基から選ばれる基をそれぞれ示す。zは1以上の整数、mは1以上の整数である。)
で表わされる少なくとも1種のカルボン酸(C2)をそれぞれ含有し、
前記(C)架橋剤組成物中の前記(C2)カルボン酸のカルボキシル基による前記(C1)架橋剤の有するアミノ基のブロック率が、5〜80%であることを特徴とするポリウレタン発泡組成物。 - 前記(C)架橋剤組成物全体に対する前記(C1)架橋剤の含有割合が、5〜90質量%であることを特徴とする請求項1記載のポリウレタン発泡組成物。
- 前記(b)アミノシランが、γ−アミノプロピル基またはN−(β−アミノエチル)−γ−アミノプロピル基を有するシランであることを特徴とする請求項1または2記載のポリウレタン発泡組成物。
- 前記(C2)カルボン酸の分子量が300以下であることを特徴とする請求項1ないし3のいずれか1項記載のポリウレタン発泡組成物。
- 前記(C2)カルボン酸が、サリチル酸、乳酸、グルコン酸、2−クロロプロパン酸から選ばれる少なくとも1種であることを特徴とする請求項4記載のポリウレタン発泡組成物。
- 前記(C)架橋剤組成物は、2−メチル−1,3−プロパンジオールおよび/またはポリオキシエチレングリコールグリセリルエーテルをさらに含有することを特徴とする請求項1ないし5のいずれか1項記載のポリウレタン発泡組成物。
- 請求項1ないし6のいずれか1項記載のポリウレタン発泡組成物を用いることを特徴とするポリウレタンフォームの製造方法。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2009132793A JP4691683B2 (ja) | 2009-06-02 | 2009-06-02 | ポリウレタン発泡組成物およびポリウレタンフォームの製造方法 |
PCT/JP2010/003677 WO2010140356A1 (ja) | 2009-06-02 | 2010-06-02 | ポリウレタン発泡組成物およびポリウレタンフォームの製造方法 |
KR1020117012098A KR101718171B1 (ko) | 2009-06-02 | 2010-06-02 | 폴리우레탄 발포 조성물과 폴리우레탄 폼의 제조 방법 |
CN201080003508.7A CN102395613B (zh) | 2009-06-02 | 2010-06-02 | 聚氨酯发泡组合物以及聚氨酯泡沫的制造方法 |
EP10783144.8A EP2439221B1 (en) | 2009-06-02 | 2010-06-02 | Expandable polyurethane composition and process for production of polyurethane foam |
US13/131,479 US9266994B2 (en) | 2009-06-02 | 2010-06-02 | Expandable polyurethane composition and manufacturing method of polyurethane foam |
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KR101670090B1 (ko) | 2008-04-25 | 2016-10-27 | 도요 폴리머 가부시키가이샤 | 폴리우레탄 발포체 및 연마 패드 |
EP2643378B1 (de) * | 2010-11-22 | 2014-10-08 | Bayer Intellectual Property GmbH | Verfahren zur herstellung von polyurethanweichschaumstoffen |
JPWO2013161931A1 (ja) | 2012-04-26 | 2015-12-24 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | ポリウレタン発泡組成物および軟質ポリウレタンフォームの製造方法 |
WO2013161854A1 (ja) | 2012-04-26 | 2013-10-31 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | ポリウレタン発泡組成物および軟質ポリウレタンフォームの製造方法 |
KR102419810B1 (ko) | 2020-11-24 | 2022-07-14 | 임창오 | 폴리우레탄 발포 복합체의 제조 방법 |
CN112898523B (zh) * | 2021-01-25 | 2022-05-31 | 惠彩材料科技(苏州)有限公司 | 一种聚氨酯泡棉及其制备方法和应用 |
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JPS52128997A (en) * | 1976-03-12 | 1977-10-28 | Prb Sa | Process for producing polyurethane with outer skin layer |
JPH072968A (ja) * | 1993-06-15 | 1995-01-06 | Sanyo Chem Ind Ltd | 熱成形性軟質ポリウレタンフォームの製法、熱成形材及び熱成形方法 |
JPH07233234A (ja) * | 1993-11-29 | 1995-09-05 | Osi Specialties Inc | ポリウレタン・フォームの製造方法の改良 |
JP2000204134A (ja) * | 1999-01-05 | 2000-07-25 | Ck Witco Corp | ポリウレタンフォーム製造法 |
JP2000204135A (ja) * | 1999-01-05 | 2000-07-25 | Ck Witco Corp | ポリウレタンフォーム製造方法 |
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EP2439221A1 (en) | 2012-04-11 |
KR20120027104A (ko) | 2012-03-21 |
CN102395613B (zh) | 2014-06-25 |
EP2439221A4 (en) | 2013-02-27 |
WO2010140356A1 (ja) | 2010-12-09 |
US9266994B2 (en) | 2016-02-23 |
US20110263740A1 (en) | 2011-10-27 |
CN102395613A (zh) | 2012-03-28 |
JP2010280743A (ja) | 2010-12-16 |
KR101718171B1 (ko) | 2017-03-20 |
EP2439221B1 (en) | 2016-08-03 |
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