JP2019522098A - ポリウレタンフォーム形成組成物、その組成物を使用した低密度フォームの製造方法、そこから形成したフォーム - Google Patents
ポリウレタンフォーム形成組成物、その組成物を使用した低密度フォームの製造方法、そこから形成したフォーム Download PDFInfo
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- JP2019522098A JP2019522098A JP2019503705A JP2019503705A JP2019522098A JP 2019522098 A JP2019522098 A JP 2019522098A JP 2019503705 A JP2019503705 A JP 2019503705A JP 2019503705 A JP2019503705 A JP 2019503705A JP 2019522098 A JP2019522098 A JP 2019522098A
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- Prior art keywords
- isocyanate
- foam
- reactive
- weight
- forming composition
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 149
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 29
- 239000004814 polyurethane Substances 0.000 title claims abstract description 29
- 239000006260 foam Substances 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title description 4
- 239000004620 low density foam Substances 0.000 title description 3
- 150000001336 alkenes Chemical class 0.000 claims abstract description 24
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000007921 spray Substances 0.000 claims abstract description 13
- 229920005830 Polyurethane Foam Polymers 0.000 claims abstract description 12
- 239000011496 polyurethane foam Substances 0.000 claims abstract description 12
- 238000009413 insulation Methods 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims description 78
- 150000003077 polyols Chemical class 0.000 claims description 77
- 229920005906 polyester polyol Polymers 0.000 claims description 52
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 44
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 44
- 239000005056 polyisocyanate Substances 0.000 claims description 23
- 229920001228 polyisocyanate Polymers 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 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 claims description 18
- 229930006000 Sucrose Natural products 0.000 claims description 18
- 239000005720 sucrose Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 15
- 229920000570 polyether Polymers 0.000 claims description 13
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000012948 isocyanate Substances 0.000 claims description 7
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 238000005507 spraying Methods 0.000 claims description 4
- LDTMPQQAWUMPKS-UHFFFAOYSA-N 1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=CCl LDTMPQQAWUMPKS-UHFFFAOYSA-N 0.000 claims description 3
- 230000015556 catabolic process Effects 0.000 claims description 2
- 238000006731 degradation reaction Methods 0.000 claims description 2
- 239000004604 Blowing Agent Substances 0.000 abstract description 16
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract description 6
- 238000010792 warming Methods 0.000 abstract description 6
- 230000020169 heat generation Effects 0.000 abstract description 5
- 239000000779 smoke Substances 0.000 abstract description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 64
- 239000003063 flame retardant Substances 0.000 description 17
- 239000003054 catalyst Substances 0.000 description 15
- -1 polymethylene Polymers 0.000 description 15
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 10
- 239000000463 material Substances 0.000 description 8
- 238000006068 polycondensation reaction Methods 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- 229920006389 polyphenyl polymer Polymers 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000004970 Chain extender Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- 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 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 description 2
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-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
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- NHGVZTMBVDFPHJ-UHFFFAOYSA-N formyl fluoride Chemical compound FC=O NHGVZTMBVDFPHJ-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-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
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical class C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical group OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
- VZDIRINETBAVAV-UHFFFAOYSA-N 2,4-diisocyanato-1-methylcyclohexane Chemical class CC1CCC(N=C=O)CC1N=C=O VZDIRINETBAVAV-UHFFFAOYSA-N 0.000 description 1
- CJWBPEYRTPGWPF-UHFFFAOYSA-N 2-[bis(2-chloroethoxy)phosphoryloxy]ethyl bis(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCOP(=O)(OCCCl)OCCCl CJWBPEYRTPGWPF-UHFFFAOYSA-N 0.000 description 1
- CCJKFLLIJCGHMO-UHFFFAOYSA-N 2-[diethoxyphosphorylmethyl(2-hydroxyethyl)amino]ethanol Chemical compound CCOP(=O)(OCC)CN(CCO)CCO CCJKFLLIJCGHMO-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- TZBVWTQFTPARSX-UHFFFAOYSA-N 2-n,2-n,3-n,3-n,4-pentamethylpentane-2,3-diamine Chemical compound CC(C)C(N(C)C)C(C)N(C)C TZBVWTQFTPARSX-UHFFFAOYSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- XIRDTMSOGDWMOX-UHFFFAOYSA-N 3,4,5,6-tetrabromophthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(Br)C(Br)=C1C(O)=O XIRDTMSOGDWMOX-UHFFFAOYSA-N 0.000 description 1
- FZQMJOOSLXFQSU-UHFFFAOYSA-N 3-[3,5-bis[3-(dimethylamino)propyl]-1,3,5-triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 FZQMJOOSLXFQSU-UHFFFAOYSA-N 0.000 description 1
- QEJPOEGPNIVDMK-UHFFFAOYSA-N 3-bromo-2,2-bis(bromomethyl)propan-1-ol Chemical compound OCC(CBr)(CBr)CBr QEJPOEGPNIVDMK-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-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-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
- 125000002353 D-glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 238000006683 Mannich reaction Methods 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 description 1
- GPDWNEFHGANACG-UHFFFAOYSA-L [dibutyl(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(CCCC)OC(=O)C(CC)CCCC GPDWNEFHGANACG-UHFFFAOYSA-L 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
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
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- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
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- E—FIXED CONSTRUCTIONS
- E04—BUILDING
- E04B—GENERAL BUILDING CONSTRUCTIONS; WALLS, e.g. PARTITIONS; ROOFS; FLOORS; CEILINGS; INSULATION OR OTHER PROTECTION OF BUILDINGS
- E04B1/00—Constructions in general; Structures which are not restricted either to walls, e.g. partitions, or floors or ceilings or roofs
- E04B1/62—Insulation or other protection; Elements or use of specified material therefor
- E04B1/74—Heat, sound or noise insulation, absorption, or reflection; Other building methods affording favourable thermal or acoustical conditions, e.g. accumulating of heat within walls
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- C08J2201/00—Foams characterised by the foaming process
- C08J2201/02—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments
- C08J2201/022—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments premixing or pre-blending a part of the components of a foamable composition, e.g. premixing the polyol with the blowing agent, surfactant and catalyst and only adding the isocyanate at the time of foaming
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Abstract
Description
に従ったポリオールのOH官能性およびヒドロキシル価から計算することができることを理解されよう。特定の実施態様では、無水フタル酸ポリエステルポリオールは200〜1000グラム/モル(300〜500グラム/モルまたは350〜450グラム/モル等)のMnを有している。
相安定的なイソシアネート反応性組成物を含むポリウレタンフォーム形成組成物に関し、これは明細書で使用される場合イソシアネート反応性組成物がイソシアネート反応性組成物を50℃で7日間劣化させた後に視認可能な混濁性および/またはゲルを示さないことを意味する。
同一でも異なっていてもよい各R1は、塩素、フッ素、臭素、ヨウ素、または水素であり、
R2は(CR1 2)nXであり、
XはCR1F2であり、かつ
nは0、1、2、または3である]
の構造を有する化合物である。
nは0〜7の数であり、
mは2〜3の数であり;
Xは飽和または不飽和の臭素系ポリオール残渣であり;かつ
Rは水素または1〜5個の炭素原子を有するアルキル基である]
の臭素系ポリエーテルポリオールを含む。他の好適な臭素系難燃剤には、限定することなく、中でも、3,4,5,6−テトラブロモフタル酸、トリブロモネオペンチルアルコール、1,3−プロパンジオール、2,2−ビス(ブロモメチル)、およびペンタブロモフェニルエーテルが挙げられ、それらの2つ以上の混合物が含まれる。好適な市販の臭素系難燃剤には、SaFRon(商標)(6000シリーズ)臭素系難燃剤としてICL Industrial Productsから入手可能なもの、およびAlbermarle Corporationからの市販されている無水テトラブロモフタル酸の臭素含有ジエステル/エーテルジオールが挙げられる。そのような臭素系難燃剤のうちの2つ以上の混合物を使用することができる。特定の実施態様では、臭素系難燃剤はホスホン化されていない一方で、難燃剤が無水テトラブロモフタル酸の臭素含有ジエステル/エーテルジオールを含むもののような他の実施態様では難燃剤はさらにリン酸エステルを含んでいてもよい。
下表1に列挙された成分および量(重量部)を使用してポリオールブレンドを調製した。ポリオールブレンドを調製するために、発泡剤以外のすべての成分を好適な容器に加えて混合した。その後、発泡剤を加える前に混合物を10℃に冷却した。発泡剤を加えた後に、完成したポリオールブレンドを350mlのガラス製圧力容器に移した。ポリオールブレンドの充填重量は容器1つ当たりに375グラムであった。
2Stepan Companyから入手可能な340〜360mgKOH/グラムポリオールのヒドロキシル価、2.4の理論上の官能性、および160の平均当量を有する、無水フタル酸に基づくポリエステルポリオール。
3Huntsman Cooperationから入手可能な285〜305mgKOH/グラムポリオールのヒドロキシル価、および2.4の理論上の官能性を有する、芳香族テレフタレートに基づくポリエステルポリオール。
4トリエタノールアミン(水での85%溶液)。
5Covestro LLCから入手可能な、分子量625のスクロースに基づくポリエーテルポリオール、ヒドロキシル価は450〜490mgKOH/グラムポリオール。
6Albemarle Corporationからの難燃剤。
7Siltech Corporationからの、ジメチルシロキサンおよびポリオキシアルキルエンの加水分解不能なブロックコポリマー。
8Air Products and Chemicals,Inc.からのアミン触媒。
以下の例は、発熱が少ないことによりスコーチが無い肉厚部品を製造するための、スプレーフォーム用途での本明細書に記載された種類のポリウレタンフォーム形成組成物の予想される利点を実証するものである。
Claims (20)
- (a)イソシアネート反応性組成物であって、
(1)該イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて少なくとも50重量%の芳香族ポリエステルポリオール;
(2)水;および
(3)C2〜C6ハロゲン化オレフィン
を含んでなり、50℃で7日間該イソシアネート反応性組成物を劣化させた後に視認可能な混濁性またはゲルを呈さないイソシアネート反応性組成物;ならびに
(b)ポリイソシアネート
を含んでなる、ポリウレタンフォーム形成組成物。 - 前記イソシアネート反応性組成物が、該イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて、少なくとも50重量%の無水フタル酸に基づくポリエステルポリオールを含んでなる、請求項1に記載のフォーム形成組成物。
- 前記無水フタル酸に基づくポリエステルポリオールが、
(i)290〜310mg KOH/グラムポリオールのヒドロキシル価を有し、かつ2.0〜2.2のOH官能性を有する、第一の無水フタル酸に基づくポリエステルポリオール、および
(ii)340〜360mg KOH/グラムポリオールのヒドロキシル価を有し、かつ2.3〜2.5のOH官能性を有する、第二の無水フタル酸に基づくポリエステルポリオール
を含む、2種以上の無水フタル酸に基づくポリエステルポリオールの混合物を含んでなる、請求項2に記載のフォーム形成組成物。 - (i)が、(i)および(ii)の合計重量に基づいて、50重量%〜99重量%の量で存在し、かつ
(ii)が、(i)および(ii)の合計重量に基づいて、1重量%〜50重量%の量で存在する、請求項3に記載のフォーム形成組成物。 - 前記無水フタル酸に基づくポリエステルポリオールが、前記イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて、少なくとも60重量%の量で存在している、請求項2に記載のフォーム形成組成物。
- 前記イソシアネート反応性組成物が、400〜800mg KOH/グラムポリオールのヒドロキシル価および5.0〜7.0のOH官能性を有しているスクロースに基づくポリエーテルポリオールをさらに含んでなる、請求項1に記載のフォーム形成組成物。
- 前記スクロースに基づくポリエーテルポリオールが、前記イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて、1〜20重量%の量で存在している、請求項6に記載のフォーム形成組成物。
- 前記C2〜C6ハロゲン化オレフィンがヒドロフルオロクロロオレフィンを含む、請求項1に記載のフォーム形成組成物。
- 前記ヒドロフルオロクロロオレフィンが1,1,1−トリフルオロ−3−クロロプロペン(HFCO−1233zd)を含む、請求項8に記載のフォーム形成組成物。
- (a)スプレーガン中で請求項1に記載のフォーム形成組成物を衝突混合すること;および
(b)該混合物を表面上に噴霧すること
を含んでなる、低密度のポリウレタンフォームを製造する方法。 - (a)イソシアネート反応性組成物であって、
(1)該イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて少なくとも50重量%の無水フタル酸に基づくポリエステルポリオールn芳香族ポリエステルポリオール;
(2)水;および
(3)C2〜C6ハロゲン化オレフィン
を含んでなる、イソシアネート反応性組成物;ならびに
(b)ポリイソシアネート
を含んでなる、ポリウレタンフォーム形成組成物。 - 前記無水フタル酸に基づくポリエステルポリオールが、
(i)290〜310mg KOH/グラムポリオールのヒドロキシル価を有し、かつ2.0〜2.2のOH官能性を有する、第一の無水フタル酸に基づくポリエステルポリオール、および
(ii)340〜360mg KOH/グラムポリオールのヒドロキシル価を有し、かつ2.3〜2.5のOH官能性を有する、第二の無水フタル酸に基づくポリエステルポリオール
を含む、2種以上の無水フタル酸に基づくポリエステルポリオールの混合物を含んでなる、請求項11に記載のフォーム形成組成物。 - (i)が、(i)および(ii)の合計重量に基づいて、50重量%〜99重量%の量で存在し、かつ
(ii)が、(i)および(ii)の合計重量に基づいて、1重量%〜50重量%の量で存在する、請求項12に記載のフォーム形成組成物。 - 前記無水フタル酸に基づくポリエステルポリオールが、前記イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて、少なくとも60重量%の量で存在している、請求項11に記載のフォーム形成組成物。
- 前記イソシアネート反応性組成物が、400〜800mg KOH/グラムポリオールのヒドロキシル価および5.0〜7.0のOH官能性を有しているスクロースに基づくポリエーテルポリオールをさらに含んでなる、請求項11に記載のフォーム形成組成物。
- 前記スクロースに基づくポリエーテルポリオールが、前記イソシアネート反応性組成物中のイソシアネート反応性成分の総重量に基づいて、1〜20重量%の量で存在している、請求項15に記載のフォーム形成組成物。
- 前記C2〜C6ハロゲン化オレフィンがヒドロフルオロクロロオレフィンを含む、請求項11に記載のフォーム形成組成物。
- 前記ヒドロフルオロクロロオレフィンが1,1,1−トリフルオロ−3−クロロプロペン(HFCO−1233zd)を含む、請求項17に記載のフォーム形成組成物。
- (a)スプレーガン中で請求項11に記載のフォーム形成組成物を衝突混合すること;および
(b)該混合物を表面上に噴霧すること
を含んでなる、低密度のポリウレタンフォームを製造する方法。 - 請求項19に記載の方法によって形成されたフォームを含んでなる、建物の壁または屋根の断熱体。
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KR102461461B1 (ko) * | 2020-08-31 | 2022-11-02 | (주)동성화인텍 | 친환경 발포제를 포함하는 폴리이소시아누레이트 폼 형성용 폴리올 조성물 및 이를 이용한 파이프 커버용 폴리이소시아누레이트 폼 |
Also Published As
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US20180022885A1 (en) | 2018-01-25 |
US10131758B2 (en) | 2018-11-20 |
JP6935485B2 (ja) | 2021-09-15 |
EP3487900A1 (en) | 2019-05-29 |
WO2018022405A1 (en) | 2018-02-01 |
CN109476805A (zh) | 2019-03-15 |
CN109476805B (zh) | 2021-07-13 |
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