JP2007510779A - トルエンジアミン開始ポリオールをベースにする硬質ポリウレタンフォーム - Google Patents
トルエンジアミン開始ポリオールをベースにする硬質ポリウレタンフォーム Download PDFInfo
- Publication number
- JP2007510779A JP2007510779A JP2006538304A JP2006538304A JP2007510779A JP 2007510779 A JP2007510779 A JP 2007510779A JP 2006538304 A JP2006538304 A JP 2006538304A JP 2006538304 A JP2006538304 A JP 2006538304A JP 2007510779 A JP2007510779 A JP 2007510779A
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- JP
- Japan
- Prior art keywords
- mixture
- polyol
- weight
- toluenediamine
- average
- 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
- 150000003077 polyols Chemical class 0.000 title claims abstract description 126
- 229920005862 polyol Polymers 0.000 title claims abstract description 105
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 title claims abstract description 79
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 19
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 19
- 125000006353 oxyethylene group Chemical group 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims description 117
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 52
- 229920000570 polyether Polymers 0.000 claims description 50
- 239000004604 Blowing Agent Substances 0.000 claims description 41
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 40
- 239000003054 catalyst Substances 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000012948 isocyanate Substances 0.000 claims description 18
- 150000002513 isocyanates Chemical class 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 229920001228 polyisocyanate Polymers 0.000 claims description 16
- 239000005056 polyisocyanate Substances 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000011541 reaction mixture Substances 0.000 claims description 11
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 150000001924 cycloalkanes Chemical class 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 239000006260 foam Substances 0.000 abstract description 65
- 238000009472 formulation Methods 0.000 description 36
- 230000000052 comparative effect Effects 0.000 description 17
- 238000009413 insulation Methods 0.000 description 13
- -1 poly (oxyethylene) Polymers 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 229920005903 polyol mixture Polymers 0.000 description 6
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 3
- CZSSKBQAJULWPY-UHFFFAOYSA-N 2-undecylsulfanylacetic acid Chemical compound CCCCCCCCCCCSCC(O)=O CZSSKBQAJULWPY-UHFFFAOYSA-N 0.000 description 3
- 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 229930006000 Sucrose Natural products 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 3
- WGZYQOSEVSXDNI-UHFFFAOYSA-N 1,1,2-trifluoroethane Chemical compound FCC(F)F WGZYQOSEVSXDNI-UHFFFAOYSA-N 0.000 description 2
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000012774 insulation material Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 description 1
- WZLFPVPRZGTCKP-UHFFFAOYSA-N 1,1,1,3,3-pentafluorobutane Chemical compound CC(F)(F)CC(F)(F)F WZLFPVPRZGTCKP-UHFFFAOYSA-N 0.000 description 1
- CXIGIYYQHHRBJC-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluorobutane Chemical compound FC(F)(F)CCC(F)(F)F CXIGIYYQHHRBJC-UHFFFAOYSA-N 0.000 description 1
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 1
- ZXVZGGVDYOBILI-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoropropane Chemical compound FC(F)C(F)(F)C(F)F ZXVZGGVDYOBILI-UHFFFAOYSA-N 0.000 description 1
- ISFDGOHTRCNJJG-UHFFFAOYSA-N 1,1,2,2,3-pentafluoropentane Chemical compound CCC(F)C(F)(F)C(F)F ISFDGOHTRCNJJG-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- AHFMSNDOYCFEPH-UHFFFAOYSA-N 1,2-difluoroethane Chemical compound FCCF AHFMSNDOYCFEPH-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
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 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
- VZDIRINETBAVAV-UHFFFAOYSA-N 2,4-diisocyanato-1-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1N=C=O VZDIRINETBAVAV-UHFFFAOYSA-N 0.000 description 1
- LPKLOHNQLZWKTG-UHFFFAOYSA-N 2-n-methyl-2-n-propan-2-ylpropane-1,2-diamine Chemical compound CC(C)N(C)C(C)CN LPKLOHNQLZWKTG-UHFFFAOYSA-N 0.000 description 1
- ZRWNRAJCPNLYAK-UHFFFAOYSA-N 4-bromobenzamide Chemical compound NC(=O)C1=CC=C(Br)C=C1 ZRWNRAJCPNLYAK-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical compound CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 description 1
- PAMIQIKDUOTOBW-UHFFFAOYSA-N N-methylcyclohexylamine Natural products CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- FAOMZVDZARKPFJ-UHFFFAOYSA-N WIN 18446 Chemical compound ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl FAOMZVDZARKPFJ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 150000002730 mercury Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- XFLSMWXCZBIXLV-UHFFFAOYSA-N n,n-dimethyl-2-(4-methylpiperazin-1-yl)ethanamine Chemical compound CN(C)CCN1CCN(C)CC1 XFLSMWXCZBIXLV-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002937 thermal insulation foam Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 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 1
- 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 1
- AXNUJYHFQHQZBE-UHFFFAOYSA-N toluenediamine group Chemical group C1(=C(C(=CC=C1)N)N)C AXNUJYHFQHQZBE-UHFFFAOYSA-N 0.000 description 1
- 150000004998 toluenediamines Chemical class 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2618—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen
- C08G65/2621—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups
- C08G65/2627—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups containing aromatic or arylaliphatic amine groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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Abstract
Description
硬質ポリウレタンフォーム実施例1〜3並びに比較例C1及びC2を、表Iに記載したようなフォーム配合物から製造する。
硬質ポリウレタンフォーム実施例4〜7を、表IIIに記載したようなフォーム配合物を使用して、実施例1〜3に関して記載したようにして、製造しそして評価する。
硬質ポリウレタンフォーム実施例8及び9並びに比較サンプルC3及びC4を、表Vに記載したようなフォーム配合物を使用して、実施例1〜3に関して記載したようにして、製造しそして評価する。
硬質ポリウレタンフォーム実施例10及び比較サンプルC5を、表VIIに記載したようなフォーム配合物を使用して、実施例1〜3に関して記載したようにして、製造しそして評価する。
実施例11の硬質ポリウレタンフォームを、表IXに記載したようなフォーム配合物を使用して、実施例1〜2に関して記載したようにして、製造しそして評価する。この実施例は、存在する全ポリオールの70%を構成する22%EO o−TDAポリオールブレンドのために、35重量%の、8%のEOを有するo−TDAポリオール及び等量の35重量%EO o−TDAポリオールを使用する。
Claims (22)
- (1)反応条件下で、(a)300〜600の平均ヒドロキシル価及び平均少なくとも3個のヒドロキシル基/分子を有する、ポリオール又はその混合物を含有するイソシアネート反応性成分を、(b)ポリオール又はその混合物と反応性であるポリイソシアネートを含有するイソシアネート成分と、炭素数2〜4のヒドロフルオロカーボンからなる群から選択された、有効量の物理的発泡剤及びポリオール又はその混合物の100重量部当たり0.1〜4重量部の水の存在下に、混合することによって、反応混合物を形成せしめ、そして
(2)前記反応混合物を、密閉空間内で反応し、膨張し、そして硬化して、前記密閉空間内で硬質ポリウレタンフォームを形成するような条件に付すことを含んでなり、
そのポリオール又はその混合物の少なくとも10重量%が、1種又はそれ以上のヒドロキシル基含有、トルエンジアミン開始ポリエーテルであり、そのトルエンジアミン開始ポリエーテルが300〜600の平均ヒドロキシル価を有し、そして更にオキシエチレン(−CH2−CH2−O−)基が全トルエンジアミン開始ポリエーテル重量の2〜25%を構成するポリウレタンフォームの製造方法。 - 前記物理的発泡剤がHFC134A、HFC245fa、HFC365mfc及びこれらの混合物から選択される請求項1に記載の方法。
- (1)反応条件下で、(a)300〜600の平均ヒドロキシル価及び平均少なくとも3個のヒドロキシル基/分子を有する、ポリオール又はその混合物を含有するイソシアネート反応性成分を、(b)ポリオール又はその混合物と反応性であるポリイソシアネートを含有するイソシアネート成分と、炭素数3〜6のアルカン及び炭素数5〜6のシクロアルカンからなる群から選択された、有効量の物理的発泡剤及びポリオール又はその混合物の100重量部当たり0.1〜4重量部の水の存在下に、混合することによって、反応混合物を形成せしめ、そして
(2)前記反応混合物を、密閉空間内で反応し、膨張し、そして硬化して、前記密閉空間内で硬質ポリウレタンフォームを形成するような条件に付すことを含んでなり、そのポリオール又はその混合物の少なくとも10重量%が、1種又はそれ以上のヒドロキシル基含有、トルエンジアミン開始ポリエーテルであり、そのトルエンジアミン開始ポリエーテルが300〜600の平均ヒドロキシル価を有し、そして更にオキシエチレン(−CH2−CH2−O−)基が全トルエンジアミン開始ポリエーテル重量の2〜25%を構成するポリウレタンフォームの製造方法。 - 前記トルエンジアミン開始ポリエーテルが3〜20重量%の平均オキシエチレン基含有量を有する請求項1又は3に記載の方法。
- 前記トルエンジアミンが少なくとも50重量%の2−3−異性体である請求項4に記載の方法。
- 前記トルエンジアミン開始ポリエーテルがポリオール又はその混合物の少なくとも50重量%を構成する請求項1又は3に記載の方法。
- 前記トルエンジアミン開始ポリエーテルが6〜15重量%の平均オキシエチレン基含有量を有する請求項6に記載の方法。
- トルエンジアミン開始ポリエーテルがポリオール又はその混合物の少なくとも80重量%を構成する請求項7に記載の方法。
- 前記物理的発泡剤が炭素数3〜6のアルカン及び炭素数5〜6のシクロアルカン又はそれらの発泡剤の2種若しくはそれ以上の混合物から選択される請求項3に記載の方法。
- イソシアネート反応性成分及びイソシアネート成分を、界面活性剤及び触媒の存在下で、混合する請求項1又は3に記載の方法。
- 前記密閉空間が冷凍庫、冷蔵庫又はクーラーの壁である請求項1又は3に記載の方法。
- (a)300〜600の平均ヒドロキシル価及び平均少なくとも3個のヒドロキシル基/分子を有する、ポリオール又はその混合物を含有するイソシアネート反応性成分、(b)炭素数2〜4のヒドロフルオロカーボンからなる群から選択された、有効量の物理的発泡剤並びに(c)ポリオール又はその混合物100重量部当たり0.1〜4重量部の水を含んでなり、前記ポリオール又はその混合物の少なくとも10重量%が1種又はそれ以上のヒドロキシル基含有トルエンジアミン開始ポリエーテルであり、そのトルエンジアミン開始ポリエーテルが300〜600の平均ヒドロキシル価を有し、そしてオキシエチレン基がトルエンジアミン開始ポリエーテルの全重量の2〜25%を構成するイソシアネート反応性組成物。
- 前記物理的発泡剤がHFC134A、HFC245fa、HFC365mfc及びこれらの混合物から選択される請求項12に記載の組成物。
- (a)300〜600の平均ヒドロキシル価及び平均少なくとも3個のヒドロキシル基/分子を有する、ポリオール又はその混合物を含有するイソシアネート反応性成分、(b)炭素数3〜6のアルカン及び炭素数5〜6のシクロアルカンからなる群から選択された、有効量の物理的発泡剤又はその物理的発泡剤の2種若しくはそれ以上の混合物並びに(c)ポリオール又はその混合物100重量部当たり0.1〜4重量部の水を含んでなり、そのポリオール又はその混合物の少なくとも10重量%が1種又はそれ以上のヒドロキシル基含有トルエンジアミン開始ポリエーテルであり、そのトルエンジアミン開始ポリエーテルが300〜600の平均ヒドロキシル価を有し、そしてオキシエチレン基がトルエンジアミン開始ポリエーテル全重量の2〜25%を構成するイソシアネート反応性組成物。
- 前記トルエンジアミン開始ポリエーテルが3〜20重量%の平均オキシエチレン基含有量を有する請求項12又は14に記載の組成物。
- 前記トルエンジアミンが少なくとも50重量%の2−3−異性体である請求項15に記載の組成物。
- 前記トルエンジアミン開始ポリエーテルがポリオール又はその混合物の少なくとも50重量%を構成する請求項16に記載の組成物。
- 前記トルエンジアミン開始ポリエーテルが6〜12重量%の平均オキシエチレン基含有量を有する請求項17に記載の組成物。
- 前記トルエンジアミン開始ポリエーテルがポリオール又はその混合物の少なくとも80重量%を構成する請求項18に記載の組成物。
- 前記物理的発泡剤が炭素数3〜6のアルカン及び炭素数5〜6のシクロアルカン又は前記発泡剤の2種若しくはそれ以上の混合物から選択される請求項14に記載の組成物。
- 前記イソシアネート反応性成分及びイソシアネート成分を、界面活性剤及び触媒の存在下に、混合する請求項12又は14に記載の組成物。
- (1)反応条件下で、(a)300〜600の平均ヒドロキシル価及び平均少なくとも3個のヒドロキシル基/分子を有する、ポリオール又はその混合物を含有するイソシアネート反応性成分を、(b)ポリオール又はその混合物と反応性であるポリイソシアネートを含有するイソシアネート成分と、炭素数2〜4のヒドロフルオロカーボン、炭素数3〜6のアルカン及び炭素数5〜6のシクロアルカンからなる群から選択された、有効量の物理的発泡剤又はその物理的発泡剤の任意の2種若しくはそれ以上の混合物並びにポリオール又はその混合物100重量部当たり0.1〜4重量部の水の存在下に、混合することによって、反応混合物を形成せしめ、そして(2)前記反応混合物を、密閉空間内で反応し、膨張し、そして硬化して、前記密閉空間内で硬質ポリウレタンフォームを形成するような条件に付すことを含んでなり、前記ポリオール又はその混合物の少なくとも10重量%が1種又はそれ以上のヒドロキシル基含有、トルエンジアミン開始ポリエーテルであり、そのトルエンジアミン開始ポリエーテルが300〜600の平均ヒドロキシル価を有し、そして更にオキシエチレン(−CH2−CH2−O−)基がトルエンジアミン開始ポリエーテル(群)全重量の2〜25%を構成するポリウレタンフォームの製造方法。
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US (1) | US7691913B2 (ja) |
EP (1) | EP1682598B1 (ja) |
JP (1) | JP4927552B2 (ja) |
KR (1) | KR20060109880A (ja) |
CN (1) | CN100523041C (ja) |
BR (1) | BRPI0415813B1 (ja) |
CA (1) | CA2544175A1 (ja) |
ES (1) | ES2433278T3 (ja) |
WO (1) | WO2005044889A1 (ja) |
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JP2010516886A (ja) * | 2007-01-30 | 2010-05-20 | ダウ グローバル テクノロジーズ インコーポレイティド | アミン開始ポリオール及びアミン開始ポリオールから作製される硬質ポリウレタンフォーム |
JP2012521484A (ja) * | 2009-03-24 | 2012-09-13 | ダウ グローバル テクノロジーズ エルエルシー | 硬質ポリウレタンフォームの製造およびその使用 |
JP2013525554A (ja) * | 2010-04-26 | 2013-06-20 | ビーエーエスエフ ソシエタス・ヨーロピア | ポリエーテルアルコールの調製方法 |
KR101297582B1 (ko) * | 2010-12-30 | 2013-08-19 | 안재호 | 시클로펜탄 난연성 경질 폴리우레탄 폼 조성물 |
JP2013536296A (ja) * | 2010-08-24 | 2013-09-19 | ダウ グローバル テクノロジーズ エルエルシー | エチレンオキシド/プロピレンオキシドポリエーテルポリオールおよびそれから調製されるポリウレタン |
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- 2004-10-28 CN CNB200480031415XA patent/CN100523041C/zh active Active
- 2004-10-28 ES ES04796749T patent/ES2433278T3/es active Active
- 2004-10-28 EP EP04796749.2A patent/EP1682598B1/en not_active Revoked
- 2004-10-28 CA CA002544175A patent/CA2544175A1/en not_active Abandoned
- 2004-10-28 BR BRPI0415813-0A patent/BRPI0415813B1/pt active IP Right Grant
- 2004-10-28 JP JP2006538304A patent/JP4927552B2/ja active Active
- 2004-10-28 KR KR1020067008615A patent/KR20060109880A/ko active IP Right Grant
- 2004-10-28 WO PCT/US2004/035998 patent/WO2005044889A1/en active Application Filing
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JP2010509477A (ja) * | 2006-11-14 | 2010-03-25 | ビーエーエスエフ ソシエタス・ヨーロピア | 硬質ポリウレタンフォームの製造方法 |
JP2010516886A (ja) * | 2007-01-30 | 2010-05-20 | ダウ グローバル テクノロジーズ インコーポレイティド | アミン開始ポリオール及びアミン開始ポリオールから作製される硬質ポリウレタンフォーム |
JP2012521484A (ja) * | 2009-03-24 | 2012-09-13 | ダウ グローバル テクノロジーズ エルエルシー | 硬質ポリウレタンフォームの製造およびその使用 |
JP2013525554A (ja) * | 2010-04-26 | 2013-06-20 | ビーエーエスエフ ソシエタス・ヨーロピア | ポリエーテルアルコールの調製方法 |
JP2013536296A (ja) * | 2010-08-24 | 2013-09-19 | ダウ グローバル テクノロジーズ エルエルシー | エチレンオキシド/プロピレンオキシドポリエーテルポリオールおよびそれから調製されるポリウレタン |
KR101797265B1 (ko) | 2010-08-24 | 2017-11-13 | 다우 글로벌 테크놀로지스 엘엘씨 | 에틸렌 옥시드/프로필렌 옥시드 폴리에테르 폴리올 및 그로부터 제조된 폴리우레탄 |
KR101297582B1 (ko) * | 2010-12-30 | 2013-08-19 | 안재호 | 시클로펜탄 난연성 경질 폴리우레탄 폼 조성물 |
Also Published As
Publication number | Publication date |
---|---|
CA2544175A1 (en) | 2005-05-19 |
CN100523041C (zh) | 2009-08-05 |
US20070208095A1 (en) | 2007-09-06 |
ES2433278T3 (es) | 2013-12-10 |
EP1682598B1 (en) | 2013-08-14 |
EP1682598A1 (en) | 2006-07-26 |
BRPI0415813A (pt) | 2006-12-26 |
KR20060109880A (ko) | 2006-10-23 |
BRPI0415813B1 (pt) | 2014-12-02 |
WO2005044889A1 (en) | 2005-05-19 |
US7691913B2 (en) | 2010-04-06 |
CN1871273A (zh) | 2006-11-29 |
JP4927552B2 (ja) | 2012-05-09 |
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