NO153771B - Fremgangsmaate for fremstilling av polyuretanprodukter ved reaksjonssproeytestoeping. - Google Patents
Fremgangsmaate for fremstilling av polyuretanprodukter ved reaksjonssproeytestoeping. Download PDFInfo
- Publication number
- NO153771B NO153771B NO81810244A NO810244A NO153771B NO 153771 B NO153771 B NO 153771B NO 81810244 A NO81810244 A NO 81810244A NO 810244 A NO810244 A NO 810244A NO 153771 B NO153771 B NO 153771B
- Authority
- NO
- Norway
- Prior art keywords
- average
- aliphatic
- equivalent weight
- component
- amine hydrogen
- Prior art date
Links
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- 238000006243 chemical reaction Methods 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 30
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- 239000001257 hydrogen Substances 0.000 claims description 17
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- 239000003999 initiator Substances 0.000 description 3
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- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000005700 Putrescine Substances 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 241000143957 Vanessa atalanta Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 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
- 238000009835 boiling Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- GHWVXCQZPNWFRO-UHFFFAOYSA-N butane-2,3-diamine Chemical class CC(N)C(C)N GHWVXCQZPNWFRO-UHFFFAOYSA-N 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- SVOAENZIOKPANY-CVBJKYQLSA-L copper;(z)-octadec-9-enoate Chemical compound [Cu+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O SVOAENZIOKPANY-CVBJKYQLSA-L 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
- SSJXIUAHEKJCMH-UHFFFAOYSA-N cyclohexane-1,2-diamine Chemical compound NC1CCCCC1N SSJXIUAHEKJCMH-UHFFFAOYSA-N 0.000 description 1
- VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical class CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
- VQPKAMAVKYTPLB-UHFFFAOYSA-N lead;octanoic acid Chemical compound [Pb].CCCCCCCC(O)=O VQPKAMAVKYTPLB-UHFFFAOYSA-N 0.000 description 1
- LTRVAZKHJRYLRJ-UHFFFAOYSA-N lithium;butan-1-olate Chemical compound [Li+].CCCC[O-] LTRVAZKHJRYLRJ-UHFFFAOYSA-N 0.000 description 1
- AZVCGYPLLBEUNV-UHFFFAOYSA-N lithium;ethanolate Chemical compound [Li+].CC[O-] AZVCGYPLLBEUNV-UHFFFAOYSA-N 0.000 description 1
- MXIRPJHGXWFUAE-UHFFFAOYSA-N lithium;propan-1-olate Chemical compound [Li+].CCC[O-] MXIRPJHGXWFUAE-UHFFFAOYSA-N 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- SGGOJYZMTYGPCH-UHFFFAOYSA-L manganese(2+);naphthalene-2-carboxylate Chemical compound [Mn+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 SGGOJYZMTYGPCH-UHFFFAOYSA-L 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- GPCKFIWBUTWTDH-UHFFFAOYSA-N pentane-3,3-diamine Chemical class CCC(N)(N)CC GPCKFIWBUTWTDH-UHFFFAOYSA-N 0.000 description 1
- OOCYPIXCHKROMD-UHFFFAOYSA-M phenyl(propanoyloxy)mercury Chemical compound CCC(=O)O[Hg]C1=CC=CC=C1 OOCYPIXCHKROMD-UHFFFAOYSA-M 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 1
- CUQOHAYJWVTKDE-UHFFFAOYSA-N potassium;butan-1-olate Chemical compound [K+].CCCC[O-] CUQOHAYJWVTKDE-UHFFFAOYSA-N 0.000 description 1
- AWDMDDKZURRKFG-UHFFFAOYSA-N potassium;propan-1-olate Chemical compound [K+].CCC[O-] AWDMDDKZURRKFG-UHFFFAOYSA-N 0.000 description 1
- ZNZJJSYHZBXQSM-UHFFFAOYSA-N propane-2,2-diamine Chemical class CC(C)(N)N ZNZJJSYHZBXQSM-UHFFFAOYSA-N 0.000 description 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 description 1
- RCOSUMRTSQULBK-UHFFFAOYSA-N sodium;propan-1-olate Chemical compound [Na+].CCC[O-] RCOSUMRTSQULBK-UHFFFAOYSA-N 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 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
- 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
- 239000013638 trimer Substances 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6614—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6614—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6618—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
-
- 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
- C08G2120/00—Compositions for reaction injection moulding processes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Description
Reaksjons-sprøytestøpte polyuretanprodukter er velkjente
på området, som beskrevet i en artikkel med tittelen "The Bayflex 110 Series - The New Generation of Rim Materials" av W.A. Ludwlco og R.P. Taylor presentert ved Society of Automotive Engineers Passenger Car Meeting, Detroit, Michigan, september 26-30, 1977; en artikkel med tittelen "The Properties of High Modulus Rim Urethanes", av R.M. Gerkin og F.E. Critchfield presentert ved ovennevnte møte; britisk patent nr. 1.534.258, vedrørende en fremgangsmåte for fremstilling av elastomere polyuretan-polyurinstoff-støpte produkter med kompakt overflatehud, og en bok av F. Melvin Sweeny med tittelen "Introduction to Reaction Injection Molding", Technomics, Inc., 1979.
Disse systemer anvender som kjedeforlengere dioler, aromatiske aminer, cyanoetylerte polyoksyalkylenaminer og blandinger derav.
Man har trodd at som en generell regel er de alifatiske aminer for hurtige til å kunne anvendes passende for RIM-polyuretan-anvendelser. Det er nå oppdaget at visse mengder av alifatiske aminer forsterker visse egenskaper, f.eks. en eller flere av dem som f.eks. er utvalgt blant bøyemodul, slagstyrke, rivestyrke, og varmeresistens, som kan forbedres ved anvendelse av dem i slike RIM-polyuretanprodukter vanligvis uten uakseptabel reduksjon i andre egenskaper hos polymeren.
Foreliggende oppfinnelse vedrører en forbedring ved en fremgangsmåte for fremstilling av polyuretanprodukter ved reaksjons-sprøytestøping, ved omsetning av (A) en hydroksylholdig polyol med gjennomsnittlig hydroksylfunksjonalitet på 2-8 og gjennomsnittlig hydroksylekvivalentvekt på 500-5000 og (B) en . k-jédef orlenger med (C) et polyisocyanat, polyisotiocyanat eller en blanding derav, og fremgangsmåten er karakterisert ved at det anvendes en kjedeforlenger, komponent (B), som er en blanding som omfatter (1) minst én av (a) hydroksylholdige kjedeforlengere som er fri for alifatisk-aminhydrogenatomer, som har en gjennomsnittlig hydroksylfunksjonalitet på 2-4, fortrinnsvis 2-3 og helst 2, og en gjennomsnittlig hydroksylekvivalentvekt på 30-120, fortrinnsvis 30-70 og helst 30-50, eller (b) aromatisk amin-holdige kjedeforlengere som er fri for
<*> RIM = reaksjons-sprøytestøping
alifatisk-aminhydrogenatomer, og som inneholder minst 2 aromatisk-aminhydrogenatomer, og (2) minst én alifatisk aminholdig kjedeforlenger som har minst én primær-amingruppe, en gjennomsnittlig alifatisk-aminhydrogenfunksjonalitet på 2-16, fortrinnsvis 2-12 og helst 4-8, og en gjennomsnittlig alifatisk-aminhydrogenekvivalentvekt på 15-500, fortrinnsvis 50-200 og helst 80-150, og hvor komponentene (A), (B) og (C) innføres i slike mengder at vekt% i det teoretiske reaksjonsprodukt av aminhydrogenatomene i komponent (B-2) med en støkiometrisk mengde (én NCO- eller NCS-gruppe for hvert alifatisk amin-hydrogen) i komponent (C) basert på den totale vekt av komponentene (A), (B) og (C) er 5-25, fortrinnsvis 6-20 og helst 6-16; og hvor NCX-indeksen er fra 0,6:1 til 1,50:1, fortrinnsvis fra 0,7:1 til 1,25:1 og helst fra 0,8:1 til 1,10:1, under den forutsetning at når en NCX-trimeriseringskatalysator også er til stede, er indeksen opp til 5:1.
Betegnelsen NCX-indeks er forholdet mellom det totale antall NCO- og/eller NCS-grupper til det totale antall aktive hydrogenatomer som inneholdes i blandingen.
De hydroksylholdige polyoler som anvendes i forbindelse med oppfinnelsen, er slike polyeter- og polyesterpolyoler som er fri for aktive aminhydrogenatomer og som har en gjennomsnittlig hydroksylfunksjonalitet på 2-8, fortrinnsvis 2-4 og helst 2-3, og en gjennomsnittlig hydroksylekvivalentvekt på 500-5000, fortrinnsvis 1000-3000 og helst 1500-2500, inklusive blandinger derav.
Egnede hydroksylholdige polyeterpolyoler som kan anvendes
i forbindelse med oppfinnelsen, inkluderer dem som fremstilles ved omsetning av et alkylenoksyd, halogensubstituert eller aromatisk-substituert alkylenoksyd eller blandinger derav, med en aktivt hydrogen-holdig initiatorforbindelse.
Egnede slike oksyder inkluderer f.eks. etylenoksyd, propylenoksyd, 1,2-butylenoksyd, 2,3-butylenoksyd, styrenoksyd, epi-klorhydrin, epibromhydrin, og blandinger derav.
Egnede initiatorforbindelser inkluderer f.eks. vann, etylenglykol, propylenglykol, butandiol, heksandiol, glycerol, trimetylolpropan, pentaerytritol, heksantriol, sorbitol, sukrose, hydrokinon, resorcinol, catechol, bisfenoler, novolak-harpikser, fosforsyre og blandinger derav.
Også egnet som initiatorer for de hydroksylholdige polyoler er f.eks. ammoniakk, etylendiamin, diaminopropaner, diaminobutaner, diaminopentaner, diaminoheksaner, dietylentriamin, trietylentetramin, tetraetylenpentamin, pentaetylen-heksamin, etanolamin, aminoetyletanolamin, anilin, 2,4-toluendiamin, 2,6-toluendiamin, diaminodifenyloksyd (oksydianilin), 2,4<1->diamino-difenylmetan, 4,4<1->diaminodifenylmetan, 1,3-fenylendiamin, 1,4-fenylendiamin, naftylen-1,5-diamin, tri-fenylmetan-4,4',4"-triamin, 4,4'-di(metylamino)-difenylmetan, l-metyl-2-metylamino-4-aminobenzen, 1,3-dietyl-2,4-diamino-benzen, 2,4-diaminomesitylen, l-metyl-3,5-dietyl-2,4-diamino-benzen, l-metyl-3,5-dietyl-2,6-diaminobenzen, 1,3,5-trietyl-2,6-diaminobenzen, 3,5,3<1>,5'-tetraetyl-4,4<1->diaminodifenyl-metan og aminaldehyd-kondensasjonsprodukter, f.eks. polyfenyl-polymetylen-polyaminene som er fremstilt av anilin og form-aldehyd, samt blandinger derav.
Egnede polyester-polyoler som kan anvendes i forbindelse med oppfinnelsen, inkluderer f.eks. slike som fremstilles ved omsetning av en polykarboksylsyre eller et anhydrid derav med en flerverdig alkohol. polykarboksylsyrene kan være alifatiske, cykloalifatiske, aromatiske og/eller heterocykliske og kan være substituert (f.eks. med halogenatom) og/eller umettet. Eksempler på karboksylsyrer av denne art er ravsyre; adipinsyrej suberinsyrej azelainsyre; sebacinsyre? ftalsyre? isoftalsyre» trimelittsyrej ftalsyreanhydrid? tetrahydroftalsyreanhydrid; heksahydroftalsyreanhydrid? tetraklorftalsyreanhydrid? endo-metylen-tetrahydroftalsyreanhydrid} glutarsyreanhydrid? malein-syre? maleinsyreanhydrid? fumarsyrej dimere og trimere fettsyrer? f.eks. oljesyre, som kan være i blanding med monomere fettsyrer, tereftalsyredimetylester, og tereftalsyre-bisglykol-ester. Blandinger av slike syrer eller anhydrider kan også anvendes.
Eksempler på egnede flerverdige alkoholer er etylenglykol, 1.2- propylenglykol, 1,3-propylenglykol, 1,4-, 1,2- og 2,3-butylenglykol, 1,6-heksandiol, 1,8-oktandiol, neopentylglykol, cykloheksandimetanol (1,4-bis-hydroksymetylcykloheksan) 2-metyl-1.3- propandiol, glycerol, trimetylolpropan, 1,2,6-heksantriol, 1,2,4-butantriol, trimetyloletan, pentaerytritol, kinitol, mannitol, sorbitol, metylglykosid, dietylenglykol, trietylenglykol, tetraetylenglykol, polyetylenglykol, dipropylenglykol, polypropylenglykoler, dibutylenglykol og polybutylenglykoler. Polyesterne kan inneholde noen endestående karboksylgrupper. Det er også mulig å anvende polyestere av laktoner, f.eks. kaprolakton, eller hydroksykarboksylsyrer, f.eks. hydroksy-kapronsyre.
Andre polyoler som kan anvendes i forbindelse med oppfinnelsen, inkluderer polymerholdige polyoler, f.eks. dem som er beskrevet i uS-patenter nr. RE 29.118, RE 28.715, RE 29.014 og 3.869.413.
Egnede hydroksylholdige kjedeforlengere, komponent (B-l-a), som er fri for alifatisk-amin-hydrogenatomer inkluderer f.eks. etylenglykol, propylenglykol, trimetylolpropan, 1,4-butandiol, dietylenglykol, dipropylenglykol, bisfenoler, hydrokinon, katekol, resorcinol, trietylenglykol, tetraetylenglykol, dicyklopentadiendietanol, glycerol, lavmolekylære etylen-og/eller propylenoksyd-derivater av glycerol, etylendiamin, dietylentriamin, samt blandinger derav.
Egnede alifatisk-amin-holdige kjedeforlengere som har minst én primær amingruppe, komponent (B-2), som kan anvendes.i forbindelse med oppfinnelsen, inkluderer f.eks. etylendiamin, 1.3- diaminopropan, 1,4-diaminobutan, isoforondiamin, dietylentriamin, etanolamin, aminoetyletanolamin, diaminocykloheksan, heksametylendiamin, metyliminobispropylamin, iminobispropylamin, bis(aminopropyl)piperazin, aminoetylpiperazin, 1,2-diaminocykloheksan, polyoksyalkylenaminer, bis-(p-aminocykloheksyl)-metan, trietylente.tramin, tetraetylenpentamin, og blandinger derav.
Særlig egnet er de aminerte polyoksypropylenglykoler som har en gjennomsnittlig aminhydrogenekvivalentvekt på 60-110.
Betegnelsen alifatisk amin slik den her anvendes, inkluderer også de cykloalifatiske aminer og heterocykliske alifatiske aminer så fremt de inneholder minst én primær amingruppe.
Egnede aromatiske aminer som kan anvendes i forbindelse med oppfinnelsen som kjedeforlengere som er fri for alifatisk-aminhydrogenatomer, komponent (B-l-b), inkluderer f.eks. 2.4- bis(p-aminobenzyl)anilin, 2,4-diaminotoluen, 2,6-diaminotoluen, 1,3-fenylendiamin, 1,4-fenylendi'amin, 2 ,4 '-diamino-difenylmetan, 4,4<1->diaminodifenylmetan, naftalen-1,5-diamin, trifenylmetan-4,4',4"-triamin, 4,4'-di-(metylamino)-difenyl-metan, l-metyl-2-metylamino-4-aminobenzen, polyfenyl-poly-metylenpolyaminer, 1,3-dietyl-2,4-diaminobenzen, 2,4-diaminomesitylen, l-metyl-3,5-dietyl-2,4-diaminobenzen, l-metyl-3,5-dietyl-2,6-diaminobenzen, 1,3,5-trietyl-2,6-diaminobenzen, 3,5,3',5<1->tetraetyl-4,4'-diaminodifenylmetan, 4,4'-metylen-bis(2,6-di-isopropylanilin), og blandinger derav.
Egnede polyisocyanater inkluderer de organiske aromatiske og alifatiske polyisocyanater eller blandinger derav.
Egnede organiske aromatiske polyisocyanater som kan anvendes i forbindelse med oppfinnelsen, inkluderer f.eks. ethvert slikt polyisocyanat som har 2 eller flere NCO-grupper pr. molekyl, f.eks. 2,4-toluendi-isocyanat, 2,6-toluendi-isocyanat, p,p<1->difenylmetandi-isocyanat, p-fenylendi-isocyanat, naftalendi-isocyanat, polymetylen-polyfenylisocyanater, og blandinger derav.
Også egnet er organiske aromatiske polyisocyanater og prepolymerene fremstilt av slike polyisocyanater og forbindelser som har 2 eller flere aktive hydrogenatomer.
Egnede organiske alifatiske polyisocyanater inkluderer,
i tillegg til de hydrogenerte derivater av de ovennevnte organiske aromatiske polyisocyanater, 1,6-heksametylendi-isocyanat, 1,4-cykloheksyldi-isocyanat, 1,4-bis-isocyanat-metylcykloheksan, og blandinger derav.
Også egnet er de tilsvarende polyisotiocyanater. Polyuretanene kan fremstilles enten i nærvær eller fravær av en katalysator. De polyuretaner som fremstilles fra amin-holdige polyoler krever vanligvis ikke noen katalysator, selv om katalysatorer kan anvendes om så ønskes. på den annen side fremstilles de polyuretaner som fremstilles av polyoler som ikke inneholder nitrogenatomer, i nærvær av en katalysator.
Egnede katalysatorer som kan anvendes i forbindelse med oppfinnelsen inkluderer f.eks. organometallforbindelser, tertiære aminer, alkalimetallalkoksyder og blandinger derav.
Egnede organometall-katalysatorer inkluderer f.eks. organometallforbindelser av tinn, sink, bly, kvikksølv, kadmium, vismut, antimon, jern, mangan, kobolt, kobber, vanadium, f.eks. metallsalter av en karboksylsyre som har 2-20 karbon-atomer inklusive f.eks. stanno-oktoat, dimetyltinndilaurat, dibutyltinndilaurat, dibutyltinndiacetat, ferriacetylacetonat, bly-oktoat, bly-oleat, fenylmerkuripropionat, blynaftenat, mangan-naftenat, kobbernaftenat, vanadylnaftenat, kobolt-oktoat, koboltacetat, kobberoleat, vanadiumpentoksyd og blandinger derav.
Egnede aminkatalysatorer inkluderer f.eks. trietylen-diamin, trietylamin, tetrametylbutandiamin, N,N-dimetyletanol-amin, N-etylmorfolin, bis-(2-dimetylaminoetyl)-eter, N-metyl-morfolin, N-etylpiperidin, 1,3-bis-(dietylamino)-2-propanol, N,N,N',N<1->tetrametyletylendiamin og blandinger derav.
Egnede alkalimetallalkoksyder som kan anvendes som katalysatorer for uretandannelse inkluderer f.eks. natrium-etoksyd, kalium-etoksyd, natrium-propoksyd, kalium-propoksyd, natrium-butoksyd, kalium-butoksyd, litium-etoksyd, litium-propoksyd, litium-butoksyd, alkalimetallsalter av polyoler, slik som beskrevet i US-patentskrift nr. 3.728.308, samt blandinger derav.
Fortrinnsvis er disse uretankatalysatorer i flytende form, men de er iboende et fast stoff ved anvendelsestemperaturen, og de kan da oppløses i en passende væske, f.eks. dipropylenglykol .
Katalysatorene kan, når de anvendes, anvendes i mengder av fra 0,001 til 5, fortrinnsvis fra 0,01 til 1, del pr. 100 deler total polyol som anvendes, avhengig av katalysatorens aktivitet. Meget svake katalysatorer kunne eventuelt anvendes i mengder over 5 deler pr. 100 deler av polyol.
Egnede trimerisasjonskatalysatorer som kan anvendes i forbindelse med oppfinnelsen, inkluderer f.eks. de zwitterioner som er åpenbart av Kresta og Shen i US-patentskrift nr. 4.111.914, og de tertære aminer, alkalimetallsalter av lavere alkansyrer og blandinger derav som er åpenbart i us-patentskrift nr. 4.126.741.
Zwitterionene kan også funksjonere som katalysator for uretandannelse, dvs. NCX-reaksjonen.
Om ønskes kan tetthetene til de polyuretaner som fremstilles i henhold til oppfinnelsen reduseres ved inkorporering av et esemiddel i resepten. Egnede slike esemidler er full-stendig beskrevet i US-patentskrifter nr. 4.125.487 og 3.753.933. Spesielt egnede esemidler inkluderer de lavt-kokende halogenerte hydrokarboner, f.eks. metylenklorid og triklormonofluormetan.
En annen passende metode for å redusere tettheten er ved å oppskumme, ved injisering, en inert gass inn i blandingen av uretan-dannende komponenter. Slike inerte gasser som er egnet, inkluderer f.eks. nitrogen, oksygen, karbondioksyd, xenon, helium og blandinger derav, f.eks. luft.
Om ønskes, kan cellereguleringsmidler anvendes, spesielt ved fremstilling av skum eller produkter med redusert tetthet og/eller for å assistere ved målbarheten til polyuretanet. Egnede cellereguleringsmidler som kan anvendes i forbindelse med oppfinnelsen inkluderer silikonoljer, f.eks. DC-193, DC-195, DC-197 og DC-198 kommersielt tilgjengelig fra Dow Corning Corp.; SF-1034, PFA-1635, PFA-1700 og PFA-1660 kommersielt tilgjengelig fra General Electric Co.; og L-520, L5320 og L-5340 kommersielt tilgjengelig fra union Carbide Corp.; og B-1048 kommersielt tilgjengelig fra PH. Goldschmidt, AG., og blandinger derav.
Polyuretanproduktene som fremstilles i henhold til oppfinnelsen kan eventuelt inneholde, om ønskes, farvemidler, formfrigjøringsmidler, brannhemmende midler, fyllstoffer og modifikasjonsmidler.
Egnede flytende og faste modifikasjonsmidler er åpenbart og beskrevet i US-patentskrifter nr. 4.000.105 og 4.154.716. Imidlertid anses ikke ethvert slikt modifikasjonsmiddel som er beskrevet deri som oppfyller definisjonen av noen av de andre komponenter som er beskrevet her, ikke som modifikasjonsmidler, men snarere som en av komponentene i henhold til oppfinnelsen.
Spesielt egnet som modifikasjonsmiddel eller fyllstoff-substanser er fiberglass for forsterkning, spesielt slike som har lengder på fra ca. 0,16 cm til ca. 1,27 cm, og møllede glassfibre som har en maksimal lengde på 0,16 cm, 0,32 cm eller 0,64 cm. Andre spesielt egnede fyllstoffer er glimmer og wollastonitt.
Komponentene som reagerer for dannelse av polyuretanene som fremstilles ved oppfinnelsen kan formes eller dannes til nyttige gjenstander ved injisering av den reaktive blanding i støpeformer som har evne til å motstå eksotermen til den poly-meriserende masse og som er ikke-reaktive med og uløselige i kontakt med den flytende reaktive blanding. Spesielt egnede støpeformer er slike som er laget av metall, f.eks. aluminium, kobber, messing, stål og lignende. I noen tilfeller kan det anvendes ikke-metall-støpeformer, f.eks. slike som er laget av polyetylen, polypropylen, polyetylentereftalat og silikon-elastomerer.
Spesielt egnede injeksjonsmetoder for RIM-anvendelsene
i henhold til oppfinnelsen inkluderer dem som er åpenbart i de ovenfor nevnte artikler av Ludwico et al., Gerkin et. al., britisk patentskrift nr. 1.534.258 og boken av F. Melvin Sweeney.
For å forhindre den stivnede masse fra å klebe til støpe-formens overflate, kan det være nødvendig å forhåndsbelegge støpeformens overflate med en film av et egnet støpeform-frigjøringsmiddel, f.eks. hydrokarbonvoks eller et poly-siloksanpreparat eller et polytetrafluoretylenbelegg, eller å anvende et internt formslippmiddel i preparatet.
Ved injisering av en relativt hurtig-herdende blanding
i massive metallformer kan det være nødvendig, for hurtig fjerning fra støpeformen, å forhåndsoppvarme støpeformene til en passende temperatur slik at støpeformen ikke vil abstrahere varmen fra polymerisasjonen fra den reaktive masse og i ugunstig retning forsinke stivnetiden som forventes av en gitt resept. På den annen side kunne tynnveggede metallstøpe-former oppvise en minimal "varmesynke"-effekt på støpestykker med relativt stort tverrsnitt, og derfor kan det være at disse tynnveggede metall-støpeformer ikke trenger forhåndsoppvarming.
De følgende eksempler er illustrerende for oppfinnelsen.
Nedenunder følger en liste av materialer som anvendes i eksemplene og sammenligningsforsøk.
Polyol A er reaksjonsproduktet av glycerol og propylenoksyd ved et molforhold på 1:6 og med en ekvivalentvekt på 150.
Polyol B er reaksjonsproduktet av polyol A med propylenoksyd og deretter avsluttet med 8 vekt% etylenoksyd til en hydroksylekvivalentvekt på 1000.
Polyol C er reaksjonsproduktet av polyol A med propylenoksyd og deretter avsluttet med etylenoksyd. Mengden av etylenoksyd er 17 vekt% av den totale oksydmengde som er tilsatt. Hydroksylekvivalentvekten er 2361.
Polyol D er reaksjonsproduktet av glycerol med propylenoksyd og deretter avsluttet med 15 vekt% etylenoksyd. Hydroksylekvivalentvekten er 1567.
Polyol E er en polyetertriol som inneholder 30 vekt% polyakrylnitril. Denne kopolymerpolyol har en gjennomsnittlig hydroksylekvivalentvekt på 2045 og er kommersielt tilgjengelig fra union Carbide Corp. som NIAX 3123.
Polyol F er polyeterpolyol D som inneholder 21 vekt% av
en kopolymer som består av 80% akrylnitril og 20%, i vekt, av styren. Produktet har en gjennomsnittlig hydroksylekvivalentvekt på 1800.
Kjedeforlenger A er etylenglykol som har en gjennomsnittlig hydroksylekvivalentvekt på 31.
Kjedeforlenger B er dietylenglykol som har en gjennomsnittlig hydroksylekvivalentvekt på 53.
Kjedeforlenger C er etylendiamin som har en gjennomsnittlig aminhydrogenekvivalentvekt på 15.
Kjedeforlenger D er dipropylenglykol som har en gjennomsnittlig hydroksylekvivalentvekt på 67.
Kjedeforlenger E er dietylentriamin som har en gjennomsnittlig aminhydrogenekvivalentvekt på 21.
Kjedeforlenger F er reaksjonsproduktet av trimetylolpropan med propylenoksyd som inneholder endestående amin-grupper representert ved formelen:
hvor x + y + z har en verdi på 5,3. Den gjennomsnittlige aminhydrogenekvivalentvekt er 67, og produktet er kommersielt tilgjengelig fra jefferson chemical Co. som JEFFAMINE T-403.
Kjedeforlenger G er en aminert polyoksypropylenglykol representert ved formelen:
hvor x har en verdi på 5,6. Dette produkt har en gjennomsnittlig aminhydrogenekvivalentvekt på 100 og er kommersielt tilgjengelig fra jefferson Chemical co. som JEFFAMINE D-400.
Kjedeforlenger H er en aminert polyoksyalkylenglykol representert ved den samme formel som i G ovenfor, hvor x har en gjennomsnittlig verdi på 2,6. Dette produkt har en gjennomsnittlig aminhydrogenekvivalentvekt på 57,5,
og er kommersielt tilgjengelig fra jefferson chemical co. som JEFFAMINE D-230.
Kjedeforlenger I er bis(p-aminocykloheksyl)metan med en gjennomsnittlig aminhydrogenekvivalentvekt på 52,5.
Kjedeforlenger J er en blanding av 94,95% aminoetylpiperazin, 4,05% kjedeforlenger E og 1% forurensninger som har en gjennomsnittlig funksjonalitet på 3,04 og en gjennomsnittlig aminhydrogenekvivalentvekt på 41,4.
Kjedeforlenger K er et polymetylen-polyfenylamin som
har en gjennomsnittlig aminaktiv-hydrogenfunksjonalitet på 4,6 og en gjennomsnittlig aminhydrogenekvivalentvekt på 51,5 og er kommersielt tilgjengelig fra Upjohn Co.
som CURETHANE 103.
Kjedeforlenger L er et polymetylen-polyfenylamin med en gjennomsnittlig aminhydrogenfunksjonalitet på 6 og en gjennomsnittlig aminhydrogenekvivalentvekt på 51,5 og er kommersielt tilgjengelig fra E. I. DuPont de Nemours and Co., inc.
Polyisocyanat A er et flytende, modifisert difenylmetan-di-isocyanat som inneholder en høy prosent av rent difenyl-metandi-isocyanat og en mindre mengde av polykarbodiimid-addukter som er kommersielt tilgjengelige fra The Upjohn Company som ISONATE 143L. Den gjennomsnittlige isocyanat-ekvivalentvekt er 143.
Polyisocyanat B er en flytende, modifisert polyisocyanat-prepolymer som har en NCO-prosent på 26,4 og en isocyanat-ekvivalentvekt på 159, som er kommersielt tilgjengelig fra Mobay chemical Company som Mondur E-509.
Polyisocyanat C er et flytende, modifisert polyisocyanat som har et NCO-innhold på 22,6% + 0,6% og en isocyanat-ekvivalentvekt på 185, som er kommersielt tilgjengelig fra Mobay chem. Co. som Mondur PF.
Katalysator A er FOMREZ UL-28 kommersielt tilgjengelig
fra witco Chemical Co.
Katalysator B er et flytende blykompleks som inneholder 36% bly, kommersielt tilgjengelig fra Tenneco Corporation som Nuodex.
De fysikalske egenskaper ble bestemt ved følgende metoder:
Eksempler 1- 25 og sammenligningsforsøk A- C
Disse eksempler og sammenligningsforsøk ble utført ved anvendelse av høytrykk-støt-blandeutstyr hvor det ble anvendt en av de følgende enhetstyper: Admiral HP-40, Hennecke HK 245 eller Krauss Maffei pu 80/4o. Det ble formstøpt prøver i en oppvarmet støpeform av polert stål ved dannelse av et 3,2 mm tykt polymerark, og dette ble tatt ut av støpeformen 60 sek. etter injeksjon. Polyolkomponentene ble holdt ved en temperatur på 24-60°C. isocyanatkomponentene ble holdt ved en temperatur på 24-49°c. Komponentene ble injisert i støpe-formen ved et trykk på 10340-17240 KPa. Injeksjonshastig-hetene varierte fra 11 kg/min. til 100 kg/min. Støpetempe-raturene varierte fra 52-79°C.
Komponentene og de fysikalske egenskaper er angitt, i følgende tabell. De fysikalske egenskaper ble oppnådd etter at prøvene var blitt etterherdet ved 121°C i 60 minutter.
Claims (4)
1. Fremgangsmåte for fremstilling av polyuretanprodukter ved reaksjons-sprøytestøping av (A) en hydroksylholdig polyol med gjennomsnittlig hydroksylfunksjonalitet på 2-8 og gjennomsnittlig hydroksylekvivalentvekt på 500-5000 og (B) en kjedeforlenger med (C) et polyisocyanat, et polyisotiocyanat eller en blanding derav, karakterisert ved at det anvendes en kjedeforlenger, komponent (B), som er en blanding omfattende: (1) minst én av (a) hydroksylholdige kjedeforlengere som er fri for alifatisk-aminhydrogenatomer, har en gjennomsnittlig hydroksylfunksjonalitet på 2-4 og har en gjennomsnittlig hydroksylekvivalentvekt på 30-120, eller (b) aromatisk-amin-holdige kjedeforlengere som er fri for alifatisk-aminhydrogenatomer og som inneholder minst 2 aromatisk-aminhydrogenatomer, og (2) minst én alifatisk aminholdig kjedeforlenger som har minst én primær-amingruppe, en gjennomsnittlig alifatisk-aminhydrogenfunksjonalitet på 2-16 og en gjennomsnittlig alifatisk-aminhydrogenekvivalentvekt på 15-500; og hvor
komponentene (A), (B) og (C) innføres i slike mengder at vekt-prosenten i det teoretiske reaksjonsprodukt av aminhydrogenatomene i komponent (B-2) med en støkiometrisk mengde av komponent (C) basert på den totale vekt av komponentene (A), (B) og (C) er fra 5 til 25 og NCX-indeksen er fra 0,6:1 til 1,50:1, under den forutsetning at når en NCX-trimeriseringskatalysator også er til stede, så er indeksen opp til 5:1.
2. Fremgangsmåte som angitt i krav 1, karakterisert ved at det anvendes en komponent (B-l-a) som har en gjennomsnittlig hydroksylfunksjonalitet på 2-3 og en gjennomsnittlig hydroksylekvivalentvekt på 30-70 og en komponent (B-2) som er et alifatisk aminholdig materiale med en gjenomsnittlig alifatisk-aminhydrogenfunksjonalitet på 2-12 og en gjenomsnittlig alifatisk-aminhydrogenekvivalentvekt på 50-200.
3. Fremgangsmåte som angitt i krav 2, karakterisert ved at det anvendes en komponent (B-l-a) som har en gjennomsnittlig hydroksylfunksjonalitet på 2 og en gjennomsnittlig hydroksylekvivalentvekt på 30-50 og en komponent (B-2) som har en gjennomsnittlig alifatisk-aminhydrogenfunksjonalitet på 4-8 og en gjennomsnittlig alifatisk-aminhydrogenekvivalentvekt på 80-150.
4. Fremgangsmåte som angitt i hvilket som helst av kravene 1, 2 eller 3, karakterisert ved at det anvendes en komponent (B-l-a) som er etylenglykol, dietylenglykol, propylenglykol, dipropylenglykol eller 1,4-butandiol; en komponent (B-l-b) som er et polyfenyl-polyamin som har en funksjonalitet på 2-5, l-metyl-3,5-dietyl-2,4-diaminobenzen, 3,5,3',5<1->tetraetyl-4,4'-diaminodifenylmetan eller blandinger derav; og en komponent (B-2) som er en aminert polyoksypropylenglykol som har en gjennomsnittlig aminhydrogenekvivalentvekt på 60-110.
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| NO810244L NO810244L (no) | 1981-07-27 |
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| NO153771C NO153771C (no) | 1986-05-21 |
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ID=22357522
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| Application Number | Title | Priority Date | Filing Date |
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| Country | Link |
|---|---|
| US (1) | US4269945A (no) |
| EP (1) | EP0033498B1 (no) |
| JP (2) | JPS56109216A (no) |
| AU (1) | AU549016B2 (no) |
| BR (1) | BR8100426A (no) |
| CA (1) | CA1180146A (no) |
| DE (1) | DE3170358D1 (no) |
| DK (1) | DK155012C (no) |
| ES (1) | ES8201191A1 (no) |
| NO (1) | NO153771C (no) |
| ZA (1) | ZA81142B (no) |
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| CA784293A (en) | 1968-04-30 | Schroter Rudolf | Polyethers | |
| CA863223A (en) | 1971-02-09 | P. Strassel Albert | Process for the production of polyurethane polyurea | |
| US3231619A (en) * | 1959-12-18 | 1966-01-25 | Jefferson Chem Co Inc | Basic primary amino polyether compositions |
| US3161682A (en) * | 1960-04-28 | 1964-12-15 | Jefferson Chem Co Inc | Method for preparing polyoxyalkylene primary amines |
| US3155728A (en) * | 1960-10-11 | 1964-11-03 | Jefferson Chem Co Inc | Method for the preparation of polyglycol primary amine |
| US3236895A (en) * | 1960-12-12 | 1966-02-22 | Dow Chemical Co | Polyoxyalkylenepolyamines |
| NL122820C (no) * | 1960-12-19 | |||
| US3155657A (en) * | 1961-07-20 | 1964-11-03 | Jefferson Chem Co Inc | Process for the production of polyglycolamine and morpholine |
| US3267050A (en) * | 1962-05-21 | 1966-08-16 | Union Carbide Corp | Foamed organic polyisocyanate-amine reaction products |
| US3436359A (en) * | 1965-10-14 | 1969-04-01 | Minnesota Mining & Mfg | Polyether polyprimary polyamines and elastomeric products thereof |
| US3558529A (en) * | 1967-05-03 | 1971-01-26 | Union Carbide Corp | Urethane polymers having improved stiffness-temperature properties |
| BE754571A (fr) * | 1969-08-07 | 1971-01-18 | Bayer Ag | Elastomeres de polyurethanes segmentes |
| US3666788A (en) * | 1969-08-22 | 1972-05-30 | Jefferson Chem Co Inc | Cyanoalkylated polyoxyalkylene polyamines |
| US3668173A (en) * | 1969-12-10 | 1972-06-06 | Allied Chem | Novel polyurethane-urea composition |
| US3654370A (en) * | 1970-08-28 | 1972-04-04 | Jefferson Chem Co Inc | Process for preparing polyoxyalkylene polyamines |
| US3660319A (en) * | 1970-12-08 | 1972-05-02 | Jefferson Chem Co Inc | Tertiary polyoxyalkylenepolyamines |
| US3838076A (en) * | 1973-03-12 | 1974-09-24 | Jefferson Chem Co Inc | Polyurethane foams from partially aminated polyether polyols |
| US3847992A (en) * | 1973-03-12 | 1974-11-12 | Jefferson Chem Co Inc | Partially aminated polyoxyalkylene polyols |
| US3984360A (en) * | 1974-11-12 | 1976-10-05 | Witco Chemical Corporation | Lead-free sprayable polyurethane system and rigid cellular products |
| US4089835A (en) * | 1975-03-27 | 1978-05-16 | Bayer Aktiengesellschaft | Stable polyurethane dispersions and process for production thereof |
| US4070530A (en) * | 1975-10-30 | 1978-01-24 | Monsanto Company | Catalytic amination of polymeric polyols and resulting amino substituted polymers |
| US4048105A (en) * | 1975-12-19 | 1977-09-13 | Mccord Corporation | High density urethane foam for rim |
| US4049636A (en) * | 1976-02-25 | 1977-09-20 | Uniroyal, Inc. | Thermally stable polyurethane elastomer useful in molding flexible automobile exterior body parts |
| DE2622951B2 (de) * | 1976-05-21 | 1979-09-06 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von elastischen Fonnkörpern |
| US4107106A (en) * | 1976-11-22 | 1978-08-15 | Union Carbide Corporation | Phenol-aldehyde-amine resin/glycol curatives for energy absorbing polyurethanes |
| DE2720166C2 (de) * | 1977-05-05 | 1985-09-19 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Polyurethanelastomeren |
| NO153770C (no) * | 1978-07-05 | 1986-05-21 | Dow Chemical Co | Polyuretan. |
-
1980
- 1980-01-24 US US06/114,803 patent/US4269945A/en not_active Expired - Lifetime
-
1981
- 1981-01-06 AU AU66021/81A patent/AU549016B2/en not_active Expired
- 1981-01-09 ZA ZA00810142A patent/ZA81142B/xx unknown
- 1981-01-21 CA CA000369030A patent/CA1180146A/en not_active Expired
- 1981-01-23 DK DK031281A patent/DK155012C/da not_active IP Right Cessation
- 1981-01-23 EP EP81100504A patent/EP0033498B1/en not_active Expired
- 1981-01-23 NO NO810244A patent/NO153771C/no not_active IP Right Cessation
- 1981-01-23 ES ES498754A patent/ES8201191A1/es not_active Expired
- 1981-01-23 DE DE8181100504T patent/DE3170358D1/de not_active Expired
- 1981-01-23 BR BR8100426A patent/BR8100426A/pt not_active IP Right Cessation
- 1981-01-24 JP JP954281A patent/JPS56109216A/ja active Granted
-
1987
- 1987-10-14 JP JP62259447A patent/JPS63248818A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56109216A (en) | 1981-08-29 |
| JPS6136843B2 (no) | 1986-08-20 |
| DE3170358D1 (en) | 1985-06-13 |
| JPH0314845B2 (no) | 1991-02-27 |
| DK155012B (da) | 1989-01-23 |
| AU549016B2 (en) | 1986-01-09 |
| JPS63248818A (ja) | 1988-10-17 |
| CA1180146A (en) | 1984-12-27 |
| AU6602181A (en) | 1981-07-30 |
| DK31281A (da) | 1981-07-25 |
| BR8100426A (pt) | 1981-08-11 |
| EP0033498A1 (en) | 1981-08-12 |
| NO153771C (no) | 1986-05-21 |
| EP0033498B1 (en) | 1985-05-08 |
| DK155012C (da) | 1989-05-29 |
| ES498754A0 (es) | 1981-12-01 |
| ES8201191A1 (es) | 1981-12-01 |
| ZA81142B (en) | 1982-08-25 |
| US4269945A (en) | 1981-05-26 |
| NO810244L (no) | 1981-07-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |
Free format text: EXPIRED IN JANUARY 2001 |
|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN JANUARY 2001 |