EP1237972A1 - Mousse hr, moulee a froid et ininflammable, a densite et toxicite reduites des gaz de fumee - Google Patents
Mousse hr, moulee a froid et ininflammable, a densite et toxicite reduites des gaz de fumeeInfo
- Publication number
- EP1237972A1 EP1237972A1 EP00981229A EP00981229A EP1237972A1 EP 1237972 A1 EP1237972 A1 EP 1237972A1 EP 00981229 A EP00981229 A EP 00981229A EP 00981229 A EP00981229 A EP 00981229A EP 1237972 A1 EP1237972 A1 EP 1237972A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- foam
- flame
- cold
- tdi
- 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.)
- Withdrawn
Links
- 239000006260 foam Substances 0.000 title claims abstract description 34
- 230000001988 toxicity Effects 0.000 title description 7
- 231100000419 toxicity Toxicity 0.000 title description 7
- 239000003517 fume Substances 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 9
- 229920000570 polyether Polymers 0.000 claims description 16
- 239000003063 flame retardant Substances 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 239000013518 molded foam Substances 0.000 claims description 11
- 239000004604 Blowing Agent Substances 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 claims description 3
- 150000002429 hydrazines Chemical class 0.000 claims description 3
- 229920000768 polyamine Polymers 0.000 claims description 3
- 239000005056 polyisocyanate Substances 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 229920005862 polyol Polymers 0.000 description 31
- 150000003077 polyols Chemical class 0.000 description 29
- 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 18
- 239000000203 mixture Substances 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- 239000004721 Polyphenylene oxide Substances 0.000 description 11
- 239000012948 isocyanate Substances 0.000 description 10
- 150000002513 isocyanates Chemical class 0.000 description 10
- 238000009472 formulation Methods 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 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 5
- 229920000877 Melamine resin Polymers 0.000 description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 5
- 239000000779 smoke Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- -1 phosphorus halogen compounds Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 239000004815 dispersion polymer Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 241001425800 Pipa Species 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000000022 bacteriostatic agent Substances 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000002666 chemical blowing agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000012973 diazabicyclooctane Substances 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 2
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003546 flue gas Substances 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 230000001408 fungistatic effect Effects 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229920000638 styrene acrylonitrile Polymers 0.000 description 2
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 2
- KFYRJJBUHYILSO-YFKPBYRVSA-N (2s)-2-amino-3-dimethylarsanylsulfanyl-3-methylbutanoic acid Chemical compound C[As](C)SC(C)(C)[C@@H](N)C(O)=O KFYRJJBUHYILSO-YFKPBYRVSA-N 0.000 description 1
- NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 description 1
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 description 1
- GEEGPFGTMRWCID-UHFFFAOYSA-N 1-n,1-n,1-n',1-n'-tetramethylbutane-1,1-diamine Chemical compound CCCC(N(C)C)N(C)C GEEGPFGTMRWCID-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-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
- ATEBGNALLCMSGS-UHFFFAOYSA-N 2-chloro-1,1-difluoroethane Chemical compound FC(F)CCl ATEBGNALLCMSGS-UHFFFAOYSA-N 0.000 description 1
- LLUIQISTLAXOHC-UHFFFAOYSA-N 2-chloropropyl dihydrogen phosphate Chemical compound CC(Cl)COP(O)(O)=O LLUIQISTLAXOHC-UHFFFAOYSA-N 0.000 description 1
- GLNXPRLFHQWZBQ-UHFFFAOYSA-N 3-(3-aminopropyl)-1,1-dimethylurea Chemical compound CN(C)C(=O)NCCCN GLNXPRLFHQWZBQ-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- HHDUMDVQUCBCEY-UHFFFAOYSA-N 4-[10,15,20-tris(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid Chemical compound OC(=O)c1ccc(cc1)-c1c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc([nH]2)c(-c2ccc(cc2)C(O)=O)c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc1[nH]2 HHDUMDVQUCBCEY-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 229910018503 SF6 Inorganic materials 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-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
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- CQQXCSFSYHAZOO-UHFFFAOYSA-L [acetyloxy(dioctyl)stannyl] acetate Chemical compound CCCCCCCC[Sn](OC(C)=O)(OC(C)=O)CCCCCCCC CQQXCSFSYHAZOO-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
- 235000011054 acetic acid Nutrition 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000001654 beetroot red Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 1
- 229940099364 dichlorofluoromethane Drugs 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- ATLPLEZDTSBZQG-UHFFFAOYSA-L dioxido-oxo-propan-2-yl-$l^{5}-phosphane Chemical compound CC(C)P([O-])([O-])=O ATLPLEZDTSBZQG-UHFFFAOYSA-L 0.000 description 1
- PYBNTRWJKQJDRE-UHFFFAOYSA-L dodecanoate;tin(2+) Chemical compound [Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O PYBNTRWJKQJDRE-UHFFFAOYSA-L 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- UKACHOXRXFQJFN-UHFFFAOYSA-N heptafluoropropane Chemical compound FC(F)C(F)(F)C(F)(F)F UKACHOXRXFQJFN-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 description 1
- 229960000909 sulfur hexafluoride Drugs 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003606 tin compounds Chemical class 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
- 238000012546 transfer Methods 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- GTRSAMFYSUBAGN-UHFFFAOYSA-N tris(2-chloropropyl) phosphate Chemical compound CC(Cl)COP(=O)(OCC(C)Cl)OCC(C)Cl GTRSAMFYSUBAGN-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
- C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
Definitions
- the invention relates to flame-retardant HR cold-molded foams with reduced flue gas intensity and toxicity, processes for their production and their use.
- Cold-curing flexible polyurethane foams are used, among other things. used as seats, backrests or headrests in automobiles, rail and water vehicles, airplanes and in the furniture sector.
- the flame retardancy of the foams plays a role in all of the above-mentioned areas.
- the requirements for flame retardancy are particularly high for rail vehicles, airplanes and furniture.
- To comply with the relevant standards e.g. To meet BS 5852, Part 2, Crib Ignition Source V, CSE RF4 / 83 or UIC 564/2 or DIN 54341, ASTM E 162, California TB 133, melamine is added to the foam as a flame retardant.
- the disadvantage here is that a solid with dust in the
- Polyol formulation must be stirred.
- the solid melamine sediments out of the polyol formulation, which makes processing difficult. Sedimentation of the melamine can be prevented by using special stabilized melamine dispersions in polyethers, as described in DE-OS 195 40 809 and EP-A 835 905.
- the melamine can be prevented by using special stabilized melamine dispersions in polyethers, as described in DE-OS 195 40 809 and EP-A 835 905.
- PHD or PIPA polymer polyols preserve HR cold molded foams with reduced flammability, smoke density and toxicity as well as improved mechanical properties.
- the subject of the invention is therefore an HR cold molded foam, obtainable by
- e) compounds having at least two isocyanate-reactive hydrogen atoms and a molecular weight of 32 to 399, and / or
- modified tolylene diisocyanate (TDI) is used as component a).
- the isomer ratio of 2,4-TDI to 2,6-TDI can be from 100: 0 to 65:35.
- the TDI is modified in a manner known to those skilled in the art, as described in G. Oertel (ed.): "Kunststoff-Handbuch", Volume VII, Carl
- biuretized tolylene diisocyanate types for example the high-performance TDI, can be used to produce the HR cold-molded foams according to the invention.
- the polyol component b) contains dispersions of polymers containing higher molecular weight hydroxyl compounds, which by reacting mono- and / or polyisocyanates with primary and / or secondary amino groups containing polyamines and / or hydrazines and / or hydrazides and or alkanolamines in a 1 to 8 primary and / or secondary hydroxyl group-containing polyethers with a number average molecular weight of 400 to 16,000 (“base polyol”). Base polyols with a number average molecular weight of 1,500 to 8,000 are preferably used. Hydroxyl compounds are preferably used which react with base polyols by reaction of base polyols Hydrazines have been produced (PHD polyols).
- Component b) preferably has an average OH functionality of 2.0 to 3.5. Preference is given to using polyether polyols which contain at least 60 mol% of primary OH groups. , preferably at least 70 mol% au f und.
- the component preferably contains, in addition to a base polyol with an ethylene oxide content of at most 40% by weight, at least one further polyether polyol with an average functionality of 2 to 6, a number average molecular weight of 1500 to 12000 in a proportion of 1 up to 50 wt .-%, based on the total amount of
- Component b) with an EO content of more than 40% by weight This execution form leads to better skin formation, increased open cell structure and allows greater scope for setting the NCO / OH index and thus better processability of the formulation.
- a foam is obtained which has an increased elasticity and whose hardness, which can be high due to the polymer dispersion, is reduced to such an extent that soft molded parts can also be produced.
- Chemical and / or physical blowing agents c) are used to produce the foams according to the invention.
- component c) water is preferably used as the chemical blowing agent which, by reaction with isocyanate groups, supplies carbon dioxide as the blowing gas. Water in an amount of 2-
- component b 8% by weight, particularly preferably 2 to 4% by weight, based on the amount of component b), is used.
- carbon dioxide can also be added as a gas or liquid online or in a batch process to the polyol or isocyanate component using the processes known per se.
- non-flammable physical blowing agents such as e.g.
- Dichloromethane dichloromonofluoromethane, difluoromethane, trifluoromethane, difluoroethane, 1,1,1,2-tetrafluoroethane, tetrafiuoroethane (R 134 or R 134a), 1,1,1,3,3,3-hexafluoropropane (R 356), 1 , 1,1,3,3-pentafluoropropane (R 245fa), chlorodifluoroethane, l, l-dichloro-2,2,2-trifluoroethane, 2,2-dichloro-2-fluoroethane, heptafluoropropane and sulfur hexafluoride can be used.
- blowing agent Since the blowing agent escapes almost completely from the foam during the manufacturing process, low-boiling hydrocarbons, e.g. Pentane, hexane and their isomers are used.
- Other suitable blowing agents are carboxylic acids such as formic acid, acetic acid, oxalic acid and chemical blowing agents, which release gases in the course of the foaming process, such as. B. Carbamates. Mixtures of these blowing agents can also be used. These blowing agents are preferably used in combination with water.
- Flame retardants d) which are liquid and / or soluble in one of components a) or b) or in both components are optionally used to produce the foams according to the invention.
- Commercially available phosphorus-containing flame retardants are preferably used, for example tricresyl phosphate, tris (2- chloroethyl) phosphate, tris (2-chloropropyl) phosphate, tris (2,3-dibromopropyl) phosphate, tris (1,3-dichloropyl) phosphate, tetrakis (2-chloroethyl) ethylene diphosphate, dimethyl methane phosphonate, Diethylethanephosphonat, Diethanolaminomethylphosphonklathylester.
- Halogen- or or phosphorus-containing, flame-retardant polyols or mixtures of the aforementioned are also suitable
- the flame retardants are preferably used in an amount of at most 35% by weight, preferably at most 20% by weight, based on component b).
- compounds having at least two hydrogen atoms which are reactive toward isocyanates and a molecular weight of 32 to 399 e) are optionally used. This is taken to mean hydroxyl groups and / or amino groups and / or thiol groups and / or carboxyl group-containing compounds, preferably compounds containing hydroxyl groups and / or amino groups, which serve as chain extenders or crosslinking agents. These compounds generally have 2 to 8, preferably 2 to 4, hydrogen atoms which are reactive toward isocyanates. Examples of this are described in DE-OS 28 32 253, p.10-20. In a preferred embodiment, mixtures of at least two of these chain extenders and / or crosslinking agents are used. preferred
- Chain extenders and / or crosslinking agents are, for example, glycerol, triisopropanolamine, ethylene glycol, diethanolamine and triethanolamine.
- auxiliaries and additives f) can also be added in the production of the HR cold-molded foams according to the invention. These are, for example, catalysts which accelerate the reaction between the isocyanate component a) and the polyol component b).
- Suitable catalysts are organic tin compounds such as tin (II) salts of organic carboxylic acids, for example tin (II) acetate, tin (II) octoate, tin (II) ethylhexoate and tin (II) laurate and the dialkyltin (IV) salts, for example Dibutyltin diacetate, dibutyltin dilaurate and dioctyltin diacetate.
- tin (II) salts of organic carboxylic acids for example tin (II) acetate, tin (II) octoate, tin (II) ethylhexoate and tin (II) laurate and the dialkyltin (IV) salts, for example Dibutyltin diacetate, dibutyltin dilaurate and dioctyltin diacetate.
- Suitable catalysts are amines such as dimethyl aminopropylurea, dimethylaminopropylamine, bis (dimethylaminopropyl) amine, diazabicyclooctane, dimethylethanolamine, triethylamine, dimethylcyclohexylamine, dimethylbenzylamine, pentamethyldiethylenetriamine, N, N, N ', N'-tetramethylbutanediamine, bis (ether) methylamorphino (N) -dimethylmorphino-methyl, bis (ether) methylamorphamino alkyl) -s-hexahydrotriazines.
- the catalyst component preferably contains at least one aliphatic amine.
- Paraffins or fatty alcohols or dimethylpolysiloxanes as well as pigments or dyes, stabilizers against aging and weathering, plasticizers such as dioctyl phthalate and fungistatic and bacteriostatic substances can also be used. These are usually added to the polyol component in amounts of 0 to 10 parts by weight, preferably 0 to 5 parts by weight.
- plasticizers such as dioctyl phthalate and fungistatic and bacteriostatic substances.
- reaction components are usually according to the known
- the foaming is preferably carried out in closed molds.
- the reaction mixture is introduced into a mold.
- Metal e.g. As aluminum or plastic, e.g. B. epoxy, in question.
- the foamable reaction mixture foams in the mold and forms the shaped body.
- the foams according to the invention are preferably produced in such a way that the NCO / OH index, i.e. the stoichiometric ratio between reactive isocyanate groups and hydroxyl groups multiplied by 100, between 65 and
- the NCO / OH index is particularly preferably from 70 to 110.
- the density of the shaped bodies formed is preferably from 30 to 120 kg / m 3 .
- the ratio of the components is selected such that the filler content of the foam formulation, ie the proportion of the dispersed polymer component contained in component b) in the total amount of the foam formulation, is 3 to 30% by weight, preferably 4 to 16 % By weight.
- the invention also relates to the use of the foam materials according to the invention as cushioning material for z. B. seats, backrests and armrests and headrests in automobiles, rail vehicles, aircraft and watercraft and in furniture for private and public applications.
- Polyol A polyether triol, OHZ 28, EO content approx. 13.5% by weight, filled with
- Polyol B polyether triol, OHZ 28, EO content approx. 13.5% by weight, filled with 20% by weight styrene-acrylonitrile polymer
- Polyol C polyether polyol PIPA, preparation see below
- Polyol D polyether triol, OHZ 28, EO content approx. 13.5% by weight
- Polyol E polyether diol, OHZ 28, EO content approx. 13.5% by weight
- Polyol F polyether triol, OHZ 37, EO content approx. 85% by weight
- Polyol G polyether diol, OHZ 56, EO content approx. 50% by weight
- Isocyanate 1 modified TDI (biuret) with an NCO content of 42% by weight
- Isocyanate 2 modified TDI (biuret) with an NCO content of 37% by weight
- Isocyanate 3 modified TDI (AUophanat) with an NCO content of 40.7% by weight
- Isocyanate 4 modified TDI (prepolymerized with polyol D) NCO content of
- Isocyanate 5 TDI with 80% of the 2,4-isomer (Desmodur ® T80 from Bayer AG)
- Niax Catalyst AI bis (dimethylaminoethyl) ether, 70% in dipropylene glycol
- TCPP Tris (2-chloropropylphosphate) (Levagard PP from Bayer AG)
- the ratios given in the tables refer to parts by weight of the corresponding components.
- the polyol formulation was prepared by mixing the corresponding parts by weight of the individual components and mixed intensively with the corresponding parts by weight of the isocyanate (Examples 1 to 26) or processed using a high-pressure system.
- the reaction mixture was introduced into an aluminum mold preheated to 40 ° C., the mold was closed with an aluminum lid and the reaction mixture was allowed to foam. After 5 minutes, the foams were removed from the mold.
- the foams produced with a SAN-filled polyol or base polyol (example 1 or 2) using a modified TDI went into full fire in the fire test and had to be extinguished.
- the foams according to the invention (Examples 3 and 4) passed the test.
- the foams according to the invention pass the fire test even without further liquid flame retardants (Examples 25-27).
- Example 26 provides more favorable values of smoke density and toxicity than Comparative Example 34.
- Table 1 Fire test according to BS 5852. Part 2. Crib Iqnition Source V
- Table 2 Fire test according to BS 5852. Part 2, Crib Iqnition Source V
- Table 3 Fire test according to BS 5852. Part 2. Crib Iqnition Source V
- Table 4 Fire test according to BS 5852. Part 2. Crib Iqnition Source V
- Table 5 Paper pillow test according to DIN 54341 and UIC 564/2
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Abstract
L'invention concerne des mousses HR, moulées à froid et ininflammables, leur procédé de fabrication et leur utilisation.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19954739 | 1999-11-12 | ||
DE19954739A DE19954739A1 (de) | 1999-11-12 | 1999-11-12 | Flammwidriger HR-Kaltformschaum mit reduzierter Rauchgasdichte und -toxizität |
PCT/EP2000/010766 WO2001036509A1 (fr) | 1999-11-12 | 2000-10-31 | Mousse hr, moulee a froid et ininflammable, a densite et toxicite reduites des gaz de fumee |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1237972A1 true EP1237972A1 (fr) | 2002-09-11 |
Family
ID=7928997
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00981229A Withdrawn EP1237972A1 (fr) | 1999-11-12 | 2000-10-31 | Mousse hr, moulee a froid et ininflammable, a densite et toxicite reduites des gaz de fumee |
Country Status (12)
Country | Link |
---|---|
US (1) | US6734217B1 (fr) |
EP (1) | EP1237972A1 (fr) |
AU (1) | AU1855101A (fr) |
BR (1) | BR0015524A (fr) |
CA (1) | CA2390074A1 (fr) |
CZ (1) | CZ20021585A3 (fr) |
DE (1) | DE19954739A1 (fr) |
HU (1) | HUP0203424A3 (fr) |
NO (1) | NO20022212L (fr) |
PL (1) | PL355447A1 (fr) |
TR (1) | TR200201261T2 (fr) |
WO (1) | WO2001036509A1 (fr) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20060235100A1 (en) * | 2005-04-13 | 2006-10-19 | Kaushiva Bryan D | Polyurethane foams made with vegetable oil hydroxylate, polymer polyol and aliphatic polyhydroxy alcohol |
WO2011141266A1 (fr) * | 2010-04-15 | 2011-11-17 | Basf Se | Procédé de fabrication de mousses de polyuréthane ignifugées |
WO2012047929A1 (fr) | 2010-10-05 | 2012-04-12 | Eco-Friendly Solutions, LLC | Couchage antiadhésif |
KR102004009B1 (ko) * | 2011-12-27 | 2019-07-25 | 다우 글로벌 테크놀로지스 엘엘씨 | 인 기재 다중첨가/폴리우레탄-우레아 폴리올 |
AU2014293351B2 (en) * | 2013-07-25 | 2018-03-01 | Dow Global Technologies Llc | Flame resistant flexible polyurethane foam |
EP3940012A1 (fr) * | 2020-07-16 | 2022-01-19 | Evonik Operations GmbH | Additifs réticulés sans nitrogène et pauvre en nitrogène pour mousse souple de blocage à froid présentant des propriétés de compression et de vieillissement améliorées |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3178490A (en) | 1961-10-06 | 1965-04-13 | Thiokol Chemical Corp | Process for producing a foamed plastic article having a dense skin |
US3182104A (en) | 1962-02-14 | 1965-05-04 | Glidden Co | Process for making thick-skinned articles comprising polyurethane foam |
CA1043948A (fr) * | 1974-05-17 | 1978-12-05 | Manfred Dahm | Methode de production de mousses de polyurethane |
DE2732292A1 (de) | 1977-07-16 | 1979-02-01 | Bayer Ag | Verfahren zur herstellung von polyurethankunststoffen |
DE2832253A1 (de) | 1978-07-22 | 1980-01-31 | Bayer Ag | Verfahren zur herstellung von formschaumstoffen |
DE19540809A1 (de) | 1995-09-02 | 1997-03-06 | Basf Ag | Verfahren zur Herstellung von flammwidrigen Polyurethan-Weichschaumstoffen |
US5885479A (en) | 1996-08-28 | 1999-03-23 | Basf Aktiengesellschaft | Production of flame-resistant flexible polyurethane foams |
DE19642246A1 (de) | 1996-10-12 | 1998-04-16 | Basf Ag | Verfahren zur Herstellung einer stabilen Dispersion von Melamin in Polyolkomponenten |
DE19705993A1 (de) | 1997-02-17 | 1998-08-20 | Basf Ag | Verfahren zur Herstellung einer homogenen entmischungsstabilen Polyolkomponente |
DE19707577A1 (de) | 1997-02-26 | 1998-08-27 | Bayer Ag | Elastische Biuret-modifizierte Polyurethanschaumstoffe sowie ein Verfahren zu ihrer Herstellung |
DE19853025A1 (de) * | 1998-11-18 | 2000-05-25 | Basf Ag | Halogenfrei flammgeschützte Hartschaumstoffe auf Isocyanatbasis |
-
1999
- 1999-11-12 DE DE19954739A patent/DE19954739A1/de not_active Withdrawn
-
2000
- 2000-10-31 US US10/129,766 patent/US6734217B1/en not_active Expired - Fee Related
- 2000-10-31 CZ CZ20021585A patent/CZ20021585A3/cs unknown
- 2000-10-31 WO PCT/EP2000/010766 patent/WO2001036509A1/fr not_active Application Discontinuation
- 2000-10-31 PL PL00355447A patent/PL355447A1/xx not_active Application Discontinuation
- 2000-10-31 HU HU0203424A patent/HUP0203424A3/hu unknown
- 2000-10-31 TR TR2002/01261T patent/TR200201261T2/xx unknown
- 2000-10-31 BR BR0015524-1A patent/BR0015524A/pt not_active Application Discontinuation
- 2000-10-31 AU AU18551/01A patent/AU1855101A/en not_active Abandoned
- 2000-10-31 CA CA002390074A patent/CA2390074A1/fr not_active Abandoned
- 2000-10-31 EP EP00981229A patent/EP1237972A1/fr not_active Withdrawn
-
2002
- 2002-05-08 NO NO20022212A patent/NO20022212L/no not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
See references of WO0136509A1 * |
Also Published As
Publication number | Publication date |
---|---|
CA2390074A1 (fr) | 2001-05-25 |
CZ20021585A3 (cs) | 2002-08-14 |
NO20022212D0 (no) | 2002-05-08 |
HUP0203424A3 (en) | 2004-06-28 |
WO2001036509A1 (fr) | 2001-05-25 |
NO20022212L (no) | 2002-06-20 |
HUP0203424A2 (hu) | 2003-02-28 |
BR0015524A (pt) | 2002-07-02 |
PL355447A1 (en) | 2004-04-19 |
AU1855101A (en) | 2001-05-30 |
US6734217B1 (en) | 2004-05-11 |
DE19954739A1 (de) | 2001-06-07 |
TR200201261T2 (tr) | 2002-09-23 |
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