DK175221B1 - Polyetherpolyoler samt fremgangsmåde til deres fremstilling - Google Patents

Polyetherpolyoler samt fremgangsmåde til deres fremstilling Download PDF

Info

Publication number: DK175221B1
Authority: DK; Denmark
Prior art keywords: moles; toluylenediamine; ethylene oxide; mole; propylene oxide
Prior art date: 1987-12-01

Application number

DK198806691A

Other languages

Danish (da)

English (en)

Other versions

DK669188D0 (da

DK669188A (da

Inventor

Manfred Dietrich

Reinhard Kaufung

Original Assignee

Bayer Ag

Priority date (The priority date 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 date listed.)

1987-12-01

Filing date

1988-11-30

Publication date

2004-07-12

1988-11-30 Application filed by Bayer Ag filed Critical Bayer Ag

1988-11-30 Publication of DK669188D0 publication Critical patent/DK669188D0/da

1989-06-02 Publication of DK669188A publication Critical patent/DK669188A/da

2004-07-12 Application granted granted Critical

2004-07-12 Publication of DK175221B1 publication Critical patent/DK175221B1/da

Links

229920000570 polyether Polymers 0.000 title claims abstract description 57
229920005862 polyol Polymers 0.000 title claims abstract description 31
150000003077 polyols Chemical class 0.000 title claims abstract description 29
239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 28
238000000034 method Methods 0.000 title claims description 24
238000002360 preparation method Methods 0.000 title claims description 7
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 27
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 23
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 5
239000003054 catalyst Substances 0.000 claims description 24
150000001412 amines Chemical class 0.000 claims description 13
-1 ether polyols Chemical class 0.000 claims description 11
238000006243 chemical reaction Methods 0.000 claims description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 5
229920005830 Polyurethane Foam Polymers 0.000 claims description 5
SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 claims description 4
NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 claims description 4
150000004985 diamines Chemical class 0.000 claims description 4
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 4
UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 claims description 4
229910052799 carbon Inorganic materials 0.000 claims description 3
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 3
239000011496 polyurethane foam Substances 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 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 claims 1
239000012948 isocyanate Substances 0.000 abstract description 6
150000002513 isocyanates Chemical class 0.000 abstract description 6
ZMBQZWCDYKGVLW-UHFFFAOYSA-N 1-methylcyclohexa-3,5-diene-1,2-diamine Chemical compound CC1(N)C=CC=CC1N ZMBQZWCDYKGVLW-UHFFFAOYSA-N 0.000 abstract 3
239000006260 foam Substances 0.000 description 29
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
230000000052 comparative effect Effects 0.000 description 13
239000004814 polyurethane Substances 0.000 description 13
229920002635 polyurethane Polymers 0.000 description 13
238000004519 manufacturing process Methods 0.000 description 12
238000005336 cracking Methods 0.000 description 10
229920001228 polyisocyanate Polymers 0.000 description 10
239000005056 polyisocyanate Substances 0.000 description 10
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
239000000203 mixture Substances 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 8
239000002253 acid Substances 0.000 description 7
125000003277 amino group Chemical group 0.000 description 7
150000001875 compounds Chemical class 0.000 description 7
239000006261 foam material Substances 0.000 description 7
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
239000000047 product Substances 0.000 description 6
239000000654 additive Substances 0.000 description 5
125000002947 alkylene group Chemical group 0.000 description 5
238000002845 discoloration Methods 0.000 description 5
235000011187 glycerol Nutrition 0.000 description 5
229920000728 polyester Polymers 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
239000003063 flame retardant Substances 0.000 description 4
239000003381 stabilizer Substances 0.000 description 4
239000007858 starting material Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
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 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
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
239000003431 cross linking reagent Substances 0.000 description 3
JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 3
238000005187 foaming Methods 0.000 description 3
150000002430 hydrocarbons Chemical group 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
239000000600 sorbitol Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
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 2
229930006000 Sucrose Natural products 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
150000008065 acid anhydrides Chemical class 0.000 description 2
239000012190 activator Substances 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000008064 anhydrides Chemical class 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
238000002485 combustion reaction Methods 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000000945 filler Substances 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
150000002596 lactones Chemical class 0.000 description 2
239000000463 material Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
238000010899 nucleation Methods 0.000 description 2
230000006911 nucleation Effects 0.000 description 2
150000002924 oxiranes Chemical class 0.000 description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
229920000582 polyisocyanurate Polymers 0.000 description 2
239000011495 polyisocyanurate Substances 0.000 description 2
229920005903 polyol mixture Polymers 0.000 description 2
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
239000003380 propellant Substances 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
238000007086 side reaction Methods 0.000 description 2
TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
239000005720 sucrose Substances 0.000 description 2
125000001302 tertiary amino group Chemical group 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 2
229960004418 trolamine Drugs 0.000 description 2
235000021122 unsaturated fatty acids Nutrition 0.000 description 2
150000004670 unsaturated fatty acids Chemical class 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
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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
IWSZDQRGNFLMJS-UHFFFAOYSA-N 2-(dibutylamino)ethanol Chemical compound CCCCN(CCO)CCCC IWSZDQRGNFLMJS-UHFFFAOYSA-N 0.000 description 1
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LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
MTHBZTPHXMYPNB-UHFFFAOYSA-N C(Cl)C1CO1.BrC(C=C(O)O)(C)Br Chemical compound C(Cl)C1CO1.BrC(C=C(O)O)(C)Br MTHBZTPHXMYPNB-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
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101001098066 Naja melanoleuca Basic phospholipase A2 1 Proteins 0.000 description 1
HFEFMUSTGZNOPY-UHFFFAOYSA-N OOOOOOOOOOOOOOOO Chemical compound OOOOOOOOOOOOOOOO HFEFMUSTGZNOPY-UHFFFAOYSA-N 0.000 description 1
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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
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229930182470 glycoside Natural products 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
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239000007788 liquid Substances 0.000 description 1
238000003754 machining Methods 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
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
238000000465 moulding Methods 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
229940117969 neopentyl glycol Drugs 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
235000021017 pears Nutrition 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
235000011056 potassium acetate Nutrition 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
239000003223 protective agent Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000002683 reaction inhibitor Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000012958 reprocessing Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
241000894007 species Species 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
150000003512 tertiary amines Chemical class 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
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
238000010626 work up procedure Methods 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
- C08G18/5033—Polyethers having heteroatoms other than oxygen having nitrogen containing carbocyclic 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- 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
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- C08G18/4845—Polyethers containing oxyethylene units and other oxyalkylene units containing oxypropylene or higher oxyalkylene end 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
- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0025—Foam properties rigid
- 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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Polyurethanes Or Polyureas (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Polyethers (AREA)
Inorganic Compounds Of Heavy Metals (AREA)
Compounds Of Unknown Constitution (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Sampling And Sample Adjustment (AREA)
Peptides Or Proteins (AREA)

DK198806691A 1987-12-01 1988-11-30 Polyetherpolyoler samt fremgangsmåde til deres fremstilling DK175221B1 (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE3740634		1987-12-01
DE19873740634 DE3740634A1 (de)	1987-12-01	1987-12-01	Polyetherpolyole auf basis o-toluylendiamin, verfahren zu ihrer herstellung und verwendung fuer polyurethan- und polyisocyanurat-kunststoffe

Publications (3)

Publication Number	Publication Date
DK669188D0 DK669188D0 (da)	1988-11-30
DK669188A DK669188A (da)	1989-06-02
DK175221B1 true DK175221B1 (da)	2004-07-12

Family

ID=6341616

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK198806691A DK175221B1 (da)	1987-12-01	1988-11-30	Polyetherpolyoler samt fremgangsmåde til deres fremstilling

Country Status (12)

Country	Link
US (1)	US5030758A (fr)
EP (1)	EP0318784B1 (fr)
JP (1)	JP2630454B2 (fr)
KR (1)	KR0136386B1 (fr)
AT (1)	ATE107940T1 (fr)
BR (1)	BR8806304A (fr)
CA (1)	CA1334234C (fr)
DE (2)	DE3740634A1 (fr)
DK (1)	DK175221B1 (fr)
ES (1)	ES2055729T3 (fr)
FI (1)	FI93019C (fr)
MX (1)	MX13970A (fr)

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JPH08319330A (ja) *	1995-05-29	1996-12-03	Mitsubishi Kagaku Dow Kk	連続気泡ポリウレタン変性ポリイソシアヌレートフォームの製造方法
DE19521058A1 (de) *	1995-06-09	1996-12-12	Basf Ag	Verfahren zur Herstellung von Aromaten enthaltenden Polyetherpolyolen
DE19634700A1 (de) *	1996-08-28	1998-03-05	Bayer Ag	Verfahren zur Herstellung von Polyurethanhartschaumstoffen
US5786405A (en) *	1996-11-01	1998-07-28	Bayer Corporation	Amine-initiated polyether polyols and a process for their production
US5872292A (en) *	1997-01-24	1999-02-16	Bayer Corporation	Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols
AR017610A1 (es) *	1997-11-13	2001-09-12	Dow Chemical Co	Procedimiento para preparar polieterespolioles utilizando imidazoles como catalizadores
DE19916647B4 (de) *	1999-04-14	2006-06-08	Bayer Materialscience Ag	Polyolgemisch für die Herstellung von Polyurethan-Hartschäumen
US6423759B1 (en) *	2000-12-20	2002-07-23	Bayer Corporation	Co-initiated polyols useful for the production of rigid polyurethane foams
US6762214B1 (en) *	2003-03-18	2004-07-13	Bayer Polymers Llc	Process for the production of rigid foams from alkaline polyether polyols
DE102007038436A1 (de) *	2007-08-16	2009-02-19	Bayer Materialscience Ag	Verfahren zur Herstellung von Polyolen
US20110218262A1 (en) *	2010-03-02	2011-09-08	Basf Se	Preparing rigid polyurethane foams
BR112012021119A2 (pt)	2010-03-02	2016-05-17	Basf Se	processo para a preparação de um poliéter-álcool, poliéter-álcool, e, uso de um poliéter-álcool
JP5823496B2 (ja)	2010-04-26	2015-11-25	ビーエーエスエフソシエタス・ヨーロピアＢａｓｆＳｅ	硬質ポリウレタンフォームの製造方法
US8618337B2 (en)	2010-04-26	2013-12-31	Basf Se	Process for preparing polyether alcohols
US8927614B2 (en)	2010-04-26	2015-01-06	Basf Se	Process for producing rigid polyurethane foams
SG184522A1 (en) *	2010-04-26	2012-11-29	Basf Se	Method for producing polyether alcohols
JP5933551B2 (ja) *	2010-08-24	2016-06-15	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
EP2551289A1 (fr) *	2011-07-26	2013-01-30	Basf Se	Processus pour la production continue de polyéthérols
DE102012002098A1 (de)	2012-02-06	2013-08-08	Eurofoam Deutschland Gmbh	Hydrothermale Karbonisierung von Kunststoffmaterial
EP2628756B1 (fr) *	2012-02-15	2015-01-28	Bayer Intellectual Property GmbH	Mousses semi-dures à base de polyuréthane, leur fabrication et leur utilisation
ES2615477T3 (es) *	2012-09-27	2017-06-07	Basf Se	Espumas rígidas de poliuretano y poliisocianurato a base de polioles de poliéter modificados en el ácido graso
DE102013013085B3 (de)	2013-08-07	2015-02-05	Eurofoam Deutschland Gmbh Schaumstoffe	Partikel eines kohleähnlichen Feststoffs, Verwendungen und Herstellungsverfahren
RU2679617C2 (ru)	2014-01-22	2019-02-12	Хантсмэн Интернэшнл Ллс	Процесс для изготовления твердых полиуретановой пены или модифицированной уретаном полиизоциануратной пены
CN106164130B (zh) *	2014-04-09	2020-07-31	巴斯夫欧洲公司	连续生产聚醚多元醇的方法
CN107903387B (zh) *	2017-11-28	2020-09-22	山东一诺威新材料有限公司	提高聚醚多元醇合成过程中环氧丙烷转化率的方法
US11629225B2 (en)	2020-05-26	2023-04-18	Covestro Llc	Processes for producing aromatic diamine-initiated polyether polyols
DE102020131581B4 (de)	2020-11-27	2025-10-23	Neveon Germany Gmbh	Verfahren zum Abbau von Polyurethan sowie hierdurch erhaltenes flüssiges Verfahrensmedium
EP4299656A1 (fr)	2022-07-01	2024-01-03	Evonik Operations GmbH	Fabrication des amides propoxylés de l'acide benzènedicarboxylique et mousse polyuréthane correspondante

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JPS53719B2 (fr) *	1971-08-31	1978-01-11
JPS518676A (ja) *	1974-07-13	1976-01-23	Chiyoda Kenkyu Kaihatsu Kk	Shujinsochi
US4209609A (en) *	1977-11-07	1980-06-24	Mobay Chemical Corporation	Toluene diamine initiated polyether polyols
DE2758614C2 (de) *	1977-11-07	1986-12-11	Mobay Corp., Pittsburgh, Pa.	Polyetherpolyol-Gemische auf Basis von Toluylendiamin, deren Herstellung und Verfahren zur Herstellung von Polyurethanschaumstoffen
US4243759A (en) *	1979-12-12	1981-01-06	Mobay Chemical Corporation	Toluene diamine initiated polyether polyols
JPS57168917A (en) *	1981-04-10	1982-10-18	Toho Chem Ind Co Ltd	Production of polyether-polyol
JPS57168919A (en) *	1981-04-10	1982-10-18	Toho Chem Ind Co Ltd	Production of polyether-polyol
US4391728A (en) *	1981-12-01	1983-07-05	Basf Wyandotte Corporation	Propylene oxide adducts of toluenediamine
US4562290A (en) *	1981-12-01	1985-12-31	Basf Wyandotte Corporation	Alkylene oxide adducts of vicinal toluenediamine
DE3629390A1 (de) *	1986-07-04	1988-02-18	Bayer Ag	Polyolkomposition und ihre verwendung zur herstellung von flammwidrigen polyurethanschaumstoffen

1987
- 1987-12-01 DE DE19873740634 patent/DE3740634A1/de not_active Withdrawn
1988
- 1988-11-21 ES ES88119295T patent/ES2055729T3/es not_active Expired - Lifetime
- 1988-11-21 AT AT88119295T patent/ATE107940T1/de not_active IP Right Cessation
- 1988-11-21 EP EP88119295A patent/EP0318784B1/fr not_active Expired - Lifetime
- 1988-11-21 DE DE3850478T patent/DE3850478D1/de not_active Expired - Fee Related
- 1988-11-24 CA CA000584007A patent/CA1334234C/fr not_active Expired - Fee Related
- 1988-11-29 MX MX1397088A patent/MX13970A/es unknown
- 1988-11-29 US US07/277,165 patent/US5030758A/en not_active Expired - Lifetime
- 1988-11-29 JP JP63299771A patent/JP2630454B2/ja not_active Expired - Fee Related
- 1988-11-29 FI FI885532A patent/FI93019C/fi active IP Right Grant
- 1988-11-30 KR KR1019880015810A patent/KR0136386B1/ko not_active Expired - Fee Related
- 1988-11-30 DK DK198806691A patent/DK175221B1/da not_active IP Right Cessation
- 1988-11-30 BR BR888806304A patent/BR8806304A/pt not_active IP Right Cessation

Also Published As

Publication number	Publication date
FI885532L (fi)	1989-06-02
FI93019C (fi)	1995-02-10
DE3850478D1 (de)	1994-08-04
BR8806304A (pt)	1989-08-15
DK669188D0 (da)	1988-11-30
DK669188A (da)	1989-06-02
KR890010013A (ko)	1989-08-05
JP2630454B2 (ja)	1997-07-16
FI885532A0 (fi)	1988-11-29
EP0318784A2 (fr)	1989-06-07
CA1334234C (fr)	1995-01-31
EP0318784A3 (en)	1989-12-06
KR0136386B1 (ko)	1998-04-25
FI93019B (fi)	1994-10-31
JPH01188525A (ja)	1989-07-27
EP0318784B1 (fr)	1994-06-29
ATE107940T1 (de)	1994-07-15
US5030758A (en)	1991-07-09
ES2055729T3 (es)	1994-09-01
DE3740634A1 (de)	1989-06-15
MX13970A (es)	1994-02-28

Legal Events

Date	Code	Title	Description
2008-07-07	PBP	Patent lapsed	Country of ref document: DK

Publication	Publication Date	Title
KR0136386B1 (ko)	1998-04-25	O-톨릴렌디아민계 폴리에테르 폴리올 및 이의 제조방법
ES2216863T3 (es)	2004-11-01	Espumas rigidas de poliuretano de alveolos finos expandidas con agua.
US5141968A (en)	1992-08-25	Polyether polyols based on aromatic diamines and polyamines, a process for their preparation, and their use for polyurethane and polyisocyanurate plastics
ES2333477T3 (es)	2010-02-22	Procedimiento de preparacion de polioles de polieter-ester.
RU2184127C2 (ru)	2002-06-27	Жесткие полиуретановые пенопласты
US7893124B2 (en)	2011-02-22	Method for producing rigid polyurethane foams
DE69925011T2 (de)	2005-09-29	Geeignete polyole für die herstellung von wassergeschäumtem polyurethanhartschaumstoff
EP3849701B1 (fr)	2026-04-22	Composition de mousse d'isolation en polyuréthane comprenant un composé stabilisant
AU592649B2 (en)	1990-01-18	A process for the production of oligoesters containing hydroxy groups and their use
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WO2019055441A1 (fr)	2019-03-21	Composition de mousse d'isolation à base de polyuréthane comprenant des oléfines halogénées et un composé d'amine tertiaire
ES2328132T3 (es)	2009-11-10	Procedimiento para la obtecion de espumas blandas de poliuretano.
WO2019055443A1 (fr)	2019-03-21	Composition de mousse d'isolation à base de polyuréthane coulée en place comprenant des oléfines halogénées
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US4404121A (en)	1983-09-13	Process for preparing polyol-catalyst mixtures useful in the preparation of rigid polyurethane cellular products
US4681903A (en)	1987-07-21	Polyester polyols, a process for their production and their use in the isocyanate polyaddition process
US4465791A (en)	1984-08-14	Process for preparing polyol-catalyst mixtures useful in the preparation of rigid polyurethane cellular products
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EP3841136B1 (fr)	2024-06-19	Catalyseur pour la production de mousse pir/pur
US4404120A (en)	1983-09-13	Process for preparing hydroxy-containing amine complexes which are useful as catalysts for trimerizing isocyanates and preparing polyurethanes
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CA1203932A (fr)	1986-04-29	Procede de preparation de melanges de poly-catalyseur utiles dans la preparation de produits expanses ridiges en polyurethane
CS229504B1 (en)	1984-06-18	Method for the producing hard polyurethan foams
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