KR20060067868A - 저함량의 단량체성 디이소시아네이트를 갖는 반응성폴리우레탄 예비중합체 - Google Patents
저함량의 단량체성 디이소시아네이트를 갖는 반응성폴리우레탄 예비중합체 Download PDFInfo
- Publication number
- KR20060067868A KR20060067868A KR1020050122947A KR20050122947A KR20060067868A KR 20060067868 A KR20060067868 A KR 20060067868A KR 1020050122947 A KR1020050122947 A KR 1020050122947A KR 20050122947 A KR20050122947 A KR 20050122947A KR 20060067868 A KR20060067868 A KR 20060067868A
- Authority
- KR
- South Korea
- Prior art keywords
- catalyst
- nco
- acetylacetonate
- mol
- diisocyanate
- 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.)
- Ceased
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- 125000005442 diisocyanate group Chemical group 0.000 title claims abstract description 40
- 229920001730 Moisture cure polyurethane Polymers 0.000 title claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 59
- 238000000034 method Methods 0.000 claims abstract description 17
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 15
- YOBOXHGSEJBUPB-MTOQALJVSA-N (z)-4-hydroxypent-3-en-2-one;zirconium Chemical class [Zr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O YOBOXHGSEJBUPB-MTOQALJVSA-N 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
- 239000003446 ligand Substances 0.000 claims abstract description 12
- 230000008569 process Effects 0.000 claims abstract description 11
- 239000012948 isocyanate Substances 0.000 claims abstract description 10
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- 239000000853 adhesive Substances 0.000 claims abstract description 8
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- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 6
- 238000000576 coating method Methods 0.000 claims abstract description 4
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- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 14
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 9
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 9
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 6
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
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- -1 bismuth carboxylate Chemical class 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000006260 foam Substances 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
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- GBNDTYKAOXLLID-UHFFFAOYSA-N zirconium(4+) ion Chemical compound [Zr+4] GBNDTYKAOXLLID-UHFFFAOYSA-N 0.000 description 5
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- 125000004432 carbon atom Chemical group C* 0.000 description 4
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- SHFJWMWCIHQNCP-UHFFFAOYSA-M hydron;tetrabutylazanium;sulfate Chemical compound OS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC SHFJWMWCIHQNCP-UHFFFAOYSA-M 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WYYHZWGGPPBCMA-NSSKEBHHSA-J (e)-1,1,1-trifluoro-4-oxopent-2-en-2-olate;zirconium(4+) Chemical compound [Zr+4].CC(=O)\C=C(\[O-])C(F)(F)F.CC(=O)\C=C(\[O-])C(F)(F)F.CC(=O)\C=C(\[O-])C(F)(F)F.CC(=O)\C=C(\[O-])C(F)(F)F WYYHZWGGPPBCMA-NSSKEBHHSA-J 0.000 description 3
- YPIFGDQKSSMYHQ-UHFFFAOYSA-M 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC([O-])=O YPIFGDQKSSMYHQ-UHFFFAOYSA-M 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
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- 239000007858 starting material Substances 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
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- 125000002723 alicyclic group Chemical group 0.000 description 2
- MMCPOSDMTGQNKG-UHFFFAOYSA-N anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 description 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- NNTOJPXOCKCMKR-UHFFFAOYSA-N boron;pyridine Chemical compound [B].C1=CC=NC=C1 NNTOJPXOCKCMKR-UHFFFAOYSA-N 0.000 description 2
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- BCJZLQBNRGOBSY-PAMPIZDHSA-L bis[[(z)-1,1,1,5,5,5-hexafluoro-4-oxopent-2-en-2-yl]oxy]tin Chemical compound FC(F)(F)C(=O)\C=C(C(F)(F)F)/O[Sn]O\C(C(F)(F)F)=C/C(=O)C(F)(F)F BCJZLQBNRGOBSY-PAMPIZDHSA-L 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-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
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- GZVJAFMHAGQIEB-RIRHYHJESA-L copper;(e)-1,1,1-trifluoro-4-oxopent-2-en-2-olate Chemical compound [Cu+2].CC(=O)\C=C(\[O-])C(F)(F)F.CC(=O)\C=C(\[O-])C(F)(F)F GZVJAFMHAGQIEB-RIRHYHJESA-L 0.000 description 1
- IEOZXTYTNPKDKQ-UHFFFAOYSA-L dichloro(trimethyl)-$l^{5}-stibane Chemical compound C[Sb](C)(C)(Cl)Cl IEOZXTYTNPKDKQ-UHFFFAOYSA-L 0.000 description 1
- 239000000539 dimer Substances 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
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- PZUVFSPLDMWPIE-UHFFFAOYSA-N ethyl(trimethoxy)germane Chemical compound CC[Ge](OC)(OC)OC PZUVFSPLDMWPIE-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- GFAUNYMRSKVDJL-UHFFFAOYSA-N formyl chloride Chemical compound ClC=O GFAUNYMRSKVDJL-UHFFFAOYSA-N 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- YVDDNTMORUZYPB-BUOKYLHBSA-L magnesium;(e)-1,1,1,5,5,5-hexafluoro-4-oxopent-2-en-2-olate Chemical compound [Mg+2].FC(F)(F)C(/[O-])=C\C(=O)C(F)(F)F.FC(F)(F)C(/[O-])=C\C(=O)C(F)(F)F YVDDNTMORUZYPB-BUOKYLHBSA-L 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SOLWORTYZPSMAK-UHFFFAOYSA-N n-[bis(dimethylamino)boranyl]-n-methylmethanamine Chemical compound CN(C)B(N(C)C)N(C)C SOLWORTYZPSMAK-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000012360 testing method Methods 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
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-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
- 238000004448 titration Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003755 zirconium compounds Chemical class 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
-
- 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
- C08G18/08—Processes
- C08G18/089—Reaction retarding agents
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
-
- 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
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4808—Mixtures of two or more polyetherdiols
-
- 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
- C08G18/4866—Polyethers having a low unsaturation value
-
- 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
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0042—Use of organic additives containing silicon
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004060284A DE102004060284A1 (de) | 2004-12-15 | 2004-12-15 | Reaktive Polyurethan-Prepolymere mit einem geringen Gehalt an monomeren Diisocyanaten |
| DE102004060284.0 | 2004-12-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20060067868A true KR20060067868A (ko) | 2006-06-20 |
Family
ID=35976518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020050122947A Ceased KR20060067868A (ko) | 2004-12-15 | 2005-12-14 | 저함량의 단량체성 디이소시아네이트를 갖는 반응성폴리우레탄 예비중합체 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20060128927A1 (enExample) |
| EP (1) | EP1671991B1 (enExample) |
| JP (1) | JP2006169532A (enExample) |
| KR (1) | KR20060067868A (enExample) |
| CN (1) | CN1789303B (enExample) |
| AT (1) | ATE519797T1 (enExample) |
| CA (1) | CA2529708A1 (enExample) |
| DE (1) | DE102004060284A1 (enExample) |
| MX (1) | MXPA05013468A (enExample) |
| NO (1) | NO20055850L (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005048823A1 (de) * | 2005-10-10 | 2007-04-12 | Bayer Materialscience Ag | Reaktivsysteme, deren Herstellung und Verwendung |
| US20090127195A1 (en) * | 2007-11-20 | 2009-05-21 | Allison Foss Calabrese | Purification of isocyanate functional polymers |
| KR101109045B1 (ko) | 2008-01-07 | 2012-01-31 | 주식회사 엘지화학 | 지르코늄 화합물을 포함하는 에스테르화 촉매 조성물 및이를 이용한 에스테르 화합물의 제조방법 |
| DE102008027914A1 (de) * | 2008-06-12 | 2009-12-17 | Henkel Ag & Co. Kgaa | Vernetzende 2K-Isocyanat-Zusammensetzungen |
| US8349987B2 (en) * | 2009-02-19 | 2013-01-08 | Covidien Lp | Adhesive formulations |
| DE102009045027A1 (de) * | 2009-09-25 | 2011-03-31 | Henkel Ag & Co. Kgaa | Monomerarme Polyurethanschäume |
| JP2011162666A (ja) * | 2010-02-10 | 2011-08-25 | Konishi Co Ltd | 硬化性シリル化ウレタン系樹脂及び接着性シリル化ウレタン系樹脂組成物 |
| DE102011089783A1 (de) * | 2011-12-23 | 2013-06-27 | Bayer Materialscience Aktiengesellschaft | Niedrigviskose reaktive Polyurethan-Zusammensetzungen |
| JP5844010B2 (ja) * | 2013-10-07 | 2016-01-13 | リンテック株式会社 | 印刷用コート剤及び印刷用コートフィルムの製造方法 |
| BR112017000946B1 (pt) * | 2014-07-25 | 2021-10-13 | Dow Global Technologies Llc | Adesivo estrutural de um componente e método para ligar partes revestidas ou pintadas feitas de plásticos reforçados com fibra |
| JP6836713B2 (ja) * | 2016-12-22 | 2021-03-03 | Dic株式会社 | 湿気硬化型ポリウレタンホットメルト組成物 |
| US20210284787A1 (en) * | 2018-07-26 | 2021-09-16 | Covestro Intellectual Property Gmbh & Co. Kg | Process for preparing polyisocyanates containing urethane groups |
| EP3611204A1 (en) * | 2018-08-13 | 2020-02-19 | Covestro Deutschland AG | Process for preparing polyisocyanates containing urethane groups |
| CN112543779B (zh) | 2018-08-08 | 2024-04-05 | Sika技术股份公司 | 具有低含量的单体二异氰酸酯的含异氰酸酯基团的聚合物 |
| CN110887904A (zh) * | 2018-09-11 | 2020-03-17 | 山东省医疗器械产品质量检验中心 | 血液透析器中二苯基甲烷-4,4′-二异氰酸酯残留的测定方法 |
| EP4028441A1 (en) * | 2019-09-12 | 2022-07-20 | LANXESS Corporation | Low free polyurethane prepolymer composition |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3915923A (en) * | 1970-10-26 | 1975-10-28 | Union Carbide Corp | Solution process for making polyurethane |
| US4125505A (en) * | 1976-07-06 | 1978-11-14 | Union Carbide Corporation | Polymer/polyols from high ethylene oxide content polyols |
| DE3401129A1 (de) * | 1984-01-14 | 1985-07-18 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung gemischter polyurethan-prepolymerer |
| US4792574A (en) * | 1988-01-25 | 1988-12-20 | Olin Corporation | Stable, low viscosity polymer/polyisocyanate dispersion made using a macromolecular monomer and a functional monomer |
| US5171759A (en) * | 1988-07-12 | 1992-12-15 | Arco Chemical Technology, L.P. | Polymer polyol compositions and their use in the preparation of polyurethane foams |
| NL1003263C2 (nl) * | 1996-06-04 | 1997-12-10 | Dsm Nv | Katalysator voor de reactie tussen een verbinding die met isocyanaat- groepen kan reageren en een verbinding die twee of meer isocyanaat- groepen met verschillende reaktiviteiten bevat. |
| US5902835A (en) * | 1998-05-28 | 1999-05-11 | Air Products And Chemicals, Inc. | Group IVB metal blowing catalyst compositions for the production of polyurethane foams |
| DE10115698A1 (de) * | 2001-03-29 | 2002-10-10 | Degussa | Metallfreie silanterminierte Polyurethane, ein Verfahren zu deren Herstellung und deren Anwendung |
| DE10229519A1 (de) * | 2001-07-10 | 2003-01-30 | Henkel Kgaa | Reaktive Polyurethane mit einem geringen Gehalt an monomeren Diisocyanaten |
| US6749943B1 (en) * | 2002-07-02 | 2004-06-15 | 3M Innovative Properties Company | Silane based moisture curing hot-melt adhesives |
-
2004
- 2004-12-15 DE DE102004060284A patent/DE102004060284A1/de not_active Withdrawn
-
2005
- 2005-12-02 AT AT05026323T patent/ATE519797T1/de active
- 2005-12-02 EP EP05026323A patent/EP1671991B1/de not_active Expired - Lifetime
- 2005-12-09 MX MXPA05013468A patent/MXPA05013468A/es active IP Right Grant
- 2005-12-09 NO NO20055850A patent/NO20055850L/no not_active Application Discontinuation
- 2005-12-12 CA CA002529708A patent/CA2529708A1/en not_active Abandoned
- 2005-12-13 US US11/301,626 patent/US20060128927A1/en not_active Abandoned
- 2005-12-14 KR KR1020050122947A patent/KR20060067868A/ko not_active Ceased
- 2005-12-15 JP JP2005361969A patent/JP2006169532A/ja not_active Withdrawn
- 2005-12-15 CN CN2005101316356A patent/CN1789303B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE102004060284A1 (de) | 2006-06-29 |
| JP2006169532A (ja) | 2006-06-29 |
| EP1671991A2 (de) | 2006-06-21 |
| CN1789303A (zh) | 2006-06-21 |
| US20060128927A1 (en) | 2006-06-15 |
| CN1789303B (zh) | 2011-08-10 |
| NO20055850L (no) | 2006-06-16 |
| HK1093077A1 (en) | 2007-02-23 |
| EP1671991A3 (de) | 2008-03-26 |
| MXPA05013468A (es) | 2007-12-11 |
| CA2529708A1 (en) | 2006-06-15 |
| EP1671991B1 (de) | 2011-08-10 |
| ATE519797T1 (de) | 2011-08-15 |
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