KR20000049149A - 열가소성 폴리우레탄 제조를 위한 조성물 - Google Patents
열가소성 폴리우레탄 제조를 위한 조성물 Download PDFInfo
- Publication number
- KR20000049149A KR20000049149A KR1019990703240A KR19997003240A KR20000049149A KR 20000049149 A KR20000049149 A KR 20000049149A KR 1019990703240 A KR1019990703240 A KR 1019990703240A KR 19997003240 A KR19997003240 A KR 19997003240A KR 20000049149 A KR20000049149 A KR 20000049149A
- Authority
- KR
- South Korea
- Prior art keywords
- diol
- composition
- polydiene
- diisocyanate
- diols
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 239000004433 Thermoplastic polyurethane Substances 0.000 title claims abstract description 27
- 229920002803 thermoplastic polyurethane Polymers 0.000 title claims abstract description 27
- 150000002009 diols Chemical class 0.000 claims abstract description 85
- 239000004970 Chain extender Substances 0.000 claims abstract description 40
- 239000000539 dimer Substances 0.000 claims abstract description 39
- 239000012948 isocyanate Substances 0.000 claims abstract description 21
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 125000005442 diisocyanate group Chemical group 0.000 claims description 12
- -1 polyene diol Chemical class 0.000 claims description 11
- 239000005062 Polybutadiene Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 8
- 229920002857 polybutadiene Polymers 0.000 claims description 8
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- 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 claims description 5
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 5
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 claims description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 3
- VYZKQGGPNIFCLD-UHFFFAOYSA-N 3,3-dimethylhexane-2,2-diol Chemical compound CCCC(C)(C)C(C)(O)O VYZKQGGPNIFCLD-UHFFFAOYSA-N 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- 229920001195 polyisoprene Polymers 0.000 claims description 2
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- 239000012634 fragment Substances 0.000 description 36
- 229920002635 polyurethane Polymers 0.000 description 27
- 239000004814 polyurethane Substances 0.000 description 27
- 229920000642 polymer Polymers 0.000 description 23
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 16
- 239000003999 initiator Substances 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 230000000704 physical effect Effects 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
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- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- DMRQNVSXQIVTKL-UHFFFAOYSA-N buta-1,3-diene-1,1-diol Chemical class OC(O)=CC=C DMRQNVSXQIVTKL-UHFFFAOYSA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- AXFVIWBTKYFOCY-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetramethylbutane-1,3-diamine Chemical compound CN(C)C(C)CCN(C)C AXFVIWBTKYFOCY-UHFFFAOYSA-N 0.000 description 1
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 1
- UVPKUTPZWFHAHY-UHFFFAOYSA-L 2-ethylhexanoate;nickel(2+) Chemical compound [Ni+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O UVPKUTPZWFHAHY-UHFFFAOYSA-L 0.000 description 1
- 239000004322 Butylated hydroxytoluene Substances 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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
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- 229910052570 clay Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
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- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- NLUNLVTVUDIHFE-UHFFFAOYSA-N cyclooctylcyclooctane Chemical compound C1CCCCCCC1C1CCCCCCC1 NLUNLVTVUDIHFE-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000000447 dimerizing effect Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000007542 hardness measurement Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- RUOPINZRYMFPBF-UHFFFAOYSA-N pentane-1,3-diol Chemical compound CCC(O)CCO RUOPINZRYMFPBF-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 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
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-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
- 238000004017 vitrification Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
-
- 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
- C08G18/28—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
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6204—Polymers of olefins
- C08G18/6208—Hydrogenated polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/6576—Compounds of group C08G18/69
- C08G18/6582—Compounds of group C08G18/69 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6588—Compounds of group C08G18/69 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2859896P | 1996-10-16 | 1996-10-16 | |
| US60/028,598 | 1996-10-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20000049149A true KR20000049149A (ko) | 2000-07-25 |
Family
ID=21844339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019990703240A Withdrawn KR20000049149A (ko) | 1996-10-16 | 1997-10-15 | 열가소성 폴리우레탄 제조를 위한 조성물 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5864001A (enExample) |
| EP (1) | EP0932634B1 (enExample) |
| JP (1) | JP2001505597A (enExample) |
| KR (1) | KR20000049149A (enExample) |
| CN (1) | CN1113917C (enExample) |
| BR (1) | BR9712319A (enExample) |
| CA (1) | CA2268285A1 (enExample) |
| DE (1) | DE69701893T2 (enExample) |
| ES (1) | ES2147031T3 (enExample) |
| TW (1) | TW408139B (enExample) |
| WO (1) | WO1998016914A2 (enExample) |
| ZA (1) | ZA979180B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170012417A (ko) * | 2014-08-05 | 2017-02-02 | 쇼와 덴코 가부시키가이샤 | 금속박과 수지 필름의 라미네이트용 접착제, 그 조성물을 사용한 적층체, 전지 외장용 포장재 및 전지 케이스 |
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| DE60019439T2 (de) * | 1999-07-02 | 2005-09-01 | Kraton Polymers Research B.V. | Schmelzverarbeitbare, gegen bleichmittel resistente, dauerhafte fasern mit hoher elastischer rückgewinnung und niedriger druckentspannung aus polyurethan-elastomeren |
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| JP4953157B2 (ja) * | 2006-10-27 | 2012-06-13 | 日本ポリウレタン工業株式会社 | 電子線架橋型熱可塑性ポリウレタンの製造方法 |
| BRPI0716296B1 (pt) * | 2006-11-01 | 2019-01-15 | Dow Global Technologies Inc | composição, artigo, estrutura laminada, dispersão, artigo moldado por injeção, artigo moldado, artigo para calçados e peça automotiva |
| CN103304751B (zh) | 2006-12-21 | 2016-04-06 | 陶氏环球技术有限责任公司 | 官能化烯烃聚合物、由其制备的组合物和制品及它们的制备方法 |
| JP2012530801A (ja) | 2009-06-18 | 2012-12-06 | ダウ グローバル テクノロジーズ エルエルシー | 色の安定なハロゲンフリー難燃性組成物 |
| US9487761B2 (en) | 2011-08-10 | 2016-11-08 | Novozymes A/S | Polypeptides having peroxygenase activity and polynucleotides encoding same |
| EP2906685B1 (en) | 2012-10-12 | 2018-08-15 | Novozymes A/S | Polypeptides having peroxygenase activity |
| CN104718287B (zh) * | 2012-10-12 | 2018-02-06 | 诺维信公司 | 具有过氧合酶活性的多肽 |
| WO2014056927A2 (en) * | 2012-10-12 | 2014-04-17 | Novozymes A/S | Polypeptides having peroxygenase activity |
| US9458435B2 (en) | 2012-10-12 | 2016-10-04 | Novozymes A/S | Polypeptides having peroxygenase activity |
| CN104704116B (zh) * | 2012-10-12 | 2018-09-28 | 诺维信公司 | 具有过氧合酶活性的多肽 |
| WO2014056920A2 (en) * | 2012-10-12 | 2014-04-17 | Novozymes A/S | Polypeptides having peroxygenase activity |
| WO2014056922A2 (en) * | 2012-10-12 | 2014-04-17 | Novozymes A/S | Polypeptides having peroxygenase activity |
| US9499802B2 (en) | 2012-10-12 | 2016-11-22 | Novozymes A/S | Polypeptides having peroxygenase activity |
| JP6042293B2 (ja) * | 2013-09-03 | 2016-12-14 | 大日精化工業株式会社 | ポリウレタン系組成物、リチウムイオン電池用外装体及びその製造方法 |
| WO2016098073A2 (en) * | 2014-12-19 | 2016-06-23 | Strait Access Technologies Holdings (Pty) Ltd | Polyurethanes |
| US11051676B1 (en) | 2015-06-22 | 2021-07-06 | Tak Logic, LLC | Decontaminating floor mats |
| US11377259B1 (en) | 2015-06-22 | 2022-07-05 | Universal Tech Corporation | Protective articles comprising an adhesive and cohesive thermoset viscoelastic polymer |
| US11932720B1 (en) | 2015-06-22 | 2024-03-19 | Universal Tech Corporation | Flexible medical item container |
| US11142373B1 (en) | 2015-06-22 | 2021-10-12 | Tak Logic, LLC | Stabilized cosmetic tray display |
| US11046482B1 (en) | 2015-06-22 | 2021-06-29 | Tak Logic, LLC | Adhesive viscoelastic polymer and its use in lighting apparatus |
| US11505956B1 (en) | 2015-06-22 | 2022-11-22 | Universal Tech Corporation | Stabilized hygienic trays |
| US12275874B1 (en) | 2015-06-22 | 2025-04-15 | Universal Tech Corporation | Thermoset viscoelastomeric polymer and products thereof |
| US10807767B1 (en) * | 2015-06-22 | 2020-10-20 | Tak Logic, LLC | Stabilized storage containers |
| US11155671B1 (en) | 2015-06-22 | 2021-10-26 | Tak Logic, LLC | Transport stabilization of portable items |
| US11326016B1 (en) * | 2015-06-22 | 2022-05-10 | Universal Tech Corporation | Stabilized sectionalized containment combination |
| US11225358B2 (en) | 2015-06-22 | 2022-01-18 | Tak Logic, LLC | Immobilizing flexible stowage containers |
| WO2018057488A1 (en) | 2016-09-23 | 2018-03-29 | The University Of Massachusetts | Polyurethane, method of preparation, and article comprising the polyurethane |
| WO2018157342A1 (en) | 2017-03-02 | 2018-09-07 | Medtronic, Inc. | Medical device, method for preparation thereof, and use thereof |
| EP3589670A4 (en) * | 2017-03-02 | 2020-11-25 | Chinese Academy of Sciences, Ningbo Institute of Material Technology & Engineering | ELASTOMER, ITS PREPARATION PROCESS AND ASSOCIATED USE |
| JP6961825B2 (ja) | 2017-12-15 | 2021-11-05 | 株式会社ブリヂストン | ポリウレタン含有トレッドゴム組成物及びその関連方法 |
| WO2019243334A1 (de) * | 2018-06-19 | 2019-12-26 | Basf Se | Transparente harte thermoplastische polyurethane |
| CN109134822B (zh) * | 2018-07-24 | 2021-06-25 | 大连中海达科技有限公司 | 一种可紫外光交联的热塑性聚氨酯弹性体的合成方法 |
| CN109535380B (zh) * | 2018-12-19 | 2021-01-26 | 广州机械科学研究院有限公司 | 一种热交联型热塑型聚氨酯弹性体及其制备方法和应用 |
| CN111995728B (zh) * | 2020-08-07 | 2022-04-19 | 山东一诺威聚氨酯股份有限公司 | 用于鞋材的非极性改性tpu及其制备方法 |
| CN112225860B (zh) * | 2020-10-12 | 2022-05-27 | 美瑞新材料股份有限公司 | 可在低温下多次软化的高硬热塑性聚氨酯树脂及其在异型材成型方面的应用 |
| CN115010895B (zh) * | 2022-07-05 | 2023-11-07 | 上海华峰新材料研发科技有限公司 | 一种封闭型聚氨酯树脂组合物及其制备方法和应用 |
| CN118772371A (zh) * | 2024-07-17 | 2024-10-15 | 北京化工大学 | 一种聚异戊二烯基聚氨酯及其制备方法 |
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| NL6606553A (enExample) * | 1965-06-18 | 1967-11-13 | ||
| US3895149A (en) * | 1973-07-05 | 1975-07-15 | Atlantic Richfield Co | Carpet backed with thixotropic polyurethane adhesive |
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| JPS5232996A (en) * | 1975-09-09 | 1977-03-12 | Bridgestone Corp | Process for preparing polyurethanes based on polydienes |
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| FR2641786B1 (fr) * | 1989-01-19 | 1992-09-11 | Sami | Composition de polymere d'urethanne et preparation d'articles a partir de ces polymeres |
| US5013811A (en) * | 1989-03-20 | 1991-05-07 | Reeves Brothers, Inc. | Use of modified diisocyanates for preparing linear thermoplastic polyurethane elastomers having improved properties |
| RU2029773C1 (ru) * | 1989-10-12 | 1995-02-27 | Е.И.Дюпон Де Немур Энд Компани | Полимерная композиция и способ ее получения |
| JPH06340794A (ja) * | 1990-06-22 | 1994-12-13 | E I Du Pont De Nemours & Co | ポリアセタール配合物 |
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| CA2121660A1 (en) * | 1993-05-10 | 1994-11-11 | Gregory J. Mann | Biostable polyurethane and medical article therefrom |
| DE4420310A1 (de) * | 1994-06-10 | 1995-12-14 | Henkel Kgaa | Verwendung von Dimerdiol in Polyurethan-Formkörpern |
-
1997
- 1997-10-09 US US08/947,918 patent/US5864001A/en not_active Expired - Lifetime
- 1997-10-14 ZA ZA979180A patent/ZA979180B/xx unknown
- 1997-10-15 CA CA002268285A patent/CA2268285A1/en not_active Abandoned
- 1997-10-15 EP EP97948765A patent/EP0932634B1/en not_active Expired - Lifetime
- 1997-10-15 KR KR1019990703240A patent/KR20000049149A/ko not_active Withdrawn
- 1997-10-15 CN CN97198924A patent/CN1113917C/zh not_active Expired - Fee Related
- 1997-10-15 DE DE69701893T patent/DE69701893T2/de not_active Expired - Lifetime
- 1997-10-15 ES ES97948765T patent/ES2147031T3/es not_active Expired - Lifetime
- 1997-10-15 WO PCT/EP1997/005767 patent/WO1998016914A2/en not_active Ceased
- 1997-10-15 BR BR9712319-6A patent/BR9712319A/pt unknown
- 1997-10-15 JP JP51803898A patent/JP2001505597A/ja not_active Withdrawn
- 1997-11-04 TW TW086116346A patent/TW408139B/zh not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170012417A (ko) * | 2014-08-05 | 2017-02-02 | 쇼와 덴코 가부시키가이샤 | 금속박과 수지 필름의 라미네이트용 접착제, 그 조성물을 사용한 적층체, 전지 외장용 포장재 및 전지 케이스 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1234042A (zh) | 1999-11-03 |
| JP2001505597A (ja) | 2001-04-24 |
| ES2147031T3 (es) | 2000-08-16 |
| BR9712319A (pt) | 1999-12-14 |
| WO1998016914A3 (en) | 1998-07-09 |
| DE69701893D1 (de) | 2000-06-08 |
| DE69701893T2 (de) | 2000-11-09 |
| ZA979180B (en) | 1998-07-17 |
| EP0932634B1 (en) | 2000-05-03 |
| US5864001A (en) | 1999-01-26 |
| WO1998016914A2 (en) | 1998-04-23 |
| CA2268285A1 (en) | 1998-04-23 |
| EP0932634A2 (en) | 1999-08-04 |
| TW408139B (en) | 2000-10-11 |
| CN1113917C (zh) | 2003-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 19990414 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |