TW408139B - Composition for making thermoplastic polyurethanes - Google Patents
Composition for making thermoplastic polyurethanes Download PDFInfo
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- TW408139B TW408139B TW086116346A TW86116346A TW408139B TW 408139 B TW408139 B TW 408139B TW 086116346 A TW086116346 A TW 086116346A TW 86116346 A TW86116346 A TW 86116346A TW 408139 B TW408139 B TW 408139B
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- 239000000203 mixture Substances 0.000 title claims abstract description 74
- 239000004433 Thermoplastic polyurethane Substances 0.000 title claims abstract description 21
- 229920002803 thermoplastic polyurethane Polymers 0.000 title claims abstract description 21
- 150000002009 diols Chemical class 0.000 claims abstract description 67
- 239000004970 Chain extender Substances 0.000 claims abstract description 43
- 239000000539 dimer Substances 0.000 claims abstract description 34
- 239000012948 isocyanate Substances 0.000 claims abstract description 22
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 50
- 229920002635 polyurethane Polymers 0.000 claims description 29
- 239000004814 polyurethane Substances 0.000 claims description 29
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 23
- 238000011049 filling Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 239000005062 Polybutadiene Substances 0.000 claims description 9
- 229920002857 polybutadiene Polymers 0.000 claims description 9
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims description 8
- 239000004615 ingredient Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 239000000945 filler Substances 0.000 claims description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 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
- 150000001875 compounds Chemical class 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 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- 239000005058 Isophorone 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
- 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 3
- 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 3
- 229920003023 plastic Polymers 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 239000000052 vinegar Substances 0.000 claims 2
- 235000021419 vinegar Nutrition 0.000 claims 2
- 235000015170 shellfish Nutrition 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 description 27
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 230000000704 physical effect Effects 0.000 description 9
- 230000002079 cooperative effect Effects 0.000 description 8
- 125000005442 diisocyanate group Chemical group 0.000 description 8
- -1 2-ethyl- Chemical group 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 239000002904 solvent 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
- 239000003795 chemical substances by application Substances 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 238000007792 addition Methods 0.000 description 5
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 239000003999 initiator Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 238000006471 dimerization reaction Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 150000004291 polyenes Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- 239000004606 Fillers/Extenders Substances 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000009434 installation Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000005060 rubber Substances 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
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 2
- DMRQNVSXQIVTKL-UHFFFAOYSA-N buta-1,3-diene-1,1-diol Chemical class OC(O)=CC=C DMRQNVSXQIVTKL-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 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
- 238000005160 1H NMR spectroscopy Methods 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
- HYFFNAVAMIJUIP-UHFFFAOYSA-N 2-ethylpropane-1,3-diol Chemical compound CCC(CO)CO HYFFNAVAMIJUIP-UHFFFAOYSA-N 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
- NWXSINLTKVCWKS-UHFFFAOYSA-N C(C)(C)C=1C(=C(C=CC1)C1=CC=CC=2C3=CC=CC=C3CC12)C(C)C Chemical compound C(C)(C)C=1C(=C(C=CC1)C1=CC=CC=2C3=CC=CC=C3CC12)C(C)C NWXSINLTKVCWKS-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-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
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- YGFWVRVLSSMBGH-UHFFFAOYSA-N [Li]CCCO Chemical group [Li]CCCO YGFWVRVLSSMBGH-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- DHZIIRMIXLYCRQ-UHFFFAOYSA-N benzene-1,4-dicarbonyl isocyanate Chemical compound O=C=NC(=O)C1=CC=C(C(=O)N=C=O)C=C1 DHZIIRMIXLYCRQ-UHFFFAOYSA-N 0.000 description 1
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- LBVWYGNGGJURHQ-UHFFFAOYSA-N dicarbon Chemical compound [C-]#[C+] LBVWYGNGGJURHQ-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 230000000694 effects Effects 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
- 235000019256 formaldehyde Nutrition 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000007542 hardness measurement Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002371 helium Chemical class 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
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- AVIYEYCFMVPYST-UHFFFAOYSA-N hexane-1,3-diol Chemical compound CCCC(O)CCO AVIYEYCFMVPYST-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000012690 ionic polymerization Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 235000012054 meals Nutrition 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
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 125000000962 organic group Chemical group 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
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-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
- 239000011347 resin Substances 0.000 description 1
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- 230000004044 response Effects 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 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
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 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
- 238000009864 tensile test Methods 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
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 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
- FLTJDUOFAQWHDF-UHFFFAOYSA-N trimethyl pentane Natural products CCCCC(C)(C)C FLTJDUOFAQWHDF-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
- 238000010792 warming Methods 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
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- 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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2859896P | 1996-10-16 | 1996-10-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW408139B true TW408139B (en) | 2000-10-11 |
Family
ID=21844339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW086116346A TW408139B (en) | 1996-10-16 | 1997-11-04 | Composition for making thermoplastic polyurethanes |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5864001A (https=) |
| EP (1) | EP0932634B1 (https=) |
| JP (1) | JP2001505597A (https=) |
| KR (1) | KR20000049149A (https=) |
| CN (1) | CN1113917C (https=) |
| BR (1) | BR9712319A (https=) |
| CA (1) | CA2268285A1 (https=) |
| DE (1) | DE69701893T2 (https=) |
| ES (1) | ES2147031T3 (https=) |
| TW (1) | TW408139B (https=) |
| WO (1) | WO1998016914A2 (https=) |
| ZA (1) | ZA979180B (https=) |
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| US6111052A (en) * | 1997-04-30 | 2000-08-29 | Medtronic, Inc. | Polyurethane and polyurea biomaterials for use in medical devices |
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| US6534617B1 (en) * | 1998-12-02 | 2003-03-18 | Kraton Polymers U.S. Llc | Extruder process for making thermoplastic polyurethanes |
| US6323299B1 (en) * | 1998-12-02 | 2001-11-27 | Kraton Polymers U.S. Llc | Method for producing mixed polyol thermoplastic polyurethane compositions |
| AU5980100A (en) * | 1999-07-02 | 2001-01-22 | Kraton Polymers Research B.V. | Melt processable, bleach resistant, durable fibers having high elastic recovery and low stress relaxation from polyurethane elastomers |
| US7138477B2 (en) * | 2002-08-27 | 2006-11-21 | Acushnet Company | Compositions for golf equipment |
| US20060276613A1 (en) * | 2005-05-12 | 2006-12-07 | Iskender Yilgor | Polyurethaneurea segmented copolymers |
| US9032641B2 (en) | 2005-05-26 | 2015-05-19 | Gala Industries, Inc. | Method and apparatus for making crystalline polymeric pellets and granules |
| EA012678B1 (ru) * | 2005-05-26 | 2009-12-30 | Гала Индастриз, Инк. | Способ и устройство для получения кристаллических полимерных гранул и зерен |
| JP5225846B2 (ja) | 2005-09-12 | 2013-07-03 | ダウ グローバル テクノロジーズ エルエルシー | エチレン／α−オレフィン組成物、該組成物から製造された物品およびその製造方法 |
| WO2007087348A1 (en) * | 2006-01-30 | 2007-08-02 | 3M Innovative Properties Company | Polyurethane-based retention, covering, filling and reinforcement composition |
| AU2007260124B2 (en) * | 2006-06-14 | 2011-12-01 | Huntsman International Llc | Cross-linkable thermoplastic polyurethanes |
| 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 |
| CA2668397A1 (en) * | 2006-11-01 | 2008-05-15 | Dow Global Technologies Inc. | Articles comprising nonpolar polyolefin and polyurethane, and methods for their preparation and use |
| AR064670A1 (es) | 2006-12-21 | 2009-04-15 | Dow Global Technologies Inc | Polimeros de olefina funcionalizados, composiciones y articulos preparados a partir de ellas y metodos para prepararlos |
| US20120065307A1 (en) | 2009-06-18 | 2012-03-15 | Cogen Jeffrey M | Color-Stable, Halogen-Free Flame Retardant Compositions |
| EP2742060B1 (en) | 2011-08-10 | 2017-03-01 | Novozymes A/S | Polypeptides having peroxygenase activity and polynucleotides encoding same |
| EP2906689B1 (en) | 2012-10-12 | 2018-12-12 | 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 |
| CN104718287B (zh) | 2012-10-12 | 2018-02-06 | 诺维信公司 | 具有过氧合酶活性的多肽 |
| CN104704115B (zh) * | 2012-10-12 | 2018-11-02 | 诺维信公司 | 具有过氧合酶活性的多肽 |
| US9499801B2 (en) | 2012-10-12 | 2016-11-22 | Novozymes A/S | Polypeptides having peroxygenase activity |
| WO2014056916A2 (en) * | 2012-10-12 | 2014-04-17 | Novozymes A/S | Polypeptides having peroxygenase activity |
| CN104704114A (zh) * | 2012-10-12 | 2015-06-10 | 诺维信公司 | 具有过氧合酶活性的多肽 |
| 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 |
| US20170207427A1 (en) * | 2014-08-05 | 2017-07-20 | Showa Denko K.K. | Adhesive for laminating metal foil to resin film, laminate obtained using said composition, packaging material for battery casing, and battery case |
| BR112017013153B1 (pt) * | 2014-12-19 | 2022-08-02 | Strait Access Technologies Holdings (Pty) Ltd | Polímero de poliuretano |
| US11932720B1 (en) | 2015-06-22 | 2024-03-19 | Universal Tech Corporation | Flexible medical item container |
| US11155671B1 (en) | 2015-06-22 | 2021-10-26 | Tak Logic, LLC | Transport stabilization of portable items |
| US11051676B1 (en) | 2015-06-22 | 2021-07-06 | Tak Logic, LLC | Decontaminating floor mats |
| US11326016B1 (en) * | 2015-06-22 | 2022-05-10 | Universal Tech Corporation | Stabilized sectionalized containment combination |
| US11046482B1 (en) | 2015-06-22 | 2021-06-29 | Tak Logic, LLC | Adhesive viscoelastic polymer and its use in lighting apparatus |
| 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 |
| US11377259B1 (en) | 2015-06-22 | 2022-07-05 | Universal Tech Corporation | Protective articles comprising an adhesive and cohesive thermoset viscoelastic polymer |
| US11225358B2 (en) | 2015-06-22 | 2022-01-18 | Tak Logic, LLC | Immobilizing flexible stowage containers |
| US11505956B1 (en) | 2015-06-22 | 2022-11-22 | Universal Tech Corporation | Stabilized hygienic trays |
| US11142373B1 (en) | 2015-06-22 | 2021-10-12 | Tak Logic, LLC | Stabilized cosmetic tray display |
| US11046806B2 (en) | 2016-09-23 | 2021-06-29 | The University Of Massachusetts | Polyurethane, method of preparation, and article comprising the polyurethane |
| CN110418660B (zh) | 2017-03-02 | 2023-05-30 | 美敦力公司 | 医疗装置、其制造方法及其用途 |
| WO2018157341A1 (en) * | 2017-03-02 | 2018-09-07 | Chinese Academy Of Sciences, Ningbo Institute Of Material Technology & Engineering | Elastomer, method for preparation thereof, and use thereof |
| CN111479866B (zh) | 2017-12-15 | 2023-03-10 | 株式会社普利司通 | 含聚氨酯的胎面橡胶组合物及相关方法 |
| US12077628B2 (en) * | 2018-06-19 | 2024-09-03 | Basf Se | Transparent hard thermoplastic polyurethanes |
| 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 |
| CN118772371B (zh) * | 2024-07-17 | 2026-03-13 | 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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| Publication number | Priority date | Publication date | Assignee | Title |
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| NL6606553A (https=) * | 1965-06-18 | 1967-11-13 | ||
| US3895149A (en) * | 1973-07-05 | 1975-07-15 | Atlantic Richfield Co | Carpet backed with thixotropic polyurethane adhesive |
| US3987012A (en) * | 1975-02-18 | 1976-10-19 | Atlantic Richfield Company | Thermoplastic polyurethane-polymer compositions and their preparation |
| JPS5232996A (en) * | 1975-09-09 | 1977-03-12 | Bridgestone Corp | Process for preparing polyurethanes based on polydienes |
| US4107256A (en) * | 1977-04-18 | 1978-08-15 | The Firestone Tire & Rubber Company | Suspension polymerization of polyurethanes and spin-molding the powder product thereof |
| DE2742879A1 (de) * | 1977-09-23 | 1979-04-05 | Metallgesellschaft Ag | Verwendung von monohydroxyliertem polybutadien als reaktiver weichmacher in polyurethanen |
| DE2817456A1 (de) * | 1978-04-21 | 1979-10-31 | Bayer Ag | Verfahren zur herstellung von thermoplastischen polyurethanelastomeren |
| DE2817457A1 (de) * | 1978-04-21 | 1979-10-31 | Bayer Ag | Thermoplastische polyurethane fuer die verarbeitung in extrudern oder/und auf kalandern |
| JPS585879B2 (ja) * | 1978-10-06 | 1983-02-02 | 日産自動車株式会社 | ポリジエン系コンポジツト推進薬の粘結剤 |
| US4329277A (en) * | 1980-10-03 | 1982-05-11 | The B. F. Goodrich Company | Antifouling polyurethanes |
| US4376834A (en) * | 1981-10-14 | 1983-03-15 | The Upjohn Company | Polyurethane prepared by reaction of an organic polyisocyanate, a chain extender and an isocyanate-reactive material of m.w. 500-20,000 characterized by the use of only 2-25 percent by weight of the latter material |
| JPS59113016A (ja) * | 1982-12-20 | 1984-06-29 | Hodogaya Chem Co Ltd | 水性ポリウレタン樹脂 |
| US4582879A (en) * | 1984-03-22 | 1986-04-15 | Frisch Kurt C | Reaction injection molding process and reaction injection molded products |
| US4532316A (en) * | 1984-05-29 | 1985-07-30 | W. L. Gore & Assoc., Inc. | Phase separating polyurethane prepolymers and elastomers prepared by reacting a polyol having a molecular weight of 600-3500 and isocyanate and a low molecular weight chain extender in which the ratios of reactants have a limited range |
| FR2577934B1 (fr) * | 1985-02-26 | 1988-01-08 | Saint Gobain Vitrage | Couche adhesive a base de polyurethane et son utilisation dans les vitrages feuilletes |
| US4603188A (en) * | 1985-07-10 | 1986-07-29 | Itoh Seiyu Kabushiki Kaisha | Curable urethane composition |
| US4722946A (en) * | 1986-07-03 | 1988-02-02 | Polymer Dynamics (Delaware), Ltd. | Energy-attenuating polyurethanes |
| 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 |
| AU630241B2 (en) * | 1989-10-12 | 1992-10-22 | E.I. Du Pont De Nemours And Company | Polyoxymethylene/thermoplastic polyurethane/amorphous thermoplastic polymer blends |
| 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 |
| US5167899A (en) * | 1990-07-07 | 1992-12-01 | The Dow Chemical Company | Process for melt blowing microfibers of rigid polyurethane having hard segments |
| US5393843A (en) * | 1992-08-31 | 1995-02-28 | Shell Oil Company | Butadiene polymers having terminal functional groups |
| 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 WO PCT/EP1997/005767 patent/WO1998016914A2/en not_active Ceased
- 1997-10-15 EP EP97948765A patent/EP0932634B1/en not_active Expired - Lifetime
- 1997-10-15 BR BR9712319-6A patent/BR9712319A/pt unknown
- 1997-10-15 ES ES97948765T patent/ES2147031T3/es not_active Expired - Lifetime
- 1997-10-15 DE DE69701893T patent/DE69701893T2/de not_active Expired - Lifetime
- 1997-10-15 CA CA002268285A patent/CA2268285A1/en not_active Abandoned
- 1997-10-15 CN CN97198924A patent/CN1113917C/zh not_active Expired - Fee Related
- 1997-10-15 JP JP51803898A patent/JP2001505597A/ja not_active Withdrawn
- 1997-10-15 KR KR1019990703240A patent/KR20000049149A/ko not_active Withdrawn
- 1997-11-04 TW TW086116346A patent/TW408139B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA979180B (en) | 1998-07-17 |
| CA2268285A1 (en) | 1998-04-23 |
| EP0932634B1 (en) | 2000-05-03 |
| WO1998016914A3 (en) | 1998-07-09 |
| JP2001505597A (ja) | 2001-04-24 |
| KR20000049149A (ko) | 2000-07-25 |
| BR9712319A (pt) | 1999-12-14 |
| CN1113917C (zh) | 2003-07-09 |
| ES2147031T3 (es) | 2000-08-16 |
| US5864001A (en) | 1999-01-26 |
| DE69701893T2 (de) | 2000-11-09 |
| WO1998016914A2 (en) | 1998-04-23 |
| DE69701893D1 (de) | 2000-06-08 |
| EP0932634A2 (en) | 1999-08-04 |
| CN1234042A (zh) | 1999-11-03 |
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