CA2221460C - Thermoplastic molding material - Google Patents
Thermoplastic molding material Download PDFInfo
- Publication number
- CA2221460C CA2221460C CA002221460A CA2221460A CA2221460C CA 2221460 C CA2221460 C CA 2221460C CA 002221460 A CA002221460 A CA 002221460A CA 2221460 A CA2221460 A CA 2221460A CA 2221460 C CA2221460 C CA 2221460C
- Authority
- CA
- Canada
- Prior art keywords
- block
- block copolymer
- potassium
- diene
- vinylaromatic
- 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.)
- Expired - Lifetime
Links
- 239000012778 molding material Substances 0.000 title description 2
- 238000009757 thermoplastic moulding Methods 0.000 title description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 63
- 229920001400 block copolymer Polymers 0.000 claims abstract description 56
- 150000001993 dienes Chemical class 0.000 claims abstract description 44
- 239000000178 monomer Substances 0.000 claims abstract description 39
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 11
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 9
- 230000008569 process Effects 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 239000012454 non-polar solvent Substances 0.000 claims abstract description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 52
- 229920000642 polymer Polymers 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 19
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 229910052700 potassium Inorganic materials 0.000 claims description 14
- 239000011591 potassium Substances 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 12
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 8
- 239000003999 initiator Substances 0.000 claims description 7
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 6
- 229920005604 random copolymer Polymers 0.000 claims description 6
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 4
- 239000007822 coupling agent Substances 0.000 claims description 4
- ZMYIIHDQURVDRB-UHFFFAOYSA-N 1-phenylethenylbenzene Chemical group C=1C=CC=CC=1C(=C)C1=CC=CC=C1 ZMYIIHDQURVDRB-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- PSGOPFRAYAIOMX-UHFFFAOYSA-N potassium;2,3-dimethylpentan-3-olate Chemical compound [K+].CCC(C)([O-])C(C)C PSGOPFRAYAIOMX-UHFFFAOYSA-N 0.000 claims description 2
- LZDGSLFCXXQIQC-UHFFFAOYSA-N potassium;3-ethylpentan-3-olate Chemical compound [K+].CCC([O-])(CC)CC LZDGSLFCXXQIQC-UHFFFAOYSA-N 0.000 claims description 2
- 241000237519 Bivalvia Species 0.000 claims 1
- 235000020639 clam Nutrition 0.000 claims 1
- RGTULLOKMOQGAQ-UHFFFAOYSA-N potassium;3,7-dimethyloctan-3-olate Chemical compound [K+].CCC(C)([O-])CCCC(C)C RGTULLOKMOQGAQ-UHFFFAOYSA-N 0.000 claims 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 150000003509 tertiary alcohols Chemical class 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 abstract description 2
- 238000000465 moulding Methods 0.000 abstract description 2
- 239000011521 glass Substances 0.000 abstract 1
- 230000035882 stress Effects 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000012545 processing Methods 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 5
- 239000010408 film Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- -1 alkylated diaryl potassium amides Chemical class 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 159000000001 potassium salts Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 238000001802 infusion Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002879 Lewis base Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 150000007527 lewis bases Chemical class 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229920006302 stretch film Polymers 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N (R)-alpha-Tocopherol Natural products OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- RFZHJHSNHYIRNE-UHFFFAOYSA-N 2,3-dimethylpentan-3-ol Chemical compound CCC(C)(O)C(C)C RFZHJHSNHYIRNE-UHFFFAOYSA-N 0.000 description 1
- XKIRHOWVQWCYBT-UHFFFAOYSA-N 3-ethylpentan-3-ol Chemical compound CCC(O)(CC)CC XKIRHOWVQWCYBT-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004605 External Lubricant Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 101150098207 NAAA gene Proteins 0.000 description 1
- 229910000574 NaK Inorganic materials 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- XZKRXPZXQLARHH-XVNBXDOJSA-N [(1e)-buta-1,3-dienyl]benzene Chemical compound C=C\C=C\C1=CC=CC=C1 XZKRXPZXQLARHH-XVNBXDOJSA-N 0.000 description 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229940087168 alpha tocopherol Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 description 1
- XBEREOHJDYAKDA-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].CC[CH2-] XBEREOHJDYAKDA-UHFFFAOYSA-N 0.000 description 1
- 238000011326 mechanical measurement Methods 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- FEMRXDWBWXQOGV-UHFFFAOYSA-N potassium amide Chemical class [NH2-].[K+] FEMRXDWBWXQOGV-UHFFFAOYSA-N 0.000 description 1
- 150000003112 potassium compounds Chemical class 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010996 solid-state NMR spectroscopy Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920006132 styrene block copolymer Polymers 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- AOBORMOPSGHCAX-DGHZZKTQSA-N tocofersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-DGHZZKTQSA-N 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19615533A DE19615533A1 (de) | 1996-04-19 | 1996-04-19 | Thermoplastische Formmasse |
| DE19615533.9 | 1996-04-19 | ||
| PCT/EP1997/001670 WO1997040079A1 (de) | 1996-04-19 | 1997-04-03 | Thermoplastische formmasse |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2221460A1 CA2221460A1 (en) | 1997-10-30 |
| CA2221460C true CA2221460C (en) | 2006-07-11 |
Family
ID=7791776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002221460A Expired - Lifetime CA2221460C (en) | 1996-04-19 | 1997-04-03 | Thermoplastic molding material |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6197889B1 (2) |
| EP (1) | EP0859803B1 (2) |
| JP (1) | JP3953522B2 (2) |
| KR (1) | KR100453662B1 (2) |
| CN (1) | CN1143871C (2) |
| CA (1) | CA2221460C (2) |
| DE (2) | DE19615533A1 (2) |
| ES (1) | ES2140974T3 (2) |
| WO (1) | WO1997040079A1 (2) |
Families Citing this family (96)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19638254A1 (de) * | 1996-09-19 | 1998-03-26 | Basf Ag | Thermoplastische Elastomere |
| DE19810141A1 (de) | 1998-03-10 | 1999-09-16 | Basf Ag | Polymermischungen aus Styrolpolymeren |
| DE19846529A1 (de) * | 1998-10-09 | 2000-04-13 | Basf Drucksysteme Gmbh | Photopolymerisierbare Druckformen zur Herstellung von Reliefdruckplatten für den Druck mit UV-härtbaren Druckfarben |
| DE19848683B4 (de) * | 1998-10-22 | 2004-05-06 | Basf Ag | Verbundschichtplatte |
| US6593430B1 (en) | 1999-03-27 | 2003-07-15 | Basf Aktiengesellschaft | Transparent, impact-resistant polystyrene on a styrene-butadiene block copolymer basis |
| DE19914075A1 (de) * | 1999-03-27 | 2000-09-28 | Basf Ag | Glasklares, schlagzähes Polystyrol auf Basis von Styrol-Butadien-Blockcopolymeren |
| KR100370217B1 (ko) * | 2000-08-25 | 2003-01-29 | 삼성전자 주식회사 | 프로젝션 텔레비젼의 crt 결합장치 |
| US6462137B2 (en) * | 2000-10-19 | 2002-10-08 | China Petroleum And Chemical Corporation | Star-block interpolymers and preparation of the same |
| WO2005030812A1 (en) | 2003-09-23 | 2005-04-07 | Dais-Analytic Corp. | Novel block copolymers and method for making same |
| US20040138371A1 (en) * | 2002-02-07 | 2004-07-15 | St. Clair David John | Gels from controlled distribution block copolymers |
| US6987142B2 (en) | 2002-02-07 | 2006-01-17 | Kraton Polymers U.S. Llc | Adhesives and sealants from controlled distribution block copolymers |
| US20030181584A1 (en) * | 2002-02-07 | 2003-09-25 | Kraton Polymers U.S. Llc | Elastomeric articles prepared from controlled distribution block copolymers |
| EP1510551B1 (en) * | 2003-08-14 | 2008-04-16 | Basf Se | Blend of polyester and block copolymers of monovinylaromatic monomer and conjugated diene |
| US7232864B2 (en) * | 2003-10-30 | 2007-06-19 | Bening Robert C | Coupled radial anionic polymers |
| ES2466640T3 (es) | 2004-02-09 | 2014-06-10 | Styrolution GmbH | Masas de moldeo de polímeros de estireno con superficie mate |
| US7348076B2 (en) | 2004-04-08 | 2008-03-25 | Saint-Gobain Ceramics & Plastics, Inc. | Single crystals and methods for fabricating same |
| US7905872B2 (en) * | 2004-06-04 | 2011-03-15 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery stretch laminate |
| US7717893B2 (en) * | 2004-06-04 | 2010-05-18 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery elastomer |
| DE102004029138A1 (de) * | 2004-06-17 | 2005-12-29 | Basf Ag | Blends aus Styrol-Butadien-Blockcopolymeren und Polyolefinen für transparente, elastische Folien |
| DE102004029132A1 (de) * | 2004-06-17 | 2005-12-29 | Basf Ag | Blends aus Styrol-Butadien-Blockcopolymeren und Polyolefinen für transparente, elastische Folien |
| DE102004055539A1 (de) | 2004-11-17 | 2006-05-18 | Basf Ag | Masterbatch auf Basis von Styrol-Butadien-Blockcopolymeren |
| US8419701B2 (en) * | 2005-01-10 | 2013-04-16 | The Procter & Gamble Company | Absorbent articles with stretch zones comprising slow recovery elastic materials |
| MX2007008590A (es) | 2005-01-26 | 2007-08-14 | Procter & Gamble | Panal desechable tipo calzon que tiene una cintura elastica de recuperacion lenta con fuerza baja. |
| US20070026251A1 (en) * | 2005-07-26 | 2007-02-01 | Kraton Polymers U.S. Llc | Flexible packaging laminate films including a block copolymer layer |
| US20070066753A1 (en) * | 2005-09-16 | 2007-03-22 | Ehrlich Martin L | Highly processible compounds of high MW conventional block copolymers and controlled distribution block copolymers |
| US20070078194A1 (en) * | 2005-10-04 | 2007-04-05 | St Clair David J | Flexographic printing plate and flexographic printing plate precursor composition for preparing same |
| US20070078206A1 (en) * | 2005-10-04 | 2007-04-05 | Clair David J S | Sound damping composition |
| US20070078205A1 (en) * | 2005-10-04 | 2007-04-05 | St Clair David J | Hot melt adhesive composition having improved stability |
| US7858693B2 (en) | 2006-03-24 | 2010-12-28 | Kratonpolymers U.S. Llc | Unhydrogenated block copolymer compositions |
| US7585916B2 (en) | 2006-03-24 | 2009-09-08 | Kraton Polymers Us Llc | Block copolymer compositions |
| US7592390B2 (en) * | 2006-03-24 | 2009-09-22 | Kraton Polymers U.S. Llc | Hydrogenated block copolymer compositions |
| US7582702B2 (en) | 2006-03-24 | 2009-09-01 | Kraton Polymers U.S. Llc | Block copolymer compositons |
| WO2007127155A2 (en) * | 2006-04-24 | 2007-11-08 | Kraton Polymers U.S Llc | Polymeric compositions and films formed therefrom |
| MX2009004571A (es) * | 2006-11-02 | 2009-05-12 | Procter & Gamble | Articulo absorbente con mangos de material de recuperacion lenta. |
| SI2144959T1 (sl) | 2007-04-11 | 2011-05-31 | Basf Se | Elastiäśni delci pene na osnovi poliolefinstirinske polimerne meĺ anice |
| US8481624B2 (en) | 2007-09-28 | 2013-07-09 | Styrolution GmbH | Methods for producing flameproofed thermoplastic moulding compounds |
| JP5168460B2 (ja) * | 2007-09-28 | 2013-03-21 | 株式会社クラレ | ブロック共重合体及びその製造方法 |
| US8323257B2 (en) | 2007-11-21 | 2012-12-04 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery stretch laminate and method for making the same |
| JP2011506664A (ja) | 2007-12-13 | 2011-03-03 | ビーエーエスエフ ソシエタス・ヨーロピア | 熱可塑性リノリウム |
| US8158722B2 (en) * | 2008-03-05 | 2012-04-17 | Styrolution GmbH | Tough and rigid mixtures of alpha-methylstyrene-acrylnitrile copolymers and of block copolymers |
| WO2009112573A2 (de) * | 2008-03-13 | 2009-09-17 | Basf Se | Verfahren und dispersion zum aufbringen einer metallschicht auf einem substrat sowie metallisierbare thermoplastische formmasse |
| CN101628959A (zh) | 2008-07-15 | 2010-01-20 | 中国石油化工集团公司 | 一种可发泡苯乙烯属单体-二烯烃共聚物、其制备方法和用途 |
| CN102272222B (zh) | 2008-12-30 | 2013-10-16 | 巴斯夫欧洲公司 | 基于聚烯烃/苯乙烯聚合物混合物的弹性粒子泡沫 |
| SG174165A1 (en) | 2009-03-05 | 2011-10-28 | Basf Se | Elastic particle foam material based on polyolefin/styrene polymer mixtures |
| EP2471653B1 (en) * | 2009-09-29 | 2017-03-22 | Denka Company Limited | Thermally shrinkable laminated film |
| WO2011039301A1 (de) | 2009-10-01 | 2011-04-07 | Basf Se | Funktionalisierte expandierbare graphiteinlagerungsverbindungen |
| WO2011039292A1 (de) | 2009-10-01 | 2011-04-07 | Basf Se | Verfahren zur herstellung funktionalisierter expandierbarer graphiteinlagerungsverbindungen |
| US8324309B2 (en) * | 2010-04-27 | 2012-12-04 | Kraton Polymers Us Llc | High melt flow block copolymers for non-woven adhesives |
| US8697795B2 (en) | 2010-08-25 | 2014-04-15 | Konrad Knoll | Thermoplastic linoleum |
| EP2609246A1 (de) | 2010-08-25 | 2013-07-03 | Basf Se | Thermoplastische formmasse, ein verfahren zu ihrer herstellung und ihre verwendung |
| US9394414B2 (en) | 2010-09-29 | 2016-07-19 | Kraton Polymers U.S. Llc | Elastic, moisture-vapor permeable films, their preparation and their use |
| WO2012049264A2 (de) | 2010-10-15 | 2012-04-19 | Basf Se | Verfahren zur herstellung flammgeschützter thermoplastischer formmassen |
| KR101934127B1 (ko) * | 2010-10-27 | 2018-12-31 | 이네오스 스티롤루션 유럽 게엠베하 | 적어도 2개의 상이한 별 아암을 갖는 별형 분자 구조를 갖는 엘라스토머 블록 공중합체 |
| US8835560B2 (en) | 2010-10-27 | 2014-09-16 | Styrolution GmbH | Elastomeric block copolymers having star-shaped molecular architecture, where the star-shaped molecular architecture has at least two different arms in the star |
| US9017305B2 (en) | 2010-11-12 | 2015-04-28 | The Procter Gamble Company | Elastomeric compositions that resist force loss and disintegration |
| JP5859563B2 (ja) | 2010-12-23 | 2016-02-10 | スタイロリューション・ヨーロッパ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 熱可塑性エラストマー組成物及びその製造方法 |
| WO2012089574A1 (de) | 2010-12-28 | 2012-07-05 | Basf Se | Schaumstoffplatte auf basis von styrolpolymer-polyolefin-mischungen |
| US9080050B2 (en) | 2011-03-02 | 2015-07-14 | Basf Se | Use of vinylaromatic-diene copolymers in lactam compositions |
| WO2012117040A1 (de) | 2011-03-02 | 2012-09-07 | Basf Se | Verwendung von vinylaromat-dien-copolymeren in lactam-zusammensetzungen |
| EP2537871B1 (en) | 2011-06-22 | 2018-10-17 | Trinseo Europe GmbH | High styrene high vinyl styrene-butadiene rubber with narrow molecular weight distribution and methods for preparation thereof |
| ES2545332T3 (es) | 2011-06-22 | 2015-09-10 | Trinseo Europe Gmbh | Caucho de estireno-butadieno de alto contenido en estireno, alto contenido en vinilo, con distribución de pesos moleculares estrecha y métodos para la preparación de los mismos |
| US20140100310A1 (en) | 2012-10-08 | 2014-04-10 | Teknor Apex Company | Thermoplastic elastomer compositions having biorenewable content |
| EP2813524A1 (de) | 2013-06-10 | 2014-12-17 | Basf Se | Phosphorylierte Polymere |
| US9850377B2 (en) | 2013-11-11 | 2017-12-26 | Ineos Styrolution Group Gmbh | Blends of styrene butadiene copolymers with poly(lactic acid) |
| WO2015071207A1 (en) | 2013-11-12 | 2015-05-21 | Styrolution Group Gmbh | Polymer compositions based on smma |
| US10316152B2 (en) * | 2014-01-10 | 2019-06-11 | CommScope Connectivity Belgium BVBA | Thermoplastic gel compositions and their methods of making |
| CN105917737B (zh) * | 2014-01-29 | 2017-11-17 | 日本瑞翁株式会社 | 复合阻气叠层体及其制造方法 |
| US10072144B2 (en) | 2014-02-10 | 2018-09-11 | Ineos Styrolution Group Gmbh | Use of styrene methyl methacrylate copolymers (SMMA) as compatibilizing agents |
| US10072140B2 (en) | 2014-02-11 | 2018-09-11 | Ineos Styrolution Group Gmbh | Blends of thermoplastic elastomers based on styrene (S-TPE) and polyolefins |
| US9156978B1 (en) | 2014-06-06 | 2015-10-13 | Teknor Apex Company | Low softener halogen free flame retardant styrenic block copolymer-based thermoplastic elastomer compositions |
| US10131779B2 (en) | 2014-09-03 | 2018-11-20 | Ineos Styrolution Group Gmbh | Blends of styrene-butadiene copolymers |
| BE1022422B1 (nl) | 2014-09-23 | 2016-03-25 | Avore Nv | Methode voor het verwijderen van organische verontreinigingen uit water |
| BE1022987B1 (nl) | 2015-03-10 | 2016-10-27 | Avore Nv | Methode voor het verwijderen van organische verontreinigingen uit water |
| US9540475B2 (en) | 2015-03-12 | 2017-01-10 | Chevron Phillips Chemical Company Lp | Styrene-butadiene block copolymers for tubing applications |
| US9441090B1 (en) | 2015-03-12 | 2016-09-13 | Chevron Phillips Chemical Company Lp | Methods for controlling hardness of styrene-butadiene block copolymers |
| US9598524B1 (en) | 2015-09-18 | 2017-03-21 | Chevron Phillips Chemical Company Lp | Styrene-butadiene block copolymers with a terminal butadiene block for tubing applications |
| US10550260B2 (en) | 2015-03-18 | 2020-02-04 | Ineos Styrolution Group Gmbh | Impact modified styrenic polymers with improved environmental stress crack resistance properties |
| US9416212B1 (en) * | 2015-08-17 | 2016-08-16 | The Goodyear Tire & Rubber Company | Pneumatic tire with block copolymer |
| US9738781B2 (en) | 2015-09-03 | 2017-08-22 | Ineos Styrolution Group Gmbh | Blends of styrene-butadiene block copolymer with styrenic thermoplastic elastomers for tubing applications |
| WO2017060344A1 (en) | 2015-10-09 | 2017-04-13 | Ineos Styrolution Group Gmbh | Thermally conductive polymer resin composition based on styrenics with low density |
| EP3359592B1 (en) | 2015-10-09 | 2019-07-24 | INEOS Styrolution Group GmbH | Electrically conducting thermally conductive polymer resin composition based on styrenics with balanced properties |
| US20180291195A1 (en) * | 2015-10-09 | 2018-10-11 | Ineos Styrolution Group Gmbh | Electrically insulating thermally conductive polymer resin composition based on styrenics with balanced properties |
| US9828455B2 (en) | 2016-02-24 | 2017-11-28 | Ineos Styrolution Group Gmbh | Styrene-butadiene block copolymers with an internal butadiene block for tubing applications |
| US10023676B2 (en) | 2016-02-24 | 2018-07-17 | Ineos Styrolution Group Gmbh | Styrene-butadiene block copolymers with an internal butadiene block for tubing applications |
| ES2882143T3 (es) | 2016-04-21 | 2021-12-01 | Ineos Styrolution Group Gmbh | Composición de moldeo de ABS que tiene resistencia al agrietamiento y a productos químicos mejorada y su uso |
| WO2018001943A1 (en) | 2016-06-29 | 2018-01-04 | Ineos Styrolution Group Gmbh | Polymer composition comprising at least one vinyl aromatic diene block copolymer and specific amounts of oil |
| US10839979B2 (en) | 2016-07-08 | 2020-11-17 | Teknor Apex Company | Cable with flame retardant multi-layer covering |
| US11891503B2 (en) | 2017-03-16 | 2024-02-06 | Ineos Styrolution Group Gmbh | Non-sticky, soft and transparent styrenic thermoplastic elastomers |
| MX2019010776A (es) | 2017-03-16 | 2020-02-07 | Ineos Styrolution Group Gmbh | Composicion de elastomero termoplastico estirenico no pegajoso, transparente y muy blando. |
| US11326014B2 (en) | 2017-06-19 | 2022-05-10 | Ineos Styrolution Group Gmbh | Vinyl aromatic/diene-block copolymers having good organoleptic properties |
| ES2950797T3 (es) | 2018-02-16 | 2023-10-13 | Ineos Styrolution Group Gmbh | Composición de moldeo de ABS resistente a altas temperaturas |
| US12060657B2 (en) | 2018-03-06 | 2024-08-13 | Basf Se | Filaments based on a core material comprising a fibrous filler |
| WO2021032827A1 (en) | 2019-08-21 | 2021-02-25 | Ineos Styrolution Group Gmbh | Abs molding composition for sheet extrusion and thermoforming with high escr, high color and thermal stability and low tendency to delamination |
| EP4069779A1 (en) | 2019-12-04 | 2022-10-12 | INEOS Styrolution Group GmbH | Thermoplastic compounds containing recycling material with superior quality |
| CN116234846B (zh) * | 2020-09-25 | 2024-07-02 | 株式会社可乐丽 | 树脂组合物和成形品 |
| US20250210447A1 (en) * | 2023-12-20 | 2025-06-26 | Celanese Mercury Holdings Inc. | Semiconductor Device and Methods of Manufacturing a Semiconductor Device |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3507934A (en) | 1965-12-20 | 1970-04-21 | Shell Oil Co | Block copolymer compositions having improved processability |
| US3639517A (en) | 1969-09-22 | 1972-02-01 | Phillips Petroleum Co | Resinous branched block copolymers |
| JPS5810410B2 (ja) * | 1973-08-17 | 1983-02-25 | 住友化学工業株式会社 | トウメイセイブロツクキヨウジユウゴウタイジユシノ セイゾウホウホウ |
| US4122134A (en) | 1974-02-13 | 1978-10-24 | Sumitomo Chemical Company, Limited | Method for producing transparent block copolymer resin |
| DE2550226C2 (de) | 1975-11-08 | 1984-12-13 | Basf Ag, 6700 Ludwigshafen | Verzweigte Blockcopolymerisate und Verfahren zu ihrer Herstellung |
| US4167545A (en) | 1975-11-08 | 1979-09-11 | Basf Aktiengesellschaft | Branched block copolymers and their manufacture |
| JPS5679147A (en) * | 1979-11-30 | 1981-06-29 | Asahi Chem Ind Co Ltd | Impact-resistant resin composition |
| JPH0615596B2 (ja) * | 1984-03-23 | 1994-03-02 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 分岐状ブロツク共重合体およびその製法 |
| JP2612588B2 (ja) * | 1988-04-04 | 1997-05-21 | 日本エラストマー株式会社 | アスフアルト改質用熱可塑性エラストマー |
| US5256736A (en) * | 1991-05-08 | 1993-10-26 | Phillips Petroleum Company | Tapered block copolymers of conjugated dienes and monovinylarenes |
| JP3468246B2 (ja) * | 1992-12-17 | 2003-11-17 | 日本エラストマー株式会社 | アスファルト改質用ブロック共重合体 |
| JP3418420B2 (ja) * | 1993-02-03 | 2003-06-23 | 日本エラストマー株式会社 | アスファルト改質用熱可塑性共重合体 |
| JP3112607B2 (ja) * | 1993-09-28 | 2000-11-27 | 電気化学工業株式会社 | ブロック共重合体及びその熱収縮性フィルム |
| US5385994A (en) * | 1993-10-22 | 1995-01-31 | Bridgestone Corporation | 2,5-substituted tetrahydrofurans as anionic initiator modifiers |
| CA2134026C (en) * | 1993-11-15 | 1998-06-09 | William J. Trepka | Tapered block copolymers of monovinylarenes and conjugated dienes |
| JP3335747B2 (ja) * | 1994-02-21 | 2002-10-21 | 旭化成株式会社 | ブロック共重合体の製造法 |
| DE4420952A1 (de) * | 1994-06-17 | 1995-12-21 | Basf Ag | Thermoplastisches Elastomer |
-
1996
- 1996-04-19 DE DE19615533A patent/DE19615533A1/de not_active Withdrawn
-
1997
- 1997-04-03 JP JP53765497A patent/JP3953522B2/ja not_active Expired - Lifetime
- 1997-04-03 CA CA002221460A patent/CA2221460C/en not_active Expired - Lifetime
- 1997-04-03 US US08/981,051 patent/US6197889B1/en not_active Expired - Lifetime
- 1997-04-03 WO PCT/EP1997/001670 patent/WO1997040079A1/de not_active Ceased
- 1997-04-03 CN CNB971903891A patent/CN1143871C/zh not_active Expired - Lifetime
- 1997-04-03 EP EP97919315A patent/EP0859803B1/de not_active Expired - Lifetime
- 1997-04-03 ES ES97919315T patent/ES2140974T3/es not_active Expired - Lifetime
- 1997-04-03 DE DE59700794T patent/DE59700794D1/de not_active Expired - Lifetime
- 1997-04-03 KR KR1019970709490A patent/KR100453662B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1143871C (zh) | 2004-03-31 |
| JP3953522B2 (ja) | 2007-08-08 |
| ES2140974T3 (es) | 2000-03-01 |
| WO1997040079A1 (de) | 1997-10-30 |
| DE19615533A1 (de) | 1997-10-23 |
| US6197889B1 (en) | 2001-03-06 |
| EP0859803A1 (de) | 1998-08-26 |
| KR100453662B1 (ko) | 2005-02-24 |
| EP0859803B1 (de) | 1999-12-01 |
| CA2221460A1 (en) | 1997-10-30 |
| JPH11508317A (ja) | 1999-07-21 |
| CN1189170A (zh) | 1998-07-29 |
| DE59700794D1 (de) | 2000-01-05 |
| KR19990023020A (ko) | 1999-03-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2221460C (en) | Thermoplastic molding material | |
| US6031053A (en) | Thermoplastic elastomer | |
| US7064164B2 (en) | Transparent styrol-butadiene block copolymer mixtures | |
| JP2544606B2 (ja) | オレフイン系ベンゾシクロブテンポリマ−及びその製法 | |
| JP4989020B2 (ja) | スチレンブタジエンブロック共重合体を基礎とした透明耐衝撃性改良ポリスチレン、これを含む重合体混合物、及びこれらの製造方法 | |
| WO2001062813A1 (en) | Block copolymer rubber, resin modifier, and resin composition | |
| JPWO2000008079A1 (ja) | 線状ブロック共重合体、及びそれを含む樹脂組成物 | |
| SE466348B (sv) | Linjaer segmentsampolymer innehaallande fyra alternerande segment samt foerfarande foer framstaellning daerav | |
| JP5046469B2 (ja) | ブロック共重合体組成物 | |
| JP4598534B2 (ja) | 共役ジエンブロック(コ)ポリマーとその調製方法 | |
| JP3857234B2 (ja) | 改良された水素化スチレン−共役ジエン−スチレンブロック共重合体およびその製造方法 | |
| KR100753245B1 (ko) | 캐리어 테이프용 시트 | |
| US20060160971A1 (en) | Method for anionic polymerisation of $g(a)-methylstyrene | |
| US6992136B2 (en) | Transparent block copolymers and production thereof | |
| MXPA97007988A (es) | Material de moldeo termoplastico | |
| US20230416443A1 (en) | Method of producing a copolymer having improved oil retention properties | |
| JPS61254650A (ja) | ブロツク共重合体組成物及びその製造方法 | |
| JP3992473B2 (ja) | 射出成形用組成物 | |
| JP5543805B2 (ja) | 水性インク印刷性に優れた樹脂組成物 | |
| JP2006143944A (ja) | ブロック共重合体混合物および成形品 | |
| JP3580020B2 (ja) | ブロック共重合体及びその水添物の製造方法 | |
| JP2014193940A (ja) | 熱可塑性樹脂組成物、熱可塑性シート及びフィルム | |
| JPH10152539A (ja) | 環状共役ジエン系ブロック共重合体の製造方法 | |
| WO2005028529A2 (en) | Block copolymers of alpha methylene lactone(am)s |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |