JP2002518562A - 高い剛性と靭性を有する耐衝撃性ポリスチレン - Google Patents
高い剛性と靭性を有する耐衝撃性ポリスチレンInfo
- Publication number
- JP2002518562A JP2002518562A JP2000555956A JP2000555956A JP2002518562A JP 2002518562 A JP2002518562 A JP 2002518562A JP 2000555956 A JP2000555956 A JP 2000555956A JP 2000555956 A JP2000555956 A JP 2000555956A JP 2002518562 A JP2002518562 A JP 2002518562A
- Authority
- JP
- Japan
- Prior art keywords
- styrene
- butadiene
- impact
- content
- solution
- 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.)
- Pending
Links
- 229920005669 high impact polystyrene Polymers 0.000 title claims description 21
- 239000004797 high-impact polystyrene Substances 0.000 title claims description 21
- 239000004793 Polystyrene Substances 0.000 claims abstract description 42
- 229920002223 polystyrene Polymers 0.000 claims abstract description 42
- 238000004519 manufacturing process Methods 0.000 claims abstract description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 216
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 156
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 84
- 229920001971 elastomer Polymers 0.000 claims description 65
- 239000005060 rubber Substances 0.000 claims description 65
- 239000000203 mixture Substances 0.000 claims description 53
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 36
- 238000006116 polymerization reaction Methods 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 31
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 26
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 22
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 18
- 239000002174 Styrene-butadiene Substances 0.000 claims description 16
- 239000011115 styrene butadiene Substances 0.000 claims description 16
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 claims description 13
- 229920000359 diblock copolymer Polymers 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 10
- 229920000428 triblock copolymer Polymers 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims description 7
- 230000001413 cellular effect Effects 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 150000004796 dialkyl magnesium compounds Chemical class 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- 238000000465 moulding Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 150000003440 styrenes Chemical class 0.000 claims description 2
- 239000013638 trimer Substances 0.000 claims description 2
- HIBWGGKDGCBPTA-UHFFFAOYSA-N C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 HIBWGGKDGCBPTA-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 122
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- 239000007787 solid Substances 0.000 description 37
- 238000006243 chemical reaction Methods 0.000 description 35
- 238000012937 correction Methods 0.000 description 33
- 238000010438 heat treatment Methods 0.000 description 33
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 28
- 238000003756 stirring Methods 0.000 description 25
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 22
- 239000011541 reaction mixture Substances 0.000 description 19
- 239000011159 matrix material Substances 0.000 description 18
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 16
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 16
- 239000000155 melt Substances 0.000 description 16
- 238000005227 gel permeation chromatography Methods 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- 229920002959 polymer blend Polymers 0.000 description 14
- 229920002554 vinyl polymer Polymers 0.000 description 14
- -1 aluminum alkyl compound Chemical class 0.000 description 13
- 238000009826 distribution Methods 0.000 description 13
- 230000008859 change Effects 0.000 description 11
- 239000006185 dispersion Substances 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 10
- 239000011777 magnesium Substances 0.000 description 10
- 229910052749 magnesium Inorganic materials 0.000 description 9
- 230000001105 regulatory effect Effects 0.000 description 9
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 8
- 238000005481 NMR spectroscopy Methods 0.000 description 8
- 239000005062 Polybutadiene Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000001746 injection moulding Methods 0.000 description 7
- 229920002857 polybutadiene Polymers 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000000748 compression moulding Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- DBNGNEQZXBWPTJ-UHFFFAOYSA-N CCCC[Mg]C(C)CC Chemical compound CCCC[Mg]C(C)CC DBNGNEQZXBWPTJ-UHFFFAOYSA-N 0.000 description 4
- 229920001400 block copolymer Polymers 0.000 description 4
- 150000002902 organometallic compounds Chemical class 0.000 description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000002902 bimodal effect Effects 0.000 description 3
- 238000011088 calibration curve Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- MIPAPDLHDVYRRT-UHFFFAOYSA-M (2,6-ditert-butyl-4-methylphenoxy)-bis(2-methylpropyl)alumane Chemical compound CC(C)C[Al](CC(C)C)OC1=C(C(C)(C)C)C=C(C)C=C1C(C)(C)C MIPAPDLHDVYRRT-UHFFFAOYSA-M 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- MHLKTRGTRZEEII-UHFFFAOYSA-N CCCCCCC.C(CCC)[Mg]C(C)CC Chemical compound CCCCCCC.C(CCC)[Mg]C(C)CC MHLKTRGTRZEEII-UHFFFAOYSA-N 0.000 description 2
- UEXCJVNBTNXOEH-UHFFFAOYSA-N Ethynylbenzene Chemical group C#CC1=CC=CC=C1 UEXCJVNBTNXOEH-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000006136 alcoholysis reaction Methods 0.000 description 2
- 238000007098 aminolysis reaction Methods 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- WCFQIFDACWBNJT-UHFFFAOYSA-N $l^{1}-alumanyloxy(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]O[Al] WCFQIFDACWBNJT-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- ZMYIIHDQURVDRB-UHFFFAOYSA-N 1-phenylethenylbenzene Chemical group C=1C=CC=CC=1C(=C)C1=CC=CC=C1 ZMYIIHDQURVDRB-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VIZORQUEIQEFRT-UHFFFAOYSA-N Diethyl adipate Chemical compound CCOC(=O)CCCCC(=O)OCC VIZORQUEIQEFRT-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- PYWOMDDOXZOOJZ-UHFFFAOYSA-N [Li]C1=CC=C([Li])C=C1 Chemical compound [Li]C1=CC=C([Li])C=C1 PYWOMDDOXZOOJZ-UHFFFAOYSA-N 0.000 description 1
- NTVIBFNHMURTMP-UHFFFAOYSA-N [Li]CC=CC[Li] Chemical compound [Li]CC=CC[Li] NTVIBFNHMURTMP-UHFFFAOYSA-N 0.000 description 1
- BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- CTNFGBKAHAEKFE-UHFFFAOYSA-N bis(2-methylpropyl)alumanyloxy-bis(2-methylpropyl)alumane Chemical compound CC(C)C[Al](CC(C)C)O[Al](CC(C)C)CC(C)C CTNFGBKAHAEKFE-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 description 1
- XGAIERUWZADBAO-UHFFFAOYSA-N ethoxy-bis(2-methylpropyl)alumane Chemical compound CCO[Al](CC(C)C)CC(C)C XGAIERUWZADBAO-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002900 organolithium compounds Chemical class 0.000 description 1
- 150000002901 organomagnesium compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- 238000013031 physical testing Methods 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 229920006132 styrene block copolymer Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- 238000009757 thermoplastic moulding Methods 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N trans-Stilbene Natural products C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- C08F287/00—Macromolecular compounds obtained by polymerising monomers on to block polymers
-
- 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
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
Landscapes
- Chemical & Material Sciences (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)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19828104.8 | 1998-06-24 | ||
| DE19828104A DE19828104A1 (de) | 1998-06-24 | 1998-06-24 | Verfahren zur Herstellung von schlagzäh modifizierten, thermoplastischen Formmassen |
| PCT/EP1999/004343 WO1999067308A1 (de) | 1998-06-24 | 1999-06-23 | Schlagzähes polystyrol mit hoher steifigkeit und zähigkeit |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002518562A true JP2002518562A (ja) | 2002-06-25 |
| JP2002518562A5 JP2002518562A5 (enExample) | 2006-08-03 |
Family
ID=7871852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000555956A Pending JP2002518562A (ja) | 1998-06-24 | 1999-06-23 | 高い剛性と靭性を有する耐衝撃性ポリスチレン |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6410654B1 (enExample) |
| EP (1) | EP1095078B1 (enExample) |
| JP (1) | JP2002518562A (enExample) |
| AU (1) | AU4776199A (enExample) |
| DE (2) | DE19828104A1 (enExample) |
| ES (1) | ES2244199T3 (enExample) |
| WO (1) | WO1999067308A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008528659A (ja) * | 2005-02-02 | 2008-07-31 | ノボ ノルディスク アクティーゼルスカブ | インスリン誘導体 |
| JP2020523442A (ja) * | 2017-06-09 | 2020-08-06 | クレイトン・ポリマーズ・エル・エル・シー | 高度に非対称なトリブロックポリマー組成物及びその製造方法 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10022504A1 (de) * | 2000-05-10 | 2001-11-15 | Basf Ag | Anionisch polymerisiertes, schlagzähes Polystyrol mit Kapselteilchenmorphologie |
| DE10241850A1 (de) * | 2002-09-09 | 2004-03-18 | Basf Ag | Anionisch polymerisiertes schlagzähes Polystyrol mit guter Fliessfähigkeit |
| DE10250280A1 (de) * | 2002-10-28 | 2004-05-13 | Basf Ag | Verfahren zur anionischen Polymerisation von schlagzähem Polystyrol |
| US7313499B2 (en) * | 2006-01-03 | 2007-12-25 | Ut-Battelle Llc | Apparatus for characterizing the temporo-spatial properties of a dynamic fluid front and method thereof |
| BRPI0909921A2 (pt) * | 2008-06-18 | 2015-10-20 | Styron Europe Gmbh | composição compreendendo um interpolímero acoplado compreendendo uma ou mais unidades monoméricas derivadas de um dieno e composição de poliestireno de alto impacto |
| WO2015091815A1 (de) * | 2013-12-18 | 2015-06-25 | Styrolution Group Gmbh | Formmassen basierend auf vinylaromat-polymeren für den 3d druck |
| KR20160101998A (ko) * | 2013-12-18 | 2016-08-26 | 이네오스 스티롤루션 그룹 게엠베하 | 3-d 프린팅용의 비닐방향족/디엔 블록 공중합체에 기초한 몰딩 재료들의 용도 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153647A (en) | 1977-06-15 | 1979-05-08 | Glukhovskoi Vladimir S | Process for producing-impact polystyrene |
| US5247020A (en) * | 1990-01-30 | 1993-09-21 | Idemitsu Kosan Co., Ltd. | Process for producing a styrene polymer composition |
| DE4139827A1 (de) * | 1991-12-03 | 1993-06-09 | Basf Ag, 6700 Ludwigshafen, De | Thermoplastische formmasse |
| DE4235978A1 (de) | 1992-10-24 | 1994-04-28 | Basf Ag | Thermoplastische Formmasse |
| DE4445139A1 (de) | 1994-12-17 | 1996-06-20 | Basf Ag | Verfahren zur Herstellung von schlagzäh modifizierten Polystyrol-Formmassen |
| WO1998007766A1 (de) * | 1996-08-19 | 1998-02-26 | Basf Aktiengesellschaft | Verfahren zur herstellung von dienpolymerisatlösungen in vinylaromatischen monomeren |
| DE19701865A1 (de) | 1997-01-21 | 1998-07-23 | Basf Ag | Kontinuierliches Verfahren zur Herstellung von thermoplastischen Formmassen |
| DE19804912A1 (de) | 1998-02-07 | 1999-08-12 | Basf Ag | Kontinuierliches Verfahren zur Herstellung thermoplastischer Formmassen |
| DE59907627D1 (de) | 1998-02-07 | 2003-12-11 | Basf Ag | Verfahren zur herstellung von schlagzäh modifizierten, thermoplastischen formmassen |
-
1998
- 1998-06-24 DE DE19828104A patent/DE19828104A1/de not_active Withdrawn
-
1999
- 1999-06-23 US US09/719,818 patent/US6410654B1/en not_active Expired - Fee Related
- 1999-06-23 AU AU47761/99A patent/AU4776199A/en not_active Abandoned
- 1999-06-23 DE DE59912189T patent/DE59912189D1/de not_active Expired - Fee Related
- 1999-06-23 ES ES99931146T patent/ES2244199T3/es not_active Expired - Lifetime
- 1999-06-23 JP JP2000555956A patent/JP2002518562A/ja active Pending
- 1999-06-23 EP EP99931146A patent/EP1095078B1/de not_active Expired - Lifetime
- 1999-06-23 WO PCT/EP1999/004343 patent/WO1999067308A1/de not_active Ceased
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008528659A (ja) * | 2005-02-02 | 2008-07-31 | ノボ ノルディスク アクティーゼルスカブ | インスリン誘導体 |
| JP2020523442A (ja) * | 2017-06-09 | 2020-08-06 | クレイトン・ポリマーズ・エル・エル・シー | 高度に非対称なトリブロックポリマー組成物及びその製造方法 |
| JP7750645B2 (ja) | 2017-06-09 | 2025-10-07 | クレイトン・コーポレイション | 高度に非対称なトリブロックポリマー組成物及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999067308A1 (de) | 1999-12-29 |
| AU4776199A (en) | 2000-01-10 |
| EP1095078B1 (de) | 2005-06-15 |
| US6410654B1 (en) | 2002-06-25 |
| DE59912189D1 (de) | 2005-07-21 |
| EP1095078A1 (de) | 2001-05-02 |
| DE19828104A1 (de) | 1999-12-30 |
| ES2244199T3 (es) | 2005-12-01 |
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