TW470755B - Thermoplastic molding compositions having little intrinsic color - Google Patents
Thermoplastic molding compositions having little intrinsic color Download PDFInfo
- Publication number
- TW470755B TW470755B TW087110695A TW87110695A TW470755B TW 470755 B TW470755 B TW 470755B TW 087110695 A TW087110695 A TW 087110695A TW 87110695 A TW87110695 A TW 87110695A TW 470755 B TW470755 B TW 470755B
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- Prior art keywords
- weight
- polymer
- acrylate
- styrene
- molding composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 126
- 238000009757 thermoplastic moulding Methods 0.000 title claims abstract description 32
- 239000000178 monomer Substances 0.000 claims abstract description 135
- 229920000642 polymer Polymers 0.000 claims abstract description 87
- 239000002245 particle Substances 0.000 claims abstract description 70
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 51
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000002156 mixing Methods 0.000 claims abstract description 33
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 28
- 238000009826 distribution Methods 0.000 claims abstract description 25
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 22
- 238000004132 cross linking Methods 0.000 claims abstract description 21
- 238000001816 cooling Methods 0.000 claims abstract description 20
- 229920002959 polymer blend Polymers 0.000 claims abstract description 17
- 230000002902 bimodal effect Effects 0.000 claims abstract description 13
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 11
- 239000000654 additive Substances 0.000 claims abstract description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 82
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 77
- 239000004615 ingredient Substances 0.000 claims description 51
- 238000000034 method Methods 0.000 claims description 48
- 238000011049 filling Methods 0.000 claims description 47
- 239000011159 matrix material Substances 0.000 claims description 34
- 230000002079 cooperative effect Effects 0.000 claims description 26
- -1 Vinyl Carbaton Chemical compound 0.000 claims description 24
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 23
- 229920000126 latex Polymers 0.000 claims description 23
- 239000007788 liquid Substances 0.000 claims description 22
- 238000002360 preparation method Methods 0.000 claims description 17
- 239000004816 latex Substances 0.000 claims description 15
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 10
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 9
- 239000003607 modifier Substances 0.000 claims description 9
- 229920002223 polystyrene Polymers 0.000 claims description 9
- 150000003440 styrenes Chemical class 0.000 claims description 9
- 239000005977 Ethylene Substances 0.000 claims description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 8
- 239000003507 refrigerant Substances 0.000 claims description 8
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical group O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 claims description 7
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 7
- 239000004793 Polystyrene Substances 0.000 claims description 7
- 238000012360 testing method Methods 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 5
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- 235000021419 vinegar Nutrition 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 239000000052 vinegar Substances 0.000 claims description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical group CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- ZPOLOEWJWXZUSP-AATRIKPKSA-N bis(prop-2-enyl) (e)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C\C(=O)OCC=C ZPOLOEWJWXZUSP-AATRIKPKSA-N 0.000 claims description 3
- 230000000875 corresponding effect Effects 0.000 claims description 3
- 238000005520 cutting process Methods 0.000 claims description 3
- 239000001530 fumaric acid Substances 0.000 claims description 3
- 238000005453 pelletization Methods 0.000 claims description 3
- 235000019260 propionic acid Nutrition 0.000 claims description 3
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 3
- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 claims description 2
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 claims description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- 238000004945 emulsification Methods 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000009434 installation Methods 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 2
- PZUGJLOCXUNFLM-UHFFFAOYSA-N n-ethenylaniline Chemical compound C=CNC1=CC=CC=C1 PZUGJLOCXUNFLM-UHFFFAOYSA-N 0.000 claims description 2
- SEEYREPSKCQBBF-UHFFFAOYSA-N n-methylmaleimide Chemical group CN1C(=O)C=CC1=O SEEYREPSKCQBBF-UHFFFAOYSA-N 0.000 claims description 2
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 3
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims 2
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims 2
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 claims 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 2
- 150000005690 diesters Chemical class 0.000 claims 2
- 230000001804 emulsifying effect Effects 0.000 claims 2
- 229940052303 ethers for general anesthesia Drugs 0.000 claims 2
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 claims 2
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 claims 2
- 239000001294 propane Substances 0.000 claims 2
- 150000005846 sugar alcohols Polymers 0.000 claims 2
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 claims 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims 1
- ILZXXGLGJZQLTR-UHFFFAOYSA-N 2-phenylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=CC=C1 ILZXXGLGJZQLTR-UHFFFAOYSA-N 0.000 claims 1
- HPSGLFKWHYAKSF-UHFFFAOYSA-N 2-phenylethyl prop-2-enoate Chemical compound C=CC(=O)OCCC1=CC=CC=C1 HPSGLFKWHYAKSF-UHFFFAOYSA-N 0.000 claims 1
- VFZKVQVQOMDJEG-UHFFFAOYSA-N 2-prop-2-enoyloxypropyl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(=O)C=C VFZKVQVQOMDJEG-UHFFFAOYSA-N 0.000 claims 1
- XJKHICJWKIWYGC-UHFFFAOYSA-N 3-ethylazepan-2-one Chemical compound CCC1CCCCNC1=O XJKHICJWKIWYGC-UHFFFAOYSA-N 0.000 claims 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- VHOMAPWVLKRQAZ-UHFFFAOYSA-N Benzyl propionate Chemical compound CCC(=O)OCC1=CC=CC=C1 VHOMAPWVLKRQAZ-UHFFFAOYSA-N 0.000 claims 1
- 239000004641 Diallyl-phthalate Substances 0.000 claims 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 1
- SVWKXCDUGQLJNK-UHFFFAOYSA-N OC(=O)C=C.OC(=O)Cc1ccccc1 Chemical compound OC(=O)C=C.OC(=O)Cc1ccccc1 SVWKXCDUGQLJNK-UHFFFAOYSA-N 0.000 claims 1
- MLHOXUWWKVQEJB-UHFFFAOYSA-N Propyleneglycol diacetate Chemical compound CC(=O)OC(C)COC(C)=O MLHOXUWWKVQEJB-UHFFFAOYSA-N 0.000 claims 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- LDECUSDQMXVUMP-UHFFFAOYSA-N benzyl 3-[6-[[2-(butylamino)-1-[3-methoxycarbonyl-4-(2-methoxy-2-oxoethoxy)phenyl]-2-oxoethyl]-hexylamino]-6-oxohexyl]-4-methyl-2-oxo-6-(4-phenylphenyl)-1,6-dihydropyrimidine-5-carboxylate Chemical compound O=C1NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)C(C(=O)OCC=2C=CC=CC=2)=C(C)N1CCCCCC(=O)N(CCCCCC)C(C(=O)NCCCC)C1=CC=C(OCC(=O)OC)C(C(=O)OC)=C1 LDECUSDQMXVUMP-UHFFFAOYSA-N 0.000 claims 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 claims 1
- RNOOHTVUSNIPCJ-UHFFFAOYSA-N butan-2-yl prop-2-enoate Chemical compound CCC(C)OC(=O)C=C RNOOHTVUSNIPCJ-UHFFFAOYSA-N 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 claims 1
- 125000004386 diacrylate group Chemical group 0.000 claims 1
- MVKYQTGCKJXECD-UHFFFAOYSA-N ethane-1,2-diol;prop-1-ene Chemical group CC=C.CC=C.OCCO MVKYQTGCKJXECD-UHFFFAOYSA-N 0.000 claims 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 1
- 150000002334 glycols Chemical class 0.000 claims 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 claims 1
- 229940017219 methyl propionate Drugs 0.000 claims 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 1
- BVOJAXMUGDFZDX-UHFFFAOYSA-N n-ethylethanamine;ethyl prop-2-enoate Chemical compound CCNCC.CCOC(=O)C=C BVOJAXMUGDFZDX-UHFFFAOYSA-N 0.000 claims 1
- FZYDVDRIQZXXIW-UHFFFAOYSA-N propanoic acid;prop-2-enoic acid Chemical compound CCC(O)=O.OC(=O)C=C FZYDVDRIQZXXIW-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- HTUIWRWYYVBCFT-UHFFFAOYSA-N propyl hexanoate Chemical compound CCCCCC(=O)OCCC HTUIWRWYYVBCFT-UHFFFAOYSA-N 0.000 claims 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims 1
- 229960000834 vinyl ether Drugs 0.000 claims 1
- 229910052727 yttrium Inorganic materials 0.000 claims 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
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- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
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- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
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- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
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- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 235000013966 potassium salts of fatty acid Nutrition 0.000 description 1
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- VNNBZUFJRRODHO-UHFFFAOYSA-N prop-2-enenitrile;prop-1-en-2-ylbenzene Chemical compound C=CC#N.CC(=C)C1=CC=CC=C1 VNNBZUFJRRODHO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
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- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
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- 150000003573 thiols Chemical class 0.000 description 1
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
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- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/12—Copolymers of styrene with unsaturated nitriles
-
- 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
- C08F279/04—Vinyl aromatic monomers and nitriles as the only monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/14—Copolymers of styrene with unsaturated esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19728629A DE19728629A1 (de) | 1997-07-04 | 1997-07-04 | Thermoplastische Formmassen mit geringer Eigenfarbe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW470755B true TW470755B (en) | 2002-01-01 |
Family
ID=7834666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW087110695A TW470755B (en) | 1997-07-04 | 1998-07-02 | Thermoplastic molding compositions having little intrinsic color |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6323279B1 (https=) |
| EP (1) | EP0993476B1 (https=) |
| JP (1) | JP2002510349A (https=) |
| KR (1) | KR100361001B1 (https=) |
| CN (1) | CN1140551C (https=) |
| AR (1) | AR012259A1 (https=) |
| AU (1) | AU8728598A (https=) |
| BR (1) | BR9810666A (https=) |
| CA (1) | CA2294918A1 (https=) |
| DE (2) | DE19728629A1 (https=) |
| ES (1) | ES2172908T3 (https=) |
| TW (1) | TW470755B (https=) |
| WO (1) | WO1999001489A1 (https=) |
| ZA (1) | ZA985868B (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19860526A1 (de) | 1998-12-30 | 2000-07-06 | Basf Ag | Wärmeüberträger mit verringerter Neigung, Ablagerungen zu bilden und Verfahren zu deren Herstellung |
| DE19960855A1 (de) | 1999-12-16 | 2001-06-28 | Basf Ag | Verfahren zur Herstellung von thermoplastischen Formmassen |
| DE10021565A1 (de) * | 2000-05-03 | 2001-11-22 | Basf Ag | Thermoplastische Formmassen mit verbesserter Schlagzähigkeit |
| DE10060411A1 (de) * | 2000-12-05 | 2002-06-06 | Bayer Ag | Thermoplastische Formmassen |
| US6637213B2 (en) * | 2001-01-19 | 2003-10-28 | Crane Plastics Company Llc | Cooling of extruded and compression molded materials |
| US7017352B2 (en) * | 2001-01-19 | 2006-03-28 | Crane Plastics Company Llc | Cooling of extruded and compression molded materials |
| US6578368B1 (en) * | 2001-01-19 | 2003-06-17 | Crane Plastics Company Llc | Cryogenic cooling of extruded and compression molded materials |
| GB0206880D0 (en) | 2002-03-23 | 2002-05-01 | Rolls Royce Plc | A vane for a rotor arrangement for a gas turbine engine |
| US7601777B2 (en) * | 2002-06-21 | 2009-10-13 | Basf Aktiengesellschaft | Method for the production of an aqueous polymer dispersion |
| KR100933103B1 (ko) * | 2002-11-21 | 2009-12-21 | 테크노 폴리머 가부시키가이샤 | 열가소성 수지 조성물, 차량 외장용 성형품용 열가소성수지 조성물, 차량 외장용 성형품 및 차량 외장용 성형품의제조 방법 |
| DE10349144A1 (de) * | 2003-10-17 | 2005-05-12 | Roehm Gmbh | Polymermischung für mattierte Spritzgußteile |
| MX2007008855A (es) * | 2003-10-18 | 2008-03-13 | Roehm Gmbh | Masas de pieza moldeada de poli (met) acrilato resistentes a impactos con alta estabilidad termica. |
| KR100581436B1 (ko) * | 2004-05-13 | 2006-05-17 | 제일모직주식회사 | 저선팽창 열가소성 수지조성물 |
| DE102005022635B4 (de) * | 2005-05-11 | 2018-05-30 | Ineos Styrolution Europe Gmbh | Thermoplastische Formmassen mit verbesserter Anfärbbarkeit |
| EP1752478A1 (en) * | 2005-08-08 | 2007-02-14 | Basf Aktiengesellschaft | A process for the production of a graft copolymer having a bimodal particle distribution. |
| EP1764392A1 (en) * | 2005-09-14 | 2007-03-21 | Basf Aktiengesellschaft | Thermoplastic molding compositions with improved adhesion of electroplated metal layer |
| FR2895085B1 (fr) | 2005-12-21 | 2008-07-04 | Breuil Sa Engineering Const Et | Dispositf de mirage d'oeufs. |
| CN101970570B (zh) * | 2006-08-18 | 2013-08-28 | 斯蒂罗卢辛有限公司 | 基于丙烯腈、苯乙烯和丁二烯的热塑性模塑组合物 |
| DE102006062270A1 (de) * | 2006-12-22 | 2008-06-26 | Eckart Gmbh & Co. Kg | Aluminiumgrieß für dünne, plättchenförmige Effektpigmente, Verfahren zu dessen Herstellung und Verwendung desselben |
| DE102006062269A1 (de) | 2006-12-22 | 2008-06-26 | Eckart Gmbh & Co. Kg | Verwendung von sphärischen Metallpartikeln als Lasermarkierungs- oder Laserschweißbarkeitsmittel sowie lasermarkierbarer und/oder laserschweißbarer Kunststoff |
| DE102008015124A1 (de) | 2007-05-16 | 2008-11-20 | Bayer Materialscience Ag | Schlagzähmodifizierte Polycarbonat-Zusammensetzungen |
| DE102007038578A1 (de) | 2007-08-16 | 2009-02-19 | Evonik Degussa Gmbh | Verfahren zur Dekorierung von Oberflächen |
| DE502007001931D1 (de) | 2007-11-30 | 2009-12-17 | Eckart Gmbh | Verwendung einer Mischung mit sphärischen Metallpartikeln und Metallflakes als Lasermarkierungs- oder Laserschweissbarkeitsmittel sowie lasermarkierbarer und/oder laserschweissbarer Kunststoff |
| WO2009112573A2 (de) * | 2008-03-13 | 2009-09-17 | Basf Se | Verfahren und dispersion zum aufbringen einer metallschicht auf einem substrat sowie metallisierbare thermoplastische formmasse |
| CN101977978B (zh) | 2008-03-22 | 2014-03-19 | 拜尔材料科学股份公司 | 具有原始色调、水解稳定性和熔体稳定性的优良组合的冲击改性的聚碳酸酯组合物 |
| EP2593510B1 (de) | 2010-07-12 | 2016-12-21 | INEOS Styrolution Europe GmbH | Stabilisierte acrylnitril/styrol/butadien formmassen |
| EP2603558B1 (en) * | 2010-08-09 | 2015-04-15 | Styrolution Europe GmbH | Thermoplastic moulding compositions with improved adhesion of electroplated metal layer |
| KR101842312B1 (ko) | 2010-12-16 | 2018-03-26 | 이네오스 스티롤루션 유럽 게엠베하 | 반복된 충격에 대한 개선된 내성을 갖는 금속 도금 물품을 위한 열가소성 성형 조성물 |
| DE102011103882A1 (de) | 2011-03-25 | 2012-09-27 | Eckart Gmbh | Kupferhaltige Metallpigmente mit Metalloxidschicht und Kunststoffschicht, Verfahren zu deren Herstellung, Beschichtungsmittel und beschichteter Gegenstand |
| DE102011052119A1 (de) | 2011-07-25 | 2013-01-31 | Eckart Gmbh | Verfahren zur Substratbeschichtung und Verwendung additivversehener, pulverförmiger Beschichtungsmaterialien in derartigen Verfahren |
| DE102011052120A1 (de) | 2011-07-25 | 2013-01-31 | Eckart Gmbh | Verwendung speziell belegter, pulverförmiger Beschichtungsmaterialien und Beschichtungsverfahren unter Einsatz derartiger Beschichtungsmaterialien |
| JP2014527575A (ja) | 2011-07-25 | 2014-10-16 | エッカルト ゲゼルシャフト ミット ベシュレンクテル ハフツングＥｃｋａｒｔ ＧｍｂＨ | 基材コーティングのための方法、およびそのような方法における添加剤含有粉末化コーティング物質の使用 |
| WO2013053649A1 (de) | 2011-10-13 | 2013-04-18 | Styrolution GmbH | Stabilisierte polyamid-abs formmassen |
| CN104271661B (zh) * | 2012-01-13 | 2017-05-10 | 苯领欧洲股份公司 | 泛黄指数低的三元共聚物成型组合物、其制备方法及其用途 |
| EP2928954A1 (de) * | 2012-12-07 | 2015-10-14 | Bayer Materialscience AG | Flammgeschützte polycarbonatformmassen ii |
| ES2703340T3 (es) * | 2013-12-11 | 2019-03-08 | Ineos Styrolution Group Gmbh | Producto ABS con capacidad ignifuga mejorada |
| EP3083824B1 (de) | 2013-12-18 | 2017-09-27 | INEOS Styrolution Group GmbH | Formmassen basierend auf vinylaromat-copolymeren 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 |
| US9982123B2 (en) * | 2014-04-02 | 2018-05-29 | Ineos Styrolution Group Gmbh | Process for producing thermoplastic moulding compositions with improved mechanical properties |
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| EP3500607B1 (en) | 2016-08-17 | 2023-07-19 | INEOS Styrolution Group GmbH | Transparent graft copolymers based on acrylate soft phases |
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| EP3600818B1 (en) | 2017-03-22 | 2023-08-02 | INEOS Styrolution Group GmbH | Styrenic copolymer blend with low shrinkage |
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| EP3827035B1 (en) | 2018-07-24 | 2022-06-15 | INEOS Styrolution Group GmbH | Polyacrylate graft rubber copolymer and impact modified thermoplastic molding composition |
| KR102288853B1 (ko) | 2018-09-05 | 2021-08-12 | 주식회사 엘지화학 | 열가소성 수지 조성물 |
| WO2021074155A1 (en) * | 2019-10-15 | 2021-04-22 | Ineos Styrolution Group Gmbh | Styrene copolymer molding compositions with reduced mold deposit formation for high gloss applications |
| EP4127059B1 (de) * | 2020-03-24 | 2025-12-17 | INEOS Styrolution Group GmbH | Asa-polymerzusammensetzung mit optimierter uv-stabilität sowie gutem zähigkeits-steifigkeits-verhältnis |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE80268C (https=) | ||||
| DD71615A (https=) * | ||||
| US4206300A (en) | 1978-06-12 | 1980-06-03 | Standand Oil Company | Method for improving color and impact strength of nitrile polymers |
| US4419492A (en) * | 1981-08-06 | 1983-12-06 | Monsanto Company | Process for preparing ABS polymeric polyblends |
| DE3505749A1 (de) | 1985-02-20 | 1986-08-21 | Bayer Ag, 5090 Leverkusen | Formmassen mit einheitlicher korngroesse und verbesserter thermostabilitaet ii |
| DE4402394B4 (de) * | 1994-01-27 | 2005-02-10 | Basf Ag | Verfahren zur Entwässerung von wasserfeuchtem Pfropfkautschuk |
| US5817266A (en) | 1994-01-27 | 1998-10-06 | Basf Aktiengesellschaft | Dewatering of water-moist graft rubber |
| KR970701215A (ko) | 1994-02-22 | 1997-03-17 | 그레이스 스티븐 에스. | 다형태 ABS 중합체의 제조방법(Process for the preparation of multimodal ABS polymers) |
| DE4414124A1 (de) | 1994-04-22 | 1995-10-26 | Bayer Ag | ABS-Formmassen mit verbesserter Zähigkeit |
| EP0712895B1 (en) * | 1994-11-21 | 1999-04-28 | General Electric Company | Impact modified alpha alkyl substituted vinyl aromatic-vinyl cyanide thermoplastic compositions |
| DE19520286A1 (de) | 1995-06-02 | 1996-12-05 | Bayer Ag | ABS-Formmassen mit verbesserten Eigenschaften |
-
1997
- 1997-07-04 DE DE19728629A patent/DE19728629A1/de not_active Withdrawn
-
1998
- 1998-06-23 AU AU87285/98A patent/AU8728598A/en not_active Abandoned
- 1998-06-23 JP JP50626499A patent/JP2002510349A/ja active Pending
- 1998-06-23 EP EP98938632A patent/EP0993476B1/de not_active Expired - Lifetime
- 1998-06-23 BR BR9810666-0A patent/BR9810666A/pt not_active Application Discontinuation
- 1998-06-23 US US09/446,982 patent/US6323279B1/en not_active Expired - Lifetime
- 1998-06-23 WO PCT/EP1998/003836 patent/WO1999001489A1/de not_active Ceased
- 1998-06-23 CN CNB988088614A patent/CN1140551C/zh not_active Expired - Lifetime
- 1998-06-23 KR KR1020007000027A patent/KR100361001B1/ko not_active Expired - Lifetime
- 1998-06-23 CA CA002294918A patent/CA2294918A1/en not_active Abandoned
- 1998-06-23 DE DE59803025T patent/DE59803025D1/de not_active Expired - Lifetime
- 1998-06-23 ES ES98938632T patent/ES2172908T3/es not_active Expired - Lifetime
- 1998-07-02 TW TW087110695A patent/TW470755B/zh not_active IP Right Cessation
- 1998-07-03 AR ARP980103236A patent/AR012259A1/es unknown
- 1998-07-03 ZA ZA9805868A patent/ZA985868B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0993476B1 (de) | 2002-02-06 |
| ES2172908T3 (es) | 2002-10-01 |
| ZA985868B (en) | 2000-01-10 |
| EP0993476A1 (de) | 2000-04-19 |
| US6323279B1 (en) | 2001-11-27 |
| WO1999001489A1 (de) | 1999-01-14 |
| DE19728629A1 (de) | 1999-01-07 |
| AR012259A1 (es) | 2000-09-27 |
| CN1140551C (zh) | 2004-03-03 |
| BR9810666A (pt) | 2000-09-26 |
| KR100361001B1 (ko) | 2002-11-22 |
| KR20010021502A (ko) | 2001-03-15 |
| JP2002510349A (ja) | 2002-04-02 |
| AU8728598A (en) | 1999-01-25 |
| DE59803025D1 (de) | 2002-03-21 |
| CN1269808A (zh) | 2000-10-11 |
| CA2294918A1 (en) | 1999-01-14 |
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