CA2329985C - Weatherable resinous composition having improved opacity and impact strength - Google Patents
Weatherable resinous composition having improved opacity and impact strength Download PDFInfo
- Publication number
- CA2329985C CA2329985C CA002329985A CA2329985A CA2329985C CA 2329985 C CA2329985 C CA 2329985C CA 002329985 A CA002329985 A CA 002329985A CA 2329985 A CA2329985 A CA 2329985A CA 2329985 C CA2329985 C CA 2329985C
- Authority
- CA
- Canada
- Prior art keywords
- grafted
- styrene
- weight
- group
- phase
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 239000000178 monomer Substances 0.000 claims abstract description 80
- 229920001971 elastomer Polymers 0.000 claims abstract description 68
- 239000005060 rubber Substances 0.000 claims abstract description 65
- 239000000758 substrate Substances 0.000 claims abstract description 45
- 229920001577 copolymer Polymers 0.000 claims abstract description 44
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000011159 matrix material Substances 0.000 claims abstract description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 19
- 239000002245 particle Substances 0.000 claims abstract description 19
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
- 238000009757 thermoplastic moulding Methods 0.000 claims abstract description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 64
- 150000003440 styrenes Chemical class 0.000 claims description 33
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 17
- 238000006116 polymerization reaction Methods 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
- 150000001993 dienes Chemical class 0.000 claims description 8
- 239000000806 elastomer Substances 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 description 15
- 238000000034 method Methods 0.000 description 13
- 239000011258 core-shell material Substances 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 229940102838 methylmethacrylate Drugs 0.000 description 9
- 238000007334 copolymerization reaction Methods 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 8
- 125000005396 acrylic acid ester group Chemical group 0.000 description 7
- -1 alkali metal salts Chemical class 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 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 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UKTFKFNAQNTBGK-WAYWQWQTSA-N (z)-4-[1-(2-methylprop-2-enoyloxy)butan-2-yloxy]-4-oxobut-2-enoic acid Chemical compound CC(=C)C(=O)OCC(CC)OC(=O)\C=C/C(O)=O UKTFKFNAQNTBGK-WAYWQWQTSA-N 0.000 description 1
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
- 239000003568 Sodium, potassium and calcium salts of fatty acids Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 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 description 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 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 1
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000013875 sodium salts of fatty acid Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- RBNWAMSGVWEHFP-UHFFFAOYSA-N trans-p-Menthane-1,8-diol Chemical compound CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
-
- 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
- C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/126—Polymer particles coated by polymer, e.g. core shell structures
-
- 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
- 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
- C08L51/06—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 homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
-
- 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
- C08L51/003—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 macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/071,089 | 1998-05-01 | ||
| US09/071,089 US6187862B1 (en) | 1998-05-01 | 1998-05-01 | Weatherable resinous composition having improved opacity and impact strength |
| PCT/US1999/009147 WO1999057168A1 (en) | 1998-05-01 | 1999-04-27 | Weatherable resinous composition having improved opacity and impact strength |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2329985A1 CA2329985A1 (en) | 1999-11-11 |
| CA2329985C true CA2329985C (en) | 2008-03-25 |
Family
ID=22099182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002329985A Expired - Lifetime CA2329985C (en) | 1998-05-01 | 1999-04-27 | Weatherable resinous composition having improved opacity and impact strength |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6187862B1 (enExample) |
| EP (1) | EP1084166B1 (enExample) |
| JP (1) | JP2002513825A (enExample) |
| KR (1) | KR100593347B1 (enExample) |
| CN (1) | CN1150230C (enExample) |
| AU (1) | AU3766699A (enExample) |
| BR (1) | BR9910096A (enExample) |
| CA (1) | CA2329985C (enExample) |
| DE (1) | DE69923449T2 (enExample) |
| ES (1) | ES2235482T3 (enExample) |
| TW (1) | TW402622B (enExample) |
| WO (1) | WO1999057168A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100626954B1 (ko) * | 2004-08-19 | 2006-09-20 | 주식회사 엘지화학 | 열가소성 투명수지 조성물 및 그 제조방법 |
| KR100815995B1 (ko) | 2006-06-08 | 2008-03-21 | 제일모직주식회사 | 저온 및 상온 내충격성과 착색성 및 내후성이 우수한ａｓａ 그라프트 공중합체 및 이를 포함한 열가소성 수지조성물 |
| KR100998875B1 (ko) | 2008-10-29 | 2010-12-08 | 제일모직주식회사 | 저광 특성이 우수한 내후성 열가소성 수지 및 그 제조 방법 |
| EP2308906A1 (en) | 2009-10-07 | 2011-04-13 | Styron Europe GmbH | Impact-modified monovinylidene aromatic polymer having low rubber crosslinking |
| KR101286503B1 (ko) * | 2009-12-31 | 2013-07-16 | 제일모직주식회사 | 저광 특성이 우수한 내후성 열가소성 수지 조성물 및 그 제조 방법 |
| EP2341090B1 (en) | 2009-12-31 | 2012-09-12 | Cheil Industries Inc. | Weatherable thermoplastic resin having excellent low gloss characteristic and method of preparing the same |
| KR20120076301A (ko) | 2010-12-29 | 2012-07-09 | 제일모직주식회사 | 내열성과 내후성이 우수한 저광 열가소성 수지 조성물 |
| KR101469263B1 (ko) | 2011-12-22 | 2014-12-05 | 제일모직주식회사 | 열가소성 수지 조성물 및 그 성형품 |
| JP5905115B2 (ja) * | 2012-10-11 | 2016-04-20 | エルジー・ケム・リミテッド | 低温衝撃強度が向上したアルキルアクリレート−芳香族ビニル化合物−シアン化ビニル化合物共重合体及びそれを含むポリカーボネート組成物 |
| CN103254365B (zh) * | 2013-05-17 | 2015-03-25 | 合肥工业大学 | 一种采用水溶性氧化还原引发剂低温制备asa共聚物胶乳的方法 |
| EP3000845A4 (en) * | 2013-05-23 | 2016-06-29 | Asahi Kasei Chemicals Corp | THERMOPLASTIC RESIN COMPOSITION AND ARTICLES THEREOF |
| JP6322000B2 (ja) * | 2014-03-11 | 2018-05-09 | 旭化成株式会社 | 熱可塑性樹脂組成物、その成形体、及びその製造方法 |
| MX2021000725A (es) * | 2018-07-24 | 2021-04-12 | Ineos Styrolution Group Gmbh | Copolimero de caucho de injerto de poliacrilato y composicion de moldeo termoplastica. |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL99388C (enExample) | 1956-09-28 | |||
| DE1260135B (de) | 1965-01-05 | 1968-02-01 | Basf Ag | Schlagfeste thermoplastische Formmassen |
| DE1911882B2 (de) | 1969-03-08 | 1975-04-17 | Basf Ag, 6700 Ludwigshafen | Schlagfeste thermoplastische Massen |
| JPS5953513A (ja) | 1982-09-22 | 1984-03-28 | Japan Synthetic Rubber Co Ltd | 熱可塑性樹脂の製造方法 |
| DE3421353A1 (de) | 1984-06-08 | 1985-12-12 | Bayer Ag, 5090 Leverkusen | Pfropfpolymerisate mit matter oberflaeche |
| DE3447249A1 (de) | 1984-12-22 | 1986-07-03 | Bayer Ag, 5090 Leverkusen | Kerbschlagzaehe thermoplastformmassen |
| DE3629150A1 (de) | 1986-08-27 | 1988-03-10 | Basf Ag | Thermoplastische formmasse auf basis von abs |
| GB9007199D0 (en) * | 1990-03-30 | 1990-05-30 | Tioxide Group Plc | Preparation of polymeric particles |
| DE4131728A1 (de) | 1991-09-24 | 1993-03-25 | Basf Ag | Teilchenfoermiges pfropfcopolymerisat mit kern/schale-aufbau |
| DE69510093T3 (de) | 1995-02-01 | 2005-07-07 | Bayer Antwerpen N.V. | Polymerblends mit verbesserter Färbbarkeit |
| DE19503545A1 (de) * | 1995-02-03 | 1996-08-08 | Basf Ag | Teilchenförmige Pfropfcopolymerisate und diese enthaltende thermoplastische Formmassen mit verbesserter Einfärbbarkeit |
| JP2853987B2 (ja) | 1996-01-29 | 1999-02-03 | 奇美実業股▲分▼有限公司 | スチレン系樹脂の製造方法 |
-
1998
- 1998-05-01 US US09/071,089 patent/US6187862B1/en not_active Expired - Lifetime
-
1999
- 1999-04-27 CA CA002329985A patent/CA2329985C/en not_active Expired - Lifetime
- 1999-04-27 EP EP99920086A patent/EP1084166B1/en not_active Expired - Lifetime
- 1999-04-27 AU AU37666/99A patent/AU3766699A/en not_active Abandoned
- 1999-04-27 CN CNB998056650A patent/CN1150230C/zh not_active Expired - Fee Related
- 1999-04-27 DE DE69923449T patent/DE69923449T2/de not_active Expired - Fee Related
- 1999-04-27 ES ES99920086T patent/ES2235482T3/es not_active Expired - Lifetime
- 1999-04-27 BR BR9910096-7A patent/BR9910096A/pt not_active IP Right Cessation
- 1999-04-27 WO PCT/US1999/009147 patent/WO1999057168A1/en not_active Ceased
- 1999-04-27 KR KR1020007012112A patent/KR100593347B1/ko not_active Expired - Fee Related
- 1999-04-27 JP JP2000547135A patent/JP2002513825A/ja active Pending
- 1999-04-28 TW TW088106795A patent/TW402622B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU3766699A (en) | 1999-11-23 |
| EP1084166A1 (en) | 2001-03-21 |
| TW402622B (en) | 2000-08-21 |
| CA2329985A1 (en) | 1999-11-11 |
| JP2002513825A (ja) | 2002-05-14 |
| ES2235482T3 (es) | 2005-07-01 |
| DE69923449D1 (de) | 2005-03-03 |
| BR9910096A (pt) | 2000-12-26 |
| US6187862B1 (en) | 2001-02-13 |
| KR20010043189A (ko) | 2001-05-25 |
| DE69923449T2 (de) | 2005-12-29 |
| KR100593347B1 (ko) | 2006-06-26 |
| CN1150230C (zh) | 2004-05-19 |
| EP1084166B1 (en) | 2005-01-26 |
| CN1299381A (zh) | 2001-06-13 |
| WO1999057168A1 (en) | 1999-11-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR950006131B1 (ko) | 열가소성 수지 조성물의 제조 방법 | |
| US4605699A (en) | Thermoplastic molding compositions containing polycarbonate and an acrylate graft copolymer | |
| US5932655A (en) | Weatherable resinous composition having improved opacity and impact strength | |
| US5252666A (en) | Particulate graft polymer with improved adhesion between grafting base and graft sheath | |
| CA2329985C (en) | Weatherable resinous composition having improved opacity and impact strength | |
| EP0231933B2 (en) | Thermoplastic resin compositions having excellent impact resistance, weather resistance and moldability, and process for preparing the same | |
| US7217763B2 (en) | Acrylonitrile-butadiene-styrene copolymer transparent resin having superior chemical resistance and transparency and preparation thereof | |
| US5652307A (en) | Three stage graft copolymers and weathering-stable, dull thermoplastic molding materials containing said copolymers and having good low-temperature toughness | |
| US5120788A (en) | Hermoplastic molding material of improved toughness | |
| JP2726918B2 (ja) | 耐衝撃性熱可塑性樹脂組成物 | |
| US5373060A (en) | Particulate graft copolymer | |
| CA2076112A1 (en) | Methacrylate-butadiene-styrene graft polymer and its pvc blends having low yellowness, good clarity, and improved impact strength | |
| US4870131A (en) | Low gloss molding composition | |
| EP0162913B1 (en) | Rubber-modified monovinylidene aromatic polymer compositions containing three different types of rubber particles | |
| US6528583B1 (en) | Thermoplastic molding composition having improved dimensional stability and low gloss | |
| US4886857A (en) | Styrene based resin composition | |
| AU632718B2 (en) | Impact-resistant graft copolymer and thermoplastic resin composition containing same | |
| US6072002A (en) | Weatherable resinous composition | |
| GB2315272A (en) | Rubber containing resin composition and styrene resin composition containing the same | |
| MXPA00010507A (en) | Weatherable resinous composition having improved opacity and impact strength | |
| KR100384380B1 (ko) | 투명성이우수한내후성수지조성물및그의제조방법 | |
| JP3077244B2 (ja) | 耐候性熱可塑性樹脂組成物及びこれを用いた成形品 | |
| HK1037649A (en) | Weatherable resinous composition having improved opacity and impact strength | |
| MXPA98008518A (en) | Resinous composition alternative to intent | |
| KR20180065097A (ko) | 투명 열가소성 수지 조성물 및 이의 제조방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20190429 |