ES2246587T3 - Caucho de poliacrilato polimerizado por emulsion, modificadores de impacto y mezclas obtenidas de los mismos y procedimiento de fabricacion. - Google Patents
Caucho de poliacrilato polimerizado por emulsion, modificadores de impacto y mezclas obtenidas de los mismos y procedimiento de fabricacion.Info
- Publication number
- ES2246587T3 ES2246587T3 ES99964986T ES99964986T ES2246587T3 ES 2246587 T3 ES2246587 T3 ES 2246587T3 ES 99964986 T ES99964986 T ES 99964986T ES 99964986 T ES99964986 T ES 99964986T ES 2246587 T3 ES2246587 T3 ES 2246587T3
- Authority
- ES
- Spain
- Prior art keywords
- rubber
- alpha
- styrene
- crosslinked polyacrylate
- emulsion
- 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
- 229920001971 elastomer Polymers 0.000 title claims abstract description 71
- 239000005060 rubber Substances 0.000 title claims abstract description 71
- 239000000203 mixture Substances 0.000 title claims abstract description 53
- 239000000839 emulsion Substances 0.000 title claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000004609 Impact Modifier Substances 0.000 title description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 39
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 24
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 21
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000000178 monomer Substances 0.000 claims abstract description 15
- 229920001577 copolymer Polymers 0.000 claims abstract description 13
- -1 poly(acrylate) Polymers 0.000 claims abstract description 12
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical class CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims abstract description 11
- 230000002902 bimodal effect Effects 0.000 claims abstract description 11
- 239000002245 particle Substances 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 23
- 230000008961 swelling Effects 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 238000004132 cross linking Methods 0.000 claims description 7
- 239000000539 dimer Substances 0.000 claims description 7
- 229920000578 graft copolymer Polymers 0.000 claims description 5
- JMIZWXDKTUGEES-UHFFFAOYSA-N 2,2-di(cyclopenten-1-yloxy)ethyl 2-methylprop-2-enoate Chemical compound C=1CCCC=1OC(COC(=O)C(=C)C)OC1=CCCC1 JMIZWXDKTUGEES-UHFFFAOYSA-N 0.000 claims description 4
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical class CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 2
- 239000002253 acid Chemical class 0.000 claims description 2
- 229920000800 acrylic rubber Polymers 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920001601 polyetherimide Polymers 0.000 claims description 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 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 239000004697 Polyetherimide Substances 0.000 claims 1
- 239000004793 Polystyrene Substances 0.000 claims 1
- 125000005396 acrylic acid ester group Chemical group 0.000 claims 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
- 229920001955 polyphenylene ether Polymers 0.000 claims 1
- 229920002223 polystyrene Polymers 0.000 claims 1
- 238000010348 incorporation Methods 0.000 abstract description 3
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 16
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000005250 alkyl acrylate group Chemical group 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 7
- 238000007720 emulsion polymerization reaction Methods 0.000 description 6
- 238000009826 distribution Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 150000003440 styrenes Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ZOKCNEIWFQCSCM-UHFFFAOYSA-N (2-methyl-4-phenylpent-4-en-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)CC(=C)C1=CC=CC=C1 ZOKCNEIWFQCSCM-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000009863 impact test Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000012544 monitoring process Methods 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
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000003466 welding Methods 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
- 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
-
- 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
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
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)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US197788 | 1998-11-23 | ||
| US09/197,788 US6054531A (en) | 1998-11-23 | 1998-11-23 | Emulsion polymerized polyacrylate rubber, impact modifiers and blends obtained therefrom, and method for making |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2246587T3 true ES2246587T3 (es) | 2006-02-16 |
Family
ID=22730769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99964986T Expired - Lifetime ES2246587T3 (es) | 1998-11-23 | 1999-11-12 | Caucho de poliacrilato polimerizado por emulsion, modificadores de impacto y mezclas obtenidas de los mismos y procedimiento de fabricacion. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6054531A (enExample) |
| EP (1) | EP1137680B1 (enExample) |
| JP (1) | JP2002530494A (enExample) |
| CN (1) | CN1211406C (enExample) |
| AT (1) | ATE302219T1 (enExample) |
| DE (1) | DE69926789T2 (enExample) |
| ES (1) | ES2246587T3 (enExample) |
| WO (1) | WO2000031158A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI231305B (en) * | 2000-10-25 | 2005-04-21 | Rohm & Haas | High rubber impact modifier powders |
| KR100417062B1 (ko) * | 2001-01-11 | 2004-02-05 | 주식회사 엘지화학 | 바이모달 입자분포로 이루어진 아크릴계 고무라텍스의제조방법 |
| US20020167112A1 (en) * | 2001-02-06 | 2002-11-14 | Colburn Peter D. | Modified acrylic based compositions of enhanced optics and low temperature impact strength |
| ES2294203T3 (es) * | 2001-11-07 | 2008-04-01 | Nuplex Resins B.V. | Composicion de polimero entrecruzable. |
| US7550536B2 (en) * | 2001-12-25 | 2009-06-23 | Jsr Corporation | Acrylic rubber, process for its production, and rubber compositions, oil-and weather-resistant rubber compositions, and oil-and weather -resistant rubbers, containing the same |
| US7396871B2 (en) * | 2002-01-14 | 2008-07-08 | Eastman Chemical Comapny | Rubber modified acrylic and/or vinyl hybrid resins |
| US20040225034A1 (en) * | 2003-05-09 | 2004-11-11 | General Electric Company | Impact-modified compositions and method |
| DE102004015293B3 (de) * | 2004-03-29 | 2005-12-08 | Albis Plastic Gmbh | Beleuchtbare Informationseinheit für technische Geräte oder Maschinen und deren Verwendung |
| WO2007114108A1 (ja) * | 2006-03-31 | 2007-10-11 | Zeon Corporation | アクリルゴムおよびその製造方法 |
| KR102204133B1 (ko) * | 2013-04-23 | 2021-01-18 | 롬 앤드 하스 캄파니 | 중합체 분말 조성물 및 그의 제조방법 |
| KR102329711B1 (ko) * | 2014-03-31 | 2021-11-19 | 이네오스 스티롤루션 그룹 게엠베하 | 응집물 형성이 감소된 아크릴레이트 고무의 제조 방법 |
| JPWO2017022423A1 (ja) * | 2015-07-31 | 2018-05-17 | 綜研化学株式会社 | （メタ）アクリル系架橋粒子およびその製造方法 |
| KR101956735B1 (ko) | 2015-12-10 | 2019-03-11 | 주식회사 엘지화학 | 열가소성 그라프트 공중합체 수지, 이를 제조하는 방법, 및 이를 포함하는 열가소성 수지 조성물 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2646423A (en) * | 1951-05-25 | 1953-07-21 | Dow Chemical Co | Polymers of alkenyl aromatic compounds and acrylonitrile and method of making the same |
| DE1902646A1 (de) * | 1968-01-22 | 1969-09-04 | Fuji Photo Film Co Ltd | Verfahren zum Suspensionspolymerisieren |
| DE1911882B2 (de) * | 1969-03-08 | 1975-04-17 | Basf Ag, 6700 Ludwigshafen | Schlagfeste thermoplastische Massen |
| JPS5034592B1 (enExample) * | 1970-12-18 | 1975-11-10 | ||
| DE2826925A1 (de) * | 1978-06-20 | 1980-01-17 | Basf Ag | Witterungsbestaendige, schlagzaehe thermoplastische massen mit guter einfaerbbarkeit |
| US4341883A (en) * | 1980-10-29 | 1982-07-27 | Plaskolite, Inc. | Impact resistant blends of acrylate thermoplastic with sequentially polymerized four composition particulate additive |
| US4753988A (en) * | 1987-02-18 | 1988-06-28 | The Dow Chemical Company | High gloss acrylate rubber-modified weatherable resins |
| AU604179B2 (en) * | 1988-01-25 | 1990-12-06 | Mitsubishi Rayon Company Limited | Vinyl chloride resin composition |
| JP2674246B2 (ja) * | 1989-12-13 | 1997-11-12 | 日本合成ゴム株式会社 | 熱硬化性樹脂組成物 |
| JPH0912647A (ja) * | 1995-07-03 | 1997-01-14 | Sumika A B S Ratetsukusu Kk | 共重合体ラテックスの製造方法 |
-
1998
- 1998-11-23 US US09/197,788 patent/US6054531A/en not_active Expired - Lifetime
-
1999
- 1999-11-12 ES ES99964986T patent/ES2246587T3/es not_active Expired - Lifetime
- 1999-11-12 DE DE69926789T patent/DE69926789T2/de not_active Expired - Lifetime
- 1999-11-12 AT AT99964986T patent/ATE302219T1/de not_active IP Right Cessation
- 1999-11-12 EP EP99964986A patent/EP1137680B1/en not_active Expired - Lifetime
- 1999-11-12 CN CNB99813550XA patent/CN1211406C/zh not_active Expired - Fee Related
- 1999-11-12 JP JP2000583981A patent/JP2002530494A/ja active Pending
- 1999-11-12 WO PCT/US1999/026974 patent/WO2000031158A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EP1137680A1 (en) | 2001-10-04 |
| JP2002530494A (ja) | 2002-09-17 |
| DE69926789T2 (de) | 2006-06-29 |
| WO2000031158A1 (en) | 2000-06-02 |
| DE69926789D1 (de) | 2005-09-22 |
| EP1137680B1 (en) | 2005-08-17 |
| US6054531A (en) | 2000-04-25 |
| ATE302219T1 (de) | 2005-09-15 |
| CN1211406C (zh) | 2005-07-20 |
| CN1326474A (zh) | 2001-12-12 |
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