BRPI0720920A8 - Método para produção de um polímero diênico conjugado modificado, polímero diênico conjugado modificado, composições de borracha, pneu e elemento de pneu - Google Patents
Método para produção de um polímero diênico conjugado modificado, polímero diênico conjugado modificado, composições de borracha, pneu e elemento de pneuInfo
- Publication number
- BRPI0720920A8 BRPI0720920A8 BRPI0720920A BRPI0720920A BRPI0720920A8 BR PI0720920 A8 BRPI0720920 A8 BR PI0720920A8 BR PI0720920 A BRPI0720920 A BR PI0720920A BR PI0720920 A BRPI0720920 A BR PI0720920A BR PI0720920 A8 BRPI0720920 A8 BR PI0720920A8
- Authority
- BR
- Brazil
- Prior art keywords
- modified
- conjugated diene
- diene polymer
- dienic
- conjugated polymer
- Prior art date
Links
- 229920000547 conjugated polymer Polymers 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title abstract 2
- 150000001993 dienes Chemical class 0.000 abstract 6
- 229920000642 polymer Polymers 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000524 functional group Chemical group 0.000 abstract 2
- 238000006011 modification reaction Methods 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000000446 fuel Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
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- 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
- C08L25/10—Copolymers of styrene with conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/30—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
- C08C19/42—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
- C08C19/44—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups of polymers containing metal atoms exclusively at one or both ends of the skeleton
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0016—Compositions of the tread
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0025—Compositions of the sidewalls
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0041—Compositions of the carcass layers
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/54—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with other compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L7/00—Compositions of natural rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and 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
- C08F36/04—Homopolymers and 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 conjugated
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/06—Sulfur
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
- C08L15/02—Rubber derivatives containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerization Catalysts (AREA)
- Polyurethanes Or Polyureas (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Abstract
MÉTODO PARA A PRODUÇÃO DE UM POLÍMERO DIÊNICO CONJUGADO MODIFICADO, POLÍMERO DIÊNICO CONJUGADO MODIFICADO E COMPOSIÇÃO DE BORRACHA. A presente invenção refere-se a um método para a produção de um polímero diênico conjugado modificado que inclui uma etapa (A) que realiza uma reação de modificação primária que reage um composto de heterocumuleno tendo dois ou mais grupos funcionais específicos com um polímero diênico conjugado com um teor de vinila abaixo de 10% e um teor de ligação cis-1,4 de 75% ou mais e possuindo uma extremidade ativa, para se obter um polímero diênico conjugado modificado primário, e uma etapa (B), que realiza uma reação de modificação secundária que reage um composto contendo hidrogênio ativo que inclui um ou mais grupos funcionais selecionados do grupo que consiste em um grupo amino, um grupo imino, um grupo mercapto e um grupo hidroxila com o polímero diênico conjugado modificado primário, para se obter um polímero diênico conjugado modificado secundário. O método pode produzir um polímero diênico conjugado modificado que exibe baixo acúmulo de calor (baixo consumo de combustível) e excelente resistência ao desgaste.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006-352659 | 2006-12-27 | ||
JP2006352659 | 2006-12-27 | ||
PCT/JP2007/075165 WO2008078813A1 (ja) | 2006-12-27 | 2007-12-27 | 変性共役ジエン系重合体の製造方法、変性共役ジエン系重合体、及びゴム組成物 |
Publications (3)
Publication Number | Publication Date |
---|---|
BRPI0720920A2 BRPI0720920A2 (pt) | 2014-03-25 |
BRPI0720920A8 true BRPI0720920A8 (pt) | 2017-12-19 |
BRPI0720920B1 BRPI0720920B1 (pt) | 2019-06-25 |
Family
ID=39562605
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BRPI0720920-7A BRPI0720920B1 (pt) | 2006-12-27 | 2007-12-27 | Método para produção de um polímero diênico conjugado modificado, polímero diênico conjugado modificado, composições de borracha, pneu e elemento de pneu |
Country Status (9)
Country | Link |
---|---|
US (1) | US8404785B2 (pt) |
EP (1) | EP2098540B1 (pt) |
JP (1) | JP5458576B2 (pt) |
KR (1) | KR101445413B1 (pt) |
CN (1) | CN101600737B (pt) |
BR (1) | BRPI0720920B1 (pt) |
RU (1) | RU2455314C2 (pt) |
WO (1) | WO2008078813A1 (pt) |
ZA (1) | ZA200904418B (pt) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5675040B2 (ja) | 2008-03-10 | 2015-02-25 | 株式会社ブリヂストン | ゴム組成物及びそれを用いたタイヤ、並びに変性共役ジエン系重合体及びその製造方法 |
CN102791762B (zh) * | 2010-01-14 | 2015-07-15 | 日本瑞翁株式会社 | 环戊烯开环聚合物及其制造方法 |
JP2012131876A (ja) | 2010-12-21 | 2012-07-12 | Bridgestone Corp | ゴム組成物及びそれを用いたタイヤ |
US9000107B2 (en) | 2011-01-31 | 2015-04-07 | Bridgestone Corporation | Process for producing polydienes |
CN103649151B (zh) * | 2011-07-05 | 2016-03-16 | 巴斯夫欧洲公司 | 含有聚氨酯的填充弹性体 |
KR101933751B1 (ko) * | 2011-12-09 | 2018-12-28 | 가부시키가이샤 브리지스톤 | 감소된 저온 유동을 갖는 폴리디엔 및 폴리디엔 공중합체를 생산하는 방법 |
TWI432470B (zh) * | 2011-12-30 | 2014-04-01 | Chi Mei Corp | 改質的高順式共軛二烯聚合物及其製造方法 |
TWI465470B (zh) * | 2012-12-28 | 2014-12-21 | Chi Mei Corp | 橡膠組成物與高爾夫球 |
JP6120949B2 (ja) * | 2013-03-25 | 2017-04-26 | 有限会社Etic | 乳化重合共役ジエン系重合体とシリカ懸濁液とからなるゴム組成物およびその製造方法 |
JP6437855B2 (ja) * | 2014-05-15 | 2018-12-12 | 住友ゴム工業株式会社 | スタッドレスタイヤ |
KR101645278B1 (ko) * | 2014-09-15 | 2016-08-03 | 금호석유화학 주식회사 | 말단 변성 공액 디엔계 중합체 및 그 제조 방법 |
DE102015203869A1 (de) | 2014-10-06 | 2016-04-07 | Continental Reifen Deutschland Gmbh | Schwefelvernetzbare Kautschukmischung und Fahrzeugreifen |
CN106032397B (zh) * | 2015-03-17 | 2018-07-20 | 中国石油化工股份有限公司 | 一种官能化二烯烃聚合物的制备方法 |
EP3406663B1 (en) * | 2016-01-19 | 2019-12-25 | Bridgestone Corporation | Rubber composition and tire |
DE102016207744A1 (de) * | 2016-05-04 | 2017-11-09 | Continental Reifen Deutschland Gmbh | Kautschukmischung, Vulkanisat der Kautschukmischung und Fahrzeugreifen |
WO2017203830A1 (ja) * | 2016-05-24 | 2017-11-30 | 株式会社ブリヂストン | 末端変性共役ジエン系重合体、ゴム組成物、ゴム製品及び末端変性共役ジエン系重合体の製造方法 |
PT3508526T (pt) * | 2016-09-02 | 2023-07-19 | Kuraray Co | Composição de borracha |
WO2018079803A1 (en) * | 2016-10-31 | 2018-05-03 | Compagnie Generale Des Etablissements Michelin | A tire comprising a tread |
JP7099919B2 (ja) * | 2018-09-14 | 2022-07-12 | 株式会社Eneosマテリアル | ゴム組成物、架橋体及びタイヤ |
Family Cites Families (21)
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IT978738B (it) * | 1973-02-02 | 1974-09-20 | Snam Progetti | Processo pe l ottenimento di polimeri dienici modificati |
JPS57212221A (en) * | 1981-06-23 | 1982-12-27 | Nippon Zeon Co Ltd | Modification of cis-1,4-polyisoprene rubber |
US4906706A (en) * | 1986-09-05 | 1990-03-06 | Japan Synthetic Rubber Co., Ltd. | Modified conjugated diene polymer and process for production thereof |
US5064910A (en) * | 1986-09-05 | 1991-11-12 | Japan Synthetic Rubber Co., Ltd. | Preparation of conjugated diene polymers modified with an organo-tin or germanium halide |
JP2595539B2 (ja) * | 1987-05-29 | 1997-04-02 | 日本合成ゴム株式会社 | 新規な共役ジエン系重合体の製造方法 |
JP4489194B2 (ja) * | 1997-03-05 | 2010-06-23 | Jsr株式会社 | 共役ジエン系重合体の製造方法 |
ES2198651T3 (es) * | 1997-03-05 | 2004-02-01 | Jsr Corporation | Metodo para producir polimeros dieno conjugados. |
EP1099711B1 (en) * | 1999-11-12 | 2006-03-29 | JSR Corporation | Modified conjugated diene polymer, method of producing it and rubber composition comprising the same |
JP4367589B2 (ja) | 1999-11-12 | 2009-11-18 | Jsr株式会社 | 共役ジエン系重合体の製造方法およびゴム組成物 |
JP4807712B2 (ja) | 2000-07-18 | 2011-11-02 | 株式会社ブリヂストン | 変性共役ジエン系重合体、その製造方法およびゴム組成物 |
WO2003046020A1 (fr) | 2001-11-27 | 2003-06-05 | Bridgestone Corporation | Polymere dienique conjugue, procede de fabrication et compositions elastomeres contenant ce polymere |
ES2400176T3 (es) * | 2001-12-03 | 2013-04-08 | Bridgestone Corporation | Proceso para producir polímero modificado, polímero modificado obtenido mediante el proceso y composición de caucho |
JP4007546B2 (ja) * | 2002-05-13 | 2007-11-14 | 旭化成ケミカルズ株式会社 | 変性重合体及びその組成物 |
KR100553249B1 (ko) * | 2003-05-15 | 2006-02-20 | 금호석유화학 주식회사 | 고 1,4-시스 폴리부타디엔-폴리우레탄 공중합체 및 그 제조방법 |
DE602004013672D1 (de) * | 2003-05-22 | 2008-06-26 | Jsr Corp | Verfahren zur Herstellung eines modifizierten, konjugierten Dienpolymers und dieses enthaltende Elastomerzusammensetzung |
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JP4273887B2 (ja) * | 2003-09-10 | 2009-06-03 | 日本ゼオン株式会社 | 変性共役ジエン重合体の製造方法 |
CN100500697C (zh) * | 2004-09-14 | 2009-06-17 | 捷时雅株式会社 | 共轭二烯(共)聚合橡胶的制造方法、共轭二烯(共)聚合橡胶、橡胶组合物及轮胎 |
KR101262406B1 (ko) * | 2005-03-18 | 2013-05-08 | 제이에스알 가부시끼가이샤 | 변성 중합체의 제조 방법 |
BRPI0609075B1 (pt) * | 2005-04-15 | 2018-10-09 | Bridgestone Corp | copolímero de dieno conjugado modificado, composições de borracha e pneus |
BRPI0806170B1 (pt) * | 2007-10-22 | 2019-02-26 | Bridgestone Corporation | Polímero funcionalizado, método para preparar um polímero funcionalizado, e, composição compreendendo um polímero funcionalizado |
-
2007
- 2007-12-27 EP EP07860387.5A patent/EP2098540B1/en active Active
- 2007-12-27 CN CN200780051097.7A patent/CN101600737B/zh active Active
- 2007-12-27 BR BRPI0720920-7A patent/BRPI0720920B1/pt active IP Right Grant
- 2007-12-27 WO PCT/JP2007/075165 patent/WO2008078813A1/ja active Application Filing
- 2007-12-27 RU RU2009128669/05A patent/RU2455314C2/ru active
- 2007-12-27 KR KR1020097014595A patent/KR101445413B1/ko active IP Right Grant
- 2007-12-27 US US12/521,124 patent/US8404785B2/en active Active
- 2007-12-27 ZA ZA200904418A patent/ZA200904418B/xx unknown
- 2007-12-27 JP JP2008551156A patent/JP5458576B2/ja active Active
Also Published As
Publication number | Publication date |
---|---|
KR101445413B1 (ko) | 2014-09-26 |
CN101600737A (zh) | 2009-12-09 |
BRPI0720920B1 (pt) | 2019-06-25 |
RU2009128669A (ru) | 2011-02-10 |
US20100105827A1 (en) | 2010-04-29 |
EP2098540A4 (en) | 2010-04-21 |
EP2098540A1 (en) | 2009-09-09 |
JPWO2008078813A1 (ja) | 2010-04-30 |
JP5458576B2 (ja) | 2014-04-02 |
KR20090091221A (ko) | 2009-08-26 |
BRPI0720920A2 (pt) | 2014-03-25 |
CN101600737B (zh) | 2015-05-13 |
EP2098540B1 (en) | 2013-07-31 |
WO2008078813A1 (ja) | 2008-07-03 |
ZA200904418B (en) | 2010-08-25 |
RU2455314C2 (ru) | 2012-07-10 |
US8404785B2 (en) | 2013-03-26 |
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