BR112013010735A2 - método de produzir um ácido ou éster carboxílico etilenicamente insaturado, e, sistema catalisador - Google Patents
método de produzir um ácido ou éster carboxílico etilenicamente insaturado, e, sistema catalisadorInfo
- Publication number
- BR112013010735A2 BR112013010735A2 BR112013010735A BR112013010735A BR112013010735A2 BR 112013010735 A2 BR112013010735 A2 BR 112013010735A2 BR 112013010735 A BR112013010735 A BR 112013010735A BR 112013010735 A BR112013010735 A BR 112013010735A BR 112013010735 A2 BR112013010735 A2 BR 112013010735A2
- Authority
- BR
- Brazil
- Prior art keywords
- ester
- producing
- carboxylic acid
- ethylenically unsaturated
- unsaturated carboxylic
- Prior art date
Links
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title 1
- 239000003054 catalyst Substances 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
- B01J27/18—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
- B01J27/1802—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates
- B01J27/1806—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates with alkaline or alkaline earth metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
- B01J23/04—Alkali metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
- B01J27/18—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/182—Phosphorus; Compounds thereof with silicon
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
- B01J29/83—Aluminophosphates [APO compounds]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
- B01J29/84—Aluminophosphates containing other elements, e.g. metals, boron
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
- B01J29/84—Aluminophosphates containing other elements, e.g. metals, boron
- B01J29/85—Silicoaluminophosphates [SAPO compounds]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/612—Surface area less than 10 m2/g
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/613—10-100 m2/g
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
- C07C57/04—Acrylic acid; Methacrylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/317—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1019092.4 | 2010-11-11 | ||
GBGB1019092.4A GB201019092D0 (en) | 2010-11-11 | 2010-11-11 | A process for the production of ethylenically unsaturated carboxylic acids or esters and a catalyst therefor |
GB1104977.2 | 2011-03-24 | ||
GBGB1104977.2A GB201104977D0 (en) | 2011-03-24 | 2011-03-24 | A process for the production of ethylenically unsaturated carboxylic acids or esters and a catalyst therefor |
PCT/GB2011/052147 WO2012063044A1 (en) | 2010-11-11 | 2011-11-04 | A process for the production of ethylenically unsaturated carboxylic acids or esters and a catalyst therefor |
Publications (2)
Publication Number | Publication Date |
---|---|
BR112013010735A2 true BR112013010735A2 (pt) | 2016-08-09 |
BR112013010735B1 BR112013010735B1 (pt) | 2019-04-24 |
Family
ID=44983677
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR112013010735-9A BR112013010735B1 (pt) | 2010-11-11 | 2011-11-04 | Método de produzir um ácido ou éster carboxílico etilenicamente insaturado |
Country Status (15)
Country | Link |
---|---|
US (2) | US9346739B2 (pt) |
EP (1) | EP2637784B1 (pt) |
JP (1) | JP5843875B2 (pt) |
KR (1) | KR101896646B1 (pt) |
CN (1) | CN103209764B (pt) |
AU (1) | AU2011327947B2 (pt) |
BR (1) | BR112013010735B1 (pt) |
CA (1) | CA2814592C (pt) |
ES (1) | ES2922641T3 (pt) |
MX (1) | MX344769B (pt) |
MY (1) | MY175358A (pt) |
RU (1) | RU2582603C2 (pt) |
SG (1) | SG189440A1 (pt) |
TW (1) | TWI547312B (pt) |
WO (1) | WO2012063044A1 (pt) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201200551D0 (en) * | 2012-01-13 | 2012-02-29 | Lucite Int Uk Ltd | A process for the production of ethylenically unsaturated carboxylic acids or esters and a catalyst therefor |
JP6405507B2 (ja) * | 2013-05-10 | 2018-10-17 | 株式会社サンギ | 不飽和カルボン酸及び/又はその誘導体の合成用触媒及び合成方法 |
CN103524330A (zh) * | 2013-07-29 | 2014-01-22 | 西华师范大学 | 一种制备丙烯酸联产乙醛的方法的工艺方法 |
FR3029805B1 (fr) * | 2014-12-10 | 2017-01-13 | Centre Nat Rech Scient | Production d'acides ou d'esters d'acides carboxyliques insatures avec un catalyseur a base d'halogeno-apatite |
CN105236375A (zh) * | 2015-09-17 | 2016-01-13 | 上海第二工业大学 | 一种利用废弃磷化渣提取制备水合羟基磷酸铁的方法 |
US9776870B2 (en) | 2015-09-25 | 2017-10-03 | Clean World Technologies Ltd. | Producing calcium phosphate compositions |
US10392072B2 (en) | 2016-02-24 | 2019-08-27 | Bert Vermeulen | System and method for packing a human-powerable wheeled vehicle |
MX2018011485A (es) | 2016-03-21 | 2019-03-14 | Novomer Inc | Proceso mejorado de produccion de acido acrilico. |
US9890102B1 (en) | 2016-11-03 | 2018-02-13 | The Procter & Gamble Company | Method of making acrylic acid from hydroxypropionic acid |
CN108325534A (zh) * | 2018-02-02 | 2018-07-27 | 上海东化环境工程有限公司 | 一种丙烯气相氧化制丙烯醛的催化剂及其应用 |
CN108355721B (zh) * | 2018-02-02 | 2020-11-13 | 上海东化环境工程有限公司 | 改性载体、担载型催化剂及其应用 |
GB201903452D0 (en) * | 2019-03-13 | 2019-04-24 | Lucite Int Uk Ltd | A catalyst and a process for the production of ethylenically unsaturated carboxylic acids for esters |
US20230159427A1 (en) * | 2020-11-27 | 2023-05-25 | Lg Chem, Ltd. | Method for producing catalyst for dehydrogenation of 3-hydroxypropionic acid, catalyst for dehydrogenation of 3-hydroxypropionic acid, and method for producing acrylic acid using same |
WO2024063412A1 (ko) * | 2022-09-19 | 2024-03-28 | 주식회사 엘지화학 | 불포화 카르복실산 및 그 유도체 제조용 촉매 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
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US4118588A (en) | 1976-04-10 | 1978-10-03 | Basf Aktiengesellschaft | Manufacture of methacrylic acid and methyl methacrylate |
OA06786A (fr) * | 1980-04-16 | 1982-12-31 | Roussel Uclaf | Nouveaux dérivés de l'acide cyclopropane, leur préparation, leur application à la lutte contre les parasites des végétaux et des animaux, les compositions les renfermant et les nouveaux intermediaires obtenus. |
US4324908A (en) * | 1980-12-31 | 1982-04-13 | Standard Oil Company | Preparation of unsaturated acids and esters from saturated carboxylic acid derivatives and carbonyl compounds over phosphate catalysts |
US4560790A (en) | 1982-12-10 | 1985-12-24 | Exxon Research & Engineering Co. | Process for synthesizing α,β-ethylenically unsaturated products using a multicomponent acidic catalyst composition |
JPH07196314A (ja) * | 1993-12-28 | 1995-08-01 | Maruo Calcium Co Ltd | チューブ状合成無機微粒子 |
JPH10158255A (ja) * | 1996-11-29 | 1998-06-16 | Toagosei Co Ltd | オキセタンアルコール類の製造方法 |
JPH10259012A (ja) * | 1997-03-14 | 1998-09-29 | Toagosei Co Ltd | ヒドロキシアパタイト多孔体及びその製造方法 |
JPH11217343A (ja) * | 1998-01-30 | 1999-08-10 | Sangi Co Ltd | 化学工業原料及びハイオク燃料の合成法 |
US7498043B2 (en) * | 2004-04-07 | 2009-03-03 | Warsaw Orthopedic, Inc. | Silicon substituted oxyapatite |
CN102911010B (zh) * | 2004-12-03 | 2016-03-02 | 三仪股份有限公司 | 高分子醇的合成方法 |
JP4536617B2 (ja) | 2005-07-27 | 2010-09-01 | 株式会社クボタ | 洗米装置 |
US20100040668A1 (en) * | 2006-01-12 | 2010-02-18 | Rutgers, The State University Of New Jersey | Biomimetic Hydroxyapatite Composite Materials and Methods for the Preparation Thereof |
JP4800813B2 (ja) * | 2006-03-29 | 2011-10-26 | 富士通株式会社 | 光触媒アパタイト組成物及びその製造方法ならびに物品 |
JP4423646B2 (ja) * | 2006-04-28 | 2010-03-03 | 小野田化学工業株式会社 | フミン物質吸着剤とその製造方法 |
CN101088990B (zh) * | 2006-06-13 | 2011-08-03 | 罗门哈斯公司 | 用来制备(甲基)丙烯酸酯单体的酯交换法 |
DE102006055428A1 (de) * | 2006-11-22 | 2008-05-29 | Evonik Röhm Gmbh | Verfahren zur Herstellung von (Meth)acrylsäure |
BRPI0903506B1 (pt) * | 2009-08-17 | 2017-12-19 | Kabushiki Kaisha Sangi | A method of synthesis of alcohol for the synthesis of butanol from ethanol ?? |
WO2011031928A1 (en) * | 2009-09-11 | 2011-03-17 | E. I. Du Pont De Nemours And Company | Conversion of ethanol to a reaction product comprising 1-butanol using hydroxyapatite catalysts |
EP2493686A4 (en) * | 2009-10-26 | 2015-09-09 | Univ Rutgers | HYDROXYAPATITIS WITH CONTROLLABLE DIMENSION AND MORPHOLOGY |
GB201200551D0 (en) * | 2012-01-13 | 2012-02-29 | Lucite Int Uk Ltd | A process for the production of ethylenically unsaturated carboxylic acids or esters and a catalyst therefor |
US20130303363A1 (en) * | 2012-03-01 | 2013-11-14 | E I Du Pont De Nemours And Company | Conversion of ethanol to a reaction product comprising 1-butanol using hydroxyapatite catalysts |
US9136213B2 (en) | 2012-08-02 | 2015-09-15 | Infineon Technologies Ag | Integrated system and method of making the integrated system |
-
2011
- 2011-11-04 AU AU2011327947A patent/AU2011327947B2/en not_active Ceased
- 2011-11-04 MX MX2013005167A patent/MX344769B/es active IP Right Grant
- 2011-11-04 KR KR1020137015031A patent/KR101896646B1/ko active IP Right Grant
- 2011-11-04 CA CA2814592A patent/CA2814592C/en active Active
- 2011-11-04 CN CN201180053998.6A patent/CN103209764B/zh active Active
- 2011-11-04 RU RU2013126659/04A patent/RU2582603C2/ru active
- 2011-11-04 EP EP11782662.8A patent/EP2637784B1/en active Active
- 2011-11-04 JP JP2013538270A patent/JP5843875B2/ja active Active
- 2011-11-04 ES ES11782662T patent/ES2922641T3/es active Active
- 2011-11-04 BR BR112013010735-9A patent/BR112013010735B1/pt active IP Right Grant
- 2011-11-04 SG SG2013028808A patent/SG189440A1/en unknown
- 2011-11-04 US US13/883,863 patent/US9346739B2/en active Active
- 2011-11-04 WO PCT/GB2011/052147 patent/WO2012063044A1/en active Application Filing
- 2011-11-04 MY MYPI2013700755A patent/MY175358A/en unknown
- 2011-11-11 TW TW100141359A patent/TWI547312B/zh active
-
2016
- 2016-04-15 US US15/099,854 patent/US9782756B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
MX2013005167A (es) | 2013-10-03 |
EP2637784B1 (en) | 2022-05-18 |
AU2011327947A1 (en) | 2013-05-09 |
BR112013010735B1 (pt) | 2019-04-24 |
ES2922641T3 (es) | 2022-09-19 |
RU2582603C2 (ru) | 2016-04-27 |
JP2014508101A (ja) | 2014-04-03 |
US9346739B2 (en) | 2016-05-24 |
WO2012063044A1 (en) | 2012-05-18 |
CN103209764A (zh) | 2013-07-17 |
EP2637784A1 (en) | 2013-09-18 |
CA2814592A1 (en) | 2012-05-18 |
JP5843875B2 (ja) | 2016-01-13 |
US20160228857A1 (en) | 2016-08-11 |
TWI547312B (zh) | 2016-09-01 |
US9782756B2 (en) | 2017-10-10 |
SG189440A1 (en) | 2013-05-31 |
RU2013126659A (ru) | 2014-12-20 |
KR20130132850A (ko) | 2013-12-05 |
TW201228726A (en) | 2012-07-16 |
MY175358A (en) | 2020-06-22 |
CN103209764B (zh) | 2016-04-20 |
KR101896646B1 (ko) | 2018-09-07 |
AU2011327947B2 (en) | 2016-05-05 |
US20150307437A1 (en) | 2015-10-29 |
MX344769B (es) | 2017-01-06 |
CA2814592C (en) | 2021-05-04 |
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