CN106178997A - 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 - Google Patents
用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 Download PDFInfo
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- CN106178997A CN106178997A CN201610623848.9A CN201610623848A CN106178997A CN 106178997 A CN106178997 A CN 106178997A CN 201610623848 A CN201610623848 A CN 201610623848A CN 106178997 A CN106178997 A CN 106178997A
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- China
- Prior art keywords
- film
- pbi
- acidproof
- acid
- pervaporation
- Prior art date
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- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- MEYZYGMYMLNUHJ-UHFFFAOYSA-N tunicamycin Natural products CC(C)CCCCCCCCCC=CC(=O)NC1C(O)C(O)C(CC(O)C2OC(C(O)C2O)N3C=CC(=O)NC3=O)OC1OC4OC(CO)C(O)C(O)C4NC(=O)C MEYZYGMYMLNUHJ-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/36—Pervaporation; Membrane distillation; Liquid permeation
- B01D61/362—Pervaporation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/36—Pervaporation; Membrane distillation; Liquid permeation
- B01D61/366—Apparatus therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D63/00—Apparatus in general for separation processes using semi-permeable membranes
- B01D63/02—Hollow fibre modules
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D63/00—Apparatus in general for separation processes using semi-permeable membranes
- B01D63/08—Flat membrane modules
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0006—Organic membrane manufacture by chemical reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0083—Thermal after-treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0093—Chemical modification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/06—Flat membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/08—Hollow fibre membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/10—Supported membranes; Membrane supports
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/12—Composite membranes; Ultra-thin membranes
- B01D69/1213—Laminated layers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/18—Polybenzimidazoles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/80—Water
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2315/00—Details relating to the membrane module operation
- B01D2315/22—Membrane contactor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/30—Cross-linking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/22—Thermal or heat-resistance properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/30—Chemical resistance
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Thermal Sciences (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/480,522 US9283523B2 (en) | 2012-05-25 | 2012-05-25 | Acid resistant PBI membrane for pervaporation dehydration of acidic solvents |
| US13/480,522 | 2012-05-25 | ||
| CN201380027431.0A CN104349834B (zh) | 2012-05-25 | 2013-04-24 | 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN201380027431.0A Division CN104349834B (zh) | 2012-05-25 | 2013-04-24 | 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 |
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| CN106178997A true CN106178997A (zh) | 2016-12-07 |
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| CN201610623848.9A Pending CN106178997A (zh) | 2012-05-25 | 2013-04-24 | 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 |
| CN201380027431.0A Active CN104349834B (zh) | 2012-05-25 | 2013-04-24 | 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380027431.0A Active CN104349834B (zh) | 2012-05-25 | 2013-04-24 | 用于酸性溶剂的渗透蒸发脱水的耐酸pbi膜 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US9283523B2 (enExample) |
| EP (2) | EP2855000B1 (enExample) |
| JP (2) | JP2015518781A (enExample) |
| KR (2) | KR101918029B1 (enExample) |
| CN (2) | CN106178997A (enExample) |
| IN (1) | IN2014DN09968A (enExample) |
| WO (1) | WO2013176818A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108026670A (zh) * | 2015-07-06 | 2018-05-11 | Pbi性能产品公司 | 磷酸化pbi纤维 |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9283523B2 (en) * | 2012-05-25 | 2016-03-15 | Pbi Performance Products, Inc. | Acid resistant PBI membrane for pervaporation dehydration of acidic solvents |
| US10648107B2 (en) * | 2016-02-08 | 2020-05-12 | Pbi Performance Products, Inc. | Fabric containing PBI-p fiber |
| WO2017143124A1 (en) * | 2016-02-19 | 2017-08-24 | Alliance For Sustainable Energy, Llc | Systems and methods for producing nitriles |
| GB201609873D0 (en) * | 2016-06-06 | 2016-07-20 | Imp Innovations Ltd | Process |
| JP6797632B2 (ja) * | 2016-10-20 | 2020-12-09 | オルガノ株式会社 | フッ素含有水の処理方法及び処理装置 |
| KR102357048B1 (ko) * | 2017-09-15 | 2022-02-08 | 다이킨 고교 가부시키가이샤 | 폴리벤조이미다졸, 그 전구체 폴리아미드 및 그것들의 제조 방법 |
| US11732385B2 (en) | 2018-04-30 | 2023-08-22 | Alliance For Sustainable Energy, Llc | Emulsion polymerization of nitriles and other compounds |
| CN114057568B (zh) * | 2020-07-29 | 2024-04-19 | 三达膜科技（厦门）有限公司 | 将精对苯二甲酸生产中主装置外排稀醋酸水回收的方法 |
| CN112552512B (zh) * | 2020-12-09 | 2022-11-01 | 华南师范大学 | 一种聚苯并咪唑衍生物及其制备方法和金属离子循环吸附的应用 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4634530A (en) * | 1980-09-29 | 1987-01-06 | Celanese Corporation | Chemical modification of preformed polybenzimidazole semipermeable membrane |
| US5143526A (en) * | 1985-10-11 | 1992-09-01 | Sepracor, Inc. | Process of treating alcoholic beverages by vapor-arbitrated pervaporation |
| CN101220164A (zh) * | 2007-12-06 | 2008-07-16 | 上海交通大学 | 马来酸酐改性聚苯并咪唑交联膜的制备方法 |
| US20080308491A1 (en) * | 2005-09-14 | 2008-12-18 | Thomas Haring | Electrolyte |
| CN102196856A (zh) * | 2009-02-25 | 2011-09-21 | 科学与工业研究委员会 | 用于脱酸的基于聚苯并咪唑的膜 |
| US20110266222A1 (en) * | 2010-04-29 | 2011-11-03 | Yan Wang | Polybenzimidazole-based membranes for the dehydration of organic liquids via pervaporation |
Family Cites Families (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE26065E (en) | 1966-07-19 | Folybenzimidazoles and their preparation | ||
| US4020142A (en) | 1975-08-21 | 1977-04-26 | Celanese Corporation | Chemical modification of polybenzimidazole semipermeable |
| JPS5929003A (ja) * | 1982-08-09 | 1984-02-16 | Agency Of Ind Science & Technol | 半透性を有する高分子膜体 |
| US4506068A (en) * | 1983-03-21 | 1985-03-19 | Celanese Corporation | Two stage high molecular weight polybenzimidazole production with phosphorus containing catalyst |
| JPS60106504A (ja) | 1983-11-14 | 1985-06-12 | Daicel Chem Ind Ltd | 有機物水溶液の膜分離法 |
| CA1263572A (en) | 1984-06-15 | 1989-12-05 | Kenichi Ikeda | Sulfonated polysulfone composite semipermeable membranes and process for producing the same |
| JPS61200817A (ja) * | 1985-02-28 | 1986-09-05 | Nitto Electric Ind Co Ltd | スルホン化ポリスルホン複合半透膜の製造方法 |
| JPS61204009A (ja) * | 1985-03-08 | 1986-09-10 | Agency Of Ind Science & Technol | 混合液分離用の膜 |
| US4933083A (en) * | 1985-04-15 | 1990-06-12 | Hoechst Celanese Corp. | Polybenzimidazole thin film composite membranes |
| JPS637803A (ja) * | 1986-06-30 | 1988-01-13 | Agency Of Ind Science & Technol | 水／有機物分離膜 |
| US4814530A (en) * | 1987-09-03 | 1989-03-21 | Hoechst Celanese Corporation | Sintered polybenzimidazole article |
| JPH04110028A (ja) * | 1990-08-31 | 1992-04-10 | Daicel Chem Ind Ltd | 有機物分離用ポリイミド膜 |
| US5264171A (en) | 1991-12-31 | 1993-11-23 | Hoechst Celanese Corporation | Method of making spiral-wound hollow fiber membrane fabric cartridges and modules having flow-directing baffles |
| JPH10309449A (ja) * | 1997-05-09 | 1998-11-24 | Daicel Chem Ind Ltd | 有機物分離用高分子膜及びその製造方法 |
| US6248469B1 (en) * | 1997-08-29 | 2001-06-19 | Foster-Miller, Inc. | Composite solid polymer electrolyte membranes |
| US7550216B2 (en) * | 1999-03-03 | 2009-06-23 | Foster-Miller, Inc. | Composite solid polymer electrolyte membranes |
| US6623639B2 (en) * | 1999-03-19 | 2003-09-23 | Bend Research, Inc. | Solvent-resistant microporous polybenzimidazole membranes |
| CA2300519C (en) * | 1999-03-19 | 2008-02-12 | Bend Research, Inc. | Solvent-resistant microporous polybenzimidazole membranes |
| DE10117686A1 (de) * | 2001-04-09 | 2002-10-24 | Celanese Ventures Gmbh | Protonenleitende Membran und deren Verwendung |
| DE10129458A1 (de) * | 2001-06-19 | 2003-01-02 | Celanese Ventures Gmbh | Verbesserte Polymerfolien auf Basis von Polyazolen |
| DE10239701A1 (de) * | 2002-08-29 | 2004-03-11 | Celanese Ventures Gmbh | Polymerfolie auf Basis von Polyazolen und deren Verwendung |
| DE10242708A1 (de) * | 2002-09-13 | 2004-05-19 | Celanese Ventures Gmbh | Protonenleitende Membranen und deren Verwendung |
| DE10258580A1 (de) * | 2002-12-16 | 2004-06-24 | Celanese Ventures Gmbh | Hochmolekular Polyazole |
| US6946015B2 (en) * | 2003-06-26 | 2005-09-20 | The Regents Of The University Of California | Cross-linked polybenzimidazole membrane for gas separation |
| DE102004005389A1 (de) * | 2004-02-04 | 2005-08-25 | Sartorius Ag | Membranen für Brennstoffzellen, Verfahren zur Herstellung der Membranen und Brennstoffzellen unter Verwendung derartiger Membranen |
| US6997971B1 (en) * | 2004-07-28 | 2006-02-14 | The Regents Of The University Of California | Cross-linked polybenzimidazole membrane for gas separation |
| KR100684730B1 (ko) * | 2004-10-14 | 2007-02-20 | 삼성에스디아이 주식회사 | 직접 산화형 연료 전지용 고분자 전해질 막, 이의 제조 방법 및 이를 포함하는 직접 산화형 연료 전지 장치 |
| JP4435745B2 (ja) * | 2005-03-23 | 2010-03-24 | 三洋電機株式会社 | 燃料電池用電解質、膜電極接合体、および燃料電池用電解質の製造方法 |
| US20070087248A1 (en) * | 2005-10-18 | 2007-04-19 | Samsung Sdi Co., Ltd. | Proton conductive electrolyte membrane, method of preparing the same and fuel cell including the proton conductive electrolyte membrane |
| KR101366808B1 (ko) * | 2007-10-11 | 2014-02-25 | 삼성전자주식회사 | 폴리벤즈이미다졸-염기 복합체, 이로부터 형성된폴리벤조옥사진계 화합물의 가교체 및 이를 이용한연료전지 |
| JP2011150789A (ja) * | 2008-05-13 | 2011-08-04 | Sharp Corp | 膜電極複合体およびその製造方法 |
| US7950529B2 (en) * | 2008-09-30 | 2011-05-31 | L'air Liquide Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude | Separation membrane made from blends of polyimides with polyimidazoles |
| US8561812B2 (en) * | 2009-03-27 | 2013-10-22 | Uop Llc | Blend polymer membranes comprising thermally rearranged polymers derived from aromatic polyimides containing ortho-positioned functional groups |
| US8459469B2 (en) * | 2009-06-25 | 2013-06-11 | Uop Llc | Polybenzoxazole membranes prepared from aromatic polyamide membranes |
| US20110311901A1 (en) * | 2010-05-31 | 2011-12-22 | Basf Se | Mechanically stabilized polyazoles |
| US9006339B2 (en) * | 2011-05-10 | 2015-04-14 | Basf Se | Mechanically stabilized polyazoles comprising at least one polyvinyl alcohol |
| US20120305484A1 (en) * | 2011-06-03 | 2012-12-06 | Board Of Regents, The University Of Texas System | Thermally Rearranged (TR) Polymers as Membranes for Ethanol Dehydration |
| US20130105383A1 (en) * | 2011-10-27 | 2013-05-02 | Nanyang Technological University | Nanofiltration-type thin film composite forward osmosis membrane and a method of synthesizing the same |
| US9283523B2 (en) * | 2012-05-25 | 2016-03-15 | Pbi Performance Products, Inc. | Acid resistant PBI membrane for pervaporation dehydration of acidic solvents |
-
2012
- 2012-05-25 US US13/480,522 patent/US9283523B2/en not_active Ceased
-
2013
- 2013-04-24 EP EP13794187.8A patent/EP2855000B1/en active Active
- 2013-04-24 KR KR1020177023199A patent/KR101918029B1/ko active Active
- 2013-04-24 CN CN201610623848.9A patent/CN106178997A/zh active Pending
- 2013-04-24 EP EP19209906.7A patent/EP3653286A1/en not_active Ceased
- 2013-04-24 WO PCT/US2013/037901 patent/WO2013176818A1/en not_active Ceased
- 2013-04-24 IN IN9968DEN2014 patent/IN2014DN09968A/en unknown
- 2013-04-24 CN CN201380027431.0A patent/CN104349834B/zh active Active
- 2013-04-24 KR KR20147036055A patent/KR20150020594A/ko not_active Ceased
- 2013-04-24 JP JP2015514025A patent/JP2015518781A/ja active Pending
-
2016
- 2016-01-04 US US14/986,779 patent/US9827532B2/en active Active
- 2016-07-18 US US15/212,512 patent/USRE46720E1/en active Active
- 2016-09-30 JP JP2016194075A patent/JP6240286B2/ja active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4634530A (en) * | 1980-09-29 | 1987-01-06 | Celanese Corporation | Chemical modification of preformed polybenzimidazole semipermeable membrane |
| US5143526A (en) * | 1985-10-11 | 1992-09-01 | Sepracor, Inc. | Process of treating alcoholic beverages by vapor-arbitrated pervaporation |
| US20080308491A1 (en) * | 2005-09-14 | 2008-12-18 | Thomas Haring | Electrolyte |
| CN101220164A (zh) * | 2007-12-06 | 2008-07-16 | 上海交通大学 | 马来酸酐改性聚苯并咪唑交联膜的制备方法 |
| CN102196856A (zh) * | 2009-02-25 | 2011-09-21 | 科学与工业研究委员会 | 用于脱酸的基于聚苯并咪唑的膜 |
| US20110266222A1 (en) * | 2010-04-29 | 2011-11-03 | Yan Wang | Polybenzimidazole-based membranes for the dehydration of organic liquids via pervaporation |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108026670A (zh) * | 2015-07-06 | 2018-05-11 | Pbi性能产品公司 | 磷酸化pbi纤维 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2855000A4 (en) | 2016-03-09 |
| CN104349834A (zh) | 2015-02-11 |
| IN2014DN09968A (enExample) | 2015-08-14 |
| KR20170098982A (ko) | 2017-08-30 |
| USRE46720E1 (en) | 2018-02-20 |
| US9827532B2 (en) | 2017-11-28 |
| EP2855000B1 (en) | 2020-04-01 |
| KR20150020594A (ko) | 2015-02-26 |
| JP6240286B2 (ja) | 2017-11-29 |
| EP3653286A1 (en) | 2020-05-20 |
| US20130313192A1 (en) | 2013-11-28 |
| US20160114291A1 (en) | 2016-04-28 |
| WO2013176818A1 (en) | 2013-11-28 |
| US9283523B2 (en) | 2016-03-15 |
| JP2017039129A (ja) | 2017-02-23 |
| JP2015518781A (ja) | 2015-07-06 |
| KR101918029B1 (ko) | 2018-11-13 |
| CN104349834B (zh) | 2016-12-21 |
| EP2855000A1 (en) | 2015-04-08 |
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Application publication date: 20161207 |