MX343860B - Metodo para la manufactura de un acido polihidroxicarboxilico. - Google Patents
Metodo para la manufactura de un acido polihidroxicarboxilico.Info
- Publication number
- MX343860B MX343860B MX2013009482A MX2013009482A MX343860B MX 343860 B MX343860 B MX 343860B MX 2013009482 A MX2013009482 A MX 2013009482A MX 2013009482 A MX2013009482 A MX 2013009482A MX 343860 B MX343860 B MX 343860B
- Authority
- MX
- Mexico
- Prior art keywords
- lactide
- polylactic acid
- impurities
- devolatization
- gas phase
- Prior art date
Links
Classifications
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/0036—Flash degasification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/10—Vacuum distillation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D7/00—Sublimation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/0004—Crystallisation cooling by heat exchange
- B01D9/0013—Crystallisation cooling by heat exchange by indirect heat exchange
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/004—Fractional crystallisation; Fractionating or rectifying columns
- B01D9/0045—Washing of crystals, e.g. in wash columns
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/02—Crystallisation from solutions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/02—Crystallisation from solutions
- B01D9/04—Crystallisation from solutions concentrating solutions by removing frozen solvent therefrom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/12—1,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/785—Preparation processes characterised by the apparatus used
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
-
- 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
- C08F124/00—Homopolymers 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 a heterocyclic ring containing oxygen
-
- 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
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W90/00—Enabling technologies or technologies with a potential or indirect contribution to greenhouse gas [GHG] emissions mitigation
- Y02W90/10—Bio-packaging, e.g. packing containers made from renewable resources or bio-plastics
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Biological Depolymerization Polymers (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Se describe un método para preparar un ácido poliláctico que comprende las etapas de: realizar una polimerización con apertura del anillo utilizando un catalizador y ya sea un compuesto inactivador de catalizador o un aditivo rematador de extremo para obtener un ácido poliláctico crudo con un peso molecular mayor de 10,000 g/mol, purificar el ácido poliláctico crudo al quitar y separar compuestos con punto de ebullición bajo que comprenden lactida e impurezas del ácido poliláctico crudo mediante desvolatilización de los compuestos de punto de ebullición bajo como una corriente en fase gaseosa, purificar la lactida de la desvolatilización y quitar las impurezas de la corriente en fase gaseosa de los compuestos con punto de ebullición bajo evaporados por medio de condensación de la corriente de fase gaseosa evaporada para proporcionar una corriente condensada y una cristalización de fundido subsecuente de la corriente condensada, en donde la lactida se purifica y las impurezas removidas incluyen un residuo de catalizador de un compuesto que contiene por lo menos un grupo hidroxilo de manera que la lactida purificada es polimerizada por alimentación de regreso en la polimerización con apertura del anillo. La invención se relaciona adicionalmente con un aparato para llevar a cabo el método que comprende: un reactor de polimerización para realizar una polimerización con apertura de anillo para obtener un ácido poliláctico crudo, un aparato de desvolatilización para remover y separar los compuestos con punto de ebullición bajo que comprende lactida e impurezas a partir de ácido poliláctico crudo y un aparato de cristalización para purificar una lactida y quitar impurezas de una corriente condensada, en donde un condensador para condensar una corriente de fase gaseosa para proporcionar una corriente condensada se distribuyen entre el aparato de desvolatilización y el aparato de cristalización.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP11154930 | 2011-02-18 | ||
EP11154929 | 2011-02-18 | ||
EP11187571 | 2011-11-02 | ||
EP11187572 | 2011-11-02 | ||
PCT/EP2011/070169 WO2012110118A1 (en) | 2011-02-18 | 2011-11-15 | Method for the manufacture of a polyhydroxy-carboxylic acid |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2013009482A MX2013009482A (es) | 2013-10-25 |
MX343860B true MX343860B (es) | 2016-11-25 |
Family
ID=44993555
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2013009482A MX343860B (es) | 2011-02-18 | 2011-11-15 | Metodo para la manufactura de un acido polihidroxicarboxilico. |
MX2013009481A MX343859B (es) | 2011-02-18 | 2011-11-15 | Metodo para la manufactura de un acido polihidroxicarboxilico. |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2013009481A MX343859B (es) | 2011-02-18 | 2011-11-15 | Metodo para la manufactura de un acido polihidroxicarboxilico. |
Country Status (15)
Country | Link |
---|---|
US (3) | US9637587B2 (es) |
EP (2) | EP2675539B1 (es) |
JP (2) | JP2014511150A (es) |
KR (2) | KR101801176B1 (es) |
CN (2) | CN103502235B (es) |
AU (2) | AU2011359119A1 (es) |
BR (2) | BR112013019911B1 (es) |
CA (2) | CA2827593C (es) |
ES (2) | ES2547147T3 (es) |
HR (2) | HRP20150985T1 (es) |
HU (2) | HUE025611T2 (es) |
MX (2) | MX343860B (es) |
PL (2) | PL2675799T3 (es) |
RU (1) | RU2572548C2 (es) |
WO (2) | WO2012110118A1 (es) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2649369T3 (es) * | 2012-12-18 | 2018-01-11 | Uhde Inventa-Fischer Gmbh | Dispositivo y procedimiento para la separación de un diéster cíclico de masas fundidas poliméricas |
EP2928574B1 (en) * | 2013-01-14 | 2021-09-29 | Sulzer Management AG | Multi-stage crystallisation process and apparatus to purify a compound |
EP2777791A1 (en) * | 2013-03-11 | 2014-09-17 | Sulzer Chemtech AG | Process and apparatus for purification of a stream containing a cyclic ester of an alpha-hydroxycarboxylic acid |
WO2016009793A1 (ja) * | 2014-07-14 | 2016-01-21 | 宇部興産株式会社 | 高純度ビニレンカーボネート、非水電解液、及びそれを用いた蓄電デバイス |
EP2998337A1 (en) | 2014-09-17 | 2016-03-23 | Sulzer Chemtech AG | A method for stabilizing a condensed phase composition including a cyclic ester for example in a process of manufacturing a polyester |
RU2713408C2 (ru) * | 2014-09-17 | 2020-02-05 | Зульцер Хемтех Аг | Способ стабилизации композиции конденсированной фазы, содержащей циклический сложный эфир, в процессе производства сложного полиэфира из лактида |
EP3056490A1 (en) * | 2015-02-13 | 2016-08-17 | PURAC Biochem BV | Method for manufacturing lactide |
EP3108947A1 (en) * | 2015-06-24 | 2016-12-28 | Sulzer Chemtech AG | Semi-continuous crystallization method and apparatus |
RU2621342C1 (ru) * | 2016-07-29 | 2017-06-02 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Томский государственный университет" (ТГУ, НИ ТГУ) | Приемник вакуумного камерного реактора синтеза гликолида и лактида |
WO2019217328A1 (en) | 2018-05-07 | 2019-11-14 | California Institute Of Technology | Gel and polymer based flow meters |
US11668613B2 (en) * | 2019-05-06 | 2023-06-06 | California Institute Of Technology | ABA type block co-polymers for temperature sensing and flow meters |
EP3838849A1 (en) * | 2019-12-19 | 2021-06-23 | Sulzer Management AG | A process for controlling of the purification of waste fluid generated during a petrochemical process using an incinerator |
KR20210119909A (ko) | 2020-03-25 | 2021-10-06 | 삼성전자주식회사 | 열 또는 적외광 감지용 복합체 및 이를 포함하는 소자 |
CN112920583B (zh) * | 2021-04-14 | 2022-05-06 | 中国科学院长春应用化学研究所 | 一种具有快速结晶能力的聚l-乳酸发泡材料及其制备方法 |
BE1029670B1 (fr) * | 2021-08-02 | 2023-03-06 | Futerro Sa | Procédé de récupération de lactide et d'acide lactique lors des étapes de production de polylactide (PLA) |
CN114405049A (zh) * | 2021-12-09 | 2022-04-29 | 西安航天华威化工生物工程有限公司 | 一种高浓度乳酸结晶提纯的系统及方法 |
CN114672010A (zh) * | 2022-04-01 | 2022-06-28 | 温州邦鹿化工有限公司 | 一种聚乳酸连续聚合脱挥方法及装置 |
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AT279547B (de) | 1967-04-14 | 1970-03-10 | Buchs Metallwerk Ag | Verfahren und Vorrichtung zur Trennung oder Reinigung schmelzflüssiger, flüssiger oder gelöster Stoffe durch fraktioniertes Kristallisieren |
US4057537A (en) | 1975-01-28 | 1977-11-08 | Gulf Oil Corporation | Copolymers of L-(-)-lactide and epsilon caprolactone |
US4233141A (en) | 1979-04-27 | 1980-11-11 | The Ralph M. Parsons Company | Process for removal of carbonyl sulfide in liquified hydrocarbon gases with absorption of acid gases |
JPS5996123A (ja) | 1982-11-25 | 1984-06-02 | Showa Highpolymer Co Ltd | 高分子量ポリラクタイドの製造方法 |
EP0261572A1 (de) | 1986-09-20 | 1988-03-30 | Boehringer Ingelheim Kg | Verfahren zur Herstellung von Lactid |
US4834360A (en) | 1987-12-17 | 1989-05-30 | Xerox Corporation | Job batching system for high capacity copier with RDH |
JPH0270023A (ja) | 1988-09-02 | 1990-03-08 | Sumitomo Metal Ind Ltd | 薄鋼帯の通板方法 |
US5142023A (en) | 1992-01-24 | 1992-08-25 | Cargill, Incorporated | Continuous process for manufacture of lactide polymers with controlled optical purity |
US5357034A (en) * | 1992-09-08 | 1994-10-18 | Camelot Technologies Inc. | Lactide polymerization |
CA2115472C (en) * | 1993-02-17 | 2002-08-13 | William George O'brien | Melt crystallization purification of lactides |
JP3347406B2 (ja) | 1993-07-22 | 2002-11-20 | 三井化学株式会社 | ポリヒドロキシカルボン酸の製造方法 |
US5525671A (en) * | 1993-12-28 | 1996-06-11 | Dainippon Ink And Chemicals, Inc. | Continuous production process for lactide copolymer |
US5521278A (en) | 1994-08-18 | 1996-05-28 | Ecological Chemical Products | Integrated process for the manufacture of lactide |
JP2822906B2 (ja) | 1995-02-06 | 1998-11-11 | 株式会社島津製作所 | ラクチドの製造法及び装置 |
EP0728508A1 (fr) | 1995-02-24 | 1996-08-28 | BEFS PROKEM (Société Anonyme) | Réacteur de cristallisation |
US5770682A (en) * | 1995-07-25 | 1998-06-23 | Shimadzu Corporation | Method for producing polylactic acid |
EP0755956B1 (en) | 1995-07-25 | 2004-01-14 | Toyota Jidosha Kabushiki Kaisha | Method for producing polylactic acid |
JP3503127B2 (ja) * | 1995-09-14 | 2004-03-02 | トヨタ自動車株式会社 | 高分子量ポリ乳酸からのラクチド回収方法 |
JP3330284B2 (ja) * | 1996-07-03 | 2002-09-30 | 株式会社神戸製鋼所 | ポリ乳酸の製造方法 |
US5801255A (en) * | 1996-08-01 | 1998-09-01 | Shimadzu Corporation | Method for producing lactide and apparatus used therefor |
JPH10101777A (ja) | 1996-09-30 | 1998-04-21 | Shokuhin Sangyo Kankyo Hozen Gijutsu Kenkyu Kumiai | ポリ乳酸の直接重縮合反応装置における還流方法および装置 |
EP0961800B1 (en) | 1997-02-14 | 2002-12-11 | Fortum Oil and Gas Oy | Method for the removal and recovery of lactide from polylactide |
ES2278388T3 (es) | 1997-07-16 | 2007-08-01 | Sulzer Chemtech Ag | Procedimiento para la cristalizacion fraccionada de sustancias, cristalizador apropiado para realizar el procedimiento y uso del cristalizador. |
JP3464905B2 (ja) * | 1998-01-30 | 2003-11-10 | 株式会社神戸製鋼所 | ラクチドの連続製造装置及び連続製造方法 |
NL1008812C2 (nl) | 1998-04-06 | 1999-10-07 | Niro Process Technology Bv | Kristallisatiewerkwijze en -inrichting. |
US6313319B1 (en) * | 1998-09-25 | 2001-11-06 | Shimadzu Corporation | Method for purifying lactide and lactide for food additives |
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FR2799386B1 (fr) | 1999-10-12 | 2001-12-28 | Befs Prokem | Procede de purification de produits organiques par cristallisation fractionnee a vitesse de circulation variable |
FR2821360B1 (fr) * | 2001-02-27 | 2003-05-30 | Sod Conseils Rech Applic | Procede de preparation de polyesters avec des fonctions acides libres intracatenaires |
NL1017751C2 (nl) | 2001-03-30 | 2002-10-22 | Korporam B V | Werkwijze en meetsysteem voor het bepalen van het kristalgehalte van een kristalsuspensie-mengsel. |
NL1017956C2 (nl) | 2001-04-27 | 2002-11-05 | Korporam B V | Meertraps-tegenstroom kristallisatie-inrichting. |
BE1015060A3 (fr) | 2002-08-06 | 2004-09-07 | Brussels Biotech Nv Sa | Procede de production de polylactide au depart d'une solution d'acide lactique ou d'un de ses derives. |
ATE300345T1 (de) | 2002-09-10 | 2005-08-15 | Niro Process Technology Bv | Methode und apparat zur gewinnung einer reinen substanz aus einer unreinen lösung durch kristallisation |
RU2301230C2 (ru) * | 2005-03-23 | 2007-06-20 | Российский химико-технологический университет им. Д.И. Менделеева | Способ получения лактида |
RU2008116595A (ru) | 2005-09-28 | 2009-11-10 | Тейт Энд Лайл Паблик Лимитед Компани (Gb) | Новый способ получения полимолочной кислоты |
EP1937746A1 (en) | 2005-09-28 | 2008-07-02 | Tate & Lyle PLC | Novel process for the preparation of polylactic acid |
WO2007148975A2 (en) * | 2007-03-14 | 2007-12-27 | Niro Process Technology B.V. | Purification of lactide rich streams |
ES2383493T3 (es) | 2008-03-31 | 2012-06-21 | Purac Biochem Bv | Método para la fabricación de polilactida estable |
RU2404198C2 (ru) | 2008-11-12 | 2010-11-20 | Федеральное государственное унитарное предприятие "Ордена Трудового Красного Знамени Научно-исследовательский физико-химический институт имени Л.Я. Карпова" | Способ получения сополимеров стирола с молочной кислотой |
-
2011
- 2011-11-15 HU HUE11785651A patent/HUE025611T2/en unknown
- 2011-11-15 US US13/985,770 patent/US9637587B2/en active Active
- 2011-11-15 BR BR112013019911-3A patent/BR112013019911B1/pt active IP Right Grant
- 2011-11-15 CA CA2827593A patent/CA2827593C/en active Active
- 2011-11-15 KR KR1020137021585A patent/KR101801176B1/ko active IP Right Grant
- 2011-11-15 KR KR1020137021584A patent/KR101806256B1/ko active IP Right Grant
- 2011-11-15 WO PCT/EP2011/070169 patent/WO2012110118A1/en active Application Filing
- 2011-11-15 RU RU2013142454/04A patent/RU2572548C2/ru active
- 2011-11-15 HU HUE11784642A patent/HUE026448T2/en unknown
- 2011-11-15 CN CN201180067630.5A patent/CN103502235B/zh active Active
- 2011-11-15 EP EP11784642.8A patent/EP2675539B1/en active Active
- 2011-11-15 MX MX2013009482A patent/MX343860B/es active IP Right Grant
- 2011-11-15 AU AU2011359119A patent/AU2011359119A1/en not_active Abandoned
- 2011-11-15 ES ES11785651.8T patent/ES2547147T3/es active Active
- 2011-11-15 JP JP2013553811A patent/JP2014511150A/ja active Pending
- 2011-11-15 WO PCT/EP2011/070168 patent/WO2012110117A1/en active Application Filing
- 2011-11-15 PL PL11785651T patent/PL2675799T3/pl unknown
- 2011-11-15 PL PL11784642T patent/PL2675539T3/pl unknown
- 2011-11-15 US US13/985,778 patent/US20130331543A1/en not_active Abandoned
- 2011-11-15 CA CA2827595A patent/CA2827595C/en active Active
- 2011-11-15 JP JP2013553810A patent/JP2014511149A/ja active Pending
- 2011-11-15 CN CN201180067634.3A patent/CN103442776B/zh active Active
- 2011-11-15 MX MX2013009481A patent/MX343859B/es active IP Right Grant
- 2011-11-15 AU AU2011359120A patent/AU2011359120A1/en not_active Abandoned
- 2011-11-15 EP EP11785651.8A patent/EP2675799B1/en active Active
- 2011-11-15 BR BR112013018066-8A patent/BR112013018066B1/pt active IP Right Grant
- 2011-11-15 ES ES11784642.8T patent/ES2547146T3/es active Active
-
2015
- 2015-02-26 US US14/632,469 patent/US20150166721A1/en not_active Abandoned
- 2015-09-17 HR HRP20150985TT patent/HRP20150985T1/hr unknown
- 2015-09-17 HR HRP20150986TT patent/HRP20150986T1/hr unknown
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