WO2011154293A1 - Process for the separation of lignins and sugars from an extraction liquor - Google Patents
Process for the separation of lignins and sugars from an extraction liquor Download PDFInfo
- Publication number
- WO2011154293A1 WO2011154293A1 PCT/EP2011/059020 EP2011059020W WO2011154293A1 WO 2011154293 A1 WO2011154293 A1 WO 2011154293A1 EP 2011059020 W EP2011059020 W EP 2011059020W WO 2011154293 A1 WO2011154293 A1 WO 2011154293A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- lignins
- liquor
- solution
- sugars
- process according
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G1/00—Lignin; Lignin derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
Definitions
- the invention relates to a process for the separation of lignins and sugars from an extraction liquor, said extracted liquor comprising lignins and sugars in the form of dry matter.
- the invention relates in particular but without implied limitation to the separation of lignins and sugars in an extracted liquor which is obtained from a process for the production of paper pulp, lignins, sugars and acetic acid and which is described in European Patent EP-B1-1 180171 (or US-B1-7402224).
- Such a process makes it possible to obtain, in addition to a solid fraction constituting the paper pulp of the organic phase, an organic phase comprising in particular, in solution, monomeric and polymeric sugars and lignins resulting from the initial plant starting material.
- “Kraft” lignins are concerned in particular.
- Another process known from the document EP-1 686 138 provides a process for the separation and recovery of an acid/ sugar liquid phase from a lignocellulose starting material.
- this process does not make it possible to separate the lignins and thus not without degrading them, since, in this process, the lignins are agglomerated to give a "Mgnophenol derivative” product obtained during the process by impregnation of the starting material using a "phenol derivative”.
- the present invention is targeted at providing a separation process, in particular one which is highly effective in an acidic medium, which avoids any phenomenon of agglomeration of the Iignin particles, that is to say which prevents the formation of aggregates composed of lignins and sugars.
- the invention provides a process for the separation of lignins and sugars from an extraction liquor, referred to as extracted liquor, comprising, in the form of dry matter, lignins and sugars, characterized in that it consists in: a) concentrating the extracted liquor, in particular by evaporation, in order to obtain a concentrated liquor comprising dry matter in a proportion of between 60 and 70% by weight;
- the temperature of the solution, during the suspending is between 50°C and 60°C.
- the separation of the lignins and sugars is based on the hydrophobic property of the lignin.
- the stable suspending makes it possible to avoid all the phenomena of clumps and blockage or obstruction in the various flowing streams and also in the filtration membranes.
- the suspending according to the invention prior to the filtration, makes it possible to separate individual particles of lignins from the solution of sugars and to thus obtain optimum conditions for the filtration in this physical state of suspension.
- the filtered material is dried in order to obtain the lignins as a powder, the size of the particles of which is between 20 and 50 microns;
- the dry matter comprises, by weight, approximately 50% of lignins and approximately 50% of sugars and other products;
- the viscosity of the solution is equal to approximately 0.26 Pa.s and the density of the solution is equal to approximately 1.074;
- the suspension obtained in stage c) is stable, at ambient temperature, for at least two hours;
- the extracted liquor is obtained from a process for the production of paper pulp, lignins, sugars and acetic acid which comprises the successive stages consisting (i) in bringing together annual or perennial plants, used in all or part, which constitute the initial lignocellulose starting material, and a formic acid mixture comprising at least 5% by weight of acetic acid which is brought to a reaction temperature of between 50°C and 115°C; and (ii) in subsequently separating, at atmospheric pressure, the solid fraction constituting the paper pulp from the organic phase, comprising in particular, in solution, the starting formic and acetic acids, dissolved monomeric and polymeric sugars, lignins and acetic acid resulting from the initial plant starting material; the process additionally comprising a preliminary stage consisting in carrying out a preimpregnation of the plant material at atmospheric pressure and at a temperature lower by at least 30°C than the reaction temperature.
- the temperature obtained after carrying out the mixing it being possible for the concentrated extracted liquor, in particular after evaporation, to initially be at a higher temperature, for example of the order of 80°C.
- the operation in which the concentrated extracted liquor is brought into contact with water is carried out, for example, in a vessel into which first the water is introduced and then into which the concentrated liquor is introduced with stirring by rotating, for example using a turbine, in order to obtain the dispersing and suspending effect.
- the sugar content of the cake of lignins is less than 1 %.
- the lignins retain the physicochemical characteristics which they exhibit when they result from the process.
- the figure gives a diagrammatic representation of an evaporator 10 into which an extraction liquor or extracted liquor is introduced for the purpose of carrying out the concentrating thereof by evaporation.
- the evaporation is, for example, carried out until a concentration of dry matter preferably of 65% by weight is obtained.
- the concentrated liquor is introduced, by means of a pipe 12, into a vessel 14.
- the vessel 14 is equipped with means 16 for stirring by rotating.
- the product comprises a source 18 of water which is heated, for example, to approximately 50°C.
- the heating of the water present in the stock or source 18 can, for example, be carried out by bringing the water into contact around the vessel 14 into which the hotter concentrated liquor and the water are introduced.
- a pump 20 make it possible to circulate the water from the source 18, on the one hand, around the vessel and, on the other hand, makes it possible to introduce the water into the vessel 14 via the pipe 22.
- the concentrated liquor/water mixing is carried out by treatment of successive batches and it takes place by introducing first the water and then the concentrated liquor into the water.
- the solution comprising the suspended lignins is extracted from the vessel via a pipe 24 and a pump 26.
- This solution comprising the lignins in stable suspension, is subsequently introduced into a filter press 28 for the purpose of separating the lignins in suspension in the solution.
- the filter press comprises means 30 which can make it possible to introduce compressed air for blowing operations.
- the filter press 28 is also connected to the water source 18 via a pipe 32 which makes possible the introduction, into the filter press, of water for washing the filtered and pressed cake of lignins.
- the figure also gives a diagrammatic representation of an outlet pipe 34 via which the sugar-comprising liquor 36 resulting from the pressing is recovered and a pipe 38 via which the aqueous wash liquor 40 from the filtered and pressed cake of lignins is recovered.
- the total recovery of the sugar-comprising liquor results from the sum of the sugar-comprising liquor 36 obtained directly by pressing and of the sugar-comprising liquor present in the aqueous wash liquor 40.
- the vessel 14 and its dispersing means 16 are, for example, supplied by PMS.
- Such a mixer used for the tests described in detail below, makes it possible to carry out dispersing using a turbine, the rotational speed of which is between 10000 and 15000 revolutions per minute for a turbine perimeter of 20 millimetres for the equipment used in the laboratory, i.e. a correspondence, for a turbine perimeter of 140 millimetres for a pilot plant, of 1700 to 2100 revolutions per minute.
- the size of the lignin particles is between 20 and 50 microns and the stability of the suspension, always greater than at least two hours, was confirmed by the "Turbiscan" optical measurement method.
- the filter press used, for example from Faure or
- Choquenet is of the polypropylene membrane type comprising several plates which are filled with the suspension at a predetermined pressure, for example equal to 5 bar. A washing stage is subsequently carried out, followed by a final compacting.
- the washing makes it possible to recover the whole of the sugar-comprising liquors and to remove the residual acid from the lignin cake.
- This washing can be carried out with water at approximately 50°C or by combining air and water (washing/blowing).
- the concentrated liquor/water ratio by weight is always equal to 1 and the temperature of the mixture is equal to approximately 50°C.
- the aqueous wash liquor is sent to a temperature so as to "reheat” the cake and to carry out the washing at a temperature greater than 40°C
- the invention can also be implemented in a solid/liquid mixer which operates continuously, for example by means of a "magic LAB®” device equipped with an “Ultra-Turrax®” single- stage dispersing module which are sold by IKA®-Werke GmbH & Co. KG, D-79219, Staufen, Germany.
Abstract
Description
Claims
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
LTEP11723443.5T LT2580246T (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
AU2011263941A AU2011263941B2 (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
RU2012156854/13A RU2563675C2 (en) | 2010-06-08 | 2011-06-01 | Process for separation of lignins and sugars from extraction liquor |
BR112012031324A BR112012031324B1 (en) | 2010-06-08 | 2011-06-01 | process for the separation of lignins and sugars from an extraction liquor |
US13/700,287 US9388207B2 (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
EP11723443.5A EP2580246B1 (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
DK11723443.5T DK2580246T3 (en) | 2010-06-08 | 2011-06-01 | PROCEDURE FOR THE SEPARATION OF LIGNINES AND SUGAR FROM AN EXTRACTION LIQUID |
CA2800859A CA2800859C (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
CN201180028051.XA CN102947347B (en) | 2010-06-08 | 2011-06-01 | By extracting solution separating lignin and the method for sugar |
SI201131483T SI2580246T1 (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
ES11723443.5T ES2671222T3 (en) | 2010-06-08 | 2011-06-01 | Procedure for the separation of lignins and sugars from an extraction liquid |
MX2012013431A MX341053B (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor. |
ZA2012/08698A ZA201208698B (en) | 2010-06-08 | 2012-11-15 | Process for the separation of lignins and sugars from an extraction liquor |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1054478A FR2960888B1 (en) | 2010-06-08 | 2010-06-08 | PROCESS FOR SEPARATING LIGNINS AND SUGARS FROM AN EXTRACTION LIQUEUR |
FR1054478 | 2010-06-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2011154293A1 true WO2011154293A1 (en) | 2011-12-15 |
Family
ID=43416999
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2011/059020 WO2011154293A1 (en) | 2010-06-08 | 2011-06-01 | Process for the separation of lignins and sugars from an extraction liquor |
Country Status (19)
Country | Link |
---|---|
US (1) | US9388207B2 (en) |
EP (1) | EP2580246B1 (en) |
CN (1) | CN102947347B (en) |
AR (1) | AR081840A1 (en) |
AU (1) | AU2011263941B2 (en) |
BR (1) | BR112012031324B1 (en) |
CA (1) | CA2800859C (en) |
DK (1) | DK2580246T3 (en) |
ES (1) | ES2671222T3 (en) |
FR (1) | FR2960888B1 (en) |
HU (1) | HUE037621T2 (en) |
LT (1) | LT2580246T (en) |
MX (1) | MX341053B (en) |
PT (1) | PT2580246T (en) |
RU (1) | RU2563675C2 (en) |
SI (1) | SI2580246T1 (en) |
TR (1) | TR201807557T4 (en) |
WO (1) | WO2011154293A1 (en) |
ZA (1) | ZA201208698B (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013144445A1 (en) * | 2012-03-29 | 2013-10-03 | Upm-Kymmene Corporation | Lignin and method and system for processing lignin |
WO2017042011A1 (en) | 2015-09-09 | 2017-03-16 | Compagnie Industrielle De La Matiere Vegetale - Cimv | Process for the extraction of silica |
EP3372646A1 (en) | 2017-03-08 | 2018-09-12 | Compagnie Industrielle De La Matiere Vegetale CIMV | Process for the simultaneous extraction of lignin and silica from biomass and elastomer reinforced with a mixture of lignin and silica |
US10160823B2 (en) | 2013-06-26 | 2018-12-25 | Compagnie Industrielle De La Matiere Vegetale-Cimv | Phenolic resin obtained by polycondensation of formaldehyde, phenol and lignin |
WO2019227285A1 (en) * | 2018-05-28 | 2019-12-05 | Pierson Capital Environmental (Beijing) Limited | Efficient methods and compositions for recovery of products from organic acid pretreatment of plant materials |
WO2020128034A1 (en) | 2018-12-21 | 2020-06-25 | Universita' Ca' Foscari | Methods and systems for fractional dissolution of lignins in segmented continuous flow mode |
WO2021198555A1 (en) | 2020-03-31 | 2021-10-07 | Chempolis Oy | Separation of lignin |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN106414615B (en) | 2014-05-01 | 2020-10-16 | 瑞恩麦特克斯股份有限公司 | Upgrading lignin from lignin-containing residues by reactive extraction |
WO2019081819A1 (en) * | 2017-10-26 | 2019-05-02 | Aalto University Foundation Sr | Aqueous lignin dispersions and methods of preparing the same |
EP3527591A1 (en) * | 2018-02-20 | 2019-08-21 | Compagnie Industrielle De La Matiere Vegetale CIMV | Method of production of lignin and hemicellulose from a plant lignocellulosic material |
SE542795C2 (en) * | 2018-10-08 | 2020-07-07 | Stora Enso Oyj | Process for preparing a resin |
SE542796C2 (en) * | 2018-10-08 | 2020-07-07 | Stora Enso Oyj | Process for preparing a resin |
Citations (3)
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EP1180171B1 (en) | 1999-05-06 | 2003-10-08 | Compagnie Industrielle De La Matiere Vegetale | Method for producing paper pulp, lignins, sugars and acetic acid by fractionation of lignocellulosic vegetable material in formic/acetic acid medium |
FR2868336B1 (en) | 2004-04-01 | 2006-07-14 | Pompes Et Melangeurs Michel Sa | ROTOR AND STATOR MIXER DEVICE |
EP1686138A1 (en) | 2003-10-31 | 2006-08-02 | Ebara Corporation | Method of separating and recovering acid/sugar solution and lignophenol derivative from lignocellulosic substance |
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US2380448A (en) * | 1941-01-25 | 1945-07-31 | Northwood Chemical Company | Lignin and method of production |
US4764596A (en) * | 1985-11-05 | 1988-08-16 | Repap Technologies Inc. | Recovery of lignin |
US5730837A (en) * | 1994-12-02 | 1998-03-24 | Midwest Research Institute | Method of separating lignocellulosic material into lignin, cellulose and dissolved sugars |
WO2010034055A1 (en) * | 2008-09-23 | 2010-04-01 | Licella Pty Ltd | Fractionation of lignocellulosic matter |
CN101555261A (en) * | 2009-05-25 | 2009-10-14 | 北京大学 | Method for separating lignin from brown windsor saponin pulp |
-
2010
- 2010-06-08 FR FR1054478A patent/FR2960888B1/en active Active
-
2011
- 2011-06-01 CA CA2800859A patent/CA2800859C/en active Active
- 2011-06-01 LT LTEP11723443.5T patent/LT2580246T/en unknown
- 2011-06-01 EP EP11723443.5A patent/EP2580246B1/en active Active
- 2011-06-01 RU RU2012156854/13A patent/RU2563675C2/en active
- 2011-06-01 CN CN201180028051.XA patent/CN102947347B/en active Active
- 2011-06-01 DK DK11723443.5T patent/DK2580246T3/en active
- 2011-06-01 AU AU2011263941A patent/AU2011263941B2/en active Active
- 2011-06-01 BR BR112012031324A patent/BR112012031324B1/en active IP Right Grant
- 2011-06-01 MX MX2012013431A patent/MX341053B/en active IP Right Grant
- 2011-06-01 PT PT117234435T patent/PT2580246T/en unknown
- 2011-06-01 ES ES11723443.5T patent/ES2671222T3/en active Active
- 2011-06-01 TR TR2018/07557T patent/TR201807557T4/en unknown
- 2011-06-01 SI SI201131483T patent/SI2580246T1/en unknown
- 2011-06-01 HU HUE11723443A patent/HUE037621T2/en unknown
- 2011-06-01 US US13/700,287 patent/US9388207B2/en active Active
- 2011-06-01 WO PCT/EP2011/059020 patent/WO2011154293A1/en active Application Filing
- 2011-06-07 AR ARP110101967A patent/AR081840A1/en active IP Right Grant
-
2012
- 2012-11-15 ZA ZA2012/08698A patent/ZA201208698B/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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EP1180171B1 (en) | 1999-05-06 | 2003-10-08 | Compagnie Industrielle De La Matiere Vegetale | Method for producing paper pulp, lignins, sugars and acetic acid by fractionation of lignocellulosic vegetable material in formic/acetic acid medium |
US7402224B1 (en) | 1999-05-06 | 2008-07-22 | Compagnie Industrielle De La Matiere Vegetale | Method for producing paper pulp, lignins, sugars and acetic acid by frantionation of lignocellulosic vegetable material in formic/acetic acid medium |
EP1686138A1 (en) | 2003-10-31 | 2006-08-02 | Ebara Corporation | Method of separating and recovering acid/sugar solution and lignophenol derivative from lignocellulosic substance |
FR2868336B1 (en) | 2004-04-01 | 2006-07-14 | Pompes Et Melangeurs Michel Sa | ROTOR AND STATOR MIXER DEVICE |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20150068112A1 (en) * | 2012-03-29 | 2015-03-12 | Upm-Kymmene Corporation | Lignin and method and system for processing lignin |
WO2013144445A1 (en) * | 2012-03-29 | 2013-10-03 | Upm-Kymmene Corporation | Lignin and method and system for processing lignin |
US10160823B2 (en) | 2013-06-26 | 2018-12-25 | Compagnie Industrielle De La Matiere Vegetale-Cimv | Phenolic resin obtained by polycondensation of formaldehyde, phenol and lignin |
US11247910B2 (en) | 2015-09-09 | 2022-02-15 | Compagnie Industrielle De La Matiere Vegetale—Cimv | Process for the extraction of silica |
WO2017042011A1 (en) | 2015-09-09 | 2017-03-16 | Compagnie Industrielle De La Matiere Vegetale - Cimv | Process for the extraction of silica |
EP3372646A1 (en) | 2017-03-08 | 2018-09-12 | Compagnie Industrielle De La Matiere Vegetale CIMV | Process for the simultaneous extraction of lignin and silica from biomass and elastomer reinforced with a mixture of lignin and silica |
WO2018162207A1 (en) | 2017-03-08 | 2018-09-13 | Compagnie Industrielle De La Matiere Vegetale - Cimv | Process for the simultaneous extraction of lignin and silica from biomass and elastomer reinforced with a mixture of lignin and silica |
WO2019227285A1 (en) * | 2018-05-28 | 2019-12-05 | Pierson Capital Environmental (Beijing) Limited | Efficient methods and compositions for recovery of products from organic acid pretreatment of plant materials |
US11186950B2 (en) | 2018-05-28 | 2021-11-30 | Pierson Capital Environmental (Beijing) Limited | Efficient methods and compositions for recovery of products from organic acid pretreatment of plant materials |
US11377792B2 (en) | 2018-05-28 | 2022-07-05 | Pierson Capital Environmental (Beijing) Limited | Efficient methods and compositions for recovery of products from organic acid pretreatment of plant materials |
US11851815B2 (en) | 2018-05-28 | 2023-12-26 | Pierson Capital Environmental (Beijing) Limited | Efficient methods and compositions for recovery of products from organic acid pretreatment of plant materials |
JP7454014B2 (en) | 2018-05-28 | 2024-03-21 | ピアソン キャピタル エンバイロメンタル (ベイジン) リミテッド | Efficient methods and compositions for recovering products from organic acid pretreatment of plant materials |
WO2020128034A1 (en) | 2018-12-21 | 2020-06-25 | Universita' Ca' Foscari | Methods and systems for fractional dissolution of lignins in segmented continuous flow mode |
WO2021198555A1 (en) | 2020-03-31 | 2021-10-07 | Chempolis Oy | Separation of lignin |
Also Published As
Publication number | Publication date |
---|---|
ES2671222T3 (en) | 2018-06-05 |
LT2580246T (en) | 2018-06-25 |
TR201807557T4 (en) | 2018-06-21 |
HUE037621T2 (en) | 2018-09-28 |
US20130085269A1 (en) | 2013-04-04 |
ZA201208698B (en) | 2013-09-25 |
CN102947347B (en) | 2016-08-10 |
DK2580246T3 (en) | 2018-06-06 |
MX2012013431A (en) | 2013-02-12 |
SI2580246T1 (en) | 2018-09-28 |
US9388207B2 (en) | 2016-07-12 |
BR112012031324A2 (en) | 2015-04-14 |
BR112012031324B1 (en) | 2017-04-11 |
EP2580246A1 (en) | 2013-04-17 |
CA2800859C (en) | 2018-12-04 |
AU2011263941A1 (en) | 2012-12-06 |
CA2800859A1 (en) | 2011-12-15 |
FR2960888B1 (en) | 2012-06-08 |
AR081840A1 (en) | 2012-10-24 |
AU2011263941B2 (en) | 2015-12-17 |
EP2580246B1 (en) | 2018-03-07 |
PT2580246T (en) | 2018-06-07 |
FR2960888A1 (en) | 2011-12-09 |
CN102947347A (en) | 2013-02-27 |
RU2563675C2 (en) | 2015-09-20 |
MX341053B (en) | 2016-08-05 |
RU2012156854A (en) | 2014-07-20 |
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