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MX2013011672A - Copolimeros con grupos gem-bisfosfonatados. - Google Patents

Copolimeros con grupos gem-bisfosfonatados.

Info

Publication number
MX2013011672A
MX2013011672A MX2013011672A MX2013011672A MX2013011672A MX 2013011672 A MX2013011672 A MX 2013011672A MX 2013011672 A MX2013011672 A MX 2013011672A MX 2013011672 A MX2013011672 A MX 2013011672A MX 2013011672 A MX2013011672 A MX 2013011672A
Authority
MX
Mexico
Prior art keywords
copolymer
groups
gem
copolymers
bisphosphonated
Prior art date
Application number
MX2013011672A
Other languages
English (en)
Inventor
Kamel Chougrani
FRéDéRIC LEISING
Original Assignee
Chryso
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chryso filed Critical Chryso
Publication of MX2013011672A publication Critical patent/MX2013011672A/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B16/00Use of organic materials as fillers, e.g. pigments, for mortars, concrete or artificial stone; Treatment of organic materials specially adapted to enhance their filling properties in mortars, concrete or artificial stone
    • C04B16/04Macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24Macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24Macromolecular compounds
    • C04B24/243Phosphorus-containing polymers
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24Macromolecular compounds
    • C04B24/26Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24Macromolecular compounds
    • C04B24/26Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C04B24/2641Polyacrylates; Polymethacrylates
    • C04B24/2647Polyacrylates; Polymethacrylates containing polyether side chains
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B28/00Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B28/00Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
    • C04B28/02Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3839Polyphosphonic acids
    • C07F9/386Polyphosphonic acids containing hydroxy substituents in the hydrocarbon radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3839Polyphosphonic acids
    • C07F9/3873Polyphosphonic acids containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F22/00Homopolymers and 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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10Esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/26Esters containing oxygen in addition to the carboxy oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/40Introducing phosphorus atoms or phosphorus-containing groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • C08L33/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/08Homopolymers or copolymers of acrylic acid esters
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/30Water reducers, plasticisers, air-entrainers, flow improvers
    • C04B2103/32Superplasticisers
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2111/00Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/20Resistance against chemical, physical or biological attack
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2111/00Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/20Resistance against chemical, physical or biological attack
    • C04B2111/2015Sulfate resistance
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04Acids; Metal salts or ammonium salts thereof
    • C08F220/06Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/26Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
    • C08F220/286Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/02Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Structural Engineering (AREA)
  • Materials Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyethers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Dispersion Chemistry (AREA)
  • Civil Engineering (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

La invención se refiere a un copolímero que incluye una cadena principal hidrocarbonada y grupos laterales que poseen grupos carboxílicos y grupos polioxialquilados, caracterizada porque incluye además los grupos gem-bisfosfonatados, un adyuvante para las suspensiones de partículas minerales que comprende el copolímero y un proceso de preparación de dicho copolímero. Este se refiere finalmente a el uso del copolímero para la fluidificación y el mantenimiento de la fluidez de las suspensiones de partículas minerales y para reducir la sensibilidad de las composiciones hidráulicas a las arcillas y a los sulfatos alcalinos. Finalmente ésta se refiere a una composición de partículas minerales que comprenden este copolímero.
MX2013011672A 2011-04-15 2012-04-13 Copolimeros con grupos gem-bisfosfonatados. MX2013011672A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1153312A FR2974090B1 (fr) 2011-04-15 2011-04-15 Copolymeres a groupements gem-bisphosphones
PCT/EP2012/056840 WO2012140235A1 (fr) 2011-04-15 2012-04-13 Copolymères à groupements gem-bisphosphonés

Publications (1)

Publication Number Publication Date
MX2013011672A true MX2013011672A (es) 2014-05-27

Family

ID=44509923

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2013011672A MX2013011672A (es) 2011-04-15 2012-04-13 Copolimeros con grupos gem-bisfosfonatados.

Country Status (18)

Country Link
US (2) US10081572B2 (es)
EP (1) EP2697274B1 (es)
JP (1) JP5623672B2 (es)
KR (1) KR101507263B1 (es)
CN (1) CN103596993A (es)
BR (1) BR112013026428B1 (es)
CA (1) CA2833047C (es)
ES (1) ES2546313T3 (es)
FR (1) FR2974090B1 (es)
MA (1) MA35025B1 (es)
MX (1) MX2013011672A (es)
MY (1) MY158435A (es)
PL (1) PL2697274T3 (es)
PT (1) PT2697274E (es)
RU (1) RU2560159C2 (es)
TN (1) TN2013000407A1 (es)
WO (1) WO2012140235A1 (es)
ZA (1) ZA201307609B (es)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2974090B1 (fr) 2011-04-15 2013-05-31 Chryso Copolymeres a groupements gem-bisphosphones
FR2995900B1 (fr) 2012-09-27 2014-10-17 Chryso Copolymeres a groupements gem-acetophosphones
KR20150003971A (ko) * 2013-07-01 2015-01-12 삼성전자주식회사 포스포네이트기 함유 이온성 올리고머를 포함한 유도 용질 및 이를 이용한 정삼투 수처리 장치와 정삼투 수처리 방법
WO2015014412A1 (en) * 2013-08-02 2015-02-05 Cemex Research Group Ag Admixtures and admixture formation used in concrete technology
FR3009553B1 (fr) * 2013-08-08 2015-08-28 Coatex Sas Poly(ethylene glycol) gemine ester phosphate, utilisation comme additif dans les compositions hydrauliques et compositions le contenant
FR3025204B1 (fr) 2014-08-28 2018-08-10 Chryso Copolymeres a blocs utilisables comme fluidifiants
FR3029524B1 (fr) * 2014-12-08 2018-03-02 Coatex Procede continu d'esterification et ou d'amidification, sans solvant organique, d'un homopolymere ou copolymere acide
CA2990538C (en) * 2015-06-26 2023-09-05 Construction Research & Technology Gmbh Additive for hydraulically setting compositions
EP3333204A4 (en) 2015-08-05 2019-03-27 Toho Chemical Industry Co., Ltd. POLYCONDENSATION PRODUCT WITH PHENOLIC COPOLYMER AND DISPERSANT WITH HYDRAULIC COMPOSITION THEREWITH
CN105601836B (zh) * 2015-11-18 2018-06-26 科之杰新材料集团有限公司 一种醚类缓凝型聚羧酸保坍剂的制备方法
CN105254825B (zh) * 2015-11-18 2017-07-11 科之杰新材料集团有限公司 一种酯类缓凝型聚羧酸保坍剂的制备方法
CN105713151A (zh) 2015-12-31 2016-06-29 江苏苏博特新材料股份有限公司 具有亚磷酸基团的混凝土超塑化剂的制备方法和应用
ES2810999T3 (es) * 2016-04-26 2021-03-10 Dow Global Technologies Llc Composición cementosa que contiene un superplastificante de hormigón insensible a la arcilla
CN107337765B (zh) * 2016-12-29 2020-10-23 江苏苏博特新材料股份有限公司 具有强适应性和保坍性能的膦酸基聚合物及其制备方法和应用
CN111154044A (zh) * 2018-11-07 2020-05-15 新疆西部卓越建材有限公司 一种聚羧酸系湿拌砂浆外加剂及其制备方法
CN109776742A (zh) * 2019-02-14 2019-05-21 江西省建筑材料工业科学研究设计院 一种含磷酸酯抗泥型聚羧酸减水剂及其制备方法

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GB8428523D0 (en) * 1984-11-12 1984-12-19 Ici Plc Oral hygiene composition
US4830847A (en) * 1985-06-28 1989-05-16 The Procter & Gamble Company Diphosphonate-derivatized macromolecules
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FR2776285B1 (fr) 1998-03-19 2000-06-09 Chryso Dispersant hydrosoluble ou hydrodispersable pour compositions de ciment et suspensions aqueuses de particules minerales, et adjuvants contenant un tel dispersant
US20030144384A1 (en) * 2001-10-09 2003-07-31 Fu Chen Superplasticizer for concrete and self-leveling compounds
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CN101333092B (zh) 2007-06-25 2013-04-10 深圳市海川实业股份有限公司 水泥混凝土超塑化剂及其制备方法
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FR2974090B1 (fr) 2011-04-15 2013-05-31 Chryso Copolymeres a groupements gem-bisphosphones

Also Published As

Publication number Publication date
PT2697274E (pt) 2015-10-09
JP5623672B2 (ja) 2014-11-12
EP2697274A1 (fr) 2014-02-19
MY158435A (en) 2016-10-14
ES2546313T3 (es) 2015-09-22
EP2697274B1 (fr) 2015-06-03
US10081572B2 (en) 2018-09-25
US10822272B2 (en) 2020-11-03
WO2012140235A1 (fr) 2012-10-18
US20140039098A1 (en) 2014-02-06
JP2014513175A (ja) 2014-05-29
FR2974090A1 (fr) 2012-10-19
KR101507263B1 (ko) 2015-03-30
RU2560159C2 (ru) 2015-08-20
BR112013026428B1 (pt) 2020-11-24
KR20140018337A (ko) 2014-02-12
FR2974090B1 (fr) 2013-05-31
US20180354851A1 (en) 2018-12-13
TN2013000407A1 (fr) 2015-03-30
CA2833047A1 (fr) 2012-10-18
CA2833047C (fr) 2016-11-22
RU2013150845A (ru) 2015-05-20
PL2697274T3 (pl) 2015-11-30
MA35025B1 (fr) 2014-04-03
BR112013026428A2 (pt) 2016-12-20
ZA201307609B (en) 2022-03-30
CN103596993A (zh) 2014-02-19

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