WO2012023009A1 - Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles - Google Patents

Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles Download PDF

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Publication number
WO2012023009A1
WO2012023009A1 PCT/IB2011/001629 IB2011001629W WO2012023009A1 WO 2012023009 A1 WO2012023009 A1 WO 2012023009A1 IB 2011001629 W IB2011001629 W IB 2011001629W WO 2012023009 A1 WO2012023009 A1 WO 2012023009A1
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WIPO (PCT)
Prior art keywords
monomer
denoting
weight
water
viscosity
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/IB2011/001629
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English (en)
French (fr)
Inventor
Jean-Marc Suau
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Coatex SAS
Original Assignee
Coatex SAS
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 Coatex SAS filed Critical Coatex SAS
Priority to EP16164240.0A priority Critical patent/EP3106483B1/fr
Priority to JP2013524489A priority patent/JP2013540839A/ja
Priority to CN201180039796.6A priority patent/CN103068869B/zh
Priority to BR112013001771A priority patent/BR112013001771A2/pt
Priority to KR1020137004610A priority patent/KR101844097B1/ko
Priority to CA2806974A priority patent/CA2806974C/fr
Priority to EP11746315.8A priority patent/EP2606077B1/fr
Publication of WO2012023009A1 publication Critical patent/WO2012023009A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • 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
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • 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
    • C08F20/00—Homopolymers and 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 a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • 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
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters 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
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • C08F290/062—Polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions 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
    • C08L33/04—Homopolymers or copolymers of esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D155/00—Coating compositions based on homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C09D123/00 - C09D153/00
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D155/00—Coating compositions based on homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C09D123/00 - C09D153/00
    • C09D155/005—Homopolymers or copolymers obtained by polymerisation of macromolecular compounds terminated by a carbon-to-carbon double bond
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/36—Coatings with pigments
    • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
    • D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/36—Coatings with pigments
    • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
    • D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H19/58—Polymers or oligomers of diolefins, aromatic vinyl monomers or unsaturated acids or derivatives thereof
    • 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
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • 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
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters 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
    • C08F220/288—Esters 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 polypropylene-co-ethylene oxide in the alcohol moiety
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/36—Coatings with pigments
    • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
    • D21H19/62—Macromolecular organic compounds or oligomers thereof obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds

Definitions

  • the present invention relates to the field of paper and relates more particularly to certain additives known as "rheology modifiers" and “water-retaining agents”.
  • rheology modifiers and "water-retaining agents”.
  • the latter are used in the formulation of coating colors, which are aqueous formulations intended to be applied to the surface of the paper sheet.
  • the invention more precisely relates to certain polymeric additives having the property of increasing the viscosity of the sauces under low shear gradient and decreasing it at high gradient, while improving the water retention of said sauces. This compromise corresponds to obtaining a sauce:
  • additives are non-hydrosoluble polymers with a comb structure, having a (meth) acrylic backbone, onto which are grafted side chains containing at least one hydrophobic monomer of the styrene or (meth) acrylic C1 to C4 ester type and at least a hydroxy or methoxy polylakylene glycol monomer.
  • the monomer contents are such that said polymer is amphiphilic because it is both rich in hydrophobic monomer and polylakylene glycol monomer.
  • coating color In the context of the manufacture of the paper sheet by coating, is deposited on the surface of the support paper an aqueous composition called coating color whose function is to confer on said sheet a number of properties, such as opacity, gloss, whiteness or printability by offset printing or gravure printing processes.
  • formulations consist of water, one or more mineral fillers, one or more water-soluble or non-water-soluble binders, as well as various additives such as dispersants, water-retaining agents, optical brighteners, rheology, etc.
  • Another important rheological characteristic is the high shear rate viscosity, as expressed through an ACAV viscosity value at 25 ° C measured in a capillary viscometer where the sauce may experience high shear gradients (from 10 5 to 3 x 10 6 s " ') of the same order of magnitude as those observed during the coating process when applying the coating blade scraping the excess of the deposited sauce.
  • the viscosity under high shear gradient is a determinant of The higher the blade pressure, the higher the blade pressure must be to control the weight of the deposited layer.
  • rheological modifiers and water-retaining agents a particular class of comb polymers having a (meth) acrylic backbone with side chains of hydroxy or methoxy polyalkylene glycol type optionally containing hydrophobic monomer such as ethyl acrylate or butyl acrylate.
  • aqueous solutions of water-soluble polymers as developed in particular by the company COATEX TM through its range of products Rheocarb TM in the field of paper.
  • hydrophobic monomer of the ethyl acrylate or styrene type is always optional (as especially indicated in WO 01/96007 A1, WO 04/04022 A1, WO 04/041883 A1 and WO 07/069037 A1);
  • (meth) acrylic combs characterized in that they are non-water-soluble polymers, both rich in hydrophobic monomer of the styrene or C1-C4 acrylic ester type and rich in hydroxy monomer or methoxy polyalkylene glycol.
  • the Applicant intends to signify that said polymers, as they are, that is to say in acid form, are not soluble in water (unlike polymers exemplified in the documents cited above, which are water-soluble in acid form).
  • the polymers of the present invention can become soluble in water.
  • the products of the present invention are in the form of aqueous dispersions of non-water-soluble polymer particles.
  • Said polymer is itself characterized in that it consists, in% by weight of the total weight of the monomers involved: a) from 30% to 60% of a first monomer hydroxy and / or methoxy polyalkylene glycol,
  • crosslinker a possible fifth monomer called "crosslinker"
  • The% of hydrophobic monomer b) greater than 20% ensures in particular the novelty of the polymers according to the present invention, with respect to those described in the prior art already mentioned. It also contributes to the non-water-soluble nature of the products that are the subject of the invention.
  • The% of hydroxy monomer and / or methoxy polyalkylene glycol greater than 30% ensures in particular the novelty with regard to existing latexes, and stabilized from such patterns (see in particular the documents EP 1 981 920 A1 and WO 94 24 202 al). It is the choice of all the aforementioned% that leads to new structures and inventive, to solve the complex technical problem already mentioned in the field of coating sauces.
  • a first subject of the present invention resides in a non-water-soluble polymer consisting of, expressed in% by weight of each of the monomers: a) from 30% to 60% of at least one hydroxyl and / or methoxy polyalkylene glycol monomer, of formula R - (EO) m - (OP) "- R ', with m and n denoting integers less than or equal to 150, at least one of which is non-zero,
  • EO and PO respectively denoting ethylene oxide and propylene oxide
  • R denoting the methacrylate or methacrylurethane function
  • R 'denoting a hydroxyl or methoxy group b) from 20% to 60% of at least one hydrophobic monomer chosen from styrene and (meth) acrylic esters containing from 1 to 4 carbon atoms, c) from 0.1 % to 10% of at least one monomer which is acrylic acid and / or methacrylic acid, d) 0 to 5% of an associative monomer, of formula R - (OE) m - (OP) n - R ' with m and n denoting integers less than or equal to 150, at least one of which is non-zero,
  • EO and PO respectively denoting ethylene oxide and propylene oxide
  • R denoting the methacrylate or methacrylurethane function
  • This polymer is also characterized in that it has a weight average molecular weight of between 1,000,000 and 6,000,000 g / mol, as determined by GPC.
  • weight average molecular weight of between 1,000,000 and 6,000,000 g / mol, as determined by GPC.
  • Said polymer is obtained by known methods of conventional radical copolymerization in solution, in direct or inverse emulsion, in suspension or precipitation in appropriate solvents, in the presence of known catalytic systems and transfer agents, or by polymerization processes.
  • controlled radicals such as the method called Reversible Addition Fragmentation Transfer (RAFT), the method called Atom Transfer Radical Polymerization (ATRP), the method called Nitroxide Mediated Polymerization (NMP) or the method called Cobaloxime Mediated Free Radical Polymerization. It is obtained in acid form and optionally distilled. It may also be partially or completely neutralized with one or more neutralization agents preferably chosen from sodium and potassium hydroxides and mixtures thereof.
  • a second subject of the present invention resides in an aqueous dispersion containing from 0.1% to 50% by weight of the abovementioned polymer, relative to their total weight.
  • This polymer can then be used in a paper coating color, which increases the Brookfield TM viscosity, decreases the ACAV viscosity, and improves the water retention.
  • This sauce contains more precisely 1) from 3 parts to 20 parts, preferably from 5 parts to 15 parts by dry weight of binder, per 100 parts by dry weight of mineral matter,
  • the sauce also contains a mineral material chosen from natural or synthetic calcium carbonate, kaolin, talc and mixtures of these fillers.
  • binder is selected from water-soluble binders and in particular starch, or from synthetic latex polymer binders such as styrene-acrylic and styrene-butadiene or mixtures thereof, or mixtures of these binders.
  • synthetic latex polymer binders such as styrene-acrylic and styrene-butadiene or mixtures thereof, or mixtures of these binders.
  • sauce in a particular variant corresponding to a sauce called “high dry extract”, it contains from 20% to 35% by weight of water.
  • the dry extract of said sauce is fixed at 72% of its total weight.
  • Such copolymers are therefore particularly intended for high-speed coatings and / or high solids solids.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Paper (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Graft Or Block Polymers (AREA)
PCT/IB2011/001629 2010-08-19 2011-07-06 Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles Ceased WO2012023009A1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
EP16164240.0A EP3106483B1 (fr) 2010-08-19 2011-07-06 Polymères (méth)acryliques peignes amphiphiles et hydrosolubles ou non hydrosolubles
JP2013524489A JP2013540839A (ja) 2010-08-19 2011-07-06 両親媒性かつ非水溶性の櫛形（メタ）アクリルポリマー
CN201180039796.6A CN103068869B (zh) 2010-08-19 2011-07-06 两亲性和非水溶性(甲基)丙烯酸梳形聚合物
BR112013001771A BR112013001771A2 (pt) 2010-08-19 2011-07-06 polímeros (met) acrílicos pentes anfilícos e não hidrossolúveis
KR1020137004610A KR101844097B1 (ko) 2010-08-19 2011-07-06 양친매성 및 불수용성 빗형 (메트)아크릴 중합체
CA2806974A CA2806974C (fr) 2010-08-19 2011-07-06 Polymeres (meth)acryliques peignes amphiphiles et non hydrosolubles
EP11746315.8A EP2606077B1 (fr) 2010-08-19 2011-07-06 Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1056658A FR2963934B1 (fr) 2010-08-19 2010-08-19 Polymeres (meth)acryliques peignes amphiphiles et non hydrosolubles
FR1056658 2010-08-19

Publications (1)

Publication Number Publication Date
WO2012023009A1 true WO2012023009A1 (fr) 2012-02-23

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PCT/IB2011/001629 Ceased WO2012023009A1 (fr) 2010-08-19 2011-07-06 Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles

Country Status (9)

Country Link
US (1) US9359463B2 (enExample)
EP (2) EP3106483B1 (enExample)
JP (2) JP2013540839A (enExample)
KR (1) KR101844097B1 (enExample)
CN (1) CN103068869B (enExample)
BR (1) BR112013001771A2 (enExample)
CA (1) CA2806974C (enExample)
FR (1) FR2963934B1 (enExample)
WO (1) WO2012023009A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150203705A1 (en) * 2014-01-22 2015-07-23 Bayer Materialscience Llc Two-component polyurethane coating compositions
JP7415957B2 (ja) * 2019-02-05 2024-01-17 Ａｇｃ株式会社 重合体、硬化性組成物、硬化物、粘着シート、積層体及びフレキシブルディスプレイ
CN112341567B (zh) * 2020-10-21 2021-09-17 中国石油大学(北京) 一种超临界二氧化碳驱油用增稠剂及其制备方法和应用
KR102724680B1 (ko) 2021-11-26 2024-10-31 건국대학교 산학협력단 광유도 전자이동을 이용한 라디칼 중합에 의한 고분자 중합체의 제조방법

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR512797A (fr) 1920-03-16 1921-01-31 Remontet Freres Dispositif de chambre pour l'humidification des fils de coton après l'encollage
FR1052605A (fr) 1952-03-19 1954-01-26 Usines A Tubes De La Sarre Soc Installations d'enrobage de tubes, barres et profilés analogues
WO1984004491A1 (en) 1983-05-16 1984-11-22 Dow Chemical Co High solids latexes for paper coatings
WO1994024202A1 (en) 1992-04-07 1994-10-27 The Dow Chemical Company Latex copolymers for paper coating compositions
EP0819704A1 (fr) 1996-07-19 1998-01-21 Coatex, S.A. Procédé d'obtention de polymères hydrosolubles, polymères obtenus et leurs utilisations
EP1160265A1 (en) * 2000-05-30 2001-12-05 Rohm and Haas Amphiphilic polymer composition
WO2001096007A1 (fr) 2000-06-15 2001-12-20 Coatex S.A. Utilisation de copolymeres faiblement anioniques comme agent dispersant et/ou d'aide au broyage de suspension aqueuse de matieres minerales
US6530950B1 (en) * 1999-01-12 2003-03-11 Quanam Medical Corporation Intraluminal stent having coaxial polymer member
WO2004041883A1 (fr) 2002-11-08 2004-05-21 Omya Ag Copolymere disposant d'au moins une fonction greffee alokoxy ou hydroxy polvakylene glycol et son utilisation
WO2004044022A1 (fr) 2002-11-08 2004-05-27 Coatex S.A.S. Utilisation d'un copolymere disposant d'au moins une fonction greffee alkoxy ou hydroxy polyalkylene glycol, comme agent ameliorant l'activation de l'azurage optique et produits obtenus.
WO2007069037A1 (fr) 2005-12-16 2007-06-21 Coatex S.A.S. Procede de fabrication de sauces de couchage a la retention d'eau et a la viscosite brookfieldtm ameliorees mettant en oeuvre un polymere peigne avec au moins une fonction greffee oxyde de polyalkylene
EP1981920A1 (fr) 2006-01-18 2008-10-22 Arkema France Procede de preparation de latex stabilises par polymerisation en emulsion
WO2008149226A1 (fr) 2007-06-08 2008-12-11 Coatex S.A.S. Procédé de fabrication d'une formulation aqueuse à base de solution d'un polymère peigne acrylique et d'émulsion épaississante acrylique, formulation obtenue et ses utilisations dans le couchage papetier

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60170673A (ja) * 1984-02-14 1985-09-04 Nippon Oil & Fats Co Ltd 水と接触する材料用被覆剤
JP2792907B2 (ja) * 1989-05-08 1998-09-03 株式会社日本触媒 ワックス系水性エマルジョンおよびその製造方法
JPH04138219A (ja) 1990-09-28 1992-05-12 Showa Denko Kk 長繊維含有樹脂組成物の製造方法
JPH04285678A (ja) * 1991-03-15 1992-10-09 Hitachi Chem Co Ltd 被覆用共重合体及び被覆用組成物
JP3051281B2 (ja) * 1993-06-28 2000-06-12 ライオン株式会社 セラミック成形用バインダー
JP4991030B2 (ja) * 1999-01-12 2012-08-01 ボストン サイエンティフィック サイムド，インコーポレイテッド 腔内ステント用の重合体組成物
JP4138219B2 (ja) * 1999-08-30 2008-08-27 花王株式会社 水系インク

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR512797A (fr) 1920-03-16 1921-01-31 Remontet Freres Dispositif de chambre pour l'humidification des fils de coton après l'encollage
FR1052605A (fr) 1952-03-19 1954-01-26 Usines A Tubes De La Sarre Soc Installations d'enrobage de tubes, barres et profilés analogues
WO1984004491A1 (en) 1983-05-16 1984-11-22 Dow Chemical Co High solids latexes for paper coatings
WO1994024202A1 (en) 1992-04-07 1994-10-27 The Dow Chemical Company Latex copolymers for paper coating compositions
EP0819704A1 (fr) 1996-07-19 1998-01-21 Coatex, S.A. Procédé d'obtention de polymères hydrosolubles, polymères obtenus et leurs utilisations
US6530950B1 (en) * 1999-01-12 2003-03-11 Quanam Medical Corporation Intraluminal stent having coaxial polymer member
EP1160265A1 (en) * 2000-05-30 2001-12-05 Rohm and Haas Amphiphilic polymer composition
WO2001096007A1 (fr) 2000-06-15 2001-12-20 Coatex S.A. Utilisation de copolymeres faiblement anioniques comme agent dispersant et/ou d'aide au broyage de suspension aqueuse de matieres minerales
WO2004041883A1 (fr) 2002-11-08 2004-05-21 Omya Ag Copolymere disposant d'au moins une fonction greffee alokoxy ou hydroxy polvakylene glycol et son utilisation
WO2004044022A1 (fr) 2002-11-08 2004-05-27 Coatex S.A.S. Utilisation d'un copolymere disposant d'au moins une fonction greffee alkoxy ou hydroxy polyalkylene glycol, comme agent ameliorant l'activation de l'azurage optique et produits obtenus.
WO2007069037A1 (fr) 2005-12-16 2007-06-21 Coatex S.A.S. Procede de fabrication de sauces de couchage a la retention d'eau et a la viscosite brookfieldtm ameliorees mettant en oeuvre un polymere peigne avec au moins une fonction greffee oxyde de polyalkylene
EP1981920A1 (fr) 2006-01-18 2008-10-22 Arkema France Procede de preparation de latex stabilises par polymerisation en emulsion
WO2008149226A1 (fr) 2007-06-08 2008-12-11 Coatex S.A.S. Procédé de fabrication d'une formulation aqueuse à base de solution d'un polymère peigne acrylique et d'émulsion épaississante acrylique, formulation obtenue et ses utilisations dans le couchage papetier

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US9359463B2 (en) 2016-06-07
US20120046412A1 (en) 2012-02-23
EP3106483A1 (fr) 2016-12-21
JP6093838B2 (ja) 2017-03-08
KR20140001823A (ko) 2014-01-07
JP2013540839A (ja) 2013-11-07
CN103068869A (zh) 2013-04-24
EP2606077A1 (fr) 2013-06-26
FR2963934A1 (fr) 2012-02-24
BR112013001771A2 (pt) 2016-05-31
CN103068869B (zh) 2015-08-05
KR101844097B1 (ko) 2018-03-30
CA2806974A1 (fr) 2012-02-23
FR2963934B1 (fr) 2013-10-25
EP3106483B1 (fr) 2021-08-25
CA2806974C (fr) 2019-03-12
EP2606077B1 (fr) 2016-06-08
JP2016104921A (ja) 2016-06-09

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