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WO1994024202A1 - Copolymeres de latex pour compositions de couchage de papier - Google Patents

Copolymeres de latex pour compositions de couchage de papier Download PDF

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Publication number
WO1994024202A1
WO1994024202A1 PCT/US1993/003618 US9303618W WO9424202A1 WO 1994024202 A1 WO1994024202 A1 WO 1994024202A1 US 9303618 W US9303618 W US 9303618W WO 9424202 A1 WO9424202 A1 WO 9424202A1
Authority
WO
WIPO (PCT)
Prior art keywords
monomers
latex
present
latex copolymer
ethylene glycol
Prior art date
Application number
PCT/US1993/003618
Other languages
English (en)
Inventor
Bradley J. Helmer
Shirley J. Loughney
Jon Macdonagh-Dumler
Original Assignee
The Dow Chemical Company
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 The Dow Chemical Company filed Critical The Dow Chemical Company
Priority to AU40323/93A priority Critical patent/AU4032393A/en
Priority to PCT/US1993/003618 priority patent/WO1994024202A1/fr
Publication of WO1994024202A1 publication Critical patent/WO1994024202A1/fr

Links

Classifications

    • 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
    • C08F220/10—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
    • C08F220/286—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 polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate
    • 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
    • C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
    • C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
    • C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
    • 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

Definitions

  • This invention is related to latexes for use in paper coating formulations to improve and optimize paper properties such as sheet gloss, ink gloss and smoothness, to processes for the preparation of the latexes and paper coating compositions
  • Paper coating formulations which comprise latex copolymers are used extensively by the paper industry Improvements in properties such as sheet gloss, ink gloss and smoothness are continuously sought after through the development of new latexes for inclusion in paper coating formulations
  • Coated cellulosic web or paper web is prepared utilizing a pigment, such as clay, and other components which stabilize and disperse the pigment in a water slurry
  • the slurry is formulated with a binder to produce the coating color, a paper coating composition which is used to coat the web or paper
  • the components of the coating color contribute to the performance of the process of coating the web, and to the performance of the coated paper If the paper is a higher quality grade paper, the finished coated web should have a high degree of brightness, smoothness and gloss, as well as a good finish and feel after the web is calendered.
  • the coating color must have sufficient strength and binding capability to enable printing of the coated paper without "picking ", that is, without the coating separating from either the paper surface or from within the coating.
  • U S Patent No 4,440,896 discloses the use of water-soluble polymers of ethylene glycol in binder formulations comprising a latex
  • U S Patent No 4,717,502 discloses the use of polyethylene glycol in aqueous optical brightener compositions It would be desirable to have new latexes which provide improved physical characteristics for paper coating formulations and coating colors without the prior art disadvantages associated with admixture of polyethylene glycols therein
  • the present invention relates to a latex copolymer comprising in polymerized form one or more ethylenicaUy unsaturated poly(ethylene glycol) monomers represented by the following formula
  • R 1 is an ethylenicaUy unsaturated functional group
  • R is H, OH or OCH 3
  • n is from 3 to 20
  • one or more comonomers selected from monovinyl aromatic monomers, aliphatic conjugated diene monomers, acrylate monomers, vmylidene halide monomers, vinyl halide monomers, vinyl esters of carboxyl acids containing from 1 to 18 carbon atoms, methacrylonitrile, acrylonitrile, ana monoethylenically unsaturated carboxylic acid monomers.
  • a process for the preparation of a latex copolymer comprising emulsion polymerizing a polymerization mixture comD ⁇ sing between 1 and 15 parts per hundred part by weight based on the total weight of monomers present in the latex copolymer of one or more ethylenicaUy unsaturated poly(ethylene glycol) monomers represented by the following formula:
  • R' is an ethylenicaUy unsaturated functional group; R is H, OH or OCH 3 ; and n is from 3 to 20, and one or more comonomers selected from monovmyl aromatic monomers, aliphatic conjugated diene monomers, acrylate monomers, vmylidene halide monomers, vinyl halide c monomers, vinyl esters of carboxyl acids containing from 1 to 18 carbon atoms, methacrylonitrile, acrylonitrile, and monoethylenically unsaturated carboxylic acid monomers.
  • comonomers selected from monovmyl aromatic monomers, aliphatic conjugated diene monomers, acrylate monomers, vmylidene halide monomers, vinyl halide c monomers, vinyl esters of carboxyl acids containing from 1 to 18 carbon atoms, methacrylonitrile, acrylonitrile, and monoethylenically unsaturated carboxylic acid monomers.
  • the instant invention relates to a paper coating composition
  • a paper coating composition comprising latex copolymer comprising in polymerized form one or more ethylenicaUy unsaturated poly(ethylene glycol) monomers represented by the following 0 formula:
  • R' is an ethylenicaUy unsaturated functional group; R is H, OH or OCH 3 ; and n is from 3 5 to 20, and one or more comonomers selected from monovmyl aromatic monomers, aliphatic conjugated diene monomers, acrylate monomers, vmylidene halide monomers, vinyl halide monomers, vinyl esters of carboxyl acids containing from 1 to 18 carbon atoms, methacrylonitrile, acrylonitrile, and monoethylenically unsaturated carboxylic acid monomers; and mixed therewith: one or more pigments; and, optionally, one or more binders; and, optionally, one or more stabilizing agents; ana. optionally, a defoamer.
  • a process for the oreparation of a 5 pa ⁇ e r coating composition comprising emulsion polymerizing a polymerization mixture comD ⁇ sing between 1 and 15 parts per hundred part by weight based on the total weight of monomer present in the latex copolymer of one or more ethylenicaUy unsaturated poly(ethylene glycol) monomers represented by the following formula:
  • R 1 is an ethylenicaUy unsaturated functional group
  • R is H, OH or OCH 3
  • n is from 3 to 20, and one or more comonomers selected from monovmyl aromatic monomers, aliphatic conjugated diene monomers, acrylate monomers, vinylidene halide monomers, vinyl halide 0 monomers, vinyl esters of carboxyl acids containing from 1 to 18 carbon atoms, methacrylonitrile, acrylonitrile, and monoethylenically unsaturated carboxylic acid monomers; and mixing therewith in any order: one or more pigments; and, optionally, one or more binders; and, optionally, r one or more stabilizing agents; and, optionally, a defoamer.
  • R 1 is a vinyl group or a propenyl group, n is from 7 to 15 and R is OH.
  • the ethylenicaUy unsaturated poly(ethylene glycol) monomer 0 be present in the latex copolymer in an amount between 1 and 15 parts per hundred based on the total weight of the monomer and comonomers present in the latex copolymer, preferably between 5 and 10 parts per hundred based on the total weight of the monomer and comonomers present in the latex copolymer.
  • the comonomers and mixtures of comonomers which are suitably employed with c the ethylenicaUy unsaturated poly(ethylene glycol) monomers in the present invention include monovmyl aromatic monomers; aliphatic conjugated diene monomers; acrylate monomers; vinylidene halide or vinyl halide monomers; vinyl esters of carboxylic acids containing from 1 to 18 carbon atoms, such as vinyl acetate or vinyl stearate; methacrylonitrile, and acrylonitrile.
  • a monoethylenically unsaturated carboxylic acid monomer could also be used.
  • onovinyl 0 aromatic monomers and aliphatic conjugated diene monomers are preferred.
  • wnerein R is hydrogen or a lower alkyl such as an alkyl having from 1 to 4 carbon atoms, including those wherein the aromatic nucleus is substituted with alkyl or halogen substituents Examples include styrene, alpha methyl styrene, p-methyl styrene, t-butyl styrene, vinyltoluene, and halogenated styrene
  • the preferred monomer is styrene
  • the effective amount of monovinyl aromatic comonomer present with the ethylenicaUy unsaturated poly(ethylene glycol) monomers will depend on whether (i) the ethylenicaUy unsaturated poly(ethyiene glycol)-conta ⁇ n ⁇ ng latex copolymer is acting alone as a binder or (n) the ethylenicaUy unsaturated poly(ethylene glycol)
  • aliphatic conjugated diene is meant to include comonomer compounds such as isoprene, 1 ,3-butad ⁇ ene, 2-methyl-1 ,3-butad ⁇ ene, piperylene (1,3-pentad ⁇ ene), and other hydrocarbon analogs of 1 ,3-butad ⁇ ene
  • amount of aliphatic conjugated diene monomer present with the poly(ethylene glycol) comonomer will depend on monomers chosen, however, if a monovinyl aromatic monomer is a comonomer, the typical range will be from 30 to 70 weight percent aliphatic conjugated diene based on the total weight of the comonomers present
  • the latexes of the present invention which are mixed with binding latexes have more flexible ranges for aliphatic conjugated diene levels "Vinylidene halide" and "vinyl halide monomers" are also suitable for this invention which can include the preferred vinyl
  • acrylate is meant to include the acrylate or methacrylate comonomers
  • the acrylates can include acids, esters, amides, and substituted derivatives thereof
  • the preferred acrylates are C.-C 3 alkyl acrylates or methacrylates
  • Examples of such acrylates include butyl acrylate, hexyl acrylate, 2-ethyl hexyl acrylate, tert-butyl acrylate, methylmethacrylate, Dutylmethacrylate, ethyl methacrylate, hexylmethacrylate, isobutylmethacrylate, and isoDropylmethacrylate
  • the preferred acrylates are butyl acrylate and methylmethacrylate
  • the amount of acrylate present with the D ⁇ ly(ethylene glycol) comonomer will depend on monomer chosen however, the desirable range will be from 0 to 95 weight percent based on the total weight of monomer present
  • R 1 isan ethylenicaUy unsaturated functional group
  • R is H, OH or OCH 3
  • n is from 3 to 20, and preferably 5 to 10.
  • the preferred ethylenicaUy unsaturated poly(ethylene glycol) monomers are where R 1 is a vinyl group or propenyl and n is 7 to 15 and R is OH. 0
  • the R 1 group is meant to act as the functional group through which the monomers link to form the polymer chain and various options for Ri will be readily ascertained by a skilled artisan.
  • the ethylenicaUy unsaturated poly(ethylene glycol) acts as a 5 functional group which interacts with inorganic pigments such as clay in the coating color.
  • inorganic pigments such as clay in the coating color.
  • the effective qualitative amount of poly(ethylene glycol) monomer present in the latex of the present invention is typically between 1 and 15 parts per hundred based on total 0 monomer present in the latex copolymer
  • a preferred amount of poly(ethylene glycol) monomer present in the latex is between 5 and 10 parts based on total monomer present in the latex
  • binders can be suitably blended with the poly(ethylene glycol)-conta ⁇ n ⁇ ng latexes in paper coating compositions of the instant c invention.
  • binders include the natural binders: starch; modified starch such as oxidized, enzyme converted or hydroxy-ethylated starch; soybean protein, casein as well as the synthetic binders
  • the synthetic binders include the styrene-butadiene latexes
  • the binder may also be a mixture of various binding materials
  • the ethylenicaUy unsaturated poly(ethylene glycol)-conta ⁇ n ⁇ ng latexes can be blended with such conventional binding latexes typically in an amount from 10 weight percent to 50 weight percent poly(ethylene glycol)-conta ⁇ n ⁇ ng latex to binding latex.
  • the preferred amount of poly(ethylene glycol)-conta ⁇ n ⁇ ng latex is from 20 weight percent to 45 weight percent. The most preferred amount is approximately 25 weight percent ethylenicaUy unsaturated poly(ethylene glycol)-conta ⁇ n ⁇ ng latex.
  • the coating color typically comprises 100 parts pigment containing from 65 to 100 parts clay; and 0 to 35 parts secondary pigment; 0.01 to 0.5 parts dispersing or stabilizing agent; 0.5 to 25 parts of ethylenicaUy unsaturated poiy(ethylene glycol)-contain ⁇ ng latex; O to 25 parts co-binder; O to 0.2 parts defoamer and sufficient amounts of water to provide the desired solids level, usually 35 to 70 weight percent solids.
  • the modifications and formulations of the coating color are within the knowledge of a person skilled in the art.
  • the inorganic or mineral pigments with which the poly(ethylene glycol)- containing latex particle interacts can be chosen rom the finely divided clays (particularly kaolin types); calcium carbonate; titanium dioxide; satin white and the like. Pigmentary materials such as talc; blanc fixe; ocre; carbon black; aluminum can also be employed.
  • the paper coating composition also known as a coating color, can be applied to the paper substrate by conventional techniques such as air knife, trailing blade, inverted blade, roll coater and short dwell coater.
  • the substrate is then dried and the paper may then be calendered or super calendered depending on the quality grade of the paper being produced.
  • the paper-coating properties which illustrate the utility of the present invention include, but are not limited to, dry pick and sheet gloss. Sheet gloss is often achieved by sacrificing dry pick (how well the coating is bound to the paper).
  • the present invention enables the paper coating to maintain dry pick and simultaneously increase sheet gloss.
  • the paper is analyzed for the properties of sheet gloss and pick strength using standard methods.
  • the pick resistance of the paper is tested by using the TAPPI standard method T 499-su-64 with a Westvaco Rod Applicator.
  • the specular gloss of Paper at 75 degrees is tested using the TAPPI standard method T 480-os-78.
  • Doiy(ethylene glycol) monomer-containing latex was prepared in the following manner. Into a 1-gallon pressurized stainless steel reactor was added 813 grams (g) of water, 1.23 g of a 45 percent active surfactant solution, 0.89 g of 10 percent sulfu ⁇ c acid, 1 1.1 g of a 1 percent active aqueous pentasodium diethylene t ⁇ amine pentaacetate solution and 26.35 g of a seed latex which will render a particle size having a diameter of approximately 1400 A.
  • the reactor was purged with nitrogen and heated to 90°C and over a 5-hour period was added a monomer stream containing: 530 g of butadiene; 140 g of the ethylenicaUy unsaturated poly(ethylene glycol) monomer which was ⁇ -(2-methyl- 1 -oxo- 2-propenyl)- ⁇ -hydroxy-poly(oxy-1 ,2-ethanediyl), having approximately 20 ethylene oxide units (hereinafter "HEM 20”) commercially available from Alcolac as a poly(ethylene glycol) monomethacrylate; 9.0 g of a mercaptan chain-transfer agent; and 726 g of styrene.
  • HEM 20 ethylene oxide units
  • a paper coating formulation was prepared by the following method. A sufficient amount of water to make a 72 percent slurry of 2000 grams dry No. 1 Coating Clay and 0.1 part sodium polyacrylate as a dispersant was added to a blender. Approximately two thirds of the total clay was added to the blender and the blender was run on low speed until the clay was wetted. The remaining clay was added and run on low speed until all the clay was wetted. The pigment was then dispersed on high speed for one minute.
  • the paper, or basestock to which the coating formulation was applied was a 28 lb. per 3300 ft. 2 groundwood containing publication stock.
  • the basestock was coated on a Dow Bench Blade Coater manufactured by Modern Metaicraft of Midland, Michigan. A 12 inch web was coated at approximately 12 ft. per minute using a puddle blade coater with drying on a heated steel drum. Circulating glycol at 205°F to 215°F through the drum was sufficient for heating. After the paper was dried samples were cut into sizes appropriate for testing.
  • the latex binder was comprised of 75 percent of a carboxylated styrene butadiene latex and 25 percent of the ethylenicaUy unsaturated poly(ethylene glycol) monomer- containing latex prepared above.
  • the sheet gloss for the paper coated with the coating color formulation was 62 and the dry pick was 225. Examples 2-5
  • a similar coating color was prepared using a latex prepared similarly to the latex prepared in Example 1 ; however, the latex was prepared with 5 parts of ⁇ -(2-methyi-1- oxo-2-propenyl)- ⁇ -hydroxy-poly(oxy-1 ,2-ethaned ⁇ yl), having aporoximately 10 ethylene oxide units (hereinafter "HEM 10") commercially available from Alcolac as a poly(ethylene glycol) monomethacrylate, based on weight of total monomer and the coating color was prepared with 75 percent of a carboxylated styrene butadiene latex and 25 percent of the HEM 10 latex.
  • the sheet gloss for the paper coated with the coating color formulation was 61 and the dry pick was 206.
  • a similar coating color was prepared using a latex prepared similarly to the latex prepared in Example 1 ; however, the latex was prepared with 10 parts HEM 10 based on weight of total monomer and the coating color was prepared with 75 percent of a carboxylated styrene butadiene latex and 25 percent of the HEM 10 latex.
  • the sheet gloss for the paper coated with the coating color formulation was 64 and the dry pick was 222
  • a similar coating color was prepared using a latex prepared similarly to the latex prepared in Example 1 ; however, the latex was prepared with 15 parts HEM 10 based on weight of total monomer present and the coating color was prepared with 75 percent of a carboxylated styrene butadiene latex and 25 percent of the HEM 10 latex.
  • the sheet gloss for the paper coated with the coating color formulation was 65 and the dry pick was 195.
  • a similar coating color was prepared using a latex prepared similarly to the latex prepared in Example 1 ; however, the latex was prepared with 10 parts HEM 10 based on weight of total monomer present and the coating color was prepared with 50 percent of a carboxylated styrene butadiene latex and 50 percent of the HEM 10 latex.
  • the sheet gloss for the paper coated with the coating color formulation was 65 and the dry pick was 210. Comparative Example
  • a similar coating color was prepared using a carboxylated styrene butadiene latex alone and therefore the coating color was prepared only with the carboxylated styrene butadiene latex.
  • the sheet gloss for the paper coated with the coating color formulation of the Comparative Example was 57 and the dry pick was 188 as compared to a more desirable sheet gloss of 65 and dry pick of 210 as demonstrated in Example 5

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paper (AREA)

Abstract

Copolymère de latex comprenant sous forme polymérisée un ou plusieurs monomères de poly(éthylène glycol) éthyléniquement insaturés représentés par la formule (I), dans laquelle R1 est un groupe fonctionnel éthyléniquement insaturé, R est H, OH ou OCH¿3?, et n est un nombre de 3 à 20, et un ou plusieurs comonomères. Des compositions de couchage de papier contenant ce copolymère de latex confèrent une brillance et une adhérence à sec améliorées au papier glacé. D'autres modes de réalisation décrivent un procédé de préparation du copolymère de latex contenant un monomère de poly(ethylène glycol) éthyléniquement insaturé et la composition de couchage de papier correspondante.
PCT/US1993/003618 1992-04-07 1993-04-16 Copolymeres de latex pour compositions de couchage de papier WO1994024202A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU40323/93A AU4032393A (en) 1993-04-16 1993-04-16 Latex copolymers for paper coating compositions
PCT/US1993/003618 WO1994024202A1 (fr) 1992-04-07 1993-04-16 Copolymeres de latex pour compositions de couchage de papier

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US86474892A 1992-04-07 1992-04-07
PCT/US1993/003618 WO1994024202A1 (fr) 1992-04-07 1993-04-16 Copolymeres de latex pour compositions de couchage de papier

Publications (1)

Publication Number Publication Date
WO1994024202A1 true WO1994024202A1 (fr) 1994-10-27

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PCT/US1993/003618 WO1994024202A1 (fr) 1992-04-07 1993-04-16 Copolymeres de latex pour compositions de couchage de papier

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1069142A1 (fr) * 1999-07-15 2001-01-17 Clariant GmbH Polymères solubles dans l'eau et leur utilisation dans des produits cosmétiques et pharmaceutiques
US6800682B1 (en) 1995-06-22 2004-10-05 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Gluing, sealing and coating compound
EP2275462A2 (fr) 2002-11-08 2011-01-19 Omya Development AG Copolymère disposant d'au moins une fonction greffée alkoxy ou hydroxy polyalkylène glycol et son utilisation
US20110172358A1 (en) * 2006-06-14 2011-07-14 Sivapackia Ganapathiappan Functionalized latex polymer and method of forming the same
US8062630B2 (en) 2000-12-01 2011-11-22 Clariant Produkte (Deutschland) Gmbh Surfactant-free cosmetic, dermatological and pharmaceutical agents
WO2012023009A1 (fr) 2010-08-19 2012-02-23 Coatex S.A.S. Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles
WO2012023010A1 (fr) 2010-08-19 2012-02-23 Coatex S.A.S. Utilisation en sauces de couchage papetières de polymères (méth)acryliques peignes amphiphiles et non hydrosolubles
US8187581B2 (en) 2000-12-01 2012-05-29 Clariant Produkte (Deutschland) Gmbh Surfactant-containing cosmetic, dermatological and pharmaceutical agents
FR2988396A1 (fr) * 2012-03-23 2013-09-27 Coatex Sas Utilisation de polymeres faiblement ioniques comme agents compatibilisants dans des suspensions aqueuses de charges minerales anioniques contenant un sel mineral ou organique

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4265977A (en) * 1979-04-24 1981-05-05 Asahi-Dow Limited Paper coating composition of unsaturated acid and mono-olefin polymerized in the presence of a preformed styrene/butadiene latex
US4613650A (en) * 1983-08-12 1986-09-23 Nippon Zeon Co., Ltd. Copolymer latex

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4265977A (en) * 1979-04-24 1981-05-05 Asahi-Dow Limited Paper coating composition of unsaturated acid and mono-olefin polymerized in the presence of a preformed styrene/butadiene latex
US4613650A (en) * 1983-08-12 1986-09-23 Nippon Zeon Co., Ltd. Copolymer latex

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6800682B1 (en) 1995-06-22 2004-10-05 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Gluing, sealing and coating compound
EP0833864B2 (fr) † 1995-06-22 2005-08-10 Henkel Kommanditgesellschaft auf Aktien Materiau de collage, d'etancheite et de revetement
EP1069142A1 (fr) * 1999-07-15 2001-01-17 Clariant GmbH Polymères solubles dans l'eau et leur utilisation dans des produits cosmétiques et pharmaceutiques
US8187581B2 (en) 2000-12-01 2012-05-29 Clariant Produkte (Deutschland) Gmbh Surfactant-containing cosmetic, dermatological and pharmaceutical agents
US8062630B2 (en) 2000-12-01 2011-11-22 Clariant Produkte (Deutschland) Gmbh Surfactant-free cosmetic, dermatological and pharmaceutical agents
EP2275462A2 (fr) 2002-11-08 2011-01-19 Omya Development AG Copolymère disposant d'au moins une fonction greffée alkoxy ou hydroxy polyalkylène glycol et son utilisation
US8273933B2 (en) 2006-06-14 2012-09-25 Hewlett-Packard Development Company, L.P. Functionalized latex polymer and method of forming the same
US20110172358A1 (en) * 2006-06-14 2011-07-14 Sivapackia Ganapathiappan Functionalized latex polymer and method of forming the same
WO2012023010A1 (fr) 2010-08-19 2012-02-23 Coatex S.A.S. Utilisation en sauces de couchage papetières de polymères (méth)acryliques peignes amphiphiles et non hydrosolubles
WO2012023009A1 (fr) 2010-08-19 2012-02-23 Coatex S.A.S. Polymères (meth)acryliques peignes amphiphiles et non hydrosolubles
EP3106483A1 (fr) 2010-08-19 2016-12-21 Coatex Polymères (méth)acryliques peignes amphiphiles et hydrosolubles ou non hydrosolubles
FR2988396A1 (fr) * 2012-03-23 2013-09-27 Coatex Sas Utilisation de polymeres faiblement ioniques comme agents compatibilisants dans des suspensions aqueuses de charges minerales anioniques contenant un sel mineral ou organique
WO2013140098A3 (fr) * 2012-03-23 2014-01-16 Coatex Polymeres faiblement ioniques pour suspension aqueuse de charges minerales pour sauce de couchage destinee a l'impression jet d'encre

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