WO2003006511B1 - Hydrophobic cationic dispersions stabilised by low-molecular-mass maleimide copolymers which are associated with cationic surfactants and the applications thereof in relation to coatings and paper sizing - Google Patents

Hydrophobic cationic dispersions stabilised by low-molecular-mass maleimide copolymers which are associated with cationic surfactants and the applications thereof in relation to coatings and paper sizing

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Publication number
WO2003006511B1
WO2003006511B1 PCT/FR2002/002466 FR0202466W WO03006511B1 WO 2003006511 B1 WO2003006511 B1 WO 2003006511B1 FR 0202466 W FR0202466 W FR 0202466W WO 03006511 B1 WO03006511 B1 WO 03006511B1
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WO
WIPO (PCT)
Prior art keywords
dispersion
process according
cationic
alkyl
hydrophobic
Prior art date
Application number
PCT/FR2002/002466
Other languages
French (fr)
Other versions
WO2003006511A2 (en
WO2003006511A3 (en
Inventor
Christophe Dumousseaux
Baudouin Duque
Francois-Xavier Pauly
Christophe Verge
Original Assignee
Atofina
Christophe Dumousseaux
Baudouin Duque
Francois-Xavier Pauly
Christophe Verge
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 Atofina, Christophe Dumousseaux, Baudouin Duque, Francois-Xavier Pauly, Christophe Verge filed Critical Atofina
Priority to EP02784865A priority Critical patent/EP1409556A2/en
Publication of WO2003006511A2 publication Critical patent/WO2003006511A2/en
Publication of WO2003006511A3 publication Critical patent/WO2003006511A3/en
Publication of WO2003006511B1 publication Critical patent/WO2003006511B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • 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
    • C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
    • C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
    • 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
    • C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
    • 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
    • C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/003—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds

Abstract

The invention relates to a novel method of obtaining an aqueous dispersion of hydrophobic polymers which are dispersed in the form of particles. The particles have an average diameter that is less than 100 nm and said particles are stabilised jointly by means of a macromolecular surfactant based on imidised maleic styrene/anhydride copolymer with a low mass and an anionic surfactant. The invention also relates to the use of one such dispersion in paper processing and sizing and in relation to coatings for substrates as diverse as wood, metals, glass, construction materials, textiles, leather, plastics, etc.

Claims

27 27
REVENDICATIONS MODIFIEESMODIFIED CLAIMS
[reçues par le Bureau International le 18 février 2003 (18.02.2003); revendications originales 1-15 remplacées par les nouvelles revendications 1-15 (3 pages)[received by the International Bureau on 18 February 2003 (18.02.2003); original claims 1-15 replaced by the new claims 1-15 (3 pages)
1 - Procédé d' obtention d' une dispersion aqueuse cationique de polymères à caractère hydrophobe basé sur la polymérisation en émulsion à une température allant de 30 à 100 °C d' au moins un monomère polymérisable en émulsion en présence de 10 à 40% en poids par rapport au(x) monomère (s) d' un copolymère styrène / anhydride maléique imidisé associé à un cotensioactif cationique utilisé à raison de 0,1 à 5% en poids par rapport au(x) monomère(s), l'extrait sec de la dispersion étant de 30 à 50%, les particules de polymères ayant une taille comprise entre 50 et 300 nm.1 - Process for obtaining a cationic aqueous dispersion of hydrophobic polymers based on the emulsion polymerization at a temperature ranging from 30 to 100 ° C. of at least one emulsion polymerizable monomer in the presence of 10 to 40% by weight weight relative to the monomer (s) of a imidized styrene / maleic anhydride copolymer combined with a cationic cosurfactant used at a concentration of 0.1 to 5% by weight relative to the monomer (s), dry extract of the dispersion being 30 to 50%, the polymer particles having a size of between 50 and 300 nm.
2 - Procédé selon la revendication 1, caractérisé par le fait que ledit copolymère styrène / anhydride maléique imidisé a été neutralisé par un acide, de préférence un acide faible volatil.2 - Process according to claim 1, characterized in that said imidized styrene / maleic anhydride copolymer has been neutralized with an acid, preferably a low volatile acid.
3 - Procédé selon l' une des revendications 1 et 2, caractérisé par le fait que le styrène et l' anhydride maléique sont pris dans un rapport 1/1 à 6/1 et de préférence de 2/1 à 4/1 —3 - Method according to one of claims 1 and 2, characterized in that the styrene and maleic anhydride are taken in a ratio 1/1 to 6/1 and preferably from 2/1 to 4/1 -
4 - Procédé selon l' une des revendications 1 ou 2-, caractérisé par le fait que ledit copolymère a une masse moyenne en nombre comprise entre 500 et 20 000 et de préférence entre 2000 et 5000. 4 - Process according to one of claims 1 or 2, characterized in that said copolymer has a number average mass of between 500 and 20 000 and preferably between 2000 and 5000.
5 - Procédé selon l'une des revendications 1 à 4, caractérisé par le fait que le taux d' imidisation dudit copolymère est compris entre 50 et 100%.5 - Process according to one of claims 1 to 4, characterized in that the imidization rate of said copolymer is between 50 and 100%.
6 - Procédé selon l' une des revendications 1 à 5, caractérisé par le fait que ledit copolymère est imidisé par la diméthylpropylène diamine.6 - Process according to one of claims 1 to 5, characterized in that said copolymer is imidized with dimethylpropylenediamine.
7 - Procédé selon Y une des revendications 1 à 6, caractérisé par le fait que le cotensioactif cationique est choisi parmi les chlorures d' alkyl di éthyl al yl ammonium comme les chlorures d' alkyl diméthyl benzyl ammonium, le chlorure de distéaryl diméthyl ammonium ou le chlorure de lauryl tri éthyl ammonium, parmi les méthosulfates άr alkyl trimethyl ammonium comme le méthosulfate de ricinoylamidopropyl trimethyl ammonium, ou parmi les alkyl diméthyl aminés .7 - Process according to one of claims 1 to 6, characterized in that the cationic cosurfactant is chosen from alkyl diethyl ammonium chlorides such as alkyl dimethyl benzyl ammonium chlorides, distearyl dimethyl ammonium chloride or chloride lauryl tri ethyl ammonium, among methosulfates ά r alkyl trimethylammonium such as ricinoylamidopropyl trimethylammonium methosulphate, or among alkyl dimethylamines.
8 - Procédé selon l'une des revendications 1 à 7, caractérisé par le fait que le monomère est choisi dans les groupes contenant : les monomères hydrophobes tels que l' acrylate de méthyle, l' acrylate d' éthyle, l' acrylate de butyle, l' acrylate de 2-éthyl hexyle, le méthacrylate de méthyle et plus généralement les ( éth) acrylates d' alkyle de formule :8 - Process according to one of claims 1 to 7, characterized in that the monomer is chosen from the groups containing: hydrophobic monomers such as methyl acrylate, ethyl acrylate, butyl acrylate , 2-ethylhexyl acrylate, methyl methacrylate and more generally alkyl (eth) acrylates of formula:
R1 R 1
Figure imgf000003_0001
Figure imgf000003_0001
1 2 avec R = H, CH3 et R = groupement comportant 1 à 22 carbones, les (méth) acrylates de perfluororalkyle de formule :With R = H, CH3 and R = group containing 1 to 22 carbons, the perfluoroalkyl (meth) acrylates of formula:
R1 R 1
CH2=CH-C-0- (CH2) n-Cn' F2n' +1CH 2 = CH-C-O- (CH 2 ) n-C n 'F 2n ' +1
IIII
00
avec R = H, CH3 ; n = 1-4, n' = 1-14, l' acétate de vinyle, le styrène, les esters versatiques ;with R = H, CH3; n = 1-4, n '= 1-14, vinyl acetate, styrene, versatic esters;
les monomères relativement hydrophiles tels que l' acide acrylique, l' acide éthacrylique, l' acryla ide, le (méth) acrylate d'éthylène glycol.relatively hydrophilic monomers such as acrylic acid, ethacrylic acid, acrylamide, ethylene glycol (meth) acrylate.
9 - Dispersion cationique de polymères à caractère hydrophobe telle qu' on peut l' avoir par le 299 - Cationic dispersion of hydrophobic polymers such as can be obtained by the 29
procédé des revendications 1 à 8, caractérisée par le fait que les particules de polymères ont une taille comprise entre 50 et 300 nm et de préférence inférieure à 100 nm.Process according to Claims 1 to 8, characterized in that the polymer particles have a size of between 50 and 300 nm and preferably less than 100 nm.
10 . - Dispersion selon la revendication 9, caractérisée par le fait que le polymère à caractère hydrophobe a une température de transition vitreuse comprise entre -70 °C et 100 °C et de préférence entre 0 et 50°C.10. - Dispersion according to claim 9, characterized in that the hydrophobic polymer has a glass transition temperature between -70 ° C and 100 ° C and preferably between 0 and 50 ° C.
11 - utilisation de la dispersion selon . la revendication 9 ou 10 avec d' autres agents de collage tels que l' amidon pour le collage de surface des papiers et cartons .11 - use of dispersion according to. Claim 9 or 10 with other bonding agents such as starch for surface bonding paper and board.
12 - Utilisation de la dispersion selon la revendication 11, caractérisée par le fait que la dispersion et l' amidon sont pris dans un rapport massique allant de 5 à 50%.12 - Use of the dispersion according to claim 11, characterized in that the dispersion and the starch are taken in a mass ratio ranging from 5 to 50%.
13 - Utilisation de la dispersion selon la revendication 9 ou 10 en formulation dans le traitement de surface de métaux, papier, verre, bois, matériaux de construction, tels que le béton ou le plâtre, plastique, cuir et textile.13 - Use of the dispersion according to claim 9 or 10 in formulation in the surface treatment of metals, paper, glass, wood, building materials, such as concrete or plaster, plastic, leather and textile.
14 - Utilisation selon la revendication 13, caractérisée par le fait que ledit traitement consiste en 1' application d' un revêtement isolant et/ou protecteur à base de ladite formulation, pour empêcher la migration de composés hydrosolubles, qui peuvent être colorés, présents à la surface et/ou au sein de matériau substrat, vers la surface du revêtement final.14 - Use according to claim 13, characterized in that said treatment consists in the application of an insulating and / or protective coating based on said formulation, to prevent the migration of water-soluble compounds, which may be colored, present at the surface and / or within the substrate material, towards the surface of the final coating.
15 - Utilisation selon la revendication 14, caractérisée par le fait que ledit substrat est du bois, du plâtre, du béton, de l' acier ou du cuir. 15 - Use according to claim 14, characterized in that said substrate is wood, plaster, concrete, steel or leather.
PCT/FR2002/002466 2001-07-12 2002-07-11 Hydrophobic cationic dispersions stabilised by low-molecular-mass maleimide copolymers which are associated with cationic surfactants and the applications thereof in relation to coatings and paper sizing WO2003006511A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP02784865A EP1409556A2 (en) 2001-07-12 2002-07-11 Hydrophobic cationic dispersions stabilised by low-molecular-mass maleimide copolymers which are associated with cationic surfactants and the applications thereof in relation to coatings and paper sizing

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0109279A FR2827293A1 (en) 2001-07-12 2001-07-12 Production of cationic aqueous dispersion of hydrophobic polymer, used e.g. for paper coating, involves emulsion polymerisation in presence of imidated styrene-maleic anhydride copolymer and cationic co-surfactant
FR01/09279 2001-07-12

Publications (3)

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WO2003006511A3 WO2003006511A3 (en) 2003-09-25
WO2003006511B1 true WO2003006511B1 (en) 2003-11-06

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Country Status (3)

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WO2007014635A2 (en) 2005-08-02 2007-02-08 Topchim N.V. Aqueous dispersion of hybrid particles consisting of organic or inorganic pigment particles and organic nano-particles and process for preparing the same
KR20140106644A (en) 2011-12-06 2014-09-03 바스프 에스이 Paper and cardboard packaging with barrier coating
WO2016176386A1 (en) * 2015-04-30 2016-11-03 The Chemours Company Tt, Llc Architectural coatings containing fluorinated polymeric additives
CN107709477B (en) * 2015-04-30 2021-10-29 科慕埃弗西有限公司 Durable architectural coatings comprising crosslinkable polymeric additives
CN104802249B (en) * 2015-05-06 2017-03-29 宜华生活科技股份有限公司 The preparation method of the super-hydrophobic hydrophilic timber of intelligent temperature response

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Publication number Priority date Publication date Assignee Title
NL131383C (en) * 1959-12-01
US3444151A (en) * 1965-09-07 1969-05-13 Sinclair Research Inc Styrene-maleic anhydride-amine polymers as emulsifiers in polymerization of vinyl monomers
GB2061979B (en) * 1979-09-27 1984-04-18 Kuraray Co Cationic polymer emulsions and their production
FR2679151B1 (en) * 1991-07-18 1994-01-14 Elf Aquitaine Prod Ste Nale DISPERSING ADDITIVES FOR OIL PRODUCTS.
FR2758825A1 (en) * 1997-01-24 1998-07-31 Atochem Elf Sa AQUEOUS DISPERSION BASED ON WATER-SOLUBLE POLYMERS
FR2780992B1 (en) * 1998-07-09 2000-09-08 Atochem Elf Sa NEW ADDITIVES TO IMPROVE WET AND DRY RESISTANCE OF PAPER
FR2770527B1 (en) * 1997-11-04 2000-01-14 Atochem Elf Sa AQUEOUS SALINE DISPERSIONS OF WATER-SOLUBLE POLYMERS CONTAINING AN AMPHIPHILIC DISPERSANT BASED ON CATIONIC POLYMER HAVING HYDROPHOBIC PATTERNS
FR2795076B1 (en) * 1999-06-21 2001-08-10 Atofina HYDROPHOBIC CATIONIC DISPERSIONS STABILIZED BY MALEIMIDE COPOLYMERS OF LOW MOLECULAR MASS FOR PAPER SIZING

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WO2003006511A2 (en) 2003-01-23
WO2003006511A3 (en) 2003-09-25
EP1409556A2 (en) 2004-04-21
FR2827293A1 (en) 2003-01-17

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