WO2020035124A1 - Adjuvant tensioactif pour revêtements - Google Patents

Adjuvant tensioactif pour revêtements Download PDF

Info

Publication number
WO2020035124A1
WO2020035124A1 PCT/EP2018/071878 EP2018071878W WO2020035124A1 WO 2020035124 A1 WO2020035124 A1 WO 2020035124A1 EP 2018071878 W EP2018071878 W EP 2018071878W WO 2020035124 A1 WO2020035124 A1 WO 2020035124A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
composition according
propylene oxide
ethylene oxide
hydrocarbon group
Prior art date
Application number
PCT/EP2018/071878
Other languages
English (en)
Inventor
Tomoaki Tsurumi
Original Assignee
Rhodia Operations
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 Rhodia Operations filed Critical Rhodia Operations
Priority to PCT/EP2018/071878 priority Critical patent/WO2020035124A1/fr
Publication of WO2020035124A1 publication Critical patent/WO2020035124A1/fr

Links

Classifications

    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • C09D5/027—Dispersing agents
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/20—Carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides

Definitions

  • the present invention relates to a composition, notably a coating composition, which comprises : (A) an amide compound; (B) an ethylene oxide/propylene oxide copolymer; and (C) a latex polymer.
  • Surfactants are widely used in waterborne formulations. Modern surfactants often have properties that are specifically tailored to the performance requirements of the particular application in which they are used.
  • DST Dynamic surface tension
  • US Patent No. 5,328,884 discloses a color developer composition which contains an amide compound as emulsifier/dispersant.
  • surfactants tend to cause foaming, which is undesirable for certain applications.
  • high level of foaming in coating compositions would damage surface quality and functions of the coated layer.
  • foaming generated by surfactants can harm process efficiency and product quality.
  • Polar organic solvents are also known to be useful for reducing surface tension of waterborne formulations.
  • high dosage of water soluble solvents is required to achieve low surface tension.
  • Such high dosage of water soluble solvents can lead to high amount of VOC (volatile organic compound), which is a problem.
  • VOC volatile organic compound
  • the water insoluble solvents often affect dispersion stability of the coating and cause poor miscibility of the coating.
  • the present invention provides a composition which comprises (A) an amide compound, (B) an ethylene oxide/propylene oxide copolymer; and (C) a latex polymer.
  • the amide compound may be represented by the general formula:
  • Ri represents C 4 -C22, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R2 and R3 independently represent hydrogen, or a Ci-C 4 , saturated or unsaturated, linear or branched, aliphatic hydrocarbon group.
  • the amide compound is represented by the general formula:
  • R1 represents a C 4 -C 2 2, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R 2 and R3 are methyl.
  • the composition of the invention is notably a coating composition, in particular an aqueous coating composition.
  • the composition provides low surface tension, leading to benefits, such as fast wetting, good dispersion and emulsification, good water resistance and satisfactory miscibility.
  • the composition also provides low foaming.
  • any particular upper concentration, weight ratio or amount can be associated with any particular lower concentration, weight ratio or amount, respectively.
  • the articles“a”,“an” and“the” are used to refer to one or to more than one (i.e., to at least one) of the grammatical object of the article.
  • hydrocarbon group refers to a group mainly consisting of carbon atoms and hydrogen atoms, which group may be saturated or unsaturated, linear, branched or cyclic, aliphatic or aromatic.
  • aliphatic hydrocarbon group refers to a straight or branched hydrocarbon chain, and optionally containing one to two sites of olefinic unsaturation or one or two sites of acetylenic unsaturation, such as alkyl and alkenyl.
  • Alkyl as used herein, means a group or part of a group which refers to a straight or branched saturated aliphatic hydrocarbon group.
  • suitable alkyl include methyl, ethyl, n-propyl, 2-propyl, n-butyl, sec-butyl, t-butyl, hexyl, and the like.
  • latex is in its conventional meaning, i.e. a dispersion of particulate polymer matter in an aqueous phase.
  • the term“coating composition” includes and is not limited to latex binders, resins, glues, adhesives which include and are not limited to pressure sensitive adhesives, inks which include and are not limited to UV inks, conventional inks, hybrid inks, and water-based inks, sealants, cement compositions, coatings which include and are not limited to paints.
  • adhesives which include and are not limited to pressure sensitive adhesives
  • inks which include and are not limited to UV inks, conventional inks, hybrid inks, and water-based inks, sealants, cement compositions, coatings which include and are not limited to paints.
  • Ri represents C 4 -C22, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R2 and R3 independently represent hydrogen, or a Ci-C 4 , saturated or unsaturated, linear or branched, aliphatic hydrocarbon group.
  • R1 is preferably a C 4 -C2o aliphatic group, more preferably a C 5 -C16 aliphatic hydrocarbon group, even more preferably a C6-C12 aliphatic hydrocarbon group, and most preferably a Cs-Cio aliphatic hydrocarbon group.
  • the amide compound is represented by the general formula:
  • R1 represents a C 4 -C 2 2, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R 2 and R3 are methyl.
  • R1 is preferably a C 5 -C16 aliphatic hydrocarbon group, more preferably a C6-C12 aliphatic hydrocarbon group, even more preferably a Cs-Cio aliphatic hydrocarbon group.
  • Examples of the amide compound include and are not limited to N,N-di(2-ethylhexyl)fomnamide, N,N-dicyclohexylfomnamide,
  • N,N-diphenylfomnamide N,N-dibutylacetamide, N,N-dioctylacetamide, N,N-di(2-ethylhexyl)acetamide, N-[3-(2-ethylhexyloxy)propyl]acetamide, N,N-di(2-ethylhexyl)propionamide, N,N-diethylcaprylamide,
  • N,N-dibutylcaprylamide N,N-di(2-ethylhexyl)caprylamide
  • N-octylxylenesulfonamide N,N-dimethyl hexamide, N,N-dimethyl octanamide, N,N-dimethyl decanamide, N,N-dimethyl dodecanamide, N,N-dimethyl decamide, N,N-dimethyl tetradecanamide, and the like.
  • the amide compound may be present in the amount of from 0.01 % to 5% based on the total weight of the composition, preferably from 0.05% to 3%, more preferably from 0.1 % to 1 %, still more preferably from 0.2% to 0.5%.
  • the ethylene oxide/propylene oxide copolymer may notably be selected from those ethylene oxide/propylene oxide block copolymers known to have surfactant behaviours.
  • the ethylene oxide/propylene oxide copolymer may be represented by the general formula :
  • the ethylene oxide/propylene oxide copolymer may be represented by the general formula :
  • n and n are integer of from 1 to 300, preferably from 5 to 250, even more preferably from 10 to 200.
  • the ethylene oxide/propylene oxide copolymer may also be represented by the general formula :
  • n and n are integer of from 1 to 300, preferably from 5 to 250, even more preferably from 10 to 200.
  • the ethylene oxide/propylene oxide copolymer has an HLB (Hydrophile-Lipophile Balance) value in the range of from 6 to 30, more preferably of from 6 to 18.
  • HLB value of ethylene oxide and propylene oxide copolymers can typically be determined according to the method described in "Nonionic Surfactants", Surfactant Science Series Vol. 1 , Marcel Dekker Inc., (1967) p309.
  • the ethylene oxide/propylene oxide copolymer may be a compound represented by any one of general formulas :
  • n and n are integer of from 1 to 300, preferably from 5 to 250, even more preferably from 10 to 200;
  • R 4 is a C1-C18, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group.
  • the ethylene oxide/propylene oxide copolymer may be present in the amount of from 0.01 % to 5% based on the total weight of the composition, preferably from 0.05% to 3%, more preferably from 0.1 % to 1 %, still more preferably from 0.2% to 0.5%.
  • the latex polymer in included in the composition, notably as a binder.
  • the latex polymer can be selected from pure acrylics (comprising acrylic acid, methacrylic acid, acrylate ester, and/or methacrylate ester as the main monomers); styrene acrylics (comprising styrene and acrylic acid, methacrylic acid, acrylate ester, and/or methacrylate ester as the main monomers); vinyl acetate-acrylic co-polymers (comprising vinyl acetate and one or more selected from acrylic acid, methacrylic acid, acrylate ester and methacrylate ester, as the main monomers); and vinyl acetate- ethylene-acrylic co-polymers (comprising ethylene, vinyl acetate, and one or more selected from acrylic acid, methacrylic acid, acrylate ester and methacrylate ester, as the main monomers).
  • the latex polymer may also be polyurethane, polyepoxy, polyester, polysiloxane, polymer from chrorinated alkenyl monomers, polymer from fluorinated alkenyl monomers, and co-polymer comprising 2 or more polymers mentioned above.
  • the latex polymer is a pure acrylic polymer or a styrene acrylic copolymer.
  • the typical monomers from which the latex polymer is formed may comprise at least one acrylic monomer selected from the group consisting of acrylic acid, acrylic acid esters, methacrylic acid, and methacrylic acid esters.
  • the other monomers for making the latex polymer can optionally be selected from one or more monomers selected from the group consisting of styrene, a-methyl styrene, vinyl chloride, acrylonitrile, methacrylonitrile, ureido methacrylate, vinyl acetate, vinyl esters of branched tertiary monocarboxylic acids (e.g.
  • the monomers include one or more monomers selected from the group consisting of n-butyl acrylate, methyl methacrylate, styrene and 2-ethylhexyl acrylate.
  • the latex polymer is a vinyl acetate-acrylic co-polymer which is comprised of acrylic monomers and vinyl acetate monomers.
  • the acrylic monomers can be any acrylic compound having acrylic functionality.
  • Suitable acrylic unsaturated functional monomers include, but are not limited to esters of methacrylic acid including methyl methacrylate and butyl methacrylate, and esters of acrylic acid including ethyl acrylate, butyl acrylate and 2-ethylhexyl acrylate.
  • acrylate monomers include methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, decyl acrylate, methyl methacrylate, butyl methacrylate, iso-butyl methacrylate, iso-bornyl methacrylate hydroxyl ethyl acrylate and hydroxyl ethyl methacrylate.
  • Suitable vinyl acetate monomers can be vinyl acetate, vinyl isopropyl acetate.
  • the vinyl acetate- acrylic co-polymer suitable for the present invention may comprise a co-polymer containing 10 to 30 percent by weight an acrylic monomer and about 70 to 90 percent a vinyl acetate monomer.
  • the vinyl acetate-acrylic co-polymer may comprises one or more additional monomers including ethylenically unsaturated monomers which can be copolymerized with vinyl acetate and/or acrylic compounds, such as vinyl ether, acrylamide, acrylonitrile and unsaturated carboxylic acid.
  • additional monomers including ethylenically unsaturated monomers which can be copolymerized with vinyl acetate and/or acrylic compounds, such as vinyl ether, acrylamide, acrylonitrile and unsaturated carboxylic acid.
  • the latex polymer is a vinyl acetate-ethylene-acrylic co-polymer which is comprised of ethylene and vinyl acetate, and unsaturated co-monomer of any acrylic compound having acrylic functionality.
  • the amount of ethylene monomer used to prepare the vinyl acetate-ethylene-acrylic co-polymer may be from about 5 wt% to about 25 wt%, based on the total weight of monomers used to prepare the vinyl acetate-ethylene-acrylic co-polymer.
  • the amount of vinyl acetate used to prepare the vinyl acetate-ethylene-acrylic co-polymer may be from about 75 wt% to about 95 wt%, based on the total weight of monomers used to prepare the vinyl acetate-ethylene-acrylic co-polymer.
  • the vinyl acetate- ethylene-acrylic co-polymer may further comprise one or more optional unsaturated co-monomers.
  • Such optional co-monomers can include, for example, C1-C12 esters of (meth)acrylic acid.
  • the latex polymer dispersion typically includes from about 30 to about 75% solids and a mean latex particle size of from about 70 to about 650 nm.
  • the latex polymer of the present invention has a mean particle size of less than about 400nm, typically a mean particle size of less than about 200 nm, more typically a mean particle size of less than about 190 nm, and most typically a mean particle size of less than about 175 nm.
  • the polymer has a mean particle size of from about 75 nm to about 400 nm.
  • the latex polymer is typically present in the composition in an amount from about 5 to about 60 percent by weight, and more typically from about 8 to about 40 percent by weight (i.e. the weight percentage of the dry latex polymer based on the total weight of the composition).
  • the composition of the invention comprises (A) an amide compound; (B) an ethylene oxide/propylene oxide copolymer; and (C) a latex polymer;
  • R1 represents a C 4 -C22, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R2 and R3 are methyl.
  • the composition of the invention comprises (A) an amide compound; (B) an ethylene oxide/propylene oxide copolymer; and (C) a pure acrylic polymer or a styrene acrylic copolymer;
  • R1 represents a C 4 -C 2 2, saturated or unsaturated, linear or branched, aliphatic hydrocarbon group
  • R 2 and R3 are methyl.
  • the weight ratio of the amide compound and the ethylene oxide/propylene oxide copolymer is preferably in the range of from 40/60 to 95/5, more preferably from 50/50 to 80/20.
  • the composition of the invention may further comprise water and/or an organic solvent, such as alcohols, formamides, acetamides, glycols, glycolethers, diglymes, glycoletheracetates and ketones.
  • organic solvent examples include: methanol, ethanol, 2-propanol, 1-propanol, butanol, hexanol, 2-ethylhexanol, DMF, DMAC, EG, PG, glycerol, DEG, TEG, hexyleneglycol, alkylcellosolve, alkylcarbitol, PEG monoalkylethers, methylglyme, ethylglyme, ethylenglycolmonomethlyether acetate, acetone, MEK.
  • the composition typically includes at least one pigment.
  • pigment as used herein includes non-film-forming solids such as pigments, extenders, and fillers.
  • the at least one pigment is typically selected from the group consisting of T1O2 (in both anastase and rutile forms), clay (aluminum silicate), CaC03 (in both ground and precipitated forms), aluminum oxide, silicon dioxide, magnesium oxide, talc (magnesium silicate), barytes (barium sulfate), zinc oxide, zinc sulfite, sodium oxide, potassium oxide and mixtures thereof.
  • Suitable mixtures include blends of metal oxides such as those sold under the marks MINEX (oxides of silicon, aluminum, sodium and potassium commercially available from Unimin Specialty Minerals), CELITES (aluminum oxide and silicon dioxide commercially available from Celite Company), ATOMITES (commercially available from English China Clay International), and ATTAGELS (commercially available from Engelhard).
  • the at least one pigment includes T1O2, CaC03 or clay.
  • the mean particle sizes of the pigments range from about 0.01 to about 50 microns.
  • the T1O2 particles used in the aqueous coating composition typically have a mean particle size of from about 0.15 to about 0.40 microns.
  • the pigment can be added to the aqueous coating composition as a powder or in slurry form.
  • the pigment is typically present in the aqueous coating composition in an amount from about 5 to about 50 percent by weight, more typically from about 10 to about 40 percent by weight.
  • the composition can optionally contain additives such as one or more film- forming aids or coalescing agents.
  • Suitable film-forming aids or coalescing agents include plasticizers and drying retarders such as high boiling point polar solvents.
  • Other conventional coating additives such as, for example, dispersants, additional surfactants (i.e. wetting agents), rheology modifiers, defoamers, thickeners, biocides, mildewcides, colorants such as colored pigments and dyes, waxes, perfumes, co-solvents, and the like, can also be used in accordance with the invention.
  • the composition can include less than 2.0% of VOC agents based on the total weight of the aqueous coating composition.
  • VOC agents include ethylene glycol, diethylene glycol, propylene glycol, glycerol (1 ,2,3-trihydroxypropane), ethanol, methanol, 1-methoxy-2-propanol, 2-amino-2-methyl-1 -propanol, and FTS-365 (a freeze-thaw stabilizer from Inovachem Specialty Chemicals).
  • the balance of the composition of the invention is water. Although much of the water is present in the polymer latex dispersion and in other components of the composition, water is generally also added separately to the composition. Typically, the composition includes from about 10% to about 85% by weight and more typically from about 35% to about 80% by weight water. Stated differently, the total solids content of the composition is typically from about 15% to about 90%, more typically, from about 20% to about 65%.
  • the composition of the invention is notably a coating composition, in particular an aqueous coating composition.
  • the composition may be an aqueous solution or dispersion, an oil-in-water emulsion, a water-in-oil emulsion, an oil-water-oil emulsion, a water-oil-water emulsion, an oily solution, an alcoholic solution, and the like.
  • composition of the present invention can be prepared by a process comprising the step of mixing the surfactants and polymers described herein with water, optionally with the additional ingredients and organic solvents described herein.
  • the mixing can be done by any mean well known to a skilled person.
  • the present invention will be explained in greater details through Examples and Comparative Examples, but the present invention is not to be construed as being limited thereto.
  • the acrylic latex used was Saibinol CA-200 obtained from Saiden Chemical.
  • the styrene acrylic latex used was prepared by using the following procedure: in a four-necked separable glass reactor with circulation jacket, 117g of distilled water and 0.6g of anionic reactive surfactant, 2-allyloxy-1 -alkyl(Cio-i 4 )oxy-3-polyethoxylated propane ammonium sulfate ester, were charged and heated up to 80°C.
  • monomer pre-emulsion which was prepared by mixing 80g of styrene, 80g of methylmethacrylate, 80g of 2-ethylhexylmethacrylate, 1.2g of acrylic acid, 2.35g of anionic reactive surfactant, 2-allyloxy-1- alkyl(Cio-i 4 )oxy-3-polyethoxylated propane ammonium sulfate ester, and 138g of water at high speed stirring were added to the reactor. After the mixture reached 80 °C, 7.5g of 2% aqueous solution of ammonium persulfate were charged and kept for 15 minutes before start feeding 95% of the monomer pre-emulsion over 3 hours.
  • Aqueous coating compositions were prepared by mixing the ingredients with distilled water. The compositions were stirred with a magnetic stirrer for 1 hour under 25°C. The visual appearance was then observed by eyes. When the miscibility is poor, one can observe small gel-like particles on surface of the liquid or on the wall of the container.
  • Foaming was evaluated by measuring height of the liquid including foam in the vial.
  • 20g of the aqueous coating compositions were added.
  • the compositions were foamed by shaking the vial upside down 1/sec for 1 min.
  • Foam height was measured at 5 min after shaking.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne une composition qui comprend : (A) un composé amide; (B) un copolymère d'oxyde d'éthylène/oxyde de propylène; et (C) un polymère de latex. La composition est notamment une composition de revêtement.
PCT/EP2018/071878 2018-08-13 2018-08-13 Adjuvant tensioactif pour revêtements WO2020035124A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/EP2018/071878 WO2020035124A1 (fr) 2018-08-13 2018-08-13 Adjuvant tensioactif pour revêtements

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/EP2018/071878 WO2020035124A1 (fr) 2018-08-13 2018-08-13 Adjuvant tensioactif pour revêtements

Publications (1)

Publication Number Publication Date
WO2020035124A1 true WO2020035124A1 (fr) 2020-02-20

Family

ID=63209399

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2018/071878 WO2020035124A1 (fr) 2018-08-13 2018-08-13 Adjuvant tensioactif pour revêtements

Country Status (1)

Country Link
WO (1) WO2020035124A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113214694A (zh) * 2021-02-23 2021-08-06 淮安聚石材料科技有限公司 多功能助剂

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328884A (en) 1990-03-30 1994-07-12 Kanzaki Paper Manufacturing Co., Ltd. Pressure sensitive manifold sheet containing color developer composition
WO2011085310A1 (fr) * 2010-01-11 2011-07-14 Isp Investments Inc. Composition matricielle pour l'administration de composés actifs hydrophobes

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328884A (en) 1990-03-30 1994-07-12 Kanzaki Paper Manufacturing Co., Ltd. Pressure sensitive manifold sheet containing color developer composition
WO2011085310A1 (fr) * 2010-01-11 2011-07-14 Isp Investments Inc. Composition matricielle pour l'administration de composés actifs hydrophobes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Nonionic Surfactants", vol. 1, 1967, MARCEL DEKKER INC., article "Surfactant Science Series", pages: 309

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113214694A (zh) * 2021-02-23 2021-08-06 淮安聚石材料科技有限公司 多功能助剂

Similar Documents

Publication Publication Date Title
CA2711915C (fr) Liants latex, revetements aqueux et peintures presentant une stabilite au gel/degel et procedes d'utilisation correspondants
US10662273B2 (en) Waterborne acrylic dispersions with high biorenewable content
CA2439083C (fr) Compositions de revetement contenant des composes a faible teneur organique volatile
CA2748810A1 (fr) Liants a base de latex, revetements aqueux et peintures stables au gel-degel, et leurs procedes d'utilisation
WO2016111718A1 (fr) Agents de neutralisation d'amine-imino dialcool pour des compositions de revêtement organique aqueuses à faible teneur en composés volatils et leurs procédés d'utilisation
WO2008081036A1 (fr) Agents neutralisants amines pour peintures organiques à faible teneur en composés volatils
WO2016183279A1 (fr) Auxiliaires de dispersion ou mélanges de ceux-ci pour préparer des colorants universels pour peintures aqueuses et non aqueuses et revêtement
DE202015008050U1 (de) N,N-Dialkylglucamine zur Stabilisierung von Polymerdispersionen
US20220154034A1 (en) Use of aqueous copolymer dispersions in preservative-free aqueous coating compositions
US9676932B2 (en) Adsorbing vinyl ester binders
US9359519B2 (en) Surfactants for aqueous based coatings
US4058499A (en) Pigmented latex paints having superior gloss prepared by grinding a pigment into a solution of a copolymer of an unsaturated carboxylic acid
WO2020035124A1 (fr) Adjuvant tensioactif pour revêtements
CA2819606A1 (fr) Diamino alcools et base forte en tant qu'agents de neutralisation pour des compositions de revetement a faible teneur en composes organiques volatils (cov)
EP3374454A1 (fr) Compositions de revêtement à base de latex aqueux
CA2800216A1 (fr) Compositions de revetement filmogenes contenant des solvants de coalescence carboxamides et leurs procedes d'utilisation
US11098147B2 (en) Aqueous polymer dispersions
WO2019120183A1 (fr) Procédé permettant d'améliorer la résistance au frottement de revêtements
CN104411679B (zh) 胺化合物以及它们作为零或低voc中和剂的用途
WO2021143999A1 (fr) Nouvel agent coalescent pour compositions de revêtement et compositions de revêtement le comprenant
CN118339239A (zh) 具有改善的耐湿擦洗性和冻融稳定性的水性涂料组合物
WO2023098621A1 (fr) Composition de revêtement aqueuse présentant une résistance au frottement humide et une stabilité au gel-dégel améliorées
WO2018193009A1 (fr) Adjuvant tensioactif
US20200010718A1 (en) Guar in multicolor water-based paint

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 18755438

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 18755438

Country of ref document: EP

Kind code of ref document: A1