WO1993003085A1 - Procede de preparation d'une composition de revetement aqueuse - Google Patents

Procede de preparation d'une composition de revetement aqueuse Download PDF

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Publication number
WO1993003085A1
WO1993003085A1 PCT/US1992/006498 US9206498W WO9303085A1 WO 1993003085 A1 WO1993003085 A1 WO 1993003085A1 US 9206498 W US9206498 W US 9206498W WO 9303085 A1 WO9303085 A1 WO 9303085A1
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WO
WIPO (PCT)
Prior art keywords
range
polyolefin
weight
chlorinated
composition
Prior art date
Application number
PCT/US1992/006498
Other languages
English (en)
Inventor
Jonathan Edward Lawniczak
Rex Porter Evans
Original Assignee
Eastman 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 Eastman Chemical Company filed Critical Eastman Chemical Company
Publication of WO1993003085A1 publication Critical patent/WO1993003085A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • 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
    • C09D123/00—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers
    • C09D123/26—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers modified by chemical after-treatment
    • C09D123/28—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers modified by chemical after-treatment by reaction with halogens or compounds containing halogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/26—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment

Definitions

  • This invention relates to a process for preparation of compositions which are useful as primers for
  • This invention also relates to compositions prepared by the process of this invention.
  • compositions of this invention are substantially free of organic solvent.
  • thermoplastic olefin and polyethylene is typically difficult because polyolefins are substantially
  • adhesion promoting compositions have previously been overcome by the use of two different approaches which employ adhesion promoting compositions.
  • One approach is to use an adhesion promoting composition as a separate primer coating between the polyolefin substrate and the paint. The primer coating adheres adequately to both the polyolefin and the paint and thereby creates a unitary three component structure with the paint as the outer portion of the structure.
  • Another approach to coating polyolefins has been to use an adhesion promoting composition as an additive along with the paint. This technique is sometimes known in the art as use of a "stir in" adhesion promoter. Numerous polymeric materials have been investigated as possible components for such adhesion promoters.
  • Chlorinated polyolefins have been found to be very satisfactory as the polymeric component for primer compositions due to their cost and performance.
  • U.S. 3,579,485, U.S. 4,070,421, U.S. 4,966,947, U.S. 4,962,149 and U.S. 4,954,573 disclose chlorinated polyolefins which are entirely satisfactory for the polymeric component of adhesion promoting compositions useful for coating polyolefin substrates.
  • chlorinated polyolefins have been used to prepare adhesion promoting compositions which are entirely satisfactory, the chlorinated polyolefins had to be formulated with large quantities of an organic solvent, such as xylene or toluene.
  • an organic solvent such as xylene or toluene.
  • Use of large quantities of an organic solvent is undesirable because unless elaborate solvent recovery methods are employed application of the primer coating composition results in release of the organic solvent into the atmosphere which can result in both pollution problems and health
  • a composition which is comprised of a chlorinated polyolefin, an amine, a surfactant, a polyol and water is disclosed to be useful as a primer coating for polyolefins in WO 90/12656.
  • composition which is comprised of a chlorinated polyolefin and other materials is disclosed to be useful as a coating in Chemical Abstracts 114:187666j.
  • the process can be thought of as composed of two steps.
  • a fluidized mass is
  • composition which is prepared by the process of this invention can be thought of as
  • composition comprising
  • the first step of the process of this invention comprises establishing a fluidized mass of the
  • chlorinated polyolefin and, optionally, the organic solvent.
  • This step can be preformed by conventional equipment and techniques well known in the art.
  • the chlorinated polyolefin must be in the form of particles in order to form a fluidized mass.
  • the size of the particles is not critical and will depend on the
  • the chlorinated polyolefin can be prepared into these particles by techniques well known in the art for preparing particles from a solid polymer.
  • the particles of polymer are prepared in the same vessel used to form the fluidized mass. In this technique, large units of the chlorinated
  • polyolefin are introduced into the vessel equipped with a means to comminute the chlorinated polyolefin into particles.
  • the units of polymer are then comminuted into particles and the means to comminute the polymer is also used to form the fluidized mass.
  • particles of the polymer are introduced into a vessel equipped with a means to form a fluidized mass and the fluidized mass then formed.
  • an organic solvent is included in the fluidized mass.
  • composition is formed by adding to the fluidized mass water, a surfactant and optionally an amine.
  • a surfactant is added to the fluidized mass water, a surfactant and optionally an amine.
  • the sequence of addition of these components is not
  • the fluidized mass either individually in any order or can be combined in any order and then added to the fluidized mass.
  • the surfactant is added first and then the water, and optionally amine, are then added. This step can be performed using equipment and
  • the admixture is formed by introducing the components into the same vessel used to form the
  • the fluidized mass is formed in a vessel equipped with a means for creating high shear, such as a high speed stirrer, and the other components are then added to this vessel while the chlorinated polyolefin and, optionally, the organic solvent are in a fluidized state.
  • a means for creating high shear such as a high speed stirrer
  • chlorinated polyolefin having a molecular weight in the range of 9,000 to 45,000, a softening point in the range of 75 to 105°C and an amount of chlorine in the range of 15 to 35 weight percent, based on the weight of the polyolefin.
  • One embodiment of the chlorinated polyolefin useful in this invention is disclosed in U.S. 3,579,485.
  • the chlorinated polyolefin disclosed in U.S. 3,579,485 is reacted with a hydroxyl group containing primary amine to form a chlorinated, imidized polyolefin.
  • These polyolefins are known in the art and are described in U.S. 4,954,573. Thus, since it is within the scope of the process of this invention to use either the chlorinated, non- imidized polyolefin described in U.S. 3,579,485 or the chlorinated, imidized polyolefin described in U.S.
  • chlorinated polyolefin' is meant to include both of these polymers.
  • the chlorinated polyolefin has a molecular weight in the range of 9,000 to 16,000, a softening point in the range of 80 to 95°C and an amount of chlorine in the range of 18 to 22 percent, based on the weight of the polyolefin.
  • the chlorinated polyolefin has a molecular weight in the range of 9,000 to 16,000, a softening point in the range of 80 to 95°C and an amount of chlorine in the range of 18 to 22 percent, based on the weight of the polyolefin.
  • molecular weight of the chloriated polyolefin is average number molecular weight.
  • the organic solvent which can optionally included along with the chlorinated polyolefin in the fluidized mass can be broadly described as an organic compound that will dissolve the chlorinated polyolefin.
  • the molecular weight of the organic solvent can be in the range of 50 to 200, preferably in the range of 80 to
  • Typical groups of compounds useful for the organic solvent in this invention are aromatic hydrocarbons, chlorinated hydrocarbons, alicyclic hydrocarbons and tetrahydrofuran.
  • the organic solvent is an aromatic hydrocarbon.
  • suitable aromatic hydrocarbons include xylene, toluene and high flash aromatic naphthalenes. The most preferred organic solvents are toluene and xylene.
  • the surfactant useful in this invention can be a non-ionic surfactant or a cationic surfactant.
  • non-ionic surfactant we mean a surfactant which contains no positively or negatively charged functional groups.
  • cationic surfactant we mean a surfactant which ionizes in water to produce a large positively charged ion and a small negatively charged ion.
  • the non-ionic surfactants can have a molecular weight of up to 500 or even higher and can include polymeric materials.
  • surfactants include materials which contain groups of varying polarity whereby one part of the molecule is hydrophilic and the other part of the molecule is hydrophobic. Examples of such materials include polyethyleneoxy polyols and ethoxylated alkyl phenols. Particularly preferred classes of non-ionic surfactants include alkyl phenoxy poly(ethyleneoxy) alcohols and ethoxylated alcohols with HLB values in the range of 11 to 20. Preferably the non-ionic surfactant is an alkyl phenoxy poly(ethyleneoxy) alcohol.
  • the cationic surfactants useful in this invention have a molecular weight in the range of 100 to 1000 and can be broadly be described as alkoxylated amines.
  • the cationic surfactant is an alkoxylated fatty amine or an akloxylated tallow amine.
  • examples of cationic surfactants include Varionic T202 sold by Varionic T202.
  • the amount of surfactant is broadly in the range of 3 to 50 weight % and is preferably in the range of 5 to 40 weight %, and more preferably in the range of 5 to 30 weight %, based on the weight of the chlorinated
  • the amine component which is optionally used in the composition of this invention can be a primary,
  • amine can be aromatic or aliphatic, aliphatic amines are preferred. In a preferred embodiment the aliphatic amine has an amine functionality of between 1 and 3, and optionally contains other oxygen containing functional groups.
  • the amines useful in this invention generally have a
  • a highly preferred group of amines are primary, secondary and tertiary aliphatic amines having a
  • Another group of highly preferred amines within the above classes are those primary, secondary or tertiary aliphatic amines of the above Formulae in which R 1 - R 7 is specifically substituted with or contains one or more hydroxyl (-OH) functionalities.
  • Another group of preferred amines can be
  • n 1 or 2 and R 8 , R 9 , R 10 and R 11 are
  • Yet another group which comprise amines preferred in the practice of the present invention are primary, secondary and tertiary aliphatic amines with an amine functionality of 1-3 which also contain one or more ether or alkoxy linkages. Such materials are sometimes referred to as poly(oxyalkylene)diamines. Ethoxylated or propoxylated materials are particularly preferred.
  • Exemplary amines preferred for use in the present invention include:
  • N,N,N',N'-tetramethyl-1,6-hexanediamine N,N,N',N'-tetramethyl-1,3-propane-diamine
  • N,N,2,2-tetramethyl-1,3-propanediamine tributylamine
  • Preferred amines are triethanolamine
  • a particularly preferred amine is ammonium hydroxide.
  • the amount of amine can be in the range of 0 to 50 weight %, preferably in the range of 0 to 40 weight % and is most preferably in the range of 0 to 30 weight %, based on the weight of the chlorinated polyolefin.
  • compositions of this invention further contain water.
  • the amount of water can vary widely depending on numerous factors, such as the needs of the manufacturer, transportation efficiencies and the needs of the
  • compositions of this invention are selected from these compounds having the same
  • compositions can be manufactured using less water than would typically be required to apply the compositions as a coating and water can be subsequently added by the customer at a later time to prepare a coating
  • composition This can be done by simply pouring additional water into the composition prepared by the manufacturer without having to consider in detail any particular temperature, pressure or time used to prepare the diluted composition.
  • the manufacturer can prepare a "concentrated” product which is low in water and ship the concentrated product to the customer without the necessity of incurring the additional cost of also shipping additional water to the customer.
  • a "concentrated” product is also often desired if the adhesion promoter composition is to be used as an additive to the paint in order to prevent excessive dilution of the paint.
  • compositions of this invention can contain other materials in major amounts.
  • compositions of this invention can contain materials typically used in the paint industry to prepare paint formulations, such as thickeners, wetting agents and flow aids, pigments, resins and solvents.
  • compositions of this invention do not contain
  • polyols that are not present in significant quantities in the compositions of this invention include the polyols disclosed in WO/12656.
  • compositions of this invention can be used as aa adhesion promoting composition according to two different approaches. Selection of the preferred approach depends on numerous factors, such as the specific characteristics of the paint, the particular substrate to be painted, the nature and extent of the other materials to be used in the paint formulation and other factors.
  • the coating compositions of this invention can be used as a separate primer coat by preferably diluting the
  • compositions of this invention can be used as a so-called "stir-in" paint additive.
  • the composition is added admixed with the paint and the resulting admixture is applied to the polyolefin substrate to form a single coating which adheres to the polyolefin substrate.
  • compositions of this invention are particularly useful as adhesion promoters to enhance the adhesion of paints to polyolefin substrates it is within the scope of the invention for the compositions to be used by themselves as a paint to form a final protective coating which not only protects the substrate but also is decorative as a result of the addition of pigments.
  • compositions of this invention are admixtures which have a particle size suitably small to make the admixtures useful in coating embodiments. Therefore, the compositions of this invention include not only what some authorizes call “emulsions” and “dispersions” but include as well as all other physical forms in which the various components can be become admixed. For example, some authorities characterize water containing
  • compositions of the invention were prepared from a chlorinated polyolefin, optionally an organic solvent, a surfactant, water and optionally an amine.
  • the compositions were prepared by a two step procedure in accordance with the process of this invention. First, a fluidized mass of the
  • chlorinated polyolefin was formed which in most cases also included an organic solvent.
  • the fluidized mass was formed in a laboratory scale sealed vessel equipped with a high speed stirrer to fluidize the chlorinated polyolefin and, if used, the organic solvent. After the chlorinated polyolefin and, optionally the organic solvent, were fluidized the water, surfactant and, optionally the amine, were added. Storage stability tests were conducted by visual inspection in glass jars after 4 weeks at 25°C. Paint adhesion tests of selected compositions were conducted in accordance with ASTM D
  • thermoplastic olefins modified with an elastomeric polymer. These materials are generally designated in the trade as “thermoplastic olefins” and are abbreviated “TPO”.
  • TPO thermoplastic olefins
  • the composition was applied by spraying and then dried at room temperature. An automotive topcoat system was then spray applied and baked thirty minutes at 250°F.
  • Example 1
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • chlorinated polyolefin an organic solvent, a surfactant and water.
  • An fluidized mass was prepared composed of 40 grams of a chlorinated, non-imidized polyolefin which has a molecular weight in the range of 9,000 to 16,000, a softening point in the range of 80 to 95°C and an amount of chlorine in the range of 18 to 22 percent, based on the weight of the polyolefin, and 10 grams of xylene. 5 grams of a nonyl phenoxy poly(ethyleneoxy) alcohol and 150 grams of water were added to the fluidized mass in order to form the composition.
  • composition was diluted with sufficient
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a different sequence for the addition of the same materials used in Example 1.
  • a fluidized mass was prepared composed of 40 grams polyolefin, and 10 grams of xylene. 5 grams of a nonyl phenoxy poly(ethleneoxy) alcohol were added to the fluidized mass. Subsequently, 150 grams of water were added to the fluidized mass in order to form the composition.
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • chlorinated polyolefin a surfactant and water.
  • An fluidized mass was prepared composed of 50 grams polyolefin. 5 grams of an alkyl phonoxy
  • composition was diluted with sufficient
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • An fluidized mass was prepared composed of 35 grams of a chlorinated, imidized polyolefin which has a molecular weight in the range of 9,000 to 16,000, a softening point in the range of 80 to 95°C and an amount of chlorine in the range of 18 to 22 percent, based on the weight of the polyolefin, and 15 grams of xylene. 10 grams of an alkyl phenoxy poly(ethyleneoxy) alcohol, 10 grams of dimethylethanolamine and 200 grams of water were added to the fluidized mass in order to form the composition.
  • composition was diluted with sufficient
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • An fluidized mass was prepared composed of 35 grams polyolefin and 15 grams of toluene. 10 grams of an alkyl phenoxy poly(ethyleneoxy) alcohol, 5 grams of ammonium hydroxide (28%) and 150 grams of water were added to the fluidized mass in order to form the
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • a fluidized mass was prepared composed of 64 grams of polyolefin and 16 grams of xylene. 210 grams of an alkyl phenoxy poly(ethyleneoxy) alcohol and 200 grams of water were added to the fluidized mass in order to form the composition.
  • composition was diluted with sufficient additional water to result in a primer coating composition typical of that used in the trade and paint adhesion tests were conducted with the following results.
  • This example illustrates preparation of a
  • composition of the invention using a particular chlorinated polyolefin, an organic solvent, a surfactant and water.
  • a fluidized mass was prepared composed of 64 grams of polyolefin and 16 grams of xylene. 20 grams of a secondary ethoxylated alcohol and 200 grams of water were added to the fluidized mass in order to form the composition.
  • the result of a storage stability test was a broken emulsion. That is the orgainc phase separated from the water phase so that the system was not water reducible.
  • composition was diluted with sufficient
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • a fluidized mass was prepared composed of 40 grams of polyolefin and 10 grams of xylene. 10 grams of an ethoxylated tallow amine and 200 grams of water were added to the fluidized mass in order to form the composition.
  • composition was diluted with sufficient additional water to result in a primer coating
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following
  • This example illustrates preparation of a
  • composition of the invention using a particular
  • chlorinated polyolefin an organic solvent, a surfactant and water.
  • a fluidized mass was prepared composed of 40 grams of polyolefin and 10 grams of xylene. 10 grams of an ethoxylated fatty amine and 200 grams of water were added to the fluidized mass in order to form the composition.
  • composition was diluted with sufficient additional water to result in a primer coating
  • composition typical of that used in the trade and paint adhesion tests were conducted with the following results.

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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)
  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Procédé consistant (A) à établir une masse fluidifiée composée d'une polyoléfine chlorée et, facultativement, d'un solvant organique, et (B) à ajouter à l'eau de la masse fluidifiée un tensio-actif, et facultativement une amine. L'invention concerne également une composition contenant (A) une polyoléfine chlorée, (B) facultativement un solvant organique, (C) un tensio-actif, (D) de l'eau, et (E) facultativement, une amine.
PCT/US1992/006498 1991-08-08 1992-08-03 Procede de preparation d'une composition de revetement aqueuse WO1993003085A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US74192391A 1991-08-08 1991-08-08
US741,923 1991-08-08

Publications (1)

Publication Number Publication Date
WO1993003085A1 true WO1993003085A1 (fr) 1993-02-18

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0774500A1 (fr) 1995-11-15 1997-05-21 Bee Chemical Company Revêtement à base aqueuse monocouche pour les substrats non traités à base de polypropylène

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4212966A (en) * 1978-08-17 1980-07-15 National Distillers & Chemical Corporation Process of preparing finely divided thermoplastic resins
WO1990012056A1 (fr) * 1989-04-04 1990-10-18 Ppg Industries (Deutschland) Gmbh Procede de preparation d'une dispersion aqueuse finement divisee de polyolefine chloree, et son utilisation dans des compositions aqueuses de revetement
US4981730A (en) * 1989-05-19 1991-01-01 Man-Gill Chemical Company Low VOC aqueous coating compositions and coated substrates

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4212966A (en) * 1978-08-17 1980-07-15 National Distillers & Chemical Corporation Process of preparing finely divided thermoplastic resins
WO1990012056A1 (fr) * 1989-04-04 1990-10-18 Ppg Industries (Deutschland) Gmbh Procede de preparation d'une dispersion aqueuse finement divisee de polyolefine chloree, et son utilisation dans des compositions aqueuses de revetement
US4981730A (en) * 1989-05-19 1991-01-01 Man-Gill Chemical Company Low VOC aqueous coating compositions and coated substrates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0774500A1 (fr) 1995-11-15 1997-05-21 Bee Chemical Company Revêtement à base aqueuse monocouche pour les substrats non traités à base de polypropylène

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