WO1995023038A1 - Composition hydrique de revetement a auto-deposition - Google Patents

Composition hydrique de revetement a auto-deposition Download PDF

Info

Publication number
WO1995023038A1
WO1995023038A1 PCT/US1995/001935 US9501935W WO9523038A1 WO 1995023038 A1 WO1995023038 A1 WO 1995023038A1 US 9501935 W US9501935 W US 9501935W WO 9523038 A1 WO9523038 A1 WO 9523038A1
Authority
WO
WIPO (PCT)
Prior art keywords
water
borne
autodepositing
carbon black
dispersant
Prior art date
Application number
PCT/US1995/001935
Other languages
English (en)
Inventor
Mutsumi Hirota
Tamuki Honda
Norifumi Hatano
Shoichi Sangenya
Shunjiro Saiki
Original Assignee
Henkel Corporation
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 Henkel Corporation filed Critical Henkel Corporation
Priority to AU18451/95A priority Critical patent/AU682937B2/en
Priority to BR9506849A priority patent/BR9506849A/pt
Priority to US08/696,958 priority patent/US5760112A/en
Priority to EP95910274A priority patent/EP0746424A4/fr
Priority to MX9603497A priority patent/MX9603497A/es
Publication of WO1995023038A1 publication Critical patent/WO1995023038A1/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
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/12—Sulfonates of aromatic or alkylated aromatic compounds
    • 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
    • C09D5/08—Anti-corrosive paints
    • C09D5/088—Autophoretic paints
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents

Definitions

  • This invention relates to a water-borne autodepositing coating composi ⁇ tion that has an excellent storage stability and that, when brought into contact with an electrochemically active metal surface, e.g., a surface of iron, zinc, iron alloy, or zinc alloy, efficiently coats the metal surface with a high-quality resin coating.
  • This water-borne autodepositing coating composition is an acidic aqueous coating composition that contains water-dispersible or water-soluble organic coating-forming resin, pigment, acid, and oxidizing agent as essential components and may contain metal ions as an optional component.
  • Autodepositing coating compositions are acidic compositions containing organic coating-forming resin that are able to form a resin coating on the surface of an active metal brought into contact with the coating composition.
  • Autodepos ⁇ iting coating compositions are disclosed, inter alia, in Japanese Patent Publica- tion Numbers Sho 47-17630 [17,630/1972], Sho 48-14412 [14,412/1973], Sho 52-21006 [21 ,006/1977], Sho 52-35692 [35,692/1977], Sho 53-15093 [15,093/ 1978], Sho 53-16010 [16,010/1978], and Sho 53-44949 [44,949/1978] and Jap ⁇ anese Patent Application Laid Open [Kokai] Numbers Sho 60-58474 [58,474/ 1985], Sho 61-168673 [168,673/1986], and Sho 61-246267 [246,267/1986].
  • pigment can be added to autodepositing coat ⁇ ing compositions in order, for example, to increase the corrosion resistance or impart the desired tinctorial strength or degree of color.
  • Japanese Patent Pub- lication Numbers Sho 54-13453 [13,453/1979] and Sho 59-275 [275/1984] dis ⁇ close management of the specific amount of pigment used based on the specific type of pigment used and the desired coating color.
  • Japanese Patent Publi ⁇ cation Number Sho 52-35692 [35692/1977] discloses the formation of colored coatings by immersion of the substrate in autodepositing coating compositions containing various types of pigments.
  • Japanese Patent Publica ⁇ tion Number Sho 53-44949 teaches that there are no specific restrictions on type as long as the pigment is stable in the bath.
  • Japanese Patent Application Laid Open Number Sho 60-58474 discloses a dispersant for maintaining the pigment particles in a dispersed state and teaches that the pigment dispersion should be selected in such a manner that the dispersant concentration in the aqueous phase of the autodepositing coating composition does not exceed the critical mi ⁇ celle concentration (“CMC").
  • CMC critical mi ⁇ celle concentration
  • United States Patent Number 4,177,180 discloses autodepositing coating compositions in which the pigment particles are dispersed and stabilized by non- ionic dispersant and also discloses a method for the preparation of such compo ⁇ sitions.
  • United States Patent Number 4,177,180 also states that a uni ⁇ form coating appearance cannot be obtained when a colored coating is pro ⁇ quizzed using pigment dispersed in the form of an autodepositing coating compo- sition.
  • the invention takes as its object the introduction of a black pigment-con ⁇ taining autodepositing coating composition that is able to generate a black coat ⁇ ing of uniform appearance, that exhibits a very good storage stability, and that forms a strongly adherent and highly corrosion-resistant coating.
  • the invention provides a water-borne autodepositing coating composition that has a pH of 1.6 to 5 and comprises, preferably consists essentially of, or still more preferably consists of: water, a water-dispersible or water-soluble organic coating-forming resin, a liquid dispersion of carbon black that was separately prepared and was mixed with other constituents of the auto- deposition composition in the course of making the autodeposition composition, acid, and oxidizing agent, and, optionally, metal ions, wherein said liquid disper ⁇ sion of carbon black, before it was mixed with all of the other ingredients of the autodepositing composition, comprised, preferably consisted essentially of, or more preferably consisted of, water, carbon black, and a dispersant that is a naphthalenesulfonate-formaldehyde condensate conforming to formula (I):
  • X Na, V-;Ca, or NH 4 and n is an integer with a value of at least 1.
  • Description of Preferred Embodiments The most important characteristic feature of the invention is the use, as the liquid dispersion of carbon black incorporated into the water-borne autode ⁇ positing coating composition, of an aqueous carbon black dispersion in which the carbon black is dispersed in water using a naphthalenesulfonate-formalde- hyde condensate conforming to formula (I).
  • the degree of condensation of the naphthalenesulfonate acid-formaldehyde condensate in formula (I), which is indicated by the subscript n in formula (I), is preferably 10 to 30 based on dispersibility considerations.
  • the carbon black concentration in the liquid dispersion of carbon black is also not critical, but a 15 to 50 % dispersion is preferred.
  • the coating compo ⁇ sition preferably contains 0.5 to 7.5 grams per liter (hereinafter usually abbrevi ⁇ ated as "g L") of carbon black and more preferably contains 1.0 to 1.5 g/L of car- bon black.
  • the generally known channel blacks and furnace blacks may be used as the carbon black in the present invention.
  • the heretofore known autodepositing coating compositions are well suit ⁇ ed for use as the autodepositing coating composition employed in the present invention, except for the change in the source of at least some of any carbon black previously used.
  • no new restrictions apply to the organic coating-forming resins usable by the present invention, and those resins hereto ⁇ fore known for this purpose may be used for the present invention.
  • Examples thereof are urethane resins, epoxy resins, polyester resins, and polymeric resins composed of one or more monomers selected from methyl acrylate, ethyl acryl- ate, n-butyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-ethyl- hexyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, 2- hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, glycidyl acrylate, gly- cidyl methacrylate, acrylamide, methacrylamide, acrylonitrile, styrene, ethylene, butadiene, vinyl chloride, vinylidene chloride, vinyl acetate, acrylic acid, metha- crylic acid, and the like.
  • Japanese Patent Application Laid Open Number Sho 60-58474 discloses coating compositions that contain dispersed vinylidene chloride-based copolymer, for example, copolymer composed of 50 to 70 weight % of vinylidene chloride; approximately 5 to 35 weight % of vinyl chloride; ap- proximately 5 to 20 weight % of vinylic compound comprising at least 1 selection from acrylic acid, methacrylic acid, methyl acrylate, ethyl acrylate, butyl acrylate, ethyl methacrylate, acrylamide, methacrylamide, acrylonitrile, and methacryloni- trile; and approximately 0.1 to 5 weight % of sulfoethyl methacrylate.
  • dispersed vinylidene chloride-based copolymer for example, copolymer composed of 50 to 70 weight % of vinylidene chloride; approximately 5 to 35 weight % of vinyl chloride; ap- proximately 5 to 20 weight
  • the pre ⁇ ferred vinylidene chloride-based copolymer disclosed therein contains approxi- mately 15 to 20 weight % of vinyl chloride, 2 to 5 weight % of butyl acrylate, 3 to 10 weight % of acrylonitrile, and approximately 1 to 2 weight % of sulfoethyl methacrylate (for example, DaranTM latices from W R. Grace & Company, Ser- feneTM latices from Morton Chemical, and HaloflexTM 202 from Imperial Chemical Industries).
  • the resin concentration in the water-borne autodepositing coating compo ⁇ sition of the present invention is preferably 5 to 550 g/L and more preferably 50 to 100 g/L.
  • the coating composition according to the invention should have a pH of 1.6 to 5.0: A high-quality coating will not usually be formed when compo ⁇ sitions with a pH outside this range are used.
  • the heretofore known water-borne autodepositing coating compositions usable by the present invention also contain acid and oxidizing agent as essential components, and may contain metal ions as an optional component.
  • water-borne autodepositing coating compositions is the water-borne autodepos- iting coating composition, disclosed in Japanese Patent Application Laid Open Number Sho 49-108135 [108,135/1974], of dispersed resin at approximately 5 to 550 g/L as solids concentration; any suitable acid that can supply hydrogen ions to the composition, but preferably approximately 0.4 to 5.0 g/L of hydrofluor ⁇ ic acid; oxidizing agent, whose type is not critical, but which is preferably hydro ⁇ gen peroxide at not more than approximately 3.0 g/L; and metal compound cap- s able of furnishing metal ions, for example, approximately 1 to 50 g/L in the case of ferric fluoride.
  • Another example is the coating composition disclosed in Jap ⁇ anese Patent Publication Number Sho 53-44949, which contains dispersed resin at approximately 5 to 550 g/L as solids concentration, approximately 0.4 to 5.0 g/L of hydrofluoric acid as acid, not more than approximately 3.0 g/L of hydrogen ⁇ o peroxide as oxidizing agent, and a metal compound, for example, approximately 0.1 to 10.0 g/L in the case of silver fluoride.
  • Hydrogen peroxide 0.10 g/L and deionized water sufficient to make a total of 1 L.
  • the organic coating-forming resin is a vinylidene chloride-based resin
  • the carbon black dispersion contained dispersant as reported in Table 1 in the quantity noted in Table 1 ; the carbon black, a furnace black, was adjusted to a concentration of 25 weight % in the dispersion.
  • C) were evaluated for each autodepositing coating composition prepared for the examples and comparison examples, except that for those of the comparison examples for which the compatibility was unsatisfactory, the accelerated stability was not measured.
  • the compatibility was evaluated using the following scale: + + excellent dispersion x poor dispersion (production of aggregates or viscosity increase during preparation of the dispersion)
  • the accelerated stability was evaluated using the following scale.
  • Preliminarily cleaned cold-rolled steel panels (70 x 150 x 1 mm) were coated by immersion for 180 seconds in the respective baths of the water-borne autodepositing coating compositions described above.
  • the baths were main ⁇ tained at approximately 20° C to 22° C.
  • the panels were dried in an oven at 110° C for 20 minutes and were thereafter subjected to evaluation testing.
  • the thickness of the coating on each test panel was approx ⁇ imately 20 microns for all the examples and for the comparison example with lignosulfate dispersant, the only comparison example which had a satisfactory coating performance.
  • This dispersant had a hydrophile-lipophile balance value of 16.
  • This dispersant had a hydrophile-lipophile balance value of 14.
  • “Comp.” means “Composition”; “Amt.” means “Amount”; “Dis.” means “Dispersant”; “C.B.” means “Carbon Black”; “N F C” means naphthalene-formaldehyde condensate; "AP-EO” means “alkyl phenol-ethylene oxide adduct”; “Imid.” means “imidazoline”; “POE” means “polyoxyethylene”; and “Styr.” means “styrenated”.
  • a cross cut was scribed through the paint film to the base metal, followed by salt-spray testing according to Japanese Industrial Standard Z-2371 for 500 hours. This was followed by tape peeling. Evaluation consisted of measuring the width of peel from the scribed cross (maximum on one side in mm).
  • the solids in the water-borne autodepositing coating composition of the invention do not precipitate, separate, or aggregate during storage. Moreover, when the water-borne autodepositing coating composition of the invention is brought into contact with an active metal surface, for example, the surface of a ferrous, zinciferous, aluminiferous, or magnesium-containing metal, it forms on said metal surface a black resin coating that is strongly adherent, highly corro ⁇ sion resistant, and uniform in appearance.
  • an active metal surface for example, the surface of a ferrous, zinciferous, aluminiferous, or magnesium-containing metal

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)

Abstract

Une composition hydrique de revêtement à auto-déposition, qui présente un pH de 1,6 à 5, contient essentiellement une résine de revêtement organique dispersable ou soluble dans l'eau, une dispersion liquide de noir de carbone, un acide, un agent oxydant et, à titre facultatif, des ions métalliques. Elle présente une excellente stabilité au stockage et donne un revêtement très adhésif et fortement résistant à la corrosion quand la dispersion liquide de noir de carbone est une dispersion aqueuse où ce noir de carbone est dispersé à l'aide d'un condensat de naphtalènesulfonate-formaldéhyde en guise de dispersant.
PCT/US1995/001935 1994-02-23 1995-02-22 Composition hydrique de revetement a auto-deposition WO1995023038A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
AU18451/95A AU682937B2 (en) 1994-02-23 1995-02-22 Water-borne autodepositing coating compositions
BR9506849A BR9506849A (pt) 1994-02-23 1995-02-22 Composição de revestimento autodepositante e processo de formar um revestimento autodepositado em um substrato de metal
US08/696,958 US5760112A (en) 1994-02-23 1995-02-22 Water-borne autodepositing coating compositions
EP95910274A EP0746424A4 (fr) 1994-02-23 1995-02-22 Composition hydrique de revetement a auto-deposition
MX9603497A MX9603497A (es) 1994-02-23 1995-02-22 Composiciones de revestimiento de autodeposito llevadas por las aguas.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP6049687A JPH07233341A (ja) 1994-02-23 1994-02-23 自己析出型水性コーティング組成物
JP6/049687 1994-02-23

Publications (1)

Publication Number Publication Date
WO1995023038A1 true WO1995023038A1 (fr) 1995-08-31

Family

ID=12838102

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/001935 WO1995023038A1 (fr) 1994-02-23 1995-02-22 Composition hydrique de revetement a auto-deposition

Country Status (8)

Country Link
EP (1) EP0746424A4 (fr)
JP (1) JPH07233341A (fr)
AU (1) AU682937B2 (fr)
BR (1) BR9506849A (fr)
CA (1) CA2183994A1 (fr)
MX (1) MX9603497A (fr)
WO (1) WO1995023038A1 (fr)
ZA (1) ZA951347B (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0909799A1 (fr) * 1997-03-17 1999-04-21 Toyo Ink Manufacturing Co. Ltd. Encre d'impression par electrocoagulation
US6130289A (en) * 1998-01-27 2000-10-10 Lord Corporation Aqueous phenolic dispersion
US6383307B1 (en) 1998-01-27 2002-05-07 Lord Corporation Aqueous metal treatment composition
US6476119B1 (en) 1998-01-27 2002-11-05 Lord Corporation Aqueous primer or coating
US8618210B2 (en) 2003-08-25 2013-12-31 Dow Global Technologies, Llc Aqueous polymer dispersions and products from those dispersions
US8852739B2 (en) 2010-02-23 2014-10-07 Evonik Carbon Black Gmbh Carbon black, method for the production thereof, and use thereof
US8915998B2 (en) 2008-11-27 2014-12-23 Evonik Carbon Black Gmbh Pigment granulate, method for producing the same and use thereof
US8946329B2 (en) 2003-08-25 2015-02-03 Dow Global Technologies Llc Coating compositions
US9169406B2 (en) 2003-08-25 2015-10-27 Dow Global Technologies Llc Coating compositions
US9422444B2 (en) 2012-12-28 2016-08-23 Dow Global Technologies Llc Coating compositions
US9938413B2 (en) 2012-12-28 2018-04-10 Dow Global Technologies Llc Coating composition and articles made therefrom

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3671476A (en) * 1969-03-01 1972-06-20 Sumitomo Light Metal Ind Electrodeposition color coating composition and method for electrodeposition color coating of metal therewith
US3998773A (en) * 1975-03-14 1976-12-21 The Dow Chemical Company Hydraulic cement composition
US4001159A (en) * 1973-04-23 1977-01-04 Sumitomo Chemical Company, Limited Aqueous dispersion of olefin-acrylate copolymer
SU637415A1 (ru) * 1977-07-12 1978-12-15 Киевский Филиал По Специальным Видам Печати Всесоюзного Научно-Исследовательского Института Комплексных Проблем Полиграфии Краска дл глубокой или флексографской печати
US4177180A (en) * 1975-09-15 1979-12-04 Amchem Products, Inc. Composition comprising resin and pigment for autodeposition
WO1985002838A1 (fr) * 1983-12-27 1985-07-04 Sandoz Ltd Agent de reduction d'eau utilise dans un mortier et du beton

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3709743A (en) * 1969-11-28 1973-01-09 Celanese Coatings Co Acidic deposition process
US4297259A (en) * 1979-04-18 1981-10-27 Diamond Shamrock Corporation Synthetic polymer emulsifier

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3671476A (en) * 1969-03-01 1972-06-20 Sumitomo Light Metal Ind Electrodeposition color coating composition and method for electrodeposition color coating of metal therewith
US4001159A (en) * 1973-04-23 1977-01-04 Sumitomo Chemical Company, Limited Aqueous dispersion of olefin-acrylate copolymer
US3998773A (en) * 1975-03-14 1976-12-21 The Dow Chemical Company Hydraulic cement composition
US4177180A (en) * 1975-09-15 1979-12-04 Amchem Products, Inc. Composition comprising resin and pigment for autodeposition
SU637415A1 (ru) * 1977-07-12 1978-12-15 Киевский Филиал По Специальным Видам Печати Всесоюзного Научно-Исследовательского Института Комплексных Проблем Полиграфии Краска дл глубокой или флексографской печати
WO1985002838A1 (fr) * 1983-12-27 1985-07-04 Sandoz Ltd Agent de reduction d'eau utilise dans un mortier et du beton

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0909799A1 (fr) * 1997-03-17 1999-04-21 Toyo Ink Manufacturing Co. Ltd. Encre d'impression par electrocoagulation
EP0909799A4 (fr) * 1997-03-17 1999-05-06
US6130289A (en) * 1998-01-27 2000-10-10 Lord Corporation Aqueous phenolic dispersion
US6383307B1 (en) 1998-01-27 2002-05-07 Lord Corporation Aqueous metal treatment composition
US6476119B1 (en) 1998-01-27 2002-11-05 Lord Corporation Aqueous primer or coating
US9169406B2 (en) 2003-08-25 2015-10-27 Dow Global Technologies Llc Coating compositions
US8946329B2 (en) 2003-08-25 2015-02-03 Dow Global Technologies Llc Coating compositions
US8618210B2 (en) 2003-08-25 2013-12-31 Dow Global Technologies, Llc Aqueous polymer dispersions and products from those dispersions
US9416291B2 (en) 2003-08-25 2016-08-16 Dow Global Technologies Llc Coating compositions
US8915998B2 (en) 2008-11-27 2014-12-23 Evonik Carbon Black Gmbh Pigment granulate, method for producing the same and use thereof
US8852739B2 (en) 2010-02-23 2014-10-07 Evonik Carbon Black Gmbh Carbon black, method for the production thereof, and use thereof
US9422444B2 (en) 2012-12-28 2016-08-23 Dow Global Technologies Llc Coating compositions
US9938413B2 (en) 2012-12-28 2018-04-10 Dow Global Technologies Llc Coating composition and articles made therefrom

Also Published As

Publication number Publication date
EP0746424A4 (fr) 1998-06-10
AU682937B2 (en) 1997-10-23
EP0746424A1 (fr) 1996-12-11
BR9506849A (pt) 1997-09-30
CA2183994A1 (fr) 1995-08-31
JPH07233341A (ja) 1995-09-05
AU1845195A (en) 1995-09-11
MX9603497A (es) 1997-05-31
ZA951347B (en) 1995-10-24

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