CN116137866A - Coating composition and coated article - Google Patents

Coating composition and coated article Download PDF

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Publication number
CN116137866A
CN116137866A CN202180058947.6A CN202180058947A CN116137866A CN 116137866 A CN116137866 A CN 116137866A CN 202180058947 A CN202180058947 A CN 202180058947A CN 116137866 A CN116137866 A CN 116137866A
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Prior art keywords
coating composition
surfactant
acetylenic diol
coating
mass
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Inventor
山口诚太郎
中谷安利
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Daikin Industries Ltd
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Daikin Industries Ltd
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    • 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
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • 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
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • 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
    • 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
    • C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • 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
    • C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/18—Homopolymers or copolymers of tetrafluoroethene
    • 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
    • C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/20—Homopolymers or copolymers of hexafluoropropene
    • 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
    • C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such 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
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C09D201/04—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing halogen atoms
    • 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
    • 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
    • C09D7/20—Diluents or solvents
    • 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
    • C09D7/45—Anti-settling 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
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic

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  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Provided are a coating composition having good mechanical stability and excellent film forming property, and a coated article obtained by coating the coating composition. A coating composition comprising a fluoropolymer (a) having a cumulative particle diameter of 0.4 [ mu ] m or more and less than 1.0 [ mu ] m, a non-alkylphenol type nonionic surfactant (b) and an acetylenic diol type surfactant (c), wherein the residual amount of the acetylenic diol type surfactant (c) in thermogravimetric analysis at 300 ℃ is 3.0 mass% or more.

Description

Coating composition and coated article
Technical Field
The present invention relates to a coating composition and a coated article.
Background
The fluororesin has excellent heat resistance, chemical resistance, water and oil repellency, tackiness resistance, slidability, and the like. Thus, fluororesin has been used as a coating material in the fields of mold release materials, household appliances such as rolls for office automation [ OA ] equipment and irons, kitchen appliances such as frying pans and heating plates, food industry, electric industry, mechanical industry, and the like.
Patent document 1 discloses a fluororesin aqueous dispersion composition in which an aliphatic polyoxyalkylene ether dispersant having a 50% decomposition temperature of 250 ℃ or higher is mixed with a tetrafluoroethylene polymer.
Patent document 2 discloses an aqueous fluoropolymer dispersion comprising a melt-processible fluoropolymer and a fluorinated surfactant having a molecular weight of 1000g/mol or less in an amount of less than 10ppm based on the weight of the fluoropolymer solid content.
Patent document 3 discloses an aqueous coating composition comprising a melt-processable fluororesin, a nonionic surfactant and a specific polyol, wherein the concentration of the fluorosurfactant is low, and the film-forming property and storage stability are excellent.
Patent document 4 discloses an aqueous fluororesin dispersion containing no fluorine-based surfactant but containing an acetylenic diol-based surfactant.
Prior art literature
Patent literature
Patent document 1: international publication No. 2003/106556
Patent document 2: japanese patent application laid-open No. 2006/522836
Patent document 3: international publication No. 2009/028385
Patent document 4: japanese patent laid-open No. 2009-161616
Disclosure of Invention
Problems to be solved by the invention
The purpose of the present invention is to provide a coating composition which has good mechanical stability and excellent film forming properties, and a coated article obtained by coating the coating composition.
Means for solving the problems
The present invention relates to a coating composition comprising 98% of a fluoropolymer (a) having a cumulative particle diameter of 0.4 [ mu ] m or more and less than 1.0 [ mu ] m, a non-alkylphenol type nonionic surfactant (b) and an acetylenic diol type surfactant (c),
the residue of the acetylenic diol surfactant (c) at 300 ℃ in thermogravimetric analysis is 3.0 mass% or more.
The nonionic surfactant (b) is preferably of the formula (I):
R-O-A-H(I)
(wherein R represents a linear or branched saturated or unsaturated acyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms or a saturated cyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms A is a polyoxyalkylene chain having 3 to 25 oxyethylene units and 0 to 5 oxypropylene units).
The acetylenic diol surfactant (c) is preferably an ethylene oxide adduct of acetylenic diol.
The acetylenic diol surfactant (c) preferably has an HLB of more than 4.
The coating composition of the present invention preferably further contains a water-soluble polyol (d) having a boiling point of 100 ℃ or higher and 2 or more hydroxyl groups.
The water-soluble polyol (d) having a boiling point of 100 ℃ or higher and 2 or more hydroxyl groups is preferably ethylene glycol.
The fluoropolymer (a) is preferably at least one selected from the group consisting of tetrafluoroethylene [ TFE ]/hexafluoropropylene [ HFP ] copolymer [ FEP ] and TFE/perfluoro (alkyl vinyl ether) [ PAVE ] copolymer [ PFA ].
The present invention also relates to a coated article obtained by applying the coating composition.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the present invention, a coating composition having good mechanical stability and excellent film forming property and a coated article obtained by coating the coating composition can be provided.
Detailed Description
The present invention is described in detail below.
The coating composition of the present invention is an aqueous dispersion composition containing 98% of a fluoropolymer (a) having a cumulative particle diameter of 0.4 [ mu ] m or more and less than 1.0 [ mu ] m, a non-alkylphenol type nonionic surfactant (b) and an acetylenic diol type surfactant (c) having a residual amount of 3.0 mass% or more at 300 ℃ in thermogravimetric analysis. The coating composition of the present invention is a coating composition which has excellent mechanical stability and film forming properties by using a combination of a non-alkylphenol type nonionic surfactant (b) and a specific acetylenic diol type surfactant (c).
The above mechanical stability refers to the following properties: in the case of liquid transportation or redispersion, it is difficult to form a non-redispersible aggregate even when strong stirring or shearing force is applied by a homogenizer or the like.
The fluororesin tends to have a large surface tension, and when the aqueous fluororesin dispersion is applied to various substrates, shrinkage occurs, which makes it impossible to form a coating film in a beautiful manner, or the aqueous fluororesin dispersion tends to have problems in storage stability and mechanical stability.
In the present invention, the use of the non-alkylphenol type nonionic surfactant (b) and the specific acetylenic diol type surfactant (c) provides a coating film having good coating properties, no cracking after the coating film, and stable dispersion of the fluororesin in the coating composition.
When the surfactant (b) is used in the coating composition containing a fluororesin, the mechanical stability of the coating composition is improved. When the surfactant (c) is used, the mechanical stability of the coating composition can be improved, and the film forming property and the smoothness of the coating film can be improved.
The acetylenic diol surfactant (c) is a surfactant having a carbon-carbon triple bond in the molecule. Examples of the acetylenic diol surfactant (c) include acetylenic diol (having both an acetylene bond and 2 hydroxyl groups in the same molecule) surfactants and surfactants in which an alkylene oxide unit is added to acetylenic diol.
Specific examples of such an acetylenic diol surfactant include a compound represented by the following general formula (1) and/or a compound represented by the following general formula (2).
[ chemical formula 1 ]
Figure BDA0004113617770000031
[ chemical formula 2 ]
Figure BDA0004113617770000041
(wherein R is 1 And R is 2 Each independently represents an alkyl group having 3 to 9 carbon atoms, R 3 And R is 4 Each independently represents an alkylene group having 1 to 4 carbon atoms, m and n are integers, and the sum of m and n represents 2 to 50. )
The residue of the acetylenic diol surfactant (c) at 300 ℃ in thermogravimetric analysis is 3.0 mass% or more. The use of the acetylenic diol surfactant (c) having a residual amount of 3.0 mass% or more at 300 ℃ in thermogravimetric analysis is preferable in that the acetylenic diol surfactant (c) remains in the coating film even when heated at a high temperature during hot melting, and thus can exhibit various functions.
In the present invention, the residual mass ratio at 300℃is the mass ratio of the sample remaining at 300℃by heating 10mg of the sample from room temperature at a heating rate of 10℃per minute using a differential thermal/thermogravimetric measurement apparatus [ TG-DTA ] (trade name: TG/DTA7200, manufactured by Hitachi High-Tech Science Co., ltd.).
In the present invention, the acetylenic diol surfactant (c) is preferably an ethylene oxide adduct of acetylenic diol represented by the above general formula (2). The residual amount of the ethylene oxide adduct of acetylenic diol at 300℃in the thermogravimetric analysis is preferably 3.0 mass% or more, since a good effect can be obtained even when the mixture is cured by heating at a high temperature.
The acetylene glycol-based surfactant may be commercially available. Examples thereof include Surfynol (registered trademark) 440, 465, 485, SE, 2502, olfine (registered trademark) PD-002W, exp.4200, E1004, E1010 (all manufactured by the westernum chemical industry company), actylenol (registered trademark) E00, actylenol E13T, actylenol E40, actylenol E60, actylenol E100, actylenol E200 (manufactured by Kawaken Fine chemicals co., ltd.).
The HLB of the acetylenic diol surfactant (c) is preferably more than 4, more preferably 5 or more. More preferably 6 or more, and most preferably 8 or more.
The acetylenic diol surfactant having a high HLB has excellent heat resistance. The use of an acetylenic diol surfactant having a high HLB improves the film forming property of the coating composition. In addition, the acetylenic diol surfactant having a high HLB has excellent solubility in an aqueous medium, and the coating composition has more excellent mechanical stability.
In the present invention, HLB is a value defined by the following calculation formula by the griffin method.
HLB value = 20× [ sum of formulae of hydrophilic portion ]/molecular weight
The coating composition of the present invention preferably contains the acetylenic diol surfactant (c) in an amount of 0.05 to 5.0% by mass based on the fluoropolymer (a). The lower limit of the content of the acetylenic diol surfactant (c) is more preferably 0.1 mass%, and still more preferably 0.5 mass%. The upper limit of the acetylenic diol surfactant (c) is more preferably 3.0 mass%, and still more preferably 2.0 mass%. When the content of the acetylenic diol surfactant (c) is within this range, the coating composition is excellent in film forming property and mechanical stability.
The 98% cumulative particle diameter of the fluoropolymer (a) is 0.4 μm or more and less than 1.0 μm. The 98% cumulative particle diameter is the particle diameter at the point where the cumulative value from the minimum point of the volume converted from the particle diameter is 98%.
Since 98% of the cumulative particle diameter is 0.4 μm or more and less than 1.0 μm, a coating film having good mechanical stability and excellent surface smoothness of the coating composition can be produced. The preferred lower limit is 0.5 μm and the preferred upper limit is 0.9. Mu.m.
Such a fluoropolymer (a) is preferably produced by an emulsion polymerization method.
By using the emulsion polymerization method, a fluoropolymer (a) having a 98% cumulative particle diameter of 0.4 μm or more and less than 1.0 μm can be easily obtained.
The fluoropolymer (a) is preferably particles having a 98% cumulative particle diameter of 0.4 μm or more and less than 1.0 μm and an average particle diameter of 0.01 or more and less than 1.0 μm. If the average particle diameter is less than 0.01. Mu.m, the mechanical stability of the particles composed of the fluororesin (a) may be poor, and the mechanical stability and storage stability of the coating composition may be poor. If the average particle diameter is 1.0 μm or more, the particles of the fluoropolymer (a) may lack uniform dispersibility, and when the coating composition is used for coating, a coating film having a smooth surface may not be obtained, and the physical properties of the coating film may be poor. The more preferable lower limit is 0.05 μm, and the more preferable upper limit is 0.8. Mu.m.
The 98% cumulative particle diameter and the average particle diameter were measured by a particle size distribution measuring apparatus (Microtrac MT-3000EXII type manufactured by Microtrac BEL Co.) using laser diffraction.
By this means, the average particle diameter and 98% cumulative particle diameter were automatically calculated.
In the present invention, the average particle diameter is a 50% cumulative particle diameter automatically calculated by the apparatus.
The fluoropolymer (a) is not particularly limited, and examples thereof include polytetrafluoroethylene [ PTFE ], tetrafluoroethylene [ TFE ]/hexafluoropropylene [ HFP ] copolymer [ FEP ], TFE/perfluoroalkyl vinyl ether [ PAVE ] copolymer [ PFA ], and the like. In particular, it is preferable to use at least one copolymer selected from the group consisting of TFE/HFP copolymer [ FEP ] and TFE/PAVE copolymer [ PFA ] as the melt-processible fluororesin.
The HFP unit of the FEP exceeds 2% by mass, preferably 20% by mass or less, and more preferably 10% by mass to 15% by mass.
PAVE in the PFA is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably perfluoromethyl vinyl ether, perfluoroethyl vinyl ether or perfluoropropyl vinyl ether.
The PAVE unit of the PFA is more than 2.0% by mass, preferably 5.0% by mass or less, and more preferably 2.5% by mass to 4.0% by mass.
The FEP and PFA may have the above compositions, and other monomers may be polymerized. As the other monomer, for example, PAVE is given in the case of the FEP, and HFP is given in the case of the PFA. The other monomer may be used in an amount of 1 or 2 or more.
The other monomer varies depending on the kind thereof, and is preferably 1 mass% or less of the mass of the fluororesin. The upper limit is more preferably 0.5 mass%, and the upper limit is still more preferably 0.3 mass%.
The nonionic surfactant (b) is a nonionic surfactant which does not contain a benzene ring in the structure. For example, nonionic surfactants derived from polyoxyethylene alkyl ether-based natural alcohols and the like can be used. The acetylenic diol surfactant is not contained in the non-alkylphenol type nonionic surfactant (b).
The nonionic surfactant (b) is preferably of the following general formula (I):
R-O-A-H(I)
(wherein R represents a linear or branched saturated or unsaturated acyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms or a saturated cyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms A is a polyoxyalkylene chain having 3 to 25 oxyethylene units and 0 to 5 oxypropylene units).
The nonionic surfactant represented by the above general formula (I) is preferably represented by the following general formula (II):
C x H 2x+1 CH(C y H 2y+1 )C z H 2z O(C 2 H 4 O) n H(II)
(wherein x represents an integer of 1 or more, y represents an integer of 1 or more, z represents 0 or 1, wherein x+y+z represents an integer of 8 to 18, and n represents an integer of 4 to 20), or a polyoxyethylene alkyl ether surfactant represented by formula (I)
The following general formula (III):
C x H 2x+1 -O-A-H(III)
(wherein x represents an integer of 8 to 18, A represents a polyoxyalkylene chain having 5 to 20 oxyethylene units and 1 or 2 oxypropylene units).
The HLB of the non-alkylphenol type nonionic surfactant (b) is preferably 10 to 15. More preferably, the HLB is in the range of 12 to 14. When the amount is within this range, a coating composition excellent in storage stability can be obtained.
The content of the non-alkylphenol type nonionic surfactant (b) may be an amount which stabilizes the dispersion state of the coating composition of the present invention, and for example, it is preferably 3 to 15% by mass, more preferably 5 to 12% by mass, relative to the fluoropolymer (a).
In the conventional fluororesin dispersion, the storage stability is generally insufficient when the content of the fluorosurfactant is reduced, but the coating composition of the present invention exhibits excellent storage stability. The reason for this is not clear, but it is considered that excellent storage stability can be obtained by adsorption of the non-alkylphenol type nonionic surfactant (b) on the fluororesin.
The coating composition of the present invention preferably does not contain a silicone surfactant. This is because, when a silicone surfactant is contained, shrinkage and pinholes may occur at the time of coating, which is disadvantageous from the viewpoint of the disadvantage.
The coating composition of the present invention preferably further comprises the above-mentioned water-soluble polyol (d) having a boiling point of 100 ℃ or higher and 2 or more hydroxyl groups.
When the polymer is applied to an object to be coated and dried, the polyol (d) remains in the coating film even after the evaporation of water, and exhibits an effect of preventing cracking (so-called mud cracking) caused by shrinkage of the coating film due to the evaporation of the solvent or water. Therefore, the coating composition of the present invention is less likely to cause mud cracking during coating by containing the polyol (d). In addition, the polyol (d) is decomposed slowly during firing, and thus does not cause coloration of the coating film.
The boiling point of the polyol (d) is preferably 100℃or higher. If the boiling point is less than 100 ℃, the film evaporates earlier than water during drying, and the film cannot remain in the coating film after drying, which makes it difficult to contribute to improvement of the film forming property. The boiling point is preferably at least the drying temperature, more preferably at least 150 ℃, and still more preferably at least 180 ℃.
The polyol (d) is preferably a water-soluble substance having 2 or more hydroxyl groups. Compounds having a hydroxyl number of 1 or zero and a boiling point of 100 ℃ or higher tend to be difficult to mix homogeneously due to poor hydrophilicity. The polyol (d) preferably has 2 to 3 hydroxyl groups, from the viewpoint of being liquid at room temperature and having a high mud crack preventing effect.
The polyol (d) preferably emits light by final evaporation or decomposition by heating during firing. Therefore, the polyol (d) having a boiling point or thermal decomposition temperature of not higher than the melting temperature of the fluororesin, preferably not higher than 340℃is preferable.
Examples of the polyol (d) include ethylene glycol (boiling point: 198 ℃ C.), 1, 2-propanediol (188 ℃ C.), 1, 3-propanediol (214 ℃ C.), 1, 2-butanediol (190 ℃ C.), 1, 3-butanediol (208 ℃ C.), 1, 4-butanediol (229 ℃ C.), 1, 5-pentanediol (242 ℃ C.), 2-butene-1, 4-diol (235 ℃ C.), glycerin (290 ℃ C.), 2-ethyl-2-hydroxymethyl-1, 3-propanediol (295 ℃ C.), 1,2, 6-hexanetriol (178 ℃ C./5 mmHg), triethylene glycol (288 ℃ C.), and the like. Among them, ethylene glycol is preferable in view of excellent film forming property.
The blending amount of the polyol (d) is preferably 5 to 18 parts by mass, more preferably 7 to 15 parts by mass, and particularly preferably 7 to 12 parts by mass, based on 100 parts by mass of the fluoropolymer (a). If the amount is less than 5 parts by mass, the effect of preventing occurrence of mud cracking may be weakened, and if it exceeds 18 parts by mass, the coating film may be clouded.
The coating composition of the present invention comprises an aqueous medium. The aqueous medium may be water alone or an aqueous mixed solvent in which water and a water-soluble compound are combined.
The coating composition of the present invention may contain other resins as required within a range that does not impair the features of the present invention.
The other resin is not particularly limited, and examples thereof include polyethylene oxide (dispersion stabilizer), phenol resin, urea resin, epoxy resin, melamine resin, polyester resin, polyether resin, acrylic silicone resin, silicone polyester resin, and the like.
The coating composition of the present invention may further contain additives used in general coating compositions in order to improve coatability, properties of the obtained coating film, and the like.
The additives are not particularly limited and may be selected according to the application of the coated article obtained, and examples thereof include leveling agents, solid lubricants, wood flour, silica sand, carbon black, diamond, tourmaline, germanium, alumina, silicon nitride, fluorite, clay, talc, extender pigments, various fillers, conductive fillers, brightening materials, pigments, fillers, pigment dispersants, anti-settling agents, moisture absorbers, surface regulators, thixotropy imparting agents, viscosity regulators, anti-gelling agents, ultraviolet absorbers, light stabilizers, plasticizers, anti-blooming agents, anti-skinning agents, anti-scratch agents, mold inhibitors, antibacterial agents, antioxidants, antistatic agents, silane coupling agents, defoamers, drying agents, and anti-shrinkage agents.
Examples of the brightening material include mica, metal powder, glass beads, glass bubbles, glass flakes, and glass fibers. When the coating composition of the present invention contains such a bright material, a coating film having an excellent appearance can be formed. The content of the brightening material is preferably 0.1 to 10.0% by mass based on the solid content of the coating composition.
The metal powder is not particularly limited, and examples thereof include: powder of elemental metals such as aluminum, iron, tin, zinc, gold, silver, copper, etc.; powder of an alloy such as aluminum alloy and stainless steel. The shape of the metal powder is not particularly limited, and examples thereof include a pellet shape, a flake shape, and the like. The coating composition of the present invention may be a clear coating material containing no such coloring components.
Examples of the viscosity modifier include methylcellulose, alumina sol, polyvinyl alcohol, and carboxylated vinyl polymer.
Examples of the antifoaming agent include toluene, xylene, nonpolar solvents such as hydrocarbons having 9 to 11 carbon atoms, silicone oils, and the like.
Examples of the drying agent include cobalt oxide.
The coating composition of the present invention contains the fluoropolymer (a) and, if necessary, solid components such as inorganic materials, and the content of these solid components is preferably 20 to 80% by mass, particularly preferably 30 to 70% by mass. If the solid content is less than 20 mass%, it may be difficult to obtain a thick film by one application, and if it exceeds 80 mass%, the viscosity increases, and it may be difficult to apply a spray coating.
The coating composition of the present invention can be prepared by a usual method. For example, the fluorine-containing polymer (a) can be prepared by adding the nonionic surfactant (b), the acetylenic diol surfactant (c), other additives and the like to an aqueous fluororesin dispersion in which the fluorine-containing polymer (a) is dispersed in an aqueous medium, mixing the mixture with stirring, and stirring and mixing the mixture at 5 to 30 ℃ for 10 to 40 minutes. Further, an aqueous medium may be added to adjust the solid content concentration.
The coating composition of the present invention can be suitably used as a coating material, a top coating material, or a middle coating material. In addition, the coating composition can be used as a coating for a lining layer.
As the coating method, various coating methods similar to the conventional methods can be used, and examples thereof include a dipping method, a spraying method, a roll coating method, a doctor blade method, a spin coating method, a curtain coating method, and the like.
The coating composition of the present invention may be directly applied to a substrate, but in order to improve adhesion, it is preferable to provide a primer layer and apply it thereon. The substrate is not particularly limited, and for example, various metals, enamels, glasses, and various ceramics can be used, and in order to improve adhesion, it is preferable to roughen the surface by sand blasting or the like.
Next, the coating composition applied to the substrate is dried. The coating composition of the present invention is characterized in that no mud cracks are generated in the drying stage. The drying may be carried out under usual conditions depending on the boiling point of the polyol (d) used, and is preferably carried out at room temperature to 150℃and more preferably at 80℃to 150℃for 5 minutes to 20 minutes, so that the dry-to-touch is achieved.
The dried coating film is fired (processed). The firing (processing) temperature and time vary depending on the kind of the fluororesin, the melting temperature, etc., and are usually carried out at 340 to 415 ℃ for 5 to 30 minutes at or above the melting temperature of the fluororesin.
In the case of providing the primer layer, the coating composition of the present invention may be applied, dried, and fired (two-coat two-bake method), the coating composition of the present invention may be applied, dried, and fired simultaneously (two-coat one-bake method), the intermediate coating containing the bright material as the coating composition of the present invention may be applied, dried, and then the top coating as the clear coating other than the coating composition of the present invention may be applied and dried, and then the two-coat one-bake method may be performed simultaneously. The primer layer may be coated with a middle coating material containing a brightening agent and a top coating material as a clear coating material, which are both coating compositions of the present invention, in this order.
According to the coating composition of the present invention, a thick film coating film having a film thickness of 30 μm or more, which is a molten coating film, can be obtained by one-time coating.
The following coated article is also one of the present invention, and is characterized by being obtained by applying the coating composition of the present invention.
Examples of the coated article of the present invention include cooking devices such as frying pans, striped square trays, pressure cookers, other various kinds of pans, electric cookers, rice cake makers, ovens, baking trays, toasters, kitchen knives, and gas cookers; food containers such as electric kettles and ice making trays; mixing roll, roller, conveyer, feed hopper and other food industry parts; industrial products such as rolls for office automation equipment [ OA ], OA belts, OA separating claws, paper making rolls, and calender rolls for film production; demolding a mold for molding foamed styrene, a mold for molding a mold plate for molding plywood/decorative board, and the like; kitchen supplies such as smoke exhaust ventilator; frozen food manufacturing devices such as conveyor belts; saw, file, mould, awl, etc.; household articles such as flatirons, scissors, kitchen knives and the like; metal foil, wire; sliding bearings for food processors, packaging machines, textile machines, etc.; sliding parts of camera/clock; automotive parts such as pipes, valves, bearings, etc.; snow shovels, hoe heads, parachutes, ship bottoms, boilers, industrial vessels (particularly for the semiconductor industry), printed circuit boards, components of fuel cells, insulating tapes, lining for wall materials, tents, construction sheets, glass cloths used in applications such as lighting covers, medical guidewires, catheters, sheaths, catheter sheaths, and the like.
In particular, the present invention can be suitably used for components of cooking devices, kitchen supplies, glass cloths, medical guidewires, catheters, sheaths, catheter sheaths, and fuel cells.
Examples
The present invention will be specifically described below based on examples.
In the following examples, unless otherwise mentioned, "parts" and "%" represent "parts by mass" and "% by mass", respectively.
(98% cumulative particle diameter and average particle diameter of fluororesin (a))
The measurement was performed by a particle size distribution measuring apparatus (Microtrac MT-3000EXII type manufactured by Microtrac BEL Co.) using laser diffraction.
The average particle diameter (50% cumulative particle diameter) and 98% cumulative particle diameter were automatically calculated by the apparatus.
(residual mass ratio of the acetylenic diol surfactant at 300 ℃ C.)
A10 mg sample was warmed up from room temperature at a warming rate of 10℃per minute by using a differential thermal/thermogravimetry apparatus [ TG-DTA ] (trade name: TG/DTA7200, manufactured by Hitachi High-Tech Science Co., ltd.) to calculate the mass ratio of the sample remaining at 300 ℃.
(mechanical stability)
The coating compositions obtained in the examples and comparative examples were continuously stirred at 40℃and 300rpm for 6 hours, and the coating compositions were judged to be good if not coagulated and poor if coagulated.
(film Forming Property)
The coating compositions obtained in examples and comparative examples were applied to non-sandblasted aluminum plates by spraying, and the coating compositions after drying (100 ℃ C., 15 minutes) and firing (380 ℃ C., 20 minutes) had a film thickness of 20 μm or more, and were found to be satisfactory when no cracks were generated, and were found to be defective when cracks were generated.
Example 1
An aqueous PFA dispersion having a solid content concentration of 20.0% and containing PFA particles composed of TFE units and perfluoro (propyl vinyl ether) (PPVE) units was obtained by a known emulsion polymerization method. To the obtained aqueous PFA dispersion, 10% of polyoxyethylene alkyl ether (Noigen TDS-80C, HLB =13 manufactured by first industrial pharmaceutical co., ltd.) was added to PFA, and the mixture was concentrated by a known phase separation concentration method.
The supernatant phase was removed, and the concentrated phase was recovered, whereby an aqueous PFA dispersion having a solid content concentration of 64.0% in PFA, a nonionic surfactant content of 3.0% in PFA, a 98% cumulative particle diameter of 0.55 μm in PFA and an average particle diameter of 0.35 μm was obtained.
To 78.1 parts by mass of the obtained PFA aqueous dispersion, 12.0 parts by mass of a 20% aqueous solution of polyoxyethylene alkyl ether (Noigen TDS-70 (HLB value=12) manufactured by first industrial pharmaceutical co., ltd.), 3.5 parts by mass of a 20% aqueous solution of polyoxyethylene alkyl ether (Noigen TDS-50 (HLB value=10.5) manufactured by first industrial pharmaceutical co., ltd.), 5.0 parts by mass of ethylene glycol, 0.5 parts by mass of an acetylenic glycol-based active agent (Surfynol 440 (HLB value=8) manufactured by japanese chemical co., ltd.) and 6.4 parts by mass of pure water were added to prepare a coating composition.
The residual amount of the acetylenic diol-based active agent (Surfynol 440 (HLB 8) manufactured by Nissan chemical Co., ltd.) at 300℃in the thermogravimetric analysis was 6% by mass.
The obtained coating compositions were evaluated for mechanical stability and film forming property. The results are shown in Table 1.
Example 2, 3
The coating compositions were prepared in the same manner as in example 1 except that the raw material composition ratios of the coating compositions were adjusted as shown in table 1, and the obtained coating compositions were evaluated for various properties. The results are shown in Table 1.
[ Table 1 ]
Figure BDA0004113617770000121
Example 4
A coating film formed from the obtained coating composition was evaluated for various properties in the same manner as in example 1 except that an aqueous FEP dispersion (98% cumulative particle diameter 0.51 μm, average particle diameter 0.20 μm, solid content concentration of FEP 65.0 mass% and content of Leocol TD-90D (HLB value=13)) was used instead of the aqueous PFA dispersion, and the blending amount of the coating composition was adjusted as shown in table 2. The results are shown in Table 2.
[ Table 2 ]
Figure BDA0004113617770000122
Example 5
A coating film formed from the obtained coating composition was evaluated for various performances, in the same manner as in example 1, except that a PTFE aqueous dispersion (PTFE 98% cumulative particle diameter 0.87 μm, average particle diameter 0.28 μm, solid content concentration of PTFE 61.0 mass%, and content of Leocol TD-90D (HLB value=13)) was used instead of the PFA aqueous dispersion, and the mixing amount of the coating composition was adjusted as shown in table 3. The results are shown in Table 3.
[ Table 3 ]
Figure BDA0004113617770000131
Comparative example 1
The preparation was carried out in the same manner as in example 1 except that no acetylenic diol-based active agent (Surfynol 440 (HLB 8) manufactured by weskin chemical industry co.) was mixed, and various performances were evaluated on a coating film formed from the obtained coating composition. The results are shown in Table 4.
Comparative example 2
An acetylenic diol-based active agent (Surfynol 104A (HLB 4) manufactured by weskin chemical industry co.) was compounded in the same manner as in example 1, and various performances were evaluated on a coating film formed from the obtained coating composition. The results are shown in Table 4.
The residual amount of the acetylenic diol-based active agent (Surfynol 104A (HLB 4) manufactured by Nissan chemical Co., ltd.) at 300℃in the thermogravimetric analysis was 0% by mass.
Comparative example 3
An acetylenic diol-based active agent (Surfynol 420 (HLB 4) manufactured by weskin chemical industry co.) was compounded in the same manner as in example 1, and various performances were evaluated on a coating film formed from the obtained coating composition. The results are shown in Table 4.
The residual amount of the acetylenic diol-based active agent (Surfynol 420 (HLB 4) manufactured by Nissan chemical Co., ltd.) at 300℃in the thermogravimetric analysis was 0% by mass.
[ Table 4 ]
Figure BDA0004113617770000141
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Industrial applicability
The coating composition of the present invention has the above-described constitution, and therefore can be used as a coating material for surface coating of cooking devices and the like while achieving both mechanical stability and film forming property.

Claims (8)

1. A coating composition comprising 98% of a fluoropolymer (a) having a cumulative particle diameter of 0.4 μm or more and less than 1.0 μm, a nonionic alkylphenol surfactant (b) and an acetylenic diol surfactant (c),
the residue of the acetylenic diol surfactant (c) at 300 ℃ in thermogravimetric analysis is 3.0 mass% or more.
2. The coating composition according to claim 1, wherein the non-alkylphenol-type nonionic surfactant (b) is a non-alkylphenol-type nonionic surfactant represented by the formula (I),
R-O-A-H(I)
wherein R represents a linear or branched saturated or unsaturated acyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms or a saturated cyclic aliphatic hydrocarbon group having 8 to 19 carbon atoms; a is a polyoxyalkylene chain having 3 to 25 oxyethylene units and 0 to 5 oxypropylene units.
3. The coating composition according to claim 1 or 2, wherein the acetylenic diol surfactant (c) is an ethylene oxide adduct of acetylenic diol.
4. The coating composition according to claim 1,2 or 3, wherein the HLB of the acetylenic diol surfactant (c) exceeds 4.
5. The coating composition according to claim 1,2, 3 or 4, further comprising a water-soluble polyol (d) having a boiling point of 100 ℃ or higher and 2 or more hydroxyl groups.
6. The coating composition according to claim 5, wherein the water-soluble polyol (d) having a boiling point of 100 ℃ or higher and 2 or more hydroxyl groups is ethylene glycol.
7. The coating composition according to claim 1,2, 3, 4, 5 or 6, wherein the fluoropolymer (a) is at least one selected from the group consisting of tetrafluoroethylene [ TFE ]/hexafluoropropylene [ HFP ] copolymer [ FEP ] and TFE/perfluoro (alkyl vinyl ether) [ PAVE ] copolymer [ PFA ].
8. A coated article obtained by applying the coating composition according to claim 1,2, 3, 4, 5, 6 or 7.
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