JP2003253195A - Coating composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a coating composition which is excellent in adhesion to a metal, corrosion resistance and processability, and can form a coating film excellent in lubricity. <P>SOLUTION: This coating composition is prepared by compounding (A) 100 pts.wt. (slid basis) resin composition selected from among (a) a resin composition consisting of a hydroxyl group-containing organic resin and an amino resin, (b) a resin composition consisting of a carboxyl group-containing organic resin and an epoxy group-containing organic resin, and (c) a resin composition containing an organic vinyl resin with 1-10 pts.wt. fatty acid ester having a solidifying point of 10°C or lower. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to coating on the inside and outside of a can and on the inside and outside of a cap capable of forming a coating film which is excellent in adhesion to metal materials, corrosion resistance and workability, and which is also excellent in slip resistance and scratch resistance. A coating composition particularly suitable for coating.

[0002]

2. Description of the Related Art In recent years, for cans, metal caps, etc., molded cans are not painted later, but
In many cases, a resin-coated metal plate which has been previously painted or film-laminated is later formed into a shape such as a can or a cap. The resin-coated metal plate is required to withstand severe drawing and ironing processes, and the resin film coated is required to have good flexibility and adhesion to the material so as not to scratch the film. Therefore, a lubricity imparting agent is conventionally added to the coating composition used for coating. For example, polyolefin wax, silicone-based wax, fluorine-based wax, lanolin-based wax, montan wax, microcrystalline wax, carnauba wax, etc., usually used for imparting lubricity, except the silicone-based wax, At room temperature, it is a solid or paste, and it is added to the paint as it is, or it is used by adding it to a paint by previously dispersing it in a solvent (JP-A-11-315251, etc.).

However, these lubricity-imparting agents are generally unsuitable for resins used in paints, and as the addition amount increases, aggregation of the lubricity-imparting agent tends to occur, resulting in separation of paints and cissing during coating.・ It may cause various problems such as dents and poor adhesion to materials. Further, even if there is no problem in the initial stage, it often happens that the lubricity imparting agent is gradually deposited during the storage of the paint to cause a problem. Therefore, the selection range of the type and amount of the lubricity-imparting agent to be added is limited, and it has been difficult to apply it to applications requiring a high degree of slip resistance or scratch resistance.

An object of the present invention is to provide a coating composition for obtaining a coating film which is excellent in adhesion to metal, workability and corrosion resistance, and is also excellent in slipperiness and scratch resistance.

Another object of the present invention is to provide a coated metal plate using the coating composition.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that a specific resin composition has
We have found that a coating composition obtained by combining fatty acid esters that are liquid at room temperature with a freezing point of 10 ° C. or lower is extremely useful for solving the above problems, and have completed the present invention.

That is, the present invention includes a resin composition (a) comprising a hydroxyl group-containing organic resin and an amino resin, a resin composition (b) comprising a carboxyl group-containing organic resin and an epoxy group-containing organic resin, or a vinyl-based organic resin-containing composition. Resin solid content 10 of the resin composition (A) selected from the resin composition (c)
The present invention relates to a coating composition comprising 1 to 10 parts by weight of a fatty acid ester (B) having a freezing point of 10 ° C or less based on 0 part by weight.

It also relates to a coated metal plate obtained by applying the coating composition to a metal material.

Further, the present invention relates to a metal cap obtained by applying the coating composition to the inner surface of the cap.

The present invention will be described in more detail below.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION The coating composition of the present invention comprises a resin composition (A) and a fatty acid ester (B) having a freezing point of 10 ° C. or lower.

Resin composition (A) The resin composition as the component (A) of the present invention is a resin composition (a) comprising a hydroxyl group-containing organic resin and an amino resin, a carboxyl group-containing organic resin and an epoxy group-containing organic resin. The resin composition (b) or the vinyl-based organic resin-containing resin composition (c).

Consisting of hydroxyl group-containing organic resin and amino resin
The resin composition (a) hydroxyl group-containing organic resin is not particularly limited as long as it contains one or more hydroxyl groups in one molecule, but among them, epoxy resins, polyester resins and acrylic resins are preferable. Is.

Examples of the epoxy resin include bisphenol type epoxy resins, novolac type epoxy resins, and modified epoxy resins obtained by reacting various modifying agents with the epoxy groups or hydroxyl groups in these epoxy resins.

As the bisphenol type epoxy resin, for example, a resin obtained by condensing epichlorohydrin and bisphenol up to a high molecular weight in the presence of a catalyst such as an alkali catalyst, if necessary, epichlorohydrin and bisphenol can be used. It may be any resin obtained by condensation in the presence of a catalyst such as an alkali catalyst to give a low molecular weight epoxy resin, and subjecting this low molecular weight epoxy resin to a polyaddition reaction with bisphenol.

Examples of the bisphenol include bis (4-hydroxyphenyl) methane [bisphenol F], 1,1-bis (4-hydroxyphenyl) ethane, 2,2-bis (4-hydroxyphenyl) propane [bisphenol. A], 2,2-bis (4-hydroxyphenyl) butane [bisphenol B], bis (4-hydroxyphenyl) -1,1-isobutane, bis (4-)
Hydroxy-tert-butyl-phenyl) -2,2-
Examples include propane, p- (4-hydroxyphenyl) phenol, oxybis (4-hydroxyphenyl), sulfonylbis (4-hydroxyphenyl), 4,4′-dihydroxybenzophenone, bis (2-hydroxynaphthyl) methane and the like. it can. The above bisphenols can be used alone or as a mixture of two or more.

Commercially available bisphenol type epoxy resins include, for example, Epicoat 1001, 1004, 1007, 1009, 1010 (all manufactured by Japan Epoxy Resins Co., Ltd.), AER6097, 60.
99 (all of which are manufactured by Asahi Kasei Epoxy Co., Ltd.) and Epomic R-309 (manufactured by Mitsui Chemicals, Inc.).

As the above novolac type epoxy resin,
Examples thereof include a phenol novolac type epoxy resin, a cresol novolac type epoxy resin, and a phenol glyoxal type epoxy resin having a large number of epoxy groups in the molecule. Examples of commercially available novolac type epoxy resins include, as phenol novolac type, Epicoat 152, 154 (all of which are manufactured by Japan Epoxy Resins Co., Ltd.), EPPN-201 (manufactured by Nippon Kayaku Co., Ltd.), and Epotote YDPN-638 ( Toto Kasei Co., Ltd., etc., and as a cresol novolac type,
Epicoat 180S65, 180H65 (all from Japan Epoxy Resins Co., Ltd.), EOCN-102
S, the same -103S, the same -104S (these are all manufactured by Nippon Kayaku Co., Ltd.), Epotote YDCN-701, the same -70.
2, No. 703, No. 704 (all of which are manufactured by Tohto Kasei Co., Ltd.), and other novolac type epoxy resins such as Epotote ZX-1071T and ZX-1.
015, the same ZX-1247, the same YDG-414S (all of them are manufactured by Tohto Kasei Co., Ltd.).

As the modified epoxy resin, the bisphenol type epoxy resin or the novolak type epoxy resin is reacted with a drying oil fatty acid, for example, an epoxy ester resin, or a polymerizable unsaturated resin containing acrylic acid or methacrylic acid. Epoxy acrylate resin reacted with a monomer component, urethane modified epoxy resin reacted with an isocyanate compound, the above bisphenol type epoxy resin, novolac type epoxy resin or the above modified epoxy resin in various modified epoxy resins is reacted with an amine compound to give an amino group. Examples thereof include amine-modified epoxy resin obtained by introducing a group or a quaternary ammonium salt.

Among the above epoxy resins, bisphenol type epoxy resin, cresol novolac type epoxy resin, particularly preferably bisphenol A type epoxy resin and bisphenol F type epoxy resin are suitable from the viewpoint of adhesion and processability of coating film. There is.

The above polyester resin comprises an esterified product of a polybasic acid component and a polyhydric alcohol component. Examples of the polybasic acid component include phthalic anhydride, isophthalic acid, terephthalic acid, tetrahydrophthalic anhydride,
Hexahydrophthalic anhydride, succinic acid, fumaric acid, adipic acid, azelaic acid, sebacic acid, dodecanedioic acid, maleic anhydride, itaconic acid, dimer acid, etc. and one or more dibasic acids and lower of these acids Alkyl ester compounds are mainly used, and if necessary, tribasic acid such as benzoic acid, crotonic acid, p-t-butylbenzoic acid and other monobasic acids, trimellitic anhydride, methylcyclohexene tricarboxylic acid, pyromellitic anhydride and the like. Polybasic acid and the like are used together. Examples of the polyhydric alcohol component include ethylene glycol, diethylene glycol, propylene glycol, 1,4-butanediol, neopentyl glycol, 3-methylpentanediol, 1,4
Dihydric alcohols such as -hexanediol, 1,6-hexanediol, cyclohexanedimethanol, hydrogenated bisphenol A, ethylene oxide adduct of bisphenol A, and propylene oxide adduct of bisphenol A are mainly used, and if necessary, further. Glycerin,
Trihydric or higher polyhydric alcohols such as trimethylolethane, trimethylolpropane and pentaerythritol can be used in combination. These polyhydric alcohols can be used alone or in combination of two or more. The esterification or transesterification reaction of both components can be carried out by a method known per se, for example, by adding the polybasic acid component and the polyhydric alcohol component to the polyhydric alcohol with respect to the carboxyl group in the polybasic acid component. It can be obtained by polycondensation at a temperature of about 180 to 250 ° C. so that the hydroxyl groups in the components become excessive.

After obtaining a polyester resin having a hydroxyl group from the polybasic acid component and the polyhydric alcohol component,
It may be a polyester resin in which a carboxyl group is introduced into the resin by reacting a polybasic acid such as maleic acid, maleic anhydride, phthalic anhydride or trimellitic anhydride with the hydroxyl group of the polyester resin.

The hydroxyl group-containing acrylic resin can be obtained by copolymerizing a hydroxyl group-containing monomer and another monomer by a conventional method such as a solution polymerization method in the presence of a radical polymerization initiator.

Examples of the hydroxyl group-containing monomer include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate and 2-hydroxyethyl vinyl ether. -Tere, 2-hydroxypropyl vinyl ether, 2-hydroxyethyl allyl ether and the like. Other monomers include, for example, carboxyl group-containing monomers such as (meth) acrylic acid; styrene, α.
-Vinyl aromatic compounds such as methylstyrene, vinyltoluene and α-chlorostyrene; methyl (meth) acrylate
, Ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate
And (n-, i-, t-) butyl (meth) acryle-
, Hexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, decyl (meth) acrylate, lauryl (meth) Acryle
Alkyl ester or cycloalkyl ester of acrylic acid or methacrylic acid having 1 to 24 carbon atoms, such as vinyl acetate, stearyl (meth) acrylate, isobornyl (meth) acrylate; vinyl acetate, vinyl chloride, vinyl ether, acrylonitrile, Examples thereof include methacrylonitrile and the like. Further, a polymer of one or more of these monomers and a so-called macromonomer having a polymerizable unsaturated group at one end, which is also a copolymerizable monomer.
Can be mentioned as. In the present invention, "(meth) acrylate" means "acrylate or methacrylate".

The hydroxyl value of the hydroxyl group-containing organic resin is
5-100 mg KOH / g, preferably 10-50 mg
The range of KOH / g is suitable from the viewpoint of curability.

Examples of the amino resin to be combined with the hydroxyl group-containing organic resin include a methylolated amino resin obtained by reacting an amino component such as melamine, urea, benzoguanamine, acetoguanamine, steroguanamine, spiroguanamine and dicyandiamide with an aldehyde. . Examples of the aldehyde include formaldehyde, paraformaldehyde, acetaldehyde, benzaldehyde and the like. Further, the methylolated amino resin which has been etherified with a suitable alcohol can also be used. Examples of the alcohol used for the etherification include methyl alcohol, ethyl alcohol, n-propyl alcohol, i-propyl alcohol and n-butyl alcohol. , I-butyl alcohol, 2-ethylbutanol, 2
-Ethylhexanol and the like. As the amino resin, a methylolated melamine resin in which at least a part of a methylol group is alkyl etherified is preferable.

Further, in order to accelerate the curing property, a curing accelerator such as phosphoric acid, a sulfonic acid compound or an amine neutralized product of a sulfonic acid compound may be added.

The amount of the amino resin compounded is 3 to 50 parts by weight, based on 100 parts by weight of the solid content of the hydroxyl group-containing organic resin.
A range of 5 to 30 parts by weight is preferable from the viewpoint of curability.

Carboxyl group-containing organic resin and epoxy group
The resin composition (b) containing a carboxyl group-containing organic resin is not particularly limited as long as it contains at least one carboxyl group in one molecule. Resins are preferred.

The above-mentioned carboxyl group-containing polyester resin is obtained by adding the polybasic acid component and the polyhydric alcohol component listed in the section of the hydroxyl group-containing polyester resin to the hydroxyl group in the polyhydric alcohol component and the carboxyl group in the polybasic acid component. Can be obtained by carrying out polycondensation with an excess of. It can also be obtained by obtaining a polyester resin having a hydroxyl group and then reacting the hydroxyl group of the polyester resin with a polybasic acid such as maleic acid, maleic anhydride, phthalic anhydride, or trimellitic anhydride.

The above carboxyl group-containing acrylic resin is
Carboxyl group-containing monomer and other monomer,
It can be obtained by copolymerizing by a conventional method such as a solution polymerization method in the presence of a radical polymerization initiator. As the monomer used for the copolymerization, the monomers listed in the section of the hydroxyl group-containing acrylic resin can be used.

The acid value of the carboxyl group-containing organic resin is 5 to
170 mg KOH / g, preferably 20-80 mg KO
The range of H / g is suitable from the viewpoint of curability.

As the epoxy group-containing organic resin, the epoxy resins mentioned in the explanation of the hydroxyl group-containing organic resin can be used, and among them, the resol type epoxy resin is preferable.

The epoxy equivalent of the epoxy group-containing organic resin is preferably 150 to 5,000, and more preferably 300 to 2,000 from the viewpoint of curability.

Further, in order to accelerate the curing property, it is preferable to add a curing catalyst such as choline chloride, nicotinic acid amide or morpholine.

The mixing ratio of the epoxy group-containing organic resin and the carboxyl group-containing organic resin is such that the equivalent ratio of carboxyl group in the carboxyl group-containing organic resin / epoxy group in the epoxy group-containing organic resin is usually 0.5 / 1. The range of 2/1, preferably 0.7 / 1 to 1.5 / 1 is suitable from the viewpoint of curability.

Vinyl organic resin-containing resin composition (c) The vinyl organic resin includes vinyl chloride resin, vinyl acetate resin, vinyl chloride-vinyl acetate copolymer resin, vinyl chloride-vinyl acetate-maleic acid copolymer resin, Vinyl chloride-
Examples thereof include vinyl acetate- (meth) acrylic acid- (meth) acrylic acid ester copolymer resins and polyvinyl alcohol.

The above vinyl chloride resin is a homopolymer of vinyl chloride and has an average degree of polymerization of 1,000 to 1,800.
It is preferable to use a so-called vinyl chloride paste resin, and examples of commercially available products include Vinica P-440 manufactured by Mitsubishi Chemical Corporation.

If necessary, a general plasticizer for vinyl chloride resin such as dibutyl phthalate or dioctyl phthalate may be added to one or a mixture of two or more of the above vinyl-based organic resins.
The vinyl-based organic resin-containing resin composition (c) can be obtained by adding a polyester resin, an epoxy resin, an acrylic resin, a phenol aldehyde resin, an amino resin or the like and dispersing or dissolving it in an organic solvent.

Fatty acid ester (B) having a freezing point of 10 ° C or lower The fatty acid ester which is the component (B) in the composition of the present invention is added for the purpose of improving the lubricity of the coating film obtained, and the freezing point is 10 ° C or lower. Especially, a fatty acid ester having a temperature of 0 ° C or lower is preferable.

The fatty acid ester means an esterified product of a polyol compound and a fatty acid. Of these, freezing point 1
The fatty acid ester which is liquid at room temperature of 0 ° C. or lower has storage stability, coating workability, and metal compatibility even when added to the resin composition (A) selected from the above (a), (b) and (c). There is little adverse effect on adhesion and the like, and the effect of improving the lubricity of the obtained film is particularly great.

Fatty acid ester (B) having a freezing point of 10 ° C. or lower
Examples thereof include olive oil, camellia oil, macadamia nut oil, shea oil, and meadow foam oil. Among them, those with little deterioration due to oxidation, those with as little odor as possible can be selected, but from the viewpoint that safety has been confirmed, naturally occurring vegetable or animal oil is used. Especially suitable for food cans. From the viewpoint of being less likely to be oxidized, those having a small iodine value, which is a measure of the unsaturated double bond content in the fatty acid ester, are preferable, and those having an iodine value generally called non-drying oil of 100 or less, preferably 50 or less. Are suitable. In addition, vegetable oils are suitable from the viewpoint of odor, and it is more preferable that those oils are well refined. Typical vegetable oils that are hardly oxidized and have a small odor include, for example, refined olive oil and refined camellia oil.

Fatty acid ester (B) having a freezing point of 10 ° C. or lower
It is suitable that the addition amount of is 1 to 10 parts by weight, preferably 2 to 5 parts by weight based on 100 parts by weight of the resin composition (A).

A conventionally used lubricity-imparting agent may be used in combination with the fatty acid ester (B) having a freezing point of 10 ° C. or lower. For example, silicone wax, fluorine wax, polyolefin wax, lanolin wax, montan wax, paraffin wax, microcrystalline wax, carnauba wax and the like can be mentioned, among which lanolin wax, microcrystalline wax and carnauba wax are preferable. Depending on the type and amount of these waxes, various problems such as paint separation, coating surface abnormality during coating, and decrease in adhesion of the coating occur as described above, so it is necessary to carefully check before use. is there.

The coating composition of the present invention contains the resin composition (A) and the fatty acid ester (B) having a freezing point of 10 ° C. or less as essential components, but a solvent is usually added to the coating composition from the viewpoint of coatability. It The composition of the present invention may further contain conventionally known additives for paints such as a curing catalyst, a coloring pigment, an extender pigment, a rust preventive pigment, an anti-agglomeration agent, a leveling agent, an antifoaming agent, and an ultraviolet absorber. be able to.

As the above-mentioned solvent, those capable of dissolving or dispersing the respective components such as the above-mentioned components (A) and (B) can be used. Specifically, for example, toluene, xylene, high boiling point petroleum hydrocarbons and the like can be used. Hydrocarbon solvent, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone,
Ketone solvents such as isophorone, ethyl acetate, butyl acetate, ester solvents such as ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, alcohol solvents such as methanol, ethanol, butanol, ethylene glycol monoethyl ether, ethylene glycol Examples include ether alcohol solvents such as monobutyl ether and diethylene glycol monobutyl ether,
These may be used alone or in admixture of two or more.

The coating composition of the present invention can be applied to various objects to be coated such as metal plates, plastics, glass plates, etc., especially on the outer surface of a metal plate or a can or cap processed from the metal plate, and A coating suitable for can or cap coating can be formed by coating and / or baking on the inner surface.

As the metal plate used for the can or cap, any metal plate can be used as long as it can be used for beverage cans, canning cans, caps, etc. For example, aluminum plate, tin-free steel plate. , Tinplate and the like.

The coating composition of the present invention is coated with a roll coater,
It can be coated by a known coating method such as spray coating, and the coating film thickness is not particularly limited, but a dry film thickness of about 1 to 20 μm is preferable. The baking temperature of the coating film is usually about 90-
It is about 15 seconds to about 15 minutes under the condition that the temperature is 300 ° C.

[0050]

EXAMPLES The present invention will be described in more detail below with reference to examples. In the following, "parts" and "%" are based on weight.

Production of Resin Composition Production Example 1 Byron GK-330 (manufactured by Toyobo Co., Ltd., polyester resin, number average molecular weight 22,000, hydroxyl value 4.5 KOH)
/ G, acid value 1.5 mgKOH / g, Tg point 16 ° C) mixed solvent a (Solvesso 150 [high-boiling aromatic hydrocarbon solvent manufactured by Esso Sekiyu KK] / cyclohexanone = 70/3
It was diluted with 0) to obtain a polyester resin solution A1 having a solid content of 40%.

Production Example 2 Byron GK-880 (manufactured by Toyobo Co., Ltd., polyester resin, number average molecular weight 22000, hydroxyl value 4.5 KOH /
g, acid value 1.0 mgKOH / g, Tg point 84 ° C.) was diluted with the mixed solvent a to obtain a polyester resin solution A2 having a solid content of 40%.

Production Example 3 P-440 (manufactured by Mitsubishi Chemical Co., polyvinyl chloride resin, polymerization degree 1,500) was dispersed in a mixed solvent b (Solvesso 150 / butyl cellosolve = 50/50) to give a solid content of 45%.
To obtain a vinyl resin solution A3.

Production Example 4 24 parts of terephthalic acid, 67 parts of isophthalic acid, 42 parts of ethylene glycol, 24 parts of 1,3-butanediol, and dibutyltin dioxide as a catalyst were charged, heated and stirred to remove water produced. While performing the esterification reaction,
Number average molecular weight 3,800, acid value 36.9 mgKOH / g
Was obtained. The obtained resin was diluted with the mixed solution a to obtain a polyester resin solution A4 having a solid content of 40%.

Production Example 5 ARALDITE ECN1299 (Epoxy resin, epoxy equivalent 230, manufactured by Asahi Ciba Co., Ltd.) was dissolved in a mixed solvent a to obtain an epoxy resin solution A5 having a solid content of 40%.

Example 1 253 parts of the polyester resin solution A1 obtained in Production Example 1 was added to 16 parts of Cymel 303 (a methyl etherified melamine resin manufactured by Mitsui Cytec Co., Ltd.), Epicoat 154 (a novolac type epoxy manufactured by Yuka Shell Epoxy Co., Ltd.). Resin, 8 parts by weight of epoxy equivalent 179) and Nacure 5925 (manufactured by King Industries, USA, acid catalyst which is an amine neutralized product of dodecylbenzenesulfonic acid, active ingredient 25%).
5 parts were mixed and mixed solvent a was added to obtain a coating material having a solid content of 30%.

Examples 2 to 11 and Comparative Examples 1 to 5 The same procedures as in Example 1 were carried out except that the formulations shown in Table 1 below were used to obtain coating materials having a solid content of 30%. The resin content in Table 1 is based on the solid content.

Preparation of Test Coated Plates The paints obtained in the examples and comparative examples were coated with # 3 having a thickness of 0.24 mm.
It was coated on 105 aluminum plate so that the dry film thickness would be 4 μm, and the maximum material reaching temperature (PM
Each test coated plate was obtained by baking for 10 minutes under the condition that T) was 200 ° C. Each of the obtained test coated plates was tested based on the following test method. The test results are shown in Table 1 below.

Test Method Appearance of coating film: The appearance of the coating film of the test coated plate was visually observed. The case where no abnormalities in the coating surface such as cissing, dents, and cloudiness were observed was rated as good (◯).

Adhesion: JIS K-5400 8.5.
In accordance with the 2 (1990) cross-cut tape method, 11 straight lines running vertically and horizontally were drawn at 1.5 mm intervals so that the coating film surface of the test plate reached the substrate with a cutter knife. 100 squares of 5 mm × 1.5 mm were created. A cellophane adhesive tape was brought into close contact with the surface, and the degree of peeling of the squares when the tape was rapidly peeled was observed and evaluated according to the following criteria. ◯: No peeling of the coating film is observed. Δ: The coating film peels slightly, but 90 or more squares remain. X: The coating film peeled considerably and the number of remaining squares was less than 90.

Workability: A test coated plate was a deep drawing tester manufactured by Erichsen Co., Ltd., and a punch having a diameter of 33 mm was used to form a cup with a blank diameter of 60 mm so that the coating film came to the outer surface side. After dipping the cup in boiling water at 100 ° C. for 1 hour, an adhesion test was performed on the processed side surface. The evaluation criteria are as follows. ◯: No peeling of the coating film is observed. Δ: Peeling of the coating film is slightly observed. X: Marked peeling of the coating film is recognized.

Dynamic friction coefficient: For the coating surface of the test coated plate,
Egan Slip Tester Model No.225-3 (made by Swing Albert Instruments Company) [Egan Slip Tester Model No.225-3 (Thwing Alber
t Instrument Co.)], and a pulling speed of 10 cm
The dynamic friction coefficient was measured under the condition of / min. The smaller the dynamic friction coefficient, the better the lubricity.

[0063]

[Table 1]

The raw materials of each note (* 1) to (* 3) in Table 1 have the following contents. (* 1) VMCC: Union Carbide, maleic acid modified vinyl chloride resin, molecular weight 15,000. (* 2) Phenodur PR-401: Bisphenol A type phenol resin manufactured by Hoechst. (* 3) AC-316A: Oxidized polyethylene manufactured by Allied Chemicals.

[0065]

EFFECTS OF THE INVENTION The coating composition of the present invention can form a coating film which is excellent in workability, corrosion resistance and adhesion and has extremely high lubricity. Therefore, the coating composition of the present invention is particularly suitable as a coating material for coating the inside and outside surfaces of a can, the inside and outside surfaces of a cap, and the like.

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Claims (10)

[Claims] 1. A resin composition (a) comprising a hydroxyl group-containing organic resin and an amino resin, a resin composition (b) comprising a carboxyl group-containing organic resin and an epoxy group-containing organic resin, or a vinyl-based organic resin-containing resin composition ( A coating composition comprising 1 to 10 parts by weight of a fatty acid ester (B) having a freezing point of 10 ° C. or less based on 100 parts by weight of a resin solid content of the resin composition (A) selected from c). 2. The coating composition according to claim 1, wherein the fatty acid ester (B) having a freezing point of 10 ° C. or less is a vegetable oil having an iodine value of 100 or less. 3. The coating composition according to claim 1, wherein the fatty acid ester (B) having a freezing point of 10 ° C. or lower is at least one fatty acid ester selected from olive oil, camellia oil, macadamia nut oil, shea oil and meadow foam oil. object. 4. The hydroxyl group-containing organic resin is an epoxy resin,
The coating composition according to any one of claims 1 to 3, which is at least one organic resin selected from polyester resins and acrylic resins. 5. The coating composition according to any one of claims 1 to 4, wherein the amino resin is a melamine resin. 6. The coating composition according to claim 1, wherein the organic resin containing a carboxyl group is a polyester resin containing a carboxyl group. 7. The coating composition according to claim 1, wherein the epoxy group-containing organic resin is a resol type epoxy resin. 8. The vinyl organic resin is vinyl chloride resin,
At least one organic resin selected from vinyl acetate resin and vinyl chloride-vinyl acetate copolymer resin.
The coating composition according to any one of 3 above. 9. A coated metal plate obtained by applying the coating composition according to any one of claims 1 to 8 to a metal material. 10. A metal cap obtained by applying the coating composition according to any one of claims 1 to 8 to a side that is an inner surface of the cap.