JPH0415276A - Coating composition - Google Patents

Abstract

PURPOSE:To obtain a coating compsn. which can form a coating film with excellent ordinary-temp. drying properties, appearance of a finished surface, weatherability, etc., by using a curable resin compsn. wherein a polyisocyanate compd. is compounded in a mixture of a fluoroolefin polymer and a fluorinated vinyl copolymer. CONSTITUTION:The title coating compsn. comprises a curable resin compsn. wherein a polyisocyanate compd. is compounded in a mixture of 90-10wt.% fluoroolefin polymer (A) having a wt.-average mol.wt. of 5,000-120,000 a fluorine atom content of 1-60wt.% and being soluble in an org. solvent and 10-90wt.% fluorinated vinyl copolymer (B) contg. 0.5-20wt.% structural units of formula (wherein R is H, CH3, F or CF3; X is H or F; (m) is 0-10; (n) is 1-21), with a wt.-average mol.wt. of 7,000-50,000, a hydroxyl value of 40-130mgKOH/g and a glass transition temp. of 10-80 deg.C. This compsn. can form a coating film with excellent ordinary-temp. drying properties, appearance of a finished surface, grinding workability, weatherability, water repellancy, etc., and is especially useful for an automotive line and an automotive repairing.

Description

Detailed Description of the Invention [Industrial Field of Application] The present invention relates to a coating composition, and more specifically to a coating composition that has excellent properties such as drying properties at room temperature, finished appearance, polishing workability, weather resistance, and water repellency. The present invention relates to coating compositions that provide membranes, particularly useful for automotive line applications and automotive refinish applications.

[Prior art and its problems] Conventionally, coating compositions containing a hydroxyl group-containing fluoropolymer and a crosslinking agent, which have fluoroolefins, cyclohexyl vinyl ether, etc. as essential components (Japanese Patent Laid-Open No. 57-34
07, Japanese Unexamined Patent Publication No. 136662/1983, etc.) are known.

The coating composition forms a film with excellent weather resistance, but because the initial drying properties of the film are insufficient, foreign matter such as dust easily adheres to the film during the drying process, resulting in a film with excellent finished appearance. The disadvantage is that it cannot be obtained. In addition, since the above composition partially uses cyclohexyl vinyl ether as a polymer, the hardness of the cured film that is finally formed is low, and foreign substances such as dust attached to the film are removed. In addition, the polishing workability and appearance of the film after polishing are poor, and the polishing workability of the blurred paint film, which is commonly done for automobile repair, is poor, making it impossible to obtain a repair film with an excellent finished appearance. There are drawbacks.

Additionally, a hydroxyl group-containing fluoropolymer containing fluoroolefin, cyclohexyl vinyl ether, etc. as essential constituents is used, and a gramintopolymer (
JP-A-61-115967) and graft polymers prepared by polymerizing ethylenically unsaturated monomers in the presence of the fluoropolymer (JP-A-59-41315) are known. Furthermore, a mixture of the fluoropolymer and an acrylic polymer containing as a constituent a (meth)acrylic acid ester in which the number of carbon atoms in the alcohol residue is specified (JP-A-59-197471, JP-A-61- 12760) and a mixture of a hydroxyl- and carboxyl-containing fluoropolymer and an acrylic polymer (JP-A-64-9274), which are obtained by introducing a carboxyl group into the hydroxyl group-containing fluoropolymer. However, the former graft polymer may thicken and gel during production, and increasing the α,β-ethylenically unsaturated monomer component in the graft polymer may improve the weather resistance and water repellency of the cured film. The disadvantage is that the performance of In addition, in the latter mixture, the acrylic polymer mixed with the fluoropolymer is
In both cases, a polymer of alkyl ester of (meth)acrylic acid is used, so increasing the amount of acrylic polymer component will deteriorate the performance of the cured film, such as weather resistance and water repellency.
On the other hand, if the fluoropolymer component is increased, there is a drawback that the cured film's finish, appearance such as image clarity, initial hardness, and film performance such as abrasion resistance deteriorate.

[Means for Solving the Problems] As a result of various studies in order to solve the above-mentioned problems, the present inventors have found that a specific fluorine-containing vinyl copolymer is used as a fluoroolefin polymer. The present inventors have discovered that a resin composition containing a polyisocyanate compound and a polyisocyanate compound is a coating composition that has excellent storage stability and provides coating performance that is excellent in removal and performance, and has completed the present invention.

That is, the present invention provides (A) an organic solvent-soluble fluoroolefin polymer having a weight average molecular weight of 5.000 to 120.000 and a fluorine atom content of 1 to 60% by weight (hereinafter referred to as "polymer (A)"). )90~lO weight・(B)-JQ formula CH,=(nee C00C,H,,C,
F2. X (wherein R is H, CH,, F, or CF,
, X represents H or F, m represents an N number of O to 10, and n represents an integer of 1 to 21.
Contains 5 to 20% by weight, and has a weight average molecular weight of 7.000
50,000, a hydroxyl value of 40 to 130 mgKOH/g, and a glass transition temperature of 10 to 80°C (hereinafter referred to as "polymer (B)").
)” is sometimes abbreviated. ) 10 to 90% by weight of a curable resin composition containing a polyisocyanate compound.

The polymer (A) used in the composition of the present invention contains a fluoroolefin as an essential component, and contains alkyl vinyl ether, alicyclic vinyl ether,
Weight average molecular weight: 5. The copolymerization component is one or more unsaturated monomers selected from hydroxy vinyl ethers, olefins, haloolefins, unsaturated carboxylic acids and their esters, and carboxylic acid vinyl esters.
000 to 120.000 (approximately i, ooo in number average molecular weight)
~60.000) and fluorine atom content 1~60% by weight
It is a polymer that is soluble in organic solvents at room temperature. The polymer (
As the fluoroolefins for copolymerization in A), tetrafluoroethylene, chlorotrifluoroethylene, vinyl fluoride, vinylidene fluoride, etc. are used.

In addition, examples of alkyl vinyl ethers that are other copolymerization components include ethyl vinyl ether, isobutyl vinyl ether, n-butyl vinyl ether, etc.; examples of alicyclic vinyl ethers include cyclohexyl vinyl ether and its derivatives; examples of hydroxy vinyl ethers include hydroxybutyl vinyl ether; etc.; Olefins and helo-olefins include ethylene, propylene, imbutylene, vinyl chloride, vinylidene chloride, etc.; carboxylic acid vinyl esters include vinyl acetate, n-butyrinyl vinyl, etc.; and unsaturated carboxylic acids and their esters. Examples include unsaturated carboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; and methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, hexyl acrylate, octyl acrylate, and lauryl acrylate. , C1-3. Alkyl ester: 02~ of acrylic acid or methacrylic acid such as hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate. Examples include esters of unsaturated carboxylic acids such as hydroxyalkyl esters, N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and the like.

Each of these radically polymerizable monomers can be used alone or in combination of two or more, and if necessary, a part of the monomer can be used with other radically polymerizable monomers. , for example, vinyl aromatic compounds such as styrene, α-methylstyrene, vinyltoluene, (meth)acrylonitrile, etc. may be substituted.

In addition to the monomers exemplified above, derivatives of the above monomers such as carboxylic acid group-containing fluoroolefins, glycidyl group-containing vinyl ethers, etc. can also be used.

In addition, if the fluorine atom content in the polymer (A) is less than 1%, the characteristics of the mold combination (A) will not be fully exhibited, and if the fluorine atom content is less than 1%,
If it exceeds this amount, the solubility in organic solvents will decrease.

Specific examples of the above-mentioned polymer (A) include 5, such as the hydroxyl group-containing organic solvent soluble "Lumiflon" series (for example, "
Lumiflon LF200J weight average molecular weight approximately 50,000
, manufactured by Asahi Glass Co., Ltd.), and in addition, Daikin Industries ■
, Central Glass, and Pennwalt Co., Ltd. also sell organic solvent-soluble fluorine-containing polymers.

The molecular weight of the polymer (A) is a weight average molecular weight of 5.000.
~120,000 (approximately 1.000 to 6 in number average molecular weight)
0.000). If the molecular weight is less than s, ooo, the mechanical properties of the coating film will be poor; on the other hand, if the molecular weight is less than 1
If it exceeds 20,000, the polymer (A
) is undesirable because it reduces the solubility of the coating material, resulting in poor paint stability (as well as poor coating finish).

Further, it is desirable that the polymer (A) has a hydroxyl value of about 30 mgKOH/g or more in view of the curability of the coating.

The polymer (B) used in the composition of the present invention has the general formula C
H2=C(R) C00C, H2,C,,F,,lX(
In the formula, R represents H, CH,, F or CF3, X represents H or F, m represents an integer of 0 to 10, and n represents an integer of 1 to 21. ) is used as a structural unit, and this unit is contained in the polymer in an amount of 05 to 20% by weight, and the weight average molecular weight of the polymer is 7.000 to 50.00.
0, a hydroxyl value of 40 to 130 mgKOH/g, and a glass transition temperature of 10 to 80°C.

The content of the above fluorine-containing vinyl monomer component is 05% by weight
If it is less than 20% by weight, the weather resistance and water repellency of the film will be poor, while if it exceeds 20% by weight, it will be easy to incorporate bubbles during painting, which will cause armpit pinholes and reduce the finish of the film. The weight average molecular weight of the union (B) is 7
．． If the weight average molecular weight is less than 000, the mechanical properties, drying properties, etc. of the film will be poor. On the other hand, if the weight average molecular weight exceeds 50.000, the compatibility with the polymer (A), the finish of the film, etc. will be deteriorated. If the hydroxyl value of the polymer (B) is lower than 40, the curability will be poor, and the mechanical properties, chemical resistance, hardness, etc. of the coating will be reduced. On the other hand, if the hydroxyl value exceeds 130, the polymer (A) ) and the finish of the film will deteriorate. Further, when the glass transition temperature of the polymer (B) is lower than 10°C,
Drying properties are poor, and abrasiveness with a polishing compound is also poor. On the other hand, if the glass transition temperature exceeds 80° C., the finishing properties of the coating, the adhesion to the substrate, etc. are reduced.

The polymer (B) used in the present invention can be obtained by copolymerizing the fluorine-containing vinyl monomer represented by the above general formula with other radically polymerizable unsaturated monomers.

Examples of the fluorine-containing vinyl monomer represented by the general formula include those shown below.

(2) A monomer having a (meth)acryloyl group and a fluoroalkyl group in the ester moiety: for example, 2, 2.
2-) Lifluoroethyl (meth)acrylate, LH,
IH,3H-tetrafluoropropyl (meth)acrylate, 2,2.3°3.3-pentafluoropropyl (
meth)acrylate, IH, IH, 5H-octafluoropentyl (meth)acrylate, 2,2,3,3゜4
4.5.5.5-nonafluoropentyl (meth)acrylate, LH,IH,7H-dodecafluorohebutyl (
meth)acrylate, 2,2°3.3,4.4,5.5
, 6,6,7,7.7-dodecafluorohebutyl (meth)acrylate, IH, IH, 2H, 2H, 10H-hexadecafluorodecyl (meth)acrylate, IHI
H, 2H, 2H-heptadecafluorodecyl acrylate, ■ Monomers in which the hydrogen atom at the α position of the acryloyl group is replaced with a fluorine atom: e.g. α-fluoromethyl acrylate,
α-fluoroethyl acrylate, α-fluoropropyl acrylate, α-fluorobutyl acrylate, α
-Fluoro-2-ethylhexyl acrylate, etc. (2) A monomer in which the hydrogen atom at the α-position of the acryloyl group is substituted with a fluorine atom and has a fluoroalkyl group in the ester moiety: For example, α-fluoro-2,2, 2-trifluoroethyl acrylate, a-fluoro-2,2,3,3
-tetrafluoropropyl acrylate, α-fluoro-2,2゜3.3.3-pentafluoropropyl acrylate, α-fluoro-2-trifluoromethyl-3,
3,34-lifluoropropyl acrylate, α-fluoro-2-trifluoromethyl-2,3,3,3-tetrafluoropropyl acrylate, α-fluoro-2,2
, 3,4,4,4-hexafluorobutyl acrylate, a-fluoro-1-methyl-2,2,3,4,4,4
-hexafluorobutyl acrylate, α-fluoro-
1,1,2,2-tetrahydroperfluorodecyl acrylate, α-fluoro-1,1.

2.2-Tetrahydro-9-trifluoromethyl perfluorodecyl acrylate, α-fluoro-1,1-
Dihydroverfluoroptyl acrylate, α-fluoro-1,1-dimethyl-2,2,3,3-tetrafluoropropyl acrylate, α-fluoro-1,1-dimethyl-2゜2.3,3,4, 4,5.5-octafluoropentyl acrylate, α-fluoro-1,1-dimethyl-2,2,3,4,4,4-hexafluorobutyl acrylate, etc. Methyl group present at the α position of the methacryloyl group A monomer in which the hydrogen atom is replaced with a fluorine atom: for example, methyl-α-
Trifluoromethyl acrylate, ethyl-〇-trifluoromethyl acrylate, n-propyl-α-trifluoromethyl acrylate, i-propyl-α-trifluoromethyl acrylate, n-butyl-α-trifluoromethyl acrylate, t-butyl - α-trifluoromethyl acrylate, 2-ethylhexyl-α-trifluoromethyl acrylate, benzo-α-trifluoromethyl acrylate, ■ the hydrogen atom of the methyl group present at the α-position of the methacryloyl group is substituted with a fluorine atom, And a monomer having a fluoroalkyl group in the ester moiety:
For example, 2.2.2-trifluor loethyl-trifluoromethyl acrylate, lH,LH-heptafluorobutyl-α-trifluoromethyl acrylate, LH,I
H,7H-dodecafluorohebutyl-α-trifluoromethyl acrylate, LH,LH-pentadecafluorooctyl-α-trifluoromethyl acrylate, IH
, IH-pentafluoropropyl-α-trifluoromethidelacrate, IH,lH-betafluorobutyl-α
-trifluoromethyl acrylate, hexafluoroisopropyl-α-trifluoromethyl acrylate, etc.

In addition, there are no particular restrictions on other radically polymerizable unsaturated monomers, and various types can be used, and typical examples thereof are as follows.

(a) Esters of acrylic acid or methacrylic acid; for example, methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate,
Hexyl acrylate, octyl acrylate, lauryl acrylate, methyl methacrylate, ethyl methacrylate,
CI-18 alkyl esters of acrylic acid or methacrylic acid such as propyl methacrylate, isopropyl methacrylate, butyl methacrylate, hexyl methacrylate, octyl methacrylate, lauryl methacrylate; glycidyl acrylate, glycidyl methacrylate; allyl acrylate, allyl methacrylate, etc. C2~, alkenyl ester of acrylic acid or methacrylic acid; 02-8 hydroxyalkyl ester of acrylic acid or methacrylic acid such as hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate: allyloxyethyl acrylate, allyloxymethacrylate C1-1s alkenyloxyalkyl esters of acrylic acid or methacrylic acid such as.

(b) Vinyl aromatic compound For example, styrene, α-methylstyrene, vinyltoluene, p-chlorostyrene vinylpyridine.

(c) α,β-ethylenically unsaturated acids such as acrylic acid, methacrylic acid, itaconic acid.

(d) Others, such as acrylonitrile, methacrylolbrobionate, vinyl bivalate, etc.

Particularly preferred among these monomers are monomers or monomer mixtures containing at least 40% by weight of esters of acnolic acid or methacrylic acid.

Polymerization of the above monomers is carried out using a radical polymerization initiator. Usable radical polymerization initiators include, for example, azo initiators such as 2,2'-azoisobutyronide nor, 2,2'-azobis(2,4-dimethylvaleronitrile); benzoyl peroxide, lauryl, etc. Examples include peroxide-based initiators such as peroxide and tert-butyl peroctoate, and these polymerization initiators are generally used in an amount of 0.2 to 10 parts by weight per 100 parts by weight of monomers to be subjected to polymerization.
Preferably, it can be used within the range of 0.5 to 5 parts by weight.

The mixing ratio of the polymer (A) and the polymer (B) is such that the total amount (solid content) of the polymer (A) is 90 to 10% by weight, preferably 80 to 20% by weight, and the polymer (A) is 90 to 10% by weight, preferably 80 to 20% by weight. B) is 10 to 90 wt., preferably 20
~80% by weight. 90% by weight of polymer (A)
If the amount of polymer (B) is more than 10% by weight, the drying properties, polishing properties, etc. of the coating will decrease;
If the amount of polymer (B) is less than 10% by weight (or more than 90% by weight), the weather resistance, water repellency, etc. of the coating will decrease, which is not preferable.

The polyisocyanate compound used in the present invention is a polymer (
It acts as a crosslinking agent for A) and polymer (B),
Non-yellowing polyisocyanate compounds are required from the viewpoint of outdoor weather resistance, and conventionally known non-yellowing polyisocyanate compounds in the paint field can be used, such as hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, inphorone diisocyanate, hydrogenated polyisocyanate, etc. Non-yellowing deformed polyisocyanate compounds such as diphenylmethane diisocyanate, diphenylmethane diisocyanate, xylylene diisocyanate, lysine diisocyanate, etc., and excess amounts of these polyisocyanate compounds, water, ethylene glycol, propylene glycol, trimethylolpropane,
Terminal isocyanate-containing compounds obtained by reacting low-molecular active hydrogen-containing compounds such as hexanetriol and castor oil, polymers of these polyisocyanate compounds, villette bodies, and these unblocked polyisocyanate compounds are used as isocyanate blocking agents. Examples include polyisocyanate compounds blocked with .

As the isocyanate blocking agent, phenol, m
- Phenols such as cresol, xylenol, thiophenol, methanol, ethanol, butanol, 2-
Examples include alcohols such as ethylhexanol, cyclohexanol, and ethylene glycol monomethyl ether, and active hydrogen-containing compounds such as caprolactam, ethyl acetoacetate, and diethyl malonate.

The blending ratio of the polyisocyanate compound is such that the isocyanate group in the polyisocyanate compound is equal to the hydroxyl group in the polymer (A) and the polymer (B) in a molar ratio of [isocyanate group]/[hydroxyl group] of 0. It is desirable that it is 5-2, preferably 0.75-1.5. If this molar ratio is less than 0.5, the amount of crosslinking agent will be insufficient and crosslinking will be insufficient, resulting in poor physical properties and chemical resistance of the resulting coating film.On the other hand, if it exceeds 2, initial drying will be poor. It is not preferable because the hardness of the coating film decreases due to a large amount of unreacted polyisocyanate component after curing.

The coating composition of the present invention can be used as an organic solvent solution in which the polymer (A), the polymer (B), and the polyisocyanate compound are dissolved or dispersed in an organic solvent. Specifically, hydrocarbons such as hexane, heptane, octane, xylene, toluene, esters such as ethyl acetate, butyl acetate, amyl acetate, ethylene glycol monomethyl acetate, diethylene glycol monoethyl acetate, hexyl ether, dioxane, Ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol diethyl ether, diethylene glycol monobutyl ether, methyl alcohol, ethanol, impropatol, butanol, amyl alcohol, 2-ethylhexyl alcohol, cyclohexanol Alcohols such as methyl ethyl ketone,
Ketones such as methyl isobutyl ketone, cyclohexanone, isophorone, etc., butanol 3 manufactured by Cosmo Oil Co., Ltd.
Aromatic petroleum solvents such as No. 10, Butanol 100o, Butanol 1500, etc. can be suitably used. However, when the polyisocyanate compound has unblocked incyanate groups, among the above solvents, hydroxyl group-containing solvents are not preferred.

The coating composition of the present invention is particularly preferably used as a clear composition for top coating, but if necessary, a top coat containing a color pigment with excellent weather resistance such as titanium white, carbon black, phthalocyanine blue, phthalocyanine green, etc. It can also be used as a coloring composition.

Further, the coating composition may contain an ultraviolet absorber, a curing accelerator, a fluidity regulator, etc., if necessary. In fact, cellulose resins, alkyd resins, polyester resins, epoxy resins, etc. can be blended as necessary to the extent that the coating performance is not degraded.

There are no particular restrictions on the method of forming a coating film using the coating composition of the present invention (for example, it can be carried out by coating by means such as spray coating, dip coating, roller coating, brush coating, etc., and drying. The film thickness is not particularly limited, but
Usually, a range of 10 to 100 units is considered sufficient. The coating can be dried at a temperature of about 0° C. or higher when an unblocked polyisocyanate compound is used, or at about 120° C. or higher when a blocked polyisocyanate compound is used.

EXAMPLES Hereinafter, the coating composition of the present invention will be specifically explained with reference to Examples.

In addition, "parts" and "%" in the production examples, examples, and comparative examples are all based on weight. 6 Production example of copolymer 1 A reaction vessel was equipped with a thermometer, a thermostat, a stirrer, a reflux condenser, and a dripping device. Prepare a pump, and 25 parts of toluene.
43 parts of xylene was charged, and the temperature was raised to 110°C while stirring to form mixture 1 of the monomers and polymerization initiator shown in Table 1.
02.1 part was added dropwise at a constant rate over 3 hours at 110° C. using a dropping pump. 60 minutes after completion of dripping 11
The temperature was maintained at 0'C and stirring continued. Thereafter, 03 parts of additional catalyst azobisdimethylvaleronitrile dissolved in 10 parts of xylene was added dropwise at a constant rate over 60 minutes. After the dropwise addition was completed, the temperature was maintained at 110° C. for 60 minutes to complete the reaction. The resulting copolymer solution was a uniform, transparent solution with a nonvolatile content of 54.8% and a Gardner viscosity of N. The copolymer had a weight average molecular weight of 20,000 and a hydroxyl value of 43.

Production Examples of Copolymers 2 to 11 In the production example of Copolymer 1, the mixture of monomers and polymerization initiators and additional catalysts are shown in Table 1, and the aqueous solutions and copolymer characteristic values are shown in Table 2.

Examples 1 to 8 Using the copolymer solutions obtained in the above production examples, the main ingredients and crosslinking agents shown in Table 3 were mixed, and the mixture was stirred to obtain compositions of Examples.

Comparative Examples 1 to 10 Using the copolymer solutions obtained in the above production examples, the main ingredients and crosslinking agents shown in Table 3 were mixed, and the mixture was stirred to obtain compositions of comparative examples.

Preparation of test plate After spray painting KAR Brasafue Gray (manufactured by Kansai Paint Co., Ltd., trade name, lacquer) on the surface of the cold rolled steel plate and drying it at room temperature for 1 hour, water polishing was performed with #400 abrasive paper. Rethane PG-80 (manufactured by Kansai Paint Co., Ltd., trade name, acrylic/urethane type) metallic paint was spray-coated on top and dried at room temperature until dry to the touch. Toluene/xylene/ethyl acetate/butyl acetate = 50
/30/10/l 0 parts with a viscosity of 13 to 14 seconds "Ford Cup #4/diluted to 25°C") was applied to a dry film thickness of 30 to 40°F and kept at a room temperature of 25°C for 4 days. After drying, (3) finished appearance, (4) sanding workability, (6) impact resistance, (7) gasoline resistance, (9)
) accelerated weather resistance, (10) WJ water-based test.

The tests in Table 4 were conducted according to the following method.

(1) Dry to the touch time In a constant temperature room with a temperature of 20℃ and a humidity of 75%, apply the coating to a glass plate with a doctor blade to a thickness of about 60F, then rub it with your fingers so that the coating will stick to your fingers. The time until it stopped adhering (touch dry time) was measured.

(2) Pencil hardness After painting in the same manner as in (1) above and leaving it at 20℃ for 24 hours,
At the same temperature, a pencil scratch test was conducted to determine the hardness of the pencil that would cause the film to break. The pencil used was a daily-tested pencil scratch value test.

(3) Finished appearance The smoothness and coating texture of the coating were visually measured.

○: Good ■: Slightly rough skin △: Skin rough Judgment was made visually.

O: There are almost no scratches, and the gloss is good ■: There are a few scratches, and the gloss has decreased somewhat △: There are many scratches, and the gloss has decreased considerably.
There is almost no gloss (5) Spray on the blurred area. On the cold-rolled steel plate, apply Magicron (thermosetting amino acrylic resin, manufactured by Kansai Paint Co., Ltd., trade name) Sill Bar Metallic Base and Marklon (same as above) clear top coat. The paint was applied wet-on-wet, and after setting at room temperature for 20 minutes, it was baked at 140°C for 30 minutes to harden to obtain a coating surface similar to that of a new car coating. The composition was applied diagonally, the thin film part was further blurred, and the film was then heated for 1 time at room temperature (25°C).
After drying in the sun, the blurred areas were polished with a polishing compound in the same manner as in (4), and the conspicuousness of the areas was visually determined.

(6) Impact resistance A test was conducted using a DuPont type impact tester (load: 500 g, φ cross), and the height without cracking or peeling was measured.

(7) Fix the gasoline resistance test plate horizontally and fold it into four pieces of gauze (50X
Approximately 5cc of regular type gasoline to 50mm>
Mix it in and leave it for 3 minutes. After that, remove the gauze and wipe off the gasoline with another gauze and observe the condition of the painted surface.

○: None of the above ×: Decreased gloss and softening of the painted surface occurred (8) Adhesion The compositions of Examples and Comparative Examples were applied to the surface of the new car paint film obtained in the same manner as in (5) above to a dry film thickness of 40 units. After spray painting and drying at room temperature (25℃) for 4 days,
A cross-cut was made, and then a cellophane tape was applied and then rapidly pulled off, after which the adhesion state of the film was observed.

(9) Accelerated weather resistance test plate at 4.000 with Sunshine Weather-Ometer
Measure the 20° specular reflectance after the time test, and gloss retention rate (%) = (reflectance after test / reflectance before test) x 10
Expressed as 0.

(10) A drop of distilled water was placed on an aqueous test plate, and the contact angle between the film surface and the water droplet was measured.

[Effects of the Invention] As stated above, the coating composition of the present invention can form a film with excellent properties such as drying properties, finished appearance, polishing workability, weather resistance, and water repellency. .

Claims (1)

[Claims] (1) (A) Organic solvent-soluble fluoroolefin polymer having a weight average molecular weight of 5,000 to 120,000 and a fluorine atom content of 1 to 60% by weight 90 to 10
Weight% (B) General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R is H, CH_3, F, or CF_3, X is H or F, m is an integer from 0 to 10, and n is (representing an integer from 1 to 21) and a weight average molecular weight of 7.
,000-50,000, hydroxyl value 40-130 mgKOH/g, glass transition temperature 10-80°C, curable resin made by blending a polyisocyanate compound with a mixture of 10-90% by weight of a fluorine-containing vinyl copolymer. A coating composition characterized by containing the composition.