JPS6195078A - Anti-icing organic resin coating composition - Google Patents

Abstract

PURPOSE:To obtain the titled composition for use in metals, etc., by incorporating an organic solvent-type synthetic resin coating with specific perfluoroalkyl group-contg. (meth)acrylic polymer, etc. CONSTITUTION:The objective composition can be obtained by incorporating (A) 100pts. by wt. of an organic solvent-type synthetic resin coating composition (on a resin solid basis) with (B) 0.1-75pts. by wt. of a homopolymer and/or copolymer from perfluoroalkyl group-contg. (meth)acrylic monomer of formula (R is H or methyl; n is 1-10, Rf is 3-8C, perfluoroalkyl) and pref., (C) 0.1-50 pts. by wt. of an alkali metal compound (e.g., lithium compound).

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an anti-icing organic resin coating composition, and more specifically to an anti-icing organic resin coating composition, and more specifically to an anti-icing organic resin coating composition containing a polyfluoro(meth)acrylate polymer and an alkali metal compound. The present invention relates to an anti-icing organic resin coating composition that can prevent strong adhesion to the surface of a coating during freezing.

Conventionally, as a measure to prevent icing, attempts have been made to reduce the icing force by applying various types of coatings to the surface of objects.The coating materials include silicone resin, fluororesin, rubber, etc. The materials are known. Although it is possible to more or less reduce the tendency of icing on the surface of an object by using these coating materials, it is impossible to completely prevent strong adhesion due to hydrogen bonding of ice. Therefore, the present inventors conducted basic research on the mechanism of icing and found that a composition consisting of a combination of a fluorine metal compound having a hydrogen bond dissociation effect and an organopolysiloxane resin was used to prevent icing of conventional coating materials. We proposed a composition for anti-icing material that exceeds the anti-icing ability (see Japanese Patent Application Laid-Open No. 59-25868).
.

However, although the proposed organopolysiloxane resin-based anti-icing paint has practically satisfactory anti-icing performance, organopolysiloxane 81m is very expensive compared to other synthetic resins. Therefore, the cost of the paint itself is high, and furthermore, the paint has poor adhesion to the object to be coated, so it has disadvantages such as the need for a brimer when applying it.

For this reason, recently organic synthetic resins, such as acrylic resins, polyurethane resins, and epoxy resins, which have traditionally been used in various paints, have been used as base resins instead of organopolysiloxane resins. There is a strong need in the art to develop an organic coating composition that has anti-icing performance equal to or superior to that of silicone resin systems.

Therefore, the present inventors aimed to provide an excellent anti-icing function to organic solvent-based synthetic resin coating compositions that have been widely used in various applications. Focusing on perfluorinated compounds that are chemically stable and exhibiting extremely low surface tension, we have conducted extensive research into the application of these compounds, and have found that perfluoroalkyl groups containing a specific number of carbon atoms ( Specific positive addition of meth)acrylic monomer polymer
'), it has been found that a coating composition can be imparted with anti-icing performance, and furthermore, by using an acrylic metal compound in combination, a coating composition can be obtained that maintains even better anti-icing performance, and in order to complete the present invention. It's arrived.

Thus, according to the present invention, based on the resin solid content ioo parts by weight of the organic solvent type synthetic resin coating composition, the following general formula % formula %) (wherein R represents a hydrogen atom or a methyl group, and n is 1 ~
(represents an integer of 10, Rf represents a linear or branched perfluoroalkyl group having 3 to 8 al carbon atoms) Or copolymer from 0.1 to
There is provided an anti-icing organic resin coating composition characterized in that it contains 75 parts by weight.

The reason why the anti-icing organic resin coating composition of the present invention exhibits excellent anti-icing performance is that the coating film formed from the perfluoroalkyl group-containing (meth)acrylic spinning wheel base polymer added to the composition is This is thought to be due to the fact that a microphase-separated structure is formed therein, which is firmly fixed to the coating film, and also reduces the surface energy of the coating film.

1 used in the present invention! The lim agent type synthetic resin coating composition may be either a solvent-soluble type or an organic solvent-dispersed type, such as an acrylic resin coating composition, a polyurethane resin coating composition, an epoxy resin coating composition, an alkali resin coating composition Examples include synthetic resin coating compositions known per se, such as resin-based coating compositions. Among these, acrylic resin coating compositions, polyurethane resin coating compositions, and epoxy resin coating compositions are preferred because they have superior coating film properties compared to other coatings even at low temperatures below zero degrees.

Hereinafter, typical organic solvent-based synthetic resin coating compositions will be explained.

The acrylic resin coating composition is prepared by polymerizing one or more ethylenically unsaturated monomers according to a conventional method (q), using an acrylic resin as the main binder, and adding an organic solvent,
Crosslinking agents (melamine resin, polyisocyanenate, alkoxysilane compounds, etc.), colorants (pigments,
dyes), auxiliary agents (pigment dispersants, coating surface conditioners, etc.). Typical examples of ethylenically unsaturated monomers constituting the acrylic resin include methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, hexyl acrylate, and 2-acrylate. Ethylhexyl, octyl acrylate, lauryl acrylate, methyl methacrylate,
01-C+a alkyl esters of (meth)acrylic acid such as ethyl methacrylate, propyl methacrylate, isopropyl methacrylate, butyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, octyl methacrylate, lauryl methacrylate: glycidyl acrylate, Glycidyl methacrylate: 02-18 alkoxyalkyl ester of (meth)acrylic acid such as methoxybutyl acrylate, methoxybutyl methacrylate, methoxyethyl acrylate, methoxyethyl methacrylate, ethoxybutyl acrylate, ethoxybutyl methacrylate: allyl acrylate, C2-3 alkenyl ester of (meth)acrylic acid such as allyl methacrylate: C2-8 hydroxyalkyl ester of (meth)acrylic acid such as hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, dimethylaminoethyl Examples include aminoalkyl esters of (meth)acrylic acid such as acrylate, diethylaminoethyl acrylate, dimethylaminoethyl methacrylate, and diethylaminoethyl methacrylate, acrylamide, and methacrylamide: acrylic unsaturated monomers such as acrylic acid and methacrylic acid; can.

Furthermore, examples of unsaturated monomers other than the above-mentioned acrylic unsaturated monomers include styrene, α-methylstyrene, vinyltoluene, acrylonitrile, methacrylonitrile, acrolein, methacrolein, butadiene, isoprene, etc. These are used by being appropriately copolymerized with the above-mentioned acrylic monomer depending on the desired physical properties.

The acrylic resin used in the present invention has a number average molecular weight of about 3.
,000 to about ioo,ooo, preferably about 15.00
0 to about 45,000°C, and has a glass transition temperature of 140 to 80°C, preferably 120 to 50°C.
It is preferable that it is within the range of .

Typical polyurethane resin coating compositions are polyol-curing type and moisture-curing type, and the polyisocyanate compounds used include tolylene diisocyanate, diphenylmethane diisocyanate, lysine diisocyanate methyl ester, dicyclobexylmethane diisocyanate, Isophorone diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate, 4.4',-diphenylmethane diisocyanate, Desmodur N [0CN(CH2)s N(CO
Generally known products such as NH(CH2)6NC0)2, product of Bayer AG, West Germany, trade name] can be used, and adducts of these and functional group-blocked isocyanate compounds of these can also be used. Furthermore, examples of the polyols used include conventionally known polyols such as polyether polyols, polyester polyols, acrylic polyols, and epoxy polyols.

Polyurethane resin-based paint compositions are made by adding organic solvents, colorants, auxiliaries, etc. to the above-mentioned binder components, and have superior durability, flexibility, chemical resistance, etc. compared to other synthetic resin paints. Excellent.

The epoxy resin coating composition can use any known epoxy resin as its binder component, and can be produced, for example, by reacting polyphenol with epichlorohydrin in the presence of an alkali. Included are polyglycidyl ethers of polyphenols.

Examples of polyphenols that can be used here include bis(4-hydroxyphenyl)-2,2-buOpan, 4
．． 4'-dihydroxybenzophenone, bis(4-hydroxyphenyl)-1,1-ethane, bis-(4-hydroxyphenyl)-1°1-isobutane, bis(4-hydroxy-tert-butyl-phenyl)-2, 2-7
,0pan,bis(2-hydroxynaphthyl)methane,1
．． Examples include 5-dihydroxynaphthalene. Also,
An epoxy resin obtained by reacting diglycidyl ether with the polyphenol described above and further reacting this with epichlorohydrin can also be used.

Among the epoxy resins described above, preferred ones have a number average molecular weight of at least about 350, preferably from about 350 to 5,000.
0, and an epoxy equivalent of 150 to 4,000, preferably 190 to 2,000, and commercially available products include, for example, Epikote 828.1001.
1002.1004.1007 (epoxy resin manufactured by Shell Chemical Co., Ltd.).

Furthermore, as curing agents for epoxy resins, conventionally known curing agents such as polyamines and polyamides are generally used.

The epoxy resin coating composition is prepared by appropriately adding an organic solvent, a coloring agent, an auxiliary agent, etc. in addition to the epoxy resin and curing agent described above.

Zarani゛, alkyd resin paint used in the present invention
') As the alkyd resin which is the binder component of the composition, generally known alkyd resins obtained by conventional synthesis methods can be used. For example, oil-modified alkyd resin, rosin-modified alkyd resin, phenolic resin-modified alkyd resin,
Styrenated alkyd resin, acrylic modified alkyd resin,
These include epoxy resin-modified alkyd resin, silicone resin-modified alkyd resin, and oil-free alkyd resin (polyester resin).

The alkyd resin coating composition is prepared by appropriately adding an organic solvent, a coloring agent, an auxiliary agent, etc. to the above-mentioned alkyd resin.

In the present invention, the homopolymer or sulfuric acid combination of the perfluoroalkyl group-containing (meth)acrylic monomer that is added to the above-mentioned solvent-based synthetic resin coating composition is expressed by the following general formula (%). (In the formula, R represents a hydrogen atom or methyl, and n is 1
(represents an integer of ~10, R represents a linear or branched perfluoroalkyl group having 3 to 8 carbon atoms). This is what you get.

The rjin field represented by the above general formula is exactly 2
-Perfluorobutylethyl methacrylate Hs CH2-C-Coo-CH2CH2-C-Fe2-Perfluorobutylethyl acrylate CH2-C-COO
-CH2CH2-CtF.

2-Perfluorooctylethyl acrylate CH2-
CHCoo CH2CH2-Co F+2-perfluorooctylethyl methacrylate CH2=CHCoo
-CH2CH2- Ca F+ y 2-perfluorooctyl methacrylate Hs I CH2=C-Coo-CH2CH2-Co F+
Typical examples include y, among which 2 is preferable.
- perfluorooctylethyl methacrylate.

In the present invention, either a homopolymer of a perfluoroalkyl group-containing (meth)acrylic monomer represented by the above general formula or a copolymer of this monomer and another ethylenically unsaturated monomer is used. It can also be used. Moreover, the homopolymer and the copolymer can also be used as a mixture. When used as the latter copolymer, examples of other ethylenically unsaturated monomers used as the comonomer m include the unsaturated monomers described in the structure of the acrylic resin, and preferred ones are alkyl esters of (meth)acrylic acid, styrenes, etc.

The amount of comonomer used for copolymerization is 90% by weight or less,
It is preferably in the range of 20% or less; if it is used in excess of this, the proportion of the perfluoroalkyl group-containing (meth)acrylic monophosphor in the copolymer becomes small and the anti-icing performance deteriorates. Particularly preferred in the present invention are homopolymers of perfluoroalkyl group-containing (meth)acrylic monomers, particularly homopolymers of 2-perfluorooctylethyl methacrylate.

The method for blending the above-mentioned homopolymers and copolymers is the same as the method for producing ordinary acrylic resins, and either solution polymerization or emulsion polymerization may be adopted, and the solvent used may be any one obtained. Those that are good solvents for polymers, such as trichlorotrifluoroethane, meta-xylene hexafluoride, and tetrachlorohexafluorobutane, are used. As the polymerization initiator, common peroxides and azo compounds, such as benzoyl peroxide, azoinbutylvaleronitrile, and azobisisobutyronitrile, are used. The reaction temperature is preferably 40 to 140°C.

In the present invention, the average molecular weight of the polymer (A) comprising the perfluoroalkyl group-containing (meth)acrylic monomer is about 3,000 to about 500,000, preferably about 5.000 to about 45 .0
It is in the range of 00. Number average molecular company is about 500
．． 000 or more, a phase-separated structure is formed during film formation and the film becomes hard. On the other hand, when the number average molecular weight is less than about 3,000, the phase separation structure changes rheologically after film formation, resulting in a disadvantage that the anti-icing property and durability are impaired.

The anti-icing organic coating composition of the present invention contains 0.0% of the polymer of the perfluoroalkyl group-containing (meth)acrylic monomer relative to the iooim part of the resin solid content of the organic solvent type synthetic resin coating composition. 1 to 75 omega parts, preferably 0.1 to 75
It is completed by adding 30 parts by weight and uniformly dissolving or dispersing it. If the addition port of the polymer is less than 0.1 part by weight, a coating composition with anti-icing performance cannot be obtained, whereas if it is added in excess of 75 parts by weight, sufficient anti-icing performance can be obtained without losing the phase separation structure. will no longer be shown.

Due to its purpose, the coating composition obtained in the present invention is used in a low-temperature environment below zero degrees, and therefore, depending on the coating, there is a possibility that the coating film may crack or crack. For the purpose of improving the physical properties of the coating film at this low temperature, a cellulose derivative can be added as necessary.

The cellulose derivative generally has a molecular weight of about 3000 to about 200.0
00. Preferred materials include both ester-modified cellulose derivatives and ether-modified cellulose derivatives having an average molecular weight of about 5000 to about 50,000. Representative examples of the former 11 ester-modified celluloses include nitrocellulose, cellulose acetate butyrate, cellulose acetate propionate,
Examples include cellulose acetate phthalate and cellulose acetate, and particularly preferred cellulose esters have an average degree of esterification in the range of 15 to 70%.

Typical examples of the latter type of ether-modified cellulose derivatives include methylcellulose, ethylcellulose, butylcellulose-sululoxypropylcellulose, and these cellulose esters have an average degree of etherification of 30%.
Preferably, it is within the range of 70%.

Among these 11 celluloses, cellulose acetate butyrate is preferred because of its excellent toughness and cost. The usage of the cellulose derivative is 20 parts by weight or less, preferably 10 parts by weight or less, per 1 part of lff, of the resin solid content of the organic solvent type synthetic resin coating composition.

The anti-icing organic coating composition of the present invention can be produced by adding a good solvent for a polymer of a (meth)acrylic monomer containing a perfluoroalkyl group to an organic solvent-based synthetic resin coating plastic material in advance; This can be achieved by subsequently adding the polymer and mixing and dispersing it using a mixer or the like.

The plastic material can be applied not only as a top coat on an undercoat film, but also directly to metals, plastics, glass, wood materials, and the like. The composition can also be used as a molded product by being laminated onto the surface of an object.The present invention will be explained in more detail below with reference to Examples. Parts and percentages refer to parts by Ω and weight % unless otherwise specified.

Production Example 1 400 parts of meta-xylene hexafluoride was placed in a reaction vessel, and the reflux temperature was raised after nitrogen substitution (0).
A monomer solution prepared by dissolving 12 parts of azobisisobutylnitrile in 600 parts of 2-perfluorooctylethyl methacrylate was added dropwise into the solution over about 3 hours. While maintaining the mixture at reflux temperature, 2 parts of azo(sinbutyronitrile) was added four times every hour, and the mixture was allowed to react for an additional 2 hours.
Ru. After completion of the reaction, 80% trichlorotetrafluoroethane
Add 1200 parts of hexafluoride to 0 parts and meta-xylene, solids content 20.5% and viscosity (Gardner viscometer 72
5° C.) A colorless and transparent 2-perfluorooctylethyl methacrylate homopolymer solution (A) was obtained. Hereinafter, this product will be abbreviated as "polymer solution (A)" Production Example 2 400 parts of quijirole was placed in a reaction container, and after nitrogen substitution, 1
The mixture was heated to 20°C, and a mixed solution of 400 parts of 2-perfluorooctylethyl methacrylate, 200 parts of styrene, and 12 parts of azohisisobutyronitrile was added dropwise over 3 hours. While maintaining this at 120°C, 2 parts of azobisisobutyronitrile was added 4 times every hour.
Allow to react for an additional 2 hours. After the reaction was completed, 200 parts of hexafluoride was added to meta-xylene to obtain a colorless and transparent 2-perfluorooctylethyl methacrylate/styrene copolymer solution with a solid content of 51.0% and a viscosity of T. This solution is abbreviated as "polymer solution (B)."

Production Example 3 In Production Example 2, instead of 200 parts of styrene, 2-
A colorless and transparent copolymer solution having a solid content of 51.3 and a viscosity of S was obtained in the same manner except that 180 parts of ethylhexyl methacrylate and 1 to 20 parts of 2-hydroxyethyl methacrylate were used. This solution is abbreviated as "polymer solution (C)."

Example 1 Organic solvent type acrylic resin paint (“Acryk No. 1000” manufactured by Kansai Paint Co., Ltd., solid content 45%, dry at room temperature)
To 100 parts, 100 parts of polymer solution (A) was added and mixed well with a mixer to prepare an anti-icing organic coating composition I.

The thus obtained coating composition was applied onto a stainless steel plate for icing test using an applicator and dried at room temperature. The dry film thickness at this time was 15 μm. The icing shear fracture strength when frozen at -10°C for 2 hours was determined using the test method described below.

As a comparative example, the acrylic resin paint itself (Comparative Example 1) to which no polymer solution (A) was added was also tested under the same conditions. These test results Example 2 Tests were conducted in the same manner as in Actual Example 1 except that 100 parts of polymer solution (B) was used instead of 10.0 parts of polymer solution (A). Shear fracture strength is 2.0 parts Mc
■It was 2.

Example 3 Aromatic petroleum solvent (trade name Suwazol #1) was placed in a reaction vessel.
000. Marukubi Oil Company product > 45a [I was charged, heated in a nitrogen gas atmosphere, and when the temperature reached 120°C, the flow of nitrogen gas was stopped, and the mixture of vinyl and acrylic monomers and polymerization initiator shown below was prepared. dropwise over 3 hours.

Styrene 30 parts n-butyryl methacrylate 22 parts lauryl methacrylate 30 parts 2-hydroxy methacrylate 15 parts methacrylic acid
3 parts n-butanol 15
Part Azobisisobutyronitrile 2 parts Total 1
17 parts 9. 30 minutes after completion of dropping, add 0.0% of azobisisobutyronitrile.
Add 5 parts over an hour or so and continue heating to 120° C. for an additional 2 hours under a nitrogen gas atmosphere.

Thereafter, 45 parts of Swasol #1000 was added to form a 50% resin solution. The obtained acrylic resin solution was a colorless and transparent liquid having a glass transition temperature of 26.7°C and a viscosity of P.

Using this acrylic resin solution, anti-icing organic coating composition v4 was prepared with the following formulation.

50% acrylic resin solution 140 parts EA8-
551-0.2” 2-part polymer solution 81!2
(A) 50 parts Total 242 parts *1 Cellulose acetate butyrate manufactured by Eastman and Kodak in the US *2 Melamine resin manufactured by Dainippon Ink Chemical Co., Ltd. Solid content 60
% The coating composition thus obtained was diluted with Swasol #1000 to a viscosity of 30 seconds (Ford Cup #4/25°C),
Painted with an applicator on a stainless steel plate for icing test4
It was dried by heating at 0'C for 130 minutes. The dry film thickness at this time was 65 μm. -10' according to the test method described below
The icing shear fracture strength was measured when the sample was frozen for 2 hours.

As a comparative example, the acrylic resin paint itself (Comparative Example 2) to which no polymer solution (A) was added was also tested under the same conditions. The results of these tests are shown below.

Example 4 120 parts of polymer solution (C) was added to 100 parts of organic solvent-type urethane resin paint (manufactured by Kansai Paint Co., Ltd., "Rutan PG-80 Clear", solid content 40%), and the mixture was well mixed with a mixer to form an anti-icing organic coating. A coating composition was prepared.

The thus obtained coating composition was applied onto a stainless steel plate for icing test using an applicator and dried at room temperature. The dry film thickness at this time was 105 μm. The freezing shear fracture strength was measured when frozen at -10'C for 2 hours using the test method described below.

As a comparative example, the urethane resin paint itself (Comparative Example 3) to which the polymer solution (C) was not added was also tested under the same conditions. The results of these tests are shown below.

Example 5 Polymer solution (A) was added to 100 parts of organic solvent-type epoxy resin paint (“Evo Marine” manufactured by Kansai Paint Co., Ltd., solid content 63%).
315 parts were added and thoroughly stirred with a mixer to prepare an anti-icing organic coating composition.

The thus obtained coating composition was applied onto a stainless steel plate for icing test using an applicator and dried at room temperature. The dry gI thickness at this time was 80 μm. The icing shear fracture strength when frozen at -10°C for 2 hours was measured using the test method described below.

As a comparative example, the epoxy resin paint itself (Comparative Example 4) without the addition of the polymer solution (A>) was also tested under the same conditions.The results of these tests are shown below.

Example 6 Organic solvent-type amino, alkyd resin paint (“Amilac No. 1000” manufactured by Kansai Paint Co., Ltd., solid content 65% oil length 3)
6) 7 parts of polymer solution (B) and 20 parts of sodium carbonate were added to 100 parts, and the mixture was thoroughly mixed with mixer 1 to prepare an anti-icing organic coating composition.

The thus obtained coating composition was applied onto a stainless steel plate for icing test using an applicator and dried by heating at 130°C for 20 minutes. The dry film thickness at this time was 80 μm.

The icing shear fracture strength when frozen at -10°C for 2 hours was measured using the test method described below.

As a comparative example, the amino alkyd resin paint itself (Comparative Example 5) to which the polymer solution (B) was not added was also tested under the same conditions. The results of these tests are not shown below.

Icing shear fracture strength test method M1 A stainless steel ring (3) (inner area 5C 2) was placed on the coating film (2) of a stainless steel lithographic plate (1) (100X70X10+n) coated with the composition of the present invention shown in Figure M1. Place this item in a -10°C freezing test constant temperature paddle, and
Precool for 0 minutes. Next, distilled deionized water 2, maintained at 5° C., is poured into the ring (3) and frozen, thereby obtaining ice (4) that adheres to the surface of the subject. -10
After being left in this state for 2 hours at ℃, the ring (3) is shocked by a metal moving rod (shaft) (5) connected to a load cell (not shown) and driven by power, and the ice (4) is removed.
) was measured (unit: K(
+/C12).

[Brief explanation of the drawing]

FIG. 1 is a sectional view of an apparatus for testing the integrity of the composition for anti-icing materials of the present invention. (1)...Stainless steel lithographic plate (2)...Coating film (3)...Stainless steel ring (4)...Ice (5)...Operation Rod Figure 1 Procedure plate (Voluntary) Manabu Shiga, Commissioner of the Patent Office, December 7, 1980 Patent Application No. 215339@2 Name of Invention Anti-icing Organic Resin Coating Composition 3 Relationship with the Amendment Person Case Patent Applicant ( 140) Kansai Paint Co., Ltd. (and 1 other person) 4th Director Sawanotsuru Pill (8521) 2-10 Hirano-cho, Higashi-ku, Osaka City
Patent attorney Eiji Saegusa ''. 5 Date of amendment order 6 Details to be amended Claims section, details of the invention Contents of amendment 1 Contents of the amendment on page 1, line 3 of the description "■ Solvent type "Synthetic resin" is corrected as follows. "Claims - Organic solvent-based synthetic resin" 2. The statement in Akira am is corrected as shown in the errata below. 3 Formula rcH2=CH-COO-CH2CH2Ca F+ J on page 14, line 11 of the specification
Correct it to rcH2=CH-Coo-CH2CH2Co F+A. 4 Correct the formula % formula % on page 14, line 13 of the specification. (that's all)

Claims (2)

[Claims] (1) Resin solid content of organic solvent-based synthetic resin coating composition: 10
0 parts by weight, the following general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R represents a hydrogen atom or a methyl group, and n is 1 to
(represents an integer of 10, Rf represents a linear or branched perfluoroalkyl group having 3 to 8 carbon atoms) / or copolymer from 0.1 to
An anti-icing organic resin coating composition, characterized in that it contains 75 parts by weight. (2) The anti-icing organic resin coating composition according to claim 1, wherein the perfluoroalkyl group-containing (meth)acrylic monomer is represented by the formula, chemical formula, table, etc.▼.