Classifications

• • 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
  • C09D7/65—Additives macromolecular
• • 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
  • C09D5/16—Antifouling paints; Underwater paints
  • C09D5/1687—Use of special additives
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block 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
  • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
  • C09D5/16—Antifouling paints; Underwater paints
  • C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
  • C09D5/1637—Macromolecular compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G2150/00—Compositions for coatings
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
  • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
  • C08G77/50—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
  • Y02P20/00—Technologies relating to chemical industry
  • Y02P20/10—Process efficiency

Definitions

• the present invention relates to a paint additive containing a siloxane branched polyether-modified silicone. Further, the present invention relates to a coating composition and a coating layer containing the coating additive, and more specifically, the present invention relates to a coating composition and a coating layer having antifouling performance.
• Patent Document 1 a composition using an additive containing fluorine in the molecule (Patent Document 1) is generally known, but the material is expensive and from the viewpoint of environmental problems. Therefore, a fluorine-free additive is required.
• polyether-modified silicone is widely used as a paint additive for the purpose of surface leveling and defoaming properties (Patent Document 2).
• Patent Document 2 there is no known polyether-modified silicone that imparts excellent antifouling performance.
• a siloxane-branched polyether-modified silicone obtained by addition-reacting a polyoxyalkylene compound and a silicone compound to an organohydrogenpolysiloxane Patent Document 3
• Patent Document 3 a siloxane-branched polyether-modified silicone obtained by addition-reacting a polyoxyalkylene compound and a silicone compound to an organohydrogenpolysiloxane
• the present invention has been made in view of such circumstances, and an object of the present invention is to provide a paint additive and a paint composition which have a small environmental load and impart excellent antifouling performance.
• R 1 a R 2 b R 3 c SiO (4-a-bc) / 2 the weight average molecular weight is 500 to 100.
• a paint additive containing 000 siloxane branched polyether-modified silicones is an alkyl group having 1 to 30 carbon atoms, an aryl group, an aralkyl group, or a general formula (2) -C m H 2 m- O- (C 2 H 4 O) d (C 3 H).
• R 4 in an organic radical the same or different are selected from organic groups represented
• R 2 is formula (3) -C m H 2m -O- (C 2 H 4 O) f ( C 3 H 6 O) It is a group represented by g ⁇ R 5
• R 3 is the following general formula (4).
• R 4 is a hydrocarbon group having 4 to 30 carbon atoms or an organic group represented by R 6- (CO)-
• R 5 is a hydrogen atom or a hydrocarbon having 1 to 30 carbon atoms.
• R 6 represented by is a hydrocarbon group having 1 to 30 carbon atoms
• R 1 of R 1 in the general formula (4) in the above formula (1) Is the same as.
• a, b, and c are 1.0 ⁇ a ⁇ 2.5, 0.001 ⁇ b ⁇ 1.5, and 0.001 ⁇ c ⁇ 1.5, respectively, and d and e are 0 ⁇ d ⁇ 50, respectively. It is an integer of 0 ⁇ e ⁇ 50, where f and g are integers of 2 ⁇ f ⁇ 200 and 0 ⁇ g ⁇ 200, respectively, and f + g is an integer of 3 to 200. Further, m is an integer of 0 ⁇ m ⁇ 10, h is an integer of 0 ⁇ h ⁇ 500, and n is an integer of 1 ⁇ n ⁇ 5. )
• the solvent is further contained.
• the present invention provides a coating composition containing the above-mentioned coating additives.
• the coating composition of the present invention includes urethane resin, acrylic resin, amide resin, phenol resin, epoxy resin, melamine resin, urea resin, alkyd resin, polyimide resin, polyalkylene resin, polyvinyl chloride, polystyrene, and polyvinyl acetate. Further, it is preferable that the resin contains a resin selected from the group consisting of the alloys of the above resins.
• the resin is a urethane resin or an acrylic resin.
• These resins are preferable because they have good compatibility with paint additives containing siloxane-branched polyether-modified silicone.
• the coating composition of the present invention is preferably used for an antifouling paint.
• the coating composition of the present invention can exhibit good antifouling properties without impairing various coating performances such as defoaming property and leveling property.
• the present invention provides a coating layer formed from the above coating composition.
• the coating layer of the present invention can be applied to various base materials and exhibits good antifouling properties.
• the paint additive containing the siloxane branched type polyether-modified silicone of the present invention it is possible to provide a paint composition and a coating layer having a small environmental load and excellent antifouling properties.
• the present invention is represented by the average composition formula (1) R 1 a R 2 b R 3 c SiO (4-a-bc) / 2 , and the weight average molecular weight is 500 to 100,000.
• R 1 in the formula (1) is an alkyl group having 1 to 30 carbon atoms, an aryl group, an aralkyl group, or a general formula (2) -C m H 2 m- O- (C 2 H 4 O) d (C 3 H).
• R 4 in an organic radical the same or different are selected from organic groups represented
• R 2 is formula (3) -C m H 2m -O- (C 2 H 4 O) f ( C 3 H 6 O) It is a group represented by g ⁇ R 5
• R 3 is the following general formula (4).
• R 4 is a hydrocarbon group having 4 to 30 carbon atoms or an organic group represented by R 6- (CO)-
• R 5 is a hydrogen atom or a hydrocarbon having 1 to 30 carbon atoms.
• R 6 represented by is a hydrocarbon group having 1 to 30 carbon atoms
• R 1 of R 1 in the general formula (4) in the above formula (1) Is the same as.
• a, b, and c are 1.0 ⁇ a ⁇ 2.5, 0.001 ⁇ b ⁇ 1.5, and 0.001 ⁇ c ⁇ 1.5, respectively, and d and e are 0 ⁇ d ⁇ 50, respectively. It is an integer of 0 ⁇ e ⁇ 50, where f and g are integers of 2 ⁇ f ⁇ 200 and 0 ⁇ g ⁇ 200, respectively, and f + g is an integer of 3 to 200. Further, m is an integer of 0 ⁇ m ⁇ 10, h is an integer of 0 ⁇ h ⁇ 500, and n is an integer of 1 ⁇ n ⁇ 5. )
• the siloxane-branched polyether-modified silicone contained in the coating additive of the present invention is represented by the average composition formula (1) R 1 a R 2 b R 3 c SiO (4-a-bc) / 2 .
• R 1 in the formula (1) is an alkyl group having 1 to 30 carbon atoms, an aryl group, an aralkyl group, or a general formula (2) -C m H 2 m- O- (C 2 H 4 O) d (C 3 H).
• R 4 in an organic radical the same or different are selected from organic groups represented
• R 2 is formula (3) -C m H 2m -O- (C 2 H 4 O) f ( C 3 H 6 O) It is a group represented by g ⁇ R 5
• R 3 is the following general formula (4).
• R 4 is a hydrocarbon group having 4 to 30 carbon atoms or an organic group represented by R 6- (CO)-
• R 5 is a hydrogen atom or a hydrocarbon having 1 to 30 carbon atoms.
• R 6 represented by is a hydrocarbon group having 1 to 30 carbon atoms
• R 1 of R 1 in the general formula (4) in the above formula (1) Is the same as.
• a, b, and c are 1.0 ⁇ a ⁇ 2.5, 0.001 ⁇ b ⁇ 1.5, and 0.001 ⁇ c ⁇ 1.5, respectively, and d and e are 0 ⁇ d ⁇ 50, respectively. It is an integer of 0 ⁇ e ⁇ 50, where f and g are integers of 2 ⁇ f ⁇ 200 and 0 ⁇ g ⁇ 200, respectively, and f + g is an integer of 3 to 200. Further, m is an integer of 0 ⁇ m ⁇ 10, h is an integer of 0 ⁇ h ⁇ 500, and n is an integer of 1 ⁇ n ⁇ 5. )
• R 1 in the above formula is an alkyl group, an aryl group, or an aralkyl group having 1 to 30 carbon atoms, preferably an alkyl group, an aryl group, or an aralkyl group having 1 to 12 carbon atoms, and particularly preferably a methyl group or an ethyl group. It is a propyl group, a hexyl group, an octyl group, a dodecyl group, a phenyl group and a 2-phenylpropyl group, and 80% or more is preferably a methyl group.
• R 1 further contains an alkoxy group, an ester group, and an alkenyl ether represented by the general formula (2) -C m H 2 m- O- (C 2 H 4 O) d (C 3 H 6 O) e- R 4. It may be a residue or an alkenyl ester residue.
• R 4 in the formula (2) is a monovalent hydrocarbon group having 4 to 30 carbon atoms or an organic group represented by R 6 ⁇ (CO) ⁇ , and preferably has 4 carbon atoms because of its availability.
• monovalent hydrocarbon radical or R 6 of ⁇ 10 - (CO) - is an organic group represented by a hydrocarbon group of R 6 is from 1 to 30 carbon atoms, preferably 1 to 10 carbon atoms from the easy availability Is.
• d, e and m are integers of 0 ⁇ d ⁇ 50, 0 ⁇ e ⁇ 50 and 0 ⁇ m ⁇ 10, respectively, and are preferably 0 ⁇ d ⁇ 30 and 0 ⁇ e because of their availability. It is an integer of ⁇ 30, 2 ⁇ m ⁇ 5.
• the polyoxyalkylene moiety in the formula (2) is composed of both ethylene oxide units and propylene oxide units, either a block polymer of both units or a random polymer may be used.
• R 2 is a group represented by the general formula (3) -C m H 2 m- O- (C 2 H 4 O) f (C 3 H 6 O) g- R 5.
• R 5 of the formula (3) is a hydrogen atom, a monovalent hydrocarbon group having 1 to 30 carbon atoms, or an organic group represented by R 6- (CO)-, and preferably has a carbon number of carbon because of its availability.
• hydrocarbon group of 1 to 10 a hydrogen atom or R 6 - (CO) - is an organic group represented by, R 6 is as defined above.
• f and g are integers of 2 ⁇ f ⁇ 200 and 0 ⁇ g ⁇ 200, respectively, preferably integers of 2 ⁇ f ⁇ 50 and 0 ⁇ g ⁇ 50 due to availability, and f + g is 3 to 3 to, respectively. It is an integer of 200, preferably an integer of 5 to 100. If f + g is smaller than 3, the antifouling property is lowered, and if it is larger than 200, synthesis becomes difficult. m is the same as described above.
• the polyoxyalkylene moiety in the formula (3) is composed of both ethylene oxide units and propylene oxide units, either a block polymer of both units or a random polymer is used. But it may be.
• R 3 is the following general formula (4) Is an organosiloxane represented by, R 1 is the same as described above, h is an integer of 0 ⁇ h ⁇ 500, preferably an integer of 1 ⁇ h ⁇ 100, and n is an integer of 1 ⁇ n ⁇ 5. It is preferably 2 because of its availability. If h is larger than 500, it is difficult to synthesize, and there may be a problem in compatibility with the resin when the coating composition is prepared.
• Each of a, b, and c is 1.0 ⁇ a ⁇ 2.5, preferably 1.0 ⁇ a ⁇ 2.3, and 0.001 ⁇ b ⁇ 1.5, preferably 0.05 ⁇ b ⁇ 1. It is 0.0, 0.001 ⁇ c ⁇ 1.5, preferably 0.01 ⁇ c ⁇ 1.0. If a and b are out of the above range, the compatibility of the coating composition becomes unstable. Further, when the coating composition is prepared, if c is less than 0.001, the antifouling property is lowered, and if it is more than 1.5, the compatibility with the coating composition becomes unstable.
• the polystyrene-equivalent weight average molecular weight of the siloxane-branched polyether-modified silicone represented by the formula (1) in GPC is 500 to 100,000, preferably 1,000 to 80,000, and particularly preferably 1. , 500-40,000. If the weight average molecular weight is less than 500, the antifouling property is lowered, and if it is 100,000 or more, not only the viscosity is high and the handleability is poor, but also the compatibility with the resin is a problem when it is made into a coating composition. May occur.
• the siloxane branched polyether-modified silicone contained in the coating additive of the present invention can be obtained by a known method, and is, for example, as described in Patent Document 3 (Japanese Unexamined Patent Publication No. 2001-039819) with an organohydrogenpolysiloxane. It can be easily synthesized by subjecting an alkenyl group-containing organosiloxane and an alkenyl group-containing polyoxyalkylene compound to an addition reaction in the presence of a platinum catalyst or a rhodium catalyst.
• the coating additive of the present invention may consist of the above-mentioned siloxane-branched polyether-modified silicone alone, or may further contain a solvent in addition to the above-mentioned siloxane-branched polyether-modified silicone. .. If it contains a solvent, it becomes easier to stir and homogenize the coating additive of the present invention when it is added to the coating composition. Moreover, other components may be contained if necessary.
• the solvent that can be blended in the paint additive of the present invention for example, those described in the paint composition described later can be used, but propylene glycol monomethyl ether acetate and butyl acetate are preferable.
• the coating additive of the present invention is, for example, a 10 to 90% solution, preferably a 10 to 50% solution, and more preferably a 15 to 30% solution of the above-mentioned siloxane branched polyether-modified silicone. can do.
• the present invention also provides a coating composition containing the above-mentioned coating additives, particularly a coating composition for antifouling coatings.
• the amount of the siloxane-branched polyether-modified silicone (that is, the active ingredient contained in the coating additive of the present invention) is 0.01 to 10 parts by mass, preferably 0.1 to 10 parts by mass, based on 100 parts by mass of the coating composition. 5 parts by mass.
• the addition amount is within this range, the stain prevention property corresponding to the addition amount can be surely obtained, which is advantageous in terms of cost.
• the coating composition of the present invention preferably contains a resin.
• the resin is not particularly limited, but urethane resin, acrylic resin, amide resin, phenol resin, epoxy resin, melamine resin, urea resin, alkyd resin, polyimide resin, polyalkylene resin, polyvinyl chloride, polystyrene, polyvinyl acetate, and the above resins.
• Urethane resin or acrylic resin is preferable because it is selected from the group consisting of alloys and is compatible with paint additives containing siloxane branched polyether-modified silicone.
• the amount of the resin added is 10 to 99.5 parts by mass, preferably 25 to 90 parts by mass, out of 100 parts by mass of the coating composition of the present invention. If the resin content is 10 parts by mass or more, there is no possibility that the mechanical strength will decrease.
• the coating composition of the present invention contains, if necessary, a curing agent, a diluting solvent, an ultraviolet absorber, a polymerization initiator, a polymerization inhibitor, a neutralizing agent, and a stabilizer (light-resistant stabilizer, weather-resistant stabilizer, heat-resistant stabilizer). Agents), antioxidants, leveling agents, defoamers, viscosity modifiers, anti-settling agents, pigments, dyes, dispersants, antistatic agents, antifogging agents, rubbers, etc. Ingredients may be appropriately blended.
• the curing agent examples include aliphatic polyisocyanate (hexamethylene diisocyanate trimer) (manufactured by Covestro, DESMODUR N 3390 BA / SN).
• the amount of the curing agent is not particularly limited, but is 1 to 30 parts by mass, preferably 3 to 15 parts by mass, out of 100 parts by mass of the coating composition of the present invention.
• diluting solvent examples include propylene glycol monomethyl ether acetate, butyl acetate, ester, aliphatic hydrocarbon, aromatic hydrocarbon, ketone, alcohol and the like, and propylene glycol monomethyl ether acetate and butyl acetate are preferable.
• the amount of the diluting solvent is not particularly limited, but is 10 to 90 parts by mass, preferably 20 to 70 parts by mass, out of 100 parts by mass of the coating composition of the present invention.
• the viscosity of the coating composition of the present invention (25 ° C., B-type viscometer) is, for example, 10,000 to 10,000 mPa ⁇ s, preferably 10 to 5,000 mPa ⁇ s, in consideration of coatability and film thickness. is there.
• the present invention relates to a coating layer using the above coating composition.
• the coating method of the coating composition for obtaining the coating layer of the present invention various methods applied to general coating materials can be used. That is, spray coating, spin coating, roll coating, curtain coating, brush coating, electrostatic coating, anion, cationic electrodeposition coating, dipping and the like can be exemplified.
• the curing method after coating is not particularly limited, and examples thereof include (heating) curing at 0 to 200 ° C., more preferably 40 to 180 ° C.
• Examples of the base material (object to be coated) to which the coating layer can be applied include polystyrene resin, acrylic resin, acrylonitrile-styrene-butadiene resin (ABS), polypropylene, ethylene-propylene resin, polycarbonate resin, noryl resin, and nylon resin.
• Polyester resins and plastics such as blends (alloys) of these, polyolefins, fillers, reinforcing materials such as glass and carbon fibers, thermosetting resins such as epoxy resins, unsaturated polyester resins and urethane resins, glass and mortar , Asbestos cement slate, inorganic substances such as rocks, metals such as iron (and alloys), copper (and alloys), aluminum (and alloys), magnesium (and alloys), combustibles such as paper and vinyl cloth, etc. be able to.
• the obtained solution was heated under reduced pressure to distill off the solvent, and then the compound (A) of the organopolysiloxane represented by the following structural formula was obtained in a yield of 95%.
• the weight average molecular weight of the obtained compound (A) was 6,200.
• Example 1 20 g of hydroxyfunctional acrylic resin 60% solution (MACRYNAL SM 510n / 60LG manufactured by Allnex), 10 g of propylene glycol monomethyl ether acetate and 10 g of butyl acetate, and 25% of the compound (A) obtained in Synthesis Example 1 as a paint additive. After adding 0.4 g of propylene glycol monomethyl ether acetate solution, 4.0 g of aliphatic polyisocyanate (hexamethylene diisocyanate trimeric) (manufactured by Covestro, DESMODUR N 3390 BA / SN) was added as a curing agent, and a disper was added. A coating composition was prepared by mixing until uniform.
• aliphatic polyisocyanate hexamethylene diisocyanate trimeric
• the obtained coating composition is coated on glass using an applicator so as to have a thickness of 30 ⁇ m, and the coating layer (1) is formed by heating and curing at 80 ° C. for 40 minutes. Formed.
• the obtained coating layer (1) was evaluated in various ways according to the following.
• -Defoaming property The coating composition was uniformly mixed with a disper and allowed to stand for 10 minutes, and then the state of the coating composition was observed. ⁇ : No bubbles. ⁇ : There are some fine bubbles. ⁇ : There is a large amount of bubbles.
• ⁇ Leveling property The surface condition of the coating layer on the glass was visually observed. ⁇ : Smooth surface condition. ⁇ : There are fine scars on the surface. ⁇ : There are large scars and swells on the surface.
• -Anti-fouling property A line was drawn on the coating layer on the glass with magic, and the ease with which the line disappeared when wiped with a tissue was evaluated. ⁇ : The line disappears easily. ⁇ : The line disappears by repeatedly wiping with force. X: The line does not disappear.
• Example 2 In Example 1, the coating layer (2) was the same as in Example 1 except that the 25% propylene glycol monomethyl ether acetate solution of compound (B) was used instead of the 25% propylene glycol monomethyl ether acetate solution of compound (A). ) was formed and various characteristics were evaluated.
• Example 1 a coating layer (3) was formed in the same manner as in Example 1 except that a 25% propylene glycol monomethyl ether acetate solution of compound (A) was not added, and various properties were evaluated.
• Example 2 In Example 1, a 25% propylene glycol monomethyl ether acetate solution of compound (C) (weight average molecular weight of 6,100) of the following formula was used instead of the 25% propylene glycol monomethyl ether acetate solution of compound (A). Formed a coating layer (4) in the same manner as in Example 1, and evaluated various properties.
• Example 3 In Example 1, a 25% propylene glycol monomethyl ether acetate solution of compound (D) (weight average molecular weight: 8,300) of the following formula was used instead of the 25% propylene glycol monomethyl ether acetate solution of compound (A). Formed a coating layer (5) in the same manner as in Example 1, and evaluated various properties.
• the coating layers (1) and (2) formed from the coating composition using the coating additive of the present invention exhibit good antifouling property without impairing defoaming property and leveling property. It became clear that it was doing.
• Comparative Example 1 using the coating composition containing no additive, good results could not be obtained in any of the defoaming property, the leveling property and the antifouling property. Further, in Comparative Examples 2 and 3, a coating layer was formed by a coating composition using an additive containing a polyether-modified silicone. However, unlike the paint additives of the present invention, these additives do not have the structure of the above general formula (4), so that good antifouling properties could not be obtained yet.
• the present invention is not limited to the above embodiment.
• the above-described embodiment is an example, and any object having substantially the same configuration as the technical idea described in the claims of the present invention and exhibiting the same effect and effect is the present invention. Is included in the technical scope of.

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• 2019
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