Hydrophilic coating agent
View Patent ↗A hydrophilic coating agent for use in the formation of a coating film that can keep hydrophilicity, an anti-fogging property and an anti-fogging effect thereof and has water resistance, the coating agent including an alkoxysilyl-group-containing compound, a film which has an anti-fogging property and can be produced by shaping the hydrophilic coating agent into a film-like form; and a product which has an anti-fogging layer formed on the surface thereof, wherein the anti-fogging layer is formed from the hydrophilic coating agent.
1. A hydrophilic coating agent for forming a film having hydrophilicity, comprising an alkoxysilyl group-containing polymer prepared by polymerizing a monomer component comprising a betaine monomer and an alkoxysilyl group-containing compound, wherein the alkoxysilyl group-containing compound is an alkoxysilyl group-containing compound represented by the formula (IV):
wherein each of R 17 , R 18 and R 19 is independently an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and at least one of R 17 , R 18 and R 19 is an alkoxy group having 1 to 4 carbon atoms, and R 20 is an alkylene group having 1 to 12 carbon atoms; an azobis(trialkoxysilyl) compound represented by the formula (V):
wherein each of R 22 to R 27 is independently an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and at least one of R 22 to R 27 is an alkoxy group having 1 to 4 carbon atoms, and each of R 28 and R 29 is independently an alkylene group having 1 to 12 carbon atoms, and one or two methylene groups included in the alkylene group can be substituted with —O— group, —C(O)O— group, —O(O)C— group, —NH— group, —CO— group, an arylene group, urethane bond or 1,2-imidazoline group, 2,2′-azobis[2-(1-(triethoxysilylpropylcarbamoyl)-2-imidazoline-2-yl)propane]; or 2,2′-azobis[N-[2-(triethoxysilylpropylcarbamoyl)ethyl]isobutylamide].
2. The hydrophilic coating agent according to claim 1 , wherein the betaine monomer is at least one betaine monomer selected from the group consisting of a sulfoxybetaine monomer, a carboxybetaine monomer and a phosphorylbetaine monomer.
3. The hydrophilic coating agent according to claim 2 , wherein the sulfoxybetaine monomer is a sulfoxybetaine monomer having (meth)acryloyl group.
4. The hydrophilic coating agent according to claim 2 , wherein the sulfoxybetaine monomer is a sulfoxybetaine monomer represented by the formula (I):
wherein R 1 is a (meth)acryloylaminoalkyl group having an alkyl group of 1 to 4 carbon atoms or a (meth)acryloyloxyalkyl group having an alkyl group of 1 to 4 carbon atoms, each of R 2 and R 3 is independently hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 1 to 4 carbon atoms or a (meth)acryloyloxyalkyl group having an alkyl group of 1 to 4 carbon atoms, and R 4 is an alkylene group having 1 to 4 carbon atoms or an oxyalkylene group having 1 to 4 carbon atoms.
5. The hydrophilic coating agent according to claim 4 , wherein R 1 in the formula (I) is a group represented by the formula (Ia):
wherein R 5 is an alkylene group having 1 to 4 carbon atoms or an oxyalkylene group having 1 to 4 carbon atoms, R 6 is oxygen atom or —NH— group, and R 7 is hydrogen atom or methyl group.
6. The hydrophilic coating agent according to claim 2 , wherein the carboxybetaine monomer is a carboxybetaine monomer represented by the formula (II):
wherein each of R 8 and R 9 is independently hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 10 is a (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms, and R 11 is an alkylene group having 1 to 4 carbon atoms.
7. The hydrophilic coating agent according to claim 2 , wherein the phosphorylbetaine monomer is a phosphorylbetaine monomer represented by the formula (III):
wherein R 12 is a (meth)acryloyloxyalkyl group having an alkyl group of 1 to 4 carbon atoms, R 13 is an alkylene group having 1 to 4 carbon atoms, and each of R 14 , R 15 and R 16 is independently hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
8. The hydrophilic coating agent according to claim 1 , wherein the alkoxysilyl group-containing polymer has a weight-average molecular weight of not less than 100000.
9. The hydrophilic coating agent according to claim 1 , further comprising an inorganic salt and/or an organic salt.
10. A film having anti-fogging property, wherein the film is formed from the hydrophilic coating agent according to claim 1 .
11. A product having a surface on which an anti-fogging layer is formed, wherein said anti-fogging layer is formed from the hydrophilic coating agent according to claim 1 .
12. The hydrophilic coating agent according to claim 1 , wherein the alkoxysilyl group-containing compound is an azobis(trialkoxysilyl) compound represented by the formula (V).
13. The hydrophilic coating agent according to claim 12 , wherein the azobis(trialkoxysilyl) compound represented by the formula (V) is 2,2′-azobis[2-(1-(trimethoxysilylpropylcarbamoyl)-2-imidazoline-2-yl)propane], 2,2′-azobis[2-(1-(triethoxysilylpropylcarbamoyl)-2-imidazoline-2-yl)propane], 2,2′-azobis[2-(1-(tripropoxysilylpropylcarbamoyl)-2-imidazoline-2-yl)propane], 2,2′-azobis[N-[2-(trimethoxysilylpropylcarbamoyl)ethyl]isobutylamide], 2,2′-azobis[N-[2-(triethoxysilylpropylcarbamoyl)ethyl]isobutylamide] or 2,2′-azobis[N-[2-(tripropoxysilylpropylcarbamoyl)ethyl]isobutylamide].
14. The hydrophilic coating agent according to claim 1 , wherein the betaine monomer is N-(meth)acryloylaminopropyl-N,N-dimethylammoniumpropyl-α-sulfoxybetaine, N-(meth)acryloyloxypropyl-N,N-dimethylammoniumpropyl-α-sulfoxybetaine, N-(meth)acryloylaminoethyl-N,N-dimethylammoniummethyl-α-carboxybetaine, N-(meth)acryloyloxyethyl-N,N-dimethylammoniummethyl-α-carboxybetaine or 2-(meth)acryloyloxyethylphosphorylchloline.