Water-repellent and oil-repellent composition, and water-repellent film formed by using the composition
A water-repellent and oil-repellent composition, including an incompletely condensed product P 2 obtained by further condensing an incompletely condensed product P 1 containing a fluorine-containing alkoxy silane unit a derived from a fluorine-containing alkoxy silane compound α represented by the following general formula (1) with an alkoxy silane compound β represented by the following general formula (2), wherein a content a 1 (mol %) of the fluorine-containing alkoxy silane unit a in the incompletely condensed product P 1 and a content a 2 (mol %) of the fluorine-containing alkoxy silane unit a in the incompletely condensed product P 2 satisfy a relationship represented by the following expression (1): Rf-Y q -A p -Z—SiX 3 General formula (1) R—SiX 3 General formula (2) a 1 /a 2 ≧2 Expression (1).
1. A method of producing a water-repellent and oil-repellent composition,
the method comprising:
producing an incompletely condensed product P 1 containing a fluorine-containing alkoxy silane unit derived from a fluorine-containing alkoxy silane compound represented by formula (1) in an alcohol-based solvent; and
producing a condensed product P 2 by further condensing the incompletely condensed product P 1 with an alkoxy silane compound represented by formula (2) in the alcohol-based solvent:
R f —Y q -A p -Z—SiX 3 (1),
wherein, in the formula (1):
R f represents a perfluoroalkyl group having 1 to 6 carbon atoms;
Y represents an alkanediyl group represented by —(CH 2 ) m —, m represents an integer of 1 to 4, and q represents 0 or 1;
A represents a linking group represented by —CO—O—, —O—CO—, —O—, —S—, —CO—S—, —CONH—, —NHCO—, —NHCO—O—, —O—CONH—, or —NHCONH—, and p represents 0 or 1, provided that when p represents 0, q represents 0;
Z represents an alkanediyl group represented by —(CH 2 ) n —, and n represents an integer of 1 to 20; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4;
R—SiX 3 (2),
wherein, in the formula (2):
R represents an alkyl group having 1 to 6 carbon atoms; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4.
2. The method according to claim 1 , wherein a content a 1 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 1 and a content a 2 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 2 satisfy relationships represented by expressions (1) to (3):
a 1 /a 2 ≧2 (1)
20≦ a 1 ≦100 (2)
0.5≦ a 2 ≦20 (3).
3. The method according to claim 1 , wherein the incompletely condensed product P 1 comprises an incompletely condensed product containing the fluorine-containing alkoxy silane unit and an alkoxy silane unit derived from the alkoxy silane compound.
4. A water-repellent and oil-repellent composition comprising:
an incompletely condensed product containing a fluorine-containing alkoxy silane unit derived from a fluorine-containing alkoxy silane compound represented by formula (1); and
an alcohol-based solvent,
wherein the incompletely condensed product is produced by a method comprising:
producing an incompletely condensed product P 1 containing the fluorine-containing alkoxy silane unit derived from the fluorine-containing alkoxy silane compound represented by the formula (1) in the alcohol-based solvent; and
producing a condensed product P 2 by further condensing the incompletely condensed product P 1 with an alkoxy silane compound represented by formula (2) in the alcohol-based solvent:
R f -Y q -A p -Z—SiX 3 (1),
wherein, in the formula (1):
R f represents a perfluoroalkyl group having 1 to 6 carbon atoms;
Y represents an alkanediyl group represented by —(CH 2 ) m —, m represents an integer of 1 to 4, and q represents 0 or 1;
A represents a linking group represented by —CO—O—, —O—CO—, —O—, —S—, —CO—S—, —CONH—, —NHCO—, —NHCO—O—, —O—CONH—, or —NHCONH—, and p represents 0 or 1, provided that when p represents 0, q represents 0;
Z represents an alkanediyl group represented by —(CH 2 ) n —, and n represents an integer of 1 to 20; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4;
R—SiX 3 (2),
wherein, in the formula (2):
R represents an alkyl group having 1 to 6 carbon atoms; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4.
5. The water-repellent and oil-repellent composition according to claim 4 , wherein a content a 1 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 1 and a content a 2 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 2 satisfy relationships represented by expressions (1) to (3):
a 1 /a 2 ≧2 (1)
20≦ a 1 ≦100 (2)
0.5≦ a 2 ≦20 (3).
6. The water-repellent and oil-repellent composition according to claim 4 , wherein the incompletely condensed product P 1 comprises an incompletely condensed product containing the fluorine-containing alkoxy silane unit and an alkoxy silane unit derived from the alkoxy silane compound.
7. A water-repellent and oil-repellent composition comprising an incompletely condensed product P 2 obtained by further condensing an incompletely condensed product P 1 containing a fluorine-containing alkoxy silane unit, wherein the fluorine-containing alkoxy silane unit is derived solely from a fluorine-containing alkoxy silane compound represented by formula (1), with an alkoxy silane compound represented by formula (2):
R f —Y q -A p -Z—SiX 3 (1),
wherein, in the formula (1):
R f represents a perfluoroalkyl group having 1 to 6 carbon atoms;
Y represents an alkanediyl group represented by —(CH 2 ) m —, m represents an integer of 1 to 4, and q represents 0 or 1;
A represents a linking group represented by —CO—O—, —O—CO—, —O—, —S—, —CO—S—, —CONH—, —NHCO—, —NHCO—O—, —O—CONH—, or —NHCONH—, and p represents 0 or 1, provided that when p represents 0, q represents 0;
Z represents an alkanediyl group represented by —(CH 2 ) n —, and n represents an integer of 1 to 20; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4;
R—SiX 3 (2),
wherein, in the formula (2):
R represents an alkyl group having 1 to 6 carbon atoms; and
each X independently represents an alkoxy group represented by —OC r H 2r+1 , and r represents an integer of 1 to 4.
8. A water-repellent film formed from the water-repellent and oil-repellent composition according to claim 7 .
9. The water-repellent film according to claim 8 , which has a contact angle of at least 90°.
10. The water-repellent and oil-repellent composition according to claim 7 , wherein a content a 1 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 1 and a content a 2 (mol %) of the fluorine-containing alkoxy silane unit in the incompletely condensed product P 2 satisfy relationships represented by expressions (1) to (3):
a 1 /a 2 ≧2 (1)
20≦ a 1 ≦100 (2)
0.5≦ a 2 ≦20 (3).
11. A water-repellent film formed from the water-repellent and oil-repellent composition according to claim 10 .
12. The water-repellent film according to claim 11 , which has a contact angle of at least 90°.