Process for producing hydrolyzable silyl group-containing fluoropolymer, and composition containing hydrolyzable silyl group-containing fluoropolymer
The present invention has an object to provide a process for producing a hydrolyzable silyl group-containing fluoropolymer which is excellent in storage stability and has a sufficient pot life. At the time of producing a hydrolyzable silyl group-containing fluoropolymer by reacting an isocyanate group of an isocyanate group-containing alkoxysilane to a hydroxy group of a hydroxy group-containing fluoropolymer, the reaction is carried out in the presence a compound containing a specific metal atom at a certain concentration.
1. A process for producing a hydrolyzable silyl group-containing fluoropolymer (B), which comprises reacting a hydroxy group-containing fluoropolymer (A) and a compound (1) represented by the following formula (1) in the presence of a reaction solvent and a compound (2) represented by the following formula (2) under such a condition that the amount of the compound (2) is from 45 to 122 ppm by mass of metal in the compound (2) based on the hydroxy group-containing polymer (A), to obtain a fluoropolymer (B) having a group represented by the following formula (3):
OCN(CH 2 ) m SiX 1 n R 1 3−n (1)
wherein in the formula (1), R 1 is a hydrogen atom or a C 1-10 monovalent hydrocarbon group, X 1 is a C 1-5 alkoxy group, n is an integer of from 1 to 3, and m is an integer of from 1 to 5,
—OC(O)NH(CH 2 ) m SiX 1 n R 1 3−n (3)
wherein in the formula (3), R 1 , X 1 , n and m are as defined above,
wherein said compound (2) is at least one compound selected from the group consisting of tin 2-ethylhexanoate, zinc 2-ethylhexanoate, zirconium 2-ethylhexanoate and aluminum tris-acetylacetonate.
2. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the compound (1) represented by the formula (1) is reacted in an amount of from 0.8 to 1.5 times by mol per mol of the hydroxy group in the hydroxy group-containing fluoropolymer (A).
3. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the hydroxy group-containing fluoropolymer (A) is a polymer that comprises repeating units (A1) based on a fluoroolefin and repeating units (A2) based on a hydroxy group-containing monomer and that further contains at least one type of repeating units selected from repeating units (A3) based on a monomer which has an alkyl group and a polymerizable unsaturated group connected by an ether bond or an ester bond, and repeating units (A4) based on an oxetanyl group-containing monomer which may have a substituent.
4. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the reaction solvent is a weak solvent.
5. A process for producing a composition comprising a weak solvent and a hydrolyzable silyl group-containing fluoropolymer, which comprises producing a composition comprising a reaction solvent and the hydrolyzable silyl group-containing fluoropolymer (B) by the process as defined in claim 1 by using the reaction solvent other than the weak solvent, and then carrying out solvent substitution of the weak solvent for the reaction solvent.
6. The process for producing a composition according to claim 5 , wherein the composition comprising the weak solvent further contains the compound (2) used for the reaction to produce the hydrolyzable silyl group-containing fluoropolymer (B).
7. A process for producing a dehydration agent-containing composition, which comprises adding, to a composition comprising a weak solvent and the hydrolyzable silyl group-containing fluoropolymer (B) produced by the process according to claim 5 , at least one dehydration agent selected from the group consisting of ortho acid esters, acetals and hemiacetals, in an amount of from 0.1 to 10.0 parts by mass per 100 parts by mass of the fluoropolymer (B).
8. A process for producing a dehydration agent-containing composition, which comprises adding, to a composition comprising the hydrolyzable silyl group-containing fluoropolymer (B) produced by the process according to claim 1 , and the reaction solvent used in the process, at least one dehydration agent selected from the group consisting of ortho acid esters, acetals and hemiacetals, in an amount of from 0.1 to 10.0 parts by mass per 100 parts by mass of the fluoropolymer (B).
9. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the amount of the compound (2) is from 45 to 110 ppm by mass of metal in the compound (2) based on the hydroxy group-containing polymer (A).
10. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the amount of the compound (2) is from 50 to 90 ppm by mass of metal in the compound (2) based on the hydroxy group-containing polymer (A).
11. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein the amount of the compound (2) is from 60 to 80 ppm by mass of metal in the compound (2) based on the hydroxy group-containing polymer (A).
12. The process for producing a hydrolyzable silyl group-containing fluoropolymer according to claim 1 , wherein compound (2) is tin 2-ethylhexanoate, zinc 2-ethylhexanoate, or zirconium 2-ethylhexanoate.