Water/oil repellent agent and water/oil repellent composition
View Patent ↗To provide a water/oil repellent agent and a water/oil repellent composition which are capable of imparting sufficient water/oil repellency to the surface of an article and which have low environmental impact. One comprising a reaction product obtained by reacting a fluorinated alcohol or amine having a polyfluoroalkyl moiety having at most 6 carbon atoms with a polyisocyanate compound, which is, when applied to an article, capable of imparting sufficient water/oil repellency, while presenting little environmental impact. When applied to an article, the water/oil repellent composition of the present invention is capable of imparting a high quality water/oil repellency to the article.
1. A water/oil repellent agent which comprises a reaction product of a fluorinated compound (a) with a polyisocyanate compound (b), wherein the fluorinated compound (a) is represented by the formula:
R f —X-Ph-Y—Z
wherein
R f is a C 1-6 polyfluoroalkyl group,
X is a single bond, a C 1-4 alkylene group, (CH 2 ) m (CH 2 ) n (each of m and n which are independent of each other, is an integer of from 0 to 4, with the proviso that m and n cannot both be zero) or (CH 2 ) p OCO (p is an integer of from 1 to 4),
Ph is a phenylene group,
Y is a single bond, a C 1-4 alkylene group or (CH 2 ) q O(CH 2 ) r (q is an integer of from 0 to 4, and r is an integer of from 1 to 4), and
Z is OH or NHR (R is a hydrogen atom or a C 1-6 alkyl group).
2. The water/oil repellent agent according to claim 1 , wherein the reaction product has no isocyanate group.
3. The water/oil repellent agent according to claim 1 , wherein the R f in the fluorinated compound (a) is a C 4-6 perfluoroalkyl group.
4. A water/oil repellent agent comprising a reaction product of a fluorinated compound (a) with a polyisocyanate compound (b), wherein the fluorinated compound (a) is a fluorinated compound represented by formula (a1) or (a2):
5. The water/oil repellent agent according to claim 1 , wherein the polyisocyanate compound (b) is hexamethylene diisocyanate or its modified product.
6. The water/oil repellent agent according to claim 1 , which further contains a reaction product of a polyisocyanate compound (b) with a compound (c) having an active hydrogen group reactive with an isocyanate group, or a reaction product of a polyisocyanate (b) with the fluorinated compound (a) and a compound (c) having an active hydrogen group reactive with an isocyanate group.
7. A water/oil repellent composition which comprises the water/oil repellent agent as defined in claim 1 and a solvent.
8. The water/oil repellent composition according to claim 7 , which has a solid content concentration of from 0.05 to 10 mass %.
9. The water/oil repellent agent according to claim 1 , wherein X is a single bond, a C 1-4 alkylene group or (CH 2 ) p OCO (p is an integer of from 1 to 4).
10. The water/oil repellent agent according to claim 1 , wherein X is (CH 2 ) p OCO (p is an integer of from 1 to 4).