Fluorinated compound, fluorinated polymer and fluorinated copolymer
View Patent ↗To provide a fluorinated compound having an R F group with at most 6 carbon atoms, whereby a fluorinated polymer having a highly durable water/oil repellency can be produced, and an environmental load is little, and a fluorinated polymer and a fluorinated copolymer having a highly durable water/oil repellency and presenting little environmental load, obtainable by polymerizing such a fluorinated compound. A fluorinated compound represented by the following formula (I) and its polymer: CH 2 ═C(M)COO(CH 2 ) n PhCOO(CH 2 ) m C r F 2r+1 (I) (in the formula (I), M is a hydrogen atom, a methyl group or a halogen atom, n is an integer of from 0 to 2, Ph is a phenylene group, m is an integer of from 1 to 4, and r is an integer of from 1 to 6).
1. A fluorinated polymer comprising, in polymerized form, a fluorinated compound of formula (I):
CH 2 ═C(M)COO(CH 2 ) n PhCOO(CH 2 ) m C r F 2r+1 (I)
wherein:
M is a hydrogen atom, a methyl group or a halogen atom;
n is an integer of 0 to 2;
Ph is a phenylene group;
m is an integer of 1 to 4; and
r is an integer of 1 to 6.
2. The fluorinated polymer of claim 1 , having a mass average molecular weight of 2,000 to 1,000,000.
3. The fluorinated polymer of claim 1 , having a mass average molecular weight of 5,000 to 500,000.
4. The fluorinated polymer of claim 1 , consisting of, in polymerized form, the fluorinated compound of formula (I).
5. The fluorinated polymer of claim 1 , wherein Ph is a 1,4-phenylene group.
6. The fluorinated polymer of claim 1 , wherein r is an integer of 2 to 6.
7. The fluorinated polymer of claim 1 , wherein r is an integer of 4 to 6.
8. The fluorinated polymer of claim 1 , wherein the fluorinated compound of the formula (I) is a compound represented by any one of the following formulae (I-1) to (I-7):
9. The fluorinated polymer of claim 1 , wherein r is an integer of 4 to 6, and C r F 2r+1 is linear.
10. The fluorinated polymer of claim 1 , wherein M is a hydrogen atom.
11. The fluorinated polymer of claim 1 , wherein M is a methyl group.
12. The fluorinated polymer of claim 1 , wherein n is 0 or 1.
13. The fluorinated polymer of claim 1 , wherein m is 1, 2 or 3.
14. The fluorinated polymer of claim 1 , which is a copolymer comprising, in polymerized form,
10 to 99 mass % of the fluorinated compound of formula (I), and
1 to 90 mass % of another monomer X.
15. The fluorinated polymer of claim 14 , wherein the other monomer X is selected from the group consisting of (i) a halogenated olefin, and (ii) a monomer having a cross-linkable functional group and having no polyfluoroalkyl group.
16. The fluorinated polymer of claim 14 , wherein the other monomer X is a halogenated olefin selected from the group consisting of vinyl chloride, vinylidene chloride, tetrafluoroethylene, and vinylidene fluoride.
17. The fluorinated polymer of claim 14 , wherein the other monomer X is a monomer having a cross-linkable functional group and having no polyfluoroalkyl group, wherein the cross-linkable functional group is selected from the group consisting of an isocyanate group, a blocked isocyanate group, an alkoxysilyl group, an amino group, an alkoxymethylamide group, a silanol group, an ammonium group, an amide group, an epoxy group, a hydroxy group, an oxazoline group, a carboxy group, an alkenyl group and a sulfonic acid group.
18. The fluorinated polymer of claim 14 , wherein the other monomer X is selected from the group consisting of a (meth)acrylate, an acrylamide, a vinyl ether and a vinyl ester.
19. The fluorinated polymer of claim 1 , which is a copolymer comprising, in polymerized form,
20 to 95 mass % of the fluorinated compound of formula (I), and
5 to 80 mass % of another monomer X.
20. The fluorinated polymer of claim 1 , which is a copolymer comprising, in polymerized form,
50 to 90 mass % of the fluorinated compound of formula (I), and
10 to 40 mass % of another monomer X.