Stain-proofing agent containing a polyfluoroalkyl group, and process for its preparation

Claim 2

A stainproofing agent containing as an active ingredient a polyfluoroalkyl group-containing compound represented by the following general formula and having a molecular weight of from 800 to 3000: where R f is a polyfluoroalkyl group having from 1 to 20 carbon atoms, X is -R-, -CON(R 1 )-Q- or -SO 2 N(R 1 )-Q- (where R is a divalent alkylene group, R is a hydrogen atom or a lower alkyl group and Q is a divalent organic group), each of A and A' is -0-, -S - or -N(Z')-(where Z' is a hydrogen atom or a monovalent organic group), Z is a monovalent organic group, W is a trivalent organic group, a is an integer of 1, 2 or 3.

Claim 3

The stainproofing agent according to Claim 1, wherein R is a perfluoroalkyl group represented by the general formula C n F 2n+1 (where n is an integer of 4 to 16), X is an alkylene group represented by the general formula C m H 2m (where m is an integer of 1 to 10), A is -0-, A' is -O- or -N(Z')- (where Z' is as defined in Claim 1), and a is an integer of 1 or 2.

Claim 4

The stainproofing agent according to Claim 2, wherein -A' -Z is or (where R' is an alkyl group).

Claim 5

The stainproofing agent according to Claim 1, wherein the polyfluoroalkyl group-containing compound is represented by the general formula: where R f , X, A and W are as defined in Claim 1, each of A 1 and A2 is -0-, -S- or -N(Z')- (where Z' is as defined in Claim 1), Z 1 is a straight chain stearyl group, Z 2 is a monovalent organic group, a is an integer of 1 or 2 and b is an integer of 1 or 2.

Claim 6

The stainproofing agent according to Claim 4, wherein R f is a perfluoroalkyl group represented by the general formula C n F 2n+1 (where n is an integer of 4 to 16), X is an alkylene group represented by the general formula C m H 2m (where m is an integer of 1 to 10), A is -0-, A 1 is -O- and A 2 is -O- or -N(Z')- (where Z' is a hydrogen atom or a monovalent organic group).

Claim 7

The stainproofing agent according to Claim 4, wherein a is 1, b is 1, and -A 2 -Z 2 is or (where R' is an alkyl group).

Claim 8

A process for preparing a stainproofing agent, which comprises reacting a mixture of polyfunctional isocyanate compounds having at least three -NCO groups and a -NHCON< bond derived from an addition reaction of a >N-H group-containing compound with a -NCO group-containing compound, with a compound represented by the general formula R f -X-A-H where R f is a polyfluoroalkyl group having from 1 to 20 carbon atoms, X is -R-, -CON(R 1 )-Q- or -SO 2 N(R 1 )-Q- (where R is a divalent alkylene group, R 1 is a hydrogen atom or a lower alkyl group and Q is a divalent organic group) and A is -0-, -S- or -N(Z')-(where Z' is a hydrogen atom or a monovalent organic group), and, if required, further reacting the mixture with a compound represented by the general formula Z-A' -H where Z is a monovalent organic group and A' is -0-, -S- or -N(Z')- (where Z' is a hydrogen atom or a monovalent organic group), to form a mixture of polyfluoroalkyl group-containing compounds having at least one -NHCO-A-X-R f group where A, X and R f are as defined above, a molecular weight of at most 8000 and, if required, at least one -NHCO-A'-Z group where A' and Z are as defined above, provided that the total of the -NHCO-A-X-R f groups and the -NHCO-A'-Z groups is at least three.

Claim 9

A process for preparing a stainproofing agent, which comprises reacting a mixture of polyfunctional isocyanate compounds having at least three -NCO groups and a -NHCON< bond derived from an addition reaction of a >N-H group-containing compound with a -NCO group-containing compound, with a compound represented by the general formula R f -X-A-H where R f is a polyfluoroalkyl group having from 1 to 20 carbon atoms, X is -R-, -CON(R 1 )-Q- or -SO 2 N(R 1 )-Q- (where R is a divalent alkylene group, R 1 is a hydrogen atom or a lower alkyl group and Q is a divalent organic group) and A is -0-, -S- or -N(Z')-(where Z' is a hydrogen atom or a monovalent organic group), and, if required, further reacting the mixture with a compound represented by the general formula Z-A' -H where Z is a monovalent organic group and A' is -0-, -S- or -N(Z')- (where Z' is a hydrogen atom or a monovalent organic group), to form a mixture of polyfluoroalkyl group-containing compounds having at least one -NHCO-A-X-R f group where A, X and R f are as defined above, a molecular weight of at most 8000 and, if required, at least one -NHCO-A'-Z group where A' and Z are as defined above, provided that the total of the -NHCO-A-X-R f groups and the -NHCO-A'-Z groups is at least three.

Claim 10

The process according to Claim 7, wherein the mixture of polyfunctional isocyanate compounds is a mixture of polymers obtained by reacting diisocyanate compounds with an active hydrogen atom-containing compound.

Claim 11

The process according to Claim 7, wherein the mixture of polyfunctional isocyanates comprises from 10 to 90% by weight of a trifunctional isocyanate compound having three -NCO groups and from 10 to 90% by weight of polyfunctional isocyanate compounds having at least four -NCO groups.