Stainproofing agent and process for its preparation

Claim 2

A stainproofing agent containing as an active ingredient a polyfluoroalkyl-containing compound of the following formula and having a molecular weight of from 800 to 3000: (R.sub.f --X--A--CONH).sub.a --W--(NHCO--A'--Z).sub.3-a (I) wherein 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--, wherein R is alkylene, R 1 is a hydrogen atom or a lower alkyl group and Q is alkylene, --A'--Z is selected from the group consisting of ##STR39## --OR', --OCH 2 CH 2 CN, --OCH 2 CH 2 NO 2 , --OCH 2 CH 2 OH, --NHCH 2 OH, --NHCH 2 CH 2 OH, ##STR40## --NHR', --NR'R', --N(CH 2 CH 2 OH) 2 and ##STR41## wherein R' is an alkyl group, A is --O--, --S-- or --N(Z')-- wherein Z' is H or lower alkyl, W is selected from the group consisting of ##STR42## and a is an integer of 1, 2 or 3.

Claim 3

The stainproofing agent according to claim 1, wherein R f is a perfluoroalkyl group of the formula C n F 2n+1 wherein n is 4 to 16, X is an alkylene of the formula C m H 2m wherein m is 1 to 10, A is --O--, and a is 1 or 2.

Claim 4

The stainproofing agent according to claim 1, wherein the polyfluoroalkyl group-containing compound is represented by the formula: ##STR43## wherein R f , X, A and W are as defined in claim 1, A 1 is --O--, --S-- or --N(Z')--, wherein Z' is as defined in claim 1, Z 1 is a straight chain stearyl group, A 2 -Z 2 is selected from the group consisting of ##STR44## --OR', --OCH 2 CH 2 CN, --OCH 2 CH 2 NO 2 , --OCH 2 CH 2 OH, --NHCH 2 OH, --NHCH 2 CH 2 OH, ##STR45## --NHR', --NR'R', --N(CH 2 CH 2 OH) 2 and ##STR46## wherein R' is an alkyl group, a is 1 or 2, and b is 1 or 2.

Claim 5

The stainproofing agent according to claim 3, wherein R f is a perfluoroalkyl group of the formula C n F 2n+1 wherein n is 4 to 16, X is an alkylene of the formula CmH 2m wherein m is 1 to 10, A is --O--, and A 1 is --O--.

Claim 6

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 >H--N group-containing compound III with a --NCO group-containing compound IV, wherein the compound III is derived from OCH--Y--NCO, wherein Y is selected from the group consisting of --(CH 2 ) 6 -- and ##STR47## and the compound IV is OCN--Y--NCO or derived from OCN--Y--NCO where Y is as defined above, with a compound of the formula R f --X--A--H wherein 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--, wherein R is alkylene, R 1 is a hydrogen atom or a lower alkyl group and Q is a alkylene, and A is --O--, --S-- or --N(Z')-- wherein Z' is a hydrogen atom or a lower alkyl group, and, if required, further reacting the mixture with a compound of the formula Z--A'--H, wherein A'--Z is selected from the group consisting of ##STR48## --OR', --OCH 2 CH 2 CN, --OCH 2 CH 2 NO 2 , --OCH 2 CH 2 OH, --NHCH 2 OH, --NHCH 2 CH 2 OH, ##STR49## --NHR', --NR'R', --N(CH 2 CH 2 OH) 2 and ##STR50## where R' is an alkyl group, to form a mixture of polyfluoroalkyl containing compounds having at least one --NHCO--A--X--R f group wherein A, X and R f are as defined above, having a molecular weight of at most 8000 and, if required, at least one --NHCO--A'--Z group wherein A'--Z is as defined above, provided that the total of the --NHCO--A--X--R f groups and the number of --NHCO--A--Z groups is at least three.

Claim 7

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 >H--N group-containing compound III with a --NCO group-containing compound IV, wherein the compound III is derived from OCH--Y--NCO, wherein Y is selected from the group consisting of --(CH 2 ) 6 -- and ##STR47## and the compound IV is OCN--Y--NCO or derived from OCN--Y--NCO where Y is as defined above, with a compound of the formula R f --X--A--H wherein 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--, wherein R is alkylene, R 1 is a hydrogen atom or a lower alkyl group and Q is a alkylene, and A is --O--, --S-- or --N(Z')-- wherein Z' is a hydrogen atom or a lower alkyl group, and, if required, further reacting the mixture with a compound of the formula Z--A'--H, wherein A'--Z is selected from the group consisting of ##STR48## --OR', --OCH 2 CH 2 CN, --OCH 2 CH 2 NO 2 , --OCH 2 CH 2 OH, --NHCH 2 OH, --NHCH 2 CH 2 OH, ##STR49## --NHR', --NR'R', --N(CH 2 CH 2 OH) 2 and ##STR50## where R' is an alkyl group, to form a mixture of polyfluoroalkyl containing compounds having at least one --NHCO--A--X--R f group wherein A, X and R f are as defined above, having a molecular weight of at most 8000 and, if required, at least one --NHCO--A'--Z group wherein A'--Z is as defined above, provided that the total of the --NHCO--A--X--R f groups and the number of --NHCO--A--Z groups is at least three.

Claim 8

The process of claim 7, wherein the mixture of polyfunctional isocyanate compounds is a mixture of polymers obtained by reacting diisocyanate compounds represented by the formula OCN--Y--NCO where Y is as defined in claim 5 with an active hydrogen-containing compound.

Claim 9

The process according to claim 5, 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.