Fluorochemical allophanate compositions and fibrous substrates treated therewith

Claim 2

Fluorochemical allophanates comprising one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms and one or more allophanate moieties, said radicals and moieties bonded together by first hetero atom-containing or organic linking groups, and where said fluorochemical allophanates are free of amino and acid moieties, two or more of said fluorochemical allophanates are bonded together by polyvalent second hetero atom-containing or organic linking groups.

Claim 3

Fluorochemical allophanates according to claim 1, wherein said fluorochemical allophanates are represented by the general formula where R l is an organic radical; R 2 is selected from H or CONH-A-NHCOOQR 3 ; R 3 is a terminal monovalent organic radical which can contain a perfluoroaliphatic radical (R f ); A is an organic linking group which can contain an R f radical; Q is a linking group; X is 0, S or N R 4 , where R 4 is H or lower alkyl having 1 to 4 carbon atoms; at least one R 3 or A contains an R f group; a is a number from 0 to 1; m and n are independently numbers from 0 to 10, the sum of m and n is 1 to 10, and each of the moieties denoted by subscripts m and n, when both are present, are randomly distributed in a chain within the brackets, [ ]: p is a number from 2 to 6, except when R l , R 3 or both R l and R 3 contain an amino or acid group, p is a number from 1 to 6.

Claim 4

Fluorochemical allophanates according to claim 2 where R 1 is selected from where n is an integer of from 6 to 12, A is selected from selected from O and NH, Q is selected from CH 2e and -SO 2 NR 4 (CH 2e where e is 1 to 6 and R 4 is an alkyl group having 1 to 4 carbon atoms, and a is 0.

Claim 5

Fluorochemical allophanates according to claim 3 where R 1 is R 3 is C 8 F 17 , Q is -SO 2 N(C 2 H 5 )C 2 H 4 - and A is CH 26 or -C 6 H 4 CH 2 C 6 H 4 -.

Claim 6

Fluorochemical allophanates accordina to claim 4 where A is -C 6 H 4 CH 2 C 6 H 4 - and R 1 is

Claim 7

Fluorochemical allophanates according to claim 1, wherein said fluorochemical allophanates are represented by the general formula where Z is R 2 is selected from H or CONH-A-NHCOOQR 3 ; R 3 is a terminal monovalent organic radical which can contain a perfluoroaliphatic radical (R f ); A is an organic linking group which can contain an R f radical; Q is a linking group; X is O, S, NR 4 , where R 4 is H or lower alkyl having 1 to 4 carbon atoms; at least one R 3 or A contains an R f group; R 5 is a monovalent radical selected from H, alkyl, aryl, and cycloaliphatic groups, which groups can contain R f radicals and hetero moieties; R 6 is a divalent organic radical; R 7 is selected from H, lower alkyl groups having 1 to 4 carbon atoms, and aralkyl groups having 7 to 13 carbon atoms; E is an anion derived from a protonic acid or an alkylating agent; a is a number from 0 to 1; b is a number from 0 to 2; m and n are independently numbers from 0 to 10, the sum of m and n is 1 to 10, and each of the moieties denoted by subscripts m and n, when both are present, are randomly distributed in a chain within brackets, ].

Claim 8

Fluorochemical allophanates according to claim 6 where R 6 is -CH 2 CH 2 -, R 7 is a lower alkyl group having 1 to 4 carbon atoms, and E is an anion derived from a protonic acid or an alkylating agent selected from formic acid, glycolic acid, acetic acid, diethyl sulfate, and alkyl chloride.

Claim 9

Fluorochemical allophanates according to claim 7 where R 7 is CH 3 CH 2 -, E is CH 3 CH 2 SO 4 -, X is O, a is 1, and b is 0.

Claim 10

Fluorochemical allophanates according to claim 1 wherein said fluorochemical allophanates are represented by the general formula where Z is R 1 is a polyvalent organic linking group; R 2 is selected from H or CONH-A-NHCOOQR 3 ; R 3 is a terminal monovalent organic radical which can contain a perfluoroaliphatic radical (R f ); Q is a linking group; A is an organic linking group which can contain an R f radical; X is O, S, or N R 4 , where R 4 is H or lower alkyl having 1 to 4 carbon atoms; at least one R 3 or A contains an R f group; G is an anionic group selected from COOM l/v , SO 3 M l/v , PO(OM l/v ) 2 , OSO 3 M l/v , and OPO(OM l/v ) 2 where M is hydrogen or a cationic moiety and v is the valence of M; a is a number from 0 to 1; m and n are independently numbers from 0 to 10, the sum of m and n is 1 to 10, and each of the moieties denoted by subscripts m and n, when both are present, are randomly distributed with brackets, [ ] ; c is 1 to 2; and d is a number from 1 to 6, except when a is 0, d is a number from 2 to 6.

Claim 11

Fluorochemical allophanates according to claim 9 where G is -COOM l/v , R 6 is -CH 2 -, R 1 is X is 0, a is 1, and d is 2.

Claim 12

Fluorochemical allophanates according to claim 9 where G is COO- R 6 is - CH2 -, R 1 is a is 1, c is 1 and d is 2.

Claim 13

Fluorochemical allophanates according to claim 1 wherein said allophanates additionally contain amino or acid moieties, combinations thereof, and salts thereof.

Claim 14

A fluorochemical composition comprising a blend of the composition of claim 1 and a fluoroaliphatic radical-containing poly(oxyalkylene) having one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated carbon atoms and one or more poly(oxyalkylene) moieties, said radicals and moieties bonded together by hetero atom-containing or organic linking groups.

Claim 15

A fluorochemical composition comprising a blend of the composition of claim 2 and the composition of claim 6.

Claim 16

A fluorochemical composition comprising a blend of the composition of claim 2 and the composition of claim 9.

Claim 17

A fluorochemical composition comprising a blend of the composition of claim 1 and a composition selected from fluorochemical urethane, fluorochemical polyacrylates, hydrocarbon polyacrylates, and combinations thereof.

Claim 18

A fiber finish comprising an organic solution or aqueous emulsion of the fluorochemical composition of claim 1.

Claim 19

An oil and water repellent fibrous substrate coated with the fluorochemical composition of claim 1.

Claim 20

A process for rendering a fibrous substrate durably oil and water repellent and soil resistant comprising the steps of contacting the fibers thereof with a liquid composition containing the fluorochemical allophanate of claim 1, and drying said liquid composition on said fibers.