Stain repellent compositions and applications thereof

1. A fluorinated compound comprising:

a reaction product of

(i) a polyisocyanate component, and

(ii) a diol component comprising ethylene glycol; diethylene glycol; triethylene glycol; tetraethylene glycol; propylene glycol; dipropylene glycol; tripropylene glycol; 1,3-propanediol; 1,3-butanediol; 1,4-butanediol; neopentyl glycol; 1,6-hexanediol; 1,4-cyclohexanediol; or a mixture thereof,

the reaction product further reacted with an organic component comprising

(a) fluorinated molecules having a plurality of fluorinated carbon atoms and at least one isocyanate reactive functionality, and

(b) non-fluorinated molecules of Formula (III):

R o —X—H  (III)

wherein X is —O—, —S— or —N(R 2 )—, and R 2 is hydrogen;

wherein R o is methyl, ethyl, or propyl, —R 3 —O—R 4

 or —O—R 24 —O—C(O)—R 25 , and R 3 , R 4 , R 5 , R 6 , R 24 and R 25 are independently selected from the group consisting of methyl, ethyl, and propyl, and p ranges from 1 to 50

wherein the fluorinated compound has a molecular weight ranging from about 8,250 to about 20,000.

2. The fluorinated compound of claim 1 , wherein the polyisocyanate component comprises molecules of one or more species of polyisocyanates.

3. The fluorinated compound of claim 1 , wherein the polyisocyanate component comprises trifunctional isocyanate molecules.

4. The fluorinated compound of claim 1 , wherein the polyisocyanate component comprises at least one polyisocyanate selected from the group consisting of

wherein, R 7 , R 8 , R 9 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 and R 23 are independently selected from the group consisting of alkyl, alkenyl, cycloalkyl, and aryl; and

wherein R 10 , R 11 and R 12 are independently selected from the group consisting of hydrogen and alkyl; and

wherein the alkyl, alkenyl, cycloalkyl and aryl of groups of R 7 -R 23 are optionally independently substituted one or more times with a substituent selected from the group consisting of -alkyl, -alkenyl, -fluoroalkyl, -chloroalkyl, bromoalkyl, -aryl, —O-alkyl, —O— alkenyl, —O-aryl, —O-alkylene-aryl, -carboxyl, -hydroxyl, -halo and -nitro.

5. The fluorinated compound of claim 1 , wherein the at least one fluorinated compound having a plurality of fluorinated carbon atoms and at least one isocyanate reactive functionality is a compound of Formula (II):

R f —R a —X—H  (II)

wherein R is a fluoroalkyl, R a is a direct bond, alkyl, —C m H 2m SO 2 —, —SO 2 N(R 1 )—, —CON(R 1 )—, wherein m ranges from 1 to 20 and R 1 is hydrogen or alkyl, and X is —O—, —S— or —N(R 2 )—, wherein R 2 is hydrogen or alkyl.

6. The fluorinated compound of claim 5 , wherein the compound of Formula (II) comprises a fluorinated alcohol of the formula (C q F 2q+1 )(CH 2 ) u OH, wherein q ranges from 4 to 20 and u ranges from 1 to 20.

7. The fluorinated compound of claim 6 , wherein the fluorinated alcohol comprises (C 4 F 9 )(CH 2 ) u OH, (C 6 F 13 )(CH 2 ) u OH, (C 8 F 17 )(CH 2 ) u OH, (C 10 F 21 )(CH 2 ) u OH, (C 12 F 25 )(CH 2 ) u OH, (C 14 F 28 )(CH 2 ) u OH, (C 16 F 33 )(CH 2 ) u OH, (C 18 F 39 )(CH 2 ) u OH or (C 20 F 41 )(CH 2 ) u OH or mixtures thereof.

8. The fluorinated compound of claim 1 , wherein R o is

and R 5 and R 6 independently are methyl, ethyl, or propyl.

9. The fluorinated compound of claim 8 , wherein R 5 is ethyl and R 6 is methyl.

10. The fluorinated compound of claim 9 , wherein p ranges from about 7 to about 33.

11. The fluorinated compound of claim 10 , wherein p is about 17.

12. The fluorinated compound of claim 1 , wherein the organic component further comprises 1,3-dichloro-2-propanol or 2,2-dichloroethanol.