Composition comprising perfluoropolyether

1. A composition

comprising an aryl perfluoropolyether which is a monofunctional aryl perfluoropolyether having the formula of R f —(Y) a —(C t R (u+v) )—(O—C t R 1 (u+v) ) b —R, a difunctional aryl perfluoropolyether having the formula of R f 1 —[(Y) a —(C t R (u+v) )—(O—C t R 1 (u+v) ) b —R] 2 , or combinations thereof wherein

each of R f and R f 1 has a formula weight of about 400 to about 15,000;

R f comprises repeat units selected from the group consisting of

(a) J-O—(CF(CF 3 )CF 2 O) c (CFXO) d CFZ—,

(b) J 1 -O—(CF 2 CF 2 O) e (CF 2 O) f CFZ 1 —,

(c) J 2 -O—(CF(CF 3 )CF 2 O) j CF(CF 3 )—,

(d) J 3 -O—(CQ 2 -CF 2 CF 2 —O) k —CQ 2 -,

(e) J 3 -O—(CF(CF 3 )CF 2 O) g (CF 2 CF 2 O) h (CFX—O) i —CFZ—,

(f) J 4 -O—(CF 2 CF 2 O) k′ CF 2 —, and

(g) combinations of two or more thereof; and

where

the units with formulae CF 2 CF 2 O and CF 2 O are randomly distributed along the chain;

J is CF 3 , C 2 F 5 , C 3 F 7 , CF 2 Cl, C 2 F 4 Cl, C 3 F 6 Cl, or combinations of two or more thereof;

c and d are numbers such that the c/d ratio ranges from about 0.01 to about 0.5;

X is —F, —CF 3 , or combinations thereof;

Z is —F, —Cl or —CF 3 ;

Z 1 is —F or —Cl,

J 1 is CF 3 , C 2 F 5 , C 3 F 7 , CF 2 Cl, C 2 F 4 Cl, or combinations of two or more thereof;

e and f are numbers such that the e/f ratio ranges from about 0.3 to about 5;

J 2 is —C 2 F 5 , —C 3 F 7 , or combinations thereof;

j is an average number such that the formula weight of R f ranges from about 400 to about 15,000;

J 3 is CF 3 , C 2 F 5 , C 3 F 7 , or combinations of two or more thereof;

k is an average number such that the formula weight of R f ranges from about 400 to about 15,000;

each Q is independently —F, —Cl, or —H;

g, h and i are numbers such that (g+h) ranges from about 1 to about 50, the i/(g+h) ratio ranges from about 0.1 to about 0.5;

J 4 is CF 3 , C 2 F 5 , or combinations thereof;

k′ is an average number such that the formula weight of R f ranges from about 400 to about 15,000;

each R is independently —H, a halogen, —OH, —SO 3 M, NR 3 2 , —NO 2 , —R 4 OH, —R 4 SO 3 M, —R 4 NR 3 2 , —R 4 NO 2 , —R 4 CN, —C(O)OR 4 , —C(O)OM, —C(O)R 4 , —C(O)NR 3 2 , or combinations of two or more thereof; wherein R is not four hydrogen atoms and —OH, or —Br, or —NH 2 ; or solely H or —NO 2 groups or combinations thereof;

each R 1 is independently H, —R 4 , —OR 4 , a halogen, —OH, —SO 3 M, —NR 3 2 , —NO 2 , —CN, —R 4 OH, —R 4 SO 3 M, —R 4 NR 3 2 , —R 4 NO 2 , —R 4 CN, —C(O)OR 4 , —C(O)OM, —C(O)R 4 , C(O)NR 3 2 , or combinations of two or more thereof,

each R 3 is independently H, C 1 -C 10 alkyl, or combinations of two or more thereof;

R 4 is a C 1 -C 10 alkyl;

M is H, Li, Na, K, Ca, or combinations of two or more thereof:

a is 0 or 1;

b is 0

Y is a divalent radical —CH 2 OCH 2 —, —(CH 2 ) o —O—, —(CF 2 ) n —, —CF 2 O—, —CF 2 OCF 2 —, —C(O)—, —C(S)—, or combinations of two or more thereof;

n is about 1 to about 5;

o is about 2 to about 5;

t is equal to 6+u;

u is any combination of 0, 2, 4, 6, 8, 10, 12, 14, 16;

v is independently either 2 or 4;

Rf 1 is —(CF 2 CF 2 O) e (CF 2 O) f CF 2 —, —(C 3 F 6 O) p (CF 2 CF 2 O) q (CFXO) r CF 2 —, —(CF 2 CF 2 O)(C 3 F 6 O) w CF(CF 3 )—, —CF(CF 3 )O(C 3 F 6 O) w -Rf 2 —O(C 3 F 6 O) w CF(CF 3 )—, —((CQ 2 )CF 2 CF 2 O) s CF 2 CF 2 —, or combinations of two or more thereof;

where

e, f, X, and Q are as defined above;

p, q and r are numbers such that (p+q) ranges from 1 to 50 and r/(p+q) ranges from 0.1 to 0.05;

each w is independently 2 to 45;

Rf 2 is linear or branched —C m F 2m —;

m is 1-10; and

s is an average number such that the formula weight of R f 1 ranges from 400 to 15,000.

2. A composition according to claim 1 wherein said aryl perfluoropolyether is R f —(Y) a —(C t R (u+v) )—(O—C t R 1 (u+v) ) b —R.

3. A composition according to claim 1 comprising an aryl perfluoropolyether which is a monofunctional aryl perfluoropolyether having the formula of R f —(CF 2 ) n —(C t R (u+v) )—(O—C t R 1 (u+v) ) b —R, a difunctional aryl perfluoropolyether having the formula of R f 1 —[(CF 2 ) n —(C t R (u+v) )—(O—C t R 1 (u+v) ) b —R] 2 , or combinations thereof.

4. A composition according to claim 3 wherein said aryl perfluoropolyether is CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 Br 3 H 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 F 3 H 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 Cl,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 N(CH 3 ) 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 3 [OC(O)CH 3 ] 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 3 (OH) 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 5 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 (C 6 H 4 O) 2 C 6 H 5 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 OC 6 H 4 OC 6 H 4 NO 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 10 H 6 SO 3 M, or combinations of two or more thereof and y is from about 3 to about 100.

5. A composition according to claim 4 wherein said aryl perfluoropolyether is

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 3 (OH) 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 5 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 (C 6 H 4 O) 2 C 6 H 5 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 OC 6 H 4 OC 6 H 4 NO 2 ,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 10 H 6 SO 3 M, or combinations of two or more thereof.

6. A composition according to claim 5 wherein said aryl perfluoropolyether is

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 4 SO 3 M,

CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 10 H 6 SO 3 M, or combinations of two or more thereof.

7. A composition according to claim 6 wherein said aryl perfluoropolyether is CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 SO 3 M.

8. A composition according to claim 6 wherein said aryl perfluoropolyether is CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 6 H 4 OC 6 H 4 SO 3 M.

9. A composition according to claim 6 wherein said aryl perfluoropolyether is CF 3 (CF 2 ) 2 (OCF(CF 3 )CF 2 ) y OCF(CF 3 )CF 2 C 10 H 6 SO 3 M.

10. A composition according to claim 2 wherein said composition is said aryl perfluoropolyether.

11. A composition according to claim 7 wherein said composition is said aryl perfluoropolyether.

12. A composition according to claim 8 wherein said composition is said aryl perfluoropolyether.

13. A composition according to claim 9 wherein said composition is said aryl perfluoropolyether.

14. A composition according to claim 2 , 3 , 4 , 5 , or 6 further comprising a halogenated oil which is a perfluoropolyether.

15. A composition according to claim 14 wherein said aryl perfluoropolyether is present in said composition from about 0.01 to about 99% by weight.

16. A composition according to claim 2 , 3 , 4 , 5 , or 6 further comprising a halogenated oil and a thickening agent, wherein said halogenated oil is a perfluoropolyether, a fluorosilicone, a polytrifluorochloroethylene, or combinations of two or more thereof, and said thickening agent is polytetrafluoroethylene, talc, silica, clay, boron nitride, metal soaps, titanium dioxide, polydimethylsiloxane, polyurea, polyurethane, or combinations of two or more thereof.

17. A composition according to claim 16 further comprising an additive wherein said additive is perfluoroalkyl surfactant, polyoxyperfluoroalkyl surfactant, oil or grease stabilizer, anticorrosive agent, anti-wear agent, or combinations of two or more thereof.

18. A composition according to claim 15 wherein said aryl perfluoropolyether is present in said composition from about 0.1 to about 90% and said thickening agent is present in said composition from about 0.01 to about 60%, both by weight.

19. A grease composition comprising, or produced by combining, a halogenated oil, an aryl perfluoropolyether and a thickening agent, wherein said halogenated oil is a perfluoropolyether, a fluorosilicone, a polytrifluorochloroethylene, or combinations of two or more thereof; said aryl perfluoropolyether is the same as recited in claim 2 , 3 , 4 , 5 , or 6 and said thickening agent is polytetrafluoroethylene, talc, silica, clay, boron nitride, metal soaps, titanium dioxide, polydimethylsiloxane, polyurea, polyurethane, or combinations of two or more thereof.

20. A grease composition according to claim 19 further comprising an additive wherein said additive is perfluoroalkyl surfactant, polyoxyperfluoroalkyl surfactant, oil or grease stabilizer, anticorrosive agent, anti-wear agent, or combinations of two or more thereof.

21. A grease composition according to claim 19 wherein said aryl perfluoropolyether is present from about 0.1 to about 90% and said thickening agent is present from about 0.01 to about 50%, both by weight of said grease.

22. A composition comprising, or produced by combining, a perfluoropolyether, an aryl perfluoropolyether and a thickening agent, wherein said aryl perfluoropolyether is the same as recited in claim 5 ; and said thickening agent is polytetrafluoroethylene, talc, silica, clay, boron nitride, metal soaps, titanium dioxide, polydimethylsiloxane, polyurea, polyurethane, or combinations of two or more thereof.

23. A composition comprising, or produced by combining, a perfluoropolyether, an aryl perfluoropolyether and a thickening agent, wherein said aryl perfluoropolyether is the same as recited in claim 6 ; and said thickening agent is polytetrafluoroethylene, talc, silica, clay, boron nitride, metal soaps, titanium dioxide, polydimethylsiloxane, polyurea, polyurethane, or combinations of two or more thereof.