Perfluoroalkyl and perfluoroalkylether substituted aromatic phosphates, phosphonates and related compositions
OwnerKazimiera J. L. Paciorek, Wen-Huey Lin +2inventors
InventorsKazimiera J. L. Paciorek, Wen-Huey Lin, Steven R. Masuda, James H. Nakahara
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Abstract
Perfluoroalkyl and perfluoroalkylether substituted aromatic phosphates, phosphonates and related compositions prepared by reaction of pefluoroalkyl or pefluoroakylether substituted phenols with mono- and dihalophosphite and primary and secondary phosphonyl halides are disclosed. These materials are useful as antioxidant, anticorrosion, antirust, and lubricity enhancing agents for perfluoropolyalkylether fluids.
Claims11
Phosphates of the general formula (R.sub.f C.sub.6 H.sub.4 O).sub.x P(O)(OR).sub.3-x ;
- wherein:
- x is an integer 1, 2, or 3;
- and
- R.sub.f is selected from the group consisting of:
- (a) substituents having a general formula (C.sub.n F.sub.2n+1,
- wherein n is an integer from 2 to 10 inclusive;
- (b) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (c) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (d) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (e) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m, and
- (f) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m,
- wherein m is an integer from 1 to 20 inclusive, and R is C.sub.6 H.sub.5 or R'C.sub.6 H.sub.4, wherein R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5.
A composition of matter comprising a phosphate of having the general formula (C.sub.8 F.sub.17 C.sub.6 H.sub.4 O).sub.2 P(O)OC.sub.6 H.sub.5, C.sub.8 F.sub.17 C.sub.6 H.sub.4 OP(O)(OC.sub.6 H.sub.5).sub.2, [C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.n C.sub.6 H.sub.4 O].sub.2 P(O)OC.sub.6 H.sub.5 or C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.n C.sub.6 H.sub.4 OP(O)(OC.sub.6 H.sub.5).sub.2 wherein n=2, 3, 4.
A mixture of compounds comprising:
- (a) (R.sub.f C.sub.6 H.sub.4 O).sub.x P(O)(OR).sub.2-x (OH) wherein x is an integer 1 or 2, R.sub.f is selected from
- (i) groups having a general formula C.sub.n F.sub.2n+1, wherein n is an integer from 2 to 10 inclusive;
- (ii) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (iii) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (iv) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (v) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m, and
- (vi) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m
- wherein m is an integer from 1 to 20 inclusive, and R is selected from C.sub.6 H.sub.5 or R'C.sub.6 H.sub.4, wherein R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5 ;
- and
- (b) (R.sub.f C.sub.6 H.sub.4 O).sub.x P(O)(OR).sub.3-x wherein x is an integer 1, 2, or 3, R.sub.f is selected from
- (i) groups having a general formula C.sub.n F.sub.2n+1, wherein n is an integer from 2 to 10 inclusive;
- (ii) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (iii) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (iv) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (v) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m, and
- (vi) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m
- wherein m is an integer from 1 to 20 inclusive, and R is selected from C.sub.6 H.sub.5 or R'C.sub.6 H.sub.4, wherein R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5.
A composition comprising one or more phosphonates of the general formula (R.sub.f C.sub.6 H.sub.4 O).sub.2 P(O)R wherein R.sub.f is selected from the group consisting of:
- (i) compounds having a general formula C.sub.n F.sub.2n+1, wherein n is an integer from 2 to 10 inclusive,
- (ii) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (ii) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (iii) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (iv) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m, and
- (v) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m
- wherein m is an integer from 1 to 20 inclusive and wherein R groups include C.sub.6 H.sub.5 and R'C.sub.6 H.sub.4, where R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5.
A composition of matter comprising a mixture of at least one compound of the formula (R.sub.f C.sub.6 H.sub.4 O)P(O)R(OH) and at least one compound of the formula (R.sub.f C.sub.6 H.sub.4 O).sub.2 P(O)R wherein R is selected from the group consisting of C.sub.6 H.sub.5, and R'C.sub.6 H.sub.4, wherein R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5 and wherein R.sub.f is selected from the group consisting of:
- (a) substituents having a general formula C.sub.n F.sub.2n+1, wherein n is an integer from 2 to 10 inclusive,
- (b) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (c) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (d) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (c) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m and
- (d) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m
- wherein m is an integer from 1 to 20 inclusive.
A composition of matter comprising one or more phosphonates of the general formula (R.sub.f C.sub.6 H.sub.4 O)P(O)R.sub.2 wherein R.sub.f is selected from the group consisting of:
- (a) C.sub.3 F.sub.7 (OCF(CF.sub.3)CF.sub.2).sub.m,
- (b) CF.sub.3 (OCF.sub.2 CF.sub.2).sub.m,
- (c) C.sub.2 F.sub.5 (OCF.sub.2 CF.sub.2).sub.m,
- (d) C.sub.3 F.sub.7 (OCF.sub.2 CF.sub.2 CF.sub.2).sub.m, and
- (e) C.sub.4 F.sub.9 (OCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2).sub.m
- wherein m is an integer from 1 to 20 inclusive and wherein R groups are selected from C.sub.6 H.sub.5 and R'C.sub.6 H.sub.4, where R' is phenyl, alkyl, SC.sub.6 H.sub.5 or OC.sub.6 H.sub.5.
Dependencies are inferred from the claim text.