Fluoropolymers and fluoropolymer coatings

• US 5,061,769 A
• Filed: 12/17/1990
• Issued: 10/29/1991
• Est. Priority Date: 12/17/1990
• Status: Expired due to Fees

• Current Assignee: Alliedsignal Inc. (Honeywell International Inc.)
• Original Assignee: Alliedsignal Inc. (Honeywell International Inc.)
• Inventors: Aharoni, Shaul M.
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): SAROFIM, NABIL F
• Application Number:
  US07/628,541
• Time in Patent Office: 316 Days
• Field of Search: 526/245
• US Class Current: 526/245
• CPC Class Codes: C08F 220/22 Esters containing halogen

Abstract

Copolymer compositions derived from (a) perfluoralkylalkyl acrylate or methacrylate, (b) acrylic, methacrylic or itaconic acid, and (c) a hydroxyl-containing acrylate or methacrylate, in combination, can be cross-linked through internal esterification or anhydride formation. These product combine properties typical of fluorine-containing polymers with processability, including processability from solution.

Claims

1. Polymeric compositions comprising fluorinated copolymers of the formula ##STR6## wherein s, t and u represent weight proportions of the respective X, Y and Z units, and have values within the ranges of

s=from about 0.5 to about 0.99;

t=from about 0.005 to about 0.495; and

u=from about 0.005 to about 0.495;

with the sum of s+t+u being 1; and

with the proviso that the ratio of t;

u is from about 1;

0.5 to about 1;

1.5;

X represents units of the composition ##STR7## wherein R¹ is H, --CH₃ or mixtures thereof;

p is 1 or 2;

n is an integer of from about 1 to about 40;

Y represents units of the composition ##STR8## wherein R² is H, --CH₃, or --CH₂ COOH;

Z represents units of the composition ##STR9## wherein R³ is H, --CH₃, or --CH₂ COOC_m H_2m+1, wherein m is an integer of from about 1 to about 4; and

R⁴ is an alkylene bridging group, straight chain, branched or cyclic, having from 1 to about 8 carbon atoms;

wherein the X, Y and Z units may be arranged in any sequence.

2. Compositions according to claim 1 wherein R¹ is --CH₃.

3. Compositions according to claim 1 wherein R¹ is H.

4. Compositions according to claim 1 wherein X represents a mixture of units bearing H and --CH₃ as the R¹ substituent.

5. Compositions according to claims 1, 2 or 3 wherein p is 2.

6. Compositions according to claim 1 wherein R² and R³, which may be the same or different within each of the X and Y units, are each independently H or --CH₃ ;

R⁴ is an alkylene bridging group, straight chain or branched, having from about 2 to about 4 carbon atoms; and

p is 2.

7. Compositions according to claim 6 wherein s ranges from about 0.70 to about 0.95.

8. Compositions according to claim 6 wherein s ranges from about 0.75 to about 0.85.

9. Compositions according to any one of claims 1, 6 and 8 wherein Y and Z are present in about equimolar proportions.

10. Compositions according to claim 6 wherein, in the --C_n F_2n+1 groups of the X units, n ranges from about 2 to about 30.

11. Compositions according to claim 6 wherein, in the --C_n F_2n+1 groups of the X units, n ranges from about 2 to about 20.

12. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl acrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

13. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl acrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

14. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl acrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

15. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl acrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

16. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl methacrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

17. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl methacrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

18. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl methacrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

19. Compositions according to claim 6 wherein the X groups are derived from a perfluoroalkylethyl methacrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

20. Compositions according to claim 6 wherein the X groups are derived from mixed perfluoroalkylethyl methacrylate and perfluoroalkylethyl acrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

21. Compositions according to claim 6 wherein the X groups are derived from mixed perfluoroalkylethyl methacrylate and perfluoroalkylethyl acrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

22. Compositions according to claim 6 wherein the X groups are derived from mixed perfluoroalkylethyl methacrylate and perfluoroalkylethyl acrylate, the Y groups are derived from methacrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl methacrylate.

23. Compositions according to claim 6 wherein the X groups are derived from mixed perfluoroalkylethyl methacrylate and perfluoroalkylethyl acrylate, the Y groups are derived from acrylic acid, and the Z groups are derived from an ω

-hydroxyalkyl acrylate.

24. Compositions according to any one of claims 12, 13, 16, 17, 20 and 23 wherein the ω

-hydroxyalkyl acrylate is 2-hydroxyethyl acrylate.

25. Compositions according to anyone of claims 14, 15, 18, 19, 21 and 22 wherein the ω

-hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate.

26. A substrate having deposited thereon a layer of a composition according to any one of claims 1, 6, 8, 9 and 11.