Ethylene-tetrafluoroethylene phosphate composition

• US 8,049,040 B2
• Filed: 05/19/2008
• Issued: 11/01/2011
• Est. Priority Date: 05/19/2008
• Status: Expired due to Fees

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Wang, Xiuling Shirley, Qiu, Weiming
• Primary Examiner(s): Lundgren; Jeffrey S.
• Assistant Examiner(s): Bori; Ibrahim D
• Application Number:
  US12/152,983
• Publication Number:
  US 20090286885A1
• Time in Patent Office: 1,261 Days
• Field of Search: 260/987, 568/8, 568/11, 514/52, 514/75, 514/183, 524/589, 435/1.1
• US Class Current: 568/8
• CPC Class Codes: C07F 9/098 Esters of polyphosphoric acids or anhydrides
• CPC Class Codes: C08K 5/5317 Phosphonic compounds, e.g. R—P(:O)(OR')2
• CPC Class Codes: C09D 11/03 characterised by features other than the chemical nature of the binder
• CPC Class Codes: C09D 5/027 Dispersing agents anti-settling agents C09D7/45
• CPC Class Codes: C09D 5/14 Paints containing biocides, e.g. fungicides, insecticides or pesticides C09D5/16 takes precedence
• CPC Class Codes: C09D 7/45 Anti-settling agents
• CPC Class Codes: C09D 7/47 Levelling agents
• CPC Class Codes: C09G 1/06 Other polishing compositions
• CPC Class Codes: D21C 3/00 Pulping cellulose-containing materials digesters D21C7/00

Abstract

Fluorophosphate containing an ethylene-tetrafluoroethylene moiety of formula (I) or (II):
(A)_w-P(O)(O⁻M⁺)_3-w  (I) or

wherein

• • A is R_f—(CH₂)_k—[(CF₂CF₂)_y—(CH₂CH₂)_z]_mO and contains from about 8 to about 22 carbon atoms;
  • R_f is C_nF_2n+1;
  • n and k are each independently 1 to about 6;
  • y, z, and m are each independently 1, 2, 3, or mixture thereof;
  • w is 1 or 2 or a mixture thereof; and
  • M is hydrogen, ammonium ion, an alkali metal ion, or an alkanolammonium ion,
  • said fluorophosphate useful as a surfactant for altering the surface behavior of a liquid by addition thereto, and for providing surface effects to a substrate treated with a composition containing the fluorophosphate.

Claims

1. A composition comprising a compound of formula (I) or (II):

(A)_w-P(O)(O⁻

M⁺)_3-w 

 

(I) or

2. The composition of claim 1 wherein R_f has 4 to 6 carbon atoms, and y, z and m are each 1.

3. The composition of claim 1 wherein M is an ammonium or an alkanolammonium ion.

4. The composition of claim 1 comprising a mixture of a mono(fluoroalkyl) phosphate of formula (I), wherein w is 1, in about 15 to about 80 mol %, and a bis(fluoroalkyl) phosphate of formula (I), wherein w is 2, in about 20 to about 85 mol %.

5. A method of altering the surface behavior of a liquid comprising adding to the liquid a compound of claim 1 or a mixture thereof.

6. The method of claim 5 wherein the altering the surface behavior is lowering the surface tension.

7. The method of claim 6 wherein the surface behavior is selected from the group consisting of wetting, penetrating, spreading, leveling, flowing, emulsifying, dispersing, repelling, releasing, lubricating, etching, bonding, and stabilizing.

8. The method of claim 5 wherein the liquid is coating composition, latex, polymer, floor finish, ink, emulsifying agent, foaming agent, release agent, repellency agent, flow modifier, film evaporation inhibitor, wetting agent, penetrating agent, cleaner, grinding agent, electroplating agent, corrosion inhibitor, etchant solution, soldering agent, dispersion aid, microbial agent, pulping aid, rinsing aid, polishing agent, personal care composition, drying agent, antistatic agent, floor polish, floor finish, or bonding agent.

9. The method of claim 8 wherein the liquid is a coating composition.

10. The method of claim 7 wherein the surface behavior is resistance to blocking in the coating composition after drying.

11. The method of claim 7 wherein the surface behavior is wetting and leveling during application of the coating composition to a surface.

12. The method of claim 8 wherein the liquid is a floor finish.

15. The method of claim 6 or 8 wherein R_f has 4 to 6 carbon atoms, and y, z and m are each 1.

16. The method of claim 6 or 8 wherein M is an ammonium or an alkanolammonium ion.

18. A substrate to which has been applied a compound of claim 1.

13. A method of providing resistance to blocking to a substrate having deposited thereon a coating composition comprising adding to the coating composition, prior to deposition on the substrate, a composition comprising one or more compounds of formula (I) or (II) or a mixture thereof:

(A)_w-P(O)(O⁻

M⁺)_3-w 

 

(I) or

14. The method of claim 13 wherein the coating composition is a water dispersed coating, alkyd coating, Type I urethane coating, or unsaturated polyester coating.

17. A substrate treated according to the method of claim 13.