Fluoroalkyl phosphate compositions

• US 8,129,568 B2
• Filed: 04/25/2011
• Issued: 03/06/2012
• Est. Priority Date: 11/13/2006
• Status: Expired due to Fees

• Current Assignee: The Chemours Company FC, LLC (The Chemours Company)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Peng, Sheng, Getty, Stephen James, Meng, Xianjun
• Primary Examiner(s): Mulcahy, Peter D.
• Assistant Examiner(s): HU, HENRY S
• Application Number:
  US13/093,446
• Publication Number:
  US 20110200815A1
• Time in Patent Office: 316 Days
• Field of Search: 568/8, 568/11, 514/52, 514/75, 435/1.1, 524/589
• US Class Current: 568/8
• CPC Class Codes: C04B 14/048 Granite
• CPC Class Codes: C04B 14/28 of calcium
• CPC Class Codes: C04B 28/02 containing hydraulic cements other than calcium sulfates
• CPC Class Codes: C04B 41/009 characterised by the material treated
• CPC Class Codes: C04B 41/466 Halogenated compounds, e.g. perfluor-compounds
• CPC Class Codes: C04B 41/4994 Organo-phosphorus compounds
• CPC Class Codes: C07F 9/091 with hydroxyalkyl compounds with further substituents on alkyl
• CPC Class Codes: C07F 9/65742 non-condensed with carbocyclic rings or heterocyclic rings or ring systems
• CPC Class Codes: C08K 5/52 Phosphorus bound to oxygen only
• CPC Class Codes: Y10T 428/249969 Of silicon-containing material [e.g., glass, etc.]
• CPC Class Codes: Y10T 428/31989 Of wood
• CPC Class Codes: Y10T 428/31993 Of paper
• CPC Class Codes: Y10T 428/31996 Next to layer of metal salt [e.g., plasterboard, etc.]

Abstract

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

wherein

• • r and q are independently integers of 1 to 3;
  • R_f is linear or branched chain perfluoroalkyl group having 1 to 6 carbon atoms;
  • j is an integer 0 or 1, or a mixture thereof,
  • x is 1 or 2,
  • Z is —O— or —S—,
  • X is hydrogen or M, and
  • M is an ammonium ion, an alkali metal ion, or an alkanolammonium ion is disclosed.

Claims

1. A method of providing water repellency, oil repellency and stain resistance to a substrate comprising contacting the substrate with a composition comprising one or more compounds of formula (I) or (II):

2. The method of claim 1 wherein the contacting is by brush, spray, roller, doctor blade, wipe, dip, foam, liquid injection, immersion or casting.

3. The method of claim 1 wherein R_f has 4 to 6 carbon atoms, and r, q and j are each 1.

4. The method of claim 1 wherein M is an ammonium or an alkanolammonium ion.

5. A substrate treated according to the method of claim 1.

6. A substrate to which has been applied a composition according to the method of claim 1.

7. The substrate of claim 6 comprising a fibrous substrate or a hard surface substrate.

8. The substrate of claim 7 which is a fiberous substrate selected from the group consisting of wood, paper or leather.

9. The substrate of claim 7 which is a hard surface substrate selected from the group consisting of stone, glass masonry, concrete, unglazed tile, brick, porous clay, granite, limestone, grout, mortar, marble, gypsum board, terrazzo, or composite materials.