Alkylated fluorochemical oligomers and use thereof in the treatment of fibrous substrates

• US 7,049,379 B2
• Filed: 11/06/2001
• Issued: 05/23/2006
• Est. Priority Date: 05/11/1999
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Yandrasits, Michael A., Jariwala, Chetan P., Coppens, Dirk M., Dams, Rudolf, Eggleston, James D.
• Primary Examiner(s): Cain, Edward J.
• Application Number:
  US10/399,415
• Publication Number:
  US 20040024262A1
• Time in Patent Office: 1,659 Days
• Field of Search: 524/462, 526/243
• US Class Current: 526/243
• CPC Class Codes: C14C 9/00 Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
• CPC Class Codes: D06M 15/277 containing fluorine
• CPC Class Codes: D06M 2200/11 Oleophobic properties
• CPC Class Codes: D06M 2200/12 Hydrophobic properties

Abstract

This invention provides a method of treating fibrous substrates, such as leather, by contacting the substrate with a fluorochemical compound comprising: a fluorochemical oligomeric portion comprising an aliphatic backbone with a plurality of pendant fluoroaliphatic groups, each fluoroaliphatic group having a fully fluorinated terminal group and each independently linked to a carbon atom of the aliphatic backbone through an organic linking group; an aliphatic moiety; and a linking group which links the fluorochemical oligomeric portion to the aliphatic moiety. The fluorochemical compounds provide desirable oil, water and stain repellency to fibrous substrates.

Claims

1. Fluorochemical oligorneric compounds of the formula:

[(A)_m-L]_nR and (A)_m[L-R]_n,

wherein in is 1 to 4 inclusive;

n is 1 to 4 inclusive;

each L independently comprises a linking group;

R is a saturated or unsaturated aliphatic group; and

A is a fluorochemnical oligomeric portion of the formula

2. The compounds of claim 1 wherein a+b is 3 to 8.

3. The compounds of claim 1 wherein R_f is a perfluorinated alkyl group having 4 to about 14 carbon atoms.

4. The compounds of claim 1 wherein R is an alkyl group of 18 to 60 carbon atoms.

5. The compounds of claim 1 wherein L is selected from the group of a covalent bond, straight chain, branched chain, or cyclic alkylene, arylene, aralkylene, oxy, oxo, hydroxy, thio, sulfonyl, sulfoxy, amino, imino, sulfonamido. carboxamido, carbonyloxy, urethanylene, ureylene, and combinations thereof.

6. The compounds of claim 1 wherein Q is selected from the group consisting of

7. The compounds of claim 1 wherein the ratio of a:

b is 2;

1 or more.

8. The compounds of claim 1 wherein said oligomer is a random copolymer.

9. The compounds of claim 1 wherein said oligomer is a block copolymer.

10. The compounds of claim 1 wherein R is an alkyl group of 12 to 75 carbon atoms.

11. The compounds of claim 1 wherein n is greater than 1 and the sum of the carbon atoms is said R group is 12 to 100.

12. The compounds of claim 1 wherein R_h is an alkyl group of 6 or greater carbon atoms.