Hydrocarbon extenders for surface effect compositions

• US 7,344,758 B2
• Filed: 07/06/2005
• Issued: 03/18/2008
• Est. Priority Date: 09/07/2004
• Status: Active Grant

• Current Assignee: The Chemours Company FC, LLC (The Chemours Company)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Fitzgerald, Patrick Henry, Franchina, Justine Gabrielle
• Primary Examiner(s): Harlan; Robert D.
• Application Number:
  US11/175,545
• Publication Number:
  US 20060052556A1
• Time in Patent Office: 986 Days
• Field of Search: 427/372.2, 526/518.25
• US Class Current: 427/372.2
• CPC Class Codes: C08G 18/6266 Polymers of amides or imides from alpha-beta ethylenically unsaturated carboxylic acids
• CPC Class Codes: C08G 18/80 Masked polyisocyanates
• CPC Class Codes: C14C 9/00 Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
• CPC Class Codes: D06M 15/263 of unsaturated carboxylic acids; Salts or esters thereof
• CPC Class Codes: D06M 15/27 of alkylpolyalkylene glycol esters of unsaturated carboxylic acids
• CPC Class Codes: D06M 15/277 containing fluorine
• CPC Class Codes: D06M 15/29 containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group
• CPC Class Codes: D21H 19/20 comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

Abstract

A polymer extender composition for use with fluorochemical repellents, said composition comprising monomers copolymerized in the following percentages by weight:

• • (a) from about 60% to about 94% of a monomer, or mixture of monomers, of the formula I:
    [CH₃—(CH₂)_p][CH₃(CH₂)_n]CHCH₂—OC(O)—C(R)═CH₂, and   (I)
  • (b) from about 5% to about 20% of a monomer, or mixture of monomers, of the formula II:
    H—(OCH₂CH₂)_m—O—C(O)—C(R)═CH₂   (II)
    wherein
  • each R is independently H or CH₃;
  • n is 1 to 10;
  • p is 1 to 20 and
  • m is 2 to 10 is disclosed.

Claims

1. A polymer extender composition comprising monomers copolymerized in the following percentages by weight:

(a) from about 60% to about 94% of a monomer, or mixture of monomers, of the formula I;

[CH₃—

(CH₂)_p][CH₃(CH₂)_n]CHCH₂—

OC(O)—

C(R)═

CH₂ 

 

(I), and

(b) from about 5% to about 20% of a monomer, or mixture of monomers, of the formula II;

H—

(OCH₂CH₂)_m—

O—

C(O)—

C(R)═

CH₂ 

 

(II)

(c) from about 0% to about 3% of a monomer, or mixture of monomers, of the formula III;

HO—

CH₂—

NH—

C(O)—

C(R)═

CH₂ 

 

(III)

(d) from about 0% to about 20% of a monomer, or mixture of monomers, of formula IV;

R¹—

OC(O)—

C(R)═

CH₂ 

 

(IV)

(e) from about 0% to about 2% of ethylene dimethacrylate, and

(f) from about 0% to about 10% of a monomer, or mixture of monomers, of formula (V);

R_f—

CH₂CH₂—

OC(O)—

C(R)═

CH₂ 

 

(V)

wherein

each R is independently H or CH₃;

R¹ is an alkyl chain from 1 to about 18 carbon atoms;

n is 1 to about 10;

p is 1 to about 20 and

m is 2 to about 10, and

R_f is a straight or branched-chain perfluoroalkyl group of from 2 to about 20 carbon atoms, or a mixture thereof.

2. The composition of claim 1 wherein monomer (a) is 2-ethylhexyl(meth)acrylate.

3. The composition of claim 1 wherein m in monomer (b) is between about 5 and about 10.

4. The composition of claim 1 wherein monomer (c) is N-methylolacrylamide.

5. The composition of claim 1 wherein monomer (d) is methyl methacrylate.

6. The composition of claim 1 wherein for monomer (f), R_f has the formula:

CF₃CF₂(CF₂)_x, wherein x is 6 to 18, or a mixture thereof.

7. The composition of claim 6 wherein x is a mixture of 6, 8, 10, 12, 14, 16, and 18 in a mixture in the respective relative amounts of about 33%, 24%, 12%, 6%, 2%, 1% and 0.5%.

8. The composition of claim 1 as an aqueous dispersion.

9. The composition of claim 1 further comprising an agent which, when applied to a substrate, provides a surface effect.

10. The composition of claim 9 wherein the surface effect is no iron, easy to iron, shrinkage control, wrinkle free, permanent press, moisture control, softness, strength, anti-slip, anti-static, anti-snag, anti-pill, stain repellency, stain release, soil repellency, soil release, water repellency, oil repellency, odor control, antimicrobial, sun protection, and similar effects.

11. The composition of claim 9 wherein the agent is a fluorinated polymer.

12. The composition of claim 11 wherein the fluorine content is from about 1.5 to about 6.6% by weight.

13. The composition of claim 11 wherein the ratio of extender composition to fluorinated polymer is from about 1:

10 to about 6;

1.

14. The composition of claim 11 wherein the fluorinated polymer is a fluorine-containing polyurethane or poly(meth)acrylate, or mixture thereof.

15. The composition of claim 1 or 11 further comprising a blocked isocyanate.

16. The composition of claim 1 or 11 further comprising at least one additional extender.

17. The composition of claim 9 further comprising an additive selected from the group consisting of a surfactant, emulsifier, pH adjuster, cross linker, wetting agent, softener, and wax extender.

18. A method of treating a substrate comprising contacting the substrate with a composition comprising i) an agent which provides a surface effect and ii) a polymer extender composition comprising monomers copolymerized in the following percentages by weight:

(a) from about 60% to about 94% of a monomer, or mixture of monomers, of the formula I;

[CH₃—

(CH₂)_p][CH₃(CH₂)_n]CHCH₂—

OC(O)—

C(R)═

CH₂ 

 

(I), and

(b) from about 5% to about 20% of a monomer, or mixture of monomers, of the formula II;

H—

(OCH₂CH₂)_m—

O—

C(O)—

C(R)═

CH₂ 

 

(II)

(c) from about 0% to about 3% of a monomer, or mixture of monomers, of the formula III;

HO—

CH₂—

NH—

C(O)—

C(R)═

CH₂ 

 

(III)

(d) from about 0% to about 20% of a monomer, or mixture of monomers, of formula IV;

R¹—

OC(O)—

C(R)═

CH₂ 

 

(IV)

(e) from about 0% to about 2% of ethylene dimethacrylate, and

(f) from about 0% to about 10% of a monomer, or mixture of monomers, of formula (V);

R_f—

CH₂CH₂—

OC(O)—

C(R)═

CH₂ 

 

(V)

wherein

each R is independently H or CH₃;

R¹ is an alkyl chain from 1 to about 18 carbon atoms;

n is 1 to about 10;

p is 1 to about 20 and

m is 2 to about 10, and

R_f is a straight or branched-chain perfluoroalkyl group of from 2 to about 20 carbon atoms, or a mixture thereof.

19. The method of claim 18 wherein the surface effect is no iron, easy to iron, shrinkage control, wrinkle free, permanent press, moisture control, softness, strength, anti-slip, anti-static, anti-snag, anti-pill, stain repellency, stain release, soil repellency, soil release, water repellency, oil repellency, odor control, antimicrobial, sun protection, and similar effects.

20. The method of claim 18 wherein the agent is a fluorinated polymer.

21. The method of claim 20 wherein the ratio of the extender composition to the fluorinated polymer is from about 1:

10 to about 6;

1.

22. The method of claim 18 wherein the composition further comprises a blocked isocyanate or at least one additional extender.

23. The method of claim 18 wherein the composition further comprises an additive selected from the group consisting of a surfactant, emulsifier, pH adjuster, cross linker, wetting agent, softener, and wax extender.

24. The method of claim 18 wherein the substrate is a fiber, textile, fabric, fabric blend, paper, nonwoven, leather or combination thereof.