IP Library Granted Patent US 8,628,682
Granted Patent B2
US 8,628,682 · App. 13/279,536 · Granted Jan 14, 2014

Compositions comprising a fluorosurfactant and a hydrotrope

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Quick Facts
Patent No.
US 8,628,682
App. No.
13/279,536
Granted
Jan 14, 2014
Kind
B2
Abstract

Compositions comprising a fluorosurfactant and a hydrotrope are disclosed. The hydrotropes are either cationic or anionic benzene derivatives comprising fluoro-substituted functional groups and polar groups. The compositions are useful in various surfactant applications.

Claims (59)

1. A composition comprising a fluorosurfactant and a hydrotrope wherein the hydrotrope comprises a compound selected from the group consisting of compounds of formula (I) and compounds of formula (II):

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3; and

G=—SO 3 M, —OSO 3 M, —OPO 3 (M 1 )(M 2 ) or —PO 3 (M 1 )(M 2 ),

M=H, Na, K, or NH 4 ,

M 1 =H, Na, K, or NH 4 , and

M 2 =H, Na, K, or NH 4 ;

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3;

R 1 =H or C 1 -C 3 alkyl;

R 2 =H or C 1 -C 3 alkyl; and

X=Cl, Br, or I;

and wherein the weight ratio of the fluorosurfactant to the hydrotrope is in the range of 1:10 to 10:1.

2. The composition of claim 1 , wherein the fluorosurfactant is an anionic, a cationic, or an amphoteric fluorosurfactant.

3. A method of altering the surface behavior of an agent, comprising adding to the agent a composition comprising a fluorosurfactant and a hydrotrope wherein the hydrotrope comprises a compound selected from the group consisting of compounds of formula (I) and compounds of formula (II):

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3; and

G=—SO 3 M, —OSO 3 M, —OPO 3 (M 1 )(M 2 ), or —PO 3 (M 1 )(M 2 ),

M=H, Na, K, or NH 4 ,

M 1 =H, Na, K, or NH 4 , and

M 2 =H, Na, K, or NH 4 ;

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3;

R 1 =H or C 1 -C 3 alkyl;

R 2 =H or C 1 -C 3 alkyl; and

X=Cl, Br, or I;

and wherein the weight ratio of the fluorosurfactant to the hydrotrope is in the range 1:10 to 10:1.

4. The method of claim 3 , wherein the fluorosurfactant is an anionic, a cationic, or an amphoteric fluorosurfactant.

5. The method of claim 3 , wherein the agent is selected from the group consisting of: coating compositions, lattices, polymers, floor finishes, inks, emulsifying agents, foaming agents, release agents, repellency agents, flow modifiers, film evaporation inhibitors, wetting agents, leveling agents, penetrating agents, cleaners, grinding agents, electroplating agents, corrosion inhibitors, etchant solutions, soldering agents, dispersion aids, antimicrobial agents, pulping aids, rinsing aids, polishing agents, personal care compositions, drying agents, antistatic agents, bonding agents, and mixtures thereof.

6. A process comprising contacting an article with a composition comprising a fluorosurfactant and a hydrotrope wherein the hydrotrope comprises a compound selected from the group consisting of compounds of formula (I) and compounds of formula (II):

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3; and

G=—SO 3 M, —OSO 3 M, —OPO 3 (M 1 )(M 2 ), or —PO 3 (M 1 )(M 2 ),

M=H, Na, K, or NH 4 ,

M 1 =H, Na, K, or NH 4 , and

M 2 =H, Na, K, or NH 4 ;

wherein:

R=R f or OR f ,

R f =(per)fluorinated C 1 -C 3 alkyl;

n=1-3;

R 1 =H or C 1 -C 3 alkyl;

R 2 =H or C 1 -C 3 alkyl; and

X=Cl, Br, or I;

and wherein the weight ratio of the fluorosurfactant to the hydrotrope is in the range of 1:10 to 10:1.

7. The process of claim 6 , wherein the fluorosurfactant is an anionic, a cationic, or an amphoteric fluorosurfactant.

8. The process of claim 6 , wherein the composition further comprises an agent.

9. The process of claim 8 , wherein the agent is selected from the group consisting of: coating compositions, lattices, polymers, floor finishes, inks, emulsifying agents, foaming agents, release agents, repellency agents, flow modifiers, film evaporation inhibitors, wetting agents, leveling agents, penetrating agents, cleaners, grinding agents, electroplating agents, corrosion inhibitors, etchant solutions, soldering agents, dispersion aids, antimicrobial agents, pulping aids, rinsing aids, polishing agents, personal care compositions, drying agents, antistatic agents, bonding agents, and mixtures thereof.

10. The process of claim 6 , wherein the article comprises a material selected from the group consisting of polymers, metals, wood, glass, ceramics, bricks, concretes, cements, natural or synthetic stones, tiles, paper, leather, and textile materials.

11. The process of claim 10 , wherein the article is in the form of a fiber, a film, a sheet, a formed or molded part, a laminate, an extruded profile, a coated part, a foamed part, a bead, a particle, or a powder and the material is a polymer.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 23, 2011
From: CALVARESE, THOMAS G.; GONZALEZ, YAMAIRA; PETROV, VIACHESLAV A.; QIU, WEIMING; RAGHAVANPILLAI, ANILKUMAR
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 027438/0761 →