IP Library Granted Patent US 7,901,589
Granted Patent B2
US 7,901,589 · App. 12/493,887 · Granted Mar 8, 2011

Propanediol soil resist compositions

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Quick Facts
Patent No.
US 7,901,589
App. No.
12/493,887
Granted
Mar 8, 2011
Kind
B2
Abstract

A soil resist composition comprises a) a polyfluoro organic compound having at least one urethane or urea, b) 1,3-propanediol, and c) a surfactant, the soil resist composition having freeze thaw stability.

Claims (22)

1. A soil resist composition comprising a) a polyfluoro organic compound having at least one urethane or urea, b) 1,3-propanediol, and c) a surfactant.

2. The soil resist composition of claim 1 wherein the 1,3-propanediol is present from about 1% to about 10% by weight.

3. The soil resist composition of claim 1 wherein the polyfluoro organic compound having at least one urethane or urea is the product of the reaction of: (1) at least one organic polyisocyanate containing at least three isocyanate groups, (2) at least one fluorochemical compound which contains per molecule (a) a single functional group having one or more Zerewitinoff hydrogen atoms and (b) at least two carbon atoms each of which contains at least two fluorine atoms, and (3) water in an amount sufficient to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.

4. The soil resist composition of claim 3 wherein for the fluorochemical compound the amount of water is sufficient to react with about 10% to about 35% of said isocyanate groups.

5. The soil resist composition of claim 3 wherein said polyfluoro organo compound which contains a single functional group is represented by the formula:

R f —R k —X—H

wherein

R f is a monovalent aliphatic group containing at least two carbon atoms, each of which is bound to at least two fluorine atoms, and said aliphatic group can be interrupted by at least one oxygen atom;

R is a divalent organic radical;

k is 0 or 1; and

X is —O—, —S—, or —N(R 1 )— wherein R 1 is H, alkyl containing 1 to 6 carbon atoms or a R f —R k — group.

6. The soil resist composition of claim 5 wherein R f is a fully fluorinated straight or branched aliphatic group of from about 3 to about 20 carbon atoms.

7. The soil resist composition of claim 5 wherein X is oxygen and R k is —(CH 2 ) 2 —.

8. The soil resist composition of claim 1 further comprising a non-fluorinated compound of formula

R 10 —R 11 k —YH

wherein

R 10 is a C 1 -C 18 alkyl, a C 1 -C 18 omega-alkenyl radical or a C 1 -C 18 omega-alkenoyl;

R 11 is —(OCH 2 C(R 4 )H) p —, —(OCH 2 C(CH 2 Cl)H) p —, or —C(R 5 )(R 6 )—[OCH 2 C(CH 2 Cl)H] p — wherein p is 1 to 50, and R 4 , R 5 and R 6 are the same or different H or alkyl containing 1 to 6 carbon atoms;

Y is —O—, —S—, or —N(R 7 )— in which R 7 is H or alkyl containing 1 to 6 carbon atoms; and

k is 0 or 1.

9. The composition of claim 1 further comprising one or more stain resists, one or more salts, one or more pH adjustment additives or buffers, citric acid, poly methyl methacrylate, or combinations thereof.

10. The soil resist composition of claim 1 wherein the composition is an aqueous dispersion.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2023
From: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
To: COVATION INC.
Reel/Frame 065662/0209 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ENTITY TYPE PREVIOUSLY RECORDED AT REEL: 049879 FRAME: 0043. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 6, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 050300/0408 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 049879/0043 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2009
From: MATERNIAK, JOYCE MONSON; CAREY, EDWARD PATRICK
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 023028/0170 →