Surfactant-containing fluorochemical compositions, articles, and methods

Patent metadata

Field	Value
Publication number	US-10370792-B2
Application number	US-201314390844-A
Country	US
Kind code	B2
Filing date	Mar 6, 2013
Priority date	Apr 24, 2012
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

A fluorochemical composition comprising: at least one fluorinated compound; and at least one esterquat or amidequat surfactant.

First claim

What is claimed is:

1. A method of imparting oil and/or water repellency to a fibrous substrate having one or more surfaces, the method comprising:
applying an aqueous fluorochemical treatment composition onto one or more surfaces of the fibrous substrate; and
curing the fluorochemical treatment composition at a temperature of greater than 100° C. and no more than 200° C.;
wherein the aqueous fluorochemical treatment composition comprises:
at least one fluorinated compound selected from the group consisting of fluorochemical urethanes and polyurethanes, fluorochemical blocked urethanes and polyurethanes, fluorochemical poly(meth)acrylates, and mixtures thereof; and
greater than 3 wt-% and up to 20 wt-%, based on fluorinated solids, of at least one surfactant having the following formula (Formula II):

wherein:
each R 1 is independently a long chain, linear or branched, saturated, aliphatic group having 6 to 24 carbon atoms;
each R 2 is independently a divalent alkylene group having 1 to 4 carbon atoms;
R 3 is an alkyl group having 1 to 4 carbon atoms;
R 6 is an alkyl group having 1 to 4 carbon atoms or —(R 2 O) n —H;
each Y is O;
n is 1-10; and
X − is an anion;

wherein the composition is in the form of an aqueous dispersion having an average particle size of below 200 nanometers;
wherein the composition has a sediment level of 0.1% by weight or less; and
wherein when the fibrous substrate is a polyester fibrous substrate, and after applying and curing the fluorochemical treatment onto the polyester fibrous substrate, the polyester fibrous substrate has:
a Bundesmann of at least 4-3-1; and
an initial Spray Rating of at least 100; and
a Spray Rating of at least 80 after 5 launderings.

2. An article comprising:
a fibrous substrate having one or more surfaces treated according to the method of claim 1 .

3. A method of imparting oil and/or water repellency to a fibrous substrate having one or more surfaces, the method comprising:
applying an aqueous fluorochemical treatment composition onto one or more surfaces of the fibrous substrate; and
curing the fluorochemical treatment composition at a temperature of 170° C. to 200° C.;
wherein the fluorochemical treatment composition comprises:
at least one fluorinated compound selected from the group consisting of fluorochemical urethanes and polyurethanes, fluorochemical blocked urethanes and polyurethanes, fluorochemical poly(meth)acrylates, and mixtures thereof; and
greater than 3 wt-% and up to 20 wt-%, based on fluorinated solids, of at least one surfactant having the following formula (Formula I):

wherein:
each R 1 is independently a long chain, linear or branched, saturated or unsaturated, aliphatic group having 6 to 24 carbon atoms;
each R 2 is independently a divalent alkylene group having 1 to 4 carbon atoms;
R 3 is an alkyl group having 1 to 4 carbon atoms;
R 4 and R 5 are each independently —CH 2 C(O)OH, —CH 2 CH 2 OH, —(R 2 O) n —H, an alkyl group having 1 to 4 carbon atoms, or —R 2 —Y—C(O)—R 1 , with the proviso that only one of R 4 or R 5 can be —R 2 —Y—C(O)—R 1 in any one compound;
each Y is independently O or NH;
n is 1-10; and
X − is an anion;

wherein the composition is in the form of an aqueous dispersion having an average particle size of below 200 nanometers; and
wherein when the fibrous substrate is a polyester fibrous substrate, and after applying and curing the fluorochemical treatment onto the polyester fibrous substrate, the polyester fibrous substrate has:
a Bundesmann of at least 4-3-1; and
an initial Spray Rating of at least 100; and
a Spray Rating of at least 80 after 5 launderings.

4. The method of claim 3 wherein the at least one surfactant has the following formula (Formula II):

wherein:
each R 1 is independently a long chain, linear or branched, saturated, aliphatic group having 6 to 24 carbon atoms;
each R 2 is independently a divalent alkylene group having 1 to 4 carbon atoms;
R 3 is an alkyl group having 1 to 4 carbon atoms;
R 6 is an alkyl group having 1 to 4 carbon atoms or —(R 2 O) n —H;
each Y is independently O or NH;
n is 1-10; and
X − is an anion.

5. The method of claim 3 wherein the surfactant is present in an amount of 5-10 wt-%, based on fluorinated solids.

6. The method of claim 3 further comprising a co-solvent.

7. The method of claim 3 further comprising one or more other surfactants selected from the group consisting of cationic surfactants, nonionic surfactants, and combinations thereof.

8. The method of claim 3 wherein the fluorinated compound includes a C 4 F 9 - or C 6 F 13 -containing group.

9. The method of claim 3 wherein the surfactant of Formula I is the only surfactant present in the composition.

10. A method of imparting oil and/or water repellency to a fibrous substrate having one or more surfaces, the method comprising:
applying an aqueous fluorochemical treatment composition onto one or more surfaces of the fibrous substrate; and
curing the fluorochemical treatment composition at a temperature of greater than 100° C. and no more than 200° C.;
wherein the aqueous fluorochemical treatment composition comprises:
at least one fluorinated compound selected from the group consisting of fluorochemical urethanes and polyurethanes, fluorochemical blocked urethanes and polyurethanes, fluorochemical poly(meth)acrylates, and mixtures thereof; and
greater than 3 wt-% and up to 20 wt-%, based on fluorinated solids, of at least one surfactant having the following formula (Formula II):

wherein:
each R 1 is independently a long chain, linear or branched, saturated, aliphatic group having 14 to 18 carbon atoms;
each R 2 is independently a divalent alkylene group having 2 carbon atoms;
R 3 is methyl;
R 6 is an alkyl group having 1 to 4 carbon atoms or —(R 2 O) n —H;
each Y is O;
n is 1; and
X − is selected from the group consisting of I − , Cl − , Br − , SO 4 − , PO 4 − , NO 3 − , CH 3 COO − , CH 3 OSO 3 − , and CF 3 OSO 3 − ;

wherein the composition is in the form of an aqueous dispersion having an average particle size of below 200 nanometers;
wherein the composition has a sediment level of 0.1% by weight or less; and
wherein when the fibrous substrate is a polyester fibrous substrate, and after applying and curing the fluorochemical treatment onto the polyester fibrous substrate, the polyester fibrous substrate has:
a Bundesmann of at least 4-3-1; and
an initial Spray Rating of at least 100; and
a Spray Rating of at least 80 after 5 launderings.

11. An article comprising:
a fibrous substrate having one or more surfaces treated according to the method of claim 10 .

12. A method of imparting oil and/or water repellency to a fibrous substrate having one or more surfaces, the method comprising:
applying an aqueous fluorochemical treatment composition onto one or more surfaces of the fibrous substrate; and
curing the fluorochemical treatment composition at a temperature of 170° C. to 200° C.;
wherein the fluorochemical treatment composition comprises:
at least one fluorin

Assignees

• 3M Innovative Properties Co

Inventors

• Jariwala Chetan P
• Coppens Dirk M
• Dams Rudolph J

Classifications

• Y10T442/2189

  Fluorocarbon containing · CPC title

• D06M15/576

  containing fluorine · CPC title

• D06M15/353

  containing fluorine · CPC title

• D06M15/295

  containing fluorine · CPC title

• D06M15/277

  containing fluorine · CPC title