Methods for treating fibrous substrates using fluorine-free compositions including isocyanate-derived (meth)acrylate-containing polymeric compounds

Patent metadata

Field	Value
Publication number	US-2018016739-A1
Application number	US-201615547932-A
Country	US
Kind code	A1
Filing date	Feb 5, 2016
Priority date	Feb 13, 2015
Publication date	Jan 18, 2018
Grant date	—

Abstract

A method of treating a fibrous substrate, the method including applying a fluorine-free treating composition in an amount sufficient to make the fibrous substrate water repellent, wherein the treating composition includes one or more polymeric compounds derived from the polymerization of at least one (meth)acrylate monomer comprising at least one isocyanate-derived group and at least one hydrocarbon group having at least 16 carbon atoms.

First claim

1 . A method of treating a fibrous substrate, the method comprising applying a fluorine-free treating composition in an amount sufficient to make the fibrous substrate water repellent, wherein the treating composition comprises:
one or more polymeric compounds derived from the polymerization of at least one (meth)acrylate monomer comprising at least one isocyanate-derived group and at least one hydrocarbon group having at least 16 carbon atoms.

2 . The method of claim 1 wherein the one or more polymeric compounds is obtained from polymerization of at least one (meth)acrylate monomer comprising at least one isocyanate-derived group and at least one hydrocarbon group having from 16 to 60 carbon atoms.

3 . The method of claim 1 wherein at least 70% by weight of the one or more polymeric compounds is obtained from polymerization of a (meth)acrylate monomer comprising at least one isocyanate-derived group and at least one hydrocarbon group having from 16 to 60 carbon atoms.

4 . The method of claim 1 wherein the treating composition comprises one or more polymeric compounds are derived from the polymerization of at least one (meth)acrylate monomer having at least one of the following formulas:
R 1 —NH—C(O)O—L 1 —OC(O)C(R 2 )═CH 2 (Formula I);

R 3 —X 1 —C(O)NH—L 2 —OC(O)C(R 4 )═CH 2 (Formula II); or

R 5 —X 2 —C(O)NH—Q—NH—C(O)O—L 3 —OC(O)C(R 6 )═CH 2 (Formula III).

wherein:
R 1 , R 3 , and R 5 are independently a hydrocarbon group having at least 16 carbon atoms;
R 2 , R 4 , and R 6 are independently H or CH 3 ;
L 1 , L 2 , and L 3 are independently a branched or straight chain alkylene group having 2 to 10 carbon atoms, an arylene group, or a combination thereof;
X 1 and X 2 are independently O, S, —NH, or —N(R 7 ), wherein R 7 is a hydrocarbon group having 1 to 20 carbon atoms; and
Q is an isocyanate residue.

5 . The method of claim 1 wherein the isocyanate-derived group present in the(meth)acrylate monomer is a urethane group or a urea group.

6 . The method of claim 1 wherein the one or more polymeric compounds have an average of at least 10 repeating units of at least one (meth)acrylate monomer comprising at least one isocyanate-derived group and at least one hydrocarbon group having from 16 to 60 carbon atoms.

7 . The method of claim 1 wherein the reaction mixture for making the one or more polymeric compounds additionally includes a durability enhancing (meth)acrylate.

8 . The method of claim 1 wherein the composition is an aqueous dispersion optionally comprising one or more additives selected from a surfactant, a coalescing solvent, an anti-freeze solvent, an emulsifier, or a stabilizer against one or more microorganisms.

9 . The method of claim 1 wherein the fibrous substrate is selected from the group of textile, leather, carpet, paper, and nonwoven fabrics.

10 . A method of treating a fibrous substrate, the method comprising applying a fluorine-free treating composition in an amount sufficient to make the fibrous substrate water repellent, wherein the treating composition comprises:
one or more polymeric compounds derived from the polymerization of at least one (meth)acrylate having at least one of the following formulas:
C 18 H 37 —NH—C(O)O—CH 2 CH 2 —OC(O)C(R 2 )═CH 2 (Formula Ia);

C 18 H 37 OC(O)NH—CH 2 CH 2 —OC(O)C(R 4 )═CH 2 (Formula IIa); or

C 18 H 37 O—C(O)NH—C 7 H 6 —NHC(O)O—CH 2 CH 2 —OC(O)C(R 6 )═CH 2 (Formula IIIa);

wherein R 2 , R 4 , and R 6 are independently H or CH 3 .

11 . The method of claim 10 wherein the one or more polymeric compounds have an average of at least 10 repeating units of the at least one (meth)acrylate.

12 . The method of claim 10 wherein the reaction mixture for making the one or more polymeric compounds additionally includes a durability enhancing (meth)acrylate.

13 . The method of claim 10 wherein the composition is an aqueous dispersion optionally comprising one or more additives selected from a surfactant, a coalescing solvent, an anti-freeze solvent, an emulsifier, or a stabilizer against one or more microorganisms.

14 . The method of claim 10 wherein the fibrous substrate is selected from the group of textile, leather, carpet, paper, and nonwoven fabrics.

15 . A fibrous substrate treated by the method of claim 1 .

16 . A fibrous substrate treated by the method of claim 10 .

Assignees

• 3M Innovative Properties Co

Inventors

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

Classifications

• C08F120/36

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• D06M15/564

  Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them · CPC title

• C08F214/08

  Vinylidene chloride · CPC title

• D06M15/267 Primary

  of unsaturated carboxylic esters having amino or quaternary ammonium groups · CPC title

• D06M2200/12

  Hydrophobic properties · CPC title