Fluorinated ethoxylated polyurethanes

Patent metadata

Field	Value
Publication number	US-9464160-B2
Application number	US-86989710-A
Country	US
Kind code	B2
Filing date	Aug 27, 2010
Priority date	Aug 27, 2010
Publication date	Oct 11, 2016
Grant date	Oct 11, 2016

Abstract

The present invention comprises fluorinated ethoxylated polyurethanes of formula [R f —(X) n —(CH 2 CHR 1 —O) m —CH 2 CH 2 —O—C(O)—NH] p -A, wherein R f is a C 1 to C 6 perfluoroalkyl; X is a divalent radical; n is 0 or 1; R1 is H or C 1 to C 4 alkyl; m is 1 to 20; p is a positive integer of at least 2; and A is the residue of a polyisocyanate, and methods for altering surface behavior of liquids using such compounds.

First claim

What is claimed is:

1. A composition comprising a compound of Formula 1, where the compounds present fitting Formula 1 have no reaction in the composition;
[R f —(X) n —(CH 2 CHR 1 —O) m —CH 2 CH 2 —O—C(O)—NH] p -A  Formula 1

wherein
R f is a C 1 to C 6 perfluoroalkyl;
X is —O—, —CH 2 O—, —CH 2 —,
—CH 2 CH 2 O—, or —S(O) 2 N(R 2 )CH 2 CH 2 O— wherein R 2 is C 1 to C 4 alkyl;
n is 0 or 1;
R1 is H or C 1 to C 4 alkyl;
m is 1 to 20;
p is a positive integer of at least 2; and
A is the residue of a polyisocyanate selected from the group consisting of a hexamethylene diisocyanate, hexamethylene diisocyanate trimer, hexamethylene diisocyanate homopolymer; isophorone diisocyanate; hydrocarbon diisocyanate-derived isocyanurate trimers; isocyanurate trimer of toluene diisocyanate; isocyanurate trimer of 3-isocyanatomethyl-3,4,4-trimethylcyclohexyl isocyanate; methane-tris-(phenylisocyanate); bis-(4-isocyanatocyclohexyl)methane; 2,4-toluene diisocyanate; 2,6-toluene diisocyanate; diphenylmethane 4,4′-diisocyanate; diphenylmethane 2,4′-diisocyanate; 3-isocyanatomethyl-3,4,4-trimethylcyclohexyl isocyanate; bis-(4-isocyanatocyclohexyl)methane and diisocyanate trimers of formula (IIa), (IIb), (IIc), and (IId):

wherein the residue contains no active isocyanate groups;
wherein the compound is the reaction product of reagents consisting essentially of a fluorinated alcohol of Formula 2
[R f —(X) n —(CH 2 CHR 1 —O) m —CH 2 CH 2 —OH  Formula 2

and a polyisocyanate, where R f , X, n, R 1 , and m are defined as above.

2. The compound of claim 1 wherein R f is a C 4 to C 6 perfluoroalkyl.

3. The compound of claim 2 wherein A is a residue of isophorone diisocyanate, hexamethylene diisocyanate, hexamethylene diisocyanate trimer, or a diisocyanate trimer of formula (IIa), (IIb), (IIc), and (IId):

4. The compound of claim 2 wherein X is —CH 2 CH 2 O—.

Assignees

• Ober Michael Henry
• Kanetsky Kathleen L
• Yake Allison Mary
• Chemours Co Fc Llc

Inventors

• Ober Michael Henry
• Kanetsky Kathleen L
• Yake Allison Mary

Classifications

• C09K8/68

  containing organic compounds · CPC title

• C09K13/00

  Etching, surface-brightening or pickling compositions (for glass C03C15/00, {C03C25/66; for mortars, concrete, artificial or natural stone or ceramics C04B41/5338}; for metallic material C23F, C23G1/00, C25F1/00; {for semi-conductors H10P52/40}) · CPC title

• C11D3/3726

  Polyurethanes · CPC title

• C08G18/73

  acyclic · CPC title

• C09K8/52

  Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning · CPC title