Non-ionic associative thickeners containing cyclohexylol alkyls, formulations containing them and their uses

Patent metadata

Field	Value
Publication number	US-9896533-B2
Application number	US-201213495115-A
Country	US
Kind code	B2
Filing date	Jun 13, 2012
Priority date	Jun 14, 2011
Publication date	Feb 20, 2018
Grant date	Feb 20, 2018

Abstract

The present invention concerns new associative thickeners of the HEUR type (Hydrophobically modified Ethylene oxide URethane) whose hydrophobic monomer is based on alkyl cyclohexylols. These are new polyurethanes that significantly thicken an aqueous formulation with a low, medium and high shear gradient. The invention also concerns the compositions containing them and their uses in different formulations such as aqueous paints.

First claim

The invention claimed is:

1. A water soluble polyurethane consisting of polymerized units resulting from the condensation of:
a monomer of formula (I)

where R designates an alkyl group with 9 carbon atoms,
a polyalkylene glycol, and
a polyisocyanate.

2. The polyurethane according to claim 1 , consisting of polymerized units resulting from the condensation of:
a) 1% to 29% by weight of said monomer of formula (I),
b) 70% to 98% by weight of said polyalkylene glycol, and
c) 1% to 29% by weight of said polyisocyanate
where the sum of these mass percentages is equal to 100%.

3. The polyurethane according to claim 1 , consisting of polymerized units resulting from the condensation of
a) 3% to 7% by weight of said monomer of formula (I),
b) 86% to 94% by weight of said polyalkylene glycol, and
c) 3% to 7% by weight of said polyisocyanate
where the sum of these mass percentages is equal to 100%.

4. The polyurethane according to claim 1 , where the polyalkylene glycol is polyethylene glycol the molecular mass by weight of which is 2,000 g/mol-20,000 g/mol.

5. The polyurethane according to claim 1 , where the polyisocyanate is chosen from the group consisting of toluene diisocyanate, the toluene diisocyanate dimers, the toluene diisocyanate trimers, 1,4-butane diisocyanate, 1,6-hexane diisocyanate, isophorone diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, 4,4′diisocyanatodicyclohexylmethane, 1-methyl-2,4-diisocyanatocyclohexane, a blend of 1-methyl-2,4-diisocyanatocyclohexane and 1-methyl-2,6-diisocyanatocyclohexane, the biuret of hexamethylene diisocyanate, the dimers of the biuret of hexamethylene diisocyanate, the trimers of biuret of hexamethylene diisocyanate, and mixtures thereof.

6. An aqueous composition comprising water and a polyurethane according to claim 1 .

7. An aqueous composition according to claim 6 , further comprising a surfactant.

8. An aqueous composition according to claim 6 , further comprising an additive selected from the group consisting of a biocide, a solvent, an anti-foaming agent, a pH regulator, a coalescent agent and mixtures thereof.

9. An aqueous composition according to claim 6 , comprising:
5% to 45% by weight of said polyurethane,
5% to 30% by weight of a surfactant,
25% to 75% by weight of water, and
0 to 5% by weight of an additive selected from the group consisting of a biocide, a solvent, an anti-foaming agent, a pH regulator, a coalescent agent, and mixtures thereof,
where the sum of these mass percentages is equal to 100%.

10. The polyurethane according to claim 1 , wherein the monomer of formula (I) is a compound of the following formula (II):

where R designates an alkyl group having 9 carbon atoms.

11. An aqueous composition according to claim 6 , wherein the monomer of formula (I) is a compound of the following formula (II):

where R designates an alkyl group having 9 carbon atoms.

12. The polyurethane according to claim 1 , consisting of polymerized units resulting from the condensation of
a) 3% to 7% by weight of said monomer of formula (I),
b) 86% to 94% by weight of said polyalkylene glycol, and
c) 3% to 7% by weight of said polyisocyanate
where the sum of these mass percentages is equal to 100%,
the polyalkylene glycol is polyethylene glycol the molecular mass by weight of which is 2,000 g/mol-20,000 g/mol, and
the polyisocyanate is chosen from the group consisting of toluene diisocyanate, the toluene diisocyanate dimers, the toluene diisocyanate trimers, 1,4-butane diisocyanate, 1,6-hexane diisocyanate, isophorone diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, 4,4′diisocyanatodicyclohexylmethane, 1-methyl-2,4-diisocyanatocyclohexane, a blend of 1-methyl-2,4-diisocyanatocyclohexane and 1-methyl-2,6-diisocyanatocyclohexane, the biuret of hexamethylene diisocyanate, the dimers of the biuret of hexamethylene diisocyanate, the trimers of biuret of hexamethylene diisocyanate, and mixtures thereof.

Assignees

• Suau Jean Marc
• Ruhlmann Denis
• Coatex Sas

Inventors

• Suau Jean Marc
• Ruhlmann Denis

Classifications

• C08G18/282 Primary

  Alkanols, cycloalkanols or arylalkanols including terpenealcohols · CPC title

• C08G18/48

  Polyethers · CPC title

• C08G18/06 Primary

  with compounds having active hydrogen · CPC title

• C08G18/2825

  having at least 6 carbon atoms · CPC title

• C08G18/28 Primary

  characterised by the compounds used containing active hydrogen · CPC title