IP Library Granted Patent US 7,868,122
Granted Patent B2
US 7,868,122 · App. 12/142,581 · Granted Jan 11, 2011

Tint-viscosity stabilization polymeric thickeners

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Quick Facts
Patent No.
US 7,868,122
App. No.
12/142,581
Granted
Jan 11, 2011
Kind
B2
Abstract

Compositions and methods of making urethane based nonionic associative thickeners are described herein. Uses of the nonionic associative thickeners are also described.

Claims (44)

1. An associative thickener having a formula of:

where R is an aromatic hydrophobe; m is ≧2; n is ≧1; p ranges from about 45 to about 275; and each X is independently

where n is >1; or

where R 2 is aliphatic, cycloaliphatic, or aromatic; and at least one X is:

where R 1 is:

where R 3 is aliphatic, cycloaliphatic, or aromatic.

2. The associative thickener of claim 1 , wherein R comprises:

where R 4 is an aliphatic group, a cycloaliphatic group, an aromatic group, arylalkyl group; a heterocyclic group, a heteroatom linkage, or combinations thereof.

3. The associative thickener of claim 1 , wherein R comprises:

where R 5 is hydrogen, alkyl group, butyl, phenyl, benzyl, or combinations thereof.

4. The associative thickener of claim 1 , wherein R 2 comprises:

where R 6 is aliphatic, cycloaliphatic, aromatic, heterocyclic, or combinations thereof.

5. The associative thickener of claim 4 , wherein R 6 is methyl.

6. The associative thickener of claim 1 , wherein R is:

R 1 is:

where R 3 is (CH 2 ) r , where r is 0 or 1, and R 2 is:

7. An associative thickener made by a method, comprising:

forming a polyether polyol polymer/hydrophobe melt, wherein the hydrophobe comprises an aromatic group;

introducing an isocyanurate trimer and a di-isocyanate to the melt; and

heating the melt at a temperature sufficient to produce an associative thickener having the formula of:

where R is an aromatic hydrophobe; m is ≧2; n is ≧1; p ranges from about 45 to about 275; and

each X is independently

where n is >1; or

where R 2 is aliphatic, cycloaliphatic, or aromatic; and at least one X is

where R 1 is

where R 3 is aliphatic, cycloaliphatic, or aromatic.

8. A waterborne composition comprising: water, one or more pigment compositions, and an associative thickener having the formula of:

where R is a hydrophobe and comprises an aromatic group; m is ≧2; n is ≧1; p ranges from about 45 to about 275; and each X is independently

where n is >1; or

where R 2 is aliphatic, cycloaliphatic, or aromatic; and at least one X is:

where R 1 is:

where R 3 is aliphatic, cycloaliphatic, or aromatic.

9. The waterborne composition of claim 8 , wherein a concentration of associative thickener ranges from about 0.01 wt% to about 3 wt%, based on the total weight of waterborne composition.

10. The waterborne composition of claim 8 , wherein a total amount of pigment composition ranges from about 2 ounces to about 16 ounces per gallon of waterborne composition.

11. The waterborne composition of claim 8 , wherein the waterborne composition has a SAG resistance value of at least 12 mils, as determined by ASTM Method D4400.

12. The waterborne composition of claim 8 , wherein a final Stormer viscosity of the waterborne composition is between about 30% and about 120% of the Stormer viscosity of the waterborne composition prior to addition of one or more of the pigment compositions.

13. The waterborne composition of claim 8 , wherein a final Stormer viscosity of the waterborne composition is between about 30% and about 120% of the Stormer viscosity of the waterborne composition prior to addition of one or more of the pigment composition, wherein a total concentration of pigment is at least 2 ounces of pigment composition per gallon of waterborne composition.

14. The waterborne composition of claim 8 , wherein a final Stormer viscosity of the waterborne composition is between about 30% and about 120% of the Stormer viscosity of the waterborne composition prior to addition of one or more of the pigment compositions, wherein a total amount of pigment composition ranges from about 2 ounces to about 16 ounces per gallon of waterborne composition, and wherein at least one of the pigment compositions comprises pigment particles having an average particle size of 0.01 micrometers.

15. The waterborne composition of claim 8 , wherein at least one of the pigment compositions comprises pigment particles having an average particle size of at least 0.01 micrometers.

16. The waterborne composition of claim 8 , wherein at least one of the pigment compositions has a BET surface area of at least 10 m 2 /g microns as measured by nitrogen adsorption.

17. The waterborne composition of claim 8 , wherein at least one of the pigment compositions comprises iron oxide.

18. The waterborne composition of claim 8 , wherein at least one of the pigment compositions comprises carbon black.

19. The waterborne composition of claim 8 , wherein at least one of the pigment compositions comprises one or more phthalo compounds.

20. The waterborne composition of claim 8 , wherein the waterborne composition is paint.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: BYK USA INC.
To: BYK-CHEMIE GMBH
Reel/Frame 056254/0742 →
MERGER AND CHANGE OF NAME Recorded Apr 7, 2017
From: BYK ADDITIVES INC.; BYK USA INC.; BYK USA INC.
To: BYK USA INC.
Reel/Frame 041931/0111 →
CHANGE OF NAME Recorded Oct 17, 2013
From: SOUTHERN CLAY PRODUCTS, INC.
To: BYK ADDITIVES, INC.
Reel/Frame 031423/0500 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS FILED AT R/F 025795/0905 Recorded Oct 1, 2013
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS ADMINISTRATIVE AGENT
To: SOUTHERN CLAY PRODUCTS, INC.
Reel/Frame 031324/0828 →
SECURITY AGREEMENT Recorded Feb 15, 2011
From: SOUTHERN CLAY PRODUCTS, INC.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 025795/0905 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2008
From: STEINMETZ, ALAN L.; MUKERJEE, SHAKTI L.
To: SOUTHERN CLAY PRODUCTS, INC.
Reel/Frame 021518/0161 →