IP Library Granted Patent US 8,148,460
Granted Patent B2
US 8,148,460 · App. 10/595,190 · Granted Apr 3, 2012

Auxiliary liquid rheological medium, method for the production and use thereof

Assignee: BASF Coatings GmbH
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Quick Facts
Patent No.
US 8,148,460
App. No.
10/595,190
Granted
Apr 3, 2012
Kind
B2
Abstract

A liquid rheological aid comprising at least one urea derivative preparable which is the reaction product of at least one compound having at least one isocyanate group and at least one co-reactant selected horn primary and secondary monoamines and polyamines and water reacted in the presence of organobismuth catalyst, process for the preparation thereof and its use.

Claims (46)

1. A liquid rheological aid for use in an automotive OEM high solids clearcoat, the rheological aid comprising

(A) at least one urea derivative made by the process of reacting

(a1) at least one compound having at least one isocyanate group with

(a2) at least one co-reactant selected from the group consisting of primary monoamines, primary polyamines, secondary monoamines, secondary polyamines, water, and a combination thereof, in the presence of

(a3) at least one organobismuth catalyst; and

B) at least one additive, wherein the selection is made such as to result in a liquid reaction medium in which the organobismuth catalyst is soluble;

wherein the rheological aid comprises a bismuth compound; and

wherein the rheological aid comprises the urea derivative from the reaction of (a1) and (a2) in an amount, based on the rheological aid, of more than 10% by weight and wherein the liquid rheological aid is fluid and capable of use as a thixotropic agent in making an automotive OEM high solids clearcoat having high storage stability, wherein the clearcoat is capable of being applied by spray application.

2. The rheological aid as claimed in claim 1 , wherein the organobismuth compound (a3) is selected from the group consisting of bismuth salts of organic carboxylic acids and complexes of bismuth with chelating agents.

3. The rheological aid as claimed in claim 2 , wherein the organic carboxylic acids are aliphatic carboxylic acids.

4. The rheological aid as claimed in claim 3 , wherein the aliphatic carboxylic acids are monocarboxylic acids.

5. The rheological aid as claimed in claim 4 , wherein the long-chain alkyl groups contain 6 to 16 carbon atoms.

6. The rheological aid as claimed in claim 5 , wherein the monocarboxylic acids are selected from the group consisting of octanecarboxylic acid, 2-ethylhexanecarboxylic acid, and neodecanecarboxylic acid.

7. The rheological aid as claimed in claim 2 , wherein the chelating agents are nonaromatic compounds.

8. The rheological aid as claimed in claim 7 , wherein the chelating agents contain at least two functional groups capable of coordination to metal atoms or metal ions.

9. The rheological aid as claimed in claim 8 , wherein the functional groups are electron donors.

10. The rheological aid of claim 8 , wherein functional groups capable of coordination to metal atoms or metal ions are carbonyl groups.

11. The rheological aid as claimed in claim 10 , wherein the chelating agents are 1,3-diketones.

12. The rheological aid as claimed in claim 11 , wherein the diketones are selected from the group consisting of acetylacetone, ethyl acetoacetate, tetramethylheptanedione, and hexafluoropentanedione.

13. The rheological aid as claimed in claim 1 , wherein the molar ratio of isocyanate groups (NCO) in the compounds (a1) to bismuth (Bi) in the organobismuth compounds (a3) is from 300:1 to 20:1.

14. The rheological aid as claimed in claim 13 , wherein the NCO:Bi molar ratio is from 260:1 to 25:1.

15. The rheological aid as claimed in claim 1 , comprising the urea derivative (A) in an amount, based on the rheological aid, of more than 10 to 20% by weight.

16. The rheological aid as claimed in claim 1 , wherein the urea derivative (A) is crystalline.

17. The rheological aid as claimed in claim 16 , wherein the urea derivative crystals (A) are acicular with a full or partial helical twist.

18. The rheological aid as claimed in claim 16 , wherein the urea derivative crystals (A) have a particle size of from 0.1 to 6 μm.

19. The rheological aid as claimed in claim 18 , wherein 80% of the urea derivative crystals (A) are <2 μm.

20. The rheological aid as claimed in claim 1 , wherein the additive (B) is selected from the group consisting of pigments, oligomeric and polymeric binders curable physically or thermally, crosslinking agents curable thermally, reactive diluents curable thermally, organic solvents, water, UV absorbers, light stabilizers, free-radical scavengers, devolatilizers, slip additives, polymerization inhibitors, defoamers, emulsifiers, wetting agents, dispersants, adhesion promoters, leveling agents, film-forming auxiliaries, flame retardants, siccatives, dryers, antiskinning agents, corrosion inhibitors, waxes, and flatting agents and mixtures thereof.

21. A process for preparing a liquid rheological aid comprising one derivative (A) and at least one additive (B), as claimed in claim 1 , which comprises preparing the urea derivative (A) by reacting at least one compound (a1) having at least one isocyanate group with at least one co-reactant (a2) selected from the group consisting of primary and secondary monoamines and polyamines and water, in the presence of at least one organobismuth catalyst (a3), in at least one liquid additive (B).

22. A liquid rheological aid comprising

(A) at least one urea derivative prepared by reacting

(a1) at least one compound having at least one isocyanate group with

(a2) at least one co-reactant selected from the group consisting of primary monoamines, primary polyamines, secondary monoamines, secondary polyamines, water, and a combination thereof,

in the presence of

(a3) a catalyst consisting of an organobismuth catalyst present in an amount such that the molar ratio of isocyanate groups (NCO) in the compounds (a1) to bismuth (Bi) in the organobismuth compounds (a3) is from 300:1 to 20:1; and

(B) at least one additive,

wherein the rheological aid comprises a bismuth compound and further wherein the urea derivative from the reaction of (a1) and (a2) is present in the rheological aid in an amount of 14.32 to 20% by weight, based on the rheological aid.

23. The rheological aid as claimed in claim 1 , wherein the rheological aid comprises the urea derivative from the reaction of (a1) and (a2) in an amount, based on the rheological aid, of 14.32 to 20% by weight.

24. The rheological aid as claimed in claim 22 , wherein said urea derivative (A) is prepared by reacting

(a1) at least one compound having at least one isocyanate group with

(a2) at least one co-reactant selected from the group consisting of primary monoamines, primary polyamines, secondary monoamines, secondary polyamines, water, and a combination thereof, in the presence of

(a3) a catalyst consisting essentially of one or more organobismuth catalysts.

25. The rheological aid as claimed in claim 1 , wherein said urea derivative (A) is prepared by reacting

(a1) at least one compound having at least one isocyanate group with

(a2) at least one co-reactant selected from the group consisting of primary monoamines, primary polyamines, secondary monoamines, secondary polyamines, water, and a combination thereof, in the presence of

(a3) a catalyst consisting essentially of one or more organobismuth catalysts.

26. The rheological aid as claimed in claim 1 , wherein the additive (B) is selected from the group consisting of oligomeric and polymeric binders curable physically or thermally, crosslinking agents curable thermally, reactive diluents curable thermally, and mixtures thereof.

Assignments (3)
CORRECTIVE ASSIGMENT TO CORRECT THE CORRESPONDENCE ADDRESS FROM 201 W. BIG BEAVER RD., SUITE 1101 TO 20 CHURCH ST., 22ND FLOOR PREVIOUSLY RECORDED ON REEL 026910 FRAME 0831. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT OF ASSIGNORS INTEREST. Recorded Feb 23, 2012
From: ALPERT, CHRISTINA; RINK, HEINZ-PETER
To: BASF COATINGS GMBH
Reel/Frame 027984/0082 →
CHANGE OF NAME Recorded Sep 15, 2011
From: ALPERT, CHRISTINA; RINK, HEINZ-PETER
To: BASF COATINGS GMBH
Reel/Frame 026910/0831 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2006
From: ALPERT, CHRISTINA; RINK, HEINZ- PETER
To: BASF COATINGS AG
Reel/Frame 017372/0207 →
Priority Claims (1)
DE 103 46 157 · Oct 4, 2003 · national
Continuity (1)
Related Publication 20070203268A1 · Aug 30, 2007