Dispersants

• US 8,859,675 B2
• Filed: 12/03/2007
• Issued: 10/14/2014
• Est. Priority Date: 12/04/2006
• Status: Active Grant

• Current Assignee: Lubrizol Advanced Materials Incorporated (Berkshire Hathaway Incorporated)
• Original Assignee: Lubrizol Advanced Materials Incorporated (Berkshire Hathaway Incorporated)
• Inventors: Richards, Stuart N., Shooter, Andrew J.
• Primary Examiner(s): Ryan, Patrick
• Assistant Examiner(s): GRESO, AARON J
• Application Number:
  US12/517,633
• Publication Number:
  US 20100324206A1
• Time in Patent Office: 2,507 Days
• Field of Search: 524/589, 524/590, 524/871, 523/418, 528/48, 528/49, 528/53, 528/60
• US Class Current: 524/590
• CPC Class Codes: C08G 18/0814 containing ammonium groups or groups forming them
• CPC Class Codes: C08G 18/0852 the solvents being organic
• CPC Class Codes: C08G 18/284 Compounds containing ester groups, e.g. oxyalkylated monocarboxylic acids
• CPC Class Codes: C08G 18/2865 Compounds having only one primary or secondary amino group; Ammonia
• CPC Class Codes: C08G 18/3275 containing two hydroxy groups
• CPC Class Codes: C08G 18/4615 containing nitrogen
• CPC Class Codes: C08G 18/5024 containing primary and/or secondary amino groups
• CPC Class Codes: C08G 18/7621 being toluene diisocyanate including isomer mixtures
• CPC Class Codes: C09D 17/002 in organic medium C09D17/003, C09D17/004 take precedence
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: C09D 7/45 Anti-settling agents
• CPC Class Codes: C09K 23/16 Amines or polyamines

Abstract

The present invention provides a non-aqueous composition containing a particulate solid, an organic medium and a polyurethane dispersant having laterally attached pendant groups with tertiary amine group(s), an essentially linear backbone and laterally attached solvent-solubilising side chains of a polyester or polyether including mixtures of such side chains.

Claims

1. A non-aqueous composition, comprising a particulate solid, an organic medium and a polyurethane dispersant, having an essentially linear backbone derived from polyisocyanates having a functionality from 2.0 to 2.1, laterally attached solvent-solubilising side chains of a polyester or polyether including mixtures of such side chains, and pendant side chains with tertiary amines derived from a tertiary amino group of the formula

2. The composition as claimed in claim 1 wherein said pendant side chains with tertiary amines are separated from said essentially linear backbone by at least one atom and said tertiary amines are at least partially quaternized.

3. The composition as claimed in claim 1, wherein said tertiary amines are separated from said essentially linear backbone by less than 20 atoms.

4. The composition of claim 1, wherein said tertiary amines are separated from said essentially linear backbone by 3 to 10 carbon atoms and at least 20 mole % of said tertiary amines are quaternized.

5. The composition of claim 1 wherein the solvent-solubilising side-chains comprise at least one polyether chain that is poly(C_2-4-alkylene oxide) containing less than 60% by weight ethylene oxide and wherein said polyether chain is the residue of a polyether which contained at one end of the polyether either two hydroxyl groups or one hydroxyl group and one secondary amino group, which groups react with isocyanates.

6. The composition of claim 1 wherein the solvent-solubilising side chains comprise at least one polyester chain that is obtainable or obtained from a hydroxy carboxylic acid or lactone thereof containing from 1 to 26 carbon atoms, including mixtures thereof and wherein said polyester chain is the residue of a polyester which contained at one end two hydroxyl groups.

7. The composition of claim 6 wherein the lactone is ε

-caprolactone or δ

-valerolactone or mixtures thereof.

8. The composition of claim 1 wherein the number-average molecular weight of the polyester or polyether side chain is from 300 to 10,000 Daltons.

9. The composition of claim 1 wherein the polyurethane dispersant additionally comprises from 10 to 180 milliequivalents for each 100g dispersant of tertiary amine groups within said pendant side chains.

10. The composition of claim 1 wherein the total weight percentage of solvent-solubilising lateral side chains is not less than 5% based on the total weight of polyurethane dispersant.

11. The composition of claim 2, wherein the solvent-solubilising chains comprises at least one polyether chain that contains the residue of a compound of formula 1

12. The composition of claim 2, wherein the solvent solubilising chains comprise at least one polyether chain that contains the residue of a compound of formula 2

13. The composition of claim 2, wherein the solvent-solubilising chains comprise at least one polyether chain that contains the residue of a compound of formula 3

14. The composition of claim 2 wherein the laterally attached solvent-solubilising chains comprise at least one polyester side chain that is the residue of a compound of formula 6

R⁹O(OC-A-O)_m H  

 

6

wherein

R⁹ is C_1-50-hydrocarbyl group;

A is C_1-26-alkylene and/or C_2-26-alkenylene; and

m is from 5 to 150.

15. A non-aqueous millbase, paint or ink which comprises a film-forming resin and the composition of claim 1.