Aromatic dispersant composition

• US 10,100,152 B2
• Filed: 12/14/2016
• Issued: 10/16/2018
• Est. Priority Date: 05/02/2012
• Status: Active Grant

• Current Assignee: Lubrizol Advanced Materials Incorporated (Berkshire Hathaway Incorporated)
• Original Assignee: Lubrizol Advanced Materials Incorporated (Berkshire Hathaway Incorporated)
• Inventors: Shooter, Andrew J., Thetford, Dean, Richards, Stuart N.
• Primary Examiner(s): Listvoyb, Gregory
• Application Number:
  US15/378,468
• Publication Number:
  US 20170088673A1
• Time in Patent Office: 671 Days
• CPC Class Codes: C08G 63/664 derived from hydroxy carboxylic acids
• CPC Class Codes: C08G 63/6852 derived from hydroxy carboxylic acids
• CPC Class Codes: C08G 63/912 derived from hydroxycarboxylic acids
• CPC Class Codes: C08G 73/1075 Partially aromatic polyimides
• CPC Class Codes: C08L 79/08 Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
• CPC Class Codes: C09B 5/62 Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series
• CPC Class Codes: C09B 67/009 polymeric dispersing agent
• CPC Class Codes: C09D 11/00 Inks
• CPC Class Codes: C09D 11/102 containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C09D 179/08 Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
• CPC Class Codes: C09D 7/45 Anti-settling agents

Abstract

The present invention relates to a polymer, and a composition containing a particulate solid, an aqueous medium, and a polymer chain having at least one fused aromatic imide pendant group. The invention further provides compositions for millbases, dispersions, coatings and inks.

Claims

1. A polymer comprising a polymer chain having at least one fused aromatic imide pendant group, wherein the polymer is represented by formula (1):

2. The polymer of claim 1, wherein the polymer chain is a Poly(ether) of either (i) a polyethylene oxide homopolymer, or (ii) a copolymer of ethylene oxide with either propylene oxide, butylene oxide, styrene oxide or mixtures thereof.

3. The polymer of claim 2, wherein the Poly(ether) comprises 0 to 50 wt % propylene oxide, 50 to 100 wt % ethylene oxide.

4. The polymer of claim 1 is obtained/obtainable by a process comprising:

Step (1);

reacting (i) amino acid, or (ii) an aminoalcohol, or (iii) an aminothiol, or (iv) a diamine,

with a naphthalene di-acid or anhydride or other acid-forming derivative (such as di-ester, di-amide, acid chloride) to form an acid-functionalised naphthalene imide or an hydroxyl-functionalised naphthalene imide, or a thiol-functionalised naphthalene imide, or an amino-functionalised naphthalene imide respectively;

Step (2);

reacting the acid-functionalised naphthalene imide or the hydroxyl-functionalised naphthalene imide, or the thiol-functionalised naphthalene imide, or the amino-functionalised naphthalene imide with a polymer chain, or monomers that polymerise to form the polymer chain.

5. The polymer of claim 1, wherein the fused aromatic ring or fused aromatic di-acid or anhydride or other acid-forming derivative is based on 1,8-naphthalene imide, or 1,2-naphthalene imide or mixtures thereof.

6. The polymer of claim 1, wherein Q is based on a naphthalene anhydride selected from the group of 4-nitro-1,8-naphthalic imide (when one R₁═

NO₂), 3-nitro-1,8-naphthalic imide (when one R₁═

NO₂), 4-chloro-1,8-naphthalic imide (when one R₁═

Cl), 3-sulpho-1,8-naphthalic imide (when one R₁═

SO₃H), or mixtures thereof.

7. The polymer of claim 1, wherein the polymer chain is a poly(ether) represented by Formula (2):

8. The polymer of claim 1, wherein the polymer chain is a poly(ether) polymer chain represented by Formula (3a):

9. The polymer of claim 1, wherein the polymer chain is a poly(ether) polymer chain represented by Formula (3b):

10. The polymer of claim 1, wherein the polymer chain is a poly(ether) co-poly(ester) polymer chain represented by Formula (4a):

11. The polymer of claim 1, wherein the polymer chain is a poly(ether) co-poly(ester) polymer chain represented by Formula (4b):

12. The polymer of claim 1, wherein the polymer chain is represented by Formula (5):

13. The polymer of claim 1, wherein the electron withdrawing group is —

Cl or —

NO₂ or —

SO₃M, wherein M is H, a metal cation, —

NR′

₄⁺, or mixtures thereof.

14. A composition comprising a particulate solid, an aqueous medium, and a polymer chain having at least one fused aromatic imide pendant group, wherein the polymer is represented by a polymer of claim 1 and is used as a dispersant.

15. The composition of claim 14, wherein the composition is a millbase, paint or ink.

16. The composition of claim 14, wherein the particulate solid is a pigment or a filler.

17. The composition of claim 14, further comprising a binder.

18. The composition of claim 14, wherein the polymer is present in an amount ranging from 0.5 wt % to 30 wt % of the composition.

19. The polymer of claim 7, which is obtained by a process comprising:

reacting a polyetheramine with a fused naphthalene diacid or anhydride to form the polymer of formula 2.