Rosin-based resin and toner containing same

• US 8,431,303 B2
• Filed: 01/17/2011
• Issued: 04/30/2013
• Est. Priority Date: 01/17/2011
• Status: Active Grant

• Current Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Original Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Inventors: Sacripante, Guerino G, Zhou, Ke, Zwartz, Edward G, Hawkins, Michael S, Gerroir, Paul J
• Primary Examiner(s): RODEE, CHRISTOPHER D
• Application Number:
  US13/007,683
• Publication Number:
  US 20120183896A1
• Time in Patent Office: 834 Days
• Field of Search: 430/109.4, 528/306, 527/600, 527/604
• US Class Current: 430/109.4
• CPC Class Codes: C08G 63/553 Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
• CPC Class Codes: G03G 9/0804 whereby the components are brought together in a liquid dispersing medium
• CPC Class Codes: G03G 9/0806 whereby chemical synthesis of at least one of the toner components takes place
• CPC Class Codes: G03G 9/08755 Polyesters
• CPC Class Codes: G03G 9/08791 characterised by the presence of specified groups or side chains

Abstract

Disclosed is a polyester resin comprising the polycondensation product of (a) at least one diacid, acid ester, or diester; and (b) at least one diol; wherein either (i) at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester; or (ii) at least one diol comprises a rosin diol. Also disclosed is a toner composition comprising particles which comprise the disclosed polyester resin and an optional colorant.

Claims

1. A polyester resin comprising the polycondensation product of:

(a) at least one diacid, acid ester, or diester; and

(b) at least one diol comprising a rosin diol;

wherein at least one diacid, acid ester, or diester is or is derived from succinic acid, azelaic acid, citric acid, or mixtures thereof.

2. A toner composition comprising particles which comprise:

(1) a polyester resin according to claim 1; and

(2) an optional colorant.

3. A toner according to claim 2 wherein the rosin diacid, acid ester, or diester is the reaction product of (A) abietic acid, neoabietic acid, palustric acid, pimaric acid, levo-pimaric acid, isopimaric acid, dehydroabietic acid, sandaracopimaric acid, or a mixture thereof;

with (B) acrylic acid, maleic acid, fumaric acid, itaconic acid, or a mixture thereof.

4. A toner according to claim 2 wherein at least one diol comprises 1,2-propanediol, 1,3-propanediol, propylene glycol, a C36 dimer diol, isosorbide, or mixtures thereof.

5. A toner composition according to claim 2 wherein the polyester resin is amorphous.

6. A toner composition according to claim 5 further comprising a crystalline polyester resin.

7. A toner composition according to claim 6 wherein the crystalline polyester resin is (A) of the formula

8. A toner composition according to claim 2 wherein:

(a) the particles have a volume average diameter of at least about 4 μ

m;

(b) the particles have a volume average diameter of no more than about 12 μ

m; and

(c) the particles have a particle size distribution of no more than about 1.35.

9. A toner composition according to claim 2 wherein the toner is an emulsion aggregation toner.

10. A toner composition according to claim 2 having a core-shell structure.

11. A polyester resin comprising the polycondensation product of:

(a) at least one diacid, acid ester, or diester; and

(b) at least one first diol which is a C36 dimer diol, isosorbide, or mixtures thereof;

wherein either

(i) at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester;

or

(ii) at least one second diol comprises a rosin diol.

12. A polyester resin according to claim 11 wherein at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester.

13. A toner composition comprising particles which comprise:

(1) a polyester resin according to claim 11; and

(2) an optional colorant.

14. A toner composition comprising particles which comprise:

(1) a polyester resin comprising the polycondensation product of;

(a) at least one diacid, acid ester, or diester; and

(b) at least one diol;

wherein at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester; and

wherein at least one diol comprises a rosin diol; and

(2) an optional colorant.

15. A toner composition according to claim 14 wherein the polyester resin is amorphous.

16. A toner composition according to claim 15 further comprising a crystalline polyester resin.

17. A toner composition according to claim 14 wherein:

(a) the particles have a volume average diameter of at least about 4 μ

m;

(b) the particles have a volume average diameter of no more than about 12 μ

m; and

(c) the particles have a particle size distribution of no more than about 1.35.

18. A toner composition according to claim 14 wherein the toner is an emulsion aggregation toner.

19. A toner composition according to claim 14 having a core-shell structure.