Toner binder and toner

• US 10,459,359 B2
• Filed: 11/25/2016
• Issued: 10/29/2019
• Est. Priority Date: 11/27/2015
• Status: Active Grant

• Current Assignee: Sanyo Chemical Industries Limited
• Original Assignee: Sanyo Chemical Industries Limited
• Inventors: Izumi, Tsuyoshi, Honda, Masaru
• Primary Examiner(s): Chapman, Mark A
• Application Number:
  US15/778,914
• Publication Number:
  US 20190250529A1
• Time in Patent Office: 1,068 Days
• Field of Search: 4301094
• CPC Class Codes: C08G 63/12 derived from polycarboxylic acids and polyhydroxy compounds
• CPC Class Codes: C08G 63/21 in the presence of unsaturated monocarboxylic acids or unsaturated monohydric alcohols or reactive derivatives thereof
• CPC Class Codes: C08G 63/52 Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
• CPC Class Codes: C08G 63/54 the acids or hydroxy compounds containing carbocyclic rings
• CPC Class Codes: C08G 63/547 Hydroxy compounds containing aromatic rings
• CPC Class Codes: C08G 63/676 in which at least one of the two components contains aliphatic unsaturation
• CPC Class Codes: C08G 63/85 Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof C08G63/823 takes precedence
• CPC Class Codes: C08L 67/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C08L67/06 takes precedence
• CPC Class Codes: C08L 67/06 Unsaturated polyesters
• CPC Class Codes: C08L 67/07 having terminal carbon-to-carbon unsaturated bonds
• CPC Class Codes: G03G 9/08755 Polyesters
• CPC Class Codes: G03G 9/08793 Crosslinked polymers
• CPC Class Codes: G03G 9/08795 characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants
• CPC Class Codes: G03G 9/08797 characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature

Abstract

An object of the present invention is to provide a toner binder and a toner that maintains offset resistance while having high gloss and that is excellent in low-temperature fixability, grindability, image strength, and heat-resistant storage stability. The toner binder of the present invention is a toner binder containing a non-linear polyester modified resin (A), wherein the non-linear polyester modified resin (A) is a modified resin having one or more carbon-carbon bonds crosslinking polyesters, and the toner binder has a loss tangent tan δ of 2 to 20 in the entire temperature range of 110° C. to 130° C.

Claims

1. A toner binder comprising:

a non-linear polyester modified resin (A),

wherein the non-linear polyester modified resin (A) is a modified resin having one or more carbon-carbon bonds crosslinking polyesters,

wherein the toner binder has a loss tangent tan δ

of 2 to 20 in the entire temperature range of 110°

C. to 130°

C.,

wherein the polyester comprises a polyester (A1) having carbon-carbon double bonds, and the polyester (A1) having carbon-carbon double bonds has a glass transition temperature Tg_A1 of −

35°

C. to 43°

C.

2. The toner binder according to claim 1,

wherein the polyester (A1) having carbon-carbon double bonds contains an unsaturated carboxylic acid component (y) and/or an unsaturated alcohol component (z) as a raw material.

3. The toner binder according to claim 1,

wherein the toner binder has a double bond equivalent of 0.50 mmol/g or less.

4. The toner binder according to claim 1,

wherein the polyester (A1) having carbon-carbon double bonds has a double bond equivalent of 0.02 to 2.00 mmol/g.

5. The toner binder according to claim 1,

wherein at least one of the carbon-carbon bonds is a carbon-carbon bond formed by mutually crosslinking carbon-carbon double bonds derived from the polyester (A1) having carbon-carbon double bonds.

6. The toner binder according to claim 1,

wherein the polyester (A1) having carbon-carbon double bonds has a peak top molecular weight Mp of 2,000 to 30,000.

7. The toner binder according to claim 1, further comprising a polyester (B) containing a saturated carboxylic acid component and a saturated alcohol component as raw materials.

8. The toner binder according to claim 7,

wherein the polyester (A1) having carbon-carbon double bonds and the polyester (B) are contained at a weight ratio (A1)/(B) of 5/95 to 50/50.

9. The toner binder according to claim 7,

wherein the non-linear polyester modified resin (A) is a modified resin produced by mutually crosslinking carbon-carbon double bonds derived from the polyester (A1) having carbon-carbon double bonds in a state where the polyester (A1) having carbon-carbon double bonds and the polyester (B) are mixed together.

10. The toner binder according to claim 7,

wherein the non-linear polyester modified resin (A) is a modified resin produced by mutually crosslinking carbon-carbon double bonds derived from the polyester (A1) having carbon-carbon double bonds using a radical reaction initiator (c) in a state where the polyester (A1) having carbon-carbon double bonds and the polyester (B) are mixed together.

11. The toner binder according to claim 1,

wherein the toner binder has a storage modulus (G′

) at 120°

C. of 30 to 35,000 Pa and a loss modulus (G″

) at 120°

C. of 60 to 70,000 Pa.

12. The toner binder according to claim 1, further comprising tetrahydrofuran (THF) insolubles,

wherein the amount of the tetrahydrofuran (THF) insolubles in the toner binder is 20% by weight or less.

13. The toner binder according to claim 1, further comprising a crystalline resin (C) other than the polyester (A1) having carbon-carbon double bonds and a polyester (B) containing a saturated carboxylic acid component and a saturated alcohol component as raw materials.

14. The toner binder according to claim 1,

wherein the toner binder has at least one inflexion point indicating a glass transition temperature Tg_T in a temperature range of −

20°

C. to 80°

C. in a chart obtained by differential scanning calorimetry (DSC) using the toner binder.

15. A toner comprising:

the toner binder according to claim 1; and

a colorant.