Toner

• US 10,228,629 B2
• Filed: 01/17/2018
• Issued: 03/12/2019
• Est. Priority Date: 01/19/2017
• Status: Active Grant

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Tamura, Junichi, Ida, Hayato, Shibata, Takaho, Chimoto, Yuya, Ochi, Kouichirou, Murayama, Ryuji, Yamashita, Daisuke, Miyakai, Tomoyo, Hirasa, Takashi
• Primary Examiner(s): Dote, Janis L
• Application Number:
  US15/873,020
• Publication Number:
  US 20180203370A1
• Time in Patent Office: 419 Days
• Field of Search: 4301094
• CPC Class Codes: G03G 9/08755 Polyesters
• CPC Class Codes: G03G 9/08759 Polyethers
• CPC Class Codes: G03G 9/08788 Block 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

A toner comprising a toner particle that contains a hybrid resin A and a crystalline polyester resin B, wherein the hybrid resin A has a polyester segment, and a polypropylene glycol segment that has a number-average molecular weight of at least 300, the polyester segment has a structure derived from a condensation reaction between a dicarboxylic acid and a diol, and has an aromatic ring in at least one of the dicarboxylic acid and the diol, and the following condition is satisfied:
|SPh−SPc|−|SPp−SPc|<1
where, SPh is SP value of the polyester segment of the hybrid resin A, SPc is SP value of the crystalline polyester resin B, and SPp is SP value of the polypropylene glycol segment of the hybrid resin A.

Claims

1. A toner comprising:

a toner particle that contains a hybrid resin A and a crystalline polyester resin B;

the hybrid resin A having a polyester segment, and a polypropylene glycol segment that has a number-average molecular weight of at least 300; and

the polyester segment having a structure derived from a condensation reaction between a dicarboxylic acid having an aromatic ring and a diol having an aromatic ring, wherein

|SPh−

SPc|−

|SPp−

SPc|<

1 where SPh is the SP value of the polyester segment of hybrid resin A, SPc is the SP value of crystalline polyester resin B, and SPp is the SP value of the polypropylene glycol segment of hybrid resin A.

2. The toner according to claim 1, wherein the content of hybrid resin A in the toner particle is 10 to 50 mass %.

3. The toner according to claim 1, wherein the content of crystalline polyester resin B in the toner particle is 5 to 30 mass %.

4. The toner according to claim 1, wherein the glass transition temperature of hybrid resin A is 20 to 40°

C.

5. The toner according to claim 1, wherein the content of a monomer unit derived from the polypropylene glycol in the total monomer unit forming hybrid resin A is 2.5 to 20 mol %.

6. The toner according to claim 1, wherein the number-average molecular weight of the polypropylene glycol segment is 300 to 3,000.

7. The toner according to claim 1, wherein the diol contains a propylene oxide adduct of bisphenol A.

8. The toner according to claim 1, wherein the dicarboxylic acid contains a terephthalic acid.

9. The toner according to claim 1, wherein crystalline polyester resin B has a structure derived from a condensation reaction between a diol represented by formula (I) and a dicarboxylic acid represented by formula (II):