Photoresponsive compound, adhesive, switching material, and toner containing the photoresponsive compound, and image forming method using the toner

Patent metadata

Field	Value
Publication number	US-12398095-B2
Application number	US-202117406045-A
Country	US
Kind code	B2
Filing date	Aug 18, 2021
Priority date	Aug 28, 2020
Publication date	Aug 26, 2025
Grant date	Aug 26, 2025

Abstract

A compound that is fluidized by light irradiation and reversibly non-fluidized and is represented by the following general formula (1):In the general formula (1),Ar1 and Ar2 each independently represent an aromatic hydrocarbon group optionally having a substituent or an aromatic heterocyclic group optionally having a substituent, andY, Z1, and Z2 each independently represent a hydrogen atom or a lower alkyl group.

First claim

What is claimed is:

1. A compound that is fluidized by light irradiation and reversibly non-fluidized and is represented by the following general formula (1):

wherein,
Ar 1 and Ar 2 each independently represent an aromatic hydrocarbon group optionally having a substituent (a) or an aromatic heterocyclic group optionally having a substituent (b), provided that at least one of Ar 1 or Ar 2 represents the aromatic heterocyclic group optionally having the substituent (b), and
Y, Z 1 , and Z 2 each independently represent a hydrogen atom or a lower alkyl group, and
the compound comprises an alkoxy group having 1 to 18 carbon atoms as the substituent (a) or (b).

2. The compound according to claim 1 , wherein the substituents (a) and (b) are each independently an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group optionally having a substituent (c), or an aromatic heterocyclic group optionally having a substituent (d), provided that the substituent (a) or (b) is the alkoxy group having 1 to 18 carbon atoms.

3. The compound according to claim 2 , wherein the substituents (c) and (d) are each independently an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

4. The compound according to claim 1 , wherein the lower alkyl group is an alkyl group having 1 to 2 carbon atoms.

5. A toner comprising a compound that is fluidized by light irradiation and reversibly non-fluidized and is represented by the following general formula (1):

wherein,
Ar 1 and Ar 2 each independently represent an aromatic hydrocarbon group optionally having a substituent (a) or an aromatic heterocyclic group optionally having a substituent (b), and
Y, Z 1 , and Z 2 each independently represent a hydrogen atom or a lower alkyl group.

6. The toner according to claim 5 , further comprising a binder resin.

7. The toner according to claim 6 , wherein the binder resin includes at least one selected from the group consisting of a styrene-acrylic resin and a polyester resin.

8. The toner according to claim 5 , further comprising a colorant.

9. An image forming method comprising:
forming an image on a recording medium using a toner containing the compound according to claim 1 ;
irradiating the image formed on the recording medium with light in a wavelength region of 280 nm or more and 420 nm or less; and
fixing the image on the recording medium.

10. The image forming method according to claim 9 , wherein the fixing of the image on the recording medium includes pressurizing, with a pressurizing member, the recording medium on which the image is formed.

11. The image forming method according to claim 10 , wherein the pressurizing member has a temperature of 30° C. or more and 100° C. or less.

12. A photoresponsive adhesive comprising the compound according to claim 1 .

13. An optical switching material comprising the compound according to claim 1 .

14. The compound according to claim 1 , wherein the aromatic heterocyclic group is selected from the group consisting of a pyridine ring group, a furan ring group, a thiophene ring group, a pyrrole ring group, an indole ring group, an imidazole ring group, and a thiazole ring group.

Assignees

• Konica Minolta Inc

Inventors

• Shibata Toyoko
• Horiguchi Haruo
• Nakai Yukiko
• Sugama Kouji
• Nakamura Kazuaki

Classifications

• G03G9/09775

  containing atoms other than carbon, hydrogen or oxygen (G03G9/09741 - G03G9/09766 take precedence) · CPC title

• C09J2301/304

  the adhesive being heat-activatable, i.e. not tacky at temperatures inferior to 30°C · CPC title

• G03G15/2007

  using radiant heat, e.g. infrared lamps, microwave heaters · CPC title

• C07D207/34

  with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title

• C07D307/66

  Nitrogen atoms · CPC title