IP Library Granted Patent US 11,762,276
Granted Patent B2
US 11,762,276 · App. 17/376,289 · Granted Sep 19, 2023

Photoresponsive compound

Inventors: Yukiko Nakai (Toyohashi, JP); Kouji Sugama (Musashino, JP); Haruo Horiguchi (Koganei, JP); Kazuaki Nakamura (Hino, JP); Toyoko Shibata (Tokyo, JP)
Assignee: KONICA MINOLTA, INC.
G03C1/733C09J133/08C09J133/14G02F1/0063G03G9/091B41J11/0021
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Quick Facts
Patent No.
US 11,762,276
App. No.
17/376,289
Granted
Sep 19, 2023
Kind
B2
Abstract

Provided is a compound that is fluidized by light irradiation and reversibly non-fluidized, and is not significantly colored. Provided is a photoresponsive compound represented by the following general formula (1), the photoresponsive compound being fluidized by light irradiation and reversibly non-fluidized: R 1 —Z 1 ═Z 2 —R 2   General formula (1) wherein Z 1 and Z 2 are N or CH, while Z 1 ≠Z 2 , R 1 contains an aromatic hydrocarbon structure, R 2 contains an aromatic heterocyclic structure, and a hydrogen atom is bonded to at least one carbon atom bonded adjacent to a carbon atom in the aromatic heterocyclic structure bonded to the Z 2 .

Claims (24)

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

R 1 —Z 1 ═Z 2 —R 2   General formula (1)

wherein Z 1 is N, and Z 2 is CH,

R 1 contains an aromatic hydrocarbon structure,

R 2 contains an aromatic heterocyclic structure,

a hydrogen atom is bonded to at least one carbon atom bonded adjacent to a carbon atom in the aromatic heterocyclic structure bonded to the Z 2 , and

R 2 is represented by the following formula:

wherein R c is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms.

2. The compound according to claim 1 , wherein the R 1 is a substituted or unsubstituted phenyl group, naphthyl group, anthracenyl group, phenanthrenyl group, pyrenyl group, or biphenyl group.

3. The compound according to claim 1 , wherein the R 1 has at least one substituent selected from the group consisting of a halogen group, a cyano group, a nitro group, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a dialkylamino group having 2 to 10 carbon atoms, an acyl group having 2 to 19 carbon atoms, and an alkoxycarbonyl group having 2 to 19 carbon atoms.

4. The compound according to claim 3 , wherein the R 1 has at least one substituent selected from the group consisting of an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a dialkylamino group having 2 to 10 carbon atoms, an acyl group having 2 to 19 carbon atoms, and an alkoxycarbonyl group having 2 to 19 carbon atoms.

5. The compound according to claim 1 , wherein a wavelength of light in the light irradiation is 280 nm or more and 480 nm or less.

6. A toner comprising the compound according to claim 1 .

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

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

9. An image forming method comprising:

forming a toner image formed of the toner according to claim 6 on a recording medium; and

irradiating the toner image with light to soften the toner image.

10. The image forming method according to claim 9 , wherein a wavelength of the light is 280 nm or more and 480 nm or less.

11. The image forming method according to claim 9 , further comprising pressing the toner image.

12. The image forming method according to claim 11 , further heating the toner image in the pressing.

13. The image forming method according to claim 9 , wherein, in the irradiating the toner image with light to soften the toner image, the toner image is heated together with light irradiation.

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

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2021
From: NAKAI, YUKIKO; SUGAMA, KOUJI; HORIGUCHI, HARUO; NAKAMURA, KAZUAKI; SHIBATA, TOYOKO
To: KONICA MINOLTA, INC.
Reel/Frame 056885/0732 →
Priority Claims (1)
JP 2020-135375 · Aug 7, 2020 · national
Continuity (1)
Related Publication 20220043333A1 · Feb 10, 2022