Active energy ray polymerization initiator, active energy ray curing composition, active energy ray curing ink, aqueous active energy ray curing ink, container, image forming device, image forming method, and method of manufacturing active energy ray polymerization initiator

Patent metadata

Field	Value
Publication number	US-12497530-B2
Application number	US-202217810414-A
Country	US
Kind code	B2
Filing date	Jul 1, 2022
Priority date	Jul 5, 2021
Publication date	Dec 16, 2025
Grant date	Dec 16, 2025

Abstract

An active energy ray polymerization initiator has a structure of Chemical Formula (1) or (2),

L 1 represents Chemical Formula (I), L 2 represents Chemical Formula (II), one of L 3 and L 4 and one of L 5 and L 6 represent the same group as L 1 , the rest of L 3 and L 4 and one of L 5 and L 6 represent the same group as L 2 , Link 2 represents a single bond, —O—, —CO—, —SO 2 —, —C(CF 3 ) 2 —, an aliphatic hydrocarbon group having 1 to 12 carbon atoms, or an aromatic group having 6 to 15 carbon atoms,

Z represents a tertiary amine.

R represents a hydrocarbon group having one to three carbon atoms or methoxy group, n represents 0 or an integer of from 1 to 3, Link 1 represents —(CH 2 ) x —(OC 2 H 4 ) y —, where x represents an integer of from 2 to 12 and y represents 0 or an integer of from 1 to 11.

First claim

The invention claimed is:

1 . An active energy ray polymerization initiator comprising:
a structure represented by the Chemical Formula (1) or the Chemical Formula (2) below,

where L 1 represents a group represented by the following Chemical Formula (I), L 2 represents a group represented by the following Chemical Formula (II), one of L 3 and L 4 represents a same group as L 1 , a rest of L 3 and L 4 represents a same group as L 2 , one of L 5 and L 6 represents a same group as L 1 , a rest of L 5 and L 6 represents a same group as L 2 , Link 2 represents a single bond, —O—, —CO—, —SO 2 —, —C(CF 3 ) 2 —, an aliphatic hydrocarbon group having 1 to 12 carbon atoms, or an aromatic group having 6 to 15 carbon atoms,

where Z represents a tertiary amine,

where R represents a hydrocarbon group having one to three carbon atoms or methoxy group, n represents 0 or an integer of from 1 to 3, Link 1 represents —(CH 2 ) x —(OC 2 H 4 ) y —, where x represents an integer of from 2 to 12 and y represents 0 or an integer of from 1 to 11.

2 . The active energy ray polymerization initiator according to claim 1 ,
wherein —O-Link 1 group in the Chemical Formula (III) is bonded at a site 2, site 3, or site 4 of a thioxanthone structure represented by the following Chemical Formula (II)

3 . An active energy ray curing composition comprising:
the active energy ray polymerization initiator of claim 1 .

4 . An active energy ray curing ink comprising:
the active energy ray polymerization initiator of claim 1 .

5 . An aqueous active energy ray curing ink comprising:
the active energy ray polymerization initiator of claim 1 .

6 . A container containing the active energy ray curing ink of claim 4 .

7 . An image forming device comprising:
the container of claim 6 ; a discharging device configured to discharge the active energy ray curing ink in the container; and an irradiator configured to expose the active energy ray curing ink that has been discharged to an active energy ray having a peak in a range of wavelength of from 350 to 400 nm.

8 . An image forming method comprising:
discharging the active energy ray curing ink of claim 4 ; and exposing the active energy ray curing ink that has been discharged to an active energy ray having a peak in a range of wavelength of from 350 to 400 nm.

9 . A method of manufacturing the active energy ray polymerization initiator of claim 1 , the method comprising:
synthesizing the active energy ray polymerization initiator from a thioxanthone compound represented by the following Chemical Formula (3), an aromatic tetracarboxylic acid, and a tertiary amine, method comprising:

where R represents a hydrocarbon group having one to three carbon atoms or methoxy group, n represents 0 or an integer of from 1 to 3, Link 1 represents —(CH 2 ) x —(OC 2 H 4 ) y —, where x represents an integer of from 2 to 12 and y represents 0 or an integer of from 1 to 11.

Assignees

• Harada Shigeyuki
• Hirokawa Yuya
• Ricoh Co Ltd

Inventors

• Harada Shigeyuki
• Hirokawa Yuya

Classifications

• C09D11/101

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• C09D11/03

  characterised by features other than the chemical nature of the binder · CPC title

• C09D11/30

  Inkjet printing inks · CPC title

• C09D181/00

  Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Coating compositions based on polysulfones; Coating compositions based on derivatives of such polymers · CPC title

• C09D11/38 Primary

  characterised by non-macromolecular additives other than solvents, pigments or dyes · CPC title