Ultraviolet inspection tool, ultraviolet inspection kit, and ultraviolet inspection method

Patent metadata

Field	Value
Publication number	US-12540848-B2
Application number	US-202318454813-A
Country	US
Kind code	B2
Filing date	Aug 24, 2023
Priority date	Feb 26, 2021
Publication date	Feb 3, 2026
Grant date	Feb 3, 2026

Abstract

The present invention provides an ultraviolet inspection tool having excellent color formability with respect to light having a wavelength of 222 nm even in a case where an irradiation amount of the light having a wavelength of 222 nm is small, an ultraviolet inspection kit, and an ultraviolet inspection method. The ultraviolet inspection tool of the present invention is an ultraviolet inspection tool including an ultraviolet-sensing layer containing a color-forming agent and an acid generator, in which the color-forming agent has at least one selected from the group consisting of a lactone structure, a lactam structure, a sultone structure, a sultine structure, a ring-opened structure of these structures, and an azobenzene structure, a molecular weight of the acid generator is 600 or less, and a mass ratio of a content of the acid generator to a content of the color-forming agent is 1.01 to 40.00.

First claim

What is claimed is:

1 . An ultraviolet inspection tool comprising:
an ultraviolet-sensing layer containing a color-forming agent and an acid generator, wherein the color-forming agent has at least one selected from the group consisting of a lactone structure, a lactam structure, a sultone structure, a sultine structure, a ring-opened structure of these structures, and an azobenzene structure, a molecular weight of the acid generator is 600 or less, and a mass ratio of a content of the acid generator to a content of the color-forming agent is 1.04 to 40.00.

2 . The ultraviolet inspection tool according to claim 1 ,
wherein the color-forming agent includes at least one selected from the group consisting of a compound represented by Formula (I), a compound represented by Formula (II), and a ring-opened compound of these compounds,

in Formula (I), Ar a1 and Ar a2 each independently represent an aromatic ring which may have a substituent, R a1 and R a2 each independently represent an alkyl group which may have a substituent, R a3 represents a substituent, X a1 represents —O— or —NR a4 —, R a4 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and na represents an integer of 0 to 4,
in Formula (II), R b1 to R b3 each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, R b2 and R b4 each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent, X b1 represents —NR b5 —, and R b5 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent.

3 . The ultraviolet inspection tool according to claim 1 ,
wherein the color-forming agent includes at least one selected from the group consisting of a compound represented by Formula (I), a compound represented by Formula (III), and a ring-opened compound of these compounds, and the mass ratio of the content of the acid generator to the content of the color-forming agent is 2.01 to 40.00,

in Formula (I), Ar a1 and Ar a2 each independently represent an aromatic ring which may have a substituent, R a1 and R a2 each independently represent an alkyl group which may have a substituent, R a3 represents a substituent, X a1 represents —O— or —NR a4 —, R a4 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and na represents an integer of 0 to 4,
in Formula (III), Ar c1 represents an aromatic ring which may have a substituent, R c1 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, R c2 represents an alkyl group which may have a substituent or an aryl group which may have a substituent, X c1 represents —O— or —NR c3 —, and R c3 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent.

4 . The ultraviolet inspection tool according to claim 1 ,
wherein the color-forming agent includes at least one selected from the group consisting of a compound represented by Formula (IV) or a ring-closed compound of the compound, and a compound represented by Formula (V),

in Formula (IV), R d1 and R d2 each independently represent a halogen atom or an alkyl group which may have a substituent, R d3 represents COO − M d + or SO 3 − M d + , M d + represents a cation, and nd1 and nd2 each independently represent an integer of 0 to 4,
in Formula (V), R e1 and R e2 each independently represent an alkyl group which may have a substituent, R e3 represents COO − M e + or SO 3 +M e + , M e + represents a cation, and ne represents 0 or 1.

5 . The ultraviolet inspection tool according to claim 1 ,
wherein the acid generator includes a compound which generates at least one acid selected from the group consisting of HBr, HI, HPF 6 , HSbF 6 , and perfluorosulfonic acid.

6 . The ultraviolet inspection tool according to claim 1 ,
wherein the acid generator includes at least one selected from the group consisting of an organic halogen compound, a sulfonium salt compound, and an iodonium salt compound.

7 . The ultraviolet inspection tool according to claim 6 ,
wherein the acid generator includes at least one selected from the group consisting of a compound represented by Formula (1) and a triarylsulfonium salt compound,
R 1 -L 1 -CX 1 X 2 X 3   (1)

in Formula (1), R 1 represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent, L 1 represents —SO— or —SO 2 —, and X 1 to X 3 each independently represent a hydrogen atom or a halogen atom, where all of X 1 to X 3 are not hydrogen atoms at the same time.

8 . The ultraviolet inspection tool according to claim 1 ,
wherein the color-forming agent has a maximal absorption wavelength in a wavelength range of 200 to 230 nm.

9 . The ultraviolet inspection tool according to claim 1 ,
wherein the mass ratio of the content of the acid generator to the content of the color-forming agent is 3.00 to 35.00.

10 . The ultraviolet inspection tool according to claim 1 , further comprising:
a binder, wherein the binder substantially has no aromatic ring.

11 . The ultraviolet inspection tool according to claim 1 ,
wherein the ultraviolet-sensing layer further contains a microcapsule, and the microcapsule contains the color-forming agent and the acid generator.

12 . The ultraviolet inspection tool according to claim 1 ,
wherein a content of the color-forming agent is 0.010 to 1.000 g/m 2 per unit area of the ultraviolet-sensing layer.

13 . The ultraviolet inspection tool according to claim 1 ,
wherein the ultraviolet inspection tool senses ultraviolet rays with a wavelength of 180 to 230 nm.

14 . An ultraviolet inspection kit comprising:
the ultraviolet inspection tool according to claim 1 .

15 . An ultraviolet inspection method comprising:
inspecting ultraviolet rays with a wavelength of 180 to 230 nm using the ultraviolet inspection tool according to claim 1 .

16 . The ultraviolet inspection tool according to claim 2 ,
wherein the acid generator includes a compound which generates at least one acid selected from the group consisting of HBr, HI, HPF 6 , HSbF 6 , and perfluorosulfonic acid.

17 . The ultraviolet inspection tool according to claim 2 ,
wherein the acid generator includes at least one selected from the group consisting of an organic halogen compound, a sulfonium salt compound, and an iodonium salt compound.

18 . The ultraviolet inspection tool according to claim 17 ,
wherein the acid generator includes at least one selected from the group consisting of a compound represented by Formula (1) and a triarylsulfonium salt compound,
R 1 -L 1 -CX 1 X 2 X 3   (1)

in Formula (1), R 1 represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent, L 1 represents —SO— or —SO 2 —, and X 1 to X 3 each independently represent a hydrogen atom or a halogen atom, where all of X 1 to X 3 are n

Assignees

• Fujifilm Corp
• Fujfilm Corp

Inventors

• Ikeda Kimi
• Arioka Daisuke

Classifications

• C09K2211/1018

  Heterocyclic compounds · CPC title

• C09K9/02

  Organic tenebrescent materials · CPC title

• C09B67/0097

  Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes · CPC title

• C09B67/0065

  of organic pigments with only non-macromolecular compounds · CPC title

• G01J1/50 Primary

  using change in colour of an indicator, e.g. actinometer · CPC title