Abstract: 11The purpose of the present invention is to provide: a color developing composition which develops a color with high density and which is suppressed in color fading over time; a lithographic printing original plate which is capable of maintaining a high density developed color even when a long period of time has passed after the color development while having excellent plate inspectability by means of color development; a method for making a lithographic printing plate which uses this lithographic printing original plate; and a novel compound which is suitable for use as a color developer. A color developing composition according to the present invention is characterized by containing a compound that is represented by formula 1. A compound according to the present invention is characterized by being represented by formula 1. In formula 1 R represents a group where an R O bond is cleaved by means of heat or infrared light exposure.
WHAT IS CLAIMED IS:
1. A color developing composition comprising a compound represented by Formula 1,
wherein, in Formula 1, R represents a group in which an R -O bond is cleaved by heat or exposure to infrared rays, R2 and R' each independently represent a hydrogen atom or an alkyl group, R2 and RJ may be linked to each other to form a ring, Ar1 and Ar2 each independently represent a group forming a benzene ring or a naphthalene ring, Y and Y" each independently represent an oxygen atom, a sulfur atom, -NR0-, or a dialkyl methylene group, R and R5 each independently represent an alkyl group, R6 to R9 each independently represent a hydrogen atom or an alkyl group, R° represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge.
2. The color developing composition according to claim I,
wherein R is a group represented by any one of Formulae 1-1 to 1-7,
1
in Formulae 1-1 to 1-7, • represents a bonding site with the O atom in Formula 1, R 's each independently represent a hydrogen atom, an aJkyl group, an alkenyl group, an aryl group, -OR , -NR JR , or -SR , R 's each independently represent a hydrogen atom, an alkyl group, or an aryl group, R12 represents an aryl group, -OR14, -NR15R16, -SR!7, -C(=0)R1R, -OC(=0)R , or a halogen atom, R " represents an aryl group, an alkenyl group, an alkoxy group, or an onium group, R14 to R17 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R18's each independently represent an alky! group, an aryl group, -OR14, -NR'^R16, or -SR17, and Z1 represents a counter ion neutralizing a charge.
3. The color developing composition according lo claim 2,
wherein R1 is a group represented by any one of Formulae l-l to 1-3.
4. The color developing composition according to any one of claims 1 to 3,
wherein R is a group represented by Formula 2,
10 Za'
R\ +
\^ R20
(2)
in Formula 2, • represents a bonding site with the O atom in Formula I. R and R" each independently represent an alkyl group, and Za' represents a counter ion neutralizing a charge.
5. The color developing composition according to any one of claims 1 to 4, further
comprising:
a binder polymer.
6. The color developing composition according to any one of claims 1 to 5, further
comprising:
a polymerization initiator; and a polymerizable compound.
7. The color developing composition according to any one of claims 1 to 6, further
comprising:
a chain transfer agent.
8. The color developing composition according to claim 7,
wherein the chain transfer agent is a thiol compound.
9. The color developing composition according to any one of claims 1 to 8, further
comprising:
a borate compound.
10. The color developing composition according to claim 9,
wherein a potential difference between a highest occupied molecular orbital of the compound represented by Formula 1 and a highest occupied molecular orbital of the borate compound is 0.585 eV or more.
11. The color developing composition according to claim 9 or 10.
wherein the borate compound is a tctraary I borate compound.
12. The color developing composition according to any one of claims 1 to 11 which is a thermosensitive and/or infrared-sensitive color developing composition.
13. A lithographic printing plate precursor comprising:
a layer including a compound represented by Formula 1 and a binder polymer on a support,
R1
O
. —. Y1 R6 R7 T R8 R9 Y2
i Ar1 f )> l=L-f^S-—I I—^ ^1 Ay2\ ( 1 )
-- N+ R2 R3 IjH-''
R4 Za R5
wherein, in Formula 1, R1 represents a group in which an R'-O bond is cleaved by heat or exposure to infrared rays, R2 and R3 each independently represent a hydrogen atom or an alkyl group, R2 and RJ may be linked to each other to form a ring. Ar1 and Ar2 each independently represent a group forming a benzene ring or a naphthalene ring, Y1 and Y2 each independently represent an oxygen atom, a sulfur atom, -NR -, or a dialkyl methylene group, R4 and R5 each independently represent an alkyl group, R6 to R9 each independently represent a hydrogen atom or an alkyl group, R° represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge.
14. The lithographic printing plate precursor according to claim 13,
wherein the layer is an image-recording layer.
15. The lithographic printing plate precursor according to claim 14, further comprising:
a protective layer on the image-recording layer.
16. The lithographic printing plate precursor according to claim 13,
wherein the layer is a protective layer.
1 7. A plate making method for a lithographic printing plate, comprising:
an exposure step of exposing the lithographic printing plate precursor according to
anyone of claims 13 to 16 in an image pattern; and
an on-machine development process step of removing non-image portions by
supplying printing ink and dampening water to the lithographic printing plate precursor that
has been exposed in an image pattern on a printer.
I 8. A compound represented by Formula 1,
R1
O
, —. Y1 R R? I R8 R9 Y2
R4 za R5
wherein, in Formula 1, R] represents a group in which an R'-O bond is cleaved by heat or exposure to infrared rays, R" and R each independently represent a hydrogen atom or an alky! group, R2 and R3 may be linked to each other to form a ring, Ar1 and Ar2 each independently represent a group forming a benzene ring or a naphthalene ring, Y and Y each independently represent an oxygen atom, a sulfur atom, -NR0-, or a dialkyl methylene group, R4 and R5 each independently represent an alky! group, R6 to R9 each independently represent a hydrogen atom or an alky] group, R represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge.
19. The compound according to claim 18,
wherein R is a group represented by any one of Formulae 1-1 to 1-7,
R11 R11
O \y R12 R11 R11 Ki R10
^R'O ^V .xRl3 -vR
K R11 R11 K R10
( 1 - 1 ) (1-2) (1-3) (1-4)
^S02R10 ^Si(R10)3 ^N^J
(1-5) (1-6) (1-7)
in Formulae I-I to I-7, • represents a bonding site with the O atom in Formula I, R 's each independently represent a hydrogen atom, an alkyl group, an aikenyl group, an aryl group, -OR . -NR ~R ', or -SR , R ],s each independently represent a hydrogen atom, an
aikyl group, or an aryl group, R12 represents an aryl group, -OK ', -NR'^R16, -SR17, -C(=0)R18, -OC(=0)R18, or a halogen atom, Rfj represents an aryl group, an aikenyl group, an alkoxy group, or an onium group, R14 to R17 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 's each independently represent an alkyl group, an aryl group, -OR14, -NRbR16, or -SR17, and Z1 represents a counter ion neutralizing a charge.
20. The compound according to claim 19,
wherein R1 is a group represented by any one of Formulae 1-1 to 1-3.
21. The compound according to any one of claims 1 8 to 20,
wherein R1 is a group represented by Formula 2,
in Formula 2, • represents a bonding site with the O atom in Formula 1, R19 and R20 each independently represent an alkyl group, and Za' represents a counter ion neutralizing a charge.
22. The compound according to any one of claims 18 to 21 which is a thermosensitive
and/or infrared-sensitive color developer.
| # | Name | Date |
|---|---|---|
| 1 | Translated Copy of Priority Document [17-02-2017(online)].pdf | 2017-02-17 |
| 2 | PROOF OF RIGHT [17-02-2017(online)].pdf | 2017-02-17 |
| 3 | Priority Document [17-02-2017(online)].pdf | 2017-02-17 |
| 4 | Power of Attorney [17-02-2017(online)].pdf | 2017-02-17 |
| 5 | Form 5 [17-02-2017(online)].pdf | 2017-02-17 |
| 6 | Form 3 [17-02-2017(online)].pdf | 2017-02-17 |
| 7 | Form 18 [17-02-2017(online)].pdf_427.pdf | 2017-02-17 |
| 8 | Form 18 [17-02-2017(online)].pdf | 2017-02-17 |
| 9 | Form 1 [17-02-2017(online)].pdf | 2017-02-17 |
| 10 | Description(Complete) [17-02-2017(online)].pdf_424.pdf | 2017-02-17 |
| 11 | Description(Complete) [17-02-2017(online)].pdf | 2017-02-17 |
| 12 | 201747005647.pdf | 2017-02-20 |
| 13 | Other Patent Document [27-02-2017(online)].pdf_359.pdf | 2017-02-27 |
| 14 | Other Patent Document [27-02-2017(online)].pdf_358.pdf | 2017-02-27 |
| 15 | Other Patent Document [27-02-2017(online)].pdf | 2017-02-27 |
| 16 | Correspondence By Agent_Form1_02-03-2017.pdf | 2017-03-02 |
| 17 | Form 3 [07-04-2017(online)].pdf | 2017-04-07 |
| 18 | 201747005647-FER.pdf | 2018-12-03 |
| 19 | 201747005647-OTHERS [29-05-2019(online)].pdf | 2019-05-29 |
| 20 | 201747005647-FORM 3 [29-05-2019(online)].pdf | 2019-05-29 |
| 21 | 201747005647-FER_SER_REPLY [29-05-2019(online)].pdf | 2019-05-29 |
| 22 | 201747005647-COMPLETE SPECIFICATION [29-05-2019(online)].pdf | 2019-05-29 |
| 23 | 201747005647-CLAIMS [29-05-2019(online)].pdf | 2019-05-29 |
| 24 | 201747005647-ABSTRACT [29-05-2019(online)].pdf | 2019-05-29 |
| 25 | Marked up Claims_Granted 317889_08-08-2019.pdf | 2019-08-08 |
| 26 | Description_Granted 317889_08-08-2019.pdf | 2019-08-08 |
| 27 | Claims_Granted 317889_08-08-2019.pdf | 2019-08-08 |
| 28 | Abstract_Granted 317889_08-08-2019.pdf | 2019-08-08 |
| 29 | 201747005647-PatentCertificate08-08-2019.pdf | 2019-08-08 |
| 30 | 201747005647-IntimationOfGrant08-08-2019.pdf | 2019-08-08 |
| 31 | 201747005647-RELEVANT DOCUMENTS [04-03-2020(online)].pdf | 2020-03-04 |
| 32 | 201747005647-RELEVANT DOCUMENTS [10-08-2021(online)].pdf | 2021-08-10 |
| 33 | 201747005647-RELEVANT DOCUMENTS [14-09-2022(online)].pdf | 2022-09-14 |
| 34 | 201747005647-RELEVANT DOCUMENTS [16-09-2023(online)].pdf | 2023-09-16 |
| 1 | 201747005647search_22-11-2018.pdf |