Azolinyl acetic acid derivative and azolinyl acetic acid derivative containing recording material
View Patent ↗A recording material having, on a support, a recording layer containing an azolinyl acetic acid derivative and a diazo compound. The azolinyl acetic acid derivative is preferably is a compound represented by the following general formula (1): wherein X represents an oxygen atom or a sulfur atom; R 11 represents an alkyl group, an aryl group, a heterocyclic group, —OR 13 or —NR 14 R 15 ; R 12 represents a substituent; R 13 represents an alkyl group, an aryl group or a heterocyclic group; R 14 and R 15 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; n represents an integer from 0 to 4; and, when n is an integer of 2 or greater, two or more R 12 s may be linked with each other to form a ring.
1. A recording material comprising, on a support, a recording layer containing a diazo compound and an azolinyl acetic acid derivative as a coupler which reacts with the diazo compound to form a color, wherein the azolinyl acetic acid derivative is a compound represented by the following general formula (1):
wherein X represents an oxygen atom or a sulfur atom; R 11 represents an alkyl group, an aryl group, a heterocyclic group, —OR 13 or —NR 14 R 15 ; R 12 represents a substituent; R 13 represents an alkyl group, an aryl group or a heterocyclic group; R 14 and R 15 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; n represents an integer from 0 to 4; and when n is an integer of 2 or greater, two or more R 12 s may be linked with each other to form a ring.
2. The recording material according to claim 1 , wherein the diazo compound is a diazonium salt represented by the following general formula (2):
wherein R 4 and R 6 each independently represents an alkyl group, an aryl group, a heterocyclic group or an acyl group, and may be linked with each other to form a ring; R 5 represents an alkyl group, an aryl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group or a heterocyclic group; Y 1 represents an oxygen atom, a sulfur atom or an amino group; Y 2 represents an oxygen atom, a sulfur atom or a single bond; Y 3 represents an oxygen atom, a sulfur atom, or a hydrogen atom, provided that when Y 3 is a hydrogen atom, R 6 is not present; and X − represents an anion.
3. The recording material according to claim 1 , wherein the diazo compound is a diazonium compound represented by the following general formula (3):
wherein R 7 and R 8 each independently represents an alkyl group or an aryl group; R 9 represents a hydrogen atom, an alkyl group or an aryl group; and X − represents an anion.
4. The recording material according to claim 1 , wherein the diazo compound is a diazonium compound represented by the following general formula (4):
wherein R 10 , R 11 and R 12 each independently represents an alkyl group or an aryl group; R 11 and R 12 be linked with each other to form a ring; and X − represents an anion.
5. The recording material according to claim 1 , wherein the diazo compound is encapsuled in a microcapsule.
6. The recording material according to claim 5 , wherein the microcapsule has a microcapsule wall made from at least one polymer selected from polyurethane or polyurea.
7. The recording material according to claim 1 , wherein the coupler is contained in the recording layer in an amount of 0.2 to 8 moles per 1 mole of the diazo compound.
8. The recording material according to claim 1 , wherein the diazo compound is contained in the recording layer in an amount of 0.02 to 3g/m 2 .
9. The recording material according to claim 1 , wherein the recording layer further contains an organic base.
10. The recording material according to claim 9 , wherein the organic base is used in an amount of 0.1 to 30 parts by mass per 1 part by mass of the diazo compound.
11. The recording material according to claim 1 , wherein the recording layer further contains a color forming auxiliary.
12. The recording material according to claim 11 , wherein the color forming auxiliary is a heat melting substance.
13. The recording material according to claim 1 , wherein the recording layer further contains an antioxidant.
14. The recording material according to claim 13 , wherein the antioxidant is added in an amount of 0.05 to 100 parts by mass per 1 part by mass of the diazo compound.
15. The recording material according to claim 1 , wherein the recording layer further contains a free radical generating agent.
16. The recording material according to claim 1 , wherein the recording layer further contains a vinyl monomer.
17. The recording material according to claim 1 , wherein the recording layer is a thermal recording layer.
18. An azolinyl acetic acid derivative represented by the following general formula (1a):
wherein Y represents an oxygen atom or a sulfur atom; and R 21 represents an alkyl group or an aryl group.