Stabilizers for use in substantially light-insensitive thermographic recording materials
View Patent ↗A substantially light-insensitive black and white monosheet thermographic recording material comprising a support and a thermosensitive element, said thermosensitive element containing a substantially light-insensitive organic silver salt, an organic reducing agent therefor in thermal working relationship therewith, a binder and at least one 2-mercapto-benzothiazole compound represented by formula (I): wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, an alkoxy group, an ester group, a carbamate group, a carbonate group, a SO 2 R 5 group, a —NR 6 R 7 group, a nitro group, a cyano group, an acyl group, a halogen atom, an optionally alkyl or alkoxy-substituted —SO 2 NH-phenyl group, a perfluoro-alkyl group, a —CONHR 8 group, a —NHOCR 9 group, a —OCOOR 10 group or a —NHCOOR 11 group; R 5 , R 9 , R 10 and R 11 are independently an optionally substituted alkyl or an aryl group; R 6 , R 7 and R 8 are independently a hydrogen atom, an optionally substituted alkyl group or an acyl group; R 1 and R 2 together, R 2 and R 3 together and R 3 and R 4 together can independently represent the atoms necessary to form a carbocyclic, aromatic, heteroaromatic or heterocyclic ring with the proviso that at least one of R 1 , R 2 , R 3 and R 4 is not hydrogen.
1. A substantially light-insensitive black and white monosheet thermographic recording material comprising a support and a thermosensitive element, said thermosensitive element containing a substantially light-insensitive organic silver salt, an organic reducing agent therefor in thermal working relationship therewith, a binder and at least one 2-mercapto-benzothiazole compound represented by:
or by formula (I):
wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, an alkoxy group, an ester group, a carbamate group, a carbonato group, a SO 2 R 5 group, a —NR 6 R 7 group, a nitro group, a cyano group, an acyl group; a halogen atom, an optionally alkyl or alkoxy-substituted —SO 2 NH-phenyl group, a perfluoro-alkyl group, a —CONHR 8 group, a —NHOCR 9 group, a —OCOOR 10 group or a —NHCOOR 11 group; R 3 is an aryl group or an optionally substituted alkyl group; R 9 , R 10 and R 11 are independently an optionally substituted alkyl or an aryl group; R 6 , R 7 and R 8 are independently a hydrogen atom, an optionally substituted alkyl group or an acyl group; R 1 and R 2 together, R 2 and R 3 together and R 3 and R 4 together can independently represent the atoms necessary to form a carbocyclic, aromatic, heteroaromatic or heterocyclic ring with the proviso that at least one of R 1 , R 2 , R 3 and R 4 is not hydrogen.
2. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 1 , wherein at least one of said optionally substituted alkyl groups is substituted with a group selected from the group consisting of halogen atoms, groups containing a 2-mercapto-benzothiazole moiety and alkyl, alkoxy, mercapto and hydroxy groups.
3. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 2 , wherein at least one of said optionally substituted aryl groups is substituted with a group selected from the group consisting of halogen atoms, groups containing a 2-mercapto-benzothiazole moiety and alkyl, alkoxy, mercapto and hydroxy groups.
4. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 3 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
5. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 1 , wherein at least one of said optionally substituted aryl groups is substituted with a group selected from the group consisting of halogen atoms, groups containing a 2-mercapto-benzothiazole moiety and alkyl, alkoxy, mercapto and hydroxy groups.
6. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 1 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
7. A substantially light-insensitive black and white monosheet thermographic recording material comprising a support and a thermosensitive element, said thermosensitive element comprising a substantially light-insensitive organic silver salt, an organic reducing agent therefore in thermal working relationship therewith, a binder and at least one 2-mercapto-benzotriazole compound, wherein said at least one 2-mercapto-benzothiazole compound is a 2-mercapto-benzothiazole compound substituted by an alkyl, an aryl, an alkoxy, a nitro, a cyano or an acyl group or a halogen atom.
8. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 7 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
9. A substantially light-insensitive black and white monosheet thermographic recording material comprising a support and a thermosensitive element, said thermosensitive element comprising a substantially light-insensitive organic silver salt, an organic reducing agent therefor in thermal working relationship therewith, a binder and at least one 2-mercapto-benzotriazole compound, wherein said at least one 2-mercapto benzothiazole compound is
10. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 7 , wherein said at least one 2-mercapto benzothiazole compound is
11. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 10 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
12. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 9 , wherein said at least one 2-mercapto benzothiazole compound is
13. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 12 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
14. A substantially light-insensitive black and white monosheet thermographic recording material comprising a support and a thermosensitive element, said thermosensitive element comprising a substantially light-insensitive organic silver salt, an organic reducing agent therefor in thermal working relationship therewith, a binder and at least one 2-mercapto-benzotriazole compound, wherein said at least one 2-mercapto-benzotriazole compound is
15. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 14 , wherein said at least one 2-mercapto benzothiazole compound is
16. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 15 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
17. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 14 , wherein said at least one 2-mercapto benzothiazole compound is
18. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 17 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.
19. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 14 , wherein said at least one 2-mercapto benzothiazole compound is
20. The substantially light-insensitive black and white monosheet thermographic recording material according to claim 19 , wherein said thermosensitive element further comprises an optionally substituted benzotriazole.