Stabilizers for use in thermographic recording materials
View Patent ↗A black and white monosheet thermographic recording material comprising a support and a thermosensitive element, the 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 five-membered heterocyclic ring compound selected from the group consisting of optionally substituted, optionally annelated 1-thia-2,3-diazole compounds; optionally substituted, optionally annelated 1-thia-2,5-diazole compounds; optionally substituted 1-thia-2,4-diazole compounds; optionally substituted 1-thia-3,4-diazole compounds; optionally substituted thiatriazole compounds; optionally substituted, optionally annelated 1-seleno-2,3-diazole compounds; optionally substituted, optionally annelated 1-seleno-2,5-diazole compounds; optionally substituted 1-seleno-2,4-diazole compounds; optionally substituted 1-seleno-3,4-diazole compounds; and optionally substituted selenotriazole compounds, with the proviso that the at least one compound is not substituted with or contain a mercapto, a —SO 2 CBr 3 , a —S-alkylene-COOH or a N-acyl-hydrazine group.
1. A 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 five-membered beterocyclic ring compound selected from the group consisting of optionally substituted, optionally annelated 1-thia-2,3-diazole compounds; optionally substituted, optionally annelated 1-thia-2,5-diazole compounds; optionally substituted 1-thia-2,4-diazole compounds; optionally substituted 1-thia-3,4-diazole compounds; optionally substituted thiatriazole compounds; optionally substituted, optionally annelated 1-seleno-2,3-diazole compounds; optionally substituted, optionally annelated 1-seleno-2,5-diazole compounds; optionally substituted 1-seleno-2,4-diazole compounds; optionally substituted 1-seleno-3,4-diazole compounds; and optionally substituted selenotriazole compounds, with the proviso that said at least one five-membered heterocyclic ring compound is not substituted with or does not contain a mercapto, a —SO 2 CBr 3 , a —S-alkylene-COOH or a N-acyl-hydrazine group.
2. The thermographic recording material according to claim 1 , wherein said at least one optionally annelated five-membered heterocyclic ring compound is annelated with a benzene or a naphthalene ring.
3. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is represented by formula (I):
wherein R 1 and R 2 are independently a hydrogen or a halogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic, heteroaromatic, alkoxy, thio-alkoxy, aryloxy, amino, amido, carboxy, carboxy ester, acyl, carbonate, carbonato-ester or a SO 2 R 3 group, wherein R 3 is an alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic or heteroaromatic group; or R 1 and R 2 together constitute the atoms necessary to form an optionally substituted heterocyclic, alicyclic, aromatic or heteroaromatic ring or ring system.
4. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is represented by formula (II):
wherein R 4 and R 5 are independently a hydrogen or a halogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic, heteroaromatic, alkoxy, thio-alkoxy, aryloxy, amino, amido, carboxy, carboxy ester, acyl, carbonato, carbonato-ester or a SO 2 R 6 group, wherein R 6 is an alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic or heteroaromatic group; or R 4 and R 5 together constitute the atoms necessary to form an optionally substituted heterocyclic, alicyclic, aromatic or heteroaromatic ring or ring system.
5. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is represented by formula (III):
wherein R 7 and R 8 are independently a hydrogen or a halogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic, heteroaromatic, alkoxy, thio-alkoxy, aryloxy, amino, amido, carboxy, carboxy ester, acyl, carbonato, carbonato-ester or a SO 2 R 9 group, wherein R 9 an alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic or heteroarornatic group.
6. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is represented by formula (IV):
wherein R 10 and R 11 are independently a hydrogen or a halogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic, heteroarornatic, alkoxy, thio-alkoxy, aryloxy, amino, amido, carboxy, carboxy ester, acyl, carbonate, carbonato-ester or a SO 2 R 12 group, wherein R 12 is an alkyl, alkenyl, alkynyl, alicyclic, aryl, aralkyl, alkaryl, heterocyclic or heteroaromatic group.
7. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is
8. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is
9. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is
10. The thermographic recording material according to claim 1 , wherein said at least one five-membered heterocyclic ring compound is
11. The thermographic recording material according to claim 1 , wherein said thermographic recording material is a substantially light-insensitive thermographic recording material.