Optical information recording medium using metallized formazan dyes
AssigneeEastman Kodak Company
InventorsSteven Evans, Csaba A. Kovacs
Life of this patent
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Abstract
There is disclosed a recordable optical element that includes a metallized dye. The element has a transparent substrate and on the surface of the substrate, a dye containing recording layer and a light reflecting layer. The improvement is that the dye is a metal complex of a metallized formazan dye. The dyes that are used in the element are very light stable.
Claims17
A recordable optical element having a transparent substrate and on the surface of said substrate, a dye containing recording layer and a light reflecting layer, the improvement wherein said dye is a metallized formazan dye of the general structure:
- ##STR16## wherein:
- Z are the atoms necessary to complete a 5 or 6 membered carbocyclic or heterocyclic ring;
- each R.sub.1 independently is a group selected from the group consisting of alkyl having about 1 to 20 carbon atoms;
- aryl having from about 6 to 10 carbon atoms;
- heteroaryl;
- alkenyl having from about 2 to 20 carbon atoms;
- halogen;
- thiocyano;
- cyano;
- nitro;
- sulfo;
- carboxy;
- hydroxy;
- alkoxy;
- aryloxy;
- hetaryloxy;
- alkylsulfonyl;
- arylsulfonyl;
- hetarylsulfonyl;
- arylazo;
- hetarylazo;
- alkoxycarbonyl;
- aryloxycarbonyl;
- alkoxycarbonylamino;
- aryloxycarbonylamino;
- alkoxycarbonyloxy;
- aryloxycarbonyloxy;
- alkylcarbonylamino;
- arylcarbonyloxy;
- hetarylcarbonyloxy;
- alkylcarbonylamino;
- arylcarbonylamino;
- hetarylcarbonylamino;
- mono- or di-alkylaminocarbonyloxy;
- mono- or di-arylaminocarbonyloxy;
- mono- or di-hetarylaminocarbonyloxy;
- mono- or di-alkylaminocarbonylamino;
- mono- or di-arylaminocarbonylamino;
- mono- or di-hetarylaminocarbonylamino;
- mono or di arylcarbamoyl;
- alkyl or aryl carbamoyl;
- mono- or di- alkylsulfamoyl;
- mono- or di-arylsulfamoyl;
- and alkylarylsulfamoyl;
- R.sub.2 represents an alkyl group having from 1 to about 20 carbon atoms;
- a heterocyclic group having from 1 to about 10 carbon atoms, an aromatic ring with H or R.sub.1 substituents;
- CN;
- alkoxycarbonyl;
- NO.sub.2 ;
- alkylsulfonyl;
- arylsulfonyl;
- carbamoyl;
- sulfamoyl;
- each R.sub.3 independently represents H or R.sub.1 with the proviso that one of the R.sub.3 groups may serve as a fourth ligand to the metal center, if located ortho to the azo linkage and chosen from O--, N--SO.sub.2 R.sub.4 where R.sub.4 can be an alkyl group with one to ten carbon atoms or aryl group with five to ten carbon atoms, CO.sub.2 --, SO.sub.3 -- or --N.dbd.CH--;
- m and n independently represent integers from 0 to 4;
- L represents nitrogen or C--Y where Y represents a group capable of coordination to the metal ion such as O--, N--SO.sub.2 R.sub.4 (where R.sub.4 can be an alkyl group with one to ten carbon atoms or aryl group with five to ten carbon atoms) CO.sub.2 --, SO.sub.3 -- or N.dbd.CH--.
- M represents a complexing metal such as Ni, Pd, Zn, Cu, etc.
- V is the charge (valence) of the coordinating metal ion;
- X is a counter ion group balancing the charge Q on the metal complex such as a sodium ion, chloride ion, tetraalkylammonium, tetrafluoroborate, hexafluorophosphate etc.
- u is the number of counter ions required to balance the charge on the complex;
- Q is the charge on the metal complex representing the difference between the metal valence (V) and the total anionic charge provided by the formazan dye and auxiliary ligand (B)p;
- B is a ligand or ligands necessary to complete the coordination sphere of the metal ion and p is an integer from 0 to 3.
Dependencies are inferred from the claim text.