Polymeric dyes with pendent chromophore groups capable of undergoing thermoplastic deformation
AssigneeMinnesota Mining and Manufacturing Company
InventorMohamed A. Elmasry
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Abstract
Polymeric dyes having pendent chromophore groups which are selected from azo, tricyanovinyl, anthraquinone, methine, and indoaniline groups fall into two classes, [A] condensation polymers, and [B] polymers derived from copolymerized ethylenically-unsaturated monomers, the dyes being capable of undergoing thermoplastic deformation by a focused laser beam when in a layer of thickness in the range of 0.1 to 100 micrometers and having an absorptivity in the range of 10 to 250 Lg.sup.-1 cm.sup.-1. They are film-forming, thermally- and light-stable, and solvent-coatable. These compounds are useful as coloring and light-absorbing agents, particularly as the light-absorbing agents in thin optical recording layers.
Claims15
A polymeric dye selected from classes [A] and [B] wherein Class [A] is a dye polymer comprising repeating units of the formula ##STR46## said repeating units numbering between 5 and 100,000, wherein
- X is ##STR47## R is a hydrocarbon chain with up to 30 carbon atoms selected from the class consisting of straight chain aliphatic, branched chain aliphatic, cycloaliphatic, single or fused ring aromatic,
- Z is (1) phenylene or naphthlene, or (2) a single bond when Y is an anthraquinone moiety,
- Y is a chromophore moiety selected from the group consisting of an azo moiety, tricyanovinyl moiety, an anthraquinone moiety, and a methine or a polymethine moiety, and
- Class [B] is a dye polymer consisting essentially of units of copolymers derived from ethylenically-unsaturated monomers, at least one of which is a monomer of subclass III and at least one of which is a monomer of subclass IV wherein
- Subclass III is a non-chromophore-containing monomer selected from the group consisting of
- (meth)acrylate monomer,
- (meth)acrylamide monomer,
- vinyl ether monomer,
- vinyl ester monomer, and
- meth(acrylonitrile) monomer, and
- Subclass IV is selected from the group consisting of
- (meth)acrylate dye,
- vinyl ester dye, and
- vinyl ether dye,
- with the proviso that Class IV monomers contain a pendent tricyanovinyl, methine, or polymethine dye group.
A polymeric dye polymer having repeating units of the formula ##STR55## said repeating units numbering between 5 and 100,000, wherein X is ##STR56## R is a hydrocarbon chain with up to 30 carbon atoms selected from the class consisting of straight chain aliphatic, branched chain aliphatic, cycloaliphatic, single or fused ring aromatic groups,
- Z is (1) a phenylene or naphthylene group, or (2) a single bond when Y is an anthraquinone moiety,
- Y is a chromophone moiety selected from the group consisting of an azo moiety, a tricyanovinyl moiety, an anthraquinone moiety, and a methine, or a polymethine moiety.
A polymeric dye prepared by the condensation of a compound chosen from the group consisting of ##STR57## and OCN-R-NCO, wherein L=--Cl or or --Br, R=a straight-chain, branched, cyclic aliphatic or single or fused ring aromatic hydrocarbon with up to 30 carbon atoms, with a compound having the general structure. ##STR58## wherein z is (1) a phenylene or naphthylene group, or (2) a single bond when Y is an anthraquinone moiety,
- Y completes an azo, tricyanovinyl, anthraquinone, methine or polymethine chromophone.
A polymeric dye prepared by the copolymerization of at least two monomers, at least one of which is chosen from each of (a) and (b) wherein
- (a) is ##STR59## or CH.sub.2 .dbd.CH--CN, and (b) is ##STR60## wherein R.sup.6 is --H or --CH.sub.3,
- R.sup.7 is --OR.sup.8 or --NHR.sup.8,
- R.sup.8 is alkyl or 1 to 18 carbon atoms,
- R.sup.9 is a linking group,
- Z is a phenylene or naphthylene group, and
- Y is a tricyanovinyl, methine or polymethine chromophore group.
Dependencies are inferred from the claim text.