Sensitizer dyes for photoacid generating systems
AssigneeDCE Aprilis, Inc.
InventorsDavid A. Waldman, Eric S. Kolb, Kirk D. Hutchinson, Richard A. Minns
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Abstract
Photosensitizing dyes are often used in conjunction with a photoacid generator in holographic recording media. Conventional photosensitizing dyes typically are limited by having an appreciable absorption of light when used in a sufficient concentration, such that the intensity of light decreases significantly with penetration into a recording medium. The present invention discloses a number of new 5-alkynyl substituted napthacene photosensitizing dyes that have low extinction coefficients coupled with good sensitizing properties, such that the problems associated with the photosensitizing dyes absorbing light are significantly reduced.
Claims37
A dye represented by Structural Formula (I):
- wherein:
- R1 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or —Si(R5)3;
- R2, R3, and R4 are each independently —H, a halogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkylethynyl group, a substituted or unsubstituted alkenylethynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or the group —C≡C—Si(R5)3;
- each R5 is independently a substituted or unsubstituted alkyl, a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl group;
- and rings A and B are independently substituted or unsubstituted.
A holographic recording medium, wherein said medium comprises:
- a) a dye;
- b) a photo acid generating compound (PAG), which in combination with the dye produces acid when exposed to actinic radiation;
- c) a monomer or oligomer which is capable of undergoing cationic polymerization initiated by the acid;
- and
- d) a binder that is capable of supporting cationic polymerization of the monomer or oligomer,
- wherein said medium is greater than 300 μm thick,
- and wherein the dye has an extinction coefficient less than 16,000 L mol−1 cm−1 at 532 nm.
A holographic recording medium, wherein said medium comprises:
- a) a dye represented by Structural Formula (I):
- wherein:
- R1 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or —Si(R5)3;
- R2, R3, and R4 are each independently —H, a halogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkylethynyl group, a substituted or unsubstituted alkenylethynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or the group —C≡C—Si(R5)3;
- each R5 is independently a substituted or unsubstituted alkyl, a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl group;
- and rings A and B are independently substituted or unsubstituted;
- b) a photo acid generating compound (PAG), which in combination with the dye produces acid when exposed to actinic radiation;
- c) a monomer or oligomer which is capable of undergoing cationic polymerization initiated by the acid;
- and
- d) a binder that is capable of supporting cationic polymerization of the monomer or oligomer,
- wherein said medium is greater than 300 μm thick.
Dependencies are inferred from the claim text.