Indenonaphthopyrans having trialkylsilyl and ethylenically unsaturated groups
AssigneeTransitions Optical, Inc.
InventorsWenjing Xiao, Beon-Kyu Kim, Robert W. Walters
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Abstract
The present invention relates to indenonaphthopyran compounds represented by the following Formula (I). With reference to Formula (I), R1 through R6 are as described in the specification. There is provided that the indenonaphthopyran compound represented by Formula (I) includes: (i) at least one trialkylsilyl group; and (ii) at least one ethylenically unsaturated radically polymerizable group selected from vinylphenyl, acrylate, methacrylate, acrylamide, or methacrylamide. The present invention also relates to photochromic compositions and photochromic articles that include indenonaphthopyran compounds represented by Formula (I).
Claims12
An indenonaphthopyran compound represented by the following Formula (I),
- wherein,
- m is from 0 to 3,
- n is from 0 to 3,
- p is 1 or 2,
- q is from 0 to 4,
- R1 independently for each m, R2 independently for each n, R3 independently for each p, and R4 independently for each q, in each case is independently,
- hydroxyl;
- cyano;
- (meth)acrylate or (meth)acrylamide;
- vinylphenyl;
- amino, or substituted nitrogen-containing heterocycle, or unsubstituted nitrogen-containing heterocycle;
- a halo group;
- a perhalo alkyl, or a perhalo aryl;
- substituted or unsubstituted alkyl;
- substituted or unsubstituted alkenyl;
- substituted or unsubstituted alkynyl;
- substituted or unsubstituted heterocycloalkyl;
- substituted or unsubstituted aryl;
- substituted or unsubstituted heteroaryl;
- substituted or unsubstituted alkoxy or substituted or unsubstituted aryloxy;
- substituted or unsubstituted alkylthio or substituted or unsubstituted arylthio;
- ketone, aldehyde, carboxylic acid ester, carboxylic acid, carboxylate, or amide;
- carbonate, carbamate, carbonyl amino, or urea;
- polyether, polyester, polycarbonate, or polyurethane;
- siloxy, alkoxysilane, or polysiloxane;
- trialkylsilyl;
- or
- combinations thereof;
- and
- R5 and R6 are each independently,
- substituted or unsubstituted alkyl;
- substituted or unsubstituted aryl;
- polyether, polyester, polycarbonate, or polyurethane;
- trialkylsilyl;
- or
- R5 and R6 together form a spirocyclic ring,
- wherein each nitrogen-containing heterocycle substituent, each alkyl substituent, each alkenyl substituent, each alkynyl substituent, each heterocycloalkyl substituent, each aryl substituent, each heteroaryl substituent, each alkoxy substituent, each aryloxy substituent, each alkylthio substituent, and each arylthio substituent, are in each case independently selected from,
- halo, cyano, nitro, alkyl, alkenyl, alkynyl, haloalkyl, perhaloalkyl, heterocycloalkyl, aryl, heteroaryl, hydroxyl, thiol, alkyl ether, alkyl thioether, aryl ether, aryl thioether, ketone, aldehyde, carboxylic acid ester, carboxylic acid, carboxylate, siloxane, alkoxysilane, polysiloxane, amide, amino, nitrogen-containing heterocycle, alkyl amine, aryl amine, carbamate, carbonate, urea, polyester group, polyether group, polycarbonate group, polyurethane group, trialkylsilyl, an acrylate group, a methacrylate group, an acrylamide group, a methacrylamide group, a vinylphenyl group, combinations thereof, or two or more thereof,
- provided that said indenonaphthopyran compound comprises,
- (i) at least one trialkylsilyl group, and
- (ii) at least one ethylenically unsaturated radically polymerizable group selected from vinylphenyl, acrylate, methacrylate, acrylamide, or methacrylamide,
- wherein one of:
- m is at least 1, and one R1 is selected from trialkylsilyl group;
- or
- q is at least 1, and R4 at position-11 is selected from trialkylsilyl group, or trialkylsilyl mono-substituted phenyl group.
Dependencies are inferred from the claim text.