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US 10,501,477 B2Granted
Photochromic thienochromene compounds
AssigneeTransitions Optical, Inc.
InventorsJun Deng, Brian R. Stepp, Eric Spitler, Wenjing Xiao, Massimiliano Tomasulo, Robert W. Walters
Life of this patent
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Abstract
The present invention relates to photochromic compounds, such as thienochromene compounds represented by the following Formulas (1a) and/or (1b). The present invention also relates to photochromic compositions and articles containing one or more such photochromic thienochromene compounds.
Claims12
A photochromic compound represented by at least one of the following Formulas (Ia) and (Ib),
- wherein independently for each of Formulas (Ia) and (Ib),
- R3, and R4 are in each case independently selected from, hydrogen;
- hydrocarbyl;
- substituted hydrocarbyl;
- interrupted hydrocarbyl;
- substituted interrupted hydrocarbyl, wherein each interrupted hydrocarbyl and each substituted interrupted hydrocarbyl, are in each case independently interrupted with at least one interrupting group selected from the group consisting of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —B(R11′)—, —P(R11′)—, —P(O)(R11′)—, —S(O)—, —SO2—, —N═N—, —C(O)N(R11′)—, —OC(O)N(R11′)—, —N(R11′)C(O)N(R11′)—, —N(R11′)— where R11′ in each case is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR8′)w(R8′)t—, where w and t are each independently selected from 0 to 2, provided that the sum of w and t is 2, and each R8′ is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more interrupting groups thereof;
- halogen;
- cyano;
- and —N(R11″)R12′, wherein R11″ and R12′ are each independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, or R11″ and R12′ together forma ring structure or a ring structure including at least one heteroatom;
- or
- R3 and R4 together form a ring structure;
- R1 and R2 together form a ring structure, and said ring structure is selected from the following Formulas (IIa), (IIb), (IIc), and (IId),
- wherein each ring structure represented by Formulas (IIa), (IIb), (IIc), and (IId), is fused to said photochromic compound at carbons a and b,
- n, independently for Formulas (IIa), (IIb), (IIc), and (IId), is 1 to 4,
- p, independently for Formulas (IIb) and (IIc), is 1 or 2,
- R5 independently for each n, and independently for Formulas (IIa), (IIb), (IIc), and (IId), and
- R6 independently for each p, and independently for Formulas (IIb) and (IIc), are in each case independently selected from, hydrogen;
- hydrocarbyl;
- substituted hydrocarbyl;
- interrupted hydrocarbyl;
- substituted interrupted hydrocarbyl, wherein each interrupted hydrocarbyl and each substituted interrupted hydrocarbyl, are in each case independently interrupted with at least one interrupting group selected from the group consisting of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —B(R11′)—, —P(R11′)—, —P(O)(R11′)—, —S(O)—, —SO2—, —N═N—, —C(O)N(R11′)—, —OC(O)N(R11′)—, —N(R11′)C(O)N(R11′)—, —N(R11′)— where R11′ in each case is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR8′)w(R8′)t—, where w and t are each independently selected from 0 to 2, provided that the sum of w and t is 2, and each R8′ is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more interrupting groups thereof;
- halogen;
- cyano;
- and —N(R11″)R12′, wherein R11″ and R12′ are each independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, or R11″ and R12′ together forma ring structure or a ring structure including at least one heteroatom;
- and
- R7 and R8 independently for Formula (IId) are each independently selected from hydrogen;
- hydrocarbyl;
- substituted hydrocarbyl;
- interrupted hydrocarbyl;
- and substituted interrupted hydrocarbyl, wherein each interrupted hydrocarbyl and each substituted interrupted hydrocarbyl, are each independently interrupted with at least one interrupting group selected from the group consisting of —O—, —S—, —N(R11′)—, where R11′ is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, and combinations of two or more interrupting groups thereof;
- or R7 and R8 together forma ring structure;
- and
- B and B′ are each independently selected from unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, substituted heteroaryl, alkenyl, and alkynyl, or B and B′ taken together forma ring structure.
30 more elements
Dependencies are inferred from the claim text.