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US 12,344,617 B2Granted
Indolonaphthopyrans
AssigneeTransitions Optical, Inc.
InventorsRyan Stayshich, Darrin R. Dabideen, Zachary Smith, Robert W. Walters
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Abstract
Provided is a photochromic indolenaphthopyran compound having the skeletal structure of Formula (I): wherein R1 and R2 each independently have a steric bulk A, wherein at least one of R1 or R2 has a steric bulk A of at least 0.6, R3 and R4 each independently have a Hammett σp value, and wherein the indolenaphthopyran compound has a calculated electronic steric factor of at least −3.3.
Claims11
An indolenaphthopyran compound represented by Formula (I),
- wherein,
- R1 and R2 each independently have a steric A value,
- wherein at least one of R1 or R2 has a steric A value of at least 0.6, and at least one of R1 and R2 is, in each case independently, alkyl, alkoxy, or perfluoroalkyl,
- R3 and R4 each independently have a Hammett 6p value, wherein at least one of R3 and R4 is, in each case independently, hydrogen, alkyl, acyclic alkyl amine, alkoxy, fluoro, or a nitrogen-containing heterocycle selected from morpholino, piperidino, and pyrrolidino,
- wherein the indolenaphthopyran compound has a calculated electronic steric factor of at least −3.3, wherein the electronic steric factor (ESF) is calculated in accordance with the following equation,
- ESF=[(sum of Hammett σp values for R3 and R4))×10]+(sum of steric A values for R1 and R2)
- m is 0 to 4, n is 0 to 4;
- and
- R5 independently for each m and R6 independently for each n are:
- alkyl;
- a perfluoroalkyl group;
- or
- alkoxy.
10 more elements
Dependencies are inferred from the claim text.