Transitions Optical, Inc.

Zachary Smith

Robert W Walters

Ryan Stayshich

Darrin R Dabideen

Provided is a photochromic indolenaphthopyran compound having the skeletal structure of Formula (I): wherein Rand Reach independently have a steric bulk A, wherein at least one of Ror Rhas a steric bulk A of at least 0.6, Rand Reach independently have a Hammett σp value, and wherein the indolenaphthopyran compound has a calculated electronic steric factor of at least −3.3.

Indolonaphthopyrans

Provided is an article which transitions from a first state to a second state in response to actinic radiation. The article includes an indolenaphthopyran, wherein in the first state the article exhibits a percent transmission of greater than 80 percent, and in the second state the article exhibits a percent transmission of between 35 and 75 percent, and a τvalue of less than 20 percent. The article can be a photochromic article selected from ophthalmic articles, display articles, windows, mirrors, active liquid crystal cell articles, and passive liquid crystal cell articles.

Articles comprising indolenaphthopyrans

Provided is a photochromic indolenapthtopyran having the core skeletal structure of Formula (I): wherein Rand Rare each independently substituted or unsubstituted alkyloxy, substituted or unsubstituted aryloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted arylthio, substituted or unsubstituted ether, substituted or unsubstituted thioether, amino, a nitrogen-containing heterocycle, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, —NHC(O)R, or —OC(O)R, wherein Ris substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryloxy, substituted or unsubstituted alkylthio, or substituted or unsubstituted arylthio; Ris selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heterocycloalkyl, allyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and B and B′ are each independently substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, wherein each substituted aryl or substituted heteroaryl is substituted with a group having a Hammett σvalue of greater than −0.50.

Growing community of inventors

Pittsburgh, PA, United States of America

Zachary Smith