Transitions Optical, Inc.

Johnson and Johnson Vision Care, Inc.

Ppg Industries Ohio, Inc.

Beon-Kyu Kim

Anu Chopra

Wenjing Xiao

Huayun Yu

David B Knowles

Stephen D Straight

Victor A Montes

Jun Deng

Frank F Molock, Jr

Robert W Walters

Barry Van Gemert

Elizabeth Ann Zezinka

Jason Ryan Lewis

Anil Kumar

Anthony Michael Chasser

Ronald R Ambrose

John R Schneider

Susan Fundy Donaldson

Frank Molock

Massimiliano Tomasulo

Feng Wang

Xiao-Man Dai

Sujit Mondal

M Frank Haley

Michael Frank Haley

Yunyi Lu

Kevin E Bancroft

Joseph D Turpen

An-Hung Yeh

Brian Shaughnessy

Nicholas J Parise

Emily Amond

The present invention relates to a photochromic article that includes a substrate and a photochromic layer formed from a curable photochromic composition. The photochromic composition includes a polyol component that includes a polycarbonate diol, an isocyanate component that includes an unblocked polyfunctional isocyanate and/or a blocked polyfunctional isocyanate, and at least one photochromic compound. The equivalents ratio of blocked/unblocked isocyanate equivalents of the isocyanate component to hydroxyl equivalents of the polyol component is at least 5:1. The photochromic article exhibits a T(Fade Half Life) at 23° C. of less than or equal to 70 seconds.

Photochromic article

The present invention provides ophthalmic devices comprising at least one photochromic material which is an indeno-fused naphthopyran having a pi-conjugation extending group bonded to the 11-position of the indeno-fused naphthopyran, the pi-conjugation extending group having at least one pendent halo-substituted group bonded thereto. The pi-conjugation extending group extends the pi-conjugation system of said indeno-fused naphthopyran. The 13-position of the indeno-fused naphthopyran is substantially free of spiro-substituents. The invention further provides photochromic materials of specified structure, photochromic compositions, photochromic articles and optical elements that include the photochromic materials. Other non-limiting embodiments relate to methods of making the ophthalmic devices comprising photochromic materials.

Photochromic materials having extended pi-conjugated systems and compositions and articles including the same

The present invention relates to photochromic materials that include one or more indeno-fused naphthopyrans that have particular groups at the 7, 11, and 13 positions thereof, and at the position alpha to the oxygen of the pyran ring thereof. With some embodiments, hydrogen or an alkoxy group is bonded to the 7 position, an optionally substituted phenyl is bonded to the 11 position, two alkyl groups are bonded to the 13 position, and two optionally substituted phenyl groups are bonded to the position alpha to the oxygen of the pyran ring of the indeno-fused naphthopyran compound. The 13 position of the indeno-fused naphthopyrans is free of ether groups in which an ether oxygen is bonded to the 13 position, and hydroxyl. The present invention also relates to photochromic articles and compositions that include such indeno-fused naphthopyrans.

Photochromic materials that include indeno-fused naphthopyrans

Ophthalmic devices comprising photochromic materials having extended pi-conjugated systems

The present invention relates to photochromic compounds that include at least two photochromic moieties that are linked together by a multivalent linking group. The multivalent linking group can be selected so as to be flexible and/or substantially prevent electronic interaction between any two photochromic moieties through the multivalent linking group. The present invention also relates to photochromic compositions and articles that include at least a photochromic amount of one or more photochromic compounds of the present invention.

Photochromic compounds having at least two photochromic moieties

The present invention provides a photochromic material which is an indeno-fused naphthopyran of structural formulas I or II, having a pi-conjugation extending group bonded to the 11-position of the indeno-fused naphthopyran, the pi-conjugation extending group having at least one pendent halo-substituted group bonded thereto. The pi-conjugation extending group extends the pi-conjugation system of said indeno-fused naphthopyran. The 13-position of the indeno-fused naphthopyran is substantially free of spiro-substituents. The invention further provides photochromic materials of specified structure, photochromic compositions, photochromic articles and optical elements that include the photochromic material.

Disclosed are low temperature, moisture curable coating compositions, related coated substrates, and methods for coating a substrate. The coating compositions include an ungelled, secondary amine-containing Michael addition reaction product of reactants including a compound comprising more than one site of ethylenic unsaturation, and an aminofunctional silane.

Low temperature, moisture curable coating compositions and related methods

The present invention provides a photochromic material which is an indeno-fused naphthopyran having a pi-conjugation extending group bonded to the 11-position of the indeno-fused naphthopyran, the pi-conjugation extending group having at least one pendent halo-substituted group bonded thereto. The pi-conjugation extending group extends the pi-conjugation system of said indeno-fused naphthopyran. The 13-position of the indeno-fused naphthopyran is substantially free of spiro-substituents. The invention further provides photochromic materials of specified structure, photochromic compositions, photochromic articles and optical elements that include the photochromic material.

Photochromic materials comprising indeno-fused naphthopyrans having a first electron-withdrawing substituent and, in certain non-limiting embodiments, a second electron-withdrawing substituent are disclosed. The photochromic materials according to the various embodiments may display faster fade rates, bathochromic shift, and higher performance ratings compared to comparable indeno-fused naphthopyrans without the electron-withdrawing substituents. Photochromic compositions and articles, such as optical elements, incorporating the photochromic materials are also disclosed.

Photochromic materials having electron-withdrawing substituents

Described are compositions of at least one material represented by a pyrano[3,2-c]quinoline structure, a pyrano[3,2-c]quinolinone structure or mixtures thereof. The pyrano[3,2-c]quinoline structure is characterized by having a nitrogen atom at the 6-position ring atom and an oxy-substituent at the 5-position ring atom. The pyrano[3,2-c]quinolinone structure is characterized by having a substituted nitrogen atom at the 6-position ring atom and an oxo-substituent at the 5-position ring atom, the nitrogen atom substituents being hydrogen, aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof. Both of the pyrano[3,2-c]quinoline and pyrano[3,2-c]quinolinone structures are characterized by having two substituents at the 2-position ring atom. Also described are photochromic articles that contain or that have coatings or films containing at least one of the novel compositions or combinations thereof with other photochromic materials.

Pyrano-quinolines, pyrano-quinolinones, combinations thereof, photochromic compositions and articles

Growing community of inventors

Gibsonia, PA, United States of America

Beon-Kyu Kim