Tunable visible and near infrared photoswitches

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Tomlinson_Tunable_Visible_2016.pdf (3.06 MB)
Authors
Hemmer, James R.
Poelma, Saemi O.
Treat, Nicolas
Page, Zachariah A.
Dolinski, Neil D.
Diaz, Yvonne J.
Tomlinson, Warren
Clark, Kyle D.
Hooper, Joseph P.
Hawker, Craig
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Date of Issue
2016
Date
Publisher
American Chemical Society
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Abstract
A class of tunable visible and near-infrared donor−acceptor Stenhouse adduct (DASA) photoswitches were efficiently synthesized in two to four steps from commercially available starting materials with minimal purification. Using either Meldrum’s or barbituric acid “acceptors” in combination with aniline-based “donors”, an absorption range spanning from 450 to 750 nm is obtained. Additionally, photoisomerization results in complete decoloration for all adducts, yielding fully transparent, colorless solutions and films. Detailed investigations using density functional theory, nuclear magnetic resonance, and visible absorption spectroscopies provide valuable insight into the unique structure−property relationships for this novel class of photoswitches. As a final demonstration, selective photochromism is accomplished in a variety of solvents and polymer matrices, a significant advantage for applications of this new generation of DASAs.
Type
Article
Description
The article of record as published may be found at http://dx.doi.org/10.1021/jacs.6b07434
URI
https://hdl.handle.net/10945/53766
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Department
Physics
Organization
Naval Postgraduate School (U.S.)
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Sponsors
National Science Foundation (MRSEC program DMR 1121053)
California NanoSystems Institute (CNSI) Challenge Grant Program
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Format
7 p.
Citation
J.R. Hemmer, et al, "Tunable visible and near infrared photoswitches," Journal of the American Chemical Society, v.138, (2016) p. 13960-13966.
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This publication is a work of the U.S. Government as defined in Title 17, United States Code, Section 101. Copyright protection is not available for this work in the United States.
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