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Journal ArticleDOI

Photoisomerization in different classes of azobenzene

TLDR
This critical review details the studies completed to date on the 3 main classes of azobenzene derivatives and explains the mechanism behind the isomerization mechanism.
Abstract
Azobenzene undergoes trans → cisisomerization when irradiated with light tuned to an appropriate wavelength. The reverse cis →transisomerization can be driven by light or occurs thermally in the dark. Azobenzene's photochromatic properties make it an ideal component of numerous molecular devices and functional materials. Despite the abundance of application-driven research, azobenzene photochemistry and the isomerization mechanism remain topics of investigation. Additional substituents on the azobenzene ring system change the spectroscopic properties and isomerization mechanism. This critical review details the studies completed to date on the 3 main classes of azobenzene derivatives. Understanding the differences in photochemistry, which originate from substitution, is imperative in exploiting azobenzene in the desired applications.

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Citations
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Journal ArticleDOI

Reconsidering azobenzene as a component of small-molecule hypoxia-mediated cancer drugs: A theranostic case study.

TL;DR: The combined high sensitivity and synthetic ease as well as excellent therapeutic response suggests a revival of the azobenzene class of hypoxia activated drugs, especially applied to theranostics, is warranted.
Journal ArticleDOI

Dynamic actuation of glassy polymersomes through isomerization of a single azobenzene unit at the block copolymer interface

TL;DR: It has been shown that a local disruption at the interface of supramolecular glassy polymersomes can immediately spread through over 500 bonds, significantly changing membrane permeability and enabling controllable release of guest molecules.

Advances and opportunities in the exciting world of azobenzenes

TL;DR: In this paper, the authors highlight the latest achievements in the synthesis of red-light-responsive azobenzenes and the emerging application areas of photopharmacology, photoswitchable adhesives and biodegradable materials for drug delivery.
Journal ArticleDOI

Palladium-catalyzed direct ortho alkoxylation of aromatic azo compounds with alcohols.

TL;DR: An efficient and highly regioselective synthesis of 2-alkoxy aromatic azo compounds via palladium(II)-catalyzed alkoxylation of azobenzene derivatives directed by the azo group using alcohols as the alkoxolation reagents and PhI(OAc)2 as the oxidant has been developed.
Journal ArticleDOI

Supramolecular hierarchy among halogen and hydrogen bond donors in light-induced surface patterning

TL;DR: In this paper, a tetrafluorophenol-containing azobenzene photoswitch capable of forming strong hydrogen bonds was introduced, and it was shown that the iodoethynyl motif is highly promising in future development of polymeric optical and photoactive materials driven by halogen bonding.
References
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Journal ArticleDOI

Photomechanics: directed bending of a polymer film by light.

TL;DR: It is shown that a single film of a liquid-crystal network containing an azobenzene chromophore can be repeatedly and precisely bent along any chosen direction by using linearly polarized light.
Journal ArticleDOI

A Reëxamination of the Hammett Equation.

H. H. Jaffé
- 01 Oct 1953 - 
Journal ArticleDOI

Light-driven motion of liquids on a photoresponsive surface

TL;DR: The light-driven motion of a fluid substance in a surface-modified glass tube suggests potential applicability to microscale chemical process systems.
Journal ArticleDOI

Design and synthesis of chromophores and polymers for electro-optic and photorefractive applications

TL;DR: The ability of nonlinear optical materials to transmit, process and store information forms the basis of emerging optoelectronic and photonic technologies as discussed by the authors, where organic chromophore-containing polymers, in which the refractive index can be controlled by light or an electric field, are expected to play an important role.
Journal ArticleDOI

Ultrafast Dynamics of Photochromic Systems.

TL;DR: Reaction dynamics of the photochromic systems such as spiropyran, flugide and diarylethene derivatives in femto- to nano-second time region was reviewed and mechanisms of rapid reaction channels in various phases were discussed.
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