Kinetic, electrochemical, and optical storage of a novel diarylethene

A new unsymmetrical photochromic diarylethene compound, [1-(2-methyl-5-phenyl-3-thienyl),2-(2-methyl-5-(2-pyridyl)-3-thienyl)]perfluorocyclopentene (1a), was synthesized and its photochemical properties, such as photochromism and kinetics in solution as well as in PMMA amorphous film, electrochemical properties and optical strorage properties were investigated in detail. The results showed that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction, the electrochemical properties suggests that the diarylethene derivative can be used as an electrochemical switch and electrochemistry data storage, and the optical propertis can be potential use for data storage.

[1]  Tibor Kudernac,et al.  Temperature Gating of the Ring‐Opening Process in Diarylethene Molecular Switches , 2007 .

[2]  M. Workentin,et al.  Reductive electrochemical cyclization of a photochromic 1,2-dithienylcyclopentene dication. , 2004, Angewandte Chemie.

[3]  Masahiro Irie,et al.  Dithienylethenes with a novel photochromic performance. , 2002, The Journal of organic chemistry.

[4]  Shouzhi Pu,et al.  Photochromic diarylethenes for three-wavelength optical memory , 2006 .

[5]  Tibor Kudernac,et al.  Oxidative electrochemical switching in dithienylcyclopentenes, part 1: effect of electronic perturbation on the efficiency and direction of molecular switching. , 2005, Chemistry.

[6]  Shouzhi Pu,et al.  Syntheses and optoelectronic properties of four photochromic dithienylethenes , 2005 .

[7]  Masahiro Irie,et al.  Substituent effect on the photochromic reactivity of bis(2-thienyl)perfluorocyclopentenes , 2001 .

[8]  Tibor Kudernac,et al.  Oxidative electrochemical switching in dithienylcyclopentenes, Part 2: effect of substitution and asymmetry on the efficiency and direction of molecular switching and redox stability. , 2005, Chemistry.

[9]  Kenji Matsuda,et al.  Photochromism of diarylethenes linked by hydrogen bonds in the single-crystalline phase. , 2003, Chemistry.

[10]  Yi Chen,et al.  Combination of fluorescent switch and electrochemical switch based on a photochromic diarylethene , 2006 .

[11]  Shouzhi Pu,et al.  Synthesis and chlorine atom position effect on the properties of unsymmetrical photochromic diarylethenes , 2008 .

[12]  K. Matsuda,et al.  Full-color photochromism of a fused dithienylethene trimer. , 2005, Journal of the American Chemical Society.

[13]  He Tian,et al.  Recent progresses on diarylethene based photochromic switches. , 2004, Chemical Society reviews.

[14]  Shouzhi Pu,et al.  Efficient synthesis and properties of isomeric photochromic diarylethenes having a pyrrole unit. , 2007, Organic letters.