Syntheses and optoelectronic properties of four photochromic dithienylethenes

Pu, Shouzhi; Yang, Tianshe; Xu, Jingkun; Shen, Liang; Li, Guizhen; Xiao, Qiang; Chen, Bing

doi:10.1016/j.tet.2005.04.044

Cited by 147 publications

(85 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This is in accordance with the theory that the longer conjugation length of a closedring isomer generally leads to a less positive oxidation potential. [16,17] After the cyclization reaction, the p electrons are delocalized throughout the two connected aryl moieties and extend to the substituents so that the p-conjugation length in the closed-ring isomers 1 c-4 c is much longer than in their open-ring isomers 1 o-4 o, resulting in a cathodic shift of the oxidation onsets of 1 c-4 c. However, no ringclosing or -opening reactions were observed during the electrochemical characterizations.…”

Section: Resultsmentioning

confidence: 99%

Nonsymmetrical Dithienylethenes Bearing Dithieno[3,2‐b:2′,3′‐d]thiophene Units with Photochromic Performance in the Crystalline Phase

Wang

Lin

et al. 2013

Chemistry A European J

View full text Add to dashboard Cite

Four novel nonsymmetrical photochromic diarylethene compounds containing dithieno[3,2-b:2',3'-d]thiophene units were designed and synthesized to investigate their photochromic properties. All these molecules adopt a photoactive antiparallel conformation in single crystals, as revealed by X-ray crystallographic analysis, and exhibit excellent photochromism in solution as well as in the crystalline phase.

show abstract

Section: Resultsmentioning

confidence: 99%

Nonsymmetrical Dithienylethenes Bearing Dithieno[3,2‐b:2′,3′‐d]thiophene Units with Photochromic Performance in the Crystalline Phase

Wang

Lin

et al. 2013

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…It was synthesized according to the similar procedure Pu et al [6]. Under an argon gas atmosphere, dissolving compound 2 in dry THF and then n-butyllithium was added at 195 K. Stirring was continued for 0.5 h, then compound 3 was added and the mixture was stirred for 1 h at this low temperature.…”

Section: Methodsmentioning

confidence: 99%

“…These reversible changes can be potentially used for optical data storage, photoswitching devices [3,4]. Over the past several decades, an increasing number of photochromic compounds have been synthesized because of their potential applications in optoelectronic devices, such as photochemical reactivity, thermal stability, and fatigue resistance [5,6]. In particular, diarylethenes with different substituted aryl group can be readily modulated to influence the optoelectronic properties of corresponding diarylethenes.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of 1-[2-methyl-5-(9-anthracyl)-3-thienyl]-2-[2-methyl-5-(4-n-pentyl phenyl)-3-thienyl]perfluoroyclopentene

Liu¹,

Liu²,

Zhang³

2016

Proceedings of the 4th 2016 International Conference on Material Science and Engineering (ICMSE 2016)

View full text Add to dashboard Cite

Abstract. An unsymmetrical photochromic diarylethene, 1-(2-methyl-5-(9-anthracyl)-3-thienyl) -2-[2-methyl-5-(4-n-pentylphenyl)-3-thienyl] perfluorocyclopentene was synthesized at first. Its photochromic and fluorescence properties were investigated in detail. This compound exhibited reversible photochromism, changing from colorless to blue after irradiation with UV light in solution. Moreover, the diarylethene showed fluorescence switches upon irradiation with UV/Vis light.

show abstract

“…It was lithiated and then coupled with octafluorocyclopentene to generate a mono-substituted diarylethene compound (5). Finally, 3-bromo-2-methyl-5-[4-(N,Ndimethylammino)phenyl]thiophene (3) [31] was lithiated and then coupled with compound 5 to give the target diarylethene compound 1a. The structure of 1a was confirmed by NMR spectroscopy, IR, and elemental analysis.…”

Section: Synthesis Of Recording Materialsmentioning

confidence: 99%

Polarization holographic optical recording based on a new photochromic diarylethene compound

Liu

et al. 2010

Front. Chem. China

Self Cite

View full text Add to dashboard Cite

A new unsymmetrical photochromic diarylethene, namely1-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyl]-2-[2-methyl-5-(3-methoxylphenyl)-3-thienyl] perfluorocyclopentene (1a), was synthesized. The compound showed good photochromism, high sensitivity and remarkable fatigue-resistance both in solution and in poly(methyl methacrylate) (PMMA) matrix with UV/ Vis light irradiation. The absorption maximum of its closed-ring isomer was observed at 624 nm in PMMA amorphous film. It is a nice match for the wavelength of the recording laser (633 nm). Using this target compound as recording medium, four types of polarization holographic optical recordings were performed successfully using a He-Ne laser. The results showed that only the orthogonal circular polarization recording could obtain a hologram with high diffraction efficiency and high signal-to noise-ratio. With multiplexing recording technology, three types of polarization multiplexing holographic optical recordings, including angular multiplexing, polarization multiplexing, and angular plus polarization multiplexing holographic recording, were also carried out perfectly based on its photoinduced anisotropic phenomenon accompanying the photochromic reaction by photoirradiation. The results demonstrate that the multiplexing recording technology is an effective method to improve recording capacity when using diarylethene 1 as recording medium.

show abstract

Syntheses and optoelectronic properties of four photochromic dithienylethenes

Cited by 147 publications

References 27 publications

Nonsymmetrical Dithienylethenes Bearing Dithieno[3,2‐b:2′,3′‐d]thiophene Units with Photochromic Performance in the Crystalline Phase

Nonsymmetrical Dithienylethenes Bearing Dithieno[3,2‐b:2′,3′‐d]thiophene Units with Photochromic Performance in the Crystalline Phase

Synthesis and Properties of 1-[2-methyl-5-(9-anthracyl)-3-thienyl]-2-[2-methyl-5-(4-n-pentyl phenyl)-3-thienyl]perfluoroyclopentene

Polarization holographic optical recording based on a new photochromic diarylethene compound

Contact Info

Product

Resources

About