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Photochromic Compounds (photochromic + compound)

Distribution by Scientific Domains

Chemistry	87%

Selected Abstracts

Synthesis of 2-Benzyl-1,10-phenanthrolines Substituted by Sulfoxide or Sulfone Groups as Potential Photochromic Compounds.

CHEMINFORM, Issue 3 2003
Arnault Heynderickx
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

An organic photochromic compound: (2S)-2,-ethoxy-1,3,3-trimethyl-6,-(piperidin-1-yl)spiro[indoline-2,3,-3,H -naphtho[2,1- b][1,4]oxazine]

ACTA CRYSTALLOGRAPHICA SECTION C, Issue 12 2009
Jian Lin
In the course of our synthesis of hybrid photochromic compounds, the unexpected new organic photochromic title compound, C29H33N3O2, (I), was obtained. It is a derivative of the parent spirooxazine 1,3,3-trimethyl-6,-(piperidin-1-yl)spiro[indoline-2,3,-3,H -naphtho[2,1- b][1,4]oxazine], (II). The 2,-ethoxy group gives (I) different photochromic properties from its parent spirooxazine (II). [source]

3,3,4,4,5,5-Hexafluoro-1-(2-methoxyphenyl)-2-[5-(4-methoxyphenyl)-2-methyl-3-thienyl]cyclopent-1-ene: a photochromic compound

ACTA CRYSTALLOGRAPHICA SECTION C, Issue 5 2009
Congbin Fan
The photochromic title compound, C24H18F6O2S, has thienyl and aryl substituents on the C=C double bond of the shallow half-chair-shaped cyclopentene ring. The planes of the two substituent rings are inclined to that of the cyclopentene ring, with dihedral angles between the mean plane of the cyclopentene ring and those of the phenylene and thienyl rings of 51.2,(1) and 51.3,(1)°, respectively. The molecule adopts an antiparallel conformation, with a distance between the two photoreactive C atoms of 3.717,(2),Å. [source]

Bisthienylethenes Containing a Benzothiadiazole Unit as a Bridge: Photochromic Performance Dependence on Substitution Position

CHEMISTRY - A EUROPEAN JOURNAL, Issue 3 2010
Weihong Zhu Prof.
Abstract A conveniently synthesized photochromic compound, BTB-1, containing an unprecedented six-membered 2,1,3-benzothiadiazole unit as the center ethene bridge, possesses good photochromic performance, with a high cyclization quantum yield and moderate fatigue resistance in solution or an organogel system. The fluorescence of BTB-1 can be modulated by solvato- and photochromism. However, the analogue BTB-2, in which the dimethylthiophene substituents are relocated to the 5,6-positions of benzothiadiazole, does not show any detectable photochromism. To the best of our knowledge, this is the first example of six-membered bridge bisthienylethenes (BTEs) in which the photochromism can be controlled by the substitution position. The photochromism difference is elucidated by the analysis of resonance structure, the Woodward,Hoffmann rule, and theoretical calculations on the ground-state potential-energy surface. In a well-ordered single-crystal state, BTB-1 adopts a relatively rare parallel conformation, and forms an interesting two-dimensional structure due to the presence of multiple directional intermolecular interactions, including CH,,,N and CH,,,S hydrogen-bonding interactions, and ,,, stacking interactions. This work contributes to several aspects for developing novel photochromic BTE systems with fluorescence modulation and performances controlled by substitution position in different states (solution, organogel, and single crystal). [source]

Switchable Fluorescent and Solvatochromic Molecular Probes Based on 4-Amino- N -methylphthalimide and a Photochromic Diarylethene

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2008
Sergey F. Yan
Abstract New fluorescent photochromic compounds (1 -H and 1 -Boc) have been synthesized and characterized in different solvents. The fluorescence emission can be switched "on" and "off" with visible light and UV, respectively, by means of the photochromic reaction. The emission wavelength and efficiency strongly depend on the polarity of the solvent. The compounds show a positive solvatochromic effect in the emission maxima, and their fluorescence quantum yield decreases as the solvent's polarity increases (from cyclohexane to dioxane). In solvents more polar than dioxane the emission is too weak and therefore undetectable, and thus 1 -H and 1 -Boc behave as "normal" photochromic compounds. The photochromic reaction is also sensitive to the environment. A decrease of more than an order of magnitude was found for the quantum yield of the colouring reaction (,OF,CF) for 1 -H in ethanol compared with cyclohexane, and an about threefold decrease in ,OF,CF was observed for the compound 1 -Boc in polar solvents (compared with apolar solvents). For both compounds the ring-opening reaction was found not to dependent on the solvent. The novel fluorescent molecular switches 1 -H and 1 -Boc are able to probe the polarity of their microenvironment. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source]

Synthesis of New Thiophene-Substituted 3,3-Diphenyl-3H -naphtho[2,1- b]pyrans by Cross-Coupling Reactions, Precursors of Photomodulated Materials

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2003
Michel Frigoli
Abstract 3,3-Diphenyl-3H -naphtho[2,1- b]pyrans linked to one, two, or three thiophene nuclei in different positions of the naphthalene moiety (5, 6, 8, and 9) by a covalent bond have been prepared in good yields. A Suzuki cross-coupling reaction was used with two possible strategies: chromenization before the coupling with oligothiophenes or chromenization after the coupling, the main intermediates being the diphenyl propargylic alcohol, the functionalized naphthol derivatives, and the thiophenic boronates. The overall yields for obtaining such photochromic compounds are generally quite satisfying. For the 7-position, the coupling reaction has been realized using a Grignard reaction between a tetralone derivative and a thiophenic bromo magnesium intermediate. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]

Photochromic composites based on porous stretched polyethylene filled by nematic liquid crystal mixtures

POLYMERS FOR ADVANCED TECHNOLOGIES, Issue 2 2010
Alexey Bobrovsky
Abstract A number of the novel photochromic polyethylene (PE)-based liquid crystal composites were prepared and studied. The oriented stretched porous polyethylene films were used as the polymer matrices. Commercial liquid crystals doped with new photochromic compounds were introduced into PE films and photo-optical properties of the obtained composites were investigated. It was shown that a director of nematic liquid crystals is highly oriented along the stretching axis of PE films resulting in noticeable linear dichroism of the PE composite films. New approaches for reversible or irreversible image recording on PE LC composites by UV irradiation were demonstrated. Copyright © 2009 John Wiley & Sons, Ltd. [source]