Synthesis and photochromic properties of dithienylmaleimides with sulfur-containing fragments

Synthesis and photochromic properties of dithienylmaleimides with sulfur-containing fragments
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含硫片段二噻吩马来酰亚胺的合成及光致变色性能

DOI:
10.1007/s11172-012-0295-z
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发表时间:
2012
影响因子:
1.7
通讯作者:
V. A. Barachevskii
V. A. Barachevskii
中科院分区:
化学4区
文献类型:
--
作者:
O. Y. Kuznetsova;I. V. Platonova;B. Lichitskii;M. Krayushkin;V. A. Barachevskii

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二芳基乙烯会发生两种热稳定形式之间的化合价异构化:开放形式和环状形式。 1 这些化合物是基于分子光开关1、2 和用于记录、处理和存储数据的大容量信息载体的最有前途的候选化合物。 2—4可用于此目的的光致变色化合物应具有一定的操作特性:两种异构形式的热稳定性、高量子产率以及光转化的高抗疲劳性。1、2-二噻吩乙烯,特别是含有马来酸酐或马来酰亚胺片段作为乙烯桥的产品2是满足这些条件的一类光致变色化合物。基于光致变色二噻吩马来酰亚胺和贵金属纳米颗粒开发的光控系统特别令人感兴趣。 5 为了使光致变色化合物与贵金属纳米颗粒产生有效的分子相互作用,在光致变色的结构中必须存在提供光致变色分子与金属纳米颗粒结合的片段。硫醇基团可以作为这样的片段6、7,然而,相应衍生物的合成由于其稳定性低而遇到一定的困难。
Diarylethenes are subject to the valence isomerization between two thermally stable forms: open and cyclic. 1 These compound are the most promising candidates for the development on their basis of molecular photoswitches1, 2 and carriers of information of large capacity used for recording, processing, and storage of data. 2—4 Photochromic compounds, which can be used for such a purpose, should possess a certain set of operating characteristics: the thermal stability of both isomeric forms, the high quantum yield, as well as the high fatigue resistance of phototransformations.1, 2-Dithienylethenes, in particular, the products containing maleic anhydride or maleimide fragments as the ethene bridge, 2 are one class of photochromic compounds meeting these conditions. Photocontrolled systems developed based on photochromic dithienylmaleimides and nanoparticles of noble metals are of special interest. 5 To bring into being efficient molecular interactions of photochromic compounds with nanoparticles of noble metals, the presence of a fragment providing binding of the photochromic molecule with the metal nanoparticle is necessary in the structure of photochrom. Thiol groups can serve as such fragments, 6, 7 however, the synthesis of the corresponding derivatives meets certain difficulties caused by their low stability.