吡啶基二噻吩乙烯轴向配位锰(Ⅱ)-卟啉化合物的合成及性质

doi:10.11944/j.issn.1000-0518.2017.04.160291

摘要/Abstract

摘要：

针对有机光致变色材料实际应用中存在的光量子产率低,抗疲劳性差,记录信息在读取后遭到破坏等瓶颈问题,本文以2-甲基噻吩为原料,经过卤代、傅克酰基化、McMurry环合和Suzuki偶联反应得到的1-(5-氯-2-甲基噻吩-3-基)-2-(5-吡啶基-2-甲基噻吩-3-基)-环戊烯与锰(Ⅱ)-四苯基卟啉反应合成了吡啶基二噻吩乙烯轴向配位锰(Ⅱ)-卟啉化合物,通过紫外可见(UV-Vis)吸收光谱研究了其光致变色性能和抗疲劳性,并结合荧光光谱对无损读取功能进行了探究。实验结果表明,该化合物具有良好的光致变色性能及优良的抗疲劳性,通过波长为254、490和550 nm的光调控可无损地实现信息的写-读-擦过程,该物质有望应用于二进制存储设备中。

关键词: 吡啶基二噻吩乙烯, 锰(Ⅱ)-卟啉, 光致变色, 抗疲劳性, 无损读取

Abstract:

Organic photochromic materials have bottleneck problems including low photon yield, poor fatigue resistance and destruction of recorded information after read-out in practical application. In this paper the pyridyl dithienylethene axially coordinated to Mn(Ⅱ)-porphyrin was synthesized by 1-(5-chloro-2-methylthien-3-yl)-2-[5-pyridyl-2-methylthien-3-yl]cyclopentene via halogenation, Friedel-Crafts acylation, McMurry coupling, Suzuki coupling by using 2-methyl-thiophene as the starting material coordinating with Mn(Ⅱ)-porphyrin. Photochromic properties and fatigue resistance of the target compound were investigated by ultraviolet-visible(UV-Vis) spectrum, and the function of nondestructive readout was also researched by fluorescence spectrum. The experimental results indicate that the target compound possesses good photochromic properties and fatigue resistance, and the “write-read-erase” process can be achieved by using the light of 254 nm, 490 nm, and 550 nm, respectively, without concomitant loss of data which is expected to be used in binary storage devices.

Key words: pyridyl dithienylethene, Mn(Ⅱ)-porphyrin, photochromism, fatigue resistance, nondestructive readout

李济婷, 胡炳成, 余传明, 刘成. 吡啶基二噻吩乙烯轴向配位锰(Ⅱ)-卟啉化合物的合成及性质[J]. 应用化学, 2017, 34(4): 402-407.

LI Jiting, HU Bingcheng, YU Chuanming, LIU Cheng. Synthesis and Properties of Pyridyl Dithienylethene Axially Coordinated to Mn(Ⅱ)-Porphyrin[J]. Chinese Journal of Applied Chemistry, 2017, 34(4): 402-407.

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