Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (4): 402-407.DOI: 10.11944/j.issn.1000-0518.2017.04.160291

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Synthesis and Properties of Pyridyl Dithienylethene Axially Coordinated to Mn(Ⅱ)-Porphyrin

LI Jiting,HU Bingcheng(),YU Chuanming,LIU Cheng   

  1. School of Chemical Engineering,Nanjing University of Science and Technology,Nanjing 210094,China
  • Received:2016-07-13 Accepted:2016-10-10 Published:2017-03-31 Online:2017-03-31
  • Contact: HU Bingcheng

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