Synthesis and Properties of Novel Photochromic Dyads Based on Spiropyrans and Schiff Base

Chem. J. Chinese Universities ›› 2011, Vol. 32 ›› Issue (10): 2301.

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Synthesis and Properties of Novel Photochromic Dyads Based on Spiropyrans and Schiff Base

YIN De-Fei², CHENG Hong-Bo¹, HUO Xiao-Lian¹, LI Hai-Ning², PANG Mei-Li^1*

1. Department of Chemsitry, Nankai University, Tianjin 300071, China;
2. General Armament Department Engineer Scientific Research First Institute, Wuxi 214035, China

Received:2010-11-16 Revised:2011-01-28 Online:2011-10-10 Published:2011-09-11
Contact: PANG Mei-Li E-mail:pangmeili@nankai.edu.cn
Supported by:
国家自然科学基金(批准号: 20971071, 20602020)资助.

Abstract

Abstract: A series of novel photochromic compounds(4a—4n) based on spiropyrans and Schiff base were synthesized. Their structures were characterized by 1H NMR, IR, and HRMS. The compounds were proved by UV measurement to have excellent photochromic properties both in organic solutions and in PMMA polymer films. The thermal decay process of the representative compound 4a in methanol, and compounds 4a, 4f in PMMA polymer films were also studied. The color of compound 4e differed from other compounds. Its merocyanine form exhibited rare green color. The representative compound 4a show good fluorescence properties in dichloromethane solution. The results showed that the novel photochromic compounds based on spiropyrans and Schiff base have excellent photochromic properties in methanol, dichloromethane, cyclohexane solution, and PMMA polymer films. These properties are great helpful for their potential application in the field of multi-function material.

Key words: Spiropyran, Schiff base, Photochromism, Fluorescence property

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YIN De-Fei, CHENG Hong-Bo, HUO Xiao-Lian, LI Hai-Ning, PANG Mei-Li*. Synthesis and Properties of Novel Photochromic Dyads Based on Spiropyrans and Schiff Base[J]. Chem. J. Chinese Universities, 2011, 32(10): 2301.

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Synthesis and Properties of Novel Photochromic Dyads Based on Spiropyrans and Schiff Base

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