Preparation, Characterization and Property of an Azo Dye and Its Doping Film

doi:10.11901/1005.3093.2015.703

Chinese Journal of Materials Research

2016, Vol. 30

Issue (10): 731-736 DOI: 10.11901/1005.3093.2015.703

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Preparation, Characterization and Property of an Azo Dye and Its Doping Film

Xiumei SONG^1,²,Zongcai FENG^1,^2,^**(

),Jiuying FENG^1,²,Cuijuan FENG¹,Bing HAN¹

1. School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang 524048, China
2. Development Center for New Materials Engineering & Technology in Universities of Guangdong, Zhanjiang 524048, China;

Cite this article:

Xiumei SONG,Zongcai FENG,Jiuying FENG,Cuijuan FENG,Bing HAN. Preparation, Characterization and Property of an Azo Dye and Its Doping Film. Chinese Journal of Materials Research, 2016, 30(10): 731-736.

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Abstract

An azodye, 3', 5'-dibromo-4-(N, N-dimethyl)aminoazobenzene was synthesized and characterized by IR, NMR, ESI-MS, element analysis and single-crystal X-ray diffraction. Then the azo dyedoped polymethyl methacrylate film was prepared by host-guest doping method. The photoisomerization properties the doped polymethyl methacrylate both in liquid and solidstates were studied by UV-Vis spectrum and fluorescence spectrum. Additionally, the thermostability of azodyewas characterized by TG. The results show that the molecule of azodye crystal exists as trans-isomer, the benzene rings and -N=N- are nearly coplanar. And the azodye both in solvent and film display significant photoisomerization property, with the process describing as the first order kinetics reaction. The fluorescence intensity of the trans-isomer is stronger than that of the cis-isomer. The azodye is stable below 250℃.

Key words: organic polymer materials azodye photoisomerization rate constant crystal polymethyl methacrylate

Received: 04 December 2015

Fund: *Supported by National Natural Science Foundation of China No. 51403183 and Science and Technology Project of Zhanjiang Nos. 2014B01031 ＆ 2015A02008.

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	Xiumei SONG
	Zongcai FENG
	Jiuying FENG
	Cuijuan FENG
	Bing HAN

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https://www.cjmr.org/EN/10.11901/1005.3093.2015.703 OR https://www.cjmr.org/EN/Y2016/V30/I10/731

Fig.1 The synthetic route and photoisomerization process of the azo dye

Fig.2 Molecular structure of the azo dye crystal

Fig.3 ¹H NMR spectra of azo dye in CDCl₃ before and after λ₄₀₅ light irradiation

Fig.4 Time-dependent change of absorption spectra of azo dye in ethyl acetate (a: λ₄₀₅, b: λ₃₆₅)

Fig.5 Time-dependent change of absorption spectra of doped azo dye PMMA film upon λ₄₀₅ light irradiation

Fig.6 The first-order plots of photoisomerization of azodye in solvent and PMMA

Fig.7 Fluorescence spectra of azo dye in different solvents

Table 1 The fluorescence spectra of azo dye in different polar solvents

Fig.8 Time-dependent change of fluorescence spectra of azodye in (a) dichloromethane and (b) PMMA film upon UV irradiation

Fig.9 TG curve of the azodye

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