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Synthesis and performances of extended conjugated stilbene fluorescent dye

Rui Huang (Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, P.R. China)
Kangni Shen (Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, P.R. China)
Teng Xu (Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, P.R. China)
Yongjia Shen (Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, P.R. China)

Pigment & Resin Technology

ISSN: 0369-9420

Article publication date: 3 July 2017

Abstract

Purpose

The purpose of this paper is to explore the optic performance of extended stilbene derivative.

Design/methodology/approach

Five steps were adopted to synthesise novel 4, 4′-bis (2-cyanostyryl) stilbene, which contained three vinyl units in the skeleton (S3E). The structure of S3E was characterised by 1H NMR and EI-MS. Its absorption and emission spectra were also given.

Findings

Compared to C.I. Fluorescent Brightener 199, which contains two vinyl units in the skeleton, S3E showed obvious bathochromic shifts in both UV-VIS and FL spectra. The maximum absorption wavelength and fluorescent wavelength were at 390 nm and 464 nm, respectively, with Stoke’s shift of 74 nm. The absolute fluorescence quantum yield was 0.42. Thermogravimetric analysis (TGA) revealed that the weight loss of S3E was less than 5 per cent at 300 °C. Moreover, the light resistance test showed that S3E in PVC plate can keep the good fluorescent intensity for more than seven days exposed to xenon light. Therefore, it is believed that S3E could satisfy the requirements of colouring PVC as a fluorescent dye.

Practical implications

S3E can be used as a candidate of fluorescent dye in the development of thermoplastics.

Originality/value

The present paper designed and synthesised a new derivative of stilbene, which showed its preference to be a colourant of thermoplastics.

Keywords

Acknowledgements

Supported by “the Fundamental Research Funds for the Central Universities”.

Citation

Huang, R., Shen, K., Xu, T. and Shen, Y. (2017), "Synthesis and performances of extended conjugated stilbene fluorescent dye", Pigment & Resin Technology, Vol. 46 No. 4, pp. 259-266. https://doi.org/10.1108/PRT-03-2016-0037

Publisher

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Emerald Publishing Limited

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