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Synthesis of new alkoxy substituted 4-piperidinobenzylidene malononitrile (PDCST) nonlinear optical chromophores

The new alkoxy-substituted 4-piperidinobenzylidene malononitrile (PDCST) nonlinear optical chromophores were synthesized for investigation into substitutional effect on electrooptic properties and response time. The concise fourstep procedure afforded PDCST skeleton with various alkoxy-substituted groups such as methoxy, ethoxy and isobutoxy. Structures were confirmed by H, C-NMR and EI-MS spectroscopic analysis. | Vietnam Journal of Chemistry, International Edition, 55(2): 163-166, 2017 DOI: 10.15625/2525-2321.2017-00437 Synthesis of new alkoxy substituted 4-piperidinobenzylidene malononitrile (PDCST) nonlinear optical chromophores Nguyen Quoc Vuong1*, Kim Nakjoong2, Tran Thi Phuong Thao3, Nguyen Le Tuan4, Tran Van Sung3 1 Institute of Marine Biochemistry, Vietnam Academy of Science and Technology 2 Department of Chemistry, Hanyang University, Seoul, Korea 3 Institute of Chemistry, Vietnam Academy of Science and Technology 4 Department of Chemistry, Quy Nhon University Received 19 December 2016; Accepted for publication 11 April 2017 Abstract The new alkoxy-substituted 4-piperidinobenzylidene malononitrile (PDCST) nonlinear optical chromophores were synthesized for investigation into substitutional effect on electrooptic properties and response time. The concise fourstep procedure afforded PDCST skeleton with various alkoxy-substituted groups such as methoxy, ethoxy and isobutoxy. Structures were confirmed by H, C-NMR and EI-MS spectroscopic analysis. Keywords. Nonlinear optical chromophores, 4-piperidinobenzylidene malononitrile (PDCST), bromination; formylation; Buchwald-Hartwing, Knoevenagel condensation. 1. INTRODUCTION investigation into substitutional effect on electrooptic properties and response time. During the past decades, organic photorefractive (PR) materials have received considerable attention because of their potential application in communication, data storage and image processing devices [1-5]. To exhibit photorefractive property, PR materials have to possess both photoconductivity and optical nonlinearity simultaneously so that spatially oscillating space-charge field is formed under the illumination of non-uniform light generated by the interference of two coherent laser beams via an electro-optic effect. One of the categories of this material is photoconductive polymers doped with second order nonlinear optical (NLO) chromophores. The .