Effects of Donor and Acceptor Units Attached with Benzoselenadiazole: Optoelectronic and Self-Assembling Patterns

• DOI: 10.1021/acs.cgd.5b01179
• Publication Date: 2015-10-12T19:20:49Z
• Authors: Sahidul Mondal; Maruthi Konda; Brice Kauffmann; Manoj K. Manna; Apurba K. Das
• Keywords: 02 engineering and technology; 0210 nano-technology

Here, we report the effects of electron donor and acceptor units attached with benzoselenadiazole for the change in optoelectronic and packing patterns in solid states. We have synthesized 4-methoxybenzene, naphthalene, and 4-nitrobenzene capped benzoselenadiazoles (compounds 1–3 respectively) and studied their photophysical as well as electrochemical properties. All three molecules show two absorption bands (π–π transition band and CT-band). Three molecules (1–3) show orange, yellow-green, and green colors in dichloromethane solutions upon irradiation of UV light at 365 nm. Benzoselenadiazole-based compounds 1–2 form head to head dimers via Se···N interactions in the solid states. Compounds 1 and 2 show interlock type packing via Se···N interaction in their solid state structures. Se···π interaction takes a major role to form interlocked sheet type structures in crystal packing of compound 1, whereas Se···N, N···N, and CH···π interactions help to form a supramolecular sheet type of structure in the cryst...