Synthesis of imine-derived triazines with Donor-Acceptor properties

被引:10
作者
Corrochano, Diego R. [1 ]
de la Hoz, Antonio [1 ]
Maria Sanchez-Migallon, Ana [1 ]
Caballero, Ruben [2 ]
Ramirez, Jose R. [1 ]
机构
[1] Univ Castilla La Mancha, Fac Ciencias & Tecnol Quim, Dept Quim Inorgan Organ & Bioquim, Camilo Jose Cela 10, E-13071 Ciudad Real, Spain
[2] Univ Castilla La Mancha, Inst Nanociencia Nanotecnol & Mat Mol INAMOL, Dept Quim Inorgan Organ & Bioquim, Campus Tecnol Fabrica Armas,Ave Carlos III S-N, Toledo 45071, Spain
关键词
Microwave; Green chemistry; Triazine; Donor-Acceptor; Imine; MOLECULAR DESIGN; 1,3,5-TRIAZINE; SPECTROSCOPY; COMPLEXES; DYES; UNIT;
D O I
10.1016/j.jclepro.2016.01.053
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The design of new systems with Donor Acceptor properties is of great interest for the construction of optoelectronic new devices. Considering the strong supramolecular interaction of triazines with graphene a series of imine-derived triazines with Donor-Acceptor properties have been designed. These compounds have been prepared in good to excellent yields (47-92%) using Green conditions, i.e. microwave irradiation in the absence of an acid catalyst Their properties as Donor-Acceptor systems have been studied by Ultraviolet visible and fluorescence spectroscopy and by electrochemical studies. These imine derived triazines are blue-violet emitters (ca. 396 nm) and show large Stokes shifts (c.a. 6700 cm(-1)) and the electrochemical studies shows a high degree of communication between the acceptor triazines and the donor moieties (oxidation potentials up to 1.10 V). These characteristics makes them excellent candidates for the interaction with graphene and the construction of optoelectronic devices, as blue Light Emitting-Diodes (LEDs). (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:223 / 228
页数:6
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