Highly soluble perylene diimide and oligomeric diimide dyes combining perylene and hexa(ethylene glycol) units: Synthesis, characterization, optical and electrochemical properties

Bodapati, JB; Icil, H

HERO ID

3575433

Reference Type

Journal Article

Year

2008

HERO ID 3575433
In Press No
Year 2008
Title Highly soluble perylene diimide and oligomeric diimide dyes combining perylene and hexa(ethylene glycol) units: Synthesis, characterization, optical and electrochemical properties
Authors Bodapati, JB; Icil, H
Journal Dyes and Pigments
Volume 79
Issue 3
Page Numbers 224-235
Abstract A novel, soluble, perylene oligomeric diimide dye, termed EOPPI was synthesized in high yield; for comparison, a small dye molecule, termed EOPDI, was also synthesized; both products readily dissolved in a wide range of organic solvents. The compounds were characterized using NMR, IR, MS, UV-vis, MS, GC-MS, HRMS, DSC, TGA, elemental analysis and cyclic voltammetry. The average molecular mass of EOPPI was 4460, its intrinsic viscosity was 0.3 dl g(-1) in m-cresol at 20 degrees C. The band gap energy (E-g), LUMO and HOMO energy values were 2.25, -3.78 and -6.03 eV for the small dye molecule and 2.24, -3.85 and -6.09 eV for the oligomer, respectively. The temperatures at which the monomer and oligomer began to lose mass were 300 and 375 degrees C, respectively. The oligomer showed concentration-dependent color tunability. (C) 2008 Elsevier Ltd. All rights reserved.
Doi 10.1016/j.dyepig.2008.02.009
Wosid WOS:000257604900002
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword perylene polyimide; oligomer; solubility; electrochemistry; thermally stable; color tunability