Electron deficient diketopyrrolopyrrole dyes for organic electronics: synthesis by direct arylation, optoelectronic characterization, and charge carrier mobility

Hendsbee, AD; Sun, JonP; Rutledge, LR; Hill, IanG; Welch, GC

HERO ID

3575600

Reference Type

Journal Article

Year

2014

HERO ID 3575600
In Press No
Year 2014
Title Electron deficient diketopyrrolopyrrole dyes for organic electronics: synthesis by direct arylation, optoelectronic characterization, and charge carrier mobility
Authors Hendsbee, AD; Sun, JonP; Rutledge, LR; Hill, IanG; Welch, GC
Volume 2
Issue 12
Page Numbers 4198-4207
Abstract Four electron deficient small molecules based on the diketopyrrolopyrrole (DPP) chromophore were synthesized using microwave-assisted direct arylation reactivity. These molecules are based upon an acceptor-donor-acceptor-donor-acceptor (A(1)-D-A(2)-D-A(1)) framework, where DPP is utilized as the central acceptor (A(2)) unit. We compared the effect of naphthalimide vs. phthalimide terminal acceptors (A(1)), and different DPP (A(2)) alkyl groups, on the optical, thermal, electrochemical and electronic properties. A combination of absorption and emission spectroscopy, differential scanning calorimetry, thermal gravimetric analysis, cyclic voltammetry, ultraviolet photoelectron spectroscopy, charge carrier mobility, and DFT calculations were used to characterize the four materials. All compounds were found to have narrow band-gaps, deep HOMO/LUMO levels, and were able to effectively act as electron transport materials.
Doi 10.1039/c3ta14414c
Wosid WOS:000332388900016
Is Certified Translation No
Dupe Override No
Comments Journal:JOURNAL OF MATERIALS CHEMISTRY A 2050-7488
Is Public Yes