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Facile Synthesis and Chain‐Length Dependence of the Optical and Structural Properties of Diketopyrrolopyrrole‐Based Oligomers
Author(s) -
Mukhopadhyay Tushita,
Puttaraju Boregowda,
Roy Palas,
Dasgupta Jyotishman,
Meyer Andreas,
Rudnick Alexander,
Tscheuschner Steffen,
Kahle FrankJulian,
Köhler Anna,
Patil Satish
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702131
Subject(s) - crystallinity , trimer , materials science , monomer , oligomer , spectroscopy , fluorescence correlation spectroscopy , grazing incidence small angle scattering , dispersity , crystallography , scattering , chemical engineering , fluorescence , analytical chemistry (journal) , polymer , chemistry , polymer chemistry , optics , small angle neutron scattering , organic chemistry , dimer , physics , neutron scattering , quantum mechanics , composite material , engineering
Abstract Here, we report the synthesis, optical properties, and solid‐state packing of monodisperse oligomers of diketopyrrolopyrrole (DPP) up to five repeating units. The optical properties of DPP oligomers in solution and the solid state were investigated by a combination of steady‐state and transient spectroscopy. Transient absorption spectroscopy and time‐correlated single photon counting (TCSPC) measurements show that the fluorescence lifetime decreases with an increase in the oligomer size from monomer to trimer, thereby reaching saturation for pentameric DPP oligomers. The solid‐state packing and crystallinity were probed by using advanced techniques, which included grazing incidence small‐angle X‐ray scattering (GISAXS) and X‐ray diffraction (XRD) to elucidate the structure–property trend. Collectively, our chain‐length dependent studies establish the fundamental correlation between the structure and property and provide a comprehensive understanding of the solid‐state properties in DPP–DPP based conjugated systems.