A bis(trialkoxybenzamide)-functionalized quaterthiophene derivative was synthesized and its self-assembly properties in solution were studied. In non-polar solvents such as cyclohexane, this quaterthiophene π-system formed fibril aggregates with an H-type molecular arrangement due to synergistic effect of hydrogen bonding and π-stacking. The self-assembled fibres were found to gelate numerous organic solvents of diverse polarity. The charge transport ability of such elongated fibres of quaterthiophene π-system was explored by the pulse radiolysis time resolved microwave conductivity (PR-TRMC) technique and moderate mobility values were obtained. Furthermore, initial AFM and UV-vis spectroscopic studies of a mixture of our electron-rich quaterthiophene derivative with the electron acceptor [6,6]-phenyl-C₆₁-butyric acid methyl ester (PCBM) revealed a nanoscale segregated assembly of the individual building blocks in the blend.
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http://dx.doi.org/10.3762/bjoc.6.122 | DOI Listing |
Chem Mater
December 2024
School of Chemistry and Biochemistry, School of Materials Science and Engineering, Center for Organic Photonics and Electronics, Georgia Tech Polymer Network, Georgia Institute of Technology, Atlanta, Georgia 30332, United States.
Exploring both electron donor and acceptor phase components in bulk heterojunction structures has contributed to the advancement of organic photovoltaics (OPV) realizing power conversion efficiencies reaching 20%. Being able to control backbone planarity of the donor polymer, while understanding its effects on the polymer conformation and photophysical properties, fosters the groundwork for further achievements in this realm. In this report, three isomeric PM7 derivatives are designed and synthesized where the benzodithiophene-4,8-dione structure is replaced by a quaterthiophene bridge carrying two ester moieties.
View Article and Find Full Text PDFActa Crystallogr A Found Adv
May 2022
Institute of Solid State Physics, Friedrich Schiller University Jena, Helmholtzweg 5, Jena, 07743, Germany.
While the crystal structure of the polymorph phase can be studied in three dimensions conveniently by X-ray methods like grazing-incidence X-ray diffraction (GIXD), the first monolayer is only accessible by surface-sensitive methods that allow the determination of a two-dimensional lattice. Here, GIXD measurements with sample rotation are compared with distortion-corrected low-energy electron diffraction (LEED) experiments on conjugated molecules: 3,4;9,10-perylenetetracarboxylic dianhydride (PTCDA), 6,13-pentacenequinone (P2O), 1,2;8,9-dibenzopentacene (trans-DBPen) and dicyanovinyl-quaterthiophene (DCV4T-Et2) grown by physical vapor deposition on Ag(111) and Cu(111) single crystals. For these molecular crystals, which exhibit different crystallographic lattices and crystal orientations as well as epitaxial properties, the geometric parameters of the three-dimensional lattice are compared with the corresponding geometry of the first monolayer.
View Article and Find Full Text PDFActa Crystallogr A Found Adv
May 2022
Institute of Solid State Physics, Friedrich Schiller University Jena, Helmholtzweg 5, Jena, 07743, Germany.
The epitaxial growth of molecular crystals at single-crystalline surfaces is often strongly related to the first monolayer at the substrate surface. The present work presents a theoretical approach to compare three-dimensional lattices of epitaxially grown crystals with two-dimensional lattices of the molecules formed within the first monolayer. Real-space and reciprocal-space representations are considered.
View Article and Find Full Text PDFJ Phys Chem A
March 2022
Department Functional Interfaces, Leibniz Institute of Photonic Technology Jena, Albert-Einstein-Straße 9, 07745 Jena, Germany.
J Polym Sci (2020)
June 2021
Molecular Materials and Nanosystems, Institute for Complex Molecular Systems Eindhoven University of Technology Eindhoven The Netherlands.
Few semiconducting polymers are known that possess more than one semi-crystalline structure. Guidelines for rationalizing or creating polymorphism in these materials do not exist. Two different semi-crystalline polymorphs, and , and an amorphous phase have recently been identified for alternating diketopyrrolopyrrole-quaterthiophene copolymers (PDPP4T).
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