Journal ArticleDOI
Self-organization of supramolecular helical dendrimers into complex electronic materials
Virgil Percec,Martin Glodde,Tushar K. Bera,Yoshiko Miura,Irina Shiyanovskaya,Kenneth D. Singer,Venkatachalapathy S. K. Balagurusamy,Paul A. Heiney,Ingo Schnell,Almut Rapp,Hans Wolfgang Spiess,Steven D. Hudson,H. Duan +12 more
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TLDR
This work finds that attaching conducting organic donor or acceptor groups to the apex of the dendrons leads to supramolecular nanometre-scale columns that contain in their cores π-stacks of donors, acceptors or donor–acceptor complexes exhibiting high charge carrier mobilities.Abstract:
The discovery of electrically conducting organic crystals1 and polymers1,2,3,4 has widened the range of potential optoelectronic materials5,6,7,8,9, provided these exhibit sufficiently high charge carrier mobilities6,7,8,9,10 and are easy to make and process. Organic single crystals have high charge carrier mobilities but are usually impractical11, whereas polymers have good processability but low mobilities1,12. Liquid crystals exhibit mobilities approaching those of single crystals and are suitable for applications13,14,15,16,17,18, but demanding fabrication and processing methods limit their use. Here we show that the self-assembly of fluorinated tapered dendrons can drive the formation of supramolecular liquid crystals with promising optoelectronic properties from a wide range of organic materials. We find that attaching conducting organic donor or acceptor groups to the apex of the dendrons leads to supramolecular nanometre-scale columns that contain in their cores π-stacks of donors, acceptors or donor–acceptor complexes exhibiting high charge carrier mobilities. When we use functionalized dendrons and amorphous polymers carrying compatible side groups, these co-assemble so that the polymer is incorporated in the centre of the columns through donor–acceptor interactions and exhibits enhanced charge carrier mobilities. We anticipate that this simple and versatile strategy for producing conductive π-stacks of aromatic groups, surrounded by helical dendrons, will lead to a new class of supramolecular materials suitable for electronic and optoelectronic applications.read more
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Journal ArticleDOI
Self-Assembly, Optical, and Electrical Properties of a Novel Water-Soluble Perylene Bisimide
TL;DR: In this article, a new highly water-soluble perylene bisimide was synthesized and characterized using various spectral techniques, and the molecule self-assembled into a novel ball-like structure unlike the expected one-dimensional nanowire or nanobelt of other bisimides, and molecular geometry optimization and computational studies at density functional theory as well as semiempirical levels strongly supported the observed selfassembly.
Journal ArticleDOI
Control the self-assembly of fluorenone-based polycatenars by tuning chain length
TL;DR: Using Suzuki coupling reactions as key steps, a series of fluorenone-based polycatenars, consisting of a central 2,7-diphenyl-9-fluorenone core connected with the 3,4,5-trialkoxybenzoate unit via COO- linkage at each side have been synthesized as mentioned in this paper.
Journal ArticleDOI
Borontribromide-mediated C-C bond formation in cyclic ketones: a transition metal free approach†
TL;DR: In this article, a new application of borontribromide as a C-C bond forming agent in cyclic ketones was investigated, and it was shown that the reaction favored the formation of exo- or endo-cyclic double bond containing products, depending upon their low MM2 steric energy in a specific frame structure, as observed in X-ray crystallography.
Journal ArticleDOI
Charge-Transfer Nanostructures through Noncovalent Amphiphilic Self-Assembly: Extended Cofacial Donor-Acceptor Arrays
K. Venkata Rao,Krishnendu Jalani,Kolleboyina Jayaramulu,Umesha Mogera,Tapas Kumar Maji,Subi J. George +5 more
TL;DR: In this article, a charge-transfer nanostructures comprising co-facially stacked perylene/tetrathiafulvalene (TTF) donors and viologen acceptors by an efficient, noncovalent, amphiphilic approach is described.
Journal ArticleDOI
Janus-Type Dendrimers Based on Highly Branched Fluorinated Chains with Tunable Self-Assembly and 19F Nuclear Magnetic Resonance Properties
M Rosati,Angela Acocella,Andrea Pizzi,Giorgio Turtù,Giulia Neri,Nicola Demitri,Nonappa,Giuseppina Raffaini,Bertrand Donnio,Francesco Zerbetto,Francesca Baldelli Bombelli,N. Cavallo,Pierangelo Metrangolo +12 more
TL;DR: In this paper , a new family of fluorinated Janus-type dendrimers (FJDs), based on a short-chain and branched fluorinated synthon with 27 magnetically equivalent fluorine atoms, linked to bis-MPA polyester dendrons of different generations.
References
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Henning Sirringhaus,Peter J. Brown,Richard H. Friend,Martin Nielsen,Klaus Bechgaard,B.M.W. Langeveld-Voss,A. J. H. Spiering,René A. J. Janssen,E. W. Meijer,P. T. Herwig,Dago M. de Leeuw +10 more
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Integrated Optoelectronic Devices Based on Conjugated Polymers
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Journal ArticleDOI
Self-Organized Discotic Liquid Crystals for High-Efficiency Organic Photovoltaics
Lukas Schmidt-Mende,Andreas Fechtenkötter,Klaus Müllen,Ellen Moons,Richard H. Friend,J. D. MacKenzie +5 more
TL;DR: Self-organization of liquid crystalline and crystalline-conjugated materials has been used to create, directly from solution, thin films with structures optimized for use in photodiodes, demonstrating that complex structures can be engineered from novel materials by means of simple solution-processing steps and may enable inexpensive, high-performance, thin-film photovoltaic technology.