Sulfur‐Containing Oligomers

Bäuerle, Peter; Becher, Jan; Lau, Jesper; Mark, P.R.

doi:10.1002/9783527603220.ch2

Cited by 60 publications

(25 citation statements)

References 396 publications

(116 reference statements)

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“…However, sometimes the physical properties of such well-defined oligomers, in particular for the shorter ones, are influenced by undesired perturbing end effects on the conjugated chain. 37 In this respect, corresponding fully π-conjugated and shapepersistent macrocycles represent model systems, which in comparison to usual linear oligomers and polymers have the distinct advantage to ideally combine an "infinite" defectfree π-conjugated chain of an idealized polymer with the advantages of a structurally well-defined oligomer, but excluding perturbing end effects. This renders them as interesting candidates for various future perspectives and applications in organic and molecular electronics also with respect to host-guest interaction, aggregation, and selfassembly on surfaces (Figure 4.1).…”

Section: Macrocyclic Thiophenesmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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Amaresh Mishra (right) received his Ph.D. degree in 2000 from the Sambalpur University, India, under the coguidance of Prof. G. B. Behera and Prof. R. K. Behera, working on dye-surfactant interactions in microheterogeneous media. He started his postdoctoral research career in 1999 at the University of South Florida, Tampa, and subsequently at the University of Akron, Ohio, working with Prof. G. R. Newkome, where he gained knowledge in the area of supramolecular and dendrimer chemistry. Later, he joined the Tata Institute of Fundamental Research, Mumbai, in 2002 as a Visiting Fellow working with Prof. N. Periasamy, where he was involved in the synthesis and photophysical studies of organic light emitting materials. In 2005, he joined in the group of Prof. Peter Ba ¨uerle, University of Ulm, Germany, as an Alexander von Humboldt Fellow. His present research interests are centered on chemistry of functional oligothiophenes, donor-acceptor-based conjugated dyes, and metal complexes toward applications in solar energy conversion and molecular electronic and photonic devices. Chang-Qi Ma (left) received his bachelor's degree in chemistry from Beijing Normal University in 1998. In 2003 he obtained his Ph.D. degree at the Technical Institute of Physics and Chemistry, Chinese Academy of Sciences in Beijing with Professor B.-W. Zhang. After that he was a postdoctoral research assistant at Heriot-Watt University in Edinburgh, U.K., with Dr. G. Cooke, until he joined the research group of Prof. P. Ba ¨uerle at the University of Ulm in 2004 as an Alexander von Humboldt fellow, where he is currently a research associate. His main research interests focus on the design and synthesis of novel π-conjugated organic materials for the application in organic electronics, e.g. organic solar cells.Peter Ba ¨uerle (center) received his Ph.D. in organic chemistry from University of Stuttgart (Germany, 1985) working with Prof. F. Effenberger. After a postdoctoral year at MIT, Boston, Massachusetts, in the group of Prof. M. S. Wrighton, he carried out independent research at the University of Stuttgart and received his habilitation (1994). After being Professor of Organic Chemistry at the University of Wu ¨rzburg (Germany, 1994-95), he became Director of the Institute for Organic Chemistry II and Advanced Materials at the University of Ulm (Germany, since 1996). Current research interests of the group include development of novel organic semiconducting and conducting materials, in particular, conjugated poly-and oligothiophenes. Synthetic strategies and new reactions for their functionalization, structure-property relationships, self-assembling properties, and applications in electronic devices, in particular organic solar cells, are investigated. Results have been published in about 200 peer-reviewed scientific papers, 3 book chapters, and 7 patents. For his work in the field of plastic electronics he was awarded with the Rene ´Descartes Prize of the European Union (2000). Guest Professorships at the University of Osaka (Japan, 2002), U...

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Section: Macrocyclic Thiophenesmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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“…Since the discovery of polyacetylene and of its electrical conductivity, [1,2] the study of the chemistry and physics of polyconjugated polymers has caught the attention of many laboratories. [3] The materials newly synthesized by chemists are innumerous and their peculiar physical properties, tuned by their chemical and morphological structure, have been widely investigated. The justification of such a strong interest on polyconjugated materials lies in the fact that they constitute a new realm of substances with great technological interest [4][5][6] and have allowed to discover new physics of relevant general interest.…”

Section: Introductionmentioning

confidence: 99%

Infrared and multi‐wavelength Raman spectroscopy of regio‐regular P3HT and its deutero derivatives

Ferrón

Tommasini

Hong

et al. 2017

J Raman Spectroscopy

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The recently synthesized regio‐regular poly(3‐hexylthiophene‐2,5‐diyl) selectively deuterated on the main chain backbone and/or on the hexyl side chain have given the opportunity to record their infrared (IR) and Raman spectra, and to carry out a spectroscopic study supported by density functional theory calculations. The Effective Conjugation Coordinate associated with the collective C=C stretching mode, with Raman scattering and IR absorption near 1,450 cm−1, is used as a probe of the electronic structure and the molecular conformation of the chain backbone. With the help of the data collected from the deuterated species, the vibrational assignment for the structurally relevant 1,600–1,300 cm−1 region has been clarified. The excitation‐dependent wavenumbers and intensities of the C=C stretching Raman modes are discussed. Raman spectra excited in‐resonance or off‐resonance show the existence of a multimodal distribution of effective conjugation lengths that are ascribed to a phase hairy‐A with a practically flat backbone chain, a phase hairy‐B where the conformation of the backbone is slightly distorted, and an amorphous phase. IR spectra provide additional information on the Effective Conjugation Coordinate.

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“…Since the consideration of the mixed valence chemistry in 1967, 11 numerous structures with two or more inorganic 4 as well as organic redox active subunits connected by molecular structures have been studied, their electron transport features being discussed and analyzed in more or less detail. However, most of the molecular wires based on organic structures were build of conjugated electron-rich groups such as thiophenes, 3,12 nitrogen-based mixed valence systems, 13 pyrroles 14 and so forth. In these structures the mobility of holes generated by oxidation was investigated.…”

Section: Introductionmentioning

confidence: 99%

Electron Transfer Through Bridging Molecular Structures

Mayor

Büschel

Fromm³

et al. 2002

Annals of the New York Academy of Sciences

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Pairs of reducible pentakis(thiophenyl)benzene subunits are linked by different molecular structures as model compounds for reducible molecular-wire-type synthons showing varying electron-transfer ability as a function of the bridging structures, consisting of either para-divinylbenzene, bis-hydrazone, or diacetylene. Their electron-transfer ability from one reducible subunit to the other was investigated by electrochemical and spectroelectrochemical methods. In the case of the bis-hydrazone bridge and the diacetylene bridge, the solid-state structures support the experimental findings. While the para-divinylbenzene bridge completely isolates the reducible subunits (class I system) the diacetylene bridge electronically connects the two reducible structures (class III system), demonstrating its potential application as a "molecular wire." The bis-hydrazone linked dimer displays electronic communication only to a small extend, which was only observed in the spectroelectrochemical investigation. The diacetylene connection as active electron-transfer linker together with poly(thiophenyl)benzene as reducible subunits was used to design more complex molecular architectures. Linear rodlike struktures did allow adjustment of the length of these type of molecular wires and investigation of the extent of electron mobility. Cyclic structures addressed the possibility of moving electrons on a bent molecular wire.

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Sulfur‐Containing Oligomers

Cited by 60 publications

References 396 publications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Infrared and multi‐wavelength Raman spectroscopy of regio‐regular P3HT and its deutero derivatives

Electron Transfer Through Bridging Molecular Structures

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