Metal-containing conjugated materials: oligomers, polymers, and nanomaterials

Moorlag, Carolyn; Sih, Bryan C.; Stott, Tracey L.; Wolf, Michael O.

doi:10.1039/b502221e

Cited by 42 publications

(27 citation statements)

References 25 publications

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“…The three cyclothiophenes are stable orange to red microcrystalline solids which are well soluble in most common organic solvents. Despite the fact that these macrocycles could be considered as (4n)π antiaromatic [48]-, [64]-, and [72]-annulenes (36, 48, and 54 ring members), no obvious ring current shifts are observed, indicating benzenoid rather than annulenoid character. According to semiempirical calculations, they form cavities in the nanometer regime with 1.28, 1.81, and 2.00 nm inner diameter.…”

Section: Linkages Including R-positions Of Thiophene Units Leading Tomentioning

confidence: 60%

“…63,64 The self-assembling properties of oligothiophenes were originally reported by Liedberg et al using thiol-and disulfide-functionalized terthiophenes (Chart 2.1). 65 Undecylthiol-terminated terthiophene 2.2 (n ) 11; 85%) was prepared from bithiophene in seven steps, and the final transformation to the thiol was carried out using thiourea.…”

Section: Functionalized Linear Oligothiophenesmentioning

confidence: 97%

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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: Linkages Including R-positions Of Thiophene Units Leading Tomentioning

confidence: 60%

Section: Functionalized Linear Oligothiophenesmentioning

confidence: 97%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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“…Conducting metallopolymers are a relatively new class of materials that are being studied due to their unique electronic properties as well as possible applications in photovoltaics, light-emitting diodes, and chemical sensors [1,2]. These materials have included a variety of ligand systems to bind a metal center directly into the polymer backbone as well as using substituents to yield a polymer with a pendant metal complex [3,4].…”

Section: Introductionmentioning

confidence: 99%

“…After concentration of the crude mixture to half-volume the flask was stored at −40 • C for 12 hr at which point the desired product was obtained as pale yellow crystals. Yield: 0.45 g; 67% 1. H NMR (CD 2 Cl 2 ): 8.24 (s, HC=N, 2H), 7.55 (m, H arom , 4H), 7.15 (m, H arom , 4H), 3.58 (br m, N-CH 2 , 4H), 1.42 (s, t-Bu, 18H), 1.38 (s, t-Bu, 18H), 1.11 (s, CH 3 , 6H).…”

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confidence: 99%

Structural diversity in schiff base complexes of Ga(III), In(III), Pb(II), and Zn(II): Precursors and model systems for conducting metallopolymers

Mejía

Rivers

Swingle

et al. 2010

Main Group Chemistry

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A variety of Schiff base ligands have been synthesized in an effort to study the coordination chemistry of these ligands when reacted with various metal salts. By varying the structural features of the ligand as well as the synthetic route used to make the corresponding metal complexes, a number of different structural motifs have been observed. Schiff base ligands were chosen due to their ease of synthesis as well as their ability to bind a variety of metal salts. These complexes serve as model systems for and precursors to monomers for the preparation of conducting metallopolymers. Further functionalization of the Schiff base ligand with bithiophene end groups has resulted in electropolymerizable monomers. When polymerized these monomers give conducting metallopolymers which can then be used for a variety of applications. The products were characterized by multinuclear NMR, UV-Vis, and IR spectroscopy, and mass spectrometry. Solid-state structures were determined by single crystal X-ray diffraction studies. Electropolymerization yielded novel conducting polymers with embedded metals.

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“…Conjugated phosphines [13][14][15][16] have been previously used as ligands, including in gold(I) complexes. 12,17 P 2 T 3 was synthesized via lithiation of Br 2 T 3 , 18 followed by reaction with Ph 2 PCl (Scheme 1).…”

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confidence: 99%