Solution processable alternating oligothiophene-PEO-block-co-polymers: synthesis and evidence for solvent dependent aggregation

Kilbinger, Andreas F. M.; Feast, W. James

doi:10.1039/b002899l

Cited by 39 publications

(35 citation statements)

References 25 publications

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“…85 in OFETs exhibit high charge carrier mobilities of 0.15 cm 2 V -1 s -1 and on/off ratios of 10 5 in addition to excellent stability (Chart 3.18). 548 In a later should bear a self-rigidified structure.…”

Section: Thieno[23-b]thiophene Analoguesmentioning

confidence: 96%

“…28 and ∆λ ) 38 nm for 2.29) and by strong quenching of the fluorescence. 85 Preparation of a similar copolymer 2.32 containing sexithiophene units which are alternately linked by a hydrophobic alkyl and a hydrophilic PEG chain was achieved by Suzuki-type cross-coupling of dibromo derivative 2. 27 with bisboronic ester 2.31 (Scheme 2.8).…”

Section: Self-assembling Hybrid Oligothiophenesmentioning

confidence: 99%

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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: Thieno[23-b]thiophene Analoguesmentioning

confidence: 96%

Section: Self-assembling Hybrid Oligothiophenesmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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“…Compounds [2,2 ; 5 ,2 ] terthiophene-5,5 diacroxylic acid, structure I, [2,2 ; 5 ,2 ; 5 ; 2 ] quaterthiophene-5,5 dicarboxylic acid structure II, sexithiophene dicarboxylic acid structure III, alkyl thiol thiophene, structure IV, 5-trisisoprolyl silyl, 2-thiol [2,2 ; 5 ,2 ] terthiophene, structure V, were prepared as described in detail elsewhere [12][13][14]. All the oligothiophenes were fully characterized by 1H and 13C NMR and elemental analysis.…”

Section: Organic Synthesismentioning

confidence: 99%

Synthesis and characterization of nanoheterostructures based on oligothiophene functionalized Ru nanoparticles

Matrab

Yassar

Viau

et al. 2006

Journal of Colloid and Interface Science

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“…Materials (E)-3 0 -(2-(2,5-Dibromothiophen-3-yl)vinyl)-4,4 00 -bis(2-ethylhexyl)-2,2 0 :5 0 ,2 00 -terthiophene (M1), 59 5,5 0 -bis(trimethylstannyl)-2,2 0 -bithiophene (M3), 60 4,7-dibromo-2,1,3-benzothiadiazole (M4) 61 were prepared via literature procedures. Toluene (Acros Organics, 99+%, extra pure) and p-xylene (Acros Organics, 99+%, extra pure) and methylene chloride (ECHO Chemical, ACS Grade, 99.5%) are dried over calcium hydride (Acros Organics, ca.…”

Section: Methodsmentioning

confidence: 99%

Modified structure of two-dimensional polythiophene derivatives by incorporating electron-deficient units into terthiophene-vinylene conjugated side chains and the polymer backbone: synthesis, optoelectronic and self-assembly properties, and photovoltaic application

et al. 2016

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Molecular engineering on the conjugated side chains of two-dimensional (2D) conjugated polymers was conducted and its effect on the optical, electronic, self-assembly and photovoltaic properties was investigated. A new monomer, M2, was prepared by capping (E)-3 0 -(2-(2,5-dibromothiophen-3-yl)vinyl)-4,4 00 -bis(2-ethylhexyl)-2,2 0 :5 0 ,2 00 -terthiophene, M1, with two heptanoyl groups, and then coupled with 5,5 0 -bis(trimethylstannyl)-2,2 0 -bithiophene via microwave-assisted Stille polymerization to produce a series of polythiophene derivatives with terthiophene-vinylene conjugated side chains, TTV-PTs.Copolymer P2 shows a down-shifted HOMO energy level, enhanced solubility, and red-shifted absorption, as compared with P1; however, the bulky side chains significantly disrupt the coplanarity of thiophene rings in the polymer backbone and the ability to self-assemble into an ordered structure. The GIXRD measurements reveal that the original crystallinity of P1 can be recovered by simply inserting a few 2,1,3-benzothiadiazole units into the polythiophene main chain in P2 through a random copolymerization route to yield a terpolymer, P3, which possesses excellent crystallinity, thereby causing a three-fold increment in hole mobility. Furthermore, the P1/PC 61 BM, P2/PC 61 BM, and P3/PC 61 BM solar devices exhibit power conversion efficiencies of 3.89%, 1.52%, and 4.17%, respectively, under AM1.5G illumination with an intensity of 100 mW cm À2 .

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Solution processable alternating oligothiophene-PEO-block-co-polymers: synthesis and evidence for solvent dependent aggregation

Cited by 39 publications

References 25 publications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Synthesis and characterization of nanoheterostructures based on oligothiophene functionalized Ru nanoparticles

Modified structure of two-dimensional polythiophene derivatives by incorporating electron-deficient units into terthiophene-vinylene conjugated side chains and the polymer backbone: synthesis, optoelectronic and self-assembly properties, and photovoltaic application

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