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Influence of synthe...
Influence of synthetic pathway, molecular weight and side chains on properties of indacenodithiophene-benzothiadiazole copolymers made by direct arylation polycondensation
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- Adamczak, Desiree (author)
- Technische Universität Chemnitz
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- Perinot, Andrea (author)
- Fondazione Istituto Italiano di Tecnologia
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- Komber, Hartmut (author)
- Leibniz-Institut fur Polymerforschung,Leibniz Institute for Polymer Research
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- Illy, Anna (author)
- Technische Universität Chemnitz
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- Hultmark, Sandra, 1994 (author)
- Chalmers tekniska högskola,Chalmers University of Technology
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- Passarella, Bianca (author)
- Politecnico di Milano,Polytechnic University of Milan,Fondazione Istituto Italiano di Tecnologia
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- Tan, Wen Liang (author)
- Monash University
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- Hutsch, Sebastian (author)
- Technische Universität München (TUM),Technical University of Munich (TUM),Technische Universität Dresden
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- Becker-Koch, David (author)
- Technische Universität Dresden
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- Rapley, Charlotte (author)
- Imperial College of Science, Technology and Medicine
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- Scaccabarozzi, Alberto D. (author)
- Fondazione Istituto Italiano di Tecnologia
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- Heeney, Martin (author)
- Imperial College of Science, Technology and Medicine
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- Vaynzof, Yana (author)
- Technische Universität Dresden
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- Ortmann, Frank (author)
- Technische Universität München (TUM),Technical University of Munich (TUM),Technische Universität Dresden
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- McNeill, Christopher R. (author)
- Monash University
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- Müller, Christian, 1980 (author)
- Chalmers tekniska högskola,Chalmers University of Technology
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- Caironi, Mario (author)
- Fondazione Istituto Italiano di Tecnologia
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- Sommer, Michael (author)
- Technische Universität Chemnitz
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(creator_code:org_t)
- 2021
- 2021
- English.
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In: Journal of Materials Chemistry C. - : Royal Society of Chemistry (RSC). - 2050-7534 .- 2050-7526. ; 9:13, s. 4597-4606
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https://doi.org/10.1...
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Abstract
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- Atom-economic protocols for the synthesis of poly(indacenodithiophene-alt-benzothiadiazole) (PIDTBT) are presented in which all C-C coupling steps are achieved by direct arylation. Using two different synthetic pathways, PIDTBT copolymers with different side chains (hexylphenyl, octylphenyl, dodecyl, methyl/2-octyldodecylphenyl, 2-octyldodecylphenyl/2-octyldodecylphenyl) and molecular weight (MW) are prepared. Route A makes use of direct arylation polycondensation (DAP) of indacenodithiophene (IDT) and 4,7-dibromo-2,1,3-benzothiadiazole (BTBr2) leading to PIDTBT in high yields, with adjustable MW and without indications for structural defects. Route B starts from a polyketone precursor also prepared by DAP following cyclization. While route B allows introduction of asymmetric side chains at the IDT unit, polymer analogous cyclization gives rise to defect formation. The absorption coefficient of PIDTBT with alkylphenyl side chains made by route A increases with MW. Field-effect hole mobilities around similar to 10(-2) cm(2) V-1 s(-1) are molecular weight-independent, which is ascribed to a largely amorphous thin film morphology. PIDTBT with linear dodecyl side (C12) chains exhibits a bathochromic shift (20 nm), in agreement with theory, and more pronounced vibronic contributions to absorption spectra. In comparison to alkylphenyl side chains, C12 side chains allow for increased order in thin films, a weak melting endotherm and lower energetic disorder, which altogether explain substantially higher field-effect hole mobilities of similar to 10(-1) cm(2) V-1 s(-1).
Subject headings
- NATURVETENSKAP -- Kemi -- Polymerkemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Polymer Chemistry (hsv//eng)
- NATURVETENSKAP -- Kemi -- Teoretisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Theoretical Chemistry (hsv//eng)
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Publication and Content Type
- art (subject category)
- ref (subject category)
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- By the author/editor
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Adamczak, Desire ...
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Perinot, Andrea
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Komber, Hartmut
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Illy, Anna
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Hultmark, Sandra ...
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Passarella, Bian ...
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show more...
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Tan, Wen Liang
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Hutsch, Sebastia ...
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Becker-Koch, Dav ...
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Rapley, Charlott ...
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Scaccabarozzi, A ...
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Heeney, Martin
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Vaynzof, Yana
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Ortmann, Frank
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McNeill, Christo ...
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Müller, Christia ...
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Caironi, Mario
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Sommer, Michael
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- About the subject
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Polymer Chemistr ...
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Theoretical Chem ...
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Organic Chemistr ...
- Articles in the publication
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Journal of Mater ...
- By the university
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Chalmers University of Technology