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Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation

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Personen und Körperschaften: Adamczak, Desiree, Sommer, Michael, Scherf, Ullrich
Titel: Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
Hochschulschriftenvermerk: Dissertation, Technische Universität Chemnitz, 2021
Format: E-Book Hochschulschrift
Sprache: Englisch
veröffentlicht:
Online-Ausg.. 2022
Schlagwörter:
Quelle: Qucosa
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520 |a Organic semiconducting polymers are widely employed in organic electronics such as organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and organic light emitting diodes (OLEDs). Their remarkable mechanical and charge transport properties as well as solution processability allow low-cost fabrication of light-weight and flexible devices. Among them indacenodithiophene (IDT)-based materials are promising candidates for application in organic electronics. Due to their low energetic disorder, extended conjugation and high electron density the IDT-based polymers show high field-effect mobilities and high absorption coefficients. However, their synthesis suffers from long reaction sequences and is often accomplished using toxic materials. Commercialization requires development of more efficient and sustainable reaction pathways to ease tailoring of structures and to limit molecular defects. Herein, the development of new synthetic pathways towards IDT-based polymers is presented in which all C-C coupling steps are achieved by C-H activation – an atom-economic alternative to conventional transition-metal catalyzed cross couplings. Two different strategies were established to synthesize a series of well-defined IDT-based homo- and copolymers with different side chain patterns and varied molecular weights. The first way starts by synthesis of a precursor polymer and subsequent cyclization affording IDT homopolymers. In the second approach, cyclized IDT monomers were prepared first and then polymerized using direct arylation polycondensation (DAP) yielding IDT homo- and copolymers. The synthetic pathways were optimized in terms of maximizing molecular weights and limiting defect structures. While the first pathway enables synthesis of well-defined homopolymers, the latter is the method of choice for preparation of IDT-based copolymers in high yields and adjustable molecular weights. The polymers were further characterized in detail by optical, thermal, electrical and morphological analyses. OFETs as well as all-polymer solar cells (all-PSCs) were fabricated to investigate the influence of structural modifications and molecular weight on their optoelectronic performance. Thus, this thesis provides a comprehensive study of the structure-property correlations of IDT-based polymers and simplified synthetic protocols for the design and preparation of donor-acceptor copolymers in the future. 
650 |a Indacenodithiophene (Idt) 
650 |a Direct Arylation Polycondensation (Dap) 
650 |a Homopolymers 
650 |a Donor-Acceptor Copolymers 
650 |a Structure-Property Correlations 
650 |a Solar Cells 
650 |a Organic Field-Effect Transistors (Ofets) 
650 |a Copolymere 
650 |a Polykondensation 
650 |a Organischer Feldeffekttransistor 
650 |a Organische Solarzelle 
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700 |a Sommer, Michael 
700 |a Sommer, Michael 
700 |a Scherf, Ullrich 
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author Adamczak, Desiree
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contents Organic semiconducting polymers are widely employed in organic electronics such as organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and organic light emitting diodes (OLEDs). Their remarkable mechanical and charge transport properties as well as solution processability allow low-cost fabrication of light-weight and flexible devices. Among them indacenodithiophene (IDT)-based materials are promising candidates for application in organic electronics. Due to their low energetic disorder, extended conjugation and high electron density the IDT-based polymers show high field-effect mobilities and high absorption coefficients. However, their synthesis suffers from long reaction sequences and is often accomplished using toxic materials. Commercialization requires development of more efficient and sustainable reaction pathways to ease tailoring of structures and to limit molecular defects. Herein, the development of new synthetic pathways towards IDT-based polymers is presented in which all C-C coupling steps are achieved by C-H activation – an atom-economic alternative to conventional transition-metal catalyzed cross couplings. Two different strategies were established to synthesize a series of well-defined IDT-based homo- and copolymers with different side chain patterns and varied molecular weights. The first way starts by synthesis of a precursor polymer and subsequent cyclization affording IDT homopolymers. In the second approach, cyclized IDT monomers were prepared first and then polymerized using direct arylation polycondensation (DAP) yielding IDT homo- and copolymers. The synthetic pathways were optimized in terms of maximizing molecular weights and limiting defect structures. While the first pathway enables synthesis of well-defined homopolymers, the latter is the method of choice for preparation of IDT-based copolymers in high yields and adjustable molecular weights. The polymers were further characterized in detail by optical, thermal, electrical and morphological analyses. OFETs as well as all-polymer solar cells (all-PSCs) were fabricated to investigate the influence of structural modifications and molecular weight on their optoelectronic performance. Thus, this thesis provides a comprehensive study of the structure-property correlations of IDT-based polymers and simplified synthetic protocols for the design and preparation of donor-acceptor copolymers in the future.
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spelling Adamczak, Desiree, Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation, txt, nc, Online-Ausg. 2022 Online-Ressource (Text) Technische Universität Chemnitz, Dissertation Technische Universität Chemnitz 2021, Organic semiconducting polymers are widely employed in organic electronics such as organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and organic light emitting diodes (OLEDs). Their remarkable mechanical and charge transport properties as well as solution processability allow low-cost fabrication of light-weight and flexible devices. Among them indacenodithiophene (IDT)-based materials are promising candidates for application in organic electronics. Due to their low energetic disorder, extended conjugation and high electron density the IDT-based polymers show high field-effect mobilities and high absorption coefficients. However, their synthesis suffers from long reaction sequences and is often accomplished using toxic materials. Commercialization requires development of more efficient and sustainable reaction pathways to ease tailoring of structures and to limit molecular defects. Herein, the development of new synthetic pathways towards IDT-based polymers is presented in which all C-C coupling steps are achieved by C-H activation – an atom-economic alternative to conventional transition-metal catalyzed cross couplings. Two different strategies were established to synthesize a series of well-defined IDT-based homo- and copolymers with different side chain patterns and varied molecular weights. The first way starts by synthesis of a precursor polymer and subsequent cyclization affording IDT homopolymers. In the second approach, cyclized IDT monomers were prepared first and then polymerized using direct arylation polycondensation (DAP) yielding IDT homo- and copolymers. The synthetic pathways were optimized in terms of maximizing molecular weights and limiting defect structures. While the first pathway enables synthesis of well-defined homopolymers, the latter is the method of choice for preparation of IDT-based copolymers in high yields and adjustable molecular weights. The polymers were further characterized in detail by optical, thermal, electrical and morphological analyses. OFETs as well as all-polymer solar cells (all-PSCs) were fabricated to investigate the influence of structural modifications and molecular weight on their optoelectronic performance. Thus, this thesis provides a comprehensive study of the structure-property correlations of IDT-based polymers and simplified synthetic protocols for the design and preparation of donor-acceptor copolymers in the future., Indacenodithiophene (Idt), Direct Arylation Polycondensation (Dap), Homopolymers, Donor-Acceptor Copolymers, Structure-Property Correlations, Solar Cells, Organic Field-Effect Transistors (Ofets), Copolymere, Polykondensation, Organischer Feldeffekttransistor, Organische Solarzelle, Hochschulschrift gnd-content, Sommer, Michael, Scherf, Ullrich, text/html https://nbn-resolving.org/urn:nbn:de:bsz:ch1-qucosa2-769551 Online-Zugriff
spellingShingle Adamczak, Desiree, Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation, Organic semiconducting polymers are widely employed in organic electronics such as organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and organic light emitting diodes (OLEDs). Their remarkable mechanical and charge transport properties as well as solution processability allow low-cost fabrication of light-weight and flexible devices. Among them indacenodithiophene (IDT)-based materials are promising candidates for application in organic electronics. Due to their low energetic disorder, extended conjugation and high electron density the IDT-based polymers show high field-effect mobilities and high absorption coefficients. However, their synthesis suffers from long reaction sequences and is often accomplished using toxic materials. Commercialization requires development of more efficient and sustainable reaction pathways to ease tailoring of structures and to limit molecular defects. Herein, the development of new synthetic pathways towards IDT-based polymers is presented in which all C-C coupling steps are achieved by C-H activation – an atom-economic alternative to conventional transition-metal catalyzed cross couplings. Two different strategies were established to synthesize a series of well-defined IDT-based homo- and copolymers with different side chain patterns and varied molecular weights. The first way starts by synthesis of a precursor polymer and subsequent cyclization affording IDT homopolymers. In the second approach, cyclized IDT monomers were prepared first and then polymerized using direct arylation polycondensation (DAP) yielding IDT homo- and copolymers. The synthetic pathways were optimized in terms of maximizing molecular weights and limiting defect structures. While the first pathway enables synthesis of well-defined homopolymers, the latter is the method of choice for preparation of IDT-based copolymers in high yields and adjustable molecular weights. The polymers were further characterized in detail by optical, thermal, electrical and morphological analyses. OFETs as well as all-polymer solar cells (all-PSCs) were fabricated to investigate the influence of structural modifications and molecular weight on their optoelectronic performance. Thus, this thesis provides a comprehensive study of the structure-property correlations of IDT-based polymers and simplified synthetic protocols for the design and preparation of donor-acceptor copolymers in the future., Indacenodithiophene (Idt), Direct Arylation Polycondensation (Dap), Homopolymers, Donor-Acceptor Copolymers, Structure-Property Correlations, Solar Cells, Organic Field-Effect Transistors (Ofets), Copolymere, Polykondensation, Organischer Feldeffekttransistor, Organische Solarzelle, Hochschulschrift
title Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_auth Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_full Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_fullStr Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_full_unstemmed Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_short Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
title_sort synthese von indacenodithiophen-basierten copolymeren mittels direkter c-h-arylierungspolykondensation
title_unstemmed Synthese von Indacenodithiophen-basierten Copolymeren mittels direkter C-H-Arylierungspolykondensation
topic Indacenodithiophene (Idt), Direct Arylation Polycondensation (Dap), Homopolymers, Donor-Acceptor Copolymers, Structure-Property Correlations, Solar Cells, Organic Field-Effect Transistors (Ofets), Copolymere, Polykondensation, Organischer Feldeffekttransistor, Organische Solarzelle, Hochschulschrift
topic_facet Indacenodithiophene (Idt), Direct Arylation Polycondensation (Dap), Homopolymers, Donor-Acceptor Copolymers, Structure-Property Correlations, Solar Cells, Organic Field-Effect Transistors (Ofets), Copolymere, Polykondensation, Organischer Feldeffekttransistor, Organische Solarzelle, Hochschulschrift
url https://nbn-resolving.org/urn:nbn:de:bsz:ch1-qucosa2-769551
urn urn:nbn:de:bsz:ch1-qucosa2-769551
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