Advanced Functional Regioregular Polythiophenes

Osaka, Itaru; McCullough, Richard D.

doi:10.1002/9783527629787.ch3

Cited by 13 publications

(4 citation statements)

References 195 publications

(286 reference statements)

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“…Up to now, almost every side chain length has been tested (from butyl to octadecyl) but the performances are still better with P3HT . The performances of polythiophene derivatives are relatively stable since 2005, with PCEs up to 5−6% (see Table ) and that explains why new conjugated polymers have been recently developed.…”

Section: Polythiophene Derivativesmentioning

confidence: 99%

Processable Low-Bandgap Polymers for Photovoltaic Applications

2010

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Over the last five years, organic photovoltaic devices have emerged as a new competitor to siliconbased solar cells. In particular, the bulk heterojunction architecture (BHJ), in which the photoactive layer consists of a bicontinuous blend of an electron donor and an electron acceptor, has allowed power conversion efficiencies around 8%. We will present in this review the latest conjugated polymers used in such BHJ solar cells. We will mainly focus on electron-donating (p-type) polymers based on thiophenes, 1,3,2-benzodiathiazoles, pyrrolo[3,4-c]pyrrole-1,4-diones, benzo[1,2-b;3,4-b]dithiophenes, and few other materials with more exotic structures. This review should be helpful to evaluate which are the most promising materials and where this research field is going in the years to come.

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Section: Polythiophene Derivativesmentioning

confidence: 99%

Processable Low-Bandgap Polymers for Photovoltaic Applications

2010

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“…Poly(3-hexylthiophene-2,5-diyl), P3HT, is one of the most studied π-conjugated polymers as it can be processed from solution into robust thin films that exhibit good performance in devices such as organic field-effect transistors, environmental sensors, and solar cells. , The asymmetric nature of the repeating unit requires control of the regiochemistry in the polymerization reaction to deliver regioregular (rr) polymer, rr-P3HT, with only head-to-tail (HT) couplings. This polymer shows an extended planar backbone conformation that self-assembles in thin films leading to improved charge mobilities, higher wavelength absorption, and other desirable properties. , …”

Section: Introductionmentioning

confidence: 99%

Thienyl MIDA Boronate Esters as Highly Effective Monomers for Suzuki–Miyaura Polymerization Reactions

2015

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The synthesis of highly regioregular poly(3-hexylthiophene-2,5-diyl), rr-P3HT, by Suzuki–Miyaura polymerization is reported. The key N-methyliminodiacetic acid (MIDA) boronate ester thienyl monomer was synthesized using a one-pot multigram scale procedure, in high purity, and in good isolated yield (80%) by direct electrophilic borylation. Conditions for the hydrolysis of the MIDA protecting group and the polymerization reaction were investigated. The optimal procedure gave rr-P3HT with >98% HT couplings, excellent isolated yields (up to 94%), and polymer molecular weights up to M n = 18.7 kDa and M w = 42.7 kDa. The performance of the MIDA containing monomer was compared to that of the pinacol boronate ester under identical polymerization conditions, with the latter producing lower molecular weight polymers in reduced yield.

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“…29 P3AT is the most common polymer material, which had been attracting many researchers due to the processability. [30][31][32][33][34][35][36][37][38] The crystalline thin films of P3AT can be fabricated with solution-process such as drop-cast, spin-coating, dip-coat, and printing. These processes allows low-cost and large-area fabrication of devices.…”

Section: Development Of Semiconductorsmentioning

confidence: 99%

High mobility organic thin-film transistors on plastic substrate

Doi

Kang

Takimiya

2012

Current Applied Physics

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Chapter 1General Introduction Chapter 2 Development of Heteroaromatic-Fused TTFs as Organic Semiconductors for Solution Processible Field-Effect Transistors 2.1 Introduction for Organic Semiconductors 2.2 Bis(N-alkyl-pyrrolo[3,4-d])tetrathiafulvalenes (N-alkyl-PyTTFs) 2.3 Bis(N-acyl-pyrrolo[3,4-d])tetrathiafulvalenes (N-acyl-PyTTFs) 2.4 Bis(thieno[2,3-d])tetrathiafulvalenes (αDT-TTFs) 2.5 Correlation between Electronic Structure in Solid State and Field-Effect Mobility 2.6 Conclusion for Chapter 2 Chapter 3 Evaluation of C10-DNTT as a Organic Semiconductor for High Performance Thin-Film Transistors 3.1 Introduction for Alkylated DNTT 3.2 Evaluation on Silicon Substrates 3.3 Fabrication of Polymer Dielectrics 3.4 Evaluation on Plastic Substrates 3.5 Conclusion for Chapter 3 Closing Remarks References Appendix A1 OFET Operation A2 Nomenclature of Tetrathiafulvalene Derivatives A3 Crystallographic Data for X-ray Single-Crystal Structure Analyses A4 Slideshow for Ph.D Defense

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Advanced Functional Regioregular Polythiophenes

Cited by 13 publications

References 195 publications

Processable Low-Bandgap Polymers for Photovoltaic Applications

Processable Low-Bandgap Polymers for Photovoltaic Applications

Thienyl MIDA Boronate Esters as Highly Effective Monomers for Suzuki–Miyaura Polymerization Reactions

High mobility organic thin-film transistors on plastic substrate

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