Mixed-Ligand Approach to Palladium-Catalyzed Direct Arylation Polymerization: Effective Prevention of Structural Defects Using Diamines

2016 ◽  
Vol 49 (9) ◽  
pp. 3310-3317 ◽  
Author(s):  
Eisuke Iizuka ◽  
Masayuki Wakioka ◽  
Fumiyuki Ozawa
Keyword(s):  
Mixed Ligand ◽  
Structural Defects ◽  
Direct Arylation ◽  
Effective Prevention ◽  
Palladium Catalyzed ◽  
Direct Arylation Polymerization

Mixed-Ligand Approach to Palladium-Catalyzed Direct Arylation Polymerization: Synthesis of Donor–Acceptor Polymers Containing Unsubstituted Bithiophene Units

2019 ◽  
Vol 53 (1) ◽  
pp. 158-164 ◽  
Author(s):  
Masayuki Wakioka ◽  
Hazuki Morita ◽  
Nobuko Ichihara ◽  
Masahiko Saito ◽  
Itaru Osaka ◽  
...  
Keyword(s):  
Mixed Ligand ◽  
Direct Arylation ◽  
Palladium Catalyzed ◽  
Donor Acceptor ◽  
Direct Arylation Polymerization

scholarly journals Synthesis of a 1,2-Dithienylethene-Containing Donor-Acceptor Polymer via Palladium-Catalyzed Direct Arylation Polymerization (DArP)

Molecules ◽  
2018 ◽  
Vol 23 (4) ◽  
pp. 981 ◽  
Author(s):  
Masayuki Wakioka ◽  
Natsumi Yamashita ◽  
Hiroki Mori ◽  
Yasushi Nishihara ◽  
Fumiyuki Ozawa
Keyword(s):  
Direct Arylation ◽  
Palladium Catalyzed ◽  
Donor Acceptor ◽  
Direct Arylation Polymerization

Palladium-catalyzed oxidative direct arylation polymerization (Oxi-DArP) of an ester-functionalized thiophene

2016 ◽  
Vol 7 (8) ◽  
pp. 1623-1631 ◽  
Author(s):  
Nemal S. Gobalasingham ◽  
Sangtaik Noh ◽  
Barry C. Thompson
Keyword(s):  
High Quality ◽  
Direct Arylation ◽  
Palladium Catalyzed ◽  
Direct Arylation Polymerization

A palladium-catalyzed dehydrogenative polycondensation is reported, resulting in high quality polymers from an unsymmetrical ester-containing monomer without preactivation.

Aqueous Palladium‐Catalyzed Direct Arylation Polymerization of 2‐Bromothiophene Derivatives

2020 ◽  
Vol 41 (9) ◽  
pp. 2000021 ◽  
Author(s):  
Yu‐Jen Lin ◽  
Han‐Sheng Sun ◽  
Hau‐Ren Yang ◽  
Yu‐Ying Lai ◽  
Kai‐Yuan Hou ◽  
...  
Keyword(s):  
Direct Arylation ◽  
Palladium Catalyzed ◽  
Direct Arylation Polymerization

scholarly journals Synthesis and Characterization of a 2,3-Dialkoxynaphthalene-Based Conjugated Copolymer via Direct Arylation Polymerization (DAP) for Organic Electronics

Polymers ◽  
2020 ◽  
Vol 12 (6) ◽  
pp. 1377
Author(s):  
Ignacio A. Jessop ◽  
Aylin Chong ◽  
Linda Graffo ◽  
María B. Camarada ◽  
Catalina Espinoza ◽  
...  
Keyword(s):  
Organic Solar Cells ◽  
Theoretical Calculations ◽  
Energy Levels ◽  
Photovoltaic Performance ◽  
Structural Defects ◽  
Direct Arylation ◽  
Synthetic Strategy ◽  
Donor Acceptor ◽  
Direct Arylation Polymerization ◽  
Conjugated Copolymer

Poly[(5,5’-(2,3-bis(2-ethylhexyloxy)naphthalene-1,4-diyl)bis(thiophene-2,2′-diyl))-alt-(2,1,3-benzothiadiazole-4,7-diyl)] (PEHONDTBT) was synthesized for the first time and through direct arylation polymerization (DAP) for use as p-donor material in organic solar cells. Optimized reaction protocol leads to a donor-acceptor conjugated polymer in good yield, with less structural defects than its analog obtained from Suzuki polycondensation, and with similar or even higher molecular weight than other previously reported polymers based on the 2,3-dialkoxynaphthalene monomer. The batch-to-batch repeatability of the optimized DAP conditions for the synthesis of PEHONDTBT was proved, showing the robustness of the synthetic strategy. The structure of PEHONDTBT was corroborated by NMR, exhibiting good solubility in common organic solvents, good film-forming ability, and thermal stability. PEHONDTBT film presented an absorption band centered at 498 nm, a band gap of 2.15 eV, and HOMO and LUMO energy levels of −5.31 eV and −3.17 eV, respectively. Theoretical calculations were performed to understand the regioselectivity in the synthesis of PEHONDTBT and to rationalize its optoelectronic properties. Bilayer heterojunction organic photovoltaic devices with PEHONDTBT as the donor layer were fabricated to test their photovoltaic performance, affording low power-conversion efficiency in the preliminary studies.

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