Unexpected Structural Defects in a Main-chain Conjugated Polymer Synthesized through Suzuki-Miyaura Cross Coupling Polymerization

Polymer ◽  
2021 ◽  
pp. 123769
Author(s):  
Yuehui Yuan ◽  
Zhiyi Song ◽  
Masayoshi Bando ◽  
Tamaki Nakano
Keyword(s):  
Conjugated Polymer ◽  
Main Chain ◽  
Cross Coupling ◽  
Structural Defects ◽  
Coupling Polymerization

scholarly journals Synthesis of Anthradithiophene Containing Conjugated Polymers via a Cross-coupling Strategy

2020 ◽  
Author(s):  
Waseem A. Hussain ◽  
Kyle Plunkett
Keyword(s):  
Conjugated Polymers ◽  
Main Chain ◽  
Cross Coupling ◽  
Band Gaps ◽  
Coupling Reactions ◽  
Broad Absorption ◽  
Cross Coupling Reactions ◽  
Coupling Strategy ◽  
Coupling Polymerization

New conjugated polymers that incorporate dihexylanthradithiophene (DHADT) in the main chain were prepared by Stille and Sonogashira cross-coupling polymerization reactions. The polymerization chemistry is enabled by a soluble 5,11-dibromodihexylanthradithiophene monomer that is capable of cross-coupling reactions. Four readily soluble DHADT containing co-polymers were prepared and characterized experimentally and computationally. These polymers possess HOMO energies of -5.18 eV to -5.43 eV and LUMO energies of -3.0 eV to -2.82 eV. The notable optical features include broad absorption and band gaps ranging from 1.62 eV to 2.15 eV.

scholarly journals Cross-coupling polymerization at iodophenyl thin films prepared by spontaneous grafting of a diazonium salt

2020 ◽  
Vol 2 ◽  
pp. e6 ◽  
Author(s):  
Nicholas Marshall ◽  
Andres Rodriguez
Keyword(s):  
Thin Films ◽  
Conjugated Polymer ◽  
Surface Coverage ◽  
Diazonium Salt ◽  
Aryl Halide ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Gold Substrates ◽  
Coupling Polymerization

Cross-coupling at aryl halide thin films has been well-established as a technique for the surface-initiated Kumada catalyst transfer polymerization (SI-KCTP), used to produce covalently bound conjugated polymer thin films. In this work, we report that the spontaneous grafting of 4-iodobenzenediazonium tetrafluoroborate on gold substrates creates a durable iodoarene layer which is effective as a substrate for cross-coupling reactions including SI-KCTP. Using cyclic voltammetry of a surface-coupled ferrocene terminating agent, we have measured initiator surface coverage produced by oxidative addition of Pd(t-Bu3P)2 and estimated the rate constant of the termination reaction in the SI-KCTP system with 2-chloromagnesio-5-bromothiophene and Pd(t-Bu3P)2. We used this system to prepare uniform polythiophene thin films averaging 90 nm in thickness.

scholarly journals Synthesis of Anthradithiophene Containing Conjugated Polymers via a Cross-coupling Strategy

2020 ◽  
Author(s):  
Waseem A. Hussain ◽  
Kyle Plunkett
Keyword(s):  
Conjugated Polymers ◽  
Main Chain ◽  
Cross Coupling ◽  
Band Gaps ◽  
Coupling Reactions ◽  
Broad Absorption ◽  
Cross Coupling Reactions ◽  
Coupling Strategy ◽  
Coupling Polymerization

New conjugated polymers that incorporate dihexylanthradithiophene (DHADT) in the main chain were prepared by Stille and Sonogashira cross-coupling polymerization reactions. The polymerization chemistry is enabled by a soluble 5,11-dibromodihexylanthradithiophene monomer that is capable of cross-coupling reactions. Four readily soluble DHADT containing co-polymers were prepared and characterized experimentally and computationally. These polymers possess HOMO energies of -5.18 eV to -5.43 eV and LUMO energies of -3.0 eV to -2.82 eV. The notable optical features include broad absorption and band gaps ranging from 1.62 eV to 2.15 eV.

Cross-Coupling Polymerization at Iodophenyl Thin Films Prepared by Spontaneous Grafting of a Diazonium Salt

2019 ◽  
Author(s):  
Nicholas Marshall ◽  
Andres Rodriguez
Keyword(s):  
Thin Films ◽  
Diazonium Salt ◽  
Cross Coupling ◽  
Coupling Polymerization

Development of a method for the surface-initiated Kumada cross-coupling polymerization based on 4-iodophenyldiazonium salt thin films, and use of this method to make very thick polythiophene brushes.<br>

scholarly journals Conjugated Polymer Films Having a Uniaxial Molecular Orientation and Network Structure Prepared by Electrochemical Polymerization in Liquid Crystals

Polymers ◽  
2021 ◽  
Vol 13 (15) ◽  
pp. 2425
Author(s):  
Jiuchao Dong ◽  
Shigeki Nimori ◽  
Hiromasa Goto
Keyword(s):  
Liquid Crystals ◽  
Network Structure ◽  
Polymer Films ◽  
Conjugated Polymer ◽  
Main Chain ◽  
Electrochemical Polymerization ◽  
Electronic Devices ◽  
New Method ◽  
Magnetic Orientation ◽  
Organic Electronic Devices

A new method for fabricating conjugated polymer films was developed using electrochemical polymerization in liquid crystals and magnetic orientation. A uniaxial main chain orientation and a crosslinked network structure were achieved with this method. By employing eight types of monomers, the influence of the crosslinking for the film was investigated. The crosslinking was found to improve the solvent resistance of the conjugated polymer films. This new method is expected to be useful in various applications, such as high-powered organic electronic devices with durability.

scholarly journals Cross-Coupling Polymerization at Iodophenyl Thin Films Prepared by Spontaneous Grafting of a Diazonium Salt

2020 ◽  
Author(s):  
Nicholas Marshall ◽  
Andres Rodriguez
Keyword(s):  
Thin Films ◽  
Polymer Film ◽  
Film Growth ◽  
Diazonium Salt ◽  
Cross Coupling ◽  
Chain Termination ◽  
Kinetics Of ◽  
Coupling Polymerization

Development of a method for the surface-initiated Kumada cross-coupling polymerization based on 4-iodophenyldiazonium salt thin films. Studies of the kinetics of chain termination and polymer film growth, and use of this method to make polythiophene brushes.<br>

scholarly journals Unprecedented Regioregular Poly(1,4‐arylene)s Prepared by Nickel(II)‐Catalyzed Cross‐Coupling Polymerization of 2,5‐Disubstituted Bromo(chloro)arylene

2019 ◽  
Vol 58 (28) ◽  
pp. 9547-9550 ◽  
Author(s):  
Yushin Shibuya ◽  
Naoki Nakagawa ◽  
Naoki Miyagawa ◽  
Toyoko Suzuki ◽  
Kentaro Okano ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Regioregular Poly ◽  
Coupling Polymerization
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