Chiral BEDOT-based copolymers prepared by chemical and electrochemical polymerization

Jeong, Yongsoo; Goto, Hiromasa; Iimura, Shinya; Asano, Tsuyoshi; Akagi, Kazuo

doi:10.1016/j.cap.2005.01.047

Cited by 9 publications

(6 citation statements)

References 7 publications

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“…44 Convincingly instance demonstrated that by covalent attachment of functional groups at the conjugated backbone could obtain novel properties and applications. To achieve chirality of the resulting polymer, different substituted EDOTs bearing chiral glycols, 40,45 chiral octyloxycarbonyl group, 38 L-leucine,…”

Section: Liqi Dong and Baoyang Lu Contributed Equally To This Workmentioning

confidence: 99%

“…38,39 (4) The copolymerization of dimer or trimer in liquid crystal to obtained copolymer-type chiral polymers. 40,41 Among the aforementioned conducting polymers, one of PTs, poly(3,4-ethylenedioxythiophene) (PEDOT) emerging as a "superstar" material has attracted tremendous attention due to its unique structure and electronic property. It has been greatly pursued from fundamental mechanism to practice application.…”

Section: Introductionmentioning

confidence: 99%

“…(3) The usage of both liquid crystalline conjugated polymer and chiral dopant . (4) The copolymerization of dimer or trimer in liquid crystal to obtained copolymer‐type chiral polymers . Among the aforementioned conducting polymers, one of PTs, poly(3,4‐ethylenedioxythiophene) (PEDOT) emerging as a “superstar” material has attracted tremendous attention due to its unique structure and electronic property.…”

Section: Introductionmentioning

confidence: 99%

“…Convincingly instance demonstrated that by covalent attachment of functional groups at the conjugated backbone could obtain novel properties and applications. To achieve chirality of the resulting polymer, different substituted EDOTs bearing chiral glycols, chiral octyloxycarbonyl group, l ‐leucine, l ‐alanine, phenylcyclohexyl, and cyanobiphenyl have been reported. Despite the fact that functionalized chiral PEDOTs have been widely explored, only very few examples of side‐chain functionalized chiral PEDOTs have been reported so far.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Novel chiral PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers: Synthesis and characterization

Dong

Duan

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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Two new 3,4-ethylenedioxythiophene (EDOT) derivatives, (2R)- (2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methyl 2-phenyl propanoate ((R)-EDTM-PP) and (2S)- (2,3-dihydrothieno[3,4-b][1,4] dioxin-2-yl)methyl 2-phenylpropanoate ((S)-EDTM-PP), were synthesized and electropolymerized in dichloromethane (CH 2 Cl 2 ) and terabutylammonium hexafluorophosphate (Bu 4 NPF 6 ) system. As chiral electrodes, poly( (2R)-modified glassy carbon electrodes (GCEs) were employed to successfully recognize 3,4-dihydroxyphenylalanine (DOPA) enantiomers. Cyclic voltammetry presents that (R)-PEDTM-PP and (S)-PEDTM-PP had good redox activity and stability. Spectroelectrochemistry studies revealed (R)-PEDTM-PP and (S)-PEDTM-PP polymers have electronic bandgap of 1.68 and 1.66 eV, and could be reversibly oxidized and reduced accompanying with obvious color changes from dark blue to light purple. In addition, the electrochemical behavior, structural characterization, thermal stability, morphology and circular dichroism of (R)-PEDTM-PP and (S)-PEDTM-PP films were investigated in detail.

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Section: Liqi Dong and Baoyang Lu Contributed Equally To This Workmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Novel chiral PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers: Synthesis and characterization

Dong

Duan

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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“…This polymer can be expected for application of structural color indicators, and gratings. Also, chiral 2,2'-bis(3,4-ethylenedioxythiophene) (BEDOT)-based copolymer was prepared by chemical and electrochemical polymerization [17]. Electrochemical polymerization [18], polycondensation [19], and polymerization by a Ni-based catalyst [20] have been carried out in cholesteric LC solution.…”

Section: Open Accessmentioning

confidence: 99%

Synthesis of a Terpene-Based New Chiral Inducer and Preparation of an Asymmetric Polymer

2015

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Abstract:A new chiral compound was synthesized based on L-borneol. A cholesteric liquid crystal (LC) electrolyte solution was prepared by adding it as a chiral inducer to a nematic LC. A chiral poly(3,4-ethylenedioxythiophene) (PEDOT*, * = asymmetry) film was prepared by electrochemical polymerization in the induced cholesteric LC. The PEDOT* film showed a maximum absorption band due to a π-π* transition in the UV-Vis absorption and bisignate Cotton effect in the reduced state in circular dichroism (CD). The CD spectrum indicates that PEDOT* backbones form right-handed helical aggregation. However, the maximum optical absorption band due to π-π* transition of the PEDOT* decreases and a new absorption band appears at long wavelengths upon oxidation due to generation of polarons as charge carriers. Bisignate Cotton effect disappears and broadly negative CD signal appears at long wavelengths in the oxidized state.

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Synthesis and characterization of D-/L-methionine grafted PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers

Dong

Duan

et al. 2016

Chin J Polym Sci

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Chiral BEDOT-based copolymers prepared by chemical and electrochemical polymerization

Cited by 9 publications

References 7 publications

Novel chiral PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers: Synthesis and characterization

Novel chiral PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers: Synthesis and characterization

Synthesis of a Terpene-Based New Chiral Inducer and Preparation of an Asymmetric Polymer

Synthesis and characterization of D-/L-methionine grafted PEDOTs for selective recognition of 3,4-dihydroxyphenylalanine enantiomers

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