Electrochromism in multichromic conjugated polymers: Thiophene and azobenzene derivatives on the main chain

Apaydın, Doğukan Hazar; Akpinar, Hava; Sendur, Merve; Toppare, Levent

doi:10.1016/j.jelechem.2011.11.016

Cited by 17 publications

(6 citation statements)

References 27 publications

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“…[23,24] In particular, donor-acceptor-donor type polyazobenzenes were synthesized via EP. [25] A fluorinated azobenzene containing a donor-acceptor-donor type polymer was multichromic and had p-and n-doping properties.…”

Section: Introductionmentioning

confidence: 99%

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Electrochromism of Main‐Chain Polyazobenzenes Synthesized in Liquid Crystal Template and Its Orientation Behavior

Otaki

Goto

2022

ChemistrySelect

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Azobenzene with a controllable structure is suitable for applications in electronic devices due to its multichromatic and optoelectrical properties. Therefore, in this study, main chain‐type conjugated polyazobenzenes are synthesized via electrochemical polymerization (EP) using liquid crystal (LC) as a template. EP in cholesteric liquid crystal (CLC) affords π‐conjugated polyazobezene films with CLC‐like helical morphologies and optical activities due to chirality transfer from CLCs. Further, EP in a macroscopically aligned nematic liquid crystal (NLC) field obtained via a simple rubbing method resulted in macroscopically ordered conjugated polyazobenzene films. Consequently, main chain‐type polyazobenzene films having a controllable structure can be conveniently obtained using LC as a template.

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Section: Introductionmentioning

confidence: 99%

“…Conductive polymers incorporating azobenzene in the main chain were also synthesized by EP [23,24] . In particular, donor‐acceptor‐donor type polyazobenzenes were synthesized via EP [25] . A fluorinated azobenzene containing a donor‐acceptor‐donor type polymer was multichromic and had p‐ and n‐doping properties.…”

Section: Introductionmentioning

confidence: 99%

Electrochromism of Main‐Chain Polyazobenzenes Synthesized in Liquid Crystal Template and Its Orientation Behavior

Otaki

Goto

2022

ChemistrySelect

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“…[13] Due to these properties, the azobenzene compounds hold promising prospects for application in polymer chemistry in pursuit of creating polymeric coatings with valuable optical characteristics. [19] The following successful attempt to obtain electrochromic conjugated azobenzene polymers was performed investigated by Apaydin et al [20] They reported electrochemical polymerization of donor-acceptor-donor type polymers containing azobenzene group in polymer main chains, which exhibited multi-coloured electrochromism. [14] Later approaches involved synthesis of polymeric materials in which azobenzenes were included as side-chain [15,16] or pendant [17] groups or served as counterions.…”

Section: Introductionmentioning

confidence: 99%

Experimental and Theoretical Investigations of an Electrochromic Azobenzene and 3,4‐Ethylenedioxythiophene‐based Electrochemically Formed Polymeric Semiconductor

et al. 2018

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An electrochromic material based on azobenzene and 3,4-ethylenedioxythiophene (EDOT) semiconducting layer was electrochemically deposited on an indium tin oxide coated glass electrode. Chemical synthesis of the azobenzene and EDOT-based chromophore (DAE) and electrochemical formation of its corresponding polymer (pDAE) are reported. The electrochromic properties of the synthesized polymer pDAE were investigated by electrochemical and spectroelectrochemical methods. pDAE exhibited an optical bandgap of 1.82 eV and three distinct colored states in its reduced, neutral, and oxidized forms. The pDAE polymer showed 44 % optical contrast at 710 nm between its reduced and oxidized states and a fast electrochromic switching time of 1.0 s. The frontier molecular orbitals, Raman shifts, and semiconducting properties of this electrochromic polymer were evaluated by density functional theory calculations. The optical absorption bands of the polymer charged states were assigned and investigated.

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“…In literature there are quite a number of papers on conducting polymers bearing diazo group in side chain. However, there is little research on such a diazo group in the main chain [20]. In this paper the polymer that contains photosensitive diazo group in the main chain was synthesized and its enzyme immobilization application and spectroelectrochemical properties were investigated.…”

Section: Introductionmentioning

confidence: 99%

Enzyme immobilization in a photosensitive conducting polymer bearing azobenzene in the main chain

Yıldız

Toppare

2014

Polym. Bull.

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A new photosensitive and thermosensitive monomer, namely bis(4-(3thienyl ethylene)-oxycarbonyl)diazobenzene (TDAZO), was synthesized. The photochemical and thermal cis-trans isomerization of the monomer has been investigated. The rate constants of the photoisomerization of TDAZO in ACN and DCM were 0.195 and 0.308 min-1 , respectively. For spectroelectrochemical investigation and enzyme immobilization application, TDAZO copolymerized with thiophene and pyrrole. Electrochemical and spectroelectrochemical properties of P(TDAZO-co-Th) were investigated and invertase was immobilized in P(TDAZOco-Py) copolymer. Immobilization of enzymes was carried out by the entrapment of the enzyme in conducting polymer matrices during electrochemical polymerization of pyrrole through thiophene moieties of the TDAZO. Optimum conditions for this electrode, such as pH, temperature, kinetic parameters (K m and V max) and operational stability were investigated. Kinetic parameters invertase-immobilized in copolymer were smaller than free enzyme. The optimum operational temperature was 10°C higher for immobilized enzyme than that of the free enzyme. Due to

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Electrochromism in multichromic conjugated polymers: Thiophene and azobenzene derivatives on the main chain

Cited by 17 publications

References 27 publications

Electrochromism of Main‐Chain Polyazobenzenes Synthesized in Liquid Crystal Template and Its Orientation Behavior

Electrochromism of Main‐Chain Polyazobenzenes Synthesized in Liquid Crystal Template and Its Orientation Behavior

Experimental and Theoretical Investigations of an Electrochromic Azobenzene and 3,4‐Ethylenedioxythiophene‐based Electrochemically Formed Polymeric Semiconductor

Enzyme immobilization in a photosensitive conducting polymer bearing azobenzene in the main chain

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