Doping behaviour of electrochemically generated model bithiophene meta-substituted star shaped oligomer

Ledwon, Przemyslaw; Turczyn, Roman; Idzik, Krzysztof R.; Beckert, Rainer; Frydel, Jaroslaw; Łapkowski, Mieczysław; Domagała, Wojciech

doi:10.1016/j.matchemphys.2014.04.037

Cited by 8 publications

(4 citation statements)

References 55 publications

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“…We have already reported the characterization, including cyclic voltammetry study as well as in situ UV-Vis spectroelectrochemical measurements, of a series of meta-substituted arylbenzenes (representing star-shaped architecture) that were electroactive and turned out to easily undergo electropolymerization creating stable, during multiple doping and dedoping cycles, thin films on an electrode surface [9,10]. Reported poly(arylbenzene)s based on thiophene, furan and EDOT linkages exhibited, however, limited applicability due to their insufficient solubility in common organic solvents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of 1,3,5-tricarbazolylbenzenes with star-shaped architecture

et al. 2015

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Section: Introductionmentioning

confidence: 99%

Synthesis and properties of 1,3,5-tricarbazolylbenzenes with star-shaped architecture

et al. 2015

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“…The coupling of electrochemical and spectroscopic techniques provides complementary information. For example, such measurements can help in studying the processes occurring during the oxidation or reduction of conductive polymers, such as doping and dedoping [ 37 , 40 ], degradation [ 41 ], electrochromism [ 42 ], intermolecular interactions [ 38 , 43 ] and mechanisms of synthesis [ 44 ].…”

Section: Electrochemical and Spectroelectrochemical Techniques Used I...mentioning

confidence: 99%

The Role of Electrochemical and Spectroelectrochemical Techniques in the Preparation and Characterization of Conjugated Polymers: From Polyaniline to Modern Organic Semiconductors

Ledwon

Łapkowski

2022

Polymers

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This review article presents different electrochemical and spectroelectrochemical techniques used to investigate conjugated polymers. The development of this research area is presented from an over 40-year perspective—the period of research carried out by Professor Mieczyslaw Lapkowski. Initial research involved polymers derived from simple aromatic compounds, such as polyaniline. Since then, scientific advances in the field of conductive polymers have led to the development of so-called organic electronics. Electrochemical and spectroelectrochemical methods have a great influence in the development of organic semiconductors. Their potential for explaining many phenomena is discussed and the most relevant examples are provided.

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“…These molecules usually consist of an aromatic, heteroaromatic or triphenylamine core to which oligothiophene or donor/acceptor-type groups with thiophene rings are radially attached. Benzene is probably the most popular aromatic core, [1,[3][4][5][6][7] however,m ore extended cores should also be mentioned such as truxene. [8,9] Star-shaped molecules with heterocyclic cores such as triazine are also reported.…”

Section: Introductionmentioning

confidence: 99%

“…[20,22] Star-shaped molecules with thienylene (or thienyl)g roups frequently show interesting optical properties including photoluminescence of highq uantum yield, [19] solvatochromism, [12] and electrochromism. [26] They are electrochemically active [1,7,11] and can form a3 Dn etwork through electrochemical polymerization. [9,15,26] Due to good electrical transport properties they can also serve as components of active layers in organic fieldeffect transistors.…”

Section: Introductionmentioning

confidence: 99%

Star‐Shaped Conjugated Molecules with Oxa‐ or Thiadiazole Bithiophene Side Arms

Kotwica

Kostyuchenko

Data

et al. 2016

Chemistry A European J

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Star‐shaped conjugated molecules, consisting of a benzene central unit symmetrically trisubstituted with either oxa‐ or thiadiazole bithiophene groups, were synthesized as promising molecules and building blocks for application in (opto)electronics and electrochromic devices. Their optical (Eg(opt)) as well as electrochemical (Eg(electro)) band gaps depended on the type of the side arm and the number of solubilizing alkyl substituents. Oxadiazole derivatives showed Eg(opt) slightly below 3 eV and by 0.2 eV larger than those determined for thiadiazole‐based compounds. The presence of alkyl substituents in the arms additionally lowered the band gap. The obtained compounds were efficient electroluminophores in guest/host‐type light‐emitting diodes. They also showed a strong tendency to self‐organize in monolayers deposited on graphite, as evidenced by scanning tunneling microscopy. The structural studies by X‐ray scattering revealed the formation of supramolecular columnar stacks in which the molecules were organized. Differences in macroscopic alignment in the specimen indicated variations in the self‐assembly mechanism between the molecules. The compounds as trifunctional monomers were electrochemically polymerized to yield the corresponding polymer network. As shown by UV/Vis‐NIR spectroelectrochemical studies, these networks exhibited reversible electrochromic behavior both in the oxidation and in the reduction modes.

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Doping behaviour of electrochemically generated model bithiophene meta-substituted star shaped oligomer

Cited by 8 publications

References 55 publications

Synthesis and properties of 1,3,5-tricarbazolylbenzenes with star-shaped architecture

Synthesis and properties of 1,3,5-tricarbazolylbenzenes with star-shaped architecture

The Role of Electrochemical and Spectroelectrochemical Techniques in the Preparation and Characterization of Conjugated Polymers: From Polyaniline to Modern Organic Semiconductors

Star‐Shaped Conjugated Molecules with Oxa‐ or Thiadiazole Bithiophene Side Arms

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