Covering the More Visible Region by Electrochemical Copolymerization of Carbazole and Benzothiadiazole Based Donor-Acceptor Type Monomers

Ergün, Emine Gül Cansu

doi:10.1007/s10118-019-2181-8

Cited by 17 publications

(11 citation statements)

References 37 publications

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“…The electrocopolymerization of P(TB) with another DAD unit have also reported recently by our group. [33] The difference from the previous study is; 3,4-ethylenedioxythiophene (EDOT) unit is used as the donor group here, while 3,4-propylenedioxythiophene (Prodot) derivative was used in [33]. Changing the donor unit from Prodot to EDOT resulted in an expected red-shifted optical absorption for the resulting copolymer, accompanying the change in the hues of colors of the polymer films in the neutral and oxidized states.…”

Section: Resultsmentioning

confidence: 98%

“…]thiadiazole (TB) were used to obtain a copolymer film. Different from our previous study of [33], EC contains 3,4-ethylenedioxythiophene (EDOT) unit as a donor unit. EC and TB and properties of their homopolymers were already examined by us, previously.…”

Section: Introductionmentioning

confidence: 81%

“…Besides all, electropolymerization of two different DAD type electrochromes have not been investigated in the literature so far, except a recently published study by us. [33] Combination of two different DAD units in the same polymer chain resulted in a broader UV-Visible absorption with having a multichromic behavior.…”

Section: Introductionmentioning

confidence: 99%

“…For better comparison, the homopolymers (P(EC) and P(TB)) were re-prepared in the same electrolytic conditions. Moreover, the copolymer properties were also compared with the other DAD containing copolymer in [33] and the effect of EDOT moiety in one of the comonomer were discussed.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Characterization of an Electrochromic Copolymer Film Bearing Two Different Donor-Acceptor-Donor Type Electrochromes

Ergün

2019

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

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Two donor-acceptor-donor type monomers (EC and TB) were selected to grow a copolymer via electrochemical techniques. EC monomer contains 3,4-ethylenedioxythiophene as the donor and carbazole as the acceptor units, while TB monomer includes thiophene and benzothiadiazole as the donor and the acceptor, respectively. The resulting copolymer film was investigated in terms of its electrochemical and optical properties and compared with the homopolymers of EC and TB. The copolymer film exhibited different electrochromic properties from their corresponding homopolymers. The neutral state faded-orange color of the polymer of EC and magenta color of the polymer of TB possesed a brownish color of the copolymer in the neutral state, with having a broader absorption band in the visible region by covering the characteristic absorption bands coming from both homopolymers. The physico-chemical properties, energy gaps, optical contrasts and coloring efficiencies for the homopolymers and for copolymer were systematically studied.

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Section: Resultsmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 81%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Characterization of an Electrochromic Copolymer Film Bearing Two Different Donor-Acceptor-Donor Type Electrochromes

Ergün

2019

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

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“…36−39 EC polymer materials based on carbazole have been explored in many ways as electroactive films. For example, electrochemically polymerized long polycarbazole chains, 40−42 copolymers from carbazole and different monomers like thiophene, bithiophene, and 3,4ethylenedioxythiophene, 43,44 and small molecules and polymers of carbazole as the center core and side chain have been studied for their EC properties. 45−49 Although cross-linkable, carbazole−triarylamine derivatives are used as hole-transporting materials for Pervoskite solar cells, 50…”

Section: Introductionmentioning

confidence: 99%

Effect of Hyper-Cross-Linking on the Electrochromic Device Properties of Cross-Linkable Carbazole–Diphenylamine Derivatives

Balakrishnan,

Venugopal,

Harikumar

et al. 2023

ACS Appl. Polym. Mater.

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Triphenylamine derivatives are promising organic electrochromic (EC) materials due to their easy synthesis, low oxidation potentials, high charge-carrier mobilities, electrochemical stability, coloration efficiency, and tunability of EC properties via substitution. Further, the cross-linking strategy provides an added advantage to the small-molecule-based EC devices in terms of better-quality EC films with enhanced EC properties. Herein, we discuss the EC properties of two carbazole−diphenylamine derivatives, C-Sty2 and C-Sty3, with two and three thermally cross-linkable styryl units, respectively, following a donor−π− donor (D−π−D) design, where both the carbazole moiety and cross-linking styrene groups modulate the photophysical and EC properties. Both styryl derivatives formed rigid, uniform, and transparent films with high solvent resistance and exhibited excellent thermal and electrochemical stability upon cross-linking. C-Sty3, with three cross-linkable styryl units, could form more extended cross-links, leading to hyper-cross-linked films with distinct, regular, and porous morphology compared to C-Sty2. Spectroelectrochemical studies of the films showed a color change from a transparent colorless state to an initial light-yellow color and then a final dark-blue color with a color contrast of 65% at 890 nm for C-Sty2 and 78% at 850 nm for C-Sty3. The hypercross-linked films of C-Sty3 demonstrated enhanced coloration efficiency (248 cm 2 /C), optical contrast, and open-circuit memory compared to C-Sty2. Electrochemical impedance spectroscopy analysis showed lower solution and charge-transfer resistances (R s and R ct , respectively) for hyper-cross-linked films of C-Sty3, indicating higher conductivity and ion diffusion compared to C-Sty2. Thus, a comparison of the EC properties of two polymers with the same electroactive groups reveals the significance of hyper-crosslinking in the EC properties of these cross-linked polymers. Furthermore, the EC properties of the hyper-cross-linked D−π−D derivative, C-Sty3, were compared to those of previously reported molecules, demonstrating the importance of highly branched conducting polymers for EC applications.

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Structural Design of Blue‐to‐Red Thermally‐Activated Delayed Fluorescence Molecules by Adjusting the Strength between Donor and Acceptor

Che

Xie

2020

Asian J Org Chem

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Owing to the faster response time, wider viewing angle and thinner thickness of organic light emitting diodes (OLEDs) than the conventional displays, the development of high‐efficiency light‐emitting materials has become the focus of attention. In recent years, the TADF materials have aroused widespread attention and experienced rapid development as an emitter in OLEDs, since the maximum internal quantum efficiency can reach 100% theoretically. TADF materials have exhibited the potential to be a low‐cost alternative to expensive phosphorescent luminophors. Whereas, the high resolution displays must endow the characteristics of stable and efficient panchromatic emission. The chemical structure of TADF materials are generally composed of electrical donor and acceptor, the emission colors and efficiency can be adjusted by the charge transfer between them. In this paper, TADF emitters with different emission colors are reviewed, accompanied with the investigation on their molecular design strategies and photophysical properties. In addition, the development direction and application of TADF materials are prospected.

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Covering the More Visible Region by Electrochemical Copolymerization of Carbazole and Benzothiadiazole Based Donor-Acceptor Type Monomers

Cited by 17 publications

References 37 publications

Synthesis and Characterization of an Electrochromic Copolymer Film Bearing Two Different Donor-Acceptor-Donor Type Electrochromes

Synthesis and Characterization of an Electrochromic Copolymer Film Bearing Two Different Donor-Acceptor-Donor Type Electrochromes

Effect of Hyper-Cross-Linking on the Electrochromic Device Properties of Cross-Linkable Carbazole–Diphenylamine Derivatives

Structural Design of Blue‐to‐Red Thermally‐Activated Delayed Fluorescence Molecules by Adjusting the Strength between Donor and Acceptor

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