Synthesis and characterization of optical, electrochemical and photovoltaic properties of selenophene bearing benzodithiophene based alternating polymers

Atlı, Gülten Özkul; Alemdar, Eda; Aslan, Sultan Taşkaya; Udum, Yasemin Arslan; Toppare, Levent; Çırpan, Ali

doi:10.1016/j.jelechem.2020.114014

Cited by 9 publications

(4 citation statements)

References 27 publications

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“…Lastly, their biosensing characteristics were investigated in detail. Electrochemically produced selenophenecontaining polymer films have rarely been investigated in the literature [48][49][50][51]. Systematical and comparative studies on the TPD-modified conjugated monomers functionalized by chalcogen-containing heterocycles are essentially missing in the literature, especially regarding their utilization in high-performance biosensor systems.…”

Section: Introductionmentioning

confidence: 99%

Building Block Engineering toward Realizing High-Performance Electrochromic Materials and Glucose Biosensing Platform

et al. 2023

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The molecular engineering of conjugated systems has proven to be an effective method for understanding structure–property relationships toward the advancement of optoelectronic properties and biosensing characteristics. Herein, a series of three thieno[3,4-c]pyrrole-4,6-dione (TPD)-based conjugated monomers, modified with electron-rich selenophene, 3,4-ethylenedioxythiophene (EDOT), or both building blocks (Se-TPD, EDOT-TPD, and EDOT-Se-TPD), were synthesized using Stille cross-coupling and electrochemically polymerized, and their electrochromic properties and applications in a glucose biosensing platform were explored. The influence of structural modification on electrochemical, electronic, optical, and biosensing properties was systematically investigated. The results showed that the cyclic voltammograms of EDOT-containing materials displayed a high charge capacity over a wide range of scan rates representing a quick charge propagation, making them appropriate materials for high-performance supercapacitor devices. UV-Vis studies revealed that EDOT-based materials presented wide-range absorptions, and thus low optical band gaps. These two EDOT-modified materials also exhibited superior optical contrasts and fast switching times, and further displayed multi-color properties in their neutral and fully oxidized states, enabling them to be promising materials for constructing advanced electrochromic devices. In the context of biosensing applications, a selenophene-containing polymer showed markedly lower performance, specifically in signal intensity and stability, which was attributed to the improper localization of biomolecules on the polymer surface. Overall, we demonstrated that relatively small changes in the structure had a significant impact on both optoelectronic and biosensing properties for TPD-based donor–acceptor polymers.

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Section: Introductionmentioning

confidence: 99%

Building Block Engineering toward Realizing High-Performance Electrochromic Materials and Glucose Biosensing Platform

et al. 2023

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“…[4][5][6] In particular, p-conjugated polymers have attracted considerable interest due to their simple processing, low operating voltages, quick response times, and color tuning over the entire UV-vis range, making this kind of polymers ideally suited for a wide range of optoelectronic devices. [7][8][9][10][11][12][13][14][15][16] Thus, design and synthesis of new conjugated polymers with various optoelectronic properties hold great promise in display technology area. [17][18][19] Selecting electron-donating (donor; D) and withdrawing units (acceptor; A) in an alternate mode in the polymer chain is considered to be one of the most competent methods of depreciating optical and electrochemical band gaps of conjugated polymers.…”

Section: Introductionmentioning

confidence: 99%

“…4–6 In particular, π-conjugated polymers have attracted considerable interest due to their simple processing, low operating voltages, quick response times, and color tuning over the entire UV-vis range, making this kind of polymers ideally suited for a wide range of optoelectronic devices. 7–16 Thus, design and synthesis of new conjugated polymers with various optoelectronic properties hold great promise in display technology area. 17–19…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, photophysical properties, and computational studies on N-hexylphenothiazine/cyanopyridine based π-conjugated copolymers

El‐Shehawy

Attia

Abdallah

et al. 2021

High Performance Polymers

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In this paper, π-conjugated copolymers, namely N-hexylphenothiazine/cyanopyridine/phenyl/benzothiadiazole, N-hexylphenothiazine/cyanopyridine/phenyl/9,9-dihexylfluorene, and N-hexylphenothiazine/cyanopyridine/phenyl/9,9-diethylhexylfluorene were readily synthesized via Pd-catalyzed Suzuki cross-coupling reaction. The polymer structures and their photophysical properties were characterized by elemental analysis, 1H NMR, GPC, TGA, XRD, UV-vis absorption and PL spectroscopy measurements. The coupling agent effect on photophysical properties of copolymers was investigated to rationally design polymers with particular physical properties to be employed in optoelectronic devices. The UV-vis absorption spectroscopy of copolymers showed λmax at a range of ∼334–474 nm and red-shifted in their films to a range of ∼342–381 nm. These copolymers displayed highly intense fluorescence in their solutions and films. The PL spectra of copolymers indicated red and near-infrared light, rendering them a prospect for being red and near-infrared light-emitting materials for PLEDs. XRD analysis demonstrated a d-spacing range of ∼3.79–4.32 Å, reflecting π-π stacking and some degree of crystallinity in some polymers, and only P1 and P2 showed peaks in the small-angle region, indicating lamellar structures. To understand the relationship between molecular structures of target materials and their photophysical and photovoltaic properties, density functional theory (DFT) and its time-dependent form (TD-DFT) were employed.

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“…Even though there have been tremendous progresses in the synthetic methodology for the structural modifications of the monomers, there are still inherent shortcomings of homopolymers such as narrow absorption band and mostly raised HOMO energy levels and hence yielding a relatively lower photovoltaic performances. In order to circumvent the narrow absorption profile and modulate the molecular energy levels, a "the Donor-Acceptor (D-A) design motif " where an electron rich (donor) and electron deficient (acceptor) aromatic fragments are linked together by a covalent bond was developed (Havinga et al, 1992;Gedefaw et al, 2017a;Gedefaw and Andersson, 2019;Atlı et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Synthesis of Electron Donor Conjugated Terpolymers for Solar Cell Applications

2020

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The synthesis of donor (D)-acceptor (A) polymers using structurally elaborated monomers is an active research field. Some of the challenges with the use of alternating D-A polymers for photovoltaic applications are the relatively narrow absorption widths, the presence an absorption valleys in the visible region, unoptimized molecular energy levels and even lack of compatibility of the polymers with the common acceptors. The synthesis and characterization of polymers consisting of multiple chromophores (random and regular terpolymers) with complementing properties is currently gaining momentum in order to delicately optimize properties of polymers. A random terpolymer can either be of a system composed of one donor and two acceptors [(D-A1)-ran-(D-A2)] or a one acceptor and two donor segments [(D1-A)-ran-(D2-A)] incorporated in the polymer backbone. By varying the composition of the monomers in the feed of the polymerization reaction, the properties of the resulting terpolymers can be carefully optimized. Using this strategy, many materials with desired properties have been developed and power conversion efficiency (PCE) surpassing 14% in a single layer bulk heterojunction (BHJ) solar cell device have been reported. This review summarizes the most recent advances made in the development of electron donor terpolymers for organic photovoltaics (OPVs). The properties of the terpolymers are compared with their respective reference polymer.

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Synthesis and characterization of optical, electrochemical and photovoltaic properties of selenophene bearing benzodithiophene based alternating polymers

Cited by 9 publications

References 27 publications

Building Block Engineering toward Realizing High-Performance Electrochromic Materials and Glucose Biosensing Platform

Building Block Engineering toward Realizing High-Performance Electrochromic Materials and Glucose Biosensing Platform

Synthesis, characterization, photophysical properties, and computational studies on N-hexylphenothiazine/cyanopyridine based π-conjugated copolymers

Recent Advances in the Synthesis of Electron Donor Conjugated Terpolymers for Solar Cell Applications

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