Azafluorene Ornamented Thiazine Based Novel Fused Heterocyclic Organic Dyes for Competent Molecular Photovoltaics

Karuppasamy, Ayyanar; Peng, Jia-De; Ho, Kuo‐Chuan; Ramalingan, Chennan

doi:10.1016/j.electacta.2017.06.151

Cited by 16 publications

(7 citation statements)

References 80 publications

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“…[18][19][20][25][26][27][28][29] Since heterocycles are less aromatic than benzene and polycyclic hydrocarbon, the introduction of a heterocyclic ring between the donor and the acceptor can increase the intramolecular charge transfer. [30][31][32][33][34][35][36] The enhanced conjugation between the donor and acceptor is disadvantageous for the separation of charges within the molecule, and thus it is necessary to interrupt the interaction between the donor and the acceptor. Since nonconjugated chains can inhibit the back charge transfer and improve the charge separation efficiency of D-A systems, the introduction of nonconjugated chains as a bridge between the donor and the acceptor has attracted widespread attention of researchers.…”

Section: Mtpapa-apycmentioning

confidence: 99%

Effects of heterocyclic ring and amino‐ethyl‐amino group on the electronic and photophysical properties of a triphenylamine‐pyrimidine dye

Yang

Liu

Lü

et al. 2020

Int J of Quantum Chemistry

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Introduction of a heterocyclic ring and an amino‐ethyl‐amino group to donor‐acceptor (D‐A) type photosensitive dyes can modulate the lifetime of the charge separation generated in the D‐A dyes as well as their electronic and UV‐vis absorption properties. Here we perform density functional theory (DFT) and time‐dependent density functional theory (TD‐DFT) calculations to study 11 derivatives of a triphenylamine‐pyrimidine, namely MTPA‐Pyc, in order to improve the performance of MTPA‐Pyc as solar cell sensitizers. Five heterocyclic rings and an amino‐ethyl‐amino group were introduced on the styryl moiety of MTPA‐Pyc. The results show that the introduction of heterocyclic rings generally causes an absorption red shift, but the absorption intensity reduces as a result of the increase in the dihedral angle between the donor and acceptor. Further, introduction of an amino‐ethyl‐amino group to these dyes with a heterocyclic ring modification disrupts the conjugation between the donor and acceptor, which does not benefit the absorption but may have the potential to increase the lifetime of charge separation of the dyes. We identify 2 out of 11 dyes that have the best potential for solar cell applications.

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Section: Mtpapa-apycmentioning

confidence: 99%

Effects of heterocyclic ring and amino‐ethyl‐amino group on the electronic and photophysical properties of a triphenylamine‐pyrimidine dye

Yang

Liu

Lü

et al. 2020

Int J of Quantum Chemistry

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“…LEDs, luminescent solar concentrators and related photonic technologies represent other platforms where Cs‐based perovskites can behave as core materials in combination with other recently emerged advanced concepts . In this scenario, Mn 2+ doping is currently considered one of the leading strategies to modify the optical and magnetic functionalities of nanocrystals of various chalcogenide and oxide semiconductors .…”

Section: Caesium‐doped Perovskites In Emerging Technologiesmentioning

confidence: 99%

“…LEDs, luminescent solarc oncentrators and related photonic technologiesr epresent other platforms where Cs-based perovskites can behavea sc ore materials in combination with other recently emerged advanced concepts. [244][245][246][247][248][249][250][251][252][253] In this scenario, Mn 2 + doping is currently considered one of the leadings trategies to modify the opticala nd magnetic functionalitieso f nanocrystals of variousc halcogenide ando xide semiconductors. [254] An interesting synergy between these materials chemistry features was proposed by Yuan et al,w ho synthesized as eries of Mn 2 + -doped CsPbCl 3 nanocrystals using reaction temperature and precursor concentration to tune Mn 2 + content up to 14 %.…”

Section: Caesium-doping In Other Perovskite Solar Cell Componentsmentioning

confidence: 99%

Caesium for Perovskite Solar Cells: An Overview

Bella

Renzi

Cavallo

et al. 2018

Chemistry A European J

150

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Perovskite solar cells have the potential to revolutionize the world of photovoltaics, and their efficiency close to 23 % on a lab-scale recently certified this novel technology as the one with the most rapidly raising performance per year in the whole story of solar cells. With the aim of improving stability, reproducibility and spectral properties of the devices, in the last three years the scientific community strongly focused on Cs-doping for hybrid (typically, organolead) perovskites. In parallel, to further contrast hygroscopicity and reach thermal stability, research has also been carried out to achieve the development of all-inorganic perovskites based on caesium, the performances of which are rapidly increasing. The potential of caesium is further strengthened when it is used as a modifying agent of charge-carrier layers in solar cells, but also for the preparation of perovskites with peculiar optoelectronic properties for unconventional applications (e.g., in LEDs, photodetectors, sensors, etc.). This Review offers a 360-degree overview on how caesium can strongly tune the properties and performance of perovskites and relative perovskite-based devices.

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“…We used carbazole as a donor considering the carbazole ring is planar with an electron-rich aromatic heterocycle. [29][30][31][32][33][34] The carboxyl (-COOH) is an anchoring group and along with lateral anchoring -OH group furnishing three binding sites flanked by the TiO 2 surface and the dye. [35][36][37][38][39][40][41][42][46][47] Single D-π-A system may result in an unwanted aggregation of dye molecules and charge recombination resulting in close π-π stacking of dye molecule which may give rise to self-quenching of the excited state and reduced electron injection.…”

Section: Introductionmentioning

confidence: 99%

Multi‐Dentate Carbazole Based Schiff Base Dyes with Chlorovinylene Group in Spacer for Dye‐Sensitized Solar Cells: A Combined Theoretical and Experimental Study.

et al. 2019

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Four new metal free organic Schiff bases employing N-hexyl/Nphenyl carbazole moiety as a donor, 1-chlorobuta-1,3-diene as a π-bridge and 4-amino salicylic acid as an anchor, are designed, synthesized and investigated as photosensitizers in the dye-sensitized solar cell (DSSC). We have studied the combined effect of the introduction of electronegative chlorine group with an additional double bond in π-conjugation and 4amino salicylic acid as a tridentate anchoring group, on the optoelectronic, theoretical and photovoltaic performance of the dyes. The halogen electronegativity and strong polarization of the C-X bond represented interesting acceptor moieties for organic push-pull systems. The designed strategy leads to redshifted absorption maxima and reduced band gap. Density functional theory (DFT) and Time dependent density functional theory (TD-DFT) are used to support the performance of the obtained carbazole based Schiff-base dyes. When compared with the other three dyes, 3b exhibited the smallest band gap (2.86 eV), red-shifted absorption spectra on TiO 2 surface (453 nm) and improved nonlinear optical (NLO) properties. Among the four reported dyes, 3b exhibited the excellent photovoltaic performance, short-circuit current density (J sc ) of 10.60 mA/cm 2 , open-circuit voltage (V oc ) of 0.626 V and fill factor (FF) of 70.0 %, conforming to a total power conversion efficiency of 4.3% under 1 sun light illumination due to the presence of two anchoring groups with multiple binding sites on TiO 2 surface leading to efficient charge injection. NLO properties are examined theoretically and dye 3b exhibited the highest value of the first hyperpolarizability (β) amongst all four dyes which are in good agreement with exhibited highest DSSC efficiency. The present work revealed that the incorporation of electronegative chlorine group in π-conjugation and the use of double acceptors with multiple binding sites for better adsorption on TiO 2 surface are crucial to supplement the efficiency of the dye.

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Azafluorene Ornamented Thiazine Based Novel Fused Heterocyclic Organic Dyes for Competent Molecular Photovoltaics

Cited by 16 publications

References 80 publications

Effects of heterocyclic ring and amino‐ethyl‐amino group on the electronic and photophysical properties of a triphenylamine‐pyrimidine dye

Effects of heterocyclic ring and amino‐ethyl‐amino group on the electronic and photophysical properties of a triphenylamine‐pyrimidine dye

Caesium for Perovskite Solar Cells: An Overview

Multi‐Dentate Carbazole Based Schiff Base Dyes with Chlorovinylene Group in Spacer for Dye‐Sensitized Solar Cells: A Combined Theoretical and Experimental Study.

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