Fused heterocycles possessing novel metal-free organic dyes for dye-sensitized solar cells

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

doi:10.1016/j.tet.2016.12.019

Cited by 17 publications

(4 citation statements)

References 74 publications

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“…For t Bu‐TBT, the specific steric effect of the t Bu moiety can maintain the direct π–π edge‐to‐face interactions with shorter d‐spacing distance and reduce direct π–π face‐to‐face interactions. [ 49 ] This special molecular packing structure could facilitate the intermolecular CT from the whole t Bu‐TPA unit to the BT group and benefit the formation of the second conducting channel, and thus, the ternary WORM data‐storage behavior is established. To better illustrate the conducting mechanism of t Bu‐TBT based device, we have drawn a cartoon schematic for the packed t Bu‐TBT molecules with H atoms omitted for clarity except for the benzothiadiazole core (see Figure ).…”

Section: Resultsmentioning

confidence: 99%

Study of Electronic and Steric Effects of Different Substituents in Donor–Acceptor Molecules on Multilevel Organic Memory Data Storage Performance

Han

Lian

Cheng

et al. 2021

Adv Elect Materials

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To study the influence of different types of substituent moieties onto the molecular backbones of conjugated donor–acceptor (D–A) molecules on the thin‐film morphology and performance of their memory devices, three new molecules X‐TBT were synthesized, which consist of the same backbone of two triphenylamine (T) groups and benzothiadiazole (BT) group, but have different substituents (X) with different electronic effects, that is, cyano group (CN), tert‐butyl group (tBu), and methoxy group (OMe). Nonvolatile ternary write‐once‐read‐many‐times (WORM) data storage behavior is achieved for the CN‐TBT and tBu‐TBT based devices as compared to the binary memory characteristic of TBT (X = H). In contrast, OMe‐TBT based device still maintains binary WORM behavior due to its unfavorable molecular packing motif and weak intermolecular charge transfer effect, but exhibits the lowest operating voltage (1.4 V) as a result of the lowest energy barrier between electrode and active layer. Notably, the tBu‐TBT based device displays the highest ION2/ION1/IOFF ratio of 107:103:1. Altering the substituents in D–A molecules can adjust the molecular packing, thin film morphology, and electron trap depth of the active layer, which then significantly influence the memory performance.

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Section: Resultsmentioning

confidence: 99%

Study of Electronic and Steric Effects of Different Substituents in Donor–Acceptor Molecules on Multilevel Organic Memory Data Storage Performance

Han

Lian

Cheng

et al. 2021

Adv Elect Materials

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“…All solvents, consumed for separation, purification, or reaction, were procured from standard suppliers including Merck/Fischer Scientific. Carbazole‐based and phenothiazine‐based aldehydes were synthesized from commercially available carbazole and phenothiazine, respectively, via alkylation using appropriate alkyl halides followed by Vilsmeier–Haack protocols using the literature methods 84,85 …”

Section: Methodsmentioning

confidence: 99%

“…Carbazole-based and phenothiazine-based aldehydes were synthesized from commercially available carbazole and phenothiazine, respectively, via alkylation using appropriate alkyl halides followed by Vilsmeier-Haack protocols using the literature methods. 84,85 4.2 | Analysis techniques utilized for the characterization of iron(III) immobilized carbon nitride SEM [EVO-80, CARL ZEISS] was utilized to study the surface morphology of the iron(III) immobilized carbon nitride and EDX analysis was executed with AMETEK-EDAX to estimate the existence of elements. XRD [Shimadzu XRD-6000 (Cu Kα source)] was operated to collect the XRD patterns.…”

Section: Materials and Reagentsmentioning

confidence: 99%

Iron integrated carbon nitride: A recoverable heterogeneous catalyst for the construction of bis (hetero/homoarylidene)cycloalkanones

Saravanan

Lakshmanan

Ramalingan

2023

Applied Organom Chemis

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Iron integrated graphitic carbon nitride (GCN) was synthesized by adopting co‐precipitation method. No appreciable change in XRD main peak of both GCN and Fe(III)‐GCN indicates the lattice structure remains the same and there is no bulk doping of Fe(III). More sharp IR bands of Fe(III)‐GCN between 1000 and 1750 cm−1 compared with GCN reflect ordered packing of tri‐s‐triazine units in the nanosheets. Scanning electron microscopy (SEM) analysis reveals less thin and large two dimensional sheets have formed from bulk GCN during catalyst preparation. The absence of bright spots in transmission electron microscopy (TEM) indicates that there is no crystalline metal oxide phase confirming that iron(III) is present as ions. Fe(III)‐GCN was then exploited as an efficient heterogeneous catalyst for the synthesis of bis (hetero/homoarylidene)cycloalkanones from heteroaromatic/homoaromatic carbaldehydes and cycloalkanone through carbon–carbon double bond construction. The reaction effected well in water, a green solvent as a reaction medium at ambient temperature. The catalytic competency exposed good performance towards reusability. Added advantages include easy preparation and inexpensiveness.

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“…Conspicuously, the overall conversion efficiency of the ICA dye reached 51% with respect to the N719 dye. The efficacy of the ICA dye is also compared with previously reported carbazole derivatives [16][17][18] (Table S3 †). Further, structural optimization such as expanding absorption spectra to include more of the visible region and tuning HOMO/LUMO energy levels are expected to produce more efficient carbazole dyes and this work has commenced in our laboratory.…”

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confidence: 99%

IoT-enabled dye-sensitized solar cells: an effective embedded tool for monitoring the outdoor device performance

et al. 2020

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Fused heterocycles possessing novel metal-free organic dyes for dye-sensitized solar cells

Cited by 17 publications

References 74 publications

Study of Electronic and Steric Effects of Different Substituents in Donor–Acceptor Molecules on Multilevel Organic Memory Data Storage Performance

Study of Electronic and Steric Effects of Different Substituents in Donor–Acceptor Molecules on Multilevel Organic Memory Data Storage Performance

Iron integrated carbon nitride: A recoverable heterogeneous catalyst for the construction of bis (hetero/homoarylidene)cycloalkanones

IoT-enabled dye-sensitized solar cells: an effective embedded tool for monitoring the outdoor device performance

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