Dataset Information

Comparative analyses of new donor-?-acceptor ferrocenyl-chalcones containing fluoro and methoxy-fluoro acceptor units as synthesized dyes for organic solar cell material.

ABSTRACT: Two organometallic compounds known as (E)-1-ferrocenyl-(3-fluorophenyl)prop-2-en-1-one (Fc1) and (E)-1-ferrocenyl-(3-fluoro-4-methoxyphenyl)prop-2-en-1-one (Fc2) are designed and synthesized for application in dye-sensitized solar cell (DSSC) based on a donor-?-acceptor (D-?-A) architecture. By strategically introducing a methoxy group into the acceptor side of the compound, Fc2 which has adopted a D-?-A-AD structure are compared with the basic D-?-A structure of Fc1. Both compounds were characterized by utilizing the IR, NMR and UV-Vis methods. Target compounds were further investigated by X-ray analysis and studied computationally using Density Functional Theory (DFT) and Time-Dependent DFT (TD-DFT) approaches to explore their potential performances in DSSCs. An additional methoxy group has been proven in enhancing intramolecular charge transfer (ICT) by improving the planarity of Fc2 backbone. This good electronic communication leads to higher HOMO energy level, larger dipole moment and better short-circuit current density (Jsc) values. Eventually, the presence of methoxy group in Fc2 has improved the conversion efficiency as in comparison to Fc1 under the same conditions.

SUBMITTER: Anizaim AH

PROVIDER: S-EPMC7641456 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

ACCESS DATA

Publications

Comparative analyses of new donor-π-acceptor ferrocenyl-chalcones containing fluoro and methoxy-fluoro acceptor units as synthesized dyes for organic solar cell material.

Anizaim Ainizatul Husna AH Zainuri Dian Alwani DA Zaini Muhamad Fikri MF Razak Ibrahim Abdul IA Bakhtiar Hazri H Arshad Suhana S

PloS one 20201104 11

Two organometallic compounds known as (E)-1-ferrocenyl-(3-fluorophenyl)prop-2-en-1-one (Fc1) and (E)-1-ferrocenyl-(3-fluoro-4-methoxyphenyl)prop-2-en-1-one (Fc2) are designed and synthesized for application in dye-sensitized solar cell (DSSC) based on a donor-π-acceptor (D-π-A) architecture. By strategically introducing a methoxy group into the acceptor side of the compound, Fc2 which has adopted a D-π-A-AD structure are compared with the basic D-π-A structure of Fc1. Both compounds were charact ...[more]

PMID: 33147247

Similar Datasets

Project description:Steady development on photophysical behaviors for a variety of organic fluorophores inspired us to generate anthracene-based fluorescent molecules with a strong acceptor and a significantly weak donor through a π-spacer. Such molecules are found to have substantial twisted conformational orientations in the solid state and enhanced apolar character because of the attachment of tolyl or mesityl group with an anthracenyl core. Upon exposure to a variety of solvents, strong solvatochromism was noticed for 4-nitro compound (84 nm red shift) in contrast to the cyano analogue (18 nm red shift). Both these probes were highly emissive in apolar solvents while nitro-analogue, in particular, could discriminate the solvents of E T(30) (a measure of microscopic solvent polarity) ranging from 31 to 37. Thus, 4-nitro compounds can be successfully employed to detect and differentiate the apolar solvents. On the contrary, the 2-nitro analogue is almost nonemissive for the same range of solvents perhaps because of favorable excited-state intramolecular proton-transfer process. The fundamental understanding of solvatochromic properties through the formation of twisted intramolecular charge-transfer (TICT) state is experimentally analyzed by synthesizing and studying the π-conjugates linked to only benzene in place of nitro or cyanobenzene, which exhibits no solvatochromism and that helped finding the possible emission, originated from the locally excited state. Moreover, the molecular structures for these compounds are determined by the single-crystal X-ray diffraction studies to examine the change in emission properties with molecular packing and alignment in the aggregated state. The measurement of dihedral angles between the substituents and anthracenyl core was helpful in finding the possible extent of electronic conjugations within the system to decipher both solvatochromism and aggregation enhanced emission (AEE)-behavior. The cyano analogue exhibited prominent AEE-behavior, whereas nitro analogues showed the aggregation-caused quenching effect. The reason behind such dissimilarity in solvatochromism and AEE-behavior between cyano- and nitro-linked anthracenyl π-conjugates are also addressed through experimental outcomes.

Dataset Information

Comparative analyses of new donor-?-acceptor ferrocenyl-chalcones containing fluoro and methoxy-fluoro acceptor units as synthesized dyes for organic solar cell material.

Publications

Comparative analyses of new donor-π-acceptor ferrocenyl-chalcones containing fluoro and methoxy-fluoro acceptor units as synthesized dyes for organic solar cell material.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets