Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
- Title
- Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
- Creator
- Kumari R.; Varghese A.; Akshaya K.B.; George L.; Lobo P.L.
- Description
- Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMOLUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMOLUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity ?, chemical potential (?), chemical hardness (?), chemical softness (s) and electrophilicity (?) were calculated for OMPBA and OMPPD. 2018, Springer Science+Business Media, LLC, part of Springer Nature.
- Source
- Journal of Solution Chemistry, Vol-47, No. 7, pp. 1269-1290.
- Date
- 2018-01-01
- Publisher
- Springer New York LLC
- Subject
- B3LYP; Dipole moment; Solutesolvent interactions; Solvatochromic shift method; Stokes shift
- Coverage
- Kumari R., Department of Chemistry, Christ (Deemed to be University), Bengaluru, 560029, India; Varghese A., Department of Chemistry, Christ (Deemed to be University), Bengaluru, 560029, India; Akshaya K.B., Department of Chemistry, Christ (Deemed to be University), Bengaluru, 560029, India; George L., Department of Chemistry, Christ (Deemed to be University), Bengaluru, 560029, India; Lobo P.L., Department of Chemistry, Maharanis Science College for Women, Bengaluru, 560002, India
- Rights
- Restricted Access
- Relation
- ISSN: 959782; CODEN: JSLCA
- Format
- Online
- Language
- English
- Type
- Article
Collection
Citation
Kumari R.; Varghese A.; Akshaya K.B.; George L.; Lobo P.L., “Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives,” CHRIST (Deemed To Be University) Institutional Repository, accessed April 30, 2025, https://archives.christuniversity.in/items/show/16870.