Photophysical and electrochemical properties of organic molecules: Solvatochromic effect and DFT studies
Source abstract
Abstract
Abstract A series of five Schiff base molecules M1, M2, M3, M4 and M5 have been designed and synthesized by aldol condensation reaction. Synthesized molecules have been characterized by standard spectroscopic techniques in order to confirm their structural traits. The solvatochromic behavior of molecules M1 to M5 in solvents of varying polarity were investigated by UV–Vis, fluorescence spectroscopy and supported by TD-DFT calculations. DFT studies performed in the gas phase confirmed the energy stabilized structure of the molecules M1 to M5. Structural characteristics of molecule M2 favored higher fluorescence emission with a quantum yield of 0.35 and a solid-state emission of 512 nm. Fluorescence lifetime measurement of the molecules M1 to M5 exhibited a lifetime of order 2–5 ns. Overall, molecule M2 can find its application in organic light emitting diodes as a non-dopant emitter material.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Photochemistry and Electron Transfer Studies · Organic Light-Emitting Diodes Research · Luminescence and Fluorescent Materials
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (62)
Show source-provided references
1. Organic electroluminescent diodes10.1063/1.98799 ↗
2. The electroluminescence of organic materials10.1039/a908713c ↗
3. Recent progress of molecular organic electroluminescent materials and devices10.1016/S0927-796X(02)00093-1 ↗
4. Yersin · 2008
5. Near-infrared phosphorescence: materials and applications10.1039/c3cs60029g ↗
6. Electroluminescent devices from ionic transition metal complexes10.1039/B704017B ↗
7. Recent advances in light-emitting electrochemical cells10.1351/PAC-CON-11-07-20 ↗
8. Photon upconversion based on sensitized triplet–triplet annihilation10.1016/j.ccr.2010.01.003 ↗
9. Triplet–triplet annihilation based upconversion: from triplet sensitizers and triplet acceptors to upconversion quantum yields10.1039/c1ra00469g ↗
10. Triplet photosensitizers: from molecular design to applications10.1039/c3cs35531d ↗
11. Fluorogenic and chromogenic chemosensors and reagents for anions10.1021/cr010421e ↗
12. Tools and tactics for the optical detection of mercuric ion10.1021/cr068000q ↗
13. A new trend in rhodamine-based chemosensors: application of spirolactam ring-opening to sensing ions10.1039/b802497a ↗
14. Phosphorescent chemosensors based on heavy-metal complexes10.1039/b915340c ↗
15. Recent progress in fluorescent and colorimetric chemosensors for detection of precious metal ions (silver, gold and platinum ions)10.1039/c1cs15028f ↗
16. Chemodosimeters: an approach for detection and estimation of biologically and medically relevant metal ions, anions and thiols10.1016/j.ccr.2012.04.013 ↗
17. Ratiometric optical oxygen sensing: a review in respect of material design10.1039/c2an35907c ↗
18. Luminescent chemodosimeters for bioimaging10.1021/cr2004103 ↗
19. Fluorescent metal ion chemosensors via cation exchange reactions of complexes, quantum dots, and metal–organic frameworks10.1039/C5AN01398D ↗
20. The anti-cancer properties of gold(III) compounds with dianionic porphyrin and tetradentate ligands10.1016/j.ccr.2009.02.017 ↗
21. Conjugated polymer nanoparticles: preparation, properties, functionalization and biological applications10.1039/c3cs60036j ↗
22. Application of d6 transition metal complexes in fluorescence cell imaging10.1039/B917757D ↗
23. Phosphorescent heavy-metal complexes for bioimaging10.1039/c0cs00114g ↗
24. Design and synthesis of novel anthracene derivatives as n-type emitters for electroluminescent devices: a combined experimental and DFT study10.1039/C3PP50284H ↗
25. Blue fluorescent emitters: design tactics and applications in organic light-emitting diodes10.1039/c3cs35440g ↗
26. A new electron transporting material for effective hole-blocking and improved charge balance in highly efficient phosphorescent organic light emitting diodes10.1039/c3tc00801k ↗
27. Photophysics of aromatic molecules
28. Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole10.1039/b105159h ↗
29. Aggregation-induced emission: phenomenon, mechanism and applications10.1039/b904665h ↗
30. Fluorescent bio/chemosensors based on silole and tetraphenylethene luminogens with aggregation-induced emission feature10.1039/b921610c ↗
31. Aggregation-induced emission10.1039/c1cs15113d ↗
32. Tang · 2013
33. Synthesis and functional properties of Donor−Acceptor π-conjugated oligomers10.1021/cm0208915 ↗
34. Syntheses and characterization of electroactive and photoactive 2,7-carbazolenevinylene-based conjugated oligomers and polymers10.1021/cm0499390 ↗
35. 6-(Arylvinylene)-3-bromopyridine derivatives as Lego building blocks for liquid crystal, nonlinear optical, and blue light emitting chromophores10.1021/cm040358k ↗
36. Electroluminescence of several pyrazoloquinoline and quinoksaline derivatives10.1016/j.matlet.2006.03.051 ↗
37. Computations of absorption spectra and nonlinear optical properties of molecules based on anthocyanidin structure10.1007/s11082-014-9965-4 ↗
38. Materials and applications for large area electronics: solution-based approaches10.1021/cr900150b ↗
39. Synthesis and nonlinear optical absorption of novel chalcone derivative compounds10.1016/j.optlastec.2013.07.008 ↗
40. Determination of dipole moment, solvatochromic studies and application as turn off fluorescence chemosensor of new 3-(4-(dimethylamino)phenyl)-1-(5-methyl-1-(naphthalen-1-yl)-1H-1,2,3-triazol-4-yl)prop-2-en-1-one10.1016/j.snb.2013.10.137 ↗
41. Structural changes accompanying intramolecular electron transfer: focus on twisted intramolecular charge-transfer states and structures10.1021/cr940745l ↗
42. Zinc induced a dramatic enhancement of the nonlinear optical properties of an azo-based iminopyridine ligand10.1021/jp412204f ↗
43. Quantum chemical calculations and experimental studies of third-order nonlinear optical properties of conjugated TTF–quinones10.1016/j.optmat.2013.07.005 ↗
44. Solvent dependence of the photochemistry of the styrylpyridinium dye RH42110.1021/jp711694u ↗
45. Photophysical studies on the mono- and dichromophoric hemicyanine dyes I. Photoelectric conversion from the dye modified ITO electrodes10.1021/jp020876n ↗
46. Contrasting solvent polarity effect on the photophysical properties of two newly synthesized aminostyryl dyes in the lower and in the higher solvent polarity regions10.1021/jp9107969 ↗
47. Spectrophotometric studies on some Schiff bases derived from benzidine10.1016/0584-8539(90)80247-V ↗
48. Solvation effects on spectroscopic measurements10.1016/0165-9936(82)88008-4 ↗
49. Effect of solvents and pH on the absorption and fluorescence spectra of 2-phenylbenzimidazole10.1016/0584-8539(83)80033-6 ↗
50. LED based on alternating benzene-furan oligomers10.1016/j.saa.2016.07.008 ↗
51. Relative fluorescence quantum yields using a computer-controlled luminescence spectrometer10.1039/an9830801067 ↗
52. Phthalocyanine fluorescence at high concentration: dimers or reabsorption effect?10.1111/j.1751-1097.1995.tb08619.x ↗
53. Chain-length dependence of electronic and electrochemical properties of conjugated systems: polyacetylene, polyphenylene, polythiophene, and polypyrrole10.1021/ja00360a004 ↗
54. Determination of the optical band gap of Alq3 and its derivatives for the use in two-layer OLEDs10.1016/j.optmat.2015.01.008 ↗
55. Frisch · 2016
56. Density-functional thermochemistry. III. The role of exact exchange10.1063/1.464913 ↗
57. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density10.1103/PhysRevB.37.785 ↗
58. Self—consistent molecular orbital methods. XII. Further extensions of Gaussian—type basis sets for use in molecular orbital studies of organic molecules10.1063/1.1677527 ↗
59. The influence of polarization functions on molecular orbital hydrogenation energies10.1007/BF00533485 ↗
60. Avogadro: an open-source molecular builder and visualization tool. Version 1.2.0 http://avogadro.cc/
61. Avogadro: an advanced semantic chemical editor, visualization, and analysis platform10.1186/1758-2946-4-17 ↗
62. Molecular interactions in solution: an overview of methods based on continuous distributions of the solvent10.1021/cr00031a013 ↗