scholarly journals Novel Riboflavin-Inspired Conjugated Bio-Organic Semiconductors

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2271 ◽  
Author(s):  
Jan Richtar ◽  
Patricie Heinrichova ◽  
Dogukan Apaydin ◽  
Veronika Schmiedova ◽  
Cigdem Yumusak ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Organic Semiconductors ◽  
Intramolecular Proton Transfer ◽  
Fine Tuning ◽  
Conjugated Materials ◽  
Absorption And Emission ◽  
Application Potential ◽  
Synthetic Approaches ◽  
Comprehensive Characterization

Flavins are known to be extremely versatile, thus enabling routes to innumerable modifications in order to obtain desired properties. Thus, in the present paper, the group of bio-inspired conjugated materials based on the alloxazine core is synthetized using two efficient novel synthetic approaches providing relatively high reaction yields. The comprehensive characterization of the materials, in order to evaluate the properties and application potential, has shown that the modification of the initial alloxazine core with aromatic substituents allows fine tuning of the optical bandgap, position of electronic orbitals, absorption and emission properties. Interestingly, the compounds possess multichromophoric behavior, which is assumed to be the results of an intramolecular proton transfer.

scholarly journals Tunable Properties of Nature-Inspired N,N′-Alkylated Riboflavin Semiconductors

Molecules ◽  
2020 ◽  
Vol 26 (1) ◽  
pp. 27
Author(s):  
Jan Richtar ◽  
Lucia Ivanova ◽  
Dong Ryeol Whang ◽  
Cigdem Yumusak ◽  
Dominik Wielend ◽  
...  
Keyword(s):  
Thermal Stability ◽  
High Stability ◽  
Frontier Molecular Orbital ◽  
Synthetic Approach ◽  
Melting Points ◽  
Alkyl Groups ◽  
Application Potential ◽  
Comprehensive Characterization ◽  
Over Time

A series of novel soluble nature-inspired flavin derivatives substituted with short butyl and bulky ethyl-adamantyl alkyl groups was prepared via simple and straightforward synthetic approach with moderate to good yields. The comprehensive characterization of the materials, to assess their application potential, has demonstrated that the modification of the conjugated flavin core enables delicate tuning of the absorption and emission properties, optical bandgap, frontier molecular orbital energies, melting points, and thermal stability. Moreover, the thin films prepared thereof exhibit smooth and homogeneous morphology with generally high stability over time.

scholarly journals Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer

Polymers ◽  
2021 ◽  
Vol 13 (22) ◽  
pp. 4050
Author(s):  
Atsuko Tabuchi ◽  
Teruaki Hayakawa ◽  
Shigeki Kuwata ◽  
Ryohei Ishige ◽  
Shinji Ando
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
White Light ◽  
Resonance Energy Transfer ◽  
Resonance Energy ◽  
Material Design ◽  
Intramolecular Proton Transfer ◽  
Anion Formation ◽  
Intramolecular Hydrogen

N-cyclohexylphthalimide-substituted trifluoroacetylamino (CF3CONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT) in the solution and crystalline states. In addition, CF3CONH-substituted phthalic anhydride (3TfAPA) was synthesized, which was attached to the termini of a blue-fluorescent semi-aromatic polyimide (PI) chain. Owing to the efficient Förster resonance energy transfer (FRET) occurring from the main chain to the termini and the suppression of deprotonation (anion formation) at the 3TfAPA moiety by H2SO4 doping, the resulting PI films display bright white fluorescence. Moreover, the enhancement of the chain rigidity by substituting the diamine moiety results in an increase in the quantum yield of white fluorescence (Φ) by a factor of 1.7, due to the suppression of local molecular motion. This material design strategy is promising for preparing thermally stable white-light fluorescent PIs applicable to solar spectral convertors, displays, and ICT devices.

Synthesis and characterization of excited state intramolecular proton transfer based 2-hydroxylaryl imidazole fluorescent materials

2012 ◽  
Vol 162 (1-2) ◽  
pp. 58-63 ◽  
Author(s):  
Aman Mahajan ◽  
Ramanpreet Kaur Aulakh ◽  
R.K. Bedi ◽  
Sandeep Kumar ◽  
Subodh Kumar ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Synthesis And Characterization ◽  
Fluorescent Materials
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