Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends
Two novel symmetrical bis-azobenzene red dyes ending with electron-withdrawing or donor groups were synthesized. Both chromophores display good solubility, excellent chemical, and thermal stability. The two dyes are fluorescent in solution and in the solid-state. The spectroscopic properties of the...
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| Format: | Article |
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MDPI AG
2020-03-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/6/1368 |
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| author | Rosita Diana Ugo Caruso Stefano Piotto Simona Concilio Rafi Shikler Barbara Panunzi |
| author_facet | Rosita Diana Ugo Caruso Stefano Piotto Simona Concilio Rafi Shikler Barbara Panunzi |
| author_sort | Rosita Diana |
| collection | DOAJ |
| description | Two novel symmetrical bis-azobenzene red dyes ending with electron-withdrawing or donor groups were synthesized. Both chromophores display good solubility, excellent chemical, and thermal stability. The two dyes are fluorescent in solution and in the solid-state. The spectroscopic properties of the neat crystalline solids were compared with those of doped blends of different amorphous matrixes. Blends of non-conductive and of emissive and conductive host polymers were formed to evaluate the potential of the azo dyes as pigments and as fluorophores. Both in absorbance and emission, the doped thin layers have CIE coordinates in the spectral region from yellow to red. The fluorescence quantum yield measured for the brightest emissive blend reaches 57%, a remarkable performance for a steadily fluorescent azo dye. A DFT approach was employed to examine the frontier orbitals of the two dyes. |
| first_indexed | 2024-12-11T23:27:17Z |
| format | Article |
| id | doaj.art-d2b9284d4e1e48a3bac15e022289f4bf |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T23:27:17Z |
| publishDate | 2020-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-d2b9284d4e1e48a3bac15e022289f4bf2022-12-22T00:46:09ZengMDPI AGMolecules1420-30492020-03-01256136810.3390/molecules25061368molecules25061368Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric BlendsRosita Diana0Ugo Caruso1Stefano Piotto2Simona Concilio3Rafi Shikler4Barbara Panunzi5Department of Agriculture, University of Napoli Federico II, NA 80055 Portici, ItalyDepartment of Chemical Sciences, University of Napoli Federico II, 80126 Napoli, ItalyDepartment of Pharmacy, University of Salerno, SA 84084 Fisciano, ItalyDepartment of Industrial Engineering, University of Salerno, SA 84084 Fisciano, ItalyDepartment of Electrical and Computer Engineering, Ben-Gurion University of the Negev, POB 653 Beer-Sheva 84105, IsraelDepartment of Agriculture, University of Napoli Federico II, NA 80055 Portici, ItalyTwo novel symmetrical bis-azobenzene red dyes ending with electron-withdrawing or donor groups were synthesized. Both chromophores display good solubility, excellent chemical, and thermal stability. The two dyes are fluorescent in solution and in the solid-state. The spectroscopic properties of the neat crystalline solids were compared with those of doped blends of different amorphous matrixes. Blends of non-conductive and of emissive and conductive host polymers were formed to evaluate the potential of the azo dyes as pigments and as fluorophores. Both in absorbance and emission, the doped thin layers have CIE coordinates in the spectral region from yellow to red. The fluorescence quantum yield measured for the brightest emissive blend reaches 57%, a remarkable performance for a steadily fluorescent azo dye. A DFT approach was employed to examine the frontier orbitals of the two dyes.https://www.mdpi.com/1420-3049/25/6/1368azobenzenedyefluorophorecolorantpolymeric blend |
| spellingShingle | Rosita Diana Ugo Caruso Stefano Piotto Simona Concilio Rafi Shikler Barbara Panunzi Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends Molecules azobenzene dye fluorophore colorant polymeric blend |
| title | Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends |
| title_full | Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends |
| title_fullStr | Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends |
| title_full_unstemmed | Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends |
| title_short | Spectroscopic Behaviour of Two Novel Azobenzene Fluorescent Dyes and Their Polymeric Blends |
| title_sort | spectroscopic behaviour of two novel azobenzene fluorescent dyes and their polymeric blends |
| topic | azobenzene dye fluorophore colorant polymeric blend |
| url | https://www.mdpi.com/1420-3049/25/6/1368 |
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