Temurlu, SelinAbureesh, Mosab A. A.Abourajab, ArwaKarşılı, PelinDinleyici, MeltemAltınışık, SinemKoyuncu, Sermet2024-02-102024-02-102024Temurlu, S., Abureesh, M. A. A., Abourajab, A., Karşılı, P., Dinleyici, M., Altınışık, S., … Icil, H. (2024). Grafting of perylene and naphthalene fluorophores onto chitosan for improved thermal, optical and electrical properties. Macromolecular Research, 1–17. https://doi.org/10.1007/s13233-023-00233-71598-50322092-7673https://doi.org/10.1007/s13233-023-00233-7https://hdl.handle.net/20.500.12428/5647The grafting of N-(4-hydroxyphenyl)-3,4,9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide (4) and N-(4-hydroxyphenyl)-1,4,5,8-naphthalenetetracarboxylic-1,8-anhydride-4,5-imide (8) onto low-molecular-weight chitosan (5) was performed. The fluorescence, stability, electroactivity, conductivity, and solubility properties of the grafted chitosan polymer 9 were highly enhanced compared to the original chitosan. The weight-average molecular weight (Mw) of 19,800 g/mol was obtained. Grafted chitosan has even more excellent thermal stability with a higher initial decomposition temperature of 285 degrees C and char yield at 900 degrees C up to 73%. The fluorescence quantum yield efficiencies for polymer 9 are very high in all studied solvents (70% in CH3CN). The polymer showed five stepwise, fast, reversible one-electron reductions in electrochemical investigations due to the conductive fluorophores 4 and 8. The HOMO/LUMO levels were calculated as - 5.56 and - 4.14 eV, corresponding to the low band gap of 1.42 eV. The spectroelectrochemistry investigations confirmed the nature of the electron transfers. The morphological characterization using AFM, SEM, and TEM methods indicated a highly crystalline character of the grafted chitosan. The modified chitosan has the potential to be applied in various organic photonics and as a significant substrate material.eninfo:eu-repo/semantics/openAccessConducting polymerFluorescenceGrafted chitosanSpectroelectrochemistryThermal stabilityArticle10.1007/s13233-023-00233-7Q3WOS:0011358657000022-s2.0-85181234491