Room Temperature Phosphorescence in Crystalline Iodinated Eumelanin Monomer
We report the room temperature phosphorescence upon iodination on a crystalline eumelanin monomer with shielded hydroxyl moieties, ethyl 5,6-dimethoxyindole-2-carboxylate (DMICE). Ultrafast intersystem crossing (ISC) is observed in the iodinated (IDMICE) as well as brominated (BDMICE) analogues of the eumelanin monomer derivative in solution. The triplet quantum yields (ΟT) and intersystem crossing rates (kISC) of the halogenated eumelanin derivatives are ππ΅π·ππΌπΆπΈπ =25.4Β±1.1%; ππΌππΆπ΅π·ππΌπΆπΈ=1.95Γ109 s-1 and ππΌπ·ππΌπΆπΈπ =59.1Β±1.6%; ππΌππΆπΌπ·ππΌπΆπΈ = 1.36Γ1010 s-1, as monitored using transient absorption spectroscopy. Theoretical calculations based on nuclear ensemble method reveals that computed kISC and spin-orbit coupling elements for eumelanin derivatives are larger for IDMICE relative to BDMICE. The halogen and Ο-Ο interactions, with distinct excitonic coupling and higher ISC rate promotes phosphorescence in IDMICE molecular crystals. Accessing triplet excited states and resultant photoluminescence through structural modification of eumelanin scaffolds paves way for exploring the versatility of eumelanin-inspired molecules as bio-functional materials.PMID:38502668 | DOI:10.1002/chem.202400499
Source: Chemistry - Category: Chemistry Authors: Kavya Vinod Sohan D Jadhav Mahesh Hariharan Source Type: research
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