Perylene Bisimide-conjugated Oligomer Dyes
Abstract
The syntheses of three new series of nonlinear optical hyper conjugated macromolecular systems consisting of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes functionalized with diverse aryls of thiophenes, carbazoles and perylene bisimides that yield conjugated oligomers with electron attractor character and tunable emission properties was accomplished. The three series of oligomers were synthetized by the step-by-step approach. On basis of the preliminary survey of the photophysical properties and simulated frontier molecular orbitals here presented, these conjugated molecular-based functional organic dyes offer a vast chemical space to be explored to tune the optoelectronic properties. From the so synthetized materials, the perylene bisimide derivatives exhibit the most appealing optoelectronic properties towards the proposed application: 1) good solubility in many organic solvents, 2) strong absorptions in the red region,3) broad fluorescence covering from 500 to 800 nm,3) push-pull character, and 4) low lying excited triplet state (as calculated at TD-DFT level), which opens the possibility to have triplet-triplet energy transfer by using AFRL photon donor materials in supramolecular assemblies by physical mixing. A deep photophysical investigation, in particular in the ultrafast domain, is required to establish the most adequate photon donor and nonlinear application.
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 17, 2023
- Accession Number
- AD1211595
Entities
People
- Ronald Ziolo