Synthesis of stable fused furan-based molecule for organic electronics

• Main Author: Ng, Kai Ling
• Other Authors: Andrew Clive Grimsdale
• Format: Final Year Project
• Language: English
• Published: Nanyang Technological University 2022
• Subjects: Science::Chemistry::Organic chemistry::Organic synthesis; Engineering::Materials::Organic/Polymer electronics
• Online Access: https://hdl.handle.net/10356/159250
• Institution: Nanyang Technological University

An analogue to the popular thiophene, furan possesses comparable or even better properties for organic electronics. Therefore, this project report aims to contribute to the of studies on stable fused furan molecules for organic electronic applications. focuses on the chemical synthesis and characterization of conjugated fused furan compounds for development of a novel acceptor molecule for organic electronic applications. Various chemical synthesis methodologies, such as Suzuki coupling, Grignard and Friedel-Crafts reaction were used to try to obtain the desired Compound 4: 4,4,9,9-tetrahexadecyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']difuran. This is an intermediate in the proposed synthesis of the novel acceptor molecule, Compound 6. All compounds obtained were characterized by IR and NMR spectroscopy. However, Compound 3b was characterized by IR spectroscopy only due to solubility problems. The IR spectroscopy data showed significant functional groups present in Compound 3b, and subsequent reactions should be followed up in the proposed reaction scheme. This will allow for better characterization of the following compounds which have better solubility.