4.2 Article

Synthesis of a fluorene and quinoxaline-based co-polymer for organic electronics

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MONATSHEFTE FUR CHEMIE
卷 154, 期 5, 页码 543-551

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SPRINGER WIEN
DOI: 10.1007/s00706-022-03030-7

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Polymerizations; Absorption spectra; Density functional theory; Fluorescence; OLED; Polycondensation

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A new quinoxaline-fluorene co-polymer, PFQ10, was synthesized through the copolymerization of 5,8-dibromo-6,7-difluoro-2-[(2-hexyldecyl)oxy]quinoxaline and 9,9-dioctyl-9H-9-fluorene-2,7-bis(boronic acid pinacol ester) using the Suzuki-Miyaura reaction. The reaction conditions were optimized to obtain polymers with molecular weights up to 17.2 kDa and a low dispersity of 1.3. PFQ10 exhibited blue photoluminescence with an emission maximum at 459 nm and a relative fluorescence quantum yield of 0.37. Furthermore, PFQ10 showed a blue-green electroluminescence when employed in organic light-emitting diodes (OLEDs).
Quinoxaline has recently gained interest as monomer in conjugated copolymers because of its easy synthetic accessibility and successful use in highly efficient organic solar cells. In this contribution, we introduce a quinoxaline-fluorene-co-polymer, PFQ10, synthesized by copolymerization of 5,8-dibromo-6,7-difluoro-2-[(2-hexyldecyl)oxy]quinoxaline and 9,9-dioctyl-9H-9-fluorene-2,7-bis(boronic acid pinacol ester) using the Suzuki-Miyaura reaction. By optimization of the reaction conditions, polymers with molecular weights up to 17.2 kDa and a low dispersity of 1.3 were obtained. PFQ10 showed blue photoluminescence with an emission maximum at 459 nm and a relative fluorescence quantum yield of 0.37. As proof of principle, PFQ10 was employed in organic light-emitting diodes and showed a blue-green electroluminescence.

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