The synthesis and properties study of 6,13-diphenylpentacene

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6,13-diphenylpentacene(DPP) was synthesized by 6,13-pentacenequinone and the Grignard reagent with the SnCl2/HCl as the reducing agent. It was detected by 1H NMR, infrared spectra, X-ray diffraction (XRD), UV-visible spectra and fluorescence spectra. Substitution with phenyl at the C-6 and C-13 posi- tions of pentacene leads to phenomenal enhancement in solubility and a little enhancement in photooxidative stability. XRD results showed that the pattern of 6,13-diphenylpentacene was different from the patterns of pentacene and 6,13-pentacenequinone. UV-Visible spectra showed that the λmax of DPP in HCCl3 was 600 nm. The fluorescence spectra showed that DPP emitted purple (430 nm) and red (612 nm) when excited by UV, while only emitted red when excited by visible light. But it is still sus- ceptible to photooxidation. The photooxidation product of DPP was also studied. 6,13-diphenylpentacene (DPP) was synthesized by 6,13-pentacenequinone and the Grignard reagent with the SnCl2 / HCl as the reducing agent. It was detected by 1H NMR, infrared spectra, X-ray diffraction Substitution with phenyl at the C-6 and C-13 posi- tions of pentacene leads to phenomenal enhancement in solubility and a little enhancement in photooxidative stability. XRD results showed that the pattern of 6,13-diphenylpentacene was different from the patterns of pentacene and 6,13-pentacenequinone. UV-Visible spectra showed that the λmax of DPP in HCCl3 was 600 nm. The fluorescence spectra showed that DPP emitted purple (430 nm) and red (612 nm) when excited by UV, while only emitted red when excited by visible light. But it is still sus- ceptible to photooxidation. The photooxidation product of DPP was also studied.
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