Dialkyl(iso-propyl or n-hexyl)-bis(phenylethynyl)-silanes were reacted with lithium naphthalene, anhydrous ZnCl2, and N-bromosuccinimide (NBS), and then the crude materials were purified to obtain 1,1-dialkyl(iso-propyl or n-hexyl)-2,5-dibromo-3,4-diphenyl-siloles, respectively. Nucleophilic substitution reactions of aromatic diols (e.g. 4,4'-biphenol or bisphenol A or 4,4'-(hexafluoroisopropylidene)diphenol) with two bromine groups of the prepared 2,5-dibromo-siloles as co-monomers in the presence of potassium carbonate under the co-solvent of N-methyl-2-pyrrolidinone (NMP) or N,N-dimethylacetamide (DMAC) and toluene with Dean-Stark trap were used to synthesize co-oligomers containing 1,1-dialkyl(iso-propyl or n-hexyl)-3,4-diphenyl-2,5-silolene and 4,4'-biphenolene or bisphenolene A or 4,4'-(hexafluoroisopropylidene)diphenolene. The crude products were purified by decantation using deionized water and then furthermore purified by extraction with chloroform. The product materials were characterized by 1H, 13C, and 29Si NMR as well as GPC. We also studied the photoelectronic properties by UV-vis absorption, excitation, and fluorescence emission spectroscopic methods, particularly, along with electrochemical properties.

Synthesis of co-oligomers containing 1,1-dialkyl-3,4-diphenyl-2,5-silolene and aromatic-diolene and their electrochemical characteristics

ACS Spring Meeting 2021

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