One conjugated polymer consisting of carbazole and 3-hexylthiophene moiety, poly(N-Hexyl-2,7-di(2-(4-hexylthiophene)carbazole)(PNDC), has been synthesized by ferric chloride oxidative polymerization. The monomer N-Hexyl-2,7-di(2-(4-hexylthiophene)carbazole was synthesized and characterized by IR, 1H-NMR, 13C-NMR and MS. UV-vis absorption spectrum, fluorescence spectrum, photoluminescence spectrum and electrochemical properties of the polymer were investigated. Polymer PNDC shows maximum peak appearing at 394 nm in UV-vis absorption spectrum, strongest fluorescence-emission at 482 nm in fluorescence spectrum and maximum emission peak at 492 nm in photoluminescence spectrum. The band-gap(Eg), HOMO energy(EHOMO), and LUMO energy(ELUMO) of the polymer were obtained as 2.58,-5.32, and-2.74 e V, respectively.
4,4'-dibromo-2-nitro-biphenyl and 4,4'-dibromo-2,3'-dinitro-biphenyl have been synthesized via nitration reaction with 4,4'-dibromobiphenyl as the raw material. Three novel thiophene derivatives, 4, 4'-di(4-hexyl-thiophen-2-yl)biphenyl, 4,4'-di(4-hexyl-thiophen-2-yl)-2- nitro-biphenyl and 4,4'-di(4- hexyl-thiophen-2-yl)-2,3'-dinitrobiphenyl were synthesized through Stille coupling reaction, followed by polymerization in the presence of FeC13, respectively. UV-vis absorption spectra, fluorescence spectra, photoluminescence spectra and electrochemical properties of the polymers were investigated. And the band-gap (Eg), HOMO orbital energy (EHCMO), and LUMO orbital energy (EUJMO) of the polymers were calculated. Among the polymers, polymer PBTN and PBTD show lower band-gap (2.67 and 2.63 eV), lower HOMO energy level (-5.38 and -5.4 eV) and broader wavelength (432 and 438 nm) than that of polymer PBTB (2.69 eV, -5.36 eV and 424 nm) with incorporation of one nitro group or two nitro groups in the main chain, respectively.
A conjugated polymer of poly(4,4'-bis(thien-2-yl)azobenzene-co-3-hexylthiophene)(PTAB-H), bearing azo group in main chain and soluble in THF, chloroform, was synthesized through FeCl3 oxidation copolymerization with 3-hexylthiophene, and the monomer of 4,4'-bis(thien-2-yl)azobenzene was synthesized by Sandmeyer reaction and Suzuki reaction. The UV-Vis spectra of PTAB-H reveal that azo group in the main chain can extend the absorption and lower the band gap. The fluorescent spectra, photoluminescence(PL) spectra, cyclic voltammetry(CV) of PTAB-H were recorded.The gel permeation chromatography(GPC), thermogravimetry analysis(TGA), and differential scanning calorimetry(DSC) measurements indicated that the molecular weight Mn, Mw and polydispersity indices(PDI) of the polymer are 10876 g/mol, 22338 g/mol and 2.05 respectively and the temperature of 5% weight-loss is 224.6 ℃. No glass transition and crystallization melting peak was observed in the temperature range from 30 ℃ to 400 ℃.