585567-29-9

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 431898-09-8 2,5-bis(octyloxy)-4-bromo-benzaldehyde 
• 123-31-9 hydroquinone 
• 194204-71-2 2-bromo-1,4-bis(octyloxy)benzene 
• 156028-40-9 1,4-dibromo-2,5-dioctyloxyphenylene 
• 14753-51-6 2,5-dibromohydroquinone 

Downstream Products

• 585567-36-8 9,10-bis[(4-formyl-2,5-dioctyloxy)phenylethynyl]anthracene 
• 744240-51-5 1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene 
• 585567-50-6 1,4-bis[(4-formyl-2,5-dioctyloxy)phenyl]but-1,3-diyne 
• 585567-31-3 1-ethynyl-4-formyl-2,5-dioctyloxybenzene 

Relevant academic research and scientific papers

Supramolecular ordering, thermal behavior, and photophysical, electrochemical, and electroluminescent properties of alkoxy-substituted yne-containing poly(phenylene-vinylene)s

The synthesis and the characterization of defect-free alkoxy-substituted yne-containing poly(phenylene-vinylenes) was investigated. It was found that a degree of 7 was obtained for all the polymers enabling a reliable comparison of their properties as a function of the length and geometry of the grafted side chains. A formation of crystalline superstructures of either spherulitic-like or rodlike morphology was identified as following typical nucleation and growth process for polymer having a symmetric substitution pattern. Results show that the high absorption coefficients and high quantum yields in the solid state combined with enhanced oxidation stability made polymers as potential donor materials in the design of organic solar cells.

Investigation of the photophysical and electrochemical properties of alkoxy-substituted arylene-ethynylene/arylene-vinylene hybrid polymers

High-molecular-weight, soluble and thermostable alkoxy-substituted arylene-ethynylene/arylene-vinylene conjugated polymers, 18 and 14, have been successfully synthesized through the Horner-Wadsworth-Emmons olefination of luminophoric dialdehydes 7 and 9 and bisphosphonate 12 in very good yields. They were characterized through 1H NMR, 13C NMR, IR, and elemental analysis. The investigation of their photophysical and electrochemical properties has been carried out. Although almost identical absorption and emission spectra were obtained in dilute chloroform solution for all polymers 13, the full width at half-maximum (fwhm) value of the emission curves depends on the length of the attached side chains. The presence of anthracenylene units in 14 leads to a red shift of its absorption and emission spectra relative to 13. Strong self-reabsorption after excitation in solution was observed for this polymer. The solid-state photophysical properties of 13 and 14 (photoconductivity, absorption and emission spectra, fluorescence quantum yield, Stokes shift, and fwhm) greatly depend on the nature (linear or branched), length, and location of the grafted alkoxy side groups. Photoconductivity is easily detected in polymers having octadecyloxy chains (13aa, 13ab, 14). Long linear (octadecyl, i.e., 13aa) or short branched (2-ethylhexyl, i.e., 13cc) side chains at position R2 (phenylene-vinylene segment) are necessary to obtain sharp and well-resolved emission spectra accompanied by high fluorescence quantum yields. The quasi-donor (phenylene-vinylene segment)-acceptor (arylene-ethynylene segment) nature of these polymers could explain the great discrepancy between the electrochemical band gap energy, Egec ≈ 1.60 eV, as obtained from the onset values of the redox potentials in cyclic voltammetry and in differential pulse polarography measurements, and the optical band gap energy, Egopt ≈ 2.30 eV, from the absorption spectra.