370563-61-4

Upstream product

• 81172-89-6 terephthalaldehyde mono(diethylacetal) 
• 176856-31-8 {[2,5-bis(octyloxy)-1,4-phenylene]bis(methylene)}bis(tetraethyl)phosphonate 
• 67399-94-4 1,4-bis(octyloxy)benzene 
• 111-83-1 1-bromo-octane 
• 147274-72-4 1,4-bis(bromomethyl)-2,5-bis(octyloxy)benzene 
• 174230-68-3 2,5-bis(chloromethyl)-1,4-bis(octyloxy)benzene 
• 123-31-9 hydroquinone 

Relevant academic research and scientific papers

Synthesis, structure and solvatochromism of the emission of cyano-substituted oligo(phenylenevinylene)s

Strongly luminescent and highly soluble oligo(phenylenevinylene)s with five benzene rings and cyano groups in different positions of the terminal styrene units were prepared by means of Horner and Knoevenagel reactions. The substitution pattern - cyanide moieties on the vinyl or on the aromatic regions, together with the effect of auxochromic groups - has distinct influences on the electronic spectra, particularly on the fluorescence. Polar solvents induce red shifts and strongly reduce the fluorescence intensity of the vinyl-substituted oligomers. Cyano substitution increases the electron affinity of the oligomers; this effect is more pronounced for molecules with vinyl cyanides and can be altered by the presence of additional electron-donating or electron-withdrawing groups. The molecular structures of one oligomer bearing cyano groups on the vinylene segments and one with benzonitrile units have been resolved.

Synthesis and electronic spectra of substituted oligo(phenylenevinylene)s

A series of substituted oligo(p-phenylenevinylene)s (OPVs) with five benzene rings was prepared via PO-activated olefinations and Knoevenagel condensations. The central ring is substituted with two octyloxy groups to ensure good solubility of the OPVs and the lateral styrene units carry further substituents, with either electron-accepting or donating character and also combinations thereof. The spectral features of these OPVs are dominated by the basic chromophore; further auxochrome groups on the lateral rings (meta and para positions) shift the absorption and emission spectra only slightly to longer wavelengths. Significant bathochromic shifts (absorption ca 20 nm, emission ca 40 nm) are observed for OPVs with cyano groups on the terminal vinylene segments. The absorption spectra are independent from the concentration and solvatochromism is very small. The OPVs are photochemically stable to near-UV irradiation (366 nm) in neutral solution, whereas mid-UV irradiation (254 nm) causes decomposition of the chromophore. The presence of traces of acids or amines leads to different photochemical pathways. Copyright