Abstract:
Compounds methyl (
Z)-6-((4-(5-(2-(3, 5-bis(trifluoromethyl)phenyl)-2-cyanovinyl)thiophen-2-yl) phen-yl)(4-methoxyphenyl)amino)-7-isopropyl-1, 4a-dimethyl-1, 2, 3, 4, 4a, 9, 10, 10a-octahydrophenanthrene-1-carboxylate(
2) and dimethyl 6, 6'-(((1-cyanoethene-1, 2-diyl)bis(thiophene-5, 2-diyl))bis(4, 1-phenylene))bis((4-methoxyphen-yl)azanediyl))(
E)-bis(7-isopropyl-1, 4a-dimethyl-1, 2, 3, 4, 4a, 9, 10, 10a-octahydrophenanthrene-1-carboxylate)(3) were obtained simply by mixing 5-(dehydroabietic acid triarylamine)-thiophene-2-carbaldehyde and 3, 5-bis(trifluoromethyl)phenylacetonitrile at room temperature and 100 ℃, respectively. The UV-Vis absorption spectra, fluorescence emission spectra, solvatochromism effect, aggregation-induced emission(AIE) characteristics, thermal stability and electrochemical performance of compounds are studied, and the relationship between their structure and performance is further studied through theoretical calculations. Compared with triarylamine-based acrylonitrile compounds, after introducing the dehydroabietic acid skeleton, the compounds show a larger stokes shift and longer red light emission in the solid state.
2 exhibits AIE characteristics, while
3 does not have AIE characteristics. Both of the two compounds have good thermal stability and morphological stability.
2 and
3 have higher highest occupied molecular orbital(HOMO), lowest unoccupied molecular orbital(LUMO) energy levels and narrow band gap, due to the introduction of dehydroabietic acid skeleton.