68763-05-3Relevant articles and documents
Shedding Light on the Origin of Solid-State Luminescence Enhancement in Butterfly Molecules
Sánchez-Ruiz, Antonio,Rodríguez-López, Julián,Garzón-Ruiz, Andrés,Jiménez-Pulido, Sonia B.,Illán-Cabeza, Nuria A.,Navarro, Amparo,García-Martínez, Joaquín C.
supporting information, p. 13990 - 14001 (2020/10/02)
Different molecular strategies have been carefully evaluated to produce solid-state luminescence enhancement (SLE) in compounds that show dark states in solution. A set of α-phenylstyrylarene derivatives with a butterfly shape have been designed and synthesised, for the first time, with the aim of improving the solid-state fluorescence emission of their parent styrylarene compounds. Although these butterfly molecules are not fluorescent in solution, one of them (1,2,4,5-tetra(α-phenylstyryl)benzene) exhibits a fluorescence quantum yield as high as 68 % in a drop-cast sample and 31 % in its crystalline form. In contrast, 1,3,5-tris(α-phenylstyryl)benzene and 4,6-bis(α-phenylstyryl)pyrimidine do not show SLE. A range of fluorescence spectroscopy experiments and DFT calculations were carried out to unravel the origin of different photophysical behaviour of these compounds in the solid state. The results indicate that a rational strategy to control the SLE effect in luminogens depends on a delicate balance between molecular properties and inter-/intramolecular interactions in the solid state.
Synthesis and characterization of novel para- and meta-phenylenevinylene derivatives: Fine tuning of the electronic and optical properties of conjugated materials
Pascal,Vanden Eynde,Van Haverbeke,Dubois,Michel,Rant,Zojer,Leising,Van Dorn,Gruhn,Cornil,Breì?das
, p. 6442 - 6450 (2007/10/03)
We report the synthesis of novel phenylenevinylene derivatives that allow for the introduction of meta versus para connections on the phenylene rings, as well as the incorporation of nitrogen atoms within the conjugated backbone and the attachment of elec
Studies on Pyrimidine Derivatives. XVIII. Reaction of Active Methyl Groups on Pyrimidine N-Oxides
Yamanaka, Hiroshi,Ogawa, Shigeru,Konno, Shoetsu
, p. 1526 - 1533 (2007/10/02)
Knoevenagel-type condensation and the Mannich reaction were investigated with various pyridine N-oxides having an active methyl group.For example, 6-methyl-4-phenylpyrimidine 1-oxide (Va) readily reacted with benzaldehyde in an aqueous ethanolic solution