106785-01-7Relevant academic research and scientific papers
Boronate ester post-functionalization of PPEs: versatile building blocks for poly(2,2′-(1-(4-(1,2-di(thiophen-2-yl)vinyl)phenyl)-2-(2,5-dioctylphenyl)ethene-1,2-diyl)dithiophene) and application in field effect transistors
Yang, Junwei,Chen, Moyun,Ma, Ji,Huang, Wei,Zhu, Haoyun,Huang, Yuli,Wang, Weizhi
, p. 10074 - 10078 (2015/10/12)
A convenient and scalable strategy for post-functionalization of poly(phenylene-ethynylene)s and phenylene-ethynylene arrays from boronate ester derivatives using the thienyl group as an example. Furthermore, poly(2,2′-(1-(4-(1,2-di(thiophen-2-yl)vinyl)phenyl)-2-(2,5-dioctylphenyl)ethene-1,2-diyl)dithiophene) showed good field-effect transistor performance with an excellent mobility up to 0.723 cm2 V-1 s-1 and an on-off ratio of 104.
New fluorophores with rod-shaped polycyano π-conjugated structures: Synthesis and photophysical properties
Yamaguchi, Yoshihiro,Ochi, Takanori,Wakamiya, Tateaki,Matsubara, Yoshio,Yoshida, Zen-Ichi
, p. 717 - 720 (2007/10/03)
Novel rod-shaped polycyano-oligo(phenyleneethynylene)s were synthesized by Pd cross-coupling reaction. Polycyano groups were found to greatly improve the emission efficiency (Φf) of OPEs. By the end donor modification, we achieved the creation of very intense blue light-emitting fluorophore with the SMe group (Φf) = 0.972, log ε 4.89, λ em 455 nm) and very intense yellow light-emitting fluorophore with the NMe2 group (Φf = 0.999, log ε 4.75, λem 555 nm). Contrasting Φf solvent dependency of 6 and 7 and a linear relationship between Φf and σp-X over the whole region of σp-X were also found.
Light-emitting efficiency tuning of rod-shaped π conjugated systems by donor and acceptor groups
Yamaguchi, Yoshihiro,Tanaka, Takahiro,Kobayashi, Shigeya,Wakamiya, Tateaki,Matsubara, Yoshio,Yoshida, Zen-Ichi
, p. 9332 - 9333 (2007/10/03)
In view of the increasing importance of highly efficient light-emitting materials in chemistry, biological science, and materials science, we investigated the light-emitting efficiency tuning of rod-shaped oligo(p-phenylene ethynylene)s (OPEs, trimeric to pentameric systems) by donor and acceptor groups, so that they emit the very intense fluorescence (Φf ≈ 1.0, log ε ≈ 5) at 460 nm as the desired wavelength region. This goal was achieved by side modification by MeO (donor) groups and end modification by a CN-substituted benzene ring or CF3-substituted pyridine ring (acceptor) of tetrameric p-phenylene ethynylene rod-shaped molecules (Φf = 0.96, λem = 458 nm, log ε = 4.96 for the former and Φf = 0.99, λem = 459 nm, log ε = 4.92 for the latter). The high Φf values for 11 and 12 are interpreted in terms of kr (radiative rate constant) and kd (radiationless rate constant). The linear relationship with a positive slope between Φf and the Hammett σ constant was found for the first time. It is found that kd rather than kr varies with σp-X. The photophysical properties (Φf, λem, λabs, log ε) were not so altered with the solvent polarity, which could be explained by the dipole moments in the excited and ground states. The results would be valuable for the molecular design of highly efficient light-emitting materials. Copyright
Double elimination protocol for convenient synthesis of dihalodiphenylacetylenes: Versatile building blocks for tailor-made phenylene-ethynylenes
Orita, Akihiro,Miyamoto, Kazuhiko,Nakashima, Mikio,Ye, Fangguo,Otera, Junzo
, p. 767 - 776 (2007/10/03)
Dihalodiphenylacetylenes are conveniently synthesized by a double elimination reaction of β-substituted sulfones which are readily obtained from halogen-substituted benzyl sulfone and benzaldehyde derivatives. Halogens can be incorporated at any desired positions in the diphenylacetylene skeleton simply by choosing the substitution position of the halogen on the aromatic rings of the starting compounds. The diphenylacetylenes with different halogen substituents thus obtained undergo sequential carbon-carbon bond formations due to the different reactivities of the halogens. Thus, various moieties can be incorporated on the diphenylacetylene skeleton at whichever positions so that a variety of tailor-made phenylene-ethynylenes with regulated structure and composition could be designed.
