4181-20-8Relevant articles and documents
Hyperbranched poly(arylene ethynylene)s with triphenylamine core for polymer light-emitting diodes
Palai, Akshaya K.,Mishra, Sarada P.,Kumar, Amit,Srivastava, Ritu,Kamalasanan, Modeeparampil N.,Patri, Manoranjan
, p. 832 - 841 (2011)
A series of light-emitting hyperbranched poly(arylene ethynylene)s (HB-PAEs) were prepared by the Sonogashira coupling from bisethynyl of carbazole, fluorene, or dialkoxybenzenes (A2 type) and tris(4-iodophenyl)amine (B3 type). For comparison, two linear polymers (L-PAEs) of the HB analogs were also synthesized. The polymers were characterized by Fourier transform infrared, NMR, and GPC. The HB polymers showed excellent solubility in chloroform, THF, and chlorobenzene when compared with their linear analogs. The number-average molecular weight (Mn) of the polymers determined from GPC was found to be in the range of 18,600-34,200. The polymers were thermally stable up to 298-330 °C with only 5% weight loss. The absorption maxima of the polymers were between 354 and 411 nm with optical band gap in the range of 2.5-2.9 eV. The HB polymers were found to be highly fluorescent with photoluminescence quantum yields around 33-42%. The highest occupied molecular orbital energy levels of the polymers calculated from onset oxidation potentials were found to be in the range from -5.83 to -6.20 eV. Electroluminescence (EL) properties of three HB-PAEs and one L-PAE were investigated with device configuration ITO/PEDOT:PSS/Polymer/LiF/Al. The EL maxima of HB-PAEs were found to be in the range of 507-558 nm with turn-on voltages around 7.5-10 V and maximum brightness values of 316-490 cd/m 2. At the same time, linear analog of one HB-PAE was found to show a maximum brightness of 300 cd/m2 at a turn-on voltage of 8.2 V.
Star shaped ferrocenyl substituted triphenylamines
Misra, Rajneesh,Maragani, Ramesh,Pathak, Biswarup,Gautam, Prabhat,Mobin, Shaikh M.
, p. 71046 - 71051 (2015)
This manuscript reports design and synthesis of star shaped ferrocenyl substituted triphenylamine conjugates (Fc-TPA) 3a-3c by the Pd-catalyzed Sonogshira cross-coupling reaction. Their photophysical and electrochemical properties were investigated, which are a function of the conjugation length. The time dependent density functional (TD-DFT) studies were performed to understand and support the experimental findings. The LUMO could be significantly stabilized by increasing the conjugation. The thermal stability of Fc-TPA 3a-3c can be improved by increasing the conjugation length. The single crystal X-ray structure of Fc-TPA 3a is reported, which show interesting supramolecular interactions leading to the formation of 2D-network.
Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group
Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong
, (2020/06/22)
In this study, ten fluorescent dyes were prepared based on three different kinds of central moiety, such as triphenylamine, diphenylsulfone or triphenyltriazine, which was coupled to either carbazole or naphthalimidinyl group via an acetylene linkage group. N-n-Butyl-carbazole, N-phenyl-carbazole or N-n-butyl-naphthalimide was coupled to the individual central moiety of triphenylamine, diphenyl sulfone, 2,4,6-triphenyl-1,3,5-trazine or diphenylamine using a Sonogashira coupling reaction in the final step. All dyes were confirmed their chemical structure by 1H NMR, GC-Mass and elemental analyses. The absorption properties and thermal stabilities of the fluorescent dyes were examined. Density Functional Theory (DFT) and Time-Dependent DFT calculations were carried out, in addition to geometry simulation, by using the Gaussian 09 program. In terms of fluorescence properties in this series, two dyes based on diphenyl sulfonyl and three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-carbazole exhibited a blue emission, whereas three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-naphthalimide were observed by a red emitter which can be attributable to both effects the bathochromic shifts in absorption maxima and larger Stokes shifts. In case of corresponding 2,4,6-triphenyl-1,3,5-trazine central moiety coupled to a carbazole ring, a green fluorescence was emitted. Results revealed that the fluorescence of the dyes is affected by the electron-donating strength of the acetylene linkages involved in the π-conjugation systems of the dyes.
Dendritic iridium complex electroluminescent material capable of solution processing and synthetic method thereof
-
Paragraph 0084; 0091-0092, (2019/07/04)
The invention discloses a dendritic iridium complex electroluminescent material capable of solution processing and a synthetic method thereof. The molecular structure consists of two parts, one part is an iridium complex with room temperature phosphorescence property as a luminescent core, the other part is a racial with high triplet state energy level as a peripheral branch radial, and the two parts are connected through a non-conjugated radical. The molecule is of the structure as shown in the specification, wherein C1 to C3 are ionic dendritic iridium complexes, and C4 to C6 are neutral dendritic iridium complexes of similar structure. R1 and R2 are high triplet state energy level radicals with non-conjugated radical ends. The problems of synthesis, purification, device preparation technology and cost, existing in wet process preparation devices, of iridium complex materials can be solved.
Self-assembly of supramolecular fractals from generation 1 to 5
Wang, Lei,Liu, Ran,Gu, Jiali,Song, Bo,Wang, Heng,Jiang, Xin,Zhang, Keren,Han, Xin,Hao, Xin-Qi,Bai, Shi,Wang, Ming,Li, Xiaohong,Xu, Bingqian,Li, Xiaopeng
supporting information, p. 14087 - 14096 (2018/10/20)
In the seeking of molecular expression of fractal geometry, chemists have endeavored in the construction of molecules and supramolecules during the past few years, while only a few examples were reported, especially for the discrete architectures. We herein designed and constructed five generations of supramolecular fractals (G1-G5) based on the coordination-driven self-assembly of terpyridine ligands. All the ligands were synthesized from triphenylamine motif, which played a central role in geometry control. Different approaches based on direct Sonogashira coupling and/or (tpy-Ru(II)- tpy) connectivity were employed to prepare complex Ru(II)-organic building blocks. Fractals G1-G5 were obtained in high yields by precise coordination of organic or Ru(II)-organic building blocks with Zn(II) ions. Characterization of those architectures were accomplished by 1D and 2D NMR spectroscopy, electrospray ionization mass spectrometry (ESI-MS), traveling-wave ion mobility mass spectrometry (TWIM-MS), and transmission electron microscopy (TEM). Furthermore, the two largest fractals also hierarchically self-assemble into ordered supramolecular nanostructures either at solid/liquid interface or in solution on the basis of their well-defined scaffolds.
