25069-86-7Relevant articles and documents
New electroactive and electrochromic aromatic polyamides with ether-linked bis(triphenylamine) units
Hsiao, Sheng-Huei,Cheng, Shou-Lun
, p. 496 - 510 (2015)
A new class of electroactive polyamides with etherlinked bis(triphenylamine) [O(TPA)2] units were prepared through the direct phosphorylation polycondensation from N,N-di(4-aminophenyl)-N′,N′-diphenyl-4,4′-oxydianiline and aromatic dicarboxylic acids. These polyamides were amorphous with good solubility in many organic solvents, such as NMP and DMAc, and could be solution-cast into strong and flexible polymer films. Their decomposition temperatures (Td) at a 10% weight-loss in nitrogen and air were recorded at 556-568°C and 537-555°C, respectively. The glass-transition temperatures (Tg) of all the polyamides were observed in the range of 218-253°C by DSC. Cyclic voltammograms of the polyamide films cast onto an indium-tin oxide (ITO)-coated glass substrate exhibited two reversible oxidation redox couples at 0.80-0.82 V and 0.96-0.98 V versus Ag/AgCl in an electrolyte containing acetonitrile solution. The polyamide films showed excellent electrochemical and electrochromic stability, with a color change from a colorless or pale yellowish neutral form to green and purple oxidized forms at applied potentials ranging from 0 to 1.2 V. These polymers can also be used to fabricate electrochromic devices, and they showed high coloration efficiency, high redox stability, and fast response time.
Systematic Control of the Overlapping Energy Region for an Efficient Intramolecular Energy Transfer: Functionalized Salen-Al/Triphenylamine Guest-Host Assemblies
Kwak, Sang Woo,Jin, Hyomin,Lee, Ji Hye,Hwang, Hyonseok,Kim, Min,Kim, Youngjo,Chung, Yongseog,Lee, Kang Mun,Park, Myung Hwan
, p. 2454 - 2462 (2019)
A series of triphenylamine (TPA)-containing salen-Al assembly dyads, [salen(3-tBu-5-R)2Al(OC6H4-p-N(C6H5)2)] [salen = N,N′-bis(salicylidene)ethylenediamine; R = H (D1), tBu (D2), Ph (D3), OMe (D4), and NMe2 (D5)], were prepared in good yield (50-80%) and fully characterized by NMR spectroscopy and elemental analysis. Both the UV/vis absorption and photoluminescence (PL) spectra of D1-D4, except for D5, in a tetrahydrofuran solution exhibited dual patterns, which are assignable to the salen-Al-centered α-α? transition (low-energy region) and the TPA-centered α-α? transition (high-energy region). In particular, the emission spectra of the dyads displayed interesting dual-emissive patterns via a significant intramolecular energy transfer (IET) process between the salen-Al moiety and TPA group. Notably, this IET process was systematically tuned by varying the substituents and dominantly observed in the rigid state. More interestingly, compared to the salen-Al complexes (A1-A4) without the TPA group, D1-D4 exhibited enhanced quantum efficiencies. Time-dependent density functional theory calculations on the S1-optimized structures of D1-D5 further supported these experimental results by indicating the existence of independent transition states between the salen-Al moiety and TPA group in the assembly dyads. The present study reports the first example of salen-Al complexes bearing electron-rich TPA moieties.
PHOTOCHROMIC COMPOUND, TEMPERATURE SENSOR MATERIAL, TEMPERATURE PROBE MATERIAL, OXYGEN CONCENTRATION SENSOR MATERIAL AND OXYGEN CONCENTRATION PROBE MATERIAL
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Paragraph 0044, (2018/05/03)
PROBLEM TO BE SOLVED: To provide a photochromic compound that can show light emission in both isomers and has temperature responsiveness and oxygen concentration responsiveness. SOLUTION: A photochromic compound is represented by the following formula (1). (where, A and B are substituents as electron donating groups. Z1 and Z2 are each a substituent selected from hydrogen or an electron acceptor group). SELECTED DRAWING: Figure 4 COPYRIGHT: (C)2018,JPOandINPIT
Visible-light-catalyzed arylboronic-acid phenol preparation method
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Paragraph 0009; 0027, (2017/06/02)
The invention discloses a visible-light-catalyzed arylboronic-acid phenol preparation method, and belongs to the technical field of organic synthesis. According to the preparing method, and under the conditions of the room temperature, air, visible light and amine, an iridium complex or a platinum complex serves as a catalyst, and arylboronic acid is subjected to an oxidation hydroxylation reaction, and a phenol compound is generated. According to the method, oxygen in the air serves as an oxidizing agent, and the method has the advantages of being good in atom economy, mild in reaction condition, easy and convenient to operate and the like; the synthetic method of the phenol compound is enriched, and particularly, a simple, convenient and efficient method is provided for synthesis of a large-conjugation phenol compound.
SalenZn-bridged D-π-A dyes for dye-sensitized solar cells
Jia, Yongjian,Gou, Faliang,Fang, Ran,Jing, Huanwang,Zhu, Zhenping
, p. 513 - 520 (2014/07/08)
A series of SalenZn based dyes with triphenylamine derivatives as the donor, benzoic acid as the acceptor, and coplanar Salen complexes as the spacer have been designed and synthesized for dye-sensitized solar cells. The absorption, electrochemical, and photovoltaic properties for all sensitizers have been systematically investigated. When the tail length of the alkyl substituents is increased from C-0 to C-8 on the donor part, the efficiency of its DSSC augments evidently. It is found that the incorporation of bis-carboxyl groups instead of the single carboxyl group as anchoring groups induces a remarkable enhancement of the electron injection efficiency from the excited dyes to the TiO2 semiconductor and generates higher electron density and voltage. Copyright
Synthesis of novel side-chain triphenylamine polymers with azobenzene moieties via RAFT polymerization and investigation on their photoelectric properties
Sun, Yan,Zhou, Nianchen,Zhang, Wei,Li, Yaowen,Cheng, Zhenping,Zhu, Jian,Zhang, Zhengbiao,Zhu, Xiulin
experimental part, p. 3788 - 3796 (2012/09/22)
Two novel and well-defined polymers, poly[6-(5-(diphenylamino)-2-((4- methoxyphenyl)diazenyl)phenoxy)hexyl methacrylate] (PDMMA) and poly[6-(4-((3-ethynylphenyl)diazenyl) phenoxy)hexyl methacrylate] (PDPMMA), which bear triphenylamine (TPA) incorporated t
Design of new tetrazine-triphenylamine bichromophores - Fluorescent switching by chemical oxidation
Quinton, Cassandre,Alain-Rizzo, Valerie,Dumas-Verdes, Cecile,Clavier, Gilles,Miomandre, Fabien,Audebert, Pierre
, p. 1394 - 1403 (2012/04/17)
Original new fluorescent and electroactive compounds have been prepared, which feature two different fluorescent groups linked through an oxygen atom spacer. We describe here the synthesis, photophysical and electrochemical properties and their interplay, and our theoretical calculations. These molecules are composed of two fluorophores, an electron-rich triphenylamine unit and an electron-poor tetrazine unit. Although the bichromophores are not fluorescent in the neutral state due to a photoinduced electron transfer from the triphenylamine unit to the tetrazine unit, one can restore the fluorescence by oxydation of the triphenylamine moiety. Thus, a redox-fluorescent switch has been realized. Tetrazine-triphenylamine bichromophores linked by an oxygen atom were designed and synthesized. Their photophysical and electrochemical properties were investigated. These dyads are nonfluorescent compounds in their neutral state because of phoinduced electron transfer. However, tetrazine fluorescence was restored by chemical oxidation (cation radical formation). Copyright
Photostable nonlinear optical polycarbonates
Faccini, Mirko,Balakrishnan, Muralidharan,Diemeer, Mart B. J.,Torosantucci, Riccardo,Driessen, Alfred,Reinhoudt, David N.,Verboom, Willem
experimental part, p. 5293 - 5300 (2010/04/06)
Highly thermal and photostable nonlinear optical polymers were obtained by covalently incorporating the tricyanovinylidenediphenylaminobenzene (TCVDPA) chromophore to a polycarbonate backbone. NLO polycarbonates with different chromophore attachment modes and flexibilities were synthesized. In spite of the high loading levels (ranging from 33.1 to 39.8 wt%), the polymers exhibit Tgs as high as 215°C, representing a significant improvement of over 100°C of the material Tg compared with that of the guest-host system containing the same chromophore at similar high loadings. EO coefficients up to 33 pm V-1 at 830 nm were achieved, and a good temporal stability of the dipole alignment at 50°C was observed. The Royal Society of Chemistry 2008.
Condensations of 1,4-Cyclohexanediones and Secondary Aromatic Amines. II. N-Phenylation of Diarylamines
Haga, Kazuo,Iwaya, Katsumasa,Kaneko, Ryohei
, p. 803 - 808 (2007/10/02)
The condensations of 1,4-cyclohexanedione with several diphenylamines were investigated in order to determine the limit of the utility of this reaction for the N-phenylation of aromatic secondary amines. 4-Methoxy-, 4,4'-dimethyl-, and 4,4'-dibromodiphenylamines produced their N-phenylated compounds in fairly good yields, but 4-hydroxy-, 3-methoxy-, and 4,4'-bis(dimethylamino)diphenylamines produced poor yields.Nitro-substituted diphenylamines gave N-phenyl derivatives in low yields along with N-4-hydroxyphenyl derivatives.N,N'-Diphenyl-p-phenylenediamine and N,N'-diphenylbenzidine gave correspondig tetra-N-phenyl diamines in good yields.The condensation of N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, di-2-pyridylamine, phenothiazine, and carbazole with 1,4-cyclohexanedione were also examined.
