142677-07-4

Upstream product

• 4181-05-9 4-(diphenylamino)benzaldehyde 
• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 100-13-0 4-nitrostyrene 
• 36809-26-4 4-N,N-diphenylamino-1-bromobenzene 
• 603-34-9 N,N-diphenylaminobenzene 
• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 104-03-0 4-nitrobenzeneacetic acid 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 1530-42-3 (4-nitrobenzyl)triphenylphosphonium chloride 
• 100-14-1 4-nitrobenzyl chloride 

Downstream Products

• 160714-44-3 4-(2-(4-aminophenyl)ethenyl)-N,N-diphenylaniline 

Relevant academic research and scientific papers

A triphenylamine as a fluorophore and maleimide as a bonding group selective turn-on fluorescent imaging probe for thiols

With the biological importance of biothiols, the development of probes for thiols has been an active research area in recent years. Here, we report a novel thiol-reactive fluorescent probe based on Michael addition reaction for selectively detecting thiol

New organic conjugated dye nano-aggregates exhibiting naked-eye fluorescence color switching

In this study, a variety of new conjugated containing strong electron-donating groups were prepared for formation of organic nano-scale aggregates. The properties and aggregation modes of these aggregates were investigated on basis of time dependent absorption, fluorescence emission spectra as well as scanning electron microscope images. The results show that nano organic aggregates could be yielded by the linear dyes in mixed DMF/H2O solvent through a simple re-precipitation method, while no aggregates of the branched dyes were produced. X-ray diffraction of single crystal and X-ray diffraction patterns of the powders results demonstrate that the linear dyes tend to show ordered molecular arrangements, while the armed dyes do not exhibit such a tendency. A remarkable fluorescence switching process under 365 nm lamp was observed for the target aggregates. This study successfully provides real examples of organic aggregates in mixed DMF/H2O solvent which have great capacity to show enhanced fluorescence color switching.

A capable of detecting the live cell mitochondria of nickel ion in high selective fluorescent probe and its preparation method (by machine translation)

A capable of detecting the live cell mitochondria of nickel ion in high selective fluorescent probe and its preparation method, the probe is containing pyridine base three-aniline [...] derivatives, in the preparation method, triphenylamine as the starting material, process for preparing the intermediate first I 4 - (N, N - diphenyl amino) benzaldehyde and intermediate [...] II P-nitro-toluene, and then the intermediate 1 and II preparation 4 - vinyl triphenylamine intermediate to the nitrobenzene, then in Pd/C, reduced under the action of the hydrazine hydrate obtained 4 - P vinyl tri-aniline, then with 2 - pyridobenzodiazepinones formaldehyde through condensation reaction to obtain the Schiff base, Schiff base in under the action of the sodium borohydride reduction to obtain the target product. The probe in the 425 nm the left and the right with good single-photon fluorescent nature. HepG2 cells after dyeing is the target product, can clearly observe the organic material to the HepG2 cells in the cytoplasm of mitochondrial has high imaging capability, and can reversibly detecting mitochondria in the nickel ion. The probe for organic dye design, preparation and life science research is of great significance. (by machine translation)

Synthesis and characterization of triphenylamine modified azobenzene dyes

A series of triphenylamine modified azobenzenes were synthesized and studied theoretically and experimentally. D-A-D structures of these dyes were revealed with an intramolecular charge transfer (ICT) from both triphenylamine or indoline units (donor) to

A series of triphenylamine-based two-photon absorbing materials with AIE property for biological imaging

A specific series of D-π-A (1A-3A) and D-π-A (1B-3B) structural chromophores with various electron donors and π-conjugated bridges were designed, synthesized, and fully characterized. Their crystal structures were determined by single crystal X-ray diffraction analysis. The one/two-photon absorption properties of the chromophores have been successfully tuned by using different electron donors and π-bridges. Interestingly, it was found that chromophore 3B shows quite weak fluorescence in pure DMSO, while a significant AIE (aggregation-induced emission) effect is observed in water-DMSO (v/v 90%) mixtures with a sharp increase in fluorescence intensity of about 11 times. Furthermore, chromophore 3B shows strong two-photon excited fluorescence (TPEF) and has a large 2PA action cross-section (394 GM). The results of live-cell imaging experiments show that 3B can be effectively used as a bio-imaging probe in two-photon fluorescence microscopy towards HepG2 cells in vitro. The TPEF images of 3B not only exhibit cellular cytosol uptake but also exhibit actin regulatory protein uptake which are different from OPEF images.

Aggregation-induced fluorescence behavior of triphenylamine-based Schiff bases: The combined effect of multiple forces

Eight triphenylamine (TPA)-based Schiff bases that exhibit different aggregation-induced emission (AIE) or aggregation-caused quenching (ACQ) behavior in tetrahydrofuran (THF)/water mixtures have been synthesized and characterized. The photophysical properties in solution, aqueous suspension, film, and the crystalline state along with their relationships were comparatively investigated. The single-crystal structures of 1-8 indicate that compact π···π stacking or excimers induce fluorescence quenching of 1, 2, 5, and 7. However, the existence of J aggregates or multiple intra- and intermolecular interactions restrict the intramolecular vibration and rotation, enabling compounds 3, 4, 6, and 8 to exhibit good AIE character. The size and growth process of particles with different water fractions were studied using scanning electron microscopy, which demonstrated that smaller uniformly dispersed nanoparticles in the THF/water mixtures favor fluorescence emission. The above results suggest that the combined effects of multiple forces caused by structural variation have a great influence on their molecular packing, electronic structure, and aggregation-induced fluorescence properties. In addition, piezofluorochromic experiments verified the potential applications of 4 and 6.

1, 3, 5-Triazine-cored derivatives dyes containing triphenylamine based two-photon absorption: Synthesis, optical characterization and bioimaging

A series of new one, two and three-branched two-photon absorption triazine dyes containing triphenylamine with a π-bond and a σ-electron pair as a bridge, and different electron-donating groups, have been synthesized and their photophysical properties have been systematically investigated. These dyes showed obvious solvatochromic effects, i.e., significant bathochromic shifting of the emission spectra and larger Stokes shifts were observed in more polar solvents mainly due to intramolecular charge-transfer (ICT). The two-photon absorption (2PA) cross section values were determined by two-photon excited fluorescence (TPEF) measurements in DMF. This result further proved that a σ-electron pair as a bridge is an efficient way to transfer charge as well as a π bridge to provide a large 2PA cross section, and that their 2PA cross section values (δ) increase with increasing electron-donating strength of the end group and branch number. In addition, two-photon fluorescence cell imaging of dye 7a in HeLa and MCF-7 cancer cells was demonstrated.

Synthesis and spectral tuning of novel triphenylamine-based derivatives containing electron donor-acceptor groups

This paper presents the investigation of tuning the color and photoluminescence of a range of triphenylaminebased derivatives with various substituent groups. The ultraviolet/visible absorption and fluorescence spectroscopy of the derivatives showed remarkable difference. The molecular geometry optimization demonstrated that the properties of the ground state and the excited state of the compounds have a close relationship with the substituent groups. Therefore, it is possible to tune the color and photoluminescence of the derivatives at molecular level. The cyclic voltammograms of these compounds were detected in methylene chloride at various scan rates. The thermal stabilities of the compounds were analyzed with the different scanning calorimetry and the thermogravimetry.

Degenerate nonlinear absorption and optical power limiting properties of asymmetrically substituted stilbenoid chromophores

Two-photon absorption (2PA) spectra (650-1000 nm) of a series of model chromophores were measured via a newly developed nonlinear absorption spectral technique based on a single and powerful femtosecond white-light continuum beam. The experimental results suggested that when either an electron-donor or an electron-acceptor was attached to a trans-stilbene at a para-position, an enhancement in molecular two-photon absorptivity was observed in both cases, particularly in the 650-800 nm region. However, the push-pull chromophores with both the donor and acceptor groups showed larger overall two-photon absorption cross-sections within the studied spectral region as compared to their mono-substituted analogues. The combined results of the solvent effect and the 1H-NMR studies indicated that stronger acceptors produce a more efficient intramolecular charge transfer character upon excitation, leading to increased molecular two-photon responses in this model-compound set. A fairly good 2PA based optical power limiting behavior from one of the model chromophores is also demonstrated.

Direct CC Triple Bond Formation from the C=C Double Bond and Direct Hydroxylation into the o-Position of a Nitro Group on the Benzene Nucleus with Potassium t-Butoxide in N,N-DImethylformamide in the Air

A novel and facile method for direct CC acetylenic bond formation from the C=C double bond by treatment with potassium t-butoxide (t-BuOK) in N,N-dimethylformamide in the air has been found in a 9,10-bis(4-substituted styryl)anthracene series, in 4-substituted 4'-nitrostilbene series, and in 1-(p-nitrophenyl)-4-(p-substituted phenyl)-1,3-butadiene series; its scope and limitations have been examined.The ESR spectrum of the reaction against 4-diethylamino-4'-nitrostilbene was measured to identify an anion radical specied expected for explanation of the mechanism of the dehydrogention reaction.Further, cyclic voltammetric measurements of a series of stilbenes and diphenylacetylenes were carried out in connection with the abovw mechanism.In many cases, interestingly, the use of a large excess of t-BuOH brought about succeeding hydroxylation into the ortho-position of a nitro group on the benzene nucleus.The simple hydroxylation is useful for the synthesis of substituted 5-(arylethynyl)-2-nitrophenols, which are expected to function as non-linear optical materials with the corresponding non-hydroxy compounds.The ultraviolet-visible and fluorescence spectral properties were measured and discussed also with those of the related compounds.