40703-88-6

Upstream product

• 603-34-9 N,N-diphenylaminobenzene 
• 4181-05-9 4-(diphenylamino)benzaldehyde 
• 109-77-3 malononitrile 

Downstream Products

• 1044509-93-4 3-amino-1-(4-(diphenylamino)phenyl)-9H-fluorene-2,4-dicarbonitrile 

Relevant academic research and scientific papers

Time-dependent morphology evolution and density functional theory calculations to study crystal growth process of a triphenylamine nanorod

In this study, a typical intramolecular charge transfer (ICT) triphenylamine derivative, [4-(diphenylamino)phenyl]methylenepropanedinitrile (abbreviated as DPMP) was synthesized. Controllable one dimensional (1D) nanocrystals of DPMP have been obtained through reprecipitation method. The thermodynamic relationship of the molecular structure and growth process in nanometer scale of DPMP was investigated through density functional theory (DFT) calculation, which was performed on the weak interactions between adjacent molecules. The results showed that the assembling interactions along a axis were much stronger than that along b and c axis, which meant that 1D orientation growth along a axis would be the most stable state in thermodynamics, that is to say, DPMP molecules tended to form 1D orientation structure. The study is helpful to understand the relationship of molecular structure, weak interactions, orientation growth process and self-assembling morphology.

A highly selective and sensitive fluorescent chemosensor for detection of CN-, SO32- and Fe3+ based on aggregation-induced emission

A novel fluorescence chemosensor 1 with aggregation-induced emission was designed and synthesized through a nucleophilic addition reaction between cyanide and triphenylamine. It exhibited remarkable selectivity and high sensitivity and was able to detect Fe3+, CN- and SO32- in almost pure aqueous solution with low detection limits of 1.44 μM, 9.88 nM and 0.107 μM, respectively. Job's plot and 1H NMR data showed that the binding stoichiometry of 1 with Fe3+, CN- or SO32- was 1:1. Further observations of 1H NMR titration suggested that a coordination bond was formed between two cyano of 1 and Fe3+ which resulted in fluorescence quenching of 1 after detection of Fe3+, whereas the nucleophilic addition of cyanide or sulfite to the vinyl group was responsible for the fluorescent quenching of CN- or SO32- toward 1. The biological applications of 1 were also evaluated and it was found to exhibit low cytotoxicity and membrane permeability. In addition, 1 could also be made into test strips to detect Fe3+ and CN- and was employed as a sensor for detection Fe3+ in living cells.

Thermal, spectroscopic, electrochemical, and electroluminescent characterization of malononitrile derivatives with triphenylamine structure

Three push-pull molecules with linear, quadrupolar and tripodal arrangements, consisting of triphenylamine (electro-donor) substituted with malononitrile groups (electro-acceptor), were synthesized with high yield by a simple procedure. Impact of the numb

Solvent dependent triphenylamine based D-(π-A)n type dye molecules and optical properties

D-(π-A)n type dyes of triphenylamine derivatives were synthesized and their absorption and luminescence in different solvents were examined to investigate solvent dependent properties observed for their emissions in solvents with different dielectric cons

Controlling and Fine-Tuning Charge-Transfer Emission in 2,6-Dicyanoaniline Multichromophores Prepared through Domino Reactions: Entry to a Potentially New Class of OLEDs

Substituted 2,6-dicyanoanilines are versatile electron donor-acceptor compounds, which have recently received considerable attention, since they exhibit strong fluorescence and may have utility in the synthesis of fluorescent materials, non-natural photosynthetic systems, and materials with nonlinear optical properties. The majority of known synthetic procedures are, however, stop-and-go reaction processes involving time-consuming and waste-producing isolation and purification of product intermediates. Here, we present the synthesis of substituted 2,6-dicyanoanilines via atom-economical and eco-friendly one-pot processes, involving metal-free domino reactions, and their subsequent photochemical and photophysical measurements and theoretical calculations. These studies exhibit the existence of an easily tunable radical ion pair-based charge-transfer (CT) emission in the synthesized 2,6-dicyanoaniline-based electron donor-acceptor systems. The charge-transfer processes were explored by photochemical and radiation chemical measurements, in particular, based on femtosecond laser photolysis transient absorption spectroscopy and time-resolved emission spectroscopy, accompanied by pulse radiolysis and complemented by quantum chemical investigations employing time-dependent density-functional theory. This chromophore class exhibits a broad-wavelength-range fine-tunable charge recombination emission with high photoluminescence quantum yields up to 0.98. Together with its rather simple and cost-effective synthesis (using easily available starting materials) and customizable properties, it renders this class of compounds feasible candidates as potential dyes for future optoelectronic devices like organic light-emitting diodes (OLEDs).

Hierarchical Micro- and Mesoporous Zn-Based Metal–Organic Frameworks Templated by Hydrogels: Their Use for Enzyme Immobilization and Catalysis of Knoevenagel Reaction

Encapsulation of enzymes in metal–organic frameworks (MOFs) is often obstructed by the small size of the orifices typical of most reported MOFs, which prevent the passage of larger-size enzymes. Here, the preparation of hierarchical micro- and mesoporous

Cyano three aniline organic small molecule red light material and its synthesis and use

The invention discloses a cyanotriphenylamine organic small molecular red emitting material, a synthesis method and use thereof. The synthesis method includes: taking triphenylamine as the raw material to react with POCl3 to synthesize an intermediate 4-(diphenylamino)benzaldehyde; subjecting the 4-(diphenylamino)benzaldehyde to reaction to obtain 4-bis(4-iodophenyl)aminobenzaldehyde; reacting the 4-bis(4-iodophenyl)aminobenzaldehyde with diphenylamine to obtain 4-(bis-(4-(diphenylamino)phenyl)amino)benzaldehyde and 4-((4-( diphenylamino)phenyl)(4-iodophenyl)amino)benzaldehyde; and reacting 4-(diphenylamino)benzaldehyde and the product of the last step respectively with malononitrile, cyano-acrylate or 2-(3, 5, 5-trimethylcyclohexenyl-2-octenylidene)malononitrile to obtain a novel cyanotriphenylamine compound. The invention preliminarily studies the relevant optical properties of the product, and lays the foundation for development of the product into a novel red emitting material with excellent performance.

Multipodal arrangement of push-pull chromophores: a fundamental parameter affecting their electronic and optical properties

A series of model push-pull molecules with linear, quadrupolar, and tripodal arrangements, a varyingly substituted amino donor, two acceptors, and a partially extended π-system has been prepared. Two peripheral electron acceptors, namely N,N′-dibutylbarbituric acid and dicyanovinyl, were employed. The fundamental properties of 24 push-pull chromophores were investigated by differential scanning calorimetry, electrochemistry, one-photon absorption spectroscopy, photoinduced piezooptics, and were supported by DFT calculations. Thorough structure-property relationships were elucidated, while a significant influence of the structural arrangement/branching on the electronic and optical properties has been revealed. The fundamental optoelectronic properties of push-pull molecules are affected by their arrangement (linear/quadrupolar/tripodal), the peripheral acceptor attached, extension and planarization of the π-system, and also by the type of auxiliary N-substituent.

D - D - π - A - type indole - triphenylamine the solar-sensitizing dye and its synthesis and use

The invention discloses an indole-triphenylamine-arylmethylidenemalononitrile solar energy co-sensitization dye, a synthetic method and application thereof. The synthetic method comprises the following steps: adopting triphenylamine as the raw material, carrying out reaction on triphenylamine and POCl3 in a DMF solvent to compound and obtain an intermediate 4-(diphenyl amido) benzaldehyde; carrying out reaction on the 4-(diphenyl amido) benzaldehyde to obtain 4-bis (4-iodophenyl) aminobenzaldehyde; respectively carrying out reaction on the 4-bis (4-iodophenyl) aminobenzaldehyde and indole, 2-methylindole and 3-methylindole to obtain an indole-triphenylamine aldehyde derivative; respectively carrying out reaction on the indole-triphenylamine aldehyde derivative and cyanoacetic acid, malononitrile or 2-(3, 5, 5-trimethyl cyclohexene-2-octenylidene) malononitrile to obtain an indole-arylmethylidenemalononitrile-triphenylamine derivative. According to the synthetic method, the relevant optical property, photo-electro transition rate and co-sensitization efficiency of the product are primarily studied, and the foundation for developing the dye into a novel solar energy co-sensitization dye with excellent properties is laid.

Synthesis, photophysical properties and TD-DFT calculation of four two-photon absorbing triphenylamine derivatives

In this study, linear absorption, single-photon excited fluorescence, fluorescence quantum yields, fluorescence lifetime and two-photon excited fluorescence of a series of triphenylamine derivatives (L1, L2, L3 and L4) have been measured. L1 and L3 are D-π-A type dyes, while L2 and L4 are D-π-D-π-A type dyes (D = donor, A = acceptor). The investigated compounds consist of triphenylamine-bearing donor-substituted and/or systematically extended π-conjugated length, which are designed to gain insight into the effect of the ethoxyl unit and π-linkage length on the linear and nonlinear optical properties. The influence of solvent polarity on the photophysical properties was investigated. Employing time-dependent density functional theory (TD-DFT) calculations, the structure-property relationships are discussed.