358374-59-1

Usage

Uses

Used in Organic Electronics Industry:
DSA-Ph1, 4-di-[4-(N,N-diphenyl)aMino]styryl-benzene is used as a key component in the development of organic light-emitting diodes (OLEDs) for its strong light emission and high quantum efficiency. Its unique electronic and optical properties contribute to the advancement of OLED technology, enhancing the performance and efficiency of these devices.
Used in Optoelectronics Industry:
In the optoelectronics industry, DSA-Ph1, 4-di-[4-(N,N-diphenyl)aMino]styryl-benzene is utilized as a material for the fabrication of various optoelectronic devices. Its favorable combination of electronic and optical properties makes it suitable for applications such as organic solar cells, organic photodetectors, and other devices that require efficient light-matter interactions.
Used in Research and Development:
DSA-Ph1, 4-di-[4-(N,N-diphenyl)aMino]styryl-benzene is also employed in research and development for the exploration of new materials and technologies in the field of organic electronics. Its unique properties provide a foundation for scientists and engineers to investigate novel applications and improve the performance of existing devices.

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Relevant academic research and scientific papers

Photophysical properties of isoelectronic oligomers with vinylene, imine, azine and ethynylene spacers bearing triphenylamine and carbazole end-groups

Ten symmetrical oligomers containing either triphenylamine or carbazole substituents as end-groups and 1,4-phenylenevinylene, 1,4-phenylene imine, azine and 1,4-phenylene ethynylene as π-spacers, have been synthesized by polycondensation reactions between aromatic aldehydes (4- formyltriphenylamine and 3-formyl N-hexylcarbazole) or iodides (4-iodotriphenylamine and 3-iodo Nhexylcarbazole) with bisphosphonate derivative, 1,4-diaminobenzene, hydrazine or 1,4- diethynylbenzene, respectively. These oligomers are models for the corresponding conducting polymers, have a well-defined molecular structure, can be highly purified using common methods and processed as thin films by vacuum evaporation, dip or spin coating. The oligomers preserve all of the properties and potential applications of the corresponding polymers. The structural characterization of these oligomers was performed using usual spectroscopic methods (1H-RMN, FT-IR and DSC) and their photophysical properties were analyzed by UVeVis and fluorescence spectroscopy. Their redox properties were studied by cyclic voltammetry.

The synthesis and photophysical properties of novel poly(diarylamino) styrenes

A series of novel diamines linked by varying conjugated bridges were characterized using FTIR, NMR and UV-visible spectroscopy, mass spectrometry and elemental analysis. The photoluminescence and thermal properties of the compounds were related to structure and quantum chemical calculations were employed to study the optimized ground state geometry of the compounds. The diarylamines exhibited blue to green fluorescence emission and displayed high thermal stability and high glass transition temperature. As such, the compounds might be very useful as hole-transporting materials in organic light-emitting diodes.

TPA-active D-π-D fluorophores with rigid, planar cores from phenylene to indenofluorene and indolocarbazole

A series of D-π-D quadrupolar fluorophores with systematically varied π-conjugated cores were prepared using the Heck reaction and their single- and two-photon photophysical properties were examined. Introduction of extended π-conjugated cores such as indenofluorene/indolocarbazole was found to induce only small shifts in the absorption and emission maxima versus the phenylene linked fluorophore but greatly enhance their single- and two-photon absorption cross-sections. The effects of positional substitution on the properties of the indolocarbazole derivatives were also investigated.

Synthesis, characterization, two-photon absorption, and optical limiting properties of triphenylamine-based dendrimers

Three π-conjugated dendrimers (Ph-G0, Ph-G1 and Ph-G2) bearing triphenylamine moieties have been synthesized through a convergent synthetic strategy without any protection-deprotection chemistry. The linear photophysical properties, two-photon absorption (TPA), and optical limiting behavior of the dendrimers were investigated in solution at room temperature. Linear absorption and emission spectra revealed a bathochromic shift and decreased fluorescence quantum yields with increasing dendrimer generation. A strong cooperative effect in the TPA absorption of these dendrimers was observed. The TPA cross-sections increase gradually with the proportion of triphenylamine units and the maximum value of the TPA cross-section can reach 5690 GM for Ph-G2. These triphenylamine-based dendrimers exhibited efficient two-photon optical limiting under femtosecond excitation.

Two-photon photosensitized production of singlet oxygen: Sensitizers with phenylene-ethynylene-based chromophores

(Chemical Equation Presented) Singlet molecular oxygen (a 1Δg) has been produced and optically monitored in time-resolved experiments upon nonlinear two-photon excitation of photosensitizers that contain triple bonds as an integral part of the chromophore. Both experiments and ab initio computations indicate that the photophysical properties of alkyne-containing sensitizers are similar to those in the alkene-containing analogues. Most importantly, however, in comparison to the analogue that contains double bonds, the sensitizer containing alkyne moieties is more stable against singlet-oxygen-mediated photooxygenation reactions. This increased stability can be advantageous, particularly with respect to two-photon singlet oxygen imaging experiments in which data are collected over comparatively long time periods.

Diarylamino groups as photostable auxofluors in 2-benzoxazolylfluorene, 2,5-diphenyloxazoles, 1,3,5-hexatrienes, 1,4-distyrylbenzenes, and 2,7-distyrylfluorenes

The relationship of structure to optical spectral properties was determined for five types of fluors in a search for an optimum-wavelength shifter to be used as part of the detection systems for high-energy particles from accelerators. In a search for photostable fluors to serve as waveshifters in plastic fibers it was found that the wavelengths of interest, absorption max 410 ± 10 nm and fluorescence emission max 480 ± 20 nm, along with other properties, such as high solubility and short fluorescence decay time, could be obtained from fluorophors composed of aromatic rings and vinyl groups only by using amino groups as auxochromes to give bathochromic shifts of wavelengths. Since primary, monoalkyl, and dialkylamino groups were not sufficiently photostable, a number of fluorophores bearing diarylamino groups were investigated. Syntheses of the fluors made use of the Buchwald amination, an improved version of the Emmons-Horner reaction, and other common reactions. The fluor types were the following: a 2-benzoxazolyl-7-(4-diarylamino)fluorene 7, 2-(4-cyanophenyl)-5-(4-aminophenyl)oxazoles 14 and 20, 1,3,5-hexatrienes 24a-d and 26a-c, 1,4-distyrylbenzenes 31d-g and 32a-e, and 2,7-distyrylfluorenes 40a,d-e. The unsymmetrical fluors 7, 14, and 20 were not as bright as the best hexatrienes, distyrylbenzenes, and distyrylfluorenes, which were all symmetrical. Where the 1,6-diaryl-1,3,5-hexatrienes 24a-d had high fluorescence quantum yield (Φf), the 1,1,6,6-tetraryl-1,3,5-hexatrienes 26a-c had both lower ε and Φf. Where the 1,4-distyrylbenzenes 31d-g had high Φf, the 1,4-bis(2-phenylstyryl)benzenes 32a-e had (Φf = 0. Diarylamino groups as auxofluors conferred higher photochemical stability than dialkylamino groups on similar fluorophores. The 1,4-distyrylbenzenes 31d,e and the 2,7-distyrylfluorenes 40d,e had the most desirable properties overall, which included fast decay times of 2 ns. Computer simulations predicted absorption and emission wavelengths fairly well, but were of little help for the prediction of brightness, stability, Φf, or decay time.

Polyaromatic amines. Part 3: Synthesis of poly(diarylamino)styrenes and related compounds

The title compounds were synthesised and characterised as part of a study into new aromatic amines for charge transporting materials. Compounds 12-16, 20-24 and 27-34 are alkene linked triarylamines, compounds 35-36 are hydrazone derivatives and compounds 38-41 are pyrrole substituted triarylamines. Each compound was characterised by cyclic voltammetry.