1402049-87-9

Upstream product

• 16532-79-9 4-Bromophenylacetonitrile 
• 4181-05-9 4-(diphenylamino)benzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 122-39-4 diphenylamine 
• 603-34-9 N,N-diphenylaminobenzene 

Downstream Products

• 1402049-90-4 4,7-bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-nitrilethenyl}phenyl}-2-thienyl}-2,1,3-benzoxadiazole 
• 1402049-91-5 4,7-bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-nitrilethenyl}phenyl}-2-thienyl}-2,1,3-benzothiadiazole 
• 1402049-88-0 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-3-[4-(N,N-diphenylamino)phenyl]-acrylonitrile 

Relevant academic research and scientific papers

D-A-D low band gap molecule containing triphenylamine and benzoxadiazole/benzothiadiazole units: Synthesis and photophysical properties

Two D-A-D-type low band gap organic dyes based on triphenylamine and benzoxadiazole/benzothiadiazole, 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]- 1-nitrilethenyl}phenyl}-2-thienyl}-2,1,3-benzoxadiazole (BDNTBX) and 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-nitrilethenyl}phenyl}-2-thienyl} -2,1,3-benzothiadiazole (BDNTBT) were successfully synthesized. The properties of two compounds were investigated by density functional theory (DFT) calculations, UV-vis absorption spectroscopy, cyclic voltammetry and fluorescence quenching experiment. The calculated ground-state geometries demonstrate intramolecular charge transfer (ICT) occurs in both molecules during the procedure of charge excitation from HOMO to LUMO. From the data in electrochemistry and fluorescence quenching experiments, the molecules reveal lower HOMO energy levels compared with that of P3HT and proper LUMO energy levels to obtain efficient charge separation with PCBM. Two synthesized compounds exhibit broad absorption range covering the whole visible spectral region. These photophysical and electrochemical properties call attention to that our materials are prospective candidates as donor materials for solution-processable organic photovoltaic cells.

Efficient small molecule photovoltaic donor based on 2,3-diphenyl-substituted quinoxaline core for solution-processed organic solar cells

A novel D-π-A-π-D-type organic small molecule (OSM) named (TPACN)2Qx was designed and synthesized for solution-processible organic solar cells (OSCs), which contained 2,3-diphenyl-substituted quinoxaline (Qx) as the central acceptor (A) unit, t

Effect of π-spacers on the photovoltaic properties of D–π–A based organic dyes

Three new triphenylamine based D–π–π–A (TPC, TSC and TOC) dyes with different π-spacers have been synthesized and analysed their significance on the photophysical properties and photovoltaic applications. The synthesized dyes were characterized by NMR, ma

Tumor-Triggered Disassembly of a Multiple-Agent-Therapy Probe for Efficient Cellular Internalization

Integration of multiple agent therapy (MAT) into one probe is promising for improving therapeutic efficiency for cancer treatment. However, MAT probe, if entering the cell as a whole, may not be optimal for each therapeutic agent (with different physicochemical properties), to achieve their best performance, hindering strategy optimization. A peptide-conjugated-AIEgen (FC-PyTPA) is presented: upon loading with siRNA, it self-assembles into FCsiRNA-PyTPA. When approaching the region near tumor cells, FCsiRNA-PyTPA responds to extracellular MMP-2 and is cleaved into FCsiRNA and PyTPA. The former enters cells mainly by macropinocytosis and the latter is internalized into cells mainly through caveolae-mediated endocytosis. This two-part strategy greatly improves the internalization efficiency of each individual therapeutic agent. Inside the cell, self-assembly of nanofiber precursor F, gene interference of CsiRNA, and ROS production of PyTPA are activated to inhibit tumor growth.

Strong CPL of achiral AIE-active dyes induced by supramolecular self-assembly in chiral nematic liquid crystals (AIE-N?-LCs)

Chiral binaphthyl enantiomers (Guest 1) were doped into commercial nematic liquid crystals (N-LCs, Host E7) to form chiral nematic liquid crystals (N?-LCs). The new ternary AIE-N?-LCs prepared by introducing four achiral AIE dyes (Guest 2) into N?-LCs can

AIE BIOPROBES EMITTING RED OR YELLOW FLUORESCENCE

The present subject matter relates to red emitting mitochondria-targeted aggregation induced emission (AIE) probes as an indicator for membrane potential and mouse sperm activity. The present subject matter relates to AIE-active fluorescent probes for reactive oxygen species (ROS) detection and related biological applications, such as inflammation imaging and glucose assay, as well as the preparation and application of red fluorescent AIEgens.

D-A-D type chromophores with aggregation-induced emission and two-photon absorption: Synthesis, optical characteristics and cell imaging

Three novel D-A-D type chromophores, consisting of substituted triphenylamine and aggregation-induced emission (AIE)-active tetraphenylethylene moieties, 1 (with two ethoxy groups), 2 (with two hydroxyl groups), 3 (non-substituted), were synthesized and characterized. Their one-photon excited fluorescence (OPEF) quantum yields (ΦF) and lifetimes (τ) in organic solutions increased with the increase of the electron-donating ability of the substituents on the triphenylamine unit, i.e., 1 > 2 > 3. By means of dynamic light scattering and scanning electron microscopy, it was found that the higher hydrophobicity of 1 resulted in larger particle sizes and a strong AIE effect. 1 and 2 showed good two-photon excited fluorescence (TPEF) and two-photon absorption cross-sections (σ) (4230 and 4004, respectively) and proved to have good biocompatibility. Both compounds 1 and 2 were successfully applied in cell imaging based on their OPEF and TPEF properties. This work clearly implies that these chromophores can be finely tuned for different optical properties and applications through varying the electron-donating ability, hydrophobicity, and cytotoxicity of the substituents.

Linkage effects of linear D-π-A-π-D type diketopyrrolopyrrole- triphenylamine based solution-processable organic small molecule photovoltaic materials

Four novel D-π-A-π-D-type small molecules (SMs) were synthesized and their π-linkage effects were investigated. Among them, SM2 with vinylene as the π-linkage exhibited better molecular coplanarity, reaching a relatively higher power conversion efficiency (PCE) of 3.76%. SM3 and SM4 with acetylene and acrylonitrile as π-linkages exhibited relatively higher open-circuit voltages (VOC) of 0.93 V and 0.90 V, respectively, owing to their deep-lying HOMO levels. These results gave an important guide for developing new materials in solution-processed small molecule solar cells.

D-π-A-π-D type benzothiadiazole-triphenylamine based small molecules containing cyano on the π-bridge for solution-processed organic solar cells with high open-circuit voltage

Two novel D-π-A-π-D structured small molecules composed of benzothiadiazole and triphenylamine were designed and synthesized. BDCTBT with cyano on the π-bridge exhibited a deep HOMO energy level, resulting in an impressive VOC of up to 1.04 V with a PCE of 3.85%, while non-cyano substituted BDETBT yielded a VOC of 0.94 V and a PCE of 1.99%.