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Usage

Uses

Used in Optoelectronic Devices:
(2–(4–vinylphenyl)ethene–1,1,2–triyl)tribenzene is used as a key component in organic light-emitting diodes (OLEDs) and other optoelectronic devices due to its ability to efficiently transport charge and emit light. Its conjugated structure allows for electron delocalization, making it a promising material for various electronic and photonic applications.
Used in Electronic Devices:
(2–(4–vinylphenyl)ethene–1,1,2–triyl)tribenzene is used as a material in electronic devices for its efficient charge transport properties, which are essential for the performance of these devices.
Used in Photonic Applications:
(2–(4–vinylphenyl)ethene–1,1,2–triyl)tribenzene is used in photonic applications due to its unique photophysical properties, which enable it to interact with light in various ways, such as light emission and absorption.

Upstream product

• 1289218-74-1 [1-(4-carbaldehydephenyl)-1,2,2-triphenyl]ethylene 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 34699-28-0 1-(4-bromophenyl)triphenylethene 
• 881-42-5 diphenylmethyllithium 
• 1607-57-4 Triphenylvinyl bromide 
• 2156-04-9 4-Vinylphenylboronic acid 
• 108-05-4 vinyl acetate 
• 119-61-9 benzophenone 
• 3139-85-3 4-vinylbenzophenone 
• 100-42-5 styrene 
• 65-85-0 benzoic acid 
• 87199-17-5 4-formylphenylboronic acid, 
• 2065-66-9 methyl-triphenylphosphonium iodide 

Relevant academic research and scientific papers

Vinyl Groups Containing Tetraphenylethylene Derivatives as Fluorescent Probes Specific for Palladium and the Quenching Mechanism?

We previously reported that a series of tetraphenylethylene (TPE)-containing all-hydrocarbon conjugated polymers exhibited a specific fluorescence quenching by palladium ions (Pd2+). To understand the quenching mechanism, herein we investigate

Block copolymer self-assembly mediated aggregation induced emission for selective recognition of picric acid

Benefiting from the excellent hydrophobic properties of polystyrene and (2-(4-vinylphenyl)ethene-1,1,2-triyl) tribenzene (PS-b-PTPEE) unit a diblock copolymer is prepared to show higher aggregation induced emission (AIE). The TPE grafted block copolymer forms homogeneous solution in common organic solvents such as THF. In aqueous solution, the copolymer self-assemble to form aggregates of nanosize. The aggregates display maximum photoluminescence (PL) in a THF/water (3:7 v/v) mixture. Fortunate introduction of TPE units into block copolymer chain makes it highly sensitive probe for picric acid (an explosive amterial) via aggregation induced emission. The nitroaromatic compound of PA was effectively quenched by possible π-π interactions between TPE units of PS-b-PTPEE and hydroxyl containing phenolic acid. The quenching efficiency significantly increased nonlinearly at higher quencher concentration. The present study offers details for design and synthesis of new hyperbranched polymeric fluorescent vesicle probe with high sensitivity.

Preparation of biocompatible aggregation-induced emission homopolymeric nanoparticles for cell imaging

A series of new homopolymers with various degrees of polymerization derived from vinyl tetraphenylethene, that is, poly[2-(4-vinylphenyl)ethene-1,1,2- triyl)tribenzene] homopolymers, is synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization. The homopolymers exhibit a significant aggregation-induced emission (AIE) effect and an ability to assemble themselves into AIE polymer nanoparticles (NPs) during precipitation in a water/tetrahydrofuran (THF) mixture. The NPs also exhibit good dispersibility, stability, and biocompatibility. The AIE polymer NPs are used in imaging studies of HeLa cells. A series of poly[(2-(4-vinylphenyl)ethene-1,1,2- triyl) tribenzene] homopolymers are successfully synthesized by RAFT polymerization. The homopolymers exhibit a significant AIE effect with 100-fold increase in emission intensity from solution to nanosuspension. The homopolymers can assemble themselves to AIE nanoparticles by quickly charging tetrahydrofuran solution into deionized water. The AIE nanoparticles are used for imaging studies of HeLa cells.

Hyperbranched copolymer based photoluminescent vesicular probe conjugated with tetraphenylethene: Synthesis, aggregation-induced emission and explosive detection

A carboxyl functionalized hyperbranched polymer, poly(3-ethyl-3-oxetanemethanol)-star-poly(ethylene oxide) (HSP-COOH) was subjected to addition reaction with tetraphenylethene (TPE) containing thioethanol (i.e. 2-((4-(1,2,2 triphenylvinyl)phenethyl)thio)ethanol (TPE-OH) to afford HSP-TPE copolymer with high yields. The TPE grafted hyperbranched copolymer forms homogeneous solution in common organic solvents such as THF. In aqueous solution, the copolymer self-assemble to form aggregates. The aggregates display maximum photoluminescence (PL) in THF/water (3:7 v/v) mixture. The introduction of TPE units into polymer makes it highly sensitive probe for picric acid (PA) with detection limit as low as 20 ppb via aggregation induced emission. The PL was effectively quenched by possible π-π interactions between TPE units of HSP-TPE and hydroxyl containing phenolic acid. The quenching efficiency significantly increased nonlinearly at higher quencher concentration. The present study offers details for design and synthesis of new hyperbranched polymeric fluorescent vesicle probe with high sensitivity.

Synthesis and application of reversible fluorescent photochromic molecules based on tetraphenylethylene and photochromic groups

Tetraphenylethylene-naphthopyran (TPE-NP) and tetraphenylethylene-spirooxazine (TPE-SO) with conjugated photochromic groups and fluorophores were designed and synthesized. Both of them exhibit the comprehensive effects of aggregation-induced emission (AIE

Synthesis of amphiphilic fluorescent PEGylated AIE nanoparticles via RAFT polymerization and their cell imaging applications

With the increasing interest in the use of luminescent probes in biomedical applications, the development of fluorescent organic nanoparticles (FONs) on the basis of aggregation induced emission (AIE) dyes has attracted great research attention. In this study, a polymerizable tetraphenylethene-functionalized AIE dye (named as TPEV) with a vinyl end functional group was synthesized by a one-step Suzuki coupling reaction of 4-vinylphenylboronic acid and bromotriphenylethylene, and the as-prepared hydrophobic AIE dye TPEV subsequently participated in the reversible addition-fragmentation chain transfer (RAFT) polymerization together with the hydrophilic monomer of poly(ethylene glycol) monomethacrylate (PEGMA) to obtain a new amphiphilic copolymer (denoted as TPEV-PEG) with transformed side fluorescent groups. The Mn value of the obtained copolymer was about 29 800 g mol-1 with a narrow polydispersity index (PDI) of about 1.30. The molar ratio of TPE to PEG segment in the copolymer was respectively about 19.2% to 80.8%, and it was easy for the TPEV-PEG copolymer to self-assemble into FONs with the hydrophobic AIE core encapsulated by a hydrophilic PEG shell. The research results further showed that the TPEV-PEG FONs presented good fluorescent features with the maximal emission peak at 480 nm, high dispersibility in water solution with homogeneous spherical morphology (～200 nm) and excellent biocompatibility, giving them good potential for bioimaging applications.

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.

Process method for preparing [1-(4-vinylphenyl)-1, 2, 2-triphenyl] ethylene

The invention discloses a process method for preparing [1-(4-vinylphenyl)-1, 2, 2-triphenyl] ethylene, comprising the following steps of: 1, styrene used as a raw material reacts with a benzoic acid compound under the action of a catalyst to obtain 4-vinylbenzophenone; and 2, 4-vinyl benzophenone as a raw material reacts with benzophenone under the action of a catalyst so as to obtain [1-(4-vinylphenyl)-1, 2, 2-triphenyl] ethylene. The process method is reasonable in route design, cheap in raw material price and friendly to operators.

Direct Olefination of Fluorinated Quinoxalines via Cross- Dehydrogenative Coupling Reactions: A New Near-Infrared Probe for Mitochondria

A large library of 5,8-distyrylquinoxaline fluorophores was synthesized in good-to-excellent yields via a palladium-catalyzed oxidative C–H/C–H cross-coupling of electron-deficient fluorinated quinoxalines with electron-rich styrenes. The resulting quinoxaline fluorophores (Qu-Fluors) exhibited tunable color emissions with the quantum yields of up to 83% and large Stokes shifts of up to 6236 cm?1 in dichloromethane. The bioimaging performance of the Qu-Fluors was shown to have potential as near-infrared fluorescent probes for mitochondria. (Figure presented.).

Reversible multistimuli-response fluorescent switch based on tetraphenylethene-spiropyran molecules

Two tetraphenylethene (TPE)-functionalized spiropyran (SP) molecules with very similar structure were designed and synthesized. The two molecules exhibit aggregation-induced emission (AIE) properties, as well as multistimuli-responsive color-changing prop