60491-94-3

Upstream product

• 78-40-0 triethyl phosphate 
• 50874-27-6 1,4-bis(bromomethyl)-2,5-dimethoxybenzene 
• 150-76-5 4-methoxy-phenol 
• 3752-97-4 1,4-bis(chloromethyl)-2,5-dimethoxybenzene 
• 122-52-1 triethyl phosphite 
• 150-78-7 1,4-dimethoxybezene 

Downstream Products

• 493036-92-3 (E,E)-2,5-bis(2,5-dihexylstyryl)-1,4-dimethoxybenzene 
• 597584-35-5 4,4'-((1E,1'E)-(2,5-dimethoxy-1,4-phenylene)bis(ethene-2,1-diyl))dipyridine 
• 1233527-96-2 C₂₂H₂₉O₆P 
• 1233527-98-4 C₅₇H₅₆O₁₂ 
• 1355453-25-6 (e,e)-1,4-dimethoxy-2,5-bis[2-(selenophen-2-yl)ethenyl]benzene 
• 1379868-76-4 C₄₆H₆₆O₄ 
• 637037-82-2 1,4-bis[(E)-2-(4-cyanophenyl)ethenyl]-2,5-dimethoxybenzene 
• 1527494-20-7 C₂₄H₂₀F₂O₂ 
• 81795-79-1 C₂₄H₂₀Cl₂O₂ 
• 868074-08-2 C₂₄H₂₀Br₂O₂ 
• 81795-78-0 C₂₄H₂₂O₂ 

Relevant academic research and scientific papers

Rational design, facile synthesis, and linear/nonlinear optical properties of novel two-photon absorption stilbene derivatives with different configurations

Four novel two-photon absorption compounds (1MOBI, 2MOHA, 3BrBI, and 4BrHA), which have assembled stilbene π-bridge, different electron acceptors and donors, were synthesized conveniently via the one-step Horner-Wadsworth-Emmons reaction. Their configurations are A-π-D-π-A, D′-π-D-π-D′, A′-π-A-π-A′, and D-π-A-π-D, respectively. Their linear and nonlinear optical properties including linear absorption, one-photon excited fluorescence, two-photon absorption, and two-photon excited fluorescence, were systematically investigated in various solvents. The results demonstrate that the compounds with dihexylamino donors exhibit good optical properties. 2MOHA and 4BrHA exhibit large two-photon absorption cross-sections (2183 and 1737 GM) in DMF, which are larger than those of many known stilbene derivatives. The relationships between the structures and the optical properties were studied aided with the time-dependent density functional theory calculations.

RED FLUORESCENT HIGHLY HYDROSOLUBLE COMPOUND AND FLUORESCENT DYE USING THE SAME

PROBLEM TO BE SOLVED: To provide a hydrosoluble fluorescent probe having property of localizing in a mitochondrion and having light emission in the near infrared. SOLUTION: A fluorescent dye including compound represented by the following formula (1) is u

Fluorescent dye for labeling virus, preparation method and application

The invention provides a fluorescent dye for marking viruses. Tetrazolyl is added on AIE fluorescent dye molecules. The fluorescent dye has high fluorescence labeling efficiency, is convenient for real-time tracking analysis of live viruses, and is suitab

Water-soluble red-fluorescent dyes for two-photon deep-tissue imaging

To realize in vivo deep two-photon fluorescence microscopy (TPFM), a probe is required that can undergo two-photon excitation and emit in the optical window of tissues (6501100 nm). In addition, the probe should have high water solubility to avoid harmful

A highly selective two-photon probe with large turn-on signal for imaging endogenous HOCl in living cells

Hypochlorous acid (HOCl) is one of the typical reactive oxygen species (ROS), which plays a crucial role in the immune system, and is involved in many neurodegenerative disorders, such as ischemic stroke, Alzheimer's, and Parkinson's disease. A two-photon

Direct evidence for secondary interactions in planar and nonplanar aromatic π-conjugates and their photophysical characteristics in solid-state assemblies

Direct evidence for non-covalent secondary interactions in planar and nonplanar aromatic π-conjugates and their solid-state assemblies is established. A series of horizontally, vertically, and radially expanded oligo(phenylenevinylene)s (H-OPVs, V-OPVs, and R-OPVs, respectively) were designed with a fixed π-core and variable alkyl chain lengths on the periphery. Single-crystal structures of the OPVs were resolved to trace the secondary interactions that direct the solid-state self-organization and molecular packing of the chromophores. The H-OPVs were found to be planar, and they did not show any secondary interactions in the crystal lattices. The V-OPVs and R-OPVs were found to be nonplanar and to exhibit multiple CH/π hydrogen-bonding interactions among aryl hydrogen donors and acceptors. The enthalpies of the melting and crystallization transitions revealed that the planar H-OPVs are highly crystalline compared with the nonplanar R-OPVs and V-OPVs. Polarized light microscopy studies revealed the formation of one-dimensional nematic mesophases in H-OPVs. The absolute solid-state photoluminescence quantum yields (PLQYs) of the OPVs were determined using an integrating sphere setup. The highly packed H-OPVs showed low PLQYs compared with those of the weakly packed V-OPVs and R-OPVs. Time-resolved fluorescence decay measurements revealed that the excited-state decay dynamics of highly packed H-OPVs was much faster with respect to their low PLQYs. The decay profiles were found to be relatively slow (with higher life time (τ)) in the V-OPVs and R-OPVs. A field-effect transistor (FET) device was constructed for an OPV sample that showed a hole carrier mobility in the range of 10-5 cm2 V-1 s-1. The present investigation thus provides a new opportunity to trace the role of secondary interactions on π-conjugated mesophase self-assemblies and their solid-state emission and FET devices, more specifically based on OPV chromophores.

Polyfluorinated bis-styrylbenzenes as amyloid-β plaque binding ligands

Detection of cerebral β-amyloid (Aβ) by targeted contrast agents remains of great interest to aid the in vivo diagnosis of Alzheimer's disease (AD). Bis-styrylbenzenes have been previously reported as potential Aβ imaging agents. To further explore their potency as 19F MRI contrast agents we synthetized several novel fluorinated bis-styrylbenzenes and studied their fluorescent properties and amyloid-β binding characteristics. The compounds showed a high affinity for Aβ plaques on murine and human brain sections. Interestingly, competitive binding experiments demonstrated that they bound to a different binding site than chrysamine G. Despite their high logP values, many bis-styrylbenzenes were able to enter the brain and label murine amyloid in vivo. Unfortunately initial post-mortem 19F NMR studies showed that these compounds as yet do not warrant further MRI studies due to the reduction of the 19F signal in the environment of the brain.

C-H/π-interaction-guided self-assembly in π-conjugated oligomers

We report CH/π hydrogen-bond-driven self-assembly in π-conjugated skeletons based on oligophenylenevinylenes (OPVs) and trace the origin of interactions at the molecular level by using single-crystal structures. OPVs were designed with appropriate pendants in the aromatic core and varied by hydrocarbon or fluorocarbon tails along the molecular axis. The roles of aromatic π-stack, van der Waals forces, fluorophobic effect and CH/π interactions were investigated on the theromotropic liquid crystallinity of OPV molecules. Single-crystal structures of hydrocarbon OPVs provided direct evidence for the existence of CH/π interactions between the π-ring (H-bond acceptor) and alkyl C-H (H-bond donor). The four important crystallographic parameters, dc-x=3.79 A, θ=21.49°, =150.25° and dHp-x=0.73 A, matched in accordance with typical CH/π interactions. The CH/π interactions facilitate the close-packing of mesogens in x-y planes, which were further protruded along the c axis producing a lamellar structure. In the absence of CH/π interactions, van der Waals interactions drove the assembly towards a Schlieren nematic texture. Fluorocarbon OPVs exhibited smectic liquid-crystalline textures that further underwent Smectic A (SmA) to Smectic C (SmC) phase transitions with shrinkage up to 11 %. The orientation and translational ordering of mesogens in the liquid-crystalline (LC) phases induced H- and J-type molecular arrangements in fluorocarbon and hydrocarbon OPVs, respectively. Upon photoexcitation, the H- and J-type molecular arrangements were found to emit a blue or yellowish/green colour. Time-resolved fluorescence decay measurements confirmed longer lifetimes for H-type smectic OPVs relative to that of loosely packed one-dimensional nematic hydrocarbon-tailed OPVs. Weak-force-driven self-assembly: CH/π hydrogen-bonding-driven diverse molecular self-assembly in π-conjugated molecules is reported (see figure). The self-organisation of π-conjugated mesogens in three-dimensional crystal lattices is proven to be vital for tuning the thermotropic liquid-crystalline phases and their emission colour. Copyright

Electrochemistry and spectroelectrochemistry of a novel selenophene-based monomer

A stereocontrolled synthesis of a novel selenophene-based monomer namely (E,E)-1,4-dimethoxy-2,5-bis[2-(selenophen-2-yl)ethenyl]benzene has been successfully performed starting from 1,4-dimethoxybenzene. Its spectra, electrochemistry and polymerization ha

UV-induced fluorescence recovery and solubility modulation of photocaged conjugated oligomers

This article describes photoactivatable conjugated oligomers that show both increased fluorescence quantum yield and pH-dependant solubility upon irradiation with UV light. Sonogashira coupling between ester-substituted phenylacetylenes and alkoxy-substituted diiodo phenylene-vinylenes yielded conjugated phenylene-ethynylene/phenylene-vinylene oligomers. Oligomers with nitrobenzyl ester moieties had quenched fluorescence in polar solvents; UV irradiation restored their quantum yield of fluorescence to that of corresponding alkyl ester-substituted oligomers. These photocaged oligomers also exhibited UV-induced changes in solubility consistent with photogeneration of carboxylic acids. This approach is therefore effective at tuning the properties of conjugated organics with light after traditional synthetic operations, and has potential for use in photoactivatable fluorophores or solution-processable multilayer devices.