7310-97-6

Usage

Uses

1. Synthesis of bis(N-salicylidene-aniline)s BSANs 2. COF applications

InChI:InChI=1/C10H10O4/c1-13-9-3-8(6-12)10(14-2)4-7(9)5-11/h3-6H,1-2H3

Upstream product

• 3752-97-4 1,4-bis(chloromethyl)-2,5-dimethoxybenzene 
• 1951-36-6 2,5-dihydroxyterephthaldeyde 
• 77-78-1 dimethyl sulfate 
• 51829-43-7 1,4-dihydroxymethyl-2,5-dimethoxybenzaldehyde 
• 50874-27-6 1,4-bis(bromomethyl)-2,5-dimethoxybenzene 
• 114558-97-3 1,1'-(2,5-dimethoxy-p-xylylene)-bis-hexamethylenetetraminium; dichloride 
• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 67-56-1 methanol 
• 52251-27-1 1,4-bis(acetoxymethyl)-2,5-dimethoxybenzene 
• 28221-89-8 2,6-dimethyl benzo(1,2-b;4,5-b)difuran 
• 123-31-9 hydroquinone 
• 2591-86-8 N-Formylpiperidine 

Downstream Products

• 116642-23-0 C₅₀H₆₆N₄O₁₀ 
• 133677-84-6 5-(2,5-dimethoxy-4-(dimethoxymethyl)phenyl)-13,17-dibutyl-2,3,7,8,12,18-hexamethylporphine 
• 93394-44-6 1-[4-(1-Hydroxy-ethyl)-2,5-dimethoxy-phenyl]-ethanol 
• 81795-79-1 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethene-2,1-diyl))bis(chlorobenzene) 
• 82063-02-3 3,3'-(2,5-dimethoxy-p-phenylene)bispropenoic acid 
• 81795-78-0 4,4'-(2,5-dimethoxy-1,4-phenylene)bis(ethene-2,1-diyl)dibenzene 
• 10273-66-2 4,4'-(2,5-dimethoxy-1,4-phenylene)bis(ethene-2,1-diyl)bis(methylbenzene) 
• 75265-00-8 1,4-dimethoxy-2,5-dioxiranylbenzene 
• 98977-18-5 C₃₄H₄₄N₂O₆ 
• 98990-28-4 C₃₆H₄₈N₂O₆ 
• 77798-57-3 2,5-Bis(11-methoxycarbonyl-1-undecenyl)hydrochinon-dimethylether 
• 142398-13-8 1,4-dichloro-2,5-diformyl-3,6-dimethoxybenzene 
• 142397-45-3 (E,E)-1,4-bis(2-formyl-1-ethenyl)-2,5-dimethoxybenzene 

Relevant academic research and scientific papers

Aggregated Structures of Two-Dimensional Covalent Organic Frameworks

Covalent organic frameworks (COFs) have found wide applications due to their crystalline structures. However, it is still challenging to quantify crystalline phases in a COF sample. This is because COFs, especially 2D ones, are usually obtained as mixtures of polycrystalline powders. Therefore, the understanding of the aggregated structures of 2D COFs is of significant importance for their efficient utilization. Here we report the study of the aggregated structures of 2D COFs using 13C solid-state nuclear magnetic resonance (13C SSNMR). We find that 13C SSNMR can distinguish different aggregated structures in a 2D COF because COF layer stacking creates confined spaces that enable intimate interactions between atoms/groups from adjacent layers. Subsequently, the chemical environments of these atoms/groups are changed compared with those of the nonstacking structures. Such a change in the chemical environment is significant enough to be captured by 13C SSNMR. After analyzing four 2D COFs, we find it particularly useful for 13C SSNMR to quantitatively distinguish the AA stacking structure from other aggregated structures. Additionally, 13C SSNMR data suggest the existence of offset stacking structures in 2D COFs. These offset stacking structures are not long-range-ordered and are eluded from X-ray-based detections, and thus they have not been reported before. In addition to the dried state, the aggregated structures of solvated 2D COFs are also studied by 13C SSNMR, showing that 2D COFs have different aggregated structures in dried versus solvated states. These results represent the first quantitative study on the aggregated structures of 2D COFs, deepen our understanding of the structures of 2D COFs, and further their applications.

Synthesis of a novel chiral DA-TD covalent organic framework for open-tubular capillary electrochromatography enantioseparation

Herein, a novel chiral covalent organic framework, DA-TD COF, with good chemical/thermal stability was synthesized and used as a chiral stationary phase for open-tubular capillary electrochromatography enantioseparation. The DA-TD COF coated capillary exh

Rational Fabrication of Crystalline Smart Materials for Rapid Detection and Efficient Removal of Ozone

Traditional ozone sensing and removal materials still suffer from high energy consumption and low efficiency. Thus, seeking new ozone-responsive materials with high efficiency and broad working conditions is of great significance. Herein, we first develop

A novel bifunctional-group salamo-like multi-purpose dye probe based on ESIPT and RAHB effect: Distinction of cyanide and hydrazine through optical signal differential protocol

A novel bifunctional-group multi-purpose dye probe p-TNS has been designed and synthesized. The probe p-TNS has unique excited-state intramolecular proton transfer (ESIPT) and resonance-assisted hydrogen bonding (RAHB) coupled system, was confirmed to detect cyanide and hydrazine by blocking the ESIPT effect. Cyanide can change the fluorescence of the solution from bright green to orange-red (116 nm Stokes shift), while hydrazine causes the bright green fluorescence to be quenched. The recognition mechanism of the probe p-TNS to CN? and N2H4 was proposed reasonably through spectral characterizations and theoretical calculations. Combined with theoretical calculations, it was speculated that the solvent dependence may be caused by the ICT effect in the molecule. The probe p-TNS could be prepared into test strips for the detection of cyanide and hydrazine. In addition, the probe molecule can also be used to detect trace amounts of cyanide in agricultural products, and respond to gaseous hydrazine by direct contact, indicating that the probe p-TNS has good practical application prospects. Therefore, this molecular framework provides a new way of thinking about detecting multiple target substances.

Metalloporphyrin and Ionic Liquid-Functionalized Covalent Organic Frameworks for Catalytic CO2Cycloaddition via Visible-Light-Induced Photothermal Conversion

We report the construction of a porphyrin and imidazolium-ionic liquid (IL)-decorated and quinoline-linked covalent organic framework (COF, abbreviated as COF-P1-1) via a three-component one-pot Povarov reaction. After post-synthetic metallization of COF-P1-1 with Co(II) ions, the metallized COF-PI-2 is generated. COF-PI-2 is chemically stable and displays highly selective CO2 adsorption and good visible-light-induced photothermal conversion ability (ΔT = 26 °C). Furthermore, the coexistence of Co(II)-porphyrin and imidazolium-IL within COF-PI-2 has guaranteed its highly efficient activity for CO2 cycloaddition. Of note, the needed thermal energy for the reactions is derived from the photothermal conversion of the Co(II)-porphyrin COF upon visible-light irradiation. More importantly, the CO2 cycloaddition herein is a "window ledge"reaction, and it can proceed smoothly upon natural sunlight irradiation. In addition, a scaled-up CO2 cycloaddition can be readily achieved using a COF-PI-2@chitosan aerogel-based fixed-bed model reactor. Our research provides a new avenue for COF-based greenhouse gas disposal in an eco-friendly and energy- and source-saving way.

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

Photocatalytic Molecular Oxygen Activation by Regulating Excitonic Effects in Covalent Organic Frameworks

Excitonic effects caused by Coulomb interactions between electrons and holes play subtle and significant roles on photocatalysis, yet have been long ignored. Herein, porphyrinic covalent organic frameworks (COFs, specifically DhaTph-M), in the absence or presence of different metals in porphyrin centers, have been shown as ideal models to regulate excitonic effects. Remarkably, the incorporation of Zn2+ in the COF facilitates the conversion of singlet to triplet excitons, whereas the Ni2+ introduction promotes the dissociation of excitons to hot carriers under photoexcitation. Accordingly, the discriminative excitonic behavior of DhaTph-Zn and DhaTph-Ni enables the activation of O2 to 1O2 and O2?-, respectively, under visible light irradiation, resulting in distinctly different activity and selectivity in photocatalytic terpinene oxidation. Benefiting from these results, DhaTph-Ni exhibits excellent photocatalytic activity in O2?-engaged hydroxylation of boronic acid, while DhaTph-Zn possesses superior performance in 1O2-mediated selective oxidation of organic sulfides. This work provides in-depth insights into molecular oxygen activation and opens an avenue to the regulation of excitonic effects based on COFs.

Interlayer Shifting in Two-Dimensional Covalent Organic Frameworks

Layer-stacking structures are very common in two-dimensional covalent organic frameworks (2D COFs). While their structures are normally determined under solvent-free conditions, the structures of solvated 2D COFs are largely unexplored. We report herein t

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

Synthesis, electronic structure, linear and nonlinear photophysical properties of novel asymmetric branched compounds

A series of novel asymmetric branched compounds that utilize a 1,3,5-triazine core and feature D-π-A-(π-D′-π-A′)0-2 configurations (D = donor, A = acceptor, π = conjugated bridge) were designed, successfully synthesized, and fully characterized by 1H NMR, 13C NMR, FT-IR, and HRMS. Their photophysical properties including linear absorption, one-photon excited fluorescence, two-photon absorption, and frequency up-converted fluorescence, were systematically investigated in different solvents. With a rise in the polarity of solvents, the peak positions of the one-photon excited fluorescence are red-shifted and the Stokes shifts increase, while the linear absorption wavelengths change slightly. In addition, the target compounds except CZ show the positive solvatokinetic effect. With a rise in the number of branches, the red shifts of the absorption and emission maxima, the hyperchromicity of the molar absorption coefficients, and the decrease of the Stokes shifts are observed. The peripheral electron donors (carbazole, phenothiazine) and acceptors (pyridine, benzimidazole) also exert an important influence on the photophysical properties. Under excitation of 690–930 nm fs laser pulses, all the target compounds emit frequency up-converted fluorescence with the maximal peaks at 471–575 nm, and the two-photon absorption cross-sections in THF are 132 (PTZ), 182 (CZ), 453 (CZ-Py1), 844 (CZ-Py2), 1244 (CZ-BI1), and 2072 (CZ-BI2) GM, respectively. Their two-photon response is found to be nearly additive with respect to the number of branches. The time-dependent density functional theory calculations were conducted to gain an insight into their electronic structures and to better understand the structure-photophysical property relationships. The results clearly indicate the importance of appropriate structural units on the enhancement of two-photon absorption properties.