63365-92-4

Usage

Chemical compound

1-[3-(triethoxysilyl)propyl]-1H-imidazole

Type of compound

Silane coupling agent

Common uses

Adhesion promoter, surface modifier

Industrial applications

Adhesives, coatings, sealants

Functional group

Triethoxysilyl group

Bonding capability

Chemically bonds with both organic and inorganic surfaces

Purpose of bonding

Improves adhesion and durability of finished products

Additional functional group

Imidazole group

Enhanced properties

Thermal and chemical stability

Suitability

Use in harsh environments

Role

Enhances performance and longevity of materials and products

InChI:InChI=1/C12H24N2O3Si/c1-4-15-18(16-5-2,17-6-3)11-7-9-14-10-8-13-12-14/h8,10,12H,4-7,9,11H2,1-3H3

Upstream product

• 288-32-4 1H-imidazole 
• 57483-09-7 (3-iodopropyl)triethoxysilane 
• 5089-70-3 (3-chloropropyl)triethoxysilane 
• 5587-42-8 imidazolyl sodium 

Downstream Products

• 1093412-48-6 C₃₄H₄₆N₃O₉Si⁽¹⁺⁾*Cl^(1-) 

Relevant academic research and scientific papers

Conversion of Xylose into Furfural Catalyzed by Bifunctional Acidic Ionic Liquid Immobilized on the Surface of Magnetic Γ-Al2O3

Abstract: A novel heterogeneous catalyst was prepared by immobilizing bifunctional acidic ionic liquid of metal Al substituted (BAIL-Al) onto the surface of magnetic γ-Al2O3, and characterized by FT-IR, TG, XRD, BET, XPS, VSM, SEM and TEM. The catalytic activity of the prepared solid catalyst was investigated for the conversion of xylose to furfural. On the basis, the effects of temperature, time, amount of catalyst and solvent were studied on the yield of furfural. A furfural yield of 67.5% with 97.3% xylose conversion was obtained from xylose using Fe3O4@Al2O3-(BAIL-Al) as the catalyst in DMSO at 140 °C for 3?h. The immobilized catalyst has the features of easily separation and recycling as well as good thermal stability. Thus, the immobilized catalyst can be efficiently and easily recycled at least five times without apparent loss of activity in xylose conversion and furfural yield. Graphical Abstract: A novel heterogeneous catalyst was prepared by immobilized bifunctional acidic ionic liquid (BAIL-Al) onto the surface of magnetic γ-Al2O3, possessing unique physicochemical properties and excellent catalytic activity for xylose transformation have been developed. [Figure not available: see fulltext.]

Imidazolyl-substituted silatranes derived from triethanolamine and tris(isopropanol)amine: Syntheses and structural characterization

The syntheses of seven new silatranes, N-[3-(3,7,10-trimethylsilatranyl)propyl]imidazole (7), N-(3-silatranylpropyl)-4-methylimidazole (8), N-[3-(3,7,10-trimethylsilatranyl)propyl]-4-methylimidazole (9), N-(3-silatranylpropyl)-2-methylimidazole (10), N-[3-(3,7,10-trimethylsilatranyl)propyl]-2-methylimidazole (11), N-(3-silatranylpropyl)-2-imidazoline (12), and N-[3-(3,7,10-trimethylsilatranyl)propyl]-2-imidazoline (13), are reported. These silatranes were prepared by transesterification of triethoxysilanes, N-(3-triethoxysilylpropyl)imidazole (3), N-(3-triethoxysilylpropyl)-4-methylimidazole (4), N-(3-triethoxysilylpropyl)-2-methylimidazole (5) and N-(3-triethoxysilylpropyl)-2-imidazoline (6) with triethanolamine (1), and tris(isopropanol)amine (2). The structures of five silatranes (7, 8, 9, 10, and 12) were confirmed by X-ray crystallography. The compounds were investigated by elemental analysis, IR, 1H, 13C NMR spectroscopy, thermogravimetric analysis, and mass spectrometry.

Carbofunctional Silatrane Possessing Imidazole Moiety: Synthesis, Characterization, and Antibacterial Studies

1-(3-(1-imidazol-1-yl)propyl)-2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3.0]undecane 3, with imidazole functionality containing transannular N→Si bond (2.13 ?), was synthesized by transetherification reaction of triethanolamine 1 with N-(3-propyltriethoxysilane)imidazole 2. The compound was characterized by elemental analysis, spectroscopic techniques (IR, 1H NMR, 13C NMR, UV-VIS), mass spectrometry, and X-ray diffraction. The thermal stability of silatrane 3 was studied by TGA/DTG/DSC techniques, which is in agreement with the mass spectrometry and X-ray diffraction studies. The structural investigations of 3 were complemented by quantum-chemical studies of the structure. Compound 3 showed slight activity against Escherichia coli and Staphylococcus aureus, while no activity was found against Bacillus subtillus and Vibrio cholera.

Efficient and reusable zeolite-immobilized acidic ionic liquids for the synthesis of polyoxymethylene dimethyl ethers

A series of molecular sieve-immobilized Br?nsted acidic ionic liquids (BAILs@MS) was prepared, characterized and utilized as efficient catalysts for the synthesis of polyoxymethylene dimethyl ethers (PODEn or DMMn) from methylal (DMM1) and trioxane (TOX). Combined characterization results from fourier transform infrared (FT-IR) spectroscopy, elemental analysis, thermogravimetry (TG), N2 adsorption-desorption (Brunauer-Emmett-Teller, BET) isotherms, X-ray diffraction (XRD), scanning electron microscopy (SEM) and temperature-programmed desorption of ammonia (NH3-TPD), suggested that the synthesized BAILs were successfully immobilized on the surface of molecular sieves through covalent bonds. Moreover, the catalytic performance tests demonstrated that NaZSM-5 immobilized SO3H-functionalized ionic liquids (ILs) i.e., BAILs@NaZSM-5, exhibited excellent activity for the acetalation of DMM1 with TOX, compared to the homogeneous catalysis of the precursors ([MIMBs]HSO4) as well as other molecular sieve-supported ILs. The influence of catalyst concentration, molar ratio of DMM1 to HCHO, temperature and reaction duration on the catalytic activity were investigated by employing [NaZSM-5IMBs]HSO4 as the catalyst. It was demonstrated that a superior conversion of formaldehyde (FA) (90.3%) and excellent selectivity for DMM3-8 (53.5%) has been achieved in mild conditions (110 °C, 2.5 MPa for 2 h). Additionally, the catalyst can be effortlessly separated by filtration and reused more than ten times without significant loss of activity.

Macrocellular Pd@ionic liquid@organo-Si(HIPE) heterogeneous catalysts and their use for Heck coupling reactions

Supported ionic liquid phases (SILPs) within macrocellular silica-based foams are prepared by a simple impregnation in organic solvents. Thin ionic liquid layers with thicknesses of 6 to 12 nm were obtained. The SILs mobility has been evidenced through NMR solid state spectroscopy. Subsequently, palladium salts are efficiently trapped within the SILPs, while an in situ palladium hydrogenation allowed an efficient reduction and formation of 10 nm diameter palladium metal nanoparticles. These hybrid foams are used as heterogeneous macrocellular catalysts for the Heck coupling reaction of iodobenzene and cyclohexyl acrylate, where palladium leaching appears to be very low. Despite recyclability minimized through the entrapment of detrimental ammonium salts within the macroporous network during the reaction, competitive TONs and TOFs were reached, while separation of the products can be reached at ease, due to the fact that both palladium species and by-products are trapped within the monolithic foams.

Magnetic, acidic, ionic liquid-catalyzed one-pot synthesis of spirooxindoles

Magnetic, supported, acidic ionic liquid was synthesized and identified as an efficient catalyst for the one-pot synthesis of novel spirooxindole derivatives at mild conditions and in good yields. Three component reaction of wide variety of substituted isatins, 1,3-dimethyl-2-amino uracil, and barbituric acid, thiobarbituric acid, and dimedon as 1,3-dicarbonyl compounds gives the target compounds. Operational simplicity, low cost, high yields, environmental friendliness, wide applicability and reusability and easy recovery of the catalyst using an external magnet are the key features of this methodology.

Electrochemical properties of PEO/PMMA blend-based polymer electrolytes using imidazolium salt-supported silica as a filler

In this study, the composite polymer electrolytes (CPEs) were prepared by solution casting technique. The CPEs consisted of PEO/PMMA blend as a host matrix doped with LiClO4. Propylene carbonate (PC) was used as plasticizer and a small amount of imidazolium salt-supported amorphous silica (IS-AS) as a filler was prepared by the sol-gel method. At room temperature, the highest conductivity was obtained for the composition having PEO-PMMA-LiClO4-PC-4wt. % IS-AS with a value of 1.15 × 10 -4 S/cm. In particular, the CPE using the IS-AS filler showed a higher conductivity than any other sample (fumed silica, amorphous silica). Studies of differential scanning calorimetry and scanning electron microscopy indicated that the ionic conductivity increase was due to an expansion in the amorphous phase which enhances the flexibility of polymeric chains and the homogeneous structure of CPEs. It was found that the ionic conductivity and interfacial resistance stability of CPEs was significantly improved by the addition of IS-AS. In other words, the resistance stability and maximum ambient ionic conductivity of CPEs containing IS-AS filler were better than CPEs containing any other filler.

Application of an immobilized ionic liquid for the preparation of hydroxylamine via hydrolysis of cyclohexanone oxime

Preparation of hydroxylamine via hydrolysis of cyclohexanone oxime was studied over porous SiO2 supported acid ionic liquid catalyst. The catalyst [SPIPTES]CF3SO3@SiO2 was prepared through sol-gel method and characterized by elemental analysis, IR and TG, etc. Various parameters such as reaction temperature and time, catalyst amount were investigated systematically. The optimized reaction conditions investigated were catalyst:cyclohexanone oxime (mass ratio) 4 : 1, conducted at 60 °C for 1 h. Since the present hydrolysis reaction is controlled by thermodynamics, the conversion of cyclohexanone oxime could not be very high. However, reasonable result was achieved under the optimized reaction conditions. Cyclohexanone oxime conversion was 38.41 % and NH2OH yield was 37.65 %. Additionally, combining experiments with density functional theory calculations, a possible catalyst structure and reaction pathway involved protonated cyclohexanone oxime mechanism was proposed for the present hydrolysis in this study.

A benevolent direction to environmental suitability: ionic liquid immobilized MoO3nanoparticles used in the efficient visible light-driven photocatalytic degradation of antibiotics

In this study, we report the synthesis of a novel MoO3-bonded imidazolium sulfonic acid chloride (MoO3-IL) and its application in the photocatalytic degradation of two very highly polluting antibiotics,viz.ciprofloxacin and metronidazole. The photocatalyst has been preparedviaa facile precipitation technique and the morphological, structural, and photocatalytic properties were analyzed by FT-IR, powder XRD, SEM-EDX, TEM, XPS, UV-DRS, and PL studies. Under visible light irradiation, the immobilized functionalized ionic liquid material displayed considerably enriched photocatalytic activity for the degradation of ciprofloxacin and metronidazole. It exhibited a degradation efficiency of 92.07% for ciprofloxacin, while it recorded the complete degradation of metronidazole in 60 minutes with a rate constant of 0.0391 min?1. The synergism of the nano MoO3and ionic liquid, lower band gap, and late recombination of the photoinduced charge carriers are the major factors in its high photocatalytic activity. Furthermore, trapping experiments were conducted to confirm the photoactive radicals involved in the degradation process.

Method for catalytically synthesizing ortho-aminophenol

The invention provides a method for catalytically synthesizing ortho-aminophenol. The method comprises the following steps: taking sodium o-nitrophenolate as a reaction substrate and rhodium carbonyl chloride of superparamagnetic nanoparticle loaded ionic liquid as a catalyst, adding a solvent, introducing hydrogen, and carrying out reduction reaction for 1-10 hours under the conditions that the temperature is 50-80 DEG C and the pressure is 0.3-1.0 Mpa; after the reaction is finished, applying an external magnetic field to attract the catalyst, and then carrying out acidification, filtration, washing and vacuum drying on the reaction liquid to obtain ortho-aminophenol; and after the reaction is finished, simply recovering the catalyst through an external magnetic field. The recovered catalyst can be repeatedly used, and the activity is not obviously reduced. Compared with the traditional process, the method provided by the invention has the advantages of low reaction temperature, simple operation of a catalytic system, high yield, good reusability and good industrial prospect.