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Usage

Uses

Used in Adhesives and Sealants Industry:
Silane, (3-azidopropyl)triethoxy-, is used as a surface modifier to enhance the adhesion and bonding properties of adhesives and sealants. Its reactivity allows for strong chemical interactions with various substrates, improving the overall performance and durability of these products.
Used in Coatings Industry:
In the coatings industry, Silane, (3-azidopropyl)triethoxy-, is employed as a surface modifier to improve the adhesion, durability, and resistance of coatings to environmental factors such as moisture, chemicals, and UV radiation. Its ability to form covalent bonds with the substrate ensures a robust and long-lasting coating.
Used as a Crosslinking Agent for Polymers:
Silane, (3-azidopropyl)triethoxy-, is used as a crosslinking agent in the synthesis of polymers. Its reactivity enables the formation of covalent bonds between polymer chains, resulting in improved mechanical properties, thermal stability, and chemical resistance of the final polymer product.
Used in Nanotechnology and Biotechnology:
Due to its unique chemical properties, Silane, (3-azidopropyl)triethoxy-, has potential applications in nanotechnology and biotechnology. It can be used as a precursor for the synthesis of functionalized nanoparticles and nanomaterials, as well as in the development of novel biocompatible materials and drug delivery systems.
It is important to handle Silane, (3-azidopropyl)triethoxy-, with caution due to its reactivity and potential hazards if not used properly. Proper safety measures and guidelines should be followed during its use in various applications.

Upstream product

• 52090-18-3 3-bromopropyltriethoxysilane 
• 57483-09-7 (3-iodopropyl)triethoxysilane 
• 5089-70-3 (3-chloropropyl)triethoxysilane 

Relevant academic research and scientific papers

Covalent immobilization of aggregation-induced emission luminogens in silica nanoparticles through click reaction

Fluorescent silica nanoparticles (FSNPs) with efficient light emission, colloidal stability, and size tunability are fabricated by one-pot, two-step Stoeber and reverse microemulsion techniques. Tetraphenylethene (TPE)- and silole-functionalized siloxanes are facilely synthesized by click reactions and their sol-gel reactions followed by reactions with tetraethoxysilane generate FSNPs with core-shell structures. The FSNPs are uniformly sized with smooth surfaces, and show high surface charges and hence excellent colloidal stability. UV irradiation of ethanol solutions of the FSNPs gives strong blue and green light at 474 and 486 nm in high fluorescence quantum yields, thanks to the novel aggregation-induced emission attributes of the TPE and silole aggregates in the hybrid nanoparticles. The FSNPs are benign to living cells and function as fluorescent visualizers for intracellular imaging of HeLa cells. Luminogenic siloxanes with aggregation-induced emission characteristics are synthesized by click chemistry, and their sol-gel reactions followed by reactions with tetraethoxysilane furnish fluorescent silica nanoparticles (FSNPs) with core/shell structures. The FSNPs are monodisperse, colloidally stable, and emit blue and green light with high efficiency upon UV irradiation. The FSNPs are benign to living cells and function as fluorescent visualizers for intracellular imaging.

Silicium dioxide nanoparticles as carriers for photoactivatable co-releasing molecules (PhotoCORMs)

Silicium dioxide nanoparticles of about 20 nm diameter containing azido groups at the surface were prepared by emulsion copolymerization of trimethoxymethylsilane and (3-azidopropyl)triethoxysilane and studied by transmission electron microscopy (TEM). A photoactivatable CO-releasing molecule (PhotoCORM) based on [Mn(CO)3(tpm)]+ (tpm = tris(pyrazolyl)methane) containing an alkyne-functionalized tpm ligand was covalently linked to the silicium dioxide nanoparticles via the copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC "click" reaction). The surface functionalization of the particles with azido groups and manganese CORMs was analyzed by UV-vis, IR, 1H and 13C CP-MAS NMR spectroscopies as well as energy-dispersive X-ray spectroscopy (EDX). The myoglobin assay was used to demonstrate that the CORM-functionalized nanoparticles have photoinducible CO-release properties very similar to the free complex. In the future, such functionalized silicium dioxide nanoparticles might be utilized as delivery agents for CORMs in solid tumors.

Highly active enzymes immobilized in large pore colloidal mesoporous silica nanoparticles

Various bio-applications of mesoporous materials (e.g., the immobilization of enzymes or the delivery of biomolecules such as siRNA) require large pores for the successful adsorption of the rather large molecules of interest and protecting the fragile cargo from external forces such as degradation. We describe the facile synthesis of functionalized mesoporous silica nanoparticles with large pores (LP-MSNs) providing high loading capacity for the immobilization of two differently-sized enzymes. The synthesis procedure yields homogeneous core-shell particles of about 100 nm in size with large mesopores (about 7 nm in diameter) and an azide-functionality inside the pores. The LP-MSNs were synthesized employing a co-condensation approach with the rather large micellar template cetyltrimethylammonium p-toluenesulfonate (CTATos). Due to the azide functionality, the LP-MSNs are suitable for bio-orthogonal click chemistry reactions within the porous network. Two different acetylene-functionalized enzymes (sp-carbonic anhydrase (CA) and sp-horseradish peroxidase (HRP)) were immobilized in the pores of the obtained LP-MSNs by a copper-catalyzed 1,3-dipolar cycloaddition reaction. The covalent attachment of the enzymes within the mesopores allowed us to investigate the catalytic performance of the enzyme-silica systems. The enzymes are stable after bioconjugation with the silica support and show high catalytic activity over several cycles for the colorimetric reaction of guaiacol (2-methoxyphenol) in case of LP-MSN-HRP and the hydrolysis of 4-nitrophenyl acetate (NPA) by LP-MSN-CA.

An original "click and bind" approach for immobilizing copper hexacyanoferrate nanoparticles on mesoporous silica

We present an original approach for preparing silica-based nanocomposites containing Prussian blue-type nanoparticles via click chemistry. Click reaction is used to prepare a triazole-copper complex in a single step; this complex is subsequently used to anchor copper hexacyanoferrate nanoparticles within a porous silica matrix (porous glass pearls or SBA-15). This CuAAC "click reaction" was performed using a relatively large copper concentration for two reasons: First, the Cu catalyzes the triazole ring formation, then the ring acts as a chelator, immobilizing the copper inside the silica matrix. Successively adding hexacyanoferrate precursors that coordinate with the copper ions at the triazole sites led to efficient and selective nanocomposite formation; this material was developed to mitigate Cs+ ion contamination. The efficiency of these as-prepared nanocomposites and their selectivity for Cs+ from different effluents, such as pure water, seawater, and radioactive seawater (simulating the Fukushima site), were evaluated using sorption experiments. These immobilized nanocomposites present a high Cs+ selectivity while demonstrating a Kd value above that of the bulk material.

Synthesis, characterization and structural aspects of 3- azidopropylsilatrane

Reaction of 3-chloropropyltriethoxysilane (1) with sodium azide (2) in the presence of phase transfer catalyst, tert-butylammonium bromide provided 3-azidopropyltriethoxysilane (3). This undergoes transesterification reaction with triethanolamine in the presence of KOH to form a new silatrane 3-azidopropylsilatrane (4). Multinuclear NMR (1H, 13C and 29Si), IR and elemental analyses support the structure of novel silatrane 4. 29Si NMR indicates the presence of penta-coordinated silicon atom, which is supported by X-ray studies. It revealed that Si is present in distorted trigonal bipyramidal environment with three O atoms in equatorial positions and N atom at one of the apical positions. The second axial position is occupied by long alkyl chain bearing azide moiety. The interaction of Si with N forms a transannular bond having 2.176 ? bond length.

Click chemistry: A new facile and efficient strategy for preparation of functionalized HPLC packings

Click chemistry has been successfully extended into the field of preparation of functionalized HPLC packings, proving a novel facile and efficient strategy for covalently bonding stationary phases onto HPLC grade silica beads; the potential has been demonstrated by the preparation of "Click I-IV" columns and preliminary results in the separation of sugars. The Royal Society of Chemistry 2006.

CB[8]-based rotaxane as a useful platform for sensitive detection and discrimination of explosives

Based on a naphthalene-threaded cucurbit[8]uril (CB[8]) rotaxane structure on a solid substrate, a new strategy for rapid, fully reversible, and highly sensitive detection of a broad class of explosives was developed by using one receptor. Due to the unique confinement effect and size exclusion of the CB[8] cavity, it is found that the intercalation of an explosive compound in the constructed rotaxane can significantly influence the photophysical property of the naphthalene core in the confined nanocavity of CB[8]. Dependent on the electronic structures and the sizes of explosive compounds, the fluorescence of the naphthalene core would be quenched or enhanced to different extents, leading to the direct detection and discrimination of distinctively different groups of trace explosives in the vapor phase, especially including the challenging aliphatic nitro-organics (RDX, HMX and PETN). Control experiments were performed to show the different sensing behaviors between the common organic vapors and nitrate-based explosives, which made it easy to realize the discrimination between target analytes and interferents. Due to the surface-attached sensing elements, a rapid response was also achieved in this system. Moreover, the non-covalent nature of the resulting heteroternary complex indicates that the trapped target molecules in the rotaxane structure are facilely removable by simply washing, demonstrating an excellent regeneration of the constructed explosive sensors for real-world application. The performed experiments suggested that the rotaxane structure-based sensing protocol opened a new way to develop a new kind of explosive sensors enabling a richer identification of threats.

A new heterogeneous host-guest catalytic system as an eco-friendly approach for the synthesis of cyclic carbonates from CO2 and epoxides

Two strategies have been explored towards the heterogenization of a host-guest catalytic system where either cavitand host [3iPO] or quaternary ammonium catalysts are grafted on silica supports. The bis-propargyl substituted triphosphonate cavitand [3iPO] was clicked onto an azido functionalized ultra-large pore SBA-15 type silica (UL-SBA-15). Ammonium hybrid materials were produced by grafting a propyltrimethylammonium chloride silane precursor onto silicas of varying porosities and textural properties (UL-SBA-15, SBA-15 and SiO2). Extensive characterization of each material is presented (XRD, N2 sorption, TGA, solid state NMR, elemental analyses, FT-IR). The effect of heterogenization was investigated in the coupling of CO2 with styrene oxide and was compared to all-soluble cavitand/ammonium homogeneous analogs.

Synthesis of glyco-silicas by Cu(I)-catalyzed "click-chemistry" and their applications in affinity chromatography

The covalent immobilization of suitable alkyne/azide carbohydrate derivatives on complementarily functionalizated azide/alkyne silica was performed by click ligation througth the Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction of such compounds. The new glyco-silicas have shown to be efficient and valuable bio-selective affinity Chromatographic supports for the purification of lectins as well as for the one-pot fluorescent labeling of those proteins. The synthetic methodology is simple, high yielding and flexible, allowing the preparation of tailored glyco-silicas with potential future applications in the inmobilization of other biomolecules.

Hg2+ wettability and fluorescence dual-signal responsive switch based on a cysteine complex of piperidine-calix[4]arene

The recognition of the mercury(ii) ion (Hg2+) is essential because of its extreme toxicity in the environment and food. Hence we reported a novel cysteine (Cys) complex of piperidine-calix[4]arene (L) as a convenient and effective dual-signal responsive switch for Hg2+. This switch system exhibited excellent selectivity toward Hg2+ by fluorescence (FL), 1H NMR spectroscopy and the atomic force microscopy (AFM). More importantly, the Hg2+-responsive switch had an important and potential application by water contact angle (CA) on a functional micro-nano silicon surface, including intelligent microfluidic and laboratory-on-chip devices, controllable drug delivery, and self-cleaning surfaces.