33525-68-7

Usage

Uses

Used in Automotive Industry:
Triethoxysilylpropylmaleamic acid is used as an additive in automotive coatings and sealants for improving adhesion and durability of paints and plastics on vehicle surfaces.
Used in Construction Industry:
In the construction industry, it is used as a component in construction adhesives and coatings to enhance the bonding between different materials and improve the overall performance and longevity of structures.
Used in Electronics Industry:
Triethoxysilylpropylmaleamic acid is employed as a surface modifier for metal, glass, and ceramic substrates in the electronics industry, improving their wetting and dispersing properties, which contributes to the manufacturing of advanced materials with enhanced performance and reliability.
Used in Adhesives Production:
It is used as a key component in the formulation of adhesives, where it improves the bonding strength between organic polymers and inorganic surfaces, resulting in stronger and more durable adhesives.
Used in Coatings and Sealants:
Triethoxysilylpropylmaleamic acid is used as an additive in coatings and sealants to enhance their adhesion to various substrates, providing better protection and durability to the coated surfaces.

InChI:InChI=1/C13H25NO6Si/c1-4-18-21(19-5-2,20-6-3)11-7-10-14-12(15)8-9-13(16)17/h8-9H,4-7,10-11H2,1-3H3,(H,14,15)(H,16,17)/b9-8+

Upstream product

• 108-31-6 maleic anhydride 
• 919-30-2 3-aminopropyltriethoxysilane 

Downstream Products

• 29602-11-7 N-(3-triethoxysilylpropyl)maleimide 

Relevant academic research and scientific papers

Thermoreversible reactions on inorganic nanoparticle surfaces: Diels-alder reactions on sterically crowded surfaces

Organically surface-functionalized nanoparticles are important cross-linkers for nanocomposites. In the past, many cross-linking reactions were based on simple radical additions. However, novel smart materials require reversible reactions. These reactions, such as the Diels-Alder reaction, often have a specific sterical demand, e.g., a six-centered transition state. In this study, 5 nm silica particles were functionalized with maleimide groups, and their reactivity with regard to Diels-Alder reactions were investigated, applying various techniques. A new method for the surface modification of silica nanoparticles is presented, minimizing agglomeration in organic solvents and thus increasing the accessibility of the functional groups on the particle surface. Kinetic studies of substituted model compounds were carried out to evaluate the reactivity of the maleimide functionality. The Diels-Alder reaction between 2,5-dimethylfuran and N-propylmaleimide, N-ethyl(N-propylcarbamato) maleimide, and N-phenylmaleimide was followed by UV/Vis spectroscopy. The reaction rate increases in this order, showing the effect of maleimide substitution. Afterwards N-((3-triethoxysilyl)propyl)maleimide was used to graft maleimidopropyl functional groups onto the nanoparticle surface. 3-Aminopropyltriethoxysilane, which could then be reacted with 1,1′-(methylenedi-4,1-phenylene)bismaleimide, was used to attach phenyl-substituted maleimide functionality to the surface. 3- Isocyanatopropyltriethoxysilane introduced the electron-drawing carbamato functionality into the system. The surface coverage of the samples was characterized applying CHN analysis, TGA-FTIR coupling, and FTIR spectroscopy. All analytical methods revealed that the functional groups are covalently bonded to the silica surface and the maleimide rings remain intact. Diels-Alder reactions of the surface groups show that the reactivity of the molecules attached to the particles depends on sterical crowding, but the reaction rate is not significantly changed by surface effects.

Studies on the attachment of DNA to silica-coated nanoparticles through a Diels-Alder reaction

A new method has been investigated for the functionalization of gold nanoparticles with DNA. Silica-coated nanoparticles functionalized with a maleimide have been prepared. These particles are designed to react with modified DNA containing a diene functionality at one end of the molecule. The result would be the formation of a more stable attachment of the DNA to the particle through a Diels-Alder reaction. This covalent attachment would not be susceptible to ligand exchanges, which are known to occur in the conventional DNA functionalization of gold nanoparticles. Copyright Taylor & Francis, Inc.