22414-62-6

Basic information

• Product Name: TRI-N-BUTYL SILYL METHACRYLATE
• Synonyms: TRI-N-BUTYL SILYL METHACRYLATE;2-Propenoic acid,2-methyl-, tributylsilyl ester
• CAS NO: 22414-62-6
• Molecular Formula: C₁₆H₃₂O₂Si
• Molecular Weight: 284.51
• Mol File: 22414-62-6.mol

Chemical Properties

• Boiling Point: 314.513 °C at 760 mmHg
• Flash Point: 119.714 °C
• Appearance: /
• Density: 0.871 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.441
• CAS DataBase Reference: TRI-N-BUTYL SILYL METHACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-N-BUTYL SILYL METHACRYLATE(22414-62-6)
• EPA Substance Registry System: TRI-N-BUTYL SILYL METHACRYLATE(22414-62-6)

Safety Data

• Hazardous Substances Data: 22414-62-6(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Coating Synthesis:
TRI-N-BUTYL SILYL METHACRYLATE is used as a crosslinking agent in the production of acrylic resins, which are widely used in adhesives, sealants, and coatings. Its tri-n-butyl silyl group provides additional hydrophobic and sterically hindered properties to the resulting polymers, improving their resistance to environmental degradation and mechanical properties.
Used in Microelectronics Industry:
TRI-N-BUTYL SILYL METHACRYLATE is used as a co-monomer in the production of photoresists for microelectronics applications. Its reactive double bond allows it to be polymerized in photolithography processes, enabling the creation of precise patterns on semiconductor wafers.
Used in Adhesives and Sealants Industry:
TRI-N-BUTYL SILYL METHACRYLATE is used as a component in the formulation of adhesives and sealants, where its crosslinking properties contribute to the formation of strong, durable bonds between materials.
Used in Coatings Industry:
TRI-N-BUTYL SILYL METHACRYLATE is used in the development of coatings with enhanced properties, such as improved resistance to environmental factors, increased durability, and enhanced mechanical strength. Its incorporation into coating formulations results in a more robust and long-lasting protective layer.

InChI:InChI=1/C16H32O2Si/c1-6-9-12-19(13-10-7-2,14-11-8-3)18-16(17)15(4)5/h4,6-14H2,1-3,5H3

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 22192-48-9 tri-n-butylsilyl acetate 
• 15811-64-0 Tributylmethoxysilane 
• 18388-85-7 tributylsilanol 
• 998-41-4 tributylsilane 
• 760-93-0 methacryloyl anhydride 

Relevant articles and documents

Two new catalysts for the dehydrogenative coupling reaction of carboxylic acids with silanes - Convenient methods for an atom-economical preparation of silyl esters

Tris(triphenylphosphine)cuprous chloride [Cu(PPh3)3Cl] has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol% Cu(PPh3)3Cl, dehydrosilylation reactions in acetonitrile afforded the corresponding silyl esters at 80°C in good yields. It was noted that triphenylphosphine itself also functions as an adequate catalyst for the reaction. Copyright Taylor & Francis Group, LLC.

Triphenylphosphine-catalyzed dehydrogenative coupling reaction of carboxylic acids with silanes - A convenient method for the preparation of silyl esters

Triphenylphosphine has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol % of triphenylphosphine (PPh3), dehydrosilylation reactions in DMF afforded the corresponding silyl esters at 120 °C in good yield.

Convenient synthesis of tributylsilyl methacrylate

To replace antifouling paints containing organotin compounds and to develop self-polishing coatings free of toxicity, we describe here the synthesis of a new polymerizable molecule containing silicon: tributylsilyl methacrylate. Copyright Taylor & Francis Group, LLC.

Preparation of silyl esters by ZnCl2-catalyzed dehydrogenative cross-coupling of carboxylic acids and silanes

An efficient route to silyl esters by dehydrogenative cross-coupling of silanes and carboxylic acids was investigated. Treatment of silanes and carboxylic acids in the presence of 15mol% of ZnCl2 in DMF at 120 °C afforded the corresponding silyl esters in good yields under relatively mild conditions. Georg Thieme Verlag Stuttgart.

Process for the production of silyl carboxylate monomers

A process for the production of hydrocarbyl silyl unsaturated carboxylates of formula (I) is described, wherein n represents a number of dihydrocarbylsiloxane units from 0 to 1000. The process includes the reaction of an unsaturated carboxylic acid of formula (II) with a hydrocarbyl silyl compound of formula (III) the said reaction being carried out in the presence of a silaphilic catalyst.

Process for the preparation of trialkylsilylated carboxylate monomers, the obtained trialkylsilylated carboxylate monomers and their use in antifouling coatings

Process for the preparation of trialkylsilylated carboxylate monomers of general formula (I) wherein R1, R2, R3 each independently represent an alkyl or an aryl group, R4 represents a hydrogen atom or a methyl group or ―CH2-COOSiR1R2R3 wherein R1, R2, R3 are as already defined, R5 represents a hydrogen atom, an alkyl group or ―COOR6 wherein R6 represents an alkyl group or SiR1R2R3 wherein R1R2R3 are as already defined, which process comprises the steps of reacting:an acyloxysilane of formula (II)R7-COO-SiR1R2R3 wherein R1, R2, and R3 are as already defined above and, R7 is a hydrogen atom, a C1-C3 alkyl group, a partially or totally hydrogenated C1-C3 alkyl groupwith an unsaturated carboxylic acid of formula (III), wherein R4 is a hydrogen atom or a methyl group or CH2COOH and, R5 has the same meaning as that defined above.