7176-19-4

Usage

Uses

Used in Powder Coating Industry:
Tris(oxiranylmethyl) benzene-1,3,5-tricarboxylate is used as a crosslinking agent for the production of powder coatings. Its high thermal stability and chemical resistance contribute to the creation of durable and highly resistant coatings for metal surfaces. The excellent adhesion and mechanical properties of TGIC make it a crucial component in this industry.
Used in Industrial and Commercial Applications:
Tris(oxiranylmethyl) benzene-1,3,5-tricarboxylate is used as a key component in the formulation of coatings for various industrial and commercial applications. Its properties of thermal stability, chemical resistance, and strong adhesion make it suitable for creating coatings that offer long-lasting protection and performance on metal surfaces.
It is important to handle and use tris(oxiranylmethyl) benzene-1,3,5-tricarboxylate with caution due to its potential to cause skin and eye irritation, and the risks associated with inhalation or ingestion. Proper safety measures should be taken during its use to ensure the well-being of individuals involved in its application.

InChI:InChI=1/C18H18O9/c19-16(25-7-13-4-22-13)10-1-11(17(20)26-8-14-5-23-14)3-12(2-10)18(21)27-9-15-6-24-15/h1-3,13-15H,4-9H2

Upstream product

• 2672-58-4 1,3,5-tris-(methoxycarbonyl)benzene 
• 556-52-5 oxiranyl-methanol 
• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 17832-16-5 triallyl benzene-1,3,5-tricarboxylate 

Relevant academic research and scientific papers

Quaternary Alkyl Ammonium Salt-Catalyzed Transformation of Glycidol to Glycidyl Esters by Transesterification of Methyl Esters

Catalytic transformation of glycidol while maintaining its epoxide moiety intact is challenging because the terminal epoxide that interacts with the hydroxyl group via a hydrogen bond is labile for the ring-opening reaction. We found that a quaternary alkyl ammonium salt catalyzes the selective transformation of glycidol to glycidyl esters by transesterification of methyl esters. The developed method can be applied to the synthesis of multiglycidyl esters, which are valuable epoxy resin monomers. Mechanistic studies revealed the formation of a binding complex of glycidol and quaternary alkyl ammonium salt in a nonpolar solvent and the generation of the alkoxide anion as a catalyst through the ring-opening reaction of the epoxide. Computational studies of the reaction mechanism indicated that the alkoxide anion derived from glycidol tends to abstract the proton of another glycidol rather than work as a nucleophile, initiating the catalytic transesterification. Payne rearrangement of the deprotonated glycidol, which produces a destabilized base that promotes nonselective reactions, is energetically unfavorable due to the double hydrogen bond between the anion and diol. The minimal interaction between the quaternary alkyl ammonium cation and the epoxide moiety inhibited the random ring-opening pathway leading to polymerization.

METHOD FOR PRODUCING CURING AGENT OF COATING AND ITS APPLICATION ON COATING

The curing agent for coatings includes at least 1,3,5-triglycidyl benzenetricarboxylate and 1,3,5-diglycidyl benzenetricarboxylate. To produce the curing agent, 1,3,5-benzenetricarboxylic acid reacts with a base and chloropropene to produce triallyl benzene-1,3,5-tricarboxylate. Then the triallyl benzene-1,3,5-tricarboxylate reacts with a surfactant, hydrogen peroxide and a catalyst to produce 1,3,5-triglycidyl benzenetricarboxylate and/or 1,3,5-diglycidyl benzenetricarboxylate. The 1,3,5-triglycidyl benzenetricarboxylate can be applied to coatings as a curing agent.