476-73-3

Usage

Uses

Used in High-Performance Polymers Production:
Benzene-1,2,3,4-tetracarboxylic acid is used as a monomer in the production of high-performance polymers such as polyimides and polyesters. Its incorporation into these polymers enhances their temperature resistance and mechanical properties, making them suitable for various industrial applications.
Used as a Crosslinking Agent in Epoxy Resins:
Benzene-1,2,3,4-tetracarboxylic acid serves as a crosslinking agent in the production of epoxy resins. Its addition to epoxy formulations improves the resin's mechanical strength, thermal stability, and chemical resistance, which are essential for various applications in the coatings, adhesives, and composites industries.
Used in Dyes and Pigments Manufacturing:
Benzene-1,2,3,4-tetracarboxylic acid is utilized in the manufacturing of dyes and pigments due to its chemical properties. Its use in this industry contributes to the development of colorants with improved performance characteristics, such as lightfastness and resistance to environmental factors.
However, it is important to note that benzene-1,2,3,4-tetracarboxylic acid is considered a potential environmental and health hazard. It is toxic to aquatic organisms and may have adverse effects on human health if inhaled or ingested. Therefore, proper precaution and handling are necessary when working with this chemical to minimize its potential risks.

InChI:InChI=1/C10H6O8/c11-7(12)3-1-2-4(8(13)14)6(10(17)18)5(3)9(15)16/h1-2H,(H,11,12)(H,13,14)(H,15,16)(H,17,18)

Upstream product

• 5463-50-3 3,6-dimethyl phthalic anhydride 
• 947-56-8 3-isopropyl-6-methyl-phthalic acid anhydride 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 571-58-4 1,4-dimethylnaphthalene 
• 5325-97-3 1,2,3,4,5,6,7,8-Octahydrophenanthrene 
• 4488-40-8 4-Methyl-1-naphthoic acid 
• 605-70-9 naphthalene-1,4-dicarboxylic acid 
• 861292-77-5 2,2-diethyl-4,7-dimethyl-indan-1,3-dione 
• 857552-11-5 2,2-diethyl-cyclopenta[a]naphthalene-1,3-dione 
• 16726-03-7 4-methyl-3-(3-methyl-but-2-enyl)-cyclohex-4-ene-1,2-dicarboxylic acid anhydride 
• 85068-01-5 2,3,7,8-tetrahydro-2,7-diethylbenzo<1,2-c:3,4-c'>dipyrrole-1,6-dione 
• 7697-37-2 nitric acid 
• 109220-61-3 1,2,3,4-tetrahydro-benz[h]isoquinoline 
• 5261-50-7 1-(chloromethyl)-4-methylnaphthalene 

Downstream Products

• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 3451-02-3 benzene-1,2,3,4-tetracarboxylic acid tetramethyl ester 

Relevant academic research and scientific papers

Photo-induced deep aerobic oxidation of alkyl aromatics

Oxidation is a major chemical process to produce oxygenated chemicals in both nature and the chemical industry. Presently, the industrial manufacture of benzoic acids and benzene polycarboxylic acids (BPCAs) is mainly based on the deep oxidation of polyalkyl benzene, which is somewhat suffering from environmental and economical disadvantage due to the formation of ozone-depleting MeBr and corrosion hazards of production equipment. In this report, photo-induced deep aerobic oxidation of (poly)alkyl benzene to benzene (poly)carboxylic acids was developed. CeCl3 was proved to be an efficient HAT (hydrogen atom transfer) catalyst in the presence of alcohol as both hydrogen and electron shuttle. Dioxygen (O2) was found as a sole terminal oxidant. In most cases, pure products were easily isolated by simple filtration, implying large-scale implementation advantages. The reaction provides an ideal protocol to produce valuable fine chemicals from naturally abundant petroleum feedstocks. [Figure not available: see fulltext.].

METHOD FOR MANUFACTURING BENZENETETRACARBOXYLIC ACID

By selectively hydrogenating a feedstock containing two or more hydrocarbons selected from the group consisting of tricyclic aromatic hydrocarbons having an anthracene skeleton and tricyclic aromatic hydrocarbons having a phenanthrene skeleton to 1,2,3,4,5,6,7,8-octahydro bodies using, as a hydrogenation catalyst, a catalyst containing two or more active metals selected from the group consisting of nickel, molybdenum, cobalt, and tungsten and then, by oxidizing the 1,2,3,4,5,6,7,8-octahydro body using a metal oxide, a benzenetetracarboxylic acid can be efficiently manufactured.

PROCESS FOR PRODUCING 1,2,3,4-BENZENETETRACARBOXYLIC ACID

A method for preparation of 1,2,3,4-benzenetetracarboxylic acid includes the step of oxidizing 1,2,3,4,5,6,7,8-octahydrophenanthrene with potassium permanganate. This method for preparation is superior to conventional methods because raw materials are easily available, special facilities are not required, and fewer reaction steps are needed. The resulting 1,2,3,4-benzenetetracarboxylic acid is useful as a raw material for functional polymers or as an intermediate of various chemicals.

Preparation of Benzenetetracarboxylic Acids by the Cobalt-Catalyzed Carbonylation of Schiff Bases from Benzenedicarbaldehydes and Subsequent Oxidation

Schiff bases (3a-d and 4a-c), synthesized from benzenedicarbaldehydes (terephthalaldehyde and isophthalaldehyde) and primary amines (methylamine, ethylamine, butylamine, and aniline), were carbonylated in the presence of Co2(CO)8 under an elevated pressure at 200-290 deg C to give dicarbonylated products, benzodipyrrolediones (5a-d, 10a-c, and 11a-c), in high yields. 1,2,3,4-Benzenetetracarboxylic acid (prehnitic acid) and 1,2,4,5-benzenetetracarboxylic acid (pyromellitic acid) were prepared selectively by the oxidation of the benzodipyrrolediones with nitric acid.Structu ral analysis of the benzodipyrrolediones by NMR spectra and the mechanism of the carbonylation reaction are discussed.