89-05-4

Usage

Uses

Used in Chemical Synthesis:
1,2,4,5-Benzenetetracarboxylic acid is used as a key intermediate in the synthesis of various compounds, such as polyimide and pyromellitic octyl, due to its reactive carboxylic acid groups.
Used in Powder Coating Industry:
1,2,4,5-Benzenetetracarboxylic acid is used as an intermediate for powder coating, contributing to the formation of durable and high-quality coatings.
Used in Curing Agent Production:
1,2,4,5-Benzenetetracarboxylic acid serves as the main raw material for matting curing agents, which are essential for the curing process in various applications.
Used in Anion Chromatography:
Pyromellitic acid acts as an eluent in anion chromatography, where it forms complexes with magnesium and calcium ions, aiding in the separation and analysis of anionic species.
Used in Alkyd Resin Cross-linking:
1,2,4,5-Benzenetetracarboxylic acid functions as a cross-linking agent for alkyd resins, enhancing the mechanical properties and chemical resistance of the final product.

Hazard

Skin irritant, may be carcinogenic.

Purification Methods

Dissolve it in 5.7 parts of hot dimethylformamide, decolorise, filter and cool. The precipitate is collected and dried in air. The solvent is removed by heating in an oven at 150-170o for several hours. It also crystallises from water. [Beilstein 9 H 997, 9 IV 3804.]

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

Upstream product

• 5999-20-2 4,5-dimethylphthalic anhydride 
• 857792-97-3 2,3-dibromo-glutaric acid 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 854861-68-0 1,5-bis-trichloroacetyl-2,4-bis-trichloromethyl-benzene 
• 16440-97-4 5,6-Dimethylindan-1-one 
• 635-81-4 1,2,4,5-tetraethylbenzene 
• 40920-67-0 2,5-dimethyl-4-ethylacetophenone 
• 64-17-5 ethanol 
• 89-32-7 Pyromellitic dianhydride 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 7697-37-2 nitric acid 
• 20862-80-0 2,3-dibromo-glutaric acid diethyl ester 
• 5398-75-4 7-isopropyl-1-methyl-phenanthrene-9,10-dione 
• 7664-93-9 sulfuric acid 

Downstream Products

• 94659-94-6 C₁₂H₃₀N₂⁽²⁺⁾*C₁₀H₂O₈^(4-) 
• 94703-80-7 C₁₂H₁₄N₂⁽²⁺⁾*C₁₀H₂O₈^(4-) 
• 20687-93-8 1,1,3,3,5,5,7,7-octafluoro-1,3,5,7-tetrahydrobenzo<1,2-c:4,5-c'>difuran 
• 320-23-0 1,2,4,5-tetrakis(trifluoromethyl)benzene 
• 147915-61-5 5,6-bis(trifluoromethyl)-1,1,3,3-tetrafluoro-1,3-dihydroisobenzofuran 
• 6183-35-3 1,2,4,5-Benzenetetracarboxylic acid tetraamide 
• 6142-24-1 C₁₀H₂O₈^(4-)*Mg⁽²⁺⁾ 
• 133541-11-4 C₁₀H₂O₈^(4-)*Ca⁽²⁺⁾ 
• 85304-45-6 cyclohexadienyl-1,2,4,5-tetracarboxylate radical 
• 6634-01-1 1,2,4,5-benzenetetracarboxylic acid ethyl ester 
• 57583-53-6 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone 
• 6256-90-2 tetraphenyl benzene-1,2,4,5-tetracarboxylate 

Relevant academic research and scientific papers

Structural diversity and luminescent sensing of three coordination polymers based on the hydrolysates of N,N′-bis(3,5-dicarboxylatophenyl)pyromelliticdi-imide)

Based on the hydrolysates of N,N′-bis(3,5-dicarboxylatophenyl)pyromelliticdi-imide) (H4L) and 1,3-bis(imidazol-1-ylmethyl)benzene (bimb), three coordination polymers, namely, {[Zn(BTC)0.5(bimb)]·4H2O}n (1), [Cu(BTC)0.5(bimb)]n (2), and {[Cd(AIP)(H2O)]·H2O}n (3), have been obtained under solvothermal conditions. The possible hydrolysis mechanism of H4L was investigated here. Structural analyses reveal that complex 1 is a 3D (4,4)-c {64.82}{66}2-bbf net. Complex 2 displays a 2D 4-c {32.62.72}-kgm sheet. While complex 3 exhibits a 3D (3,6)-c {4.62}2{42.610.83}-rtl net based on binuclear {Cd2(COO)4} SBUs. Besides, luminescent sensing investigation indicated that 1 and 3 exhibit highly sensitive and selective sensing of chromate anions in aqueous solution.

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.].

Hydrothermal Generation of Conjugated Polymers Using the Example of Pyrrone Polymers and Polybenzimidazoles

Various polyimides and polyamides have recently been prepared via hydrothermal synthesis in nothing but H2O under high-pressure and high-temperature conditions. However, none of the prepared polymers feature a truly conjugated polymer backbone. Here, we report on an expansion of the synthetic scope of this straightforward and inherently environmentally friendly polymerization technique to the generation of conjugated polymers. Selected representatives of two different polymer classes, pyrrone polymers and polybenzimidazoles, were generated hydrothermally. We present a mechanistic discussion of the polymer formation process as well as an electrochemical characterization of the most promising product.

Chromium- and Cobalt-Catalyzed, Regiocontrolled Hydrogenation of Polycyclic Aromatic Hydrocarbons: A Combined Experimental and Theoretical Study

Polycyclic aromatic hydrocarbons are difficult substrates for hydrogenation because of the thermodynamic stability caused by aromaticity. We report here the first chromium- and cobalt-catalyzed, regiocontrolled hydrogenation of polycyclic aromatic hydrocarbons at ambient temperature. These reactions were promoted by low-cost chromium or cobalt salts combined with diimino/carbene ligand and methylmagnesium bromide and are characterized by high regioselectivity and expanded substrate scope that includes tetracene, tetraphene, pentacene, and perylene, which have rarely been reduced. The approach provides a cost-effective catalytic protocol for hydrogenation, is scalable, and can be utilized in the synthesis of tetrabromo- and carboxyl-substituted motifs through functionalization of the hydrogenation product. The systematic theoretical mechanistic modelings suggest that low-valent Cr and Co monohydride species, most likely from zerovalent transition metals, are capable of mediating these hydrogenations of fused PAHs.

Method for preparing pyromellitic acid through catalytic oxidation using Anderson heteropoly acid

The invention discloses a method for preparing pyromellitic acid through catalytic oxidation using Anderson heteropoly acid. The method comprises the following specific steps: 1), mixing mesitylene, acatalyst, an additive and a solvent, and then performin an oxidation reaction under the action of an oxidant, wherein the oxidation reaction temperature is 80-130 DEG C, the gauge pressure is 1.0-4.0MPa, and the reaction time is 7-24h; 2), after the oxidation reaction is completed, filtering to remove the catalyst, adding an extracting reagent and water, and extracting to obtain an organic phaseand an aqueous phase, and concentrating and purifying the organic phase to obtain the pyromellitic acid, wherein the catalyst is the Anderson-type heteropoly acid. The reaction condition is mild, hydrogen peroxide, air or oxygen is used as the oxidant, environment friendliness is achieved, the product yield is high, the catalyst reactivity is high, the specificity is good, recycling is achieved, and operation is simple, so that the method is suitable for industrial production.

Methods for preparing benzene-ring-containing compounds from pinacol

The invention relates to methods for preparing durene, 1,2,3-trimethylbenzene, o-xylene, pyromellitic acid and trimellitic acid from pinacol. Durene, 1,2,3-trimethylbenzene and o-xylene are prepared through three steps of reaction, and pyromellitic acid and trimellitic acid are prepared through four steps of reaction. A catalytic system used in the invention is green and environment-friendly, andcan be recycled. The raw materials of method, i.e., pinacol, crotonaldehyde, acrolein and crotonate can all be derived from biomass, and are cheap and easily available. All the reaction processes aresimple and are high in activity and selectivity in the dehydration of pinacol and the dehydrogenation, decarbonylation and oxidation of D-A products. The invention provides novel methods for preparingfine chemicals including durene, 1,2,3-trimethylbenzene, o-xylene, pyromellitic acid and trimellitic acid from lignocellulose-based platform chemicals.

A method of preparing 1,2,4,5-benzenetetracarboxylic acid or trimellitic acid from pinacol

The invention relates to a method of preparing 1,2,4,5-benzenetetracarboxylic acid or trimellitic acid from pinacol. The method includes a first step of selectively dehydrating the pinacol in an acid/ionic liquid catalytic system to generate 2,-3-dimethyl-1,3-butadiene; a second step of subjecting the 2,-3-dimethyl-1,3-butadiene and maleate or acrylate to a D-A cycloaddition/dehydrogenation tandemreaction to generate an aromatic ring product; and a third step of subjecting the aromatic ring product to hydrolysis and oxidation to prepare the 1,2,4,5-benzenetetracarboxylic acid or the trimellitic acid. The catalytic system adopted in the method is green, and can be recycled. The raw material is a biomass-based platform chemical, and is cheap and easily available. All reaction processes aresimple. The pinacol dehydration reaction, the dehydrogenation reaction of a D-A product and an oxidation reaction are high in activity and selectivity. The novel method for preparing the 1,2,4,5-benzenetetracarboxylic acid and the trimellitic acid which are fine chemicals from the pinacol that is a lignocelluloses based platform chemical is provided by the invention.

Method for Preparing Pyromellitic Acid

Embodiment of the present invention starting material in liquid phase oxidation layer are a number 2 for producing different temperature [tyu[tyu] [leyn]with [thu[thu] it will carry on shoulder it buys fine bath is disclosure method are disclosed. (by machine translation)

Sustainable production of pyromellitic acid with pinacol and diethyl maleate

Herein, we report an unprecedented and sustainable route to synthesize pyromellitic acid (PMA), a monomer of polyimide, with pinacol and diethyl maleate which can be derived from lignocellulose. Analogously, a sustainable route to trimellitic acid (TMA) was also developed using pinacol and acrylate as the feedstocks.

Electronic grade hydrogenation of pyromellitic acid dianhydride preparation method (by machine translation)

The invention discloses a preparation method of electronic grade hydrogenated pyromellitic dianhydride. The method comprises the following steps: adding commercially available pyromellitic dianhydride with the purity greater than or equal to 98.0%, deionized water and a noble metal catalyst into an autoclave; feeding hydrogen into the autoclave and simultaneously carrying out a hydrolysis reaction and a catalytic hydrogenation reaction; carrying out aftertreatment after the reactions so as to obtain crude hydrogenated pyromellitic dianhydride; decoloring and refining crude hydrogenated pyromellitic dianhydride with deionized water and activated carbon so as to obtain hydrogenated pyromellitic dianhydride with the purity greater than or equal to 99.5%; finally, carrying out a dehydration reaction on hydrogenated pyromellitic dianhydride by using acetic anhydride so as to obtain electronic grade hydrogenated pyromellitic dianhydride with the purity greater than or equal to 99.85%. According to the method, the purity of prepared hydrogenated pyromellitic dianhydride can reach above 99.85%, and the content of single metal ions (such as sodium, potassium, calcium, iron, copper, aluminum and the like) in prepared hydrogenated pyromellitic dianhydride is respectively less than 1ppm. Thus, electronic grade hydrogenated pyromellitic dianhydride can be widely applied to the field of photoelectronics, micro-electronics and other high and new technologies.