Pyromellitic dianhydride

Base Information

• Chemical Name: Pyromellitic dianhydride
• CAS No.: 89-32-7
• Deprecated CAS: 159104-96-8,7623-29-2
• Molecular Formula: C10H2O6
• Molecular Weight: 218.122
• Hs Code.: 2917.39 Oral, rat LD50: 2250mg/kg
• European Community (EC) Number: 201-898-9
• ICSC Number: 1375
• NSC Number: 4798
• UNII: 2Z22T30QZQ
• DSSTox Substance ID: DTXSID1026536
• Nikkaji Number: J4.301J
• Wikipedia: Pyromellitic_dianhydride
• Wikidata: Q1407366
• ChEMBL ID: CHEMBL3182140
• Mol file: 89-32-7.mol

Synonyms:1,2,4,5-benzenetetracarboxylic anhydride;1,2,4,5-benzenetetracarboxylic dianhydride;1-PMDA;pyromellitic acid dianhydride;pyromellitic dianhydride

Chemical Property of Pyromellitic dianhydride

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.45E-06mmHg at 25°C
• Melting Point: 283-286 °C(lit.)
• Refractive Index: 1.708
• Boiling Point: 398.6 °C at 760 mmHg
• PKA: 5.45[at 20 ℃]
• Flash Point: 183.5 °C
• PSA: 94.56000
• Density: 1.885 g/cm³
• LogP: -0.50460
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in dimethyl sulfoxide, acetone, chloroform, ethyl ether,
• Water Solubility.: decomposes
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 217.98513778
• Heavy Atom Count: 16
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

Pyromellitic Dianhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 41-42/43
• Safety Statements: 22-24-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=C2C(=CC3=C1C(=O)OC3=O)C(=O)OC2=O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. Exposure at high levels could cause pulmonary haemorrhage.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• Uses: Pyromellitic dianhydride (PMDA) is employed as a curing agent for epoxy agent resins used for casting, laminating, the manufacture of moulding powders, adhesives and coatings. Pyromellitic dianhydride is used as a monomer in the preparation of polyimide polymers such as kapton; thermoplastics such as polyesters, polyethers, plasticizers, and expoxy resins. It is involved in the preparation of high performance coatings due to its mechanical, thermal and oxidative stability properties. It acts as a curing agent for epoxy resins which find application in adhesives, coatings and molding powders. As an intermediate, it plays an important role in polyimide based materials like printed circuit boards, tape automated bonding and magnetic wire insulation.

Technology Process of Pyromellitic dianhydride

There total 30 articles about Pyromellitic dianhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

1,2,4,5-benzenetetracarboxylic acid (89-05-4) → Pyromellitic dianhydride (89-32-7,34527-94-1)

Guidance literature:

With acetic anhydride; for 3h; Reflux;

DOI:10.3998/ark.5550190.0011.907

Reference yield:

2,4-dimethylisophthalic acid (18190-63-1) → Pyromellitic dianhydride (89-32-7,34527-94-1) + 1,2,4-benzene tricarboxylic acid (528-44-9) + trimellitic Anhydride (552-30-7,145253-53-8)

Guidance literature:

With vanadia; at 400 ℃; Product distribution; effect of temperature on gas-phase oxidation of methyl-substituted carboxylic acids and anhydrides;

DOI:10.1007/BF00950027

Reference yield:

2,5-dimethylterephthalic acid (6051-66-7) → maleic anhydride (108-31-6) + Pyromellitic dianhydride (89-32-7,34527-94-1) + 1,2,4-benzene tricarboxylic acid (528-44-9) + trimellitic Anhydride (552-30-7,145253-53-8)

Guidance literature:

With vanadia; at 400 ℃; Product distribution; effect of temperature on gas-phase oxidation;

DOI:10.1007/BF00950027

upstream raw materials:

1,2,4,5-benzenetetracarboxylic acid

1,2,4,5-tetramethylbenzene

1,4-diethyl-2,5-dimethyl-benzene

benzenehexacarboxylic acid

Downstream raw materials:

4,6-bis-(5-chloro-2-methyl-benzoyl)-isophthalic acid

4,6-bis-(3-chloro-4-methyl-benzoyl)-isophthalic acid

2,5-bis-(3-chloro-4-methyl-benzoyl)-terephthalic acid

N,N'-Di-(1-naphthyl)-pyromellitimid

Refernces

Microwave-assisted synthesis and characterization of optically active poly (ester-imide)s incorporating l-alanine

10.1007/s00726-009-0336-6

The research focuses on the microwave-assisted synthesis and characterization of optically active poly(ester-imide)s incorporating L-alanine. The purpose of this study was to develop a series of new poly(ester-imide)s (PEIs) and copolymers (Co-PEIs) that are optically active, thermally stable, and soluble in polar aprotic solvents. These polymers are of interest due to their potential applications in high-performance industries such as microelectronics, aerospace, and automotive, where there is a demand for materials that can replace ceramics or metals. The researchers successfully synthesized these polymers with inherent viscosities ranging from 0.31 to 0.53 dl g?1, which exhibited good optical activity and thermal stability. The key chemicals used in the process included pyromellitic dianhydride, L-alanine, thionyl chloride, polyethyleneglycol-diol (PEG-200), and several synthetic aromatic diols. The research concluded that the incorporation of L-alanine into the polymer structure resulted in materials with improved solubility and processability while maintaining the excellent thermal and mechanical properties characteristic of polyimides.

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