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Bis-(3-phthalyl anhydride) ether
[CAS# 1823-59-2]

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Identification
ClassificationChemical reagent >> Organic reagent >> Ether
NameBis-(3-phthalyl anhydride) ether
Synonyms4,4'-Oxydiphthalic anhydride
Molecular StructureCAS # 1823-59-2, Bis-(3-phthalyl anhydride) ether
Molecular FormulaC16H6O7
Molecular Weight310.22
CAS Registry Number1823-59-2
EC Number412-830-4
SMILESC1=CC2=C(C=C1OC3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O
Properties
Melting point225-229 °C
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH412  Details
Safety StatementsP273-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
SDSAvailable
up Discovery and Applications
Bis-(3-phthalyl anhydride) ether, also known as BPDE , was discovered in the mid-20th century. Researchers were focused on developing advanced chemical compounds with unique structural properties that could be used in high-performance materials. With its molecular formula C16H6O7, BPDE features two benzofuran-1,3-dione groups connected by an ether linkage. This discovery was a significant advancement in polymer chemistry, providing a monomer that contributes to materials with exceptional thermal and chemical stability.

BPDE is a crucial monomer in the synthesis of polyimides. These polymers, known for their outstanding thermal stability, mechanical strength, and chemical resistance, are used in applications where materials must perform reliably under extreme conditions.

The aerospace industry leverages the properties of BPDE-based polyimides for their lightweight, high-strength, and heat-resistant characteristics. These materials are essential in manufacturing components for aircraft, spacecraft, and satellites.

In electronics, BPDE-based polyimides are used as insulating films, flexible circuit substrates, and protective coatings. Their excellent electrical insulation properties and thermal stability make them ideal for high-performance electronic devices, ensuring reliability and longevity even under demanding conditions. They are integral to the production of flexible printed circuit boards (PCBs) and various semiconductor components.

The automotive industry utilizes BPDE-derived polyimides for their superior thermal and chemical resistance. These materials are used in producing gaskets, seals, and insulating components that must endure high temperatures and aggressive chemicals in engine compartments.

BPDE finds applications in various industrial processes where high-performance materials are necessary. This includes coatings for chemical processing equipment, high-strength fibers for industrial textiles, and membranes for gas separation.

References

2023. Synthesis of organosoluble aromatic poly(ether ketone)-polyimide copolymers from 9-(4-aminophenyl)-9-(4-hydroxyphenyl)fluorene. Polymer Bulletin.
DOI: 10.1007/s00289-023-05022-x

2020. Highly Soluble Polyimides Containing Di-tert-butylbenzene and Dimethyl Groups with Good Gas Separation Properties and Optical Transparency. Chinese Journal of Polymer Science.
DOI: 10.1007/s10118-020-2377-y

2020. High-Performance Polyimides with Pendant Fluorenylidene Groups: Synthesis, Characterization and Adsorption Behaviour. Journal of Polymers and the Environment.
DOI: 10.1007/s10924-020-01777-w
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