4,4'-(Hexafluoroisopropylidene)diphthalic anhydride
[CAS# 1107-00-2]

Identification

• Classification: Pharmaceutical intermediate >> OLED material intermediate
• Name: 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride
• Synonyms: 2,2-Bis(3,4-anhydrodicarboxyphenyl)hexafluoropropane
• Molecular Formula: C₁₉H₆F₆O₆
• Molecular Weight: 444.24
• CAS Registry Number: 1107-00-2
• EC Number: 214-170-0
• SMILES: C1=CC2=C(C=C1C(C3=CC4=C(C=C3)C(=O)OC4=O)(C(F)(F)F)C(F)(F)F)C(=O)OC2=O

Properties

• Melting point: 244-247 °C

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H314-H318-H335
• Safety Statements: P260-P261-P264-P264+P265-P271-P280-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P319-P321-P363-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Serious eye damage	Eye Dam.	1	H318
Skin corrosion	Skin Corr.	1C	H314
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin corrosion	Skin Corr.	1B	H314
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Substances or mixtures corrosive to metals	Met. Corr.	1	H290

• Transport Information: UN 3261

Discovery and Applications

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (commonly abbreviated as 6FDA) was discovered in the mid-20th century during research focused on developing high-performance polymer precursors. This compound, with the molecular formula C19H6F6O6, features a unique hexafluoroisopropylidene bridge linking two phthalic anhydride units. The inclusion of fluorine atoms in the structure imparts distinctive properties, such as enhanced thermal stability and resistance to chemicals. The discovery of 6FDA represented a significant advancement in polymer chemistry, enabling the synthesis of materials with exceptional performance characteristics suitable for demanding applications.

6FDA is primarily used in the synthesis of polyimides. These polyimides are renowned for their outstanding thermal stability, mechanical strength, and chemical resistance. The fluorine atoms in 6FDA enhance these properties, making the resulting polyimides suitable for applications that require long-term durability under extreme conditions.

The aerospace industry employs 6FDA-based polyimides for their lightweight, durable, and heat-resistant properties. These materials are used in the manufacture of aircraft components, spacecraft, and satellites.

In the electronics sector, 6FDA-based polyimides are used as insulating films, substrates for flexible circuits, and protective coatings for electronic components. Their excellent electrical insulation properties and thermal stability ensure the reliability and longevity of electronic devices.

6FDA-based polyimides are also used in the development of gas separation membranes. The unique structure of 6FDA imparts high selectivity and permeability to the membranes, making them effective in separating gases such as carbon dioxide, nitrogen, and oxygen. These membranes are utilized in various industrial processes, including natural gas processing, air separation, and carbon capture and storage.

The excellent optical transparency and stability of 6FDA-based polyimides make them suitable for optoelectronic applications. These materials are used in the production of optical fibers, displays, and other components where high-performance and durability are required. The fluorinated structure of 6FDA helps reduce optical loss and enhance the performance of optoelectronic devices.

References

2023. Synthesis and dielectric properties of polyimide/hollow silica nanofiber composite. Journal of Materials Science: Materials in Electronics.
DOI: 10.1007/s10854-022-09513-x

2023. Remarkably Improved Gas Separation Performance of Polyimides by Forming “Bent and Battered” Main Chain Using Paracyclophane as Building Block. Chinese Journal of Polymer Science.
DOI: 10.1007/s10118-023-3012-5

2024. Synthesis of UV-resistant and colorless polyimide films for optoelectrical applications. npj Materials Degradation.
DOI: 10.1038/s41529-023-00422-w