Chemical Properties
white crystalline solid
Uses
Trimellitic Anhydride Chloride can be used as a reagent to synthesize optical polyamideimides.
Synthesis Reference(s)
The Journal of Organic Chemistry, 38, p. 2557, 1973
DOI: 10.1021/jo00954a034
Flammability and Explosibility
Not classified
Synthesis
The general procedure for the synthesis of 1,3-dioxo-1,3-dihydroisobenzofuran-5-carbonyl chloride from trimellitic anhydride was as follows: trimellitic anhydride (50 g) and cyclohexane (45 mL) were added to a reaction flask containing 4-dimethylaminopyridine (0.05 g), and heated to 90 °C. Subsequently, thionyl chloride (37.2 g, molar ratio of trimellitic anhydride to thionyl chloride 1:1.2) was added slowly and the reaction mixture was refluxed for 6 hours. Upon completion of the reaction, it was confirmed that no gas was produced. At the end of the reaction, the remaining cyclohexane and excess thionyl chloride were removed by distillation at 90 °C and the solution was recovered at -0.085 MPa. Next, the 180-190 °C fraction was collected by vacuum distillation (vacuum of 750 mmHg) to give trimellitic anhydride chloride (47.6 g). After cooling, the product was a white solid with a melting point of 67.5~68.8 °C, and the HPLC purity was 99.5% in 86.9% yield.
References
[1] Patent: CN103626729, 2016, B. Location in patent: Paragraph 0026; 0027
[2] Patent: CN106748963, 2017, A. Location in patent: Paragraph 0048; 0049; 0050; 0051
[3] Patent: CN108341796, 2018, A. Location in patent: Paragraph 0016; 0017; 0018; 0019; 0020; 0021
[4] Patent: US10093929, 2018, B2. Location in patent: Page/Page column 2-3
