Phthalic Anhydride → Phthalamic acid

Temperature

25 °C

The following example illustrates the synthesis of a phthalimide-terminatedimide oligomer with theoretical number average molecular weight of 8,500 g/mole. 3,4'-Oxydianiline (ODA) (1.70 mole, 340.42 g) and 1,3-bis(3-aminophenoxy)benzene (APB) (0.30 mole, 87.70 g) were dissolved in N-methylpyrrolidinone (NMP) ( ~ 900 mL) in a flask equipped with a mechanical stirrer, condenser and nitrogen inlet. 3,3',4,4'-Biphenyl tetracarboxylic dianhydride (BPDA) (1.8918 mole, 556.61g) and phthalic anhydride (PA) (0.2164 mole, 32.053 g) were slurried in NMP(~ 900 mL) and were added to the solution. After washing with ~ 573 mL of NMP to provide a 30% solids content reaction, an exotherm of 10°-15° C. was observed. The exotherm quickly subsided and the reaction was stirred at 25° C. for 16 hours to form the phthalamide acid-terminated polyamide acid. The inherent viscosity (ninh) of the phthalamide acid-terminated polyamide acid was 0.41 dL/g in NMP at 25° C. To imidize, toluene (100 mL) was added and the reaction was heated at 160° C. for 24 hours. After cooling, a powder precipitated which was washed twice in water and dried to afford a yellow solid in high yield. The resulting phthalimide-terminated polyimide was insoluble in NMP and had a glass transition temperature 230° C. A film cast from the polyamide acid solution and dried one hour each at 100°, 225°, and 371° C. had a Tg of 231° C. and was brittle.

1. customequipped with a mechanical stirrer, condenser and nitrogen inlet
2. additionwere added to the solution
3. washAfter washing with ~ 573 mL of NMP
4. customto provide
5. customan exotherm of 10°-15° C.

ORD record

ord-5aad74349cee403b9fa9ce4966ad7090

Source dataset

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05866676