4,4'-Difluorobenzophenone → Phthalonitrile

温度

160 °C

To a 100 ml, 3-necked flask equipped with a thermometer and a Dean-Stark trap was added 5.0 gm (22.9 mmol) of 4,4'-difluorobenzophenone, 11.56 gm (36.7 mmol) of bisphenol A6F, and 40 ml of dimethylacetamide (DMAC). After flushing the mixture for 30 minutes with dry nitrogen, 7.6 gm (55.1 mmol) of pulverized anhydrous potassium carbonate was added with stirring. The light pink reaction mixture was stirred at 90° C. for 1 hour. Toluene was added to the Dean-Stark trap and to the reaction vessel (4 ml). The reaction mixture was refluxed at 145°-150° C. for 10 hours. Water which formed as a by-product was removed by azeotropic distillation. The toluene was removed by distillation while heating to 160° C. Upon cooling to room temperature, 6.37 gm (36.8 mmol) of 4-nitrophthalonitrile was added. The temperature of reaction mixture was increased to 70° C. and held at this temperature for 16 hours (overnight). The temperature was further increased to 110° C. and held for 1 hour. The room temperature mixture was poured into 400 ml of water with stirring to break the precipitate into a powdery form. The solid precipitate was collected by suction filtration, washed exhaustively with water, and dried to afford 16.9 gm of oligomeric phthalonitrile monomer.

1. customTo a 100 ml, 3-necked flask equipped with a thermometer
2. additionwas added
3. stirringThe light pink reaction mixture was stirred at 90° C. for 1 hour
4. temperatureThe reaction mixture was refluxed at 145°-150° C. for 10 hours
5. customwas removed by azeotropic distillation
6. customThe toluene was removed by distillation
7. temperatureUpon cooling to room temperature
8. customThe temperature of reaction mixture
9. temperaturewas increased to 70° C.
10. custom(overnight)
11. temperatureThe temperature was further increased to 110° C.
12. waitheld for 1 hour
13. stirringwith stirring
14. filtrationThe solid precipitate was collected by suction filtration
15. washwashed exhaustively with water
16. customdried

ORDレコード

ord-5b7559a513a74b688e30f83037b3e886

出典データセット

uspto-grants-1995_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05464926