反应详情

温度

107.5 °C

Methyl 3,4-epoxycyclohexanecarboxylate (50 g), and tripropylene glycol (33.8 g) in 60 milliliters (“mL”) of heptane were heated in a flask equipped with a 120-mL insulated Vigreaux column, Dean-Stark trap, drying tube and magnetic stirrer. The Dean-Stark trap was pre-filled with heptane. After refluxing the heptane for 60 minutes to azeotropically remove any water moisture, 0.0340 g of anhydrous sodium acetate (406 ppm by weight based on undiluted starting materials) was added as a transesterification catalyst. Methanol/heptane azeotrope was collected in the Dean-Stark trap and heating was continued for 405 minutes. The reaction temperature gradually increased from 102 to 113° C. during the course of the reaction, and the lower (methanol-rich) layer had a volume of 20.2 mL. Heating was continued and a nitrogen sparge was used to help remove any remaining heptane solvent by distillation. The product was allowed to cool to room temperature. The product consisted of 86 wt % of the mono and diepoxide adducts of tripropylene glycol, 0.8 wt % residual monoepoxide, and 14 wt % higher oligomers by uncorrected size-exclusion chromatography using THF solvent and a refractive index detector. Purity by gas chromatography was 88%. The viscosity of the product was 380 centipoise (cP) and the epoxy equivalent weight (titration) was 245 (theoretical 230). The product resin was formulated into a photo-crosslinkable material without further purification.

1. customequipped with a 120-mL
2. customdrying tube and magnetic stirrer
3. additionThe Dean-Stark trap was pre-filled with heptane
4. temperatureAfter refluxing the heptane for 60 minutes
5. customto azeotropically remove any water moisture, 0.0340 g of anhydrous sodium acetate (406 ppm by weight based on undiluted starting materials)
6. additionwas added as a transesterification catalyst
7. customMethanol/heptane azeotrope was collected in the Dean-Stark trap
8. temperatureheating
9. temperatureHeating
10. customa nitrogen sparge
11. customto help remove any remaining heptane solvent
12. distillationby distillation
13. temperatureto cool to room temperature
14. customThe product resin was formulated into a photo-crosslinkable material without further purification