Ethylene Oxide → HCID 21997101, compound

Temperature

125 °C

A 2 L stirrer-equipped autoclave was charged with 2,2-bis(trifluoromethyl)-4-hydroxymethyl-1,3-dioxolane (96.1 g; 0.4 moles), propylene oxide (23.3 g; 0.4 moles), and potassium hydroxide (0.6 g). The autoclave was purged of oxygen using argon gas and then sealed. While stirring the mixture, the temperature of the autoclave was raised to 125° C. and then kept at that temperature for 3 hours. After cooling the mixture to room temperature, the autoclave was vented. Next, ethylene oxide (52.9 g; 1.2 moles) was condensed at 0° C. into the mixture with stirring. While continuing to cool the combined mixture, the autoclave was again purged of oxygen using argon gas and then sealed. While stirring the mixture, the temperature of the autoclave was raised to 130° C. and then kept at that temperature for 3 hours. After cooling the mixture to room temperature, the autoclave was vented and the crude product was transferred to a 300 mL round bottom flask. Pure product was isolated by vacuum distillation at 186° C. and 0.3 mm of Hg. The yield of product was 143 g which is 83% of the theoretical value. In the examples and test evaluations described below, this compound is abbreviated (F3)(F3)-ipg-(PO)(EO)3.

1. customA 2 L stirrer-equipped autoclave
2. customThe autoclave was purged of oxygen
3. customsealed
4. temperatureAfter cooling the mixture to room temperature
5. customcondensed at 0° C. into the mixture
6. stirringwith stirring
7. temperatureto cool the combined mixture
8. customthe autoclave was again purged of oxygen
9. customsealed
10. stirringWhile stirring the mixture
11. temperaturethe temperature of the autoclave was raised to 130° C.
12. waitkept at that temperature for 3 hours
13. temperatureAfter cooling the mixture to room temperature
14. customthe crude product was transferred to a 300 mL round bottom flask
15. customPure product was isolated by vacuum distillation at 186° C.

ORD record

ord-84f2f51a6e124a4abc0910fedcff026d

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06231655B1