Lithium Hydroxide → HCID 86738222, compound

In a 5000 cc three necked flask equipped with an overhead stirrer, reflux condenser, nitrogen purge, dropping funnel and thermometer was charged 1978.1 gm. (18.64 moles) of diethylene glycol and 3.0 gm. of anhydrous lithium hydroxide. The overhead stirrer was then adjusted to high speed. Acrylonitrile was then added through the dropping funnel. Over the course of 5 hours a total of 2880 cc of acrylonitrile was added and reaction temperature reached a maximum of 66° C. with a water bath being maintained above 52° C. The reaction flask was then post-heated at 52°-72° C. for an additional 40 minutes. The reaction contents were cooled to room temperature and neutralized with glacial acetic acid. The reaction contents were filtered and the crude reaction product was stripped of all excess acrylonitrile under vacuum (15-30 mmHg) at a temperature not exceeding 60° C. to give the liquid bis-(-2-cyanoethyl)diethylene glycol. A GLC analysis showed the product to contain 99 percent dicyanoglycol and about 1 percent monocyanoglycol. This dicyanoglycol was used without further purification.

1. temperaturereflux condenser
2. customnitrogen purge
3. additionthermometer was charged 1978.1 gm
4. customreaction temperature
5. customa maximum of 66° C.
6. temperaturebeing maintained above 52° C
7. temperatureThe reaction flask was then post-heated at 52°-72° C. for an additional 40 minutes
8. customThe reaction contents
9. customThe reaction contents
10. filtrationwere filtered
11. customthe crude reaction product
12. customexceeding 60° C.

ORD record

ord-7f52aaa397074565ad69dec3511737dc

Source dataset

uspto-grants-1982_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04313004