반응 #50730

반응 방정식

triethylamine

4,4'-Isopropylidene diphenol

cyanogen bromide

acetone

triethylamine

→

Bisphenol A Dicyanate

수율 98.1%

용매

water

반응 조건

후처리

1. 1
   온도maintained under a nitrogen atmosphere
2. 2
   온도so as to maintain the reaction temperature at -5° to -3° C
3. 3
   온도the reactor is maintained at -5° to -3° C. for an additional 25 minutes
4. 4
   추출the water and product mixture is multiply extracted with three 500 milliliter volumes of methylene chloride
5. 5
   추출The combined methylene chloride extract
6. 6
   세척is washed with 500 milliliters of 0.05 percent by weight aqueous hydrochloric acid
7. 7
   세척by washing with 500 milliliters of deionized water
8. 8
   건조drying over anhydrous sodium sulfate
9. 9
   추출The dry methylene chloride extract
10. 10
    여과is filtered
11. 11
    기타solvent removed by rotary evaporation under vacuum for 60 minutes at 100° C
12. 12
    기타The bisphenol A dicyanate (545.8 grams) is recovered in 98.1 percent yield as a tan colored crystalline solid

실험 절차

4,4'-Isopropylidene diphenol (456.60 grams, 4.0 hydroxyl equivalents), cyanogen bromide (444.91 grams, 4.20 moles) and acetone (1100 milliliters) are added to a reactor and maintained under a nitrogen atmosphere with stirring. The stirred solution is cooled to -5° C., then triethylamine (406.82 grams, 4.02 moles) is added over a 60 minute period and so as to maintain the reaction temperature at -5° to -3° C. After completion of the triethylamine addition, the reactor is maintained at -5° to -3° C. for an additional 25 minutes followed by addition of the reactor contents to 1.5 gallons of deionized water. After 5 minutes, the water and product mixture is multiply extracted with three 500 milliliter volumes of methylene chloride. The combined methylene chloride extract is washed with 500 milliliters of 0.05 percent by weight aqueous hydrochloric acid followed by washing with 500 milliliters of deionized water, then drying over anhydrous sodium sulfate. The dry methylene chloride extract is filtered and solvent removed by rotary evaporation under vacuum for 60 minutes at 100° C. The bisphenol A dicyanate (545.8 grams) is recovered in 98.1 percent yield as a tan colored crystalline solid. Infrared spectrophotometric analysis of a film sample of the product confirmed the product structure (disappearance of phenolic hydroxyl, absorbance, appearance of cyanate absorbance).

출처