Sulfuric Acid → HCID 131717601, compound

Temperature

47 °C

Sodium borohydride (0.32 g) was added to 25 g tetraglyme with rapid stirring. At room temperature 4.8 g of Cut 2 (b.p. 110°-130° C.) from Example 11, F5S(CF2)3CO2CH3, was added to the sodium borohydride solution over a period of 1.5 hrs. The crude reaction mixture was heated to 47° C. and held at that temperature for one hr. The reaction mixture then was cooled to room temperature and 50 mL water was added. After the water was added, 1 mL of concentrated sulfuric acid was introduced. The reaction mixture was heated to 100° C., at which point an azeotrope of the fluorochemical and water distilled from the reaction mixture. The crude reaction mixture was heated until no more fluorochemical distillate was produced. The water and fluorochemical were phase-separated. A total of 2.2 g crude fluorochemical, a yellow foul-smelling liquid, was collected. GC-mass spectral, IR, and F19 nmr spectral analyses showed the liquid to comprise following composition (in mole %): 90.9% F5S(CF2)3CH2OH, 1.5% F5SCF(CF3)CF2CH2OH, 0.4% F5SCF2CF(CF3)CH2OH, 3.3% F5S(CF2)3CH(OH)2, 3.8% F5S(CF2)3CH(OH)(CH3) or F5S(CF2)3CH(OH)(CH2Rf).

1. customThe crude reaction mixture
2. temperatureThe reaction mixture then was cooled to room temperature
3. distillationdistilled from the reaction mixture
4. customThe crude reaction mixture
5. temperaturewas heated until no more fluorochemical distillate
6. customwas produced
7. customThe water and fluorochemical were phase-separated
8. customA total of 2.2 g crude fluorochemical, a yellow foul-smelling liquid, was collected

ORD record

ord-939b24e62b054703b29462392c1cb201

Source dataset

uspto-grants-1994_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05286352