Water → Bis(perfluoro-n-butyl) Sulfide H2O
Reaction equation
[F:1][C:2]([S:14][C:15]([F:27])([F:26])[C:16]([F:25])([F:24])[C:17]([F:23])([F:22])[C:18]([F:21])([F:20])[F:19])([F:13])[C:3]([F:12])([F:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].FC(F)=C(F)F.[OH2:34]>>[F:13][C:2]([S:14][C:15]([F:26])([F:27])[C:16]([F:24])([F:25])[C:17]([F:22])([F:23])[C:18]([F:19])([F:20])[F:21])([F:1])[C:3]([F:12])([F:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].[OH2:34]Participants
Conditions
- Temperature
- -20 °C
Procedure
A 400-mL pressure vessel was loaded with 100 ml of deionized water and 10 mL of bis(perfluoro-n-butyl) sulfide containing 0.2 ml of ~15% [(CF3)2CF]2CCF2CF3 radical in [(CF3)2CF]2C=CFCF3 precursor (K. Scherer et al., J. Am. Chem. Soc., 1985, 107, 718). The pressure vessel was then chilled and maintained around -20° C. while pulling the air off with a vacuum pump and finally adding 50 g of tetrafluoroethylene. Polymerization set in during warm up, exotherming from 464 psi at 63° C. to 456 psi at 99° C. over a 13-minute period. The pressure thereafter dropped, falling to 17 psi four to five hours later at 101° C. The product was washed once with 200 mL of 1:1 methanol:water and twice with 200 mL of Freon® 113, filtered, and dried under vacuum, giving 49.8 g of white powder (~100% conversion). Under melt indexer conditions, no melt flow was observed at 372° C. with a 15-kg weight.
Workup
- temperatureThe pressure vessel was then chilled
- customPolymerization
- temperatureduring warm up
- waitexotherming from 464 psi at 63° C. to 456 psi at 99° C. over a 13-minute period
- additionThe pressure thereafter dropped
- customfalling to 17 psi four to five hours later at 101° C
- washThe product was washed once with 200 mL of 1:1 methanol
- filtrationwater and twice with 200 mL of Freon® 113, filtered
- customdried under vacuum
Sources & evidence
- ORD record
- ord-70eca36873f146c1947447296ccfa330
- Source dataset
- uspto-grants-1994_02
- Patent number
- US05286822
Reaction notes
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