IP Library Granted Patent US 9,630,919
Granted Patent B2
US 9,630,919 · App. 15/246,197 · Granted Apr 25, 2017

Industrial methods for producing arylsulfur pentafluorides

Inventors: Teruo Umemoto (Westminster, CO); Norimichi Saito (Superior, CO)
Assignee: UBE INDUSTRIES, LTD.
C07C381/00C07C321/28
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Quick Facts
Patent No.
US 9,630,919
App. No.
15/246,197
Granted
Apr 25, 2017
Kind
B2
Abstract

Industrial methods for producing arylsulfur pentafluorides are disclosed. Methods include reacting arylsulfur halotetrafluoride with hydrogen fluoride in the absence or presence of one or more additives selected from a group of fluoride salts, non-fluoride salts, and unsaturated organic compounds to form arylsulfur pentafluorides.

Claims (7)

1. A method for preparing arylsulfur pentafluoride having a formula (I) as follows:

comprising reacting arylsulfur halotetrafluoride of formula (II) with anhydrous hydrogen fluoride to form the arylsulfur pentafluoride:

wherein a mol ratio of the arylsulfur halotetrafluoride to anhydrous hydrogen fluoride is in the range of about 1:10 to about 1:150;

in which: R 1 , R 2 , R 3 , R 4 , and R 5 each is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a nitro group, a cyano group, a substituted or unsubstituted alkanesulfonyl group having 1 to 18 carbon atoms, a substituted or unsubstituted arenesulfonyl group having 6 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted acyloxy group having from 1 to 18 carbon atoms, a substituted or unsubstituted alkanesulfonyloxy group having from 1 to 18 carbon atoms, a substituted or unsubstituted arenesulfonyloxy group having from 6 to 30 carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 2 to 18 carbon atoms, a substituted or unsubstituted aryloxycarbonyl group having 7 to 30 carbon atoms, a substituted carbamoyl group having 2 to 18 carbon atoms, a substituted amino group having 1 to 18 carbon atoms, or a SF 5 group; and

X is a chlorine atom, bromine atom, or iodine atom.

2. The method of claim 1 wherein the mol ratio of the arylsulfur halotetrafluoride to the hydrogen fluoride is in the range of about 1:15 to about 1:100.

3. The method of claim 1 wherein X is Cl.

Assignments (2)
CHANGE OF NAME Recorded Jul 14, 2023
From: UBE INDUSTRIES, LTD.
To: UBE CORPORATION
Reel/Frame 064275/0021 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 25, 2016
From: UMEMOTO, TERUO; SAITO, NORIMICHI
To: UBE INDUSTRIES, LTD.
Reel/Frame 039539/0918 →
Continuity (4)
Division 14799337 · Jul 14, 2015
Division 13985553
Provisional Application 61442927 · Feb 15, 2011
Related Publication 20160362365A1 · Dec 15, 2016