Ube Industries, Inc.

Nagoya Institute of Technology

Norimichi Saito

Teruo Umemoto

Norio Shibata

Kohei Matsuzaki

Junichi Chika

Norihito Iida

Etsuko Tokunaga

Kenta Okuyama

A method of producing a pentafluorosulfanyl aromatic compound is provided. A method of producing a pentafluorosulfanyl aromatic compound represented by general formula (3):Ar&#x2014;(SF)&#x2003;&#x2003;(3)

Method of producing pentafluorosulfanyl aromatic compound

A pyridine compound having a SFgroup on position-3 and position-4 of a pyridine ring is provided. Pentafluorosulfanyl pyridine represented by formula (d): 

Pentafluorosulfanyl pyridine

A compound having a SFgroup on a pyridine ring is provided. Specifically, the compound is represented by the general formula (c): wherein k is 1 or 2; X is a hydrogen atom or a halogen atom; Ris 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, or a nitro group; and Ris a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

Tetrafluorosulfanylpyridine

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.

Industrial methods for producing arylsulfur pentafluorides

Provided is a phthalocyanine derivative of the following general formula (1) which has superior solubility in organic solvents: General formula (1): (wherein M is a hydrogen atom, a metal element, a metalloid element, a metal oxide, a metalloid oxide, a metal hydroxide, a metalloid hydroxide, a metal halide, or a metalloid halide, and R is each independently a hydrogen atom, an alkyl ethyl group, an aryl ether group, an alkyl sulfide group, an aryl sulfide group, or a trifluoromethyl group).

Pentafluorosulfanyl phthalocyanine derivatives and intermediates thereof

Provided is a compound that allows easy introduction of a pentafluorosulfanylaryl group into a compound of interest. A diaryliodonium salt is represented by the general formula (d) shown below: In this formula, k is 1 or 2, Ris an alkyl group having 1 or 2 carbon atoms, m is an integer of 0 to 4, Ris a straight or branched alkyl group having 1 to 4 carbon atoms, n is an integer of 0 to 5, and Ais a counter anion.

Diaryliodonium salt

Provided is a simple, safe, and industrially practical method for producing a pentafluorosulfanylbenzoic acid. This method includes (A) a providing step of providing a trihalomethyl(pentafluorosulfanylbenzene) represented by general formula (1): where X is a halogen atom, n is an integer of 1&#x2266;n&#x2266;3, and the hydrogen atoms on the benzene ring are optionally replaced with a group having an oxygen atom, a group having a nitrogen atom, or a halogen atom; where X and n are as defined above, and the hydrogen atoms on the benzene ring are optionally replaced with the group or atom defined above; and where n is as defined above, and the hydrogen atoms on the benzene ring are optionally replaced with the group or atom defined above.

Method for producing pentafluorosulfanyl benzoic acid

Useful processes for isolating the fluorinated products formed by reaction with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (Fluolead) are disclosed. The processes comprise the conversion of the byproduct (formula I) to sulfinate ester (formula V), and to sulfonate eater (formula VI), and then to the water-soluble sulfonate salt (formula IV) in the presence of the fluorinated products.

Processes for isolating fluorinated products

Novel methods for preparing perfluoroalkanedi(sulfonyl chloride) are disclosed as are uses for these compounds. In one aspect, a method comprising reacting dibromoperfluoroalkane with NaSOfollowed by treating with chlorine, an organic compound, and then chlorine to form perfluoroalkanedi(sulfonyl chloride) is provided. Novel perfluoroalkanedi(sulfonyl bromide) compounds are also disclosed.

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Superior, CO, United States of America

Norimichi Saito