公开(公告)号：US11220471B2

公开(公告)日：2022-01-11

申请号：US16962943

申请日：2018-12-25

Applicant: SHOWA DENKO K.K.

Inventor： Yohsuke Fukuchi ,  Tomokazu Sugawara ,  Shinya Oguro ,  Hiroshi Kobayashi

IPC: C07C17/367 ,  C07C17/20 ,  C07C17/361 ,  C07C19/08

Abstract: Provided is a method for producing tetrafluoromethane, and the method is unlikely to damage a reaction apparatus and can produce tetrafluoromethane safely, inexpensively, and stably. To a raw material liquid (1) containing a reaction inducer and a fluorinated hydrocarbon represented by chemical formula CpHqClrFs (in the chemical formula, p is an integer of 3 or more and 18 or less, q is an integer of 0 or more and 3 or less, r is an integer of 0 or more and 9 or less, and s is an integer of 5 or more and 30 or less) and having no carbon-carbon unsaturated bond, fluorine gas is introduced to give tetrafluoromethane. The reaction inducer is a hydrocarbon polymer solid at normal temperature and pressure and is reacted with fluorine gas to induce a reaction of forming tetrafluoromethane from the fluorinated hydrocarbon and the fluorine gas.

公开(公告)号：US11034636B2

公开(公告)日：2021-06-15

申请号：US16962549

申请日：2018-12-25

Applicant: SHOWA DENKO K.K.

Inventor： Yohsuke Fukuchi ,  Tomokazu Sugawara ,  Shinya Oguro ,  Hiroshi Kobayashi

IPC: C07C17/361 ,  C07C17/367 ,  C07C19/08

Abstract: A method for producing tetrafluoromethane as follows is unlikely to damage a reaction apparatus and can produce tetrafluoromethane safely, inexpensively, and stably. To a raw material liquid containing a fluorinated hydrocarbon represented by chemical formula CpHqClrFs (wherein p is an integer of 3 to 18, q is an integer of 0 to 3, r is an integer of 0 to 9, and s is an integer of 5 to 30) and having no carbon-carbon unsaturated bond, fluorine gas is introduced, and concurrently a reaction inducer is introduced in a gas state, giving tetrafluoromethane. The reaction inducer is reacted with fluorine gas to induce a reaction of forming tetrafluoromethane from the fluorinated hydrocarbon and the fluorine gas and is at least one reaction inducer selected from a hydrocarbon gaseous at normal temperature and pressure and hydrogen gas.

公开(公告)号：US11168043B2

公开(公告)日：2021-11-09

申请号：US16981814

申请日：2019-03-01

Applicant: SHOWA DENKO K.K.

Inventor： Katsumi Mikami ,  Yohsuke Fukuchi ,  Shinya Oguro ,  Hiroshi Kobayashi

IPC: C07C17/013 ,  C07C17/04 ,  C07C19/01 ,  B01J19/26 ,  B01J4/00 ,  B01J19/24 ,  B01J10/00

Abstract: Provided are a method and an apparatus for producing 1,2,3,4-tetrachlorobutane that are unlikely to lose 3,4-dichloro-1-butene as the material or 1,2,3,4-tetrachlorobutane as the product and can be stably and economically produce 1,2,3,4-tetrachlorobutane. A reaction liquid (1) containing 3,4-dichloro-1-butene is placed in a reaction container (11), then chlorine gas is supplied to a gas phase (2) in the reaction container (11), and the 3,4-dichloro-1-butene is reacted with the chlorine gas to give 1,2,3,4-tetrachlorobutane.

公开(公告)号：US11117850B2

公开(公告)日：2021-09-14

申请号：US17046037

申请日：2019-06-03

Applicant: SHOWA DENKO K.K.

Inventor： Yohsuke Fukuchi ,  Shinya Oguro ,  Nozomi Inoue

IPC: C07C17/23 ,  C07C21/20 ,  C07C21/18 ,  C07C21/19 ,  B01J23/06

Abstract: Provided is a method for producing hexafluoro-1,3-butadiene, and the method can produce hexafluoro-1,3-butadiene at an industrially sufficient level of yield. In a reaction liquid containing a halogenated butane represented by chemical formula, CF2X1—CFX2—CFX3—CF2X4 (X1, X2, X3, and X4 are each independently a halogen atom other than a fluorine atom), zinc, and an organic solvent, a reaction is conducted to eliminate the halogen atoms other than a fluorine atom, X1, X2, X3, and X4, from the halogenated butane, yielding hexafluoro-1,3-butadiene. During the reaction, the concentration of a zinc halide generated by the reaction, in the reaction liquid is not more than the solubility of the zinc halide in the organic solvent.

公开(公告)号：US11040931B2

公开(公告)日：2021-06-22

申请号：US16958272

申请日：2018-12-11

Applicant: SHOWA DENKO K.K.

Inventor： Yohsuke Fukuchi ,  Tomokazu Sugawara ,  Shinya Oguro ,  Hiroshi Kobayashi

IPC: C07C17/361 ,  C07C17/367 ,  C07C19/08 ,  C07C17/20

Abstract: Fluorine gas is introduced to a raw material liquid containing a reaction inducer and a fluorinated hydrocarbon represented by CpHqClrFs (in the formula, p is an integer of 3 to 18, q is an integer of 0 to 3, r is an integer of 0 to 9, and s is an integer of 5 to 30) and having no carbon-carbon unsaturated bond to give tetrafluoromethane. The reaction inducer is a halogen-containing carbon compound liquid at room temperature and pressure and is reacted with fluorine gas to induce a reaction of forming tetrafluoromethane from the fluorinated hydrocarbon and the fluorine gas. The reaction inducer is contained at a content of more than 0% by mass and not more than 10% by mass when the total content of the fluorinated hydrocarbon and the reaction inducer contained in the raw material liquid is 100% by mass.

公开(公告)号：US10995046B2

公开(公告)日：2021-05-04

申请号：US16760091

申请日：2018-10-11

Applicant: SHOWA DENKO K.K.

Inventor： Katsumi Mikami ,  Nozomi Kusumoto ,  Shinya Oguro ,  Yohsuke Fukuchi

IPC: C07C17/04

Abstract: There is provided a method of producing 1,2,3,4-tetrachlorobutane capable of stably and economically producing 1,2,3,4-tetrachlorobutane. A reactant solution (1) containing 3,4-dichloro-1-butene is charged in a reaction vessel (11) having an inner surface, to be brought into contact with the reactant solution (1), made of a metal and a chlorine gas is introduced into the reactant solution (1) to perform a reaction between 3,4-dichloro-1-butene and the chlorine gas to produce 1,2,3,4-tetrachlorobutane. The reaction is performed while carrying out an operation of taking out at least a portion of the reactant solution (1) from the reaction vessel (11), filtering the reactant solution (1) thus taken out to remove a solid matter, and returning the filtered reactant solution (1) into the reaction vessel (11).