Central Glass Company, Limited

Masamune Okamoto

Hideaki Imura

Naoto Takada

Satoru Okamoto

Kei Matsunaga

Yoshio Nishiguchi

Kohei Sumida

Tatsuya Hayasaka

Shota Kawano

Fuyuhiko Sakyu

Kanako Osafune

Naoki Nishinaka

Minako Oomura

An object is to provide a hydrofluoroolefin-based or hydrochlorofluoroolefin-based azeotropic or azeotropic-like composition. The azeotropic or azeotropic-like composition contains trans-1-chloro-3,3,3-trifluoropropene and 1-chloro-1,3,3,3-tetrafluoropropene. In the azeotropic or azeotropic-like composition, 1-chloro-1,3,3,3-tetrafluoropropene exists in an effective amount to form an azeotropic or azeotropic-like mixture with trans-1-chloro-3,3,3-trifluoropropene.

Composition, aerosol composition, cleaning agent, solvent, silicone solvent, foaming agent, heat-transfer medium, fire extinguishing agent, and fumigant containing the composition, heat-transfer device containing the heat-transfer medium, and system containing the heat-transfer device

By fluorinating 1,2,3,3-tetrachloro-1-propene (1230xd) using hydrogen fluoride as a fluorinating agent, an efficient method for producing 1,2-dichloro-3,3-difluoro-1-propene (1232xd) is provided. Through this composition including 1232xd, there are also provided an environmentally friendly composition having excellent ability to dissolve various organic matters, a method for cleaning an article using the composition, a method for producing a lubricant solution using the composition, and a method for producing a component provided with a lubricant coating film.

Method for producing 1,2-dichloro-3,3-difluoro-1-propene and solvent composition

A method for manufacturing 1-chloro-3,3,3-trifluoropropene (1230zd) is provided. The method includes contacting a halogenated hydrocarbon compound having a carbon number of 3 and represented by a general formula (1) with a metal catalyst in a gas phase.CFCl&#x2014;CH&#x2014;CHFCl&#x2003;&#x2003;(1) In the formula, a is an integer from 0 to 2, b is 1 or 2 when a=0, b is 0 or 1 when a=1, and b is 0 when a=2.

Method for producing 1-chloro-3,3,3-trifluoropropene

A manufacturing method of 1-chloro-3,3,3-trifluoropropene (1233zd) is provided. This manufacturing method includes a reaction in which a halogenated hydrocarbon compound having a carbon number of 3 and represented by a general formula (1) is heated:CFCl&#x2014;CH&#x2014;CHFCl&#x2003;&#x2003;(1) In the formula, a is an integer from 0 to 2, b is 1 or 2 when a=0, b is 0 or 1 when a=1, and b is 0 when a=2.

Method for producing 1,3-dichloro-3,3-difluoropropene

Provided is a purification method for efficiently reducing an undesirable organic compound or compound in (E)-1-chloro-3,3,3-trifluoropropene and thereby obtaining (E)-1-chloro-3,3,3-trifluoropropene with high purity. The purification method of OF-1233E according to the present invention is characterized by bringing a composition containing OF-1233E and at least one organic compound selected from the group consisting of HCFC-142 isomers, HCFC-244fa, HFC-245fa, OF-1234E, OF-1234Z and OF-1233Z into contact with a solid adsorbent.

Method for purifying (E)-1-chloro-3,3,3-trifluoropropene

A method for producing a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene or a desired isomer of 1,3,3,3-tetrafluoropropene at a high conversion ratio with no use of a solid catalyst is provided. Since no solid catalyst is used, a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene and a desired isomer of 1,3,3,3-tetrafluoropropene can be stably obtained with no undesired possibility that the solid catalyst is deteriorated due to coking or the like caused as a result of long-time use thereof.

Method for producing 1-chloro-3,3,3-trifluoro-1-propene and 1,3,3,3-tetrafluoropropene

The present invention provides a process for purifying a (E)-1-chloro-3,3,3-trifluoropropene composition (OF-1233E composition) in which at hydrogen fluoride and 2-chloro-1,1,1,3,3-pentafluoropropane are contained by bringing the (E)-1-chloro-3,3,3-trifluoropropene composition into contact with a weak base and a method for producing (E)-1-chloro-3,3,3-trifluoropropene composition by distilling the (E)-1-chloro-3,3,3-trifluoropropene composition obtained by such a purification process. This makes it possible to efficiently produce OF-1233E by removing the hydrogen fluoride from the OF-1233E composition, without generating any new component difficult to separate by distillation, and subjecting the resulting composition to distillation.

Method for producing (E)-1-chloro-3,3,3-trifluoropropene

Disclosed is a method for purifying a trans-1,3,3,3-tetrafluoropropene, in which a composition containing trans-1,3,3,3-tetrafluoropropene and at least one impurity selected from the group consisting of CHClF, CFCHCHClF, CFCHCHF, CHFCH&#x2550;CF, CFCH&#x2550;CHCl, CFCH&#x2550;CH, CFC&#x2261;CH, and cis-1,3,3,3-tetrafluoropropene is brought into contact with a solid adsorbent to reduce an impurity content thereof. By this method, it is possible to remove the impurity in trans-1,3,3,3-tetrafluoropropene by a simple operation.

Method for purifying trans-1,3,3,3-tetrafluoropropene

Disclosed is a process for producing 2-chloro-1,3,3,3-tetrafluoropropene (1224), including a first step of separating 2,3-dichloro-1,1,1,3-tetrafluoropropane (234da) into erythro form and threo form, and a second step of bringing the separated erythro form or threo form in contact with a base to obtain 2-chloro-1,3,3,3-tetrafluoropropene (1224). The first step is a step of separating 234da by distillation to achieve a separation into a fraction containing mainly erythro form and a fraction containing mainly threo form. In the second step, 1224 cis form is obtained from the erythro form, and 1224 trans form is obtained from the threo form. By this process, it is possible to selectively and efficiently produce cis form or trans form of 2-chloro-1,3,3,3-tetrafluoropropene (1224).

Process for producing 2-chloro-1,3,3,3-tetrafluoropropene

A method for producing a pyrazole compound of the general formula (5) includes reacting a 2-acyl-3-aminoacrylic acid ester of the general formula (1) with a hydrazine of the general formula (4) in the presence of a base where R, R, Rand Reach independently represent an alkyl group wherein Rrepresents an alkyl group or an aryl group wherein R, Rand Rhave the same meanings as above. It is possible by this production method to produce the 1,3-disubstituted pyrazol-4-carboxylic acid ester at a high yield and selectivity and with less discoloration.

Method for producing pyrazole compound

A method for purifying difluoroacetic acid chloride, including the step of bringing a difluoroacetic acid chloride composition that contains at least difluoroacetic acid fluoride into contact with calcium chloride at a temperature enabling reaction thereof thereby converting difluoroacetic acid fluoride into difluoroacetic acid chloride.

Method for purifying difluoroacetic acid chloride

A production method of difluoroacetyl chloride according to the present invention includes a chlorination step of bringing a raw material containing at least either a 1-alkoxy-1,1,2,2-tetrafluoroethane or difluoroacetyl chloride into contact with calcium chloride at a reaction enabling temperature. A production method of 2,2-difluoroethyl alcohol according to the present invention includes a catalytic reduction step of causing catalytic reduction of the difluoroacetyl chloride obtained by the above production method. By these methods, the difluoroacetyl fluoride can be efficiently converted to the difluoroacetyl chloride and to the 2,2-difluoroethyl alcohol.

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Fujimino, Japan

Masamune Okamoto