Composition, container containing composition, system, and composition production method

Abstract

This composition contains chlorotrifluoroethylene and hexafluorocyclobutene. The content of the chlorotrifluoroethylene is 8 mass% or more with respect to the entire organic compound included in the composition, and the content of the hexafluorocyclobutene is 1 mass ppm or more with respect to the entire organic compound included in the composition.

Description

Composition, container containing composition, system, and method for producing composition

[0001] The present disclosure relates to compositions, containers containing the compositions, systems, and methods for making the compositions.

[0002] Chlorotrifluoroethylene is being considered for use as a monomer for various polymers, a precursor to trifluoroethylene, and the like. Trifluoroethylene has a low global warming potential and a low boiling point, and is expected to be a type of high-pressure refrigerant. Hereinafter, chlorotrifluoroethylene will also be referred to as "CTFE," and trifluoroethylene will also be referred to as "HFO-1123." Known methods for producing CTFE include the zinc dechlorination method of 1,1,2-trichloro-1,2,2-trifluoroethane, as well as a hydrogen reduction method of 1,1,2-trichloro-1,2,2-trifluoroethane using a catalyst (for example, Patent Document 1). Hereinafter, 1,1,2-trichloro-1,2,2-trifluoroethane will also be referred to as "CFC-113."

[0003] Chinese Patent Application Publication No. 112657508

[0004] Compositions obtained by producing CTFE by hydrogen reduction of CFC-113 contain components other than CTFE, such as unreacted CFC-113, by-reaction products, and products of further reaction of CTFE. When a composition containing CTFE is placed in contact with a metal, the pH of the composition may decrease due to the generation of acid. Examples of a state in which a composition is in contact with a metal include a state in which the composition is contained in a container at least partly made of a metal material, and a state in which the composition is retained in a flow path at least partly made of a metal material.

[0005] The present disclosure aims to provide a composition containing chlorotrifluoroethylene (CTFE) that is inhibited from decreasing in pH when left in contact with metal for an extended period of time, a container containing the composition, a system containing the composition, and a method for producing the composition.

[0006] The present disclosure includes the following aspects. <1> A composition containing chlorotrifluoroethylene and hexafluorocyclobutene, wherein the content of the chlorotrifluoroethylene is 8% by mass or more based on all organic compounds contained in the composition, and the content of the hexafluorocyclobutene is 1 ppm by mass or more based on all organic compounds contained in the composition. <2> The composition according to <1>, wherein the content of the hexafluorocyclobutene is 50 ppm by mass or more based on all organic compounds contained in the composition. <3> The composition according to <1> or <2>, further containing 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane, wherein the content of the 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane is 1 ppm by mass or more based on all organic compounds contained in the composition. <4> The composition according to <1> or <2>, further containing 1,1,2-trichloro-1,2,2-trifluoroethane. <5> The composition according to <3>, further containing 1,1,2-trichloro-1,2,2-trifluoroethane. <6> The composition according to any one of <1> to <5>, further containing trifluoroethylene. <7> The composition according to <6>, in which the content of trifluoroethylene is 0.3 mass% or more based on the total amount of organic compounds contained in the composition. <8> The composition according to any one of <1> to <7>, further containing water, in which the content of water is 5 mass ppm or more based on the total amount of the composition. <9> A composition-containing container comprising the composition according to any one of <1> to <8>, and a container that contains the composition and at least a part of a member that comes into contact with the composition is made of a metal material. <10> A system comprising the composition according to any one of <1> to <8>, and a flow path through which the composition flows and at least a part of a member that comes into contact with the composition is made of a metal material. <11> A method for producing the composition according to any one of <1> to <8>, comprising contacting a catalyst containing at least one of palladium and platinum and copper with a mixture containing 1,1,2-trichloro-1,2,2-trifluoroethane and hydrogen.<12> The method for producing a composition according to <11>, wherein the temperature of the mixture when contacting the mixture with the catalyst is 150 to 300°C. <13> The method for producing a composition according to <11> or <12>, wherein the catalyst is a two-component catalyst composed of palladium or platinum and copper. <14> The method for producing a composition according to any one of <11> to <13>, wherein the content of hydrogen in the mixture is 1 to 2.5 times the content of 1,1,2-trichloro-1,2,2-trifluoroethane on a volume basis.

[0007] According to the present disclosure, there are provided a composition containing chlorotrifluoroethylene (CTFE) that is inhibited from decreasing in pH when left in contact with metal for an extended period of time, a container containing the composition, a system containing the composition, and a method for producing the composition.

[0008]

[0023] The following describes embodiments of the present disclosure. These descriptions and examples are intended to illustrate the embodiments and are not intended to limit the scope of the embodiments.

[0009] In the present disclosure, a numerical range indicated using "to" means a range that includes the numerical values ​​before and after "to" as the minimum and maximum values, respectively. In the numerical ranges described in stages in the present disclosure, the upper or lower limit value described in a certain numerical range may be replaced with the upper or lower limit value of another numerical range described in stages. Furthermore, in the numerical ranges described in the present disclosure, the upper or lower limit value described in a certain numerical range may be replaced with a value shown in the examples. In the present disclosure, a combination of two or more preferred embodiments is a more preferred embodiment. In the present disclosure, when there are multiple substances corresponding to each component, the amount of each component means the total amount of multiple substances, unless otherwise specified.

[0010] [Composition] A composition according to an embodiment of the present disclosure contains chlorotrifluoroethylene (CTFE) and hexafluorocyclobutene, wherein the CTFE content is 8 mass% or more relative to the total organic compounds contained in the composition, and the hexafluorocyclobutene content is 1 mass ppm or more relative to the total organic compounds contained in the composition. Hereinafter, hexafluorocyclobutene is also referred to as "HFCB."

[0011] As mentioned above, when a composition containing CTFE is placed in contact with metal, the pH of the composition may decrease due to the generation of acid.The reason why the pH of the composition decreases is not clear, but it is assumed that the reason is that when the composition continues to be in contact with metal, the CTFE contained in the composition gradually dimerizes, and chlorine is released, resulting in the generation of hydrogen chloride.

[0012] In contrast, the composition of the present embodiment contains 8 mass% or more of CTFE based on the total organic compounds, and further contains 1 mass ppm or more of HFCB based on the total organic compounds, thereby suppressing a decrease in pH when left in contact with metal for an extended period of time. The reason for this is unclear, but is presumed to be as follows. CTFE is converted to 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane by dimerization, and then HFCB is formed by the elimination of chlorine. Because this reaction is an equilibrium reaction, if the initial composition contains HFCB at the above content, the equilibrium is less likely to shift toward further production of HFCB. In other words, it is presumed that the suppression of chlorine elimination suppresses a decrease in pH. Hereinafter, 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane will also be referred to as "DCHFCB."

[0013] An embodiment of the composition of the present disclosure will be described in detail below. The composition according to an embodiment of the present disclosure contains CTFE and HFCB, and may further contain an organic compound other than CTFE and HFCB, and may further contain other components other than the organic compound. Examples of the other organic compound include DCHFCB, 1,1,2-trichloro-1,2,2-trifluoroethane (CFC-113), trifluoroethylene (HFO-1123), etc., and examples of the other components other than the organic compound include water, hydrogen, hydrogen chloride, etc. The content of the organic compound relative to the entire composition may be, for example, 25% by volume or more, 30% by volume or more, 35% by volume or more, 40% by volume or more, 55% by volume or more, 70% by volume or more, 80% by volume or more, or 90% by volume or more.

[0014] <CTFE> The composition of this embodiment contains CTFE in a content of 8 mass% or more relative to the total organic compounds. The CTFE content relative to the total organic compounds is 8 mass% or more, and may be 15 mass% or more, 25 mass% or more, 50 mass% or more, or 75 mass% or more. The upper limit of the CTFE content is not particularly limited. From the viewpoint of suppressing a decrease in pH of the composition, the CTFE content may be 90 mass% or less, or may be 85 mass% or less, relative to the total organic compounds. The CTFE content is preferably 8 to 90 mass%, more preferably 15 to 90 mass%, and even more preferably 25 to 90 mass%. In this embodiment, even if the CTFE content is equal to or greater than the above-mentioned lower limit, by containing HFCB in an amount of 1 ppm by mass or more relative to the total organic compounds, a decrease in pH when the composition is left in contact with metal for a long period of time is suppressed. Furthermore, even if the CTFE content is equal to or less than the above upper limit, by containing HFCB in an amount of 1 mass ppm or more relative to the total organic compounds, a decrease in pH when left in contact with metal for a long period of time can be suppressed.

[0015] Here, the content of each component relative to the total organic compounds is determined by gas chromatography. Specifically, a gas chromatograph (GC-7890A, manufactured by Agilent Technologies Inc.) is used as the measuring device, a DB-1 column (manufactured by Agilent Technologies Inc., length 60 m, inner diameter 250 μm, filter thickness 1 μm) is used as the column, and a flame ionization detector (FID) is used as the detector, and the measurement is performed under the following measurement conditions: Injection temperature: 240°C Sample injection amount: 0.5 mL Split ratio: 60 / 1 Linear velocity: 35.8 cm / sec Start of measurement: temperature -30°C, hold time 10 minutes Heating rate: 10°C / min End of measurement: temperature 240°C, hold time 20 minutes Detection temperature: 250°C The ratio of the mass of each component relative to the total mass of the organic compounds detected by the above measurement is determined, and this is taken as the content of each component.

[0016] <HFCB> The composition of this embodiment contains HFCB in a content of 1 ppm by mass or more relative to the total organic compounds. As described above, HFCB is a compound produced by the dimerization of CTFE and the elimination of chlorine. The content of HFCB relative to the total organic compounds is 1 ppm by mass or more, and from the viewpoint of suppressing a decrease in the pH of the composition, it is preferably 50 ppm by mass or more, more preferably 100 ppm by mass or more, even more preferably 2000 ppm by mass or more, and particularly preferably 3500 ppm by mass or more. The upper limit of the HFCB content is not particularly limited. The content of HFCB may be 10,000 ppm by mass or less, or may be 5,000 ppm by mass or less, relative to the total organic compounds. The HFCB content is preferably 1 to 10,000 ppm by mass, more preferably 50 to 10,000 ppm by mass, and even more preferably 100 to 10,000 ppm by mass, relative to the total organic compounds. The HFCB content per 100 parts by mass of CTFE is, for example, 0.03 parts by mass or more, preferably 0.05 parts by mass or more, more preferably 0.1 parts by mass or more, and even more preferably 0.3 parts by mass or more. The upper limit of the HFCB content per 100 parts by mass of CTFE is not particularly limited, and may be, for example, 3 parts by mass or less. The HFCB content per 100 parts by mass of CTFE is preferably 0.03 to 3 parts by mass, more preferably 0.05 to 3 parts by mass, even more preferably 0.1 to 3 parts by mass, and particularly preferably 0.3 to 3 parts by mass.

[0017] <DCHFCB> The composition of this embodiment preferably further contains DCHFCB. When the composition contains DCHFCB, a decrease in pH when the composition is left in contact with metal for a long period of time is further suppressed. As described above, DCHFCB is a compound produced by the dimerization of CTFE. Since this reaction is an equilibrium reaction, when the initial composition contains DCHFCB, the equilibrium is less likely to shift in the direction of further production of DCHFCB. Furthermore, it is presumed that the suppression of the production of DCHFCB also makes it less likely that chlorine will be released from DCHFCB, thereby suppressing the decrease in pH due to the production of hydrogen chloride.

[0018] From the viewpoint of suppressing a decrease in the pH of the composition, the content of DCHFCB relative to the total organic compounds is preferably 1 ppm by mass or more, more preferably 10 ppm by mass or more, and even more preferably 50 ppm by mass or more. The upper limit of the DCHFCB content is not particularly limited. The content of DCHFCB may be 1000 ppm by mass or less relative to the total organic compounds. The content of DCHFCB is preferably 1 to 1000 ppm by mass, more preferably 10 to 1000 ppm by mass, and even more preferably 50 to 1000 ppm by mass, relative to the total organic compounds. The content of DCHFCB relative to 100 parts by mass of CTFE is, for example, 0.03 parts by mass or more, preferably 0.05 parts by mass or more, and more preferably 0.1 parts by mass or more. The upper limit of the content of DCHFCB relative to 100 parts by mass of CTFE is not particularly limited, and for example, 0.5 parts by mass or less. The content of DCHFCB relative to 100 parts by mass of CTFE is preferably from 0.03 to 0.5 parts by mass, more preferably from 0.05 to 0.5 parts by mass, and even more preferably from 0.1 to 0.5 parts by mass.

[0019] <CFC-113> The composition of this embodiment may further contain CFC-113. CFC-113 is a compound that serves as a raw material for producing CTFE. For example, as described below, by reacting CFC-113 with hydrogen, hydrogen atoms and chlorine atoms are eliminated from CFC-113 to obtain CTFE and hydrogen chloride are produced. If the composition contains CFC-113, when the composition is left in contact with metal for a long period of time, hydrogen chloride is produced by the reaction of CFC-113, which may easily cause a decrease in the pH of the composition. On the other hand, in this embodiment, since CTFE and HFCB are each contained in the above-mentioned content, the production of hydrogen chloride due to the dehydrochlorination reaction of CFC-113 is suppressed, and a decrease in the pH of the composition is suppressed.

[0020] From the viewpoint of suppressing a decrease in the pH of the composition, the content of CFC-113 relative to the total organic compounds is preferably 80% by mass or less, more preferably 75% by mass or less, even more preferably 50% by mass or less, even more preferably 40% by mass or less, particularly preferably 30% by mass or less, and extremely preferably 20% by mass or less. The lower limit of the CFC-113 content is not particularly limited and may be 0% by mass. The content of CFC-113 may be 0.1% by mass or more, or may be 1% by mass or more, relative to the total organic compounds. The content of CFC-113 is preferably 0 to 80% by mass, more preferably 0.1 to 80% by mass, and even more preferably 1 to 75% by mass, relative to the total organic compounds.

[0021] <HFO-1123> The composition of this embodiment preferably further contains HFO-1123. HFO-1123 is a compound produced by the reaction of CTFE with hydrogen. When the composition contains HFO-1123, the decrease in pH when the composition is left in contact with metal for a long period of time is further suppressed. The reason for this is not clear, but it is presumed to be because, compared to CTFE, HFO-1123 is less likely to cause acid generation due to dimerization or hydrolysis.

[0022] From the viewpoint of suppressing a decrease in the pH of the composition, the content of HFO-1123 relative to the total organic compounds is preferably 0.5% by mass or more, more preferably 0.9% by mass or more, even more preferably 1.5% by mass or more, particularly preferably 2.0% by mass or more, and extremely preferably 3.0% by mass or more. The upper limit of the HFO-1123 content is not particularly limited. The content of HFO-1123 may be 50% by mass or less, or may be 40% by mass or less, relative to the total organic compounds. The content of HFO-1123 is preferably 0.5 to 50% by mass, more preferably 0.9 to 50% by mass, and even more preferably 0.9 to 40% by mass, relative to the total organic compounds.

[0023] <Water> The composition of the present embodiment may further contain water. Water may be contained in the composition in a gaseous state (i.e., water vapor) or in a liquid state. If the composition contains a large amount of water, the pH is more likely to decrease due to acids such as hydrogen chloride contained in the composition. On the other hand, in the present embodiment, the inclusion of HFCB in the above content inhibits the generation of acids such as hydrogen chloride, and therefore it is presumed that even if the composition contains water, the decrease in pH in the composition is inhibited.

[0024] From the viewpoint of suppressing a decrease in pH, the water content relative to the entire composition is preferably 2.5% by mass or less (25,000 ppm by mass or less), more preferably 2.2% by mass or less (22,000 ppm by mass or less), and even more preferably 2.0% by mass or less (20,000 ppm by mass or less). The lower limit of the water content is not particularly limited. The water content may be 5 ppm by mass or more, or may be 10 ppm by mass or more, relative to the entire composition. In the process of producing the composition, water is often mixed into the composition in the step of removing hydrogen chloride released from CFC-113, and it is difficult to completely remove the mixed water. On the other hand, in the composition of the present embodiment, even if the water content is equal to or greater than the above-mentioned lower limit, since the contents of CTFE and HFCB are each within the above-mentioned ranges, a decrease in pH when the composition is left in contact with metal for a long period of time is suppressed. Specifically, since the amount of hydrogen chloride produced by the dimerization of CTFE and the elimination of chlorine in the composition is small, it is presumed that even if the water content is equal to or greater than the lower limit, the amount of hydrochloric acid produced, which causes a decrease in pH, is small, and the pH of the composition is less likely to decrease. The water content is preferably 5 to 25,000 ppm by mass, more preferably 5 to 22,000 ppm by mass, and even more preferably 10 to 22,000 ppm by mass, based on the total composition. The water content can be determined by measuring the amount of water in a gaseous state produced using a Gastec detector tube (for water vapor, No. 6).

[0025] <Method for Producing Composition> The composition of this embodiment can be obtained, for example, by contacting a mixture containing CFC-113 and hydrogen with a catalyst and subjecting the CFC-113 to a hydrogen reduction reaction. When contacted with the catalyst, the CFC-113 and hydrogen may be in the gas phase or liquid phase, with the gas phase being preferred. The contact of the mixture containing CFC-113 and hydrogen with the catalyst can be carried out, for example, by separately supplying CFC-113 and hydrogen to a reaction field in which the catalyst is present, or by supplying a mixture in which CFC-113 and hydrogen are mixed in advance.

[0026] The method for producing the composition of this embodiment may be a continuous method or a batch method. In a continuous method, for example, the steps of supplying the raw materials CFC-113 and hydrogen to a reactor containing a catalyst, bringing the CFC-113 and hydrogen into contact with the catalyst in the reactor, and removing the produced composition from the reactor are all carried out continuously.

[0027] The catalyst used in the method for producing the composition is preferably a catalyst containing copper and at least one of palladium and platinum, from the viewpoint of ensuring that the CTFE and HFCB contents are within the above-mentioned ranges. Hereinafter, a catalyst containing palladium and copper will be referred to as a "Pd-Cu catalyst," and a catalyst containing platinum and copper will be referred to as a "Pt-Cu catalyst." The Pd-Cu catalyst may be a two-component catalyst composed of palladium and copper, a three-component catalyst composed of palladium, copper, and another component, or a catalyst containing four or more components. From the viewpoint of ensuring that the CTFE and HFCB contents are within the above-mentioned ranges, the Pd-Cu catalyst is preferably a two-component catalyst composed of palladium and copper. Furthermore, the Pt-Cu catalyst may be a two-component catalyst composed of platinum and copper, a three-component catalyst composed of platinum, copper, and another component, or a catalyst containing four or more components. The Pt--Cu catalyst is preferably a two-component catalyst composed of platinum and copper, from the viewpoint of ensuring that the contents of CTFE and HFCB are within the above ranges.

[0028] The form of the catalyst is not particularly limited, and may be in the form of a powder, pellets, or spheres.

[0029] The specific surface area of ​​the catalyst is, for example, 0.1 to 1500 m ２ / g, and from the viewpoint of setting the contents of CTFE and HFCB in the above ranges, 1 to 1500 m ２ / g is preferred, and 100 to 1500m ２ The specific surface area is a value measured by the BET method (BET specific surface area).

[0030] The hydrogen content in the mixture is preferably 0.8 to 10 times, more preferably 0.9 to 10 times, even more preferably 1 to 10 times, even more preferably 1 to 5 times, particularly preferably 1 to 2.5 times, and extremely preferably 1 to 2 times, the CFC-113 content on a volume basis, from the viewpoint of ensuring that the CTFE and HFCB contents are within the above ranges. The hydrogen content relative to the entire mixture is preferably 44 to 91% by volume, more preferably 50 to 91% by volume, and even more preferably 52 to 91% by volume, from the viewpoint of ensuring that the CTFE and HFCB contents are within the above ranges. The CFC-113 content relative to the entire mixture is preferably 9 to 56% by volume, more preferably 9 to 50% by volume, and even more preferably 9 to 48% by volume, from the viewpoint of ensuring that the CTFE and HFCB contents are within the above ranges. The total content of CFC-113 and hydrogen in the entire mixture is preferably 80% by volume or more, more preferably 90% by volume or more, and even more preferably 95% by volume or more, from the viewpoint of keeping the contents of CTFE and HFCB within the above-mentioned ranges.

[0031] The temperature of the mixture when it is brought into contact with the catalyst, i.e., the reaction temperature, is preferably 150 to 300° C., more preferably 180 to 300° C., and even more preferably 190 to 300° C., from the viewpoint of setting the contents of CTFE and HFCB within the above ranges. The pressure when it is brought into contact with the catalyst is preferably normal pressure (i.e., atmospheric pressure).

[0032] The time for contacting the mixture with the catalyst, i.e., the reaction time, is preferably 0.5 to 100 seconds, more preferably 1 to 75 seconds, and even more preferably 4 to 75 seconds, from the viewpoint of keeping the CTFE and HFCB contents within the above-mentioned ranges. When the composition production method is a continuous method, the reaction time (seconds) is calculated, for example, using the following formula: Reaction time (seconds) = [Length of catalyst packed in reactor (cm)] / [Linear velocity (cm / second)] Linear velocity refers to the length of time the mixture passes through the catalyst per unit time.

[0033] The method for producing the composition of the present embodiment is not limited to the above method, and for example, the contents of CTFE and HFCB may be adjusted to fall within the above ranges by adding HFCB to a composition containing CTFE.

[0034] [Container containing composition] A container containing a composition according to one embodiment of the present disclosure includes the above-described composition and a container that contains the composition and at least a part of a member that comes into contact with the composition is made of a metal material.

[0035] The container included in the above-mentioned composition-containing container may be, for example, a container whose entire container is made of a metal material, a container having a multi-layer structure with the innermost layer made of a metal material, or a container having a coating made of a metal material in the area that comes into contact with the composition.

[0036] The metal material is preferably, for example, a metal selected from the group consisting of iron, copper, aluminum, stainless steel, titanium, nickel, zinc, tin, brass, magnesium, chromium, lead, silver, tungsten, niobium, molybdenum, and tantalum; an alloy containing at least one metal selected from the above group of metals; or a compound containing at least one metal selected from the above group of metals.

[0037] Examples of alloys include nickel-chrome plating, solder, and tin plating.

[0038] Examples of the metal-containing compound include alumite sulfate, zinc phosphate, and iron phosphate.

[0039] The container body and the portion that comes into contact with the composition may be made of different materials. Examples of materials that can be used to make the container body include iron (steel), stainless steel, carbon steel, manganese steel, chromium-molybdenum steel, other low-alloy steels, aluminum alloys, and glass. Examples of stainless steel include SUS316, SUS304, and JFE443CT.

[0040] The shape and size of the container can be designed according to the purpose. Examples include storage tanks, which are fixed storage containers, transportable containers, and shipping containers. Examples of transportable containers include 1 L glass bottles, 20 L pails, 200 L drums, ton containers, aerosol cans, and high-pressure gas containers (non-refillable containers, welded containers, seamless containers, etc.). Examples of shipping containers include tank trucks, ISO containers, and self-loaders.

[0041] The container may be sealable. The method for sealing the container is not particularly limited, and examples thereof include a method of sealing with a screw cap or a method of sealing with a valve. An elastic member such as a cushioning material or a sealing material may be used to increase airtightness.

[0042] Examples of materials for the elastic member include styrene-butadiene rubber (SBR), isoprene rubber (IR), butadiene rubber (BR), ethylene-propylene rubber (EPM), urethane rubber (U), chloroprene rubber (CR), nitrile rubber (NBR), hydrogenated nitrile rubber (HNBR), fluororubber (FKM) in which a carbon-hydrogen bond exists in part of the main chain, perfluoroelastomer in which the main chain is completely fluorinated, chlorinated polyethylene (CM), acrylic rubber (ACM), polysulfide rubber (T), epichlorohydrin rubber, styrene-based thermoplastic elastomer, olefin-based thermoplastic elastomer, ester-based thermoplastic elastomer, urethane-based thermoplastic elastomer, amide-based thermoplastic elastomer, PVC-based thermoplastic elastomer, and fluorine-based thermoplastic elastomer.

[0043] [System] A system according to one embodiment of the present disclosure includes the above-described composition and a flow path through which the composition flows, and at least a part of a member that comes into contact with the composition is made of a metal material, and may further include other members as necessary.

[0044] The flow path included in the above system may be, for example, a flow path whose entirety is made of a metal material, a flow path having a multilayer structure with the innermost layer made of a metal material, or a flow path having a coating made of a metal material in an area that comes into contact with the composition. The details of the metal material that makes up at least a part of the flow path are the same as those of the metal material that makes up at least a part of the container described above.

[0045] The flow path may be made of different materials for the flow path body and the portion that comes into contact with the composition. Examples of materials that make up the flow path body include iron (steel), stainless steel, carbon steel, manganese steel, chromium-molybdenum steel, other low-alloy steels, aluminum alloys, and glass. Examples of stainless steel include SUS316, SUS304, and JFE443CT. The shape and size of the flow path can be designed according to the purpose.

[0046] Examples of the system of this embodiment include a production apparatus used in the production method of the above-mentioned composition, and a production apparatus for producing other compounds using the above-mentioned composition as a raw material.

[0047] An example of a production apparatus used in the method for producing the composition includes an apparatus including a reactor that houses a catalyst and to which a mixture containing raw materials CFC-113 and hydrogen is supplied and reacted, a collection vessel that collects the composition produced by the reaction, and a flow path that supplies the composition from the reactor to the collection vessel. The apparatus may further include a hydrogen chloride trap that separates hydrogen chloride from the product produced by the reaction, a dehydration device that removes water from the product, and the like. In the production apparatus, a flow path in which at least some of the components that come into contact with the composition are made of a metal material is used as the flow path that supplies the composition from the reactor to the collection vessel. Note that the collection vessel may be a container containing the composition.

[0048] An example of a manufacturing apparatus for producing another compound using the aforementioned composition as a raw material is an apparatus including a raw material container that contains the aforementioned raw material composition, a reactor that reacts the aforementioned raw material composition, and a flow path that supplies the aforementioned composition from the raw material container to the reactor. In the manufacturing apparatus, the flow path that supplies the aforementioned composition from the raw material container to the reactor is a flow path in which at least a portion of the components that come into contact with the composition are made of a metal material. Note that the aforementioned raw material container may be a container containing the aforementioned composition.

[0049] Hereinafter, the present disclosure will be described in more detail with reference to examples, but the present disclosure is not limited to the following examples as long as it does not depart from the gist of the disclosure.

[0050] [Example 1] <Production of composition> A Pt-Cu catalyst was used. The Pt-Cu catalyst used was a two-component catalyst composed of platinum and copper, and the specific surface area of ​​the catalyst was 1100 m ２ The catalyst was packed into a 20 ASUS tubular reactor so that the catalyst length was 30 cm.

[0051] A 1.5 / 1 (mol / mol) mixed gas of hydrogen and CFC-113 was passed through the catalyst in the reactor to carry out the hydrogen reduction reaction of CFC-113, and the resulting product was passed through an alkali trap to obtain the initial composition. The reaction conditions for the hydrogen reduction reaction were a raw material load of 675 kg / m ３ / hr, the reaction temperature was 250°C, the reaction time was 9.3 seconds, and the pressure inside the reactor was atmospheric pressure. The initial composition obtained corresponds to an example of the composition of the present disclosure.

[0052] The resulting initial composition was filled into a 25 cc stainless steel cylinder to prepare a composition-containing container, which was then placed in a thermostatic chamber at 70°C and left for 72 hours to obtain a composition after standing. The content of each component relative to the total organic compounds in the initial composition and the composition after standing was analyzed using a gas chromatograph using the method described above. The results are shown in Table 1. Furthermore, the water content relative to the total composition was measured using the method described above for the initial composition and the composition after standing. The results are shown in Table 1. In Table 1, "-" indicates that the measurement was omitted. The content of organic compounds relative to the total initial composition was 25% by volume. Furthermore, the initial composition and the composition after standing were each passed through a plastic bottle containing ion-exchanged water, and the pH of the resulting aqueous solution was measured using a pH meter. The change in pH of the composition after standing relative to the pH of the initial composition (pH of the composition after standing - pH of the initial composition) was determined. The results are shown in Table 1. In Table 1, a negative value for the pH change indicates that the pH decreased after standing for 72 hours.

[0053] [Example 2] An initial composition and a composition after standing were obtained in the same manner as in Example 1, except that the reaction temperature was changed to 200°C and the reaction time to 10.3 seconds. For the initial composition and the composition after standing, the content of each component relative to the total organic compounds, the content of water relative to the total composition, and the change in pH were determined in the same manner as in Example 1. The results are shown in Table 1. The content of organic compounds relative to the total initial composition was 35% by volume.

[0054] [Example 3] An initial composition and a composition after standing were obtained in the same manner as in Example 1, except that the reaction temperature was changed to 180°C and the reaction time to 10.8 seconds. For the initial composition and the composition after standing, the content of each component relative to the total organic compounds, the content of water relative to the total composition, and the change in pH were determined in the same manner as in Example 1. The results are shown in Table 1. The content of organic compounds relative to the total initial composition was 38% by volume.

[0055]

[0056] Examples 1 and 2 are working examples, and Example 3 is a comparative example. As shown in Table 1, it was found that the initial compositions of Examples 1 and 2 suppressed a decrease in pH even when left in contact with metal for a long period of time. Furthermore, the initial composition of Example 1 suppressed a decrease in pH even more than the initial composition of Example 2.

[0057] The disclosure of Japanese Patent Application No. 2023-205627, filed on December 5, 2023, is incorporated herein by reference in its entirety. In addition, all documents, patent applications, and technical standards described herein are incorporated herein by reference to the same extent as if each individual document, patent application, and technical standard was specifically and individually indicated to be incorporated by reference.

Claims

1. A composition containing chlorotrifluoroethylene and hexafluorocyclobutene, wherein the content of the chlorotrifluoroethylene is 8 mass% or more based on the total organic compounds contained in the composition, and the content of the hexafluorocyclobutene is 1 mass ppm or more based on the total organic compounds contained in the composition.

2. The composition according to claim 1, wherein the content of said hexafluorocyclobutene is 50 ppm by mass or more based on the total amount of organic compounds contained in said composition.

3. The composition according to claim 1, further comprising 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane, the content of said 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane being 1 ppm by mass or more based on the total amount of organic compounds contained in said composition.

4. The composition of claim 1 further comprising 1,1,2-trichloro-1,2,2-trifluoroethane.

5. The composition of claim 3 further comprising 1,1,2-trichloro-1,2,2-trifluoroethane.

6. The composition of claim 1 further comprising trifluoroethylene.

7. The composition according to claim 6, wherein the content of said trifluoroethylene is 0.3 mass% or more based on the total amount of organic compounds contained in said composition.

8. The composition according to claim 1, further comprising water, the water content being 5 ppm by mass or more based on the total composition.

9. A container containing a composition comprising: the composition according to any one of claims 1 to 8; and a container that contains the composition and has at least a part of a member that comes into contact with the composition made of a metal material.

10. A system comprising: a composition according to any one of claims 1 to 8; and a flow path through which the composition flows, at least a part of a member that comes into contact with the composition being made of a metal material.

11. A method for producing the composition according to any one of claims 1 to 8, comprising contacting a mixture containing 1,1,2-trichloro-1,2,2-trifluoroethane and hydrogen with a catalyst containing at least one of palladium and platinum and copper.

12. The method for producing a composition according to claim 11, wherein the temperature of the mixture when contacting the mixture with the catalyst is 150 to 300°C.

13. The method for producing the composition according to claim 11, wherein the catalyst is a two-component catalyst composed of palladium or platinum and copper.

14. The method for producing a composition according to claim 11, wherein the content of hydrogen in the mixture is 1 to 2.5 times the content of 1,1,2-trichloro-1,2,2-trifluoroethane on a volume basis.

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