JPH06157367A - Method for removing vinylidene chloride contained in 1,1-dichloro-1-fluoroethane - Google Patents
Method for removing vinylidene chloride contained in 1,1-dichloro-1-fluoroethaneInfo
- Publication number
- JPH06157367A JPH06157367A JP30682792A JP30682792A JPH06157367A JP H06157367 A JPH06157367 A JP H06157367A JP 30682792 A JP30682792 A JP 30682792A JP 30682792 A JP30682792 A JP 30682792A JP H06157367 A JPH06157367 A JP H06157367A
- Authority
- JP
- Japan
- Prior art keywords
- vinylidene chloride
- hydrogen fluoride
- reaction
- fluoroethane
- dichloro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/395—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification of at least one compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は１,１−ジクロロ−１−
フルオロエタン中に含まれる少量の塩化ビニリデン(１,
１−ジクロロエチレン)の除去方法に関する。The present invention relates to 1,1-dichloro-1-
A small amount of vinylidene chloride contained in fluoroethane (1,
1-dichloroethylene) removal method.
【０００２】[0002]
【従来の技術】１,１−ジクロロ−１−フルオロエタン
は、現在フォーム発泡材として使用されているトリクロ
ロフルオロメタンの代替化合物であり、発泡材のみなら
ず油脂、フラックス等の除去用洗浄材あるいはドライク
リーニング用溶剤としても有用である。１,１−ジクロ
ロ−１−フルオロエタン(本明細書中以下１４１ｂと略
す。)の製造方法として、１,１,１−トリクロロエタン
あるいは塩化ビニリデンをフッ化水素と反応させる方法
が知られている。１,１,１−トリクロロエタンとフッ化
水素の反応の場合は、副生成物として塩化ビニリデンが
発生し、塩化ビニリデンとフッ化水素の反応の場合は、
未反応物として塩化ビニリデンが残存し、多くの場合、
１４１ｂ中に少量の塩化ビニリデンが含まれることにな
る。2. Description of the Related Art 1,1-Dichloro-1-fluoroethane is an alternative compound to trichlorofluoromethane, which is currently used as a foaming material, and is used as a cleaning material for removing fats, fluxes, etc. as well as a foaming material. It is also useful as a solvent for dry cleaning. As a method for producing 1,1-dichloro-1-fluoroethane (hereinafter abbreviated as 141b in the present specification), a method in which 1,1,1-trichloroethane or vinylidene chloride is reacted with hydrogen fluoride is known. In the case of the reaction of 1,1,1-trichloroethane and hydrogen fluoride, vinylidene chloride is generated as a by-product, and in the case of the reaction of vinylidene chloride and hydrogen fluoride,
Vinylidene chloride remains as an unreacted substance, and in many cases,
A small amount of vinylidene chloride will be contained in 141b.
【０００３】この塩化ビニリデンは、１４１ｂと沸点が
ほぼ同一であるため、通常の蒸留による分離が困難であ
る。そのため、これらの混合物からの塩化ビニリデンの
除去方法が幾つか提案されている。例えば、米国特許第
４９４８４７９号にＵＶ照射下塩素と反応させて塩化ビ
ニリデンのみを塩素化して高沸点物とし、蒸留分離する
方法が提示されているが、この方法の場合、光反応装置
および塩素を必要とし、しかも、多量の塩素化合物の発
生を伴う。さらに、米国特許第４９４０８２４号にカー
ボンモレキュラーシーブによる吸着除去の方法が提示さ
れているが、この方法の場合、相当量の１４１ｂの吸着
による損失は避け難い。さらに、反応による除去方法に
ついては、特開平３−１１８３３９号公報にルイス酸存
在下、塩化水素あるいはフッ化水素を付加させる方法が
提示されているが、触媒を必要とするため装置の腐食に
よる問題や触媒の劣化の問題が生じる。Since the boiling point of vinylidene chloride is almost the same as that of 141b, it is difficult to separate it by ordinary distillation. Therefore, several methods for removing vinylidene chloride from these mixtures have been proposed. For example, U.S. Pat. No. 4,948,479 proposes a method of reacting with chlorine under UV irradiation to chlorinate only vinylidene chloride into a high-boiling substance and distilling and separating it. In this method, a photoreactor and chlorine are used. It is necessary and is accompanied by the generation of a large amount of chlorine compounds. Further, US Pat. No. 4,940,824 proposes a method of adsorption removal by carbon molecular sieve, but in the case of this method, a loss due to adsorption of a considerable amount of 141b is unavoidable. Regarding the removal method by reaction, Japanese Patent Laid-Open No. 3-118339 discloses a method of adding hydrogen chloride or hydrogen fluoride in the presence of a Lewis acid. However, since a catalyst is required, there is a problem due to corrosion of the apparatus. And the problem of catalyst deterioration occurs.
【０００４】塩化ビニリデンは、フッ化水素付加により
１４１ｂを生成し、さらにフッ素化され、１−クロロ−
１,１−ジフルオロエタン(以下１４２ｂと略)になるこ
とは公知であり、例えば、特公昭４７−３９０８６号公
報に触媒を使った反応の比較例として、ＨＦと塩化ビニ
リデンより１４２ｂを製造する例が記載されているが、
この場合は、目的物が１４２ｂであったために微量の塩
化ビニリデンに関しては、明確な記載がない。Vinylidene chloride produces 141b by hydrogen fluoride addition and is further fluorinated to give 1-chloro-
It is known that 1,1-difluoroethane (hereinafter abbreviated as 142b) will be produced. For example, as a comparative example of the reaction using a catalyst in JP-B-47-39086, an example of producing 142b from HF and vinylidene chloride is known. Although stated,
In this case, since the target substance was 142b, there is no clear description about a trace amount of vinylidene chloride.
【０００５】塩化ビニリデンとフッ化水素とを反応させ
る場合の反応温度については、通常の化学反応の概念か
らしても、塩化ビニリデンの反応率を高くするには温度
を高くすることが必須であると考えられていた。特公平
１−１４２１０号公報に１４２ｂとフッ化水素の混合物
から１４２ｂを抽出するために１４１ｂを加え、低温
(−２０℃)にしている例があるが、当然のことながらこ
れは、分液性を高めるために低温にしているだけであ
り、塩化ビニリデンの挙動に関しては、何ら記載はな
い。Regarding the reaction temperature in the case of reacting vinylidene chloride and hydrogen fluoride, it is essential to increase the temperature in order to increase the reaction rate of vinylidene chloride, even from the concept of ordinary chemical reaction. Was considered. In Japanese Examined Patent Publication No. 1-14210, 141b was added to extract 142b from a mixture of 142b and hydrogen fluoride.
There is an example in which the temperature is set to (-20 ° C), but naturally, this is only a low temperature in order to enhance the liquid separation property, and there is no description regarding the behavior of vinylidene chloride.
【０００６】[0006]
【発明が解決しようとする課題】本発明は１４１ｂ中に
含まれる少量の塩化ビニリデンを特殊な装置や試薬を用
いることなしに、経済的に除去することを課題とする。An object of the present invention is to economically remove a small amount of vinylidene chloride contained in 141b without using a special device or reagent.
【０００７】[0007]
【課題を解決するための手段】上記課題を解決するため
に、本発明者等は１４１ｂ中に含まれる塩化ビニリデン
とフッ化水素との反応について鋭意研究を行った。その
結果、塩化ビニリデンにフッ化水素が付加して１４１ｂ
を生成する反応は平衡反応であること、しかも、この平
衡は高温である程１４１ｂが塩化ビニリデンとフッ化水
素に分かれる方向に片寄ること、従って塩化ビニリデン
をフッ化水素と有効に反応させるには低温で反応させる
ことが必須であることを見い出したことに基づいて本発
明を完成させた。すなわち本発明は、１４１ｂ中に含ま
れる塩化ビニリデンを、１４１ｂ１モルに対して１モル
以上のフッ化水素と液相で０〜５０℃の温度で反応させ
１４１ｂとすることを含んでなる塩化ビニリデンの除去
方法を要旨とする。以下本発明を詳細に説明する。In order to solve the above-mentioned problems, the inventors of the present invention have earnestly studied the reaction between vinylidene chloride and hydrogen fluoride contained in 141b. As a result, hydrogen fluoride is added to vinylidene chloride to give 141b.
The reaction that produces OH is an equilibrium reaction, and the higher this equilibrium is, the more the 141b is biased toward the division of vinylidene chloride and hydrogen fluoride. The present invention has been completed based on the finding that it is essential to react with. That is, the present invention comprises the step of reacting vinylidene chloride contained in 141b with 1 mol or more of hydrogen fluoride relative to 1 mol of 141b in a liquid phase at a temperature of 0 to 50 ° C. to obtain 141b. The removal method is the gist. The present invention will be described in detail below.
【０００８】本発明の方法においてはフッ化水素を１４
１ｂを基準として、その１モルに対して少なくとも１モ
ル以上用いる。１モル以下とすると塩化ビニリデンに対
するフッ化水素の付加反応はほとんど進まない。上限に
ついては特に制限はないが、あまり多くすると反応後の
フッ化水素と１４１ｂの分離が不利となる。したがっ
て、１４１ｂに対するＨＦのモル比は好ましくは１:１
〜１:４０、一層好ましくは１:５〜１:２０である。In the method of the present invention, hydrogen fluoride is added to 14
Based on 1b, at least 1 mol or more is used with respect to 1 mol thereof. When the amount is 1 mol or less, the addition reaction of hydrogen fluoride to vinylidene chloride hardly progresses. The upper limit is not particularly limited, but if it is too large, the separation of hydrogen fluoride and 141b after the reaction becomes disadvantageous. Therefore, the molar ratio of HF to 141b is preferably 1: 1.
˜1: 40, more preferably 1: 5 to 1:20.
【０００９】１４１ｂ／フッ化水素の系はそのいずれか
一方が過剰の場合は均一な溶液を形成するが、下の表に
示すように中間の組成においては液−液分離しフッ化水
素に富む層と１４１ｂに富む層に分かれる。 例えば、４０℃ではフッ化水素(ＨＦ)を１５モル％以
下、あるいは９６モル％以上とすれば均一となるし、１
５〜９６モル％の範囲では液−液相分離し、ＨＦに富む
層(ＨＦ９６モル％、１４１ｂ ４モル％)と１４１ｂに
富む層(ＨＦ１５％、１４１ｂ ８５モル％)に分かれ
る。１４１ｂ中に含まれる塩化ビニリデンは各層中に含
まれる１４１ｂ量に対応して各層に分配される。The system of 141b / hydrogen fluoride forms a uniform solution when either one is in excess, but as shown in the table below, it is liquid-liquid separated and rich in hydrogen fluoride in the intermediate composition. It is divided into a layer and a layer rich in 141b. For example, at 40 ° C., if hydrogen fluoride (HF) is 15 mol% or less, or 96 mol% or more, it becomes uniform.
In the range of 5 to 96 mol%, liquid-liquid phase separation occurs, and a HF rich layer (HF 96 mol%, 141b 4 mol%) and a 141b rich layer (HF 15%, 141b 85 mol%) are separated. The vinylidene chloride contained in 141b is distributed to each layer according to the amount of 141b contained in each layer.
【００１０】したがって、本発明の反応は１４１ｂとフ
ッ化水素とのモル比、温度によって均一な溶液で行われ
る場合もあるし、相分離状態で行われる場合もある。後
者の場合１４１ｂに富む層中ではフッ化水素量が十分で
ないので反応が起こり難く、反応は専らフッ化水素に富
む層で行われる。反応が進みフッ化水素に富む層中に存
在する塩化ビニリデンが消費されると、１４１ｂに富む
層中に存在していた塩化ビニリデンがフッ化水素に富む
層に移行し反応は継続される。塩化ビニリデンの相間移
動を円滑にするため相分離下で行う場合反応混合物は十
分撹拌することが望ましい。Therefore, the reaction of the present invention may be carried out in a uniform solution or in a phase-separated state depending on the molar ratio of 141b and hydrogen fluoride and the temperature. In the latter case, since the amount of hydrogen fluoride is not sufficient in the layer rich in 141b, the reaction is unlikely to occur, and the reaction is performed exclusively in the layer rich in hydrogen fluoride. When the reaction proceeds and the vinylidene chloride present in the layer rich in hydrogen fluoride is consumed, the vinylidene chloride present in the layer rich in 141b is transferred to the layer rich in hydrogen fluoride and the reaction is continued. In order to facilitate the phase transfer of vinylidene chloride, it is desirable to sufficiently stir the reaction mixture when the reaction is carried out under phase separation.
【００１１】本発明の反応は５０℃以下、好ましくは０
〜５０℃以下の温度で行う。本発明者等は驚くべきこと
に反応温度が低ければ低いほど１４１ｂ中の塩化ビニリ
デン含量を小さくすることが可能であることを見出し
た。例えば、１モル％の塩化ビニリデンを含む１４１ｂ
の場合、塩化ビニリデン含量を８０℃で約１０００pp
m、６０℃では約６００ppm以下にすることはできないの
に対し、４０℃では１００〜２００ppm、２０℃では５
０〜６０ppmにすることができる。０℃以下にすると更
に塩化ビニリデン含量を低くすることは可能であるが、
反応速度は温度が低くなると小さくなるのであまり低温
にすると反応時間が長くかかることになる。また、５０
℃以上の温度領域では１４１ｂから１４２ｂへの副生が
無視できなくなり、１４１ｂを目的生成物とする場合に
は好ましくない。The reaction of the present invention is 50 ° C. or lower, preferably 0.
It is carried out at a temperature of -50 ° C or lower. The present inventors have surprisingly found that the lower the reaction temperature, the lower the vinylidene chloride content in 141b can be. 141b containing 1 mol% vinylidene chloride
In the case of, the vinylidene chloride content is about 1000 pp at 80 ° C.
m and 60 ℃ can not be less than 600ppm, while 40 ℃ 100 ~ 200ppm, 20 ℃ 5
It can be 0 to 60 ppm. Although it is possible to further reduce the vinylidene chloride content at 0 ° C or lower,
The reaction rate decreases as the temperature decreases, so if the temperature is too low, the reaction time will be long. Also, 50
In the temperature range of ℃ or more, the by-product from 141b to 142b cannot be ignored, and it is not preferable when 141b is the target product.
【００１２】反応は液相で行い圧力は１〜２０kg／cm2
とする。反応時間は、反応温度や１４１ｂとフッ化水素
とのモル比によっても異なるが通常５〜１２０分の範囲
である。なお１４１ｂが他の物質、例えば１−クロロ−
１,１−ジフルオロエタン、１,１,１−トリクロロエタ
ン等を含む場合にも本発明の方法を用いることができ
る。The reaction is carried out in the liquid phase and the pressure is 1 to 20 kg / cm 2
And The reaction time varies depending on the reaction temperature and the molar ratio of 141b to hydrogen fluoride, but is usually in the range of 5 to 120 minutes. Note that 141b is another substance such as 1-chloro-
The method of the present invention can also be used when 1,1-difluoroethane, 1,1,1-trichloroethane and the like are contained.
【００１３】反応終了後、１４１ｂとフッ化水素は、相
分離および蒸留によって分離できる。相分離は０℃以下
の温度で行うのが望ましい。１４１ｂ／フッ化水素の系
は前表から明らかなように、例えば０℃では、９７.５
モル％の１４１ｂと２.５モル％のフッ化水素よりなる
１４１ｂに富む層と、２.５モル％の１４１ｂと９７.５
モル％のフッ化水素よりなるＨＦに富む層に分離する。
１４１ｂに富む層を蒸留すればその層に含まれていた少
量のフッ化水素は１４１ｂとの共沸混合物として留去さ
れ、１４１ｂが残存するので蒸留を継続し純品として得
られる。After completion of the reaction, 141b and hydrogen fluoride can be separated by phase separation and distillation. It is desirable to carry out the phase separation at a temperature of 0 ° C. or lower. As is clear from the previous table, the system of 141b / hydrogen fluoride is, for example, 97.5 at 0 ° C.
141b rich layer consisting of mol% 141b and 2.5 mol% hydrogen fluoride and 2.5 mol% 141b and 97.5.
Separate into an HF-rich layer consisting of mol% hydrogen fluoride.
When the layer rich in 141b is distilled, a small amount of hydrogen fluoride contained in the layer is distilled off as an azeotropic mixture with 141b, and 141b remains, so that the distillation is continued to obtain a pure product.
【００１４】本発明の方法は単離された１４１ｂ中に塩
化ビニリデンを含む場合に適用できることは勿論である
が、１４１ｂの生産工程においても適用でき特に有効で
ある。上述したように１４１ｂは１,１,１−トリクロロ
エタンにフッ化水素を反応させて製造する。例えば、蒸
留塔を備えた槽型反応器中で過剰のフッ化水素と反応さ
せ、比較的低沸点物を本発明の１４１ｂ／ＨＦモル比の
範囲で抜き出す。この低沸点物は１４１ｂ、フッ化水素
の外に少量の１−クロロ−１,１−ジフルオロエタン、
１,１,１−トリクロロエタンおよび塩化ビニリデンを含
んでいる。この混合物を本発明の温度条件下に所定時間
保持することにより混合物中の塩化ビニリデンはフッ化
水素と反応して１４１ｂとなるのである。The method of the present invention can be applied not only when the isolated 141b contains vinylidene chloride, but is also particularly effective because it can be applied in the production step of 141b. As described above, 141b is produced by reacting 1,1,1-trichloroethane with hydrogen fluoride. For example, it is reacted with an excess of hydrogen fluoride in a tank reactor equipped with a distillation column, and relatively low-boiling substances are extracted in the range of 141b / HF molar ratio of the present invention. This low boiling point substance is 141b, a small amount of 1-chloro-1,1-difluoroethane in addition to hydrogen fluoride,
It contains 1,1,1-trichloroethane and vinylidene chloride. By keeping this mixture under the temperature condition of the present invention for a predetermined time, vinylidene chloride in the mixture reacts with hydrogen fluoride to become 141b.
【００１５】[0015]
【作用】塩化ビニリデンとフッ化水素が反応して１４１
ｂを生成する反応は、下記の反応式：[Function] 141, reacting with vinylidene chloride and hydrogen fluoride
The reaction for producing b is represented by the following reaction formula:
【化１】 に示すように平衡反応であり、低温で１４１ｂ生成方向
に傾く。従って、１４１ｂ中に少量の塩化ビニリデンが
含まれる場合、１４１ｂ １モルに対し少なくとも１モ
ルのフッ化水素の存在下、０〜５０℃で反応させると、
反応は１４１ｂ生成方向に片寄り、塩化ビニリデンを有
効に除去できる。[Chemical 1] It is an equilibrium reaction, as shown in FIG. Therefore, when a small amount of vinylidene chloride is contained in 141b, when the reaction is performed at 0 to 50 ° C. in the presence of at least 1 mol of hydrogen fluoride with respect to 1 mol of 141b,
The reaction is biased toward the production direction of 141b, and vinylidene chloride can be effectively removed.
【００１６】[0016]
【実施例】以下に本発明を実施例によって具体的に説明
する。本発明が実施例によって限定されるものでないこ
とは勿論である。EXAMPLES The present invention will be specifically described below with reference to examples. Of course, the present invention is not limited to the examples.
【００１７】実施例１ ２００mlのＳＵＳ３０４オートクレーブ中、塩化ビニリ
デン１５００ppmを含有する１４１ｂ ２０grをフッ化水
素 １００grに溶解させた。５０℃で１５分保持後、氷
水に加えて１４１ｂを分液した。１４１ｂ中の塩化ビニ
リデンの濃度を分析の結果、２７０ppmであった。Example 1 20 gr of 141b containing 1500 ppm of vinylidene chloride was dissolved in 100 gr of hydrogen fluoride in a 200 ml SUS304 autoclave. After holding at 50 ° C. for 15 minutes, ice-water was added to separate 141b. As a result of analysis of the concentration of vinylidene chloride in 141b, it was 270 ppm.
【００１８】実施例２ ２００mlのＳＵＳ３０４オートクレーブ中、塩化ビニリ
デン１５００ppmを含有する１４１ｂ ２０gをフッ化水
素 １００grに溶解させた。２０℃で６０分保持後、氷
水に加えて１４１ｂに分液した。１４１ｂ中の塩化ビニ
リデンの濃度を分析の結果、６０ppmであった。Example 2 20 g of 141b containing 1500 ppm of vinylidene chloride were dissolved in 100 gr of hydrogen fluoride in a 200 ml SUS304 autoclave. After holding at 20 ° C. for 60 minutes, ice water was added and the solution was separated into 141b. As a result of analysis of the concentration of vinylidene chloride in 141b, it was 60 ppm.
【００１９】実施例３ ３lのＳＵＳ３０４オートクレーブに塩化ビニリデン１
５００ppmを含有する(１４１ｂの量に対して)１４１ｂ
１１mol、１４２ｂ ５mol、フッ化水素 ５８molを加え
た。４０℃で２０分保持後０℃に冷却し、分液した１４
１ｂ多含有相を抜き出した。この液相は、１４１ｂ １
０mol、１４２ｂ ４mol、フッ化水素 １.５molおよび１
４１ｂの量に対して１６０ppmの塩化ビニリデンを含有
していた。Example 3 Vinylidene chloride 1 was added to a 3 l SUS304 autoclave.
141b containing 500ppm (relative to the amount of 141b)
11 mol, 5 mol of 142b and 58 mol of hydrogen fluoride were added. After holding at 40 ° C for 20 minutes, it was cooled to 0 ° C and separated.
The 1b rich content phase was extracted. This liquid phase is 141b 1
0mol, 142b 4mol, hydrogen fluoride 1.5mol and 1
It contained 160 ppm of vinylidene chloride based on the amount of 41b.
【００２０】比較例１ ２００mlのＳＵＳ３０４オートクレーブ中、塩化ビニリ
デン１５００ppmを含有する１４１ｂ ２０grをフッ化水
素 １００grに溶解させた。８０℃で３０分保持後、氷
水に加えて１４１ｂを分液した。１４１ｂ中の塩化ビニ
リデンの濃度を分析の結果、１０００ppmであった。Comparative Example 1 20 gr of 141b containing 1500 ppm of vinylidene chloride was dissolved in 100 gr of hydrogen fluoride in a 200 ml SUS304 autoclave. After the mixture was kept at 80 ° C. for 30 minutes, it was added to ice water to separate 141b. As a result of analysis of the concentration of vinylidene chloride in 141b, it was 1000 ppm.
【００２１】[0021]
【効果】本発明によれば１４１ｂ中に含まれる塩化ビニ
リデンを有効に低減させることができる。本発明の方法
は１,１,１−トリクロロエタンに過剰のフッ化水素と反
応させて１４１ｂを製造する工程において使用すると特
に有効である。According to the present invention, vinylidene chloride contained in 141b can be effectively reduced. The method of the present invention is particularly effective when used in the step of reacting 1,1,1-trichloroethane with excess hydrogen fluoride to produce 141b.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 本多 宏之 大阪府摂津市西一津屋１番１号 ダイキン 工業株式会社淀川製作所内 (72)発明者 小松 聡 大阪府摂津市西一津屋１番１号 ダイキン 工業株式会社淀川製作所内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Hiroyuki Honda, 1-1 Nishiichitsuya, Settsu-shi, Osaka Daikin Industrial Co., Ltd. Yodogawa Works (72) Satoshi Komatsu 1-1, Nishiichitsuya, Settsu-shi, Osaka Daikin Yodogawa Manufacturing Co., Ltd.
Claims (4)
中に含まれる塩化ビニリデンを、１,１−ジクロロ−１
−フルオロエタン１モルに対し少なくとも１モルのフッ
化水素と、液相で０〜５０℃の温度で反応させて１,１
−ジクロロ−１−フルオロエタンとすることを含んでな
る塩化ビニリデンの除去方法。1. Vinylidene chloride contained in 1,1-dichloro-1-fluoroethane is converted into 1,1-dichloro-1.
-Reacting with at least 1 mol of hydrogen fluoride per mol of fluoroethane in a liquid phase at a temperature of 0 to 50 ° C to give 1,1
A method for removing vinylidene chloride, which comprises using dichloro-1-fluoroethane.
が１モル％以下の塩化ビニリデンを含む場合の請求項１
に記載の方法。2. The method according to claim 1, wherein the 1,1-dichloro-1-fluoroethane contains 1 mol% or less of vinylidene chloride.
The method described in.
とフッ化水素のモル比が１:１〜１:４０の範囲である請
求項１に記載の方法。3. The method according to claim 1, wherein the molar ratio of 1,1-dichloro-1-fluoroethane and hydrogen fluoride is in the range of 1: 1 to 1:40.
に記載の方法。4. The reaction time is 5 to 120 minutes.
The method described in.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30682792A JPH06157367A (en) | 1992-11-17 | 1992-11-17 | Method for removing vinylidene chloride contained in 1,1-dichloro-1-fluoroethane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30682792A JPH06157367A (en) | 1992-11-17 | 1992-11-17 | Method for removing vinylidene chloride contained in 1,1-dichloro-1-fluoroethane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06157367A true JPH06157367A (en) | 1994-06-03 |
Family
ID=17961740
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP30682792A Pending JPH06157367A (en) | 1992-11-17 | 1992-11-17 | Method for removing vinylidene chloride contained in 1,1-dichloro-1-fluoroethane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH06157367A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102614678A (en) * | 2012-03-09 | 2012-08-01 | 常熟三爱富氟化工有限责任公司 | Device and process for separating and reclaiming difluoro-monochloroethane during production of monofluoro-dichloroethane |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0320231A (en) * | 1989-05-25 | 1991-01-29 | E I Du Pont De Nemours & Co | Production of 1,1-dichloro-1-fluoroethane |
-
1992
- 1992-11-17 JP JP30682792A patent/JPH06157367A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0320231A (en) * | 1989-05-25 | 1991-01-29 | E I Du Pont De Nemours & Co | Production of 1,1-dichloro-1-fluoroethane |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102614678A (en) * | 2012-03-09 | 2012-08-01 | 常熟三爱富氟化工有限责任公司 | Device and process for separating and reclaiming difluoro-monochloroethane during production of monofluoro-dichloroethane |
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