JP2000086545A - Production of 1,1,1,3,3-pentachloropropane - Google Patents
Production of 1,1,1,3,3-pentachloropropaneInfo
- Publication number
- JP2000086545A JP2000086545A JP10265259A JP26525998A JP2000086545A JP 2000086545 A JP2000086545 A JP 2000086545A JP 10265259 A JP10265259 A JP 10265259A JP 26525998 A JP26525998 A JP 26525998A JP 2000086545 A JP2000086545 A JP 2000086545A
- Authority
- JP
- Japan
- Prior art keywords
- iron
- vinyl chloride
- containing compound
- mol
- reaction
- 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
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/745—Iron
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、１，１，１，３，
３−ペンタフルオロプロパン製造用の原料となり得る
１，１，１，３，３−ペンタクロロプロパンの製造方法
に関する。The present invention relates to 1,1,1,3,
The present invention relates to a method for producing 1,1,1,3,3-pentachloropropane which can be used as a raw material for producing 3-pentafluoropropane.
【０００２】[0002]
【従来の技術】オゾン層を破壊すると考えられているク
ロロフルオロカーボン（ＣＦＣ）の使用が禁止・廃絶さ
れようとしており、ＣＦＣの代替物質としてハイドロク
ロロフルオロカーボン（ＨＣＦＣ）、ハイドロフルオロ
カーボン（ＨＦＣ）などが開発され、使用されつつあ
る。2. Description of the Related Art The use of chlorofluorocarbon (CFC), which is thought to destroy the ozone layer, is about to be banned or abolished. Is being used.
【０００３】１，１，１，３，３−ペンタクロロプロパ
ンは、ポリオレフィンフォーム、ポリスチレンフォー
ム、ポリウレタンフォーム、ポリイソシアヌレートフォ
ームなどを製造するための発泡剤またはターボ冷凍機用
冷媒として期待される１，１，１，３，３−ペンタフル
オロプロパンの原料となり得る化合物である。[0003] 1,1,1,3,3-pentachloropropane is expected to be used as a foaming agent for producing polyolefin foams, polystyrene foams, polyurethane foams, polyisocyanurate foams and the like, or as a refrigerant for centrifugal chillers. It is a compound that can be a raw material for 1,1,3,3-pentafluoropropane.
【０００４】四塩化炭素と塩化ビニルの付加反応に関し
ては、（１）塩化銅とアミンを触媒として用いる方法
（Ｒｅａｃｔ．Ｋｉｎｅｔ．Ｃａｔａｌ．Ｌｅｔｔ．，
４４，４１５，１９９１）、（２）ルテニウム錯体触媒
を用いる方法（Ｊ．Ｍｏｌｅｃｕｌ．Ｃａｔ．，７７，
５１，１９９２）、（３）イソプロパノール溶媒中で塩
化鉄触媒の存在下反応させる方法（Ｊ．Ｏｒｇ．Ｃｈｅ
ｍ．ＵＳＳＲ，３，２１０１，１９６７）、（４）非プ
ロトン性の有機溶媒中で鉄触媒の存在下反応させる方法
（特開平８−２３９３３３）などが知られている。As for the addition reaction between carbon tetrachloride and vinyl chloride, (1) a method using copper chloride and an amine as a catalyst (React. Kinet. Catal. Lett.,
44, 415, 1991), (2) A method using a ruthenium complex catalyst (J. Molecular. Cat., 77,
51, 1992), and (3) a method of reacting in an isopropanol solvent in the presence of an iron chloride catalyst (J. Org. Che).
m. USSR, 3,2101, 1967), and (4) a method in which a reaction is carried out in the presence of an iron catalyst in an aprotic organic solvent (Japanese Patent Application Laid-Open No. 8-239333).
【０００５】[0005]
【発明が解決しようとする課題】前記（１）〜（３）の
方法は、１モルの四塩化炭素に２モル以上の塩化ビニル
が付加した生成物の生成量が２０モル％以上と多く、こ
の高沸生成物が蒸留精製の際に分解などによりタール状
物質を生成し、蒸留精製が困難となる。前記（４）の方
法は、モノ付加体の選択率は上がるが、ニトリル類、ア
ミド類のような非プロトン性の極性有機溶媒を用いるた
めに反応系の腐食性が高くなり、反応器に用いられる材
質は、ガラスもしくは樹脂からなる材料またはガラスも
しくは樹脂でライニングされた材料を採用する必要があ
り、工業的な製造を行ううえで、種々の制約を受ける。In the above methods (1) to (3), the amount of a product obtained by adding 2 mol or more of vinyl chloride to 1 mol of carbon tetrachloride is as large as 20 mol% or more, This high-boiling product produces a tar-like substance due to decomposition or the like during distillation purification, which makes distillation purification difficult. In the method (4), the selectivity of the monoadduct is increased, but the corrosiveness of the reaction system is increased due to the use of aprotic polar organic solvents such as nitriles and amides. It is necessary to adopt a material made of glass or resin, or a material lined with glass or resin, which is subject to various restrictions in industrial production.
【０００６】[0006]
【課題を解決するための手段】本発明は、上記課題を解
決し、良好な収率でかつ高い選択率で目的とする１，
１，１，３，３−ペンタクロロプロパンを得ようとする
ものであり、すなわち、ホスホリル基含有化合物および
鉄触媒の存在下、四塩化炭素と塩化ビニルを反応させ
１，１，１，３，３−ペンタクロロプロパンを得ること
を特徴とする１，１，１，３，３−ペンタクロロプロパ
ンの製造方法である。DISCLOSURE OF THE INVENTION The present invention solves the above-mentioned problems, and aims to obtain the desired 1,1 with a good yield and a high selectivity.
It is intended to obtain 1,1,3,3-pentachloropropane, that is, by reacting carbon tetrachloride with vinyl chloride in the presence of a phosphoryl group-containing compound and an iron catalyst. -A method for producing 1,1,1,3,3-pentachloropropane, characterized by obtaining pentachloropropane.
【０００７】本発明において触媒として使用する鉄は、
炭素鋼、軟鋼、鋳鉄および錬鉄よりなる群から選ばれる
１種以上が好ましい。金属鉄、純鉄、軟鉄、炭素などが
含まれる鉄鋼、または成分として鉄を含む合金、例えば
各種のステンレス鋼、フェロシリコンなどであってもよ
い。The iron used as a catalyst in the present invention is
One or more types selected from the group consisting of carbon steel, mild steel, cast iron and wrought iron are preferred. Iron or steel containing metallic iron, pure iron, soft iron, carbon, or the like, or an alloy containing iron as a component, such as various stainless steels or ferrosilicon, may be used.
【０００８】鉄触媒の形態としては粉、粒、塊、線、
棒、球、板またはこれらを任意の形状に加工した金属
片、例えば、ラシヒリング、ヘリックスなどの蒸留充填
物、スチールウール、金網、コイル、その他不定形の金
属片など、いずれの形態でも使用できるが、液相媒体と
の高い接触面積が得られる形態がより好ましい。[0008] The form of iron catalyst is powder, granule, lump, wire,
A rod, a sphere, a plate or a metal piece obtained by processing these into an arbitrary shape, for example, a Raschig ring, a distillation filler such as a helix, a steel wool, a wire mesh, a coil, and other irregular shaped metal pieces can be used. The form in which a high contact area with the liquid phase medium can be obtained is more preferable.
【０００９】本発明の方法においては、鉄触媒とともに
助触媒作用を有するホスホリル基含有化合物を使用す
る。ホスホリル基含有化合物とは、下記式（１）または
式（２）で表される基を有する化合物である。In the method of the present invention, a phosphoryl group-containing compound having a cocatalytic action is used together with an iron catalyst. The phosphoryl group-containing compound is a compound having a group represented by the following formula (1) or (2).
【００１０】[0010]
【化１】 Embedded image
【００１１】ホスホリル基含有化合物としては、ホスフ
ェートエステル類、ホスホリルアミド類、アルキルホス
ホン酸類、ホスホリルハライド類などが挙げられ、ホス
フェートエステル類およびホスホリルアミド類が好まし
い。Examples of the phosphoryl group-containing compound include phosphate esters, phosphorylamides, alkylphosphonic acids, phosphoryl halides, and the like, with preference given to phosphate esters and phosphorylamides.
【００１２】ホスフェートエステル類としては、トリメ
チルホスフェート、トリエチルホスフェート、トリプロ
ピルホスフェート、トリブチルホスフェート、ジエチル
ハイドロジェンホスフェート、ジブチルハイドロジェン
ホスフェート、フェニルジハイドロジェンホスフェー
ト、ブチルジハイドロジェンホスフェート、ジメチルフ
ェニルホスフェート、ジエチルフェニルホスフェート、
ジメチルエチルホスフェート、フェニルエチルメチルホ
スフェートなどが挙げられ、トリメチルホスフェート、
トリエチルホスフェート、トリプロピルホスフェートな
どのトリアルキルホスフェート類が好ましい。The phosphate esters include trimethyl phosphate, triethyl phosphate, tripropyl phosphate, tributyl phosphate, diethyl hydrogen phosphate, dibutyl hydrogen phosphate, phenyl dihydrogen phosphate, butyl dihydrogen phosphate, dimethyl phenyl phosphate, diethyl phenyl Phosphate,
Dimethyl ethyl phosphate, phenyl ethyl methyl phosphate and the like, trimethyl phosphate,
Trialkyl phosphates such as triethyl phosphate and tripropyl phosphate are preferred.
【００１３】ホスホリルアミド類としては、ヘキサメチ
ルホスホリルアミド［（（ＣＨ3 ）2 Ｎ）3 Ｐ＝Ｏ］な
どが、アルキルホスホン酸類としてはブチルホスホン酸
［ｎ−Ｃ4 Ｈ9 −Ｐ（Ｏ）（ＯＨ）2 ］などが、ホスホ
リルハライド類としてはホスホリルトリクロリド［ＰＯ
Ｃｌ3 ］などが挙げられる。Phosphorylamides include hexamethylphosphorylamide [((CH 3 ) 2 N) 3 P ＝ O] and the like, and alkylphosphonic acids include butylphosphonic acid [nC 4 H 9 -P (O)]. (OH) 2 ] and phosphoryl halides such as phosphoryl trichloride [PO
Cl 3 ].
【００１４】ホスホリル基含有化合物は、鉄触媒の酸化
および可溶化を促進させて液相中に第１鉄イオンを生成
させる働きをする。この第１鉄イオンが四塩化炭素と塩
化ビニルのレドックス付加反応の開始過程に有効に利用
されるものと考えられる。The phosphoryl group-containing compound functions to promote the oxidation and solubilization of the iron catalyst to generate ferrous ions in the liquid phase. It is considered that this ferrous ion is effectively used in the initiation process of the redox addition reaction between carbon tetrachloride and vinyl chloride.
【００１５】本発明に使用される鉄触媒の量は、反応収
率を低下させない観点から四塩化炭素１モルに対して
０．００１モル以上が好ましく、０．００１〜１モルが
より好ましく、０．００５〜０．５モルがさらに好まし
い。ホスホリル基含有化合物の量は、反応速度を低下さ
せない観点から四塩化炭素１モルに対し、０．００１〜
１モルが好ましく、０．０５〜０．５モルがより好まし
く、０．０１〜０．１モルがさらに好ましい。The amount of the iron catalyst used in the present invention is preferably 0.001 mol or more, more preferably 0.001 to 1 mol, per mol of carbon tetrachloride, from the viewpoint of not reducing the reaction yield. 0.005 to 0.5 mol is more preferred. The amount of the phosphoryl group-containing compound is 0.001 to 1 mol of carbon tetrachloride from the viewpoint of not reducing the reaction rate.
1 mol is preferable, 0.05 to 0.5 mol is more preferable, and 0.01 to 0.1 mol is further preferable.
【００１６】また、本発明においては、反応性、選択性
の向上のために適宜反応系に不活性溶媒を加えることも
できる。この不活性溶媒は、反応系において出発原料お
よび目的物に対して不活性でありラジカル捕捉剤として
働かない物質であれば特に限定されない。一般的に、こ
の不活性溶媒を加えると塩化ビニルの高次重合物の生成
を低減させる効果がある。その添加割合は限定されず適
宜選択できる。In the present invention, an inert solvent can be appropriately added to the reaction system in order to improve reactivity and selectivity. The inert solvent is not particularly limited as long as it is a substance that is inert to the starting materials and the target substance in the reaction system and does not act as a radical scavenger. In general, the addition of this inert solvent has the effect of reducing the formation of higher order vinyl chloride polymers. The addition ratio is not limited and can be appropriately selected.
【００１７】塩化ビニルの量は、四塩化炭素に対して等
モル量または等モル量未満とすることが好ましい。塩化
ビニル量を等モル量超とすると塩化ビニルの高次重合物
の生成量が増加し、また未反応のまま反応器を通り抜け
る塩化ビニルが増えることとなり好ましくない。また、
等モル量未満の場合、四塩化炭素は一部が未反応のまま
反応器に残留することになるが、これは反応液から蒸留
などの公知の方法で回収しリサイクルできるので特に問
題はない。The amount of vinyl chloride is preferably equimolar or less than equimolar to carbon tetrachloride. If the amount of vinyl chloride exceeds the equimolar amount, the amount of higher-order vinyl chloride polymer produced increases, and unreacted vinyl chloride which passes through the reactor increases, which is not preferable. Also,
If the amount is less than the equimolar amount, carbon tetrachloride partially remains unreacted in the reactor, but this is not particularly problematic since it can be recovered and recycled from the reaction solution by a known method such as distillation.
【００１８】本発明においては、塩化ビニルは希釈ガス
で希釈して使用できる。希釈ガスとしては、反応系にお
いて出発原料および目的物に対して不活性でありラジカ
ル捕捉剤として働かない物質であれば限定されないが、
例えば、窒素ガス、水素ガス、アルゴンガス、ヘリウム
ガスなどを使用できる。装置効率が低下せず、塩化ビニ
ルの高次重合物の生成量を抑制させる観点から塩化ビニ
ル／希釈ガスの容量比は０．１〜１０程度とするのが好
ましい。In the present invention, vinyl chloride can be used after being diluted with a diluent gas. The diluent gas is not limited as long as it is a substance that is inert to the starting materials and the target substance in the reaction system and does not act as a radical scavenger.
For example, nitrogen gas, hydrogen gas, argon gas, helium gas, or the like can be used. The volume ratio of vinyl chloride / diluent gas is preferably set to about 0.1 to 10 from the viewpoint of suppressing the production efficiency of the vinyl chloride higher-order polymer without reducing the apparatus efficiency.
【００１９】反応温度は、ホスホリル基含有化合物およ
び鉄触媒の存在量に依存し、また塩化ビニルの転化率、
１，１，１，３，３−ペンタクロロプロパン選択率、ホ
スホリル基含有化合物および鉄触媒の寿命に影響を与え
る。反応温度は、転化率を低下させない観点およびホス
ホリル基含有化合物や目的物を分解させない観点から８
０〜１５０℃が好ましく、１００〜１２０℃がより好ま
しい。The reaction temperature depends on the abundance of the phosphoryl group-containing compound and the iron catalyst.
It affects the 1,1,1,3,3-pentachloropropane selectivity, the phosphoryl group-containing compound and the life of the iron catalyst. The reaction temperature is set at 8 from the viewpoint of not lowering the conversion and not decomposing the phosphoryl group-containing compound or the target product.
0-150 degreeC is preferable and 100-120 degreeC is more preferable.
【００２０】反応圧力は、１〜２０ｋｇ／ｃｍ2 Ｇが好
ましく、３〜１０ｋｇ／ｃｍ2 Ｇがより好ましい。反応
圧力が低すぎる場合は、塩化ビニルの分圧が低く、反応
速度が遅くなり、反応圧力が高すぎる場合は、多量体
（四塩化炭素に２分子以上の塩化ビニルが付加したも
の）の生成量が増加し、目的物の選択率が低下する。The reaction pressure is preferably 1~20kg / cm 2 G, 3~10kg / cm 2 G are preferred. If the reaction pressure is too low, the partial pressure of vinyl chloride will be low, and the reaction rate will be low. If the reaction pressure is too high, a polymer (two or more molecules of vinyl chloride added to carbon tetrachloride) will be formed. The amount increases and the selectivity of the target decreases.
【００２１】本発明の反応形態としては、バッチ式、半
流通式、流通式のいずれの反応形態でもよいが、例え
ば、四塩化炭素とホスホリル基含有化合物からなる混合
反応液に鉄触媒を存在させ、その中に塩化ビニルをガス
状または液体状で連続的または断続的に導入し、反応さ
せることが好ましい。The reaction mode of the present invention may be any of a batch mode, a semi-flow mode, and a flow mode. For example, an iron catalyst is added to a mixed reaction solution comprising carbon tetrachloride and a phosphoryl group-containing compound. It is preferable to introduce and react vinyl chloride continuously or intermittently in a gaseous or liquid state therein.
【００２２】鉄触媒は比較的小さい形状の場合には反応
液とともに撹拌により系内を浮遊または流動するように
してもよいが、鉄触媒は固定して反応液を流動させるよ
うにすることが好ましい。いずれの反応形態をとる場合
においても、本発明は気体と液体の接触が重要な過程と
なるので反応系にそれらの接触を多くさせるための公知
の機器または装置を備えることは好ましい。このような
装置としては、例えば撹拌機、スパージャーなどが挙げ
られる。When the iron catalyst has a relatively small shape, it may be allowed to float or flow in the system by stirring together with the reaction liquid, but it is preferable to fix the iron catalyst and flow the reaction liquid. . Regardless of the type of reaction, the present invention preferably includes a known device or apparatus for increasing the contact between the gas and the liquid in the reaction system since the contact between the gas and the liquid is an important process. Examples of such an apparatus include a stirrer and a sparger.
【００２３】本発明の方法で製造される１，１，１，
３，３−ペンタクロロプロパンは、反応器から取り出し
た後、鉄触媒、ホスホリル基含有化合物などを除去する
操作、溶媒および未反応原料を除く操作を経て、さらに
精留することで高純度の１，１，１，３，３−ペンタク
ロロプロパンが得られる。1,1,1, produced by the method of the present invention
The 3,3-pentachloropropane is taken out of the reactor, then subjected to an operation of removing an iron catalyst, a phosphoryl group-containing compound and the like, an operation of removing a solvent and unreacted raw materials, and further rectified to obtain a high-purity 1,3. 1,1,3,3-pentachloropropane is obtained.
【００２４】[0024]
【実施例】「例１」撹拌機を備えた１０００ｍｌのハス
テロイＣ（商品名）製オートクレーブに、四塩化炭素５
００ｇ（３．０モル）、ホスホリル基含有化合物として
トリエチルホスフェート（表１ではＡと表示）２０ｇ
（０．１１モル）を仕込んだ後に、ポリテトラフルオロ
エチレン製の棒（直径０．６４ｃｍ）のまわりに鉄線
（直径０．０２ｃｍ、長さ１ｍ）を巻いた金属触媒を反
応器内の液相部に設置し、反応器内の空気を窒素ガスで
置換した後に撹拌（３００ｒｐｍ）を行いながら１１０
℃に加熱し６０分間保持した。EXAMPLE 1 A 1000 ml Hastelloy C (trade name) autoclave equipped with a stirrer was charged with carbon tetrachloride 5
00 g (3.0 mol), 20 g of triethyl phosphate (indicated as A in Table 1) as a phosphoryl group-containing compound
(0.11 mol), and a metal catalyst in which an iron wire (diameter 0.02 cm, length 1 m) was wound around a polytetrafluoroethylene rod (diameter 0.64 cm) in a liquid phase in the reactor. After replacing the air in the reactor with nitrogen gas, stirring (300 rpm)
C. and maintained for 60 minutes.
【００２５】このときの圧力は２．５ｋｇ／ｃｍ2 Ｇに
なった。３０分後、塩化ビニルを圧入して圧力を６ｋｇ
／ｃｍ2 Ｇとし、反応の進行にともない圧力が低下しな
いように塩化ビニルを徐々に圧入した。反応終了までに
反応器に導入した塩化ビニルは合計１８１ｇ（２．９モ
ル）であった。塩化ビニルを圧入し始めた後８時間で加
熱を止め反応を終了した。The pressure at this time was 2.5 kg / cm 2 G. 30 minutes later, press in vinyl chloride and increase the pressure to 6 kg.
/ Cm 2 G, and vinyl chloride was gradually injected so that the pressure did not decrease as the reaction progressed. The total amount of vinyl chloride introduced into the reactor by the end of the reaction was 181 g (2.9 mol). Eight hours after the start of the injection of vinyl chloride, the heating was stopped to terminate the reaction.
【００２６】反応終了後反応器を室温まで冷却し、オー
トクレーブを開放して内容物を取り出し、粗液７００ｇ
を得、これをガスクロマトグラフで分析した。四塩化炭
素の転化率、１，１，１，３，３−ペンタクロロプロパ
ン（表１ではＲ２４０ｆと表示）、１，１，１，３，
５，５−ヘキサクロロペンタン（表１では２量体Ｘと表
示）および１，１，３，３，５，５−ヘキサクロロペン
タン（表１では２量体Ｙと表示）の各選択率（消費四塩
化炭素基準）は表１に示すとおりであった。After the completion of the reaction, the reactor was cooled to room temperature, the autoclave was opened, and the contents were taken out.
Which was analyzed by gas chromatography. Conversion of carbon tetrachloride, 1,1,1,3,3-pentachloropropane (shown as R240f in Table 1), 1,1,1,3,
Each selectivity (consumption tetramer) of 5,5-hexachloropentane (designated as dimer X in Table 1) and 1,1,3,3,5,5-hexachloropentane (designated as dimer Y in Table 1) (Based on carbon chloride) was as shown in Table 1.
【００２７】「例２〜４」トリエチルホスフェートのか
わりにトリメチルホスフェート（表１ではＢと表示）、
トリプロピルホスフェート（表１ではＣと表示）、また
はヘキサメチルホスホリルアミド（表１ではＤと表示）
を用いる他は例１と同様にして、反応および分析を行っ
た。結果を表１に示す。"Examples 2 to 4" In place of triethyl phosphate, trimethyl phosphate (indicated as B in Table 1),
Tripropyl phosphate (indicated as C in Table 1) or hexamethylphosphorylamide (indicated as D in Table 1)
The reaction and analysis were carried out in the same manner as in Example 1 except for using. Table 1 shows the results.
【００２８】[0028]
【表１】 [Table 1]
【００２９】[0029]
【発明の効果】本発明は、１モルの四塩化炭素に２モル
以上の塩化ビニルが付加した生成物の生成量が少なく、
目的物が高収率で得られる。また、反応系の腐食性が高
くないので、工業的に有利な製造方法である。According to the present invention, the amount of the product obtained by adding 2 mol or more of vinyl chloride to 1 mol of carbon tetrachloride is small,
The desired product is obtained in high yield. Further, since the reaction system is not highly corrosive, it is an industrially advantageous production method.
───────────────────────────────────────────────────── フロントページの続き Ｆターム(参考） 4G069 AA02 AA06 BA21A BA21B BB02A BB02B BC66A BC66B BE29A BE29B CB25 CB68 EA15 EB14Y 4H006 AA02 AC30 BA19 BA33 BA53 EA02 4H039 CA52 CF10 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4G069 AA02 AA06 BA21A BA21B BB02A BB02B BC66A BC66B BE29A BE29B CB25 CB68 EA15 EB14Y 4H006 AA02 AC30 BA19 BA33 BA53 EA02 4H039 CA52 CF10
Claims (3)
在下、四塩化炭素と塩化ビニルを反応させ１，１，１，
３，３−ペンタクロロプロパンを得ることを特徴とする
１，１，１，３，３−ペンタクロロプロパンの製造方
法。Claims: 1. A reaction between carbon tetrachloride and vinyl chloride in the presence of a phosphoryl group-containing compound and an iron catalyst.
A method for producing 1,1,1,3,3-pentachloropropane, which comprises obtaining 3,3-pentachloropropane.
ステル類またはホスホリルアミド類である請求項１に記
載の製造方法。2. The method according to claim 1, wherein the phosphoryl group-containing compound is a phosphate ester or a phosphorylamide.
りなる群から選ばれる１種以上である請求項１または２
に記載の製造方法。3. The iron catalyst according to claim 1, wherein the iron catalyst is at least one selected from the group consisting of carbon steel, mild steel, cast iron and wrought iron.
The production method described in 1.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10265259A JP2000086545A (en) | 1998-09-18 | 1998-09-18 | Production of 1,1,1,3,3-pentachloropropane |
| PCT/JP1999/005079 WO2000017137A1 (en) | 1998-09-18 | 1999-09-17 | Process for producing 1,1,1,3,3-pentachloropropane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10265259A JP2000086545A (en) | 1998-09-18 | 1998-09-18 | Production of 1,1,1,3,3-pentachloropropane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2000086545A true JP2000086545A (en) | 2000-03-28 |
Family
ID=17414755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10265259A Pending JP2000086545A (en) | 1998-09-18 | 1998-09-18 | Production of 1,1,1,3,3-pentachloropropane |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2000086545A (en) |
| WO (1) | WO2000017137A1 (en) |
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|---|---|---|---|---|
| EP0131561B1 (en) * | 1983-07-06 | 1986-10-15 | Monsanto Company | Process for producing monoadducts of olefins and telogens reactive therewith |
| EP0729932A1 (en) * | 1995-03-03 | 1996-09-04 | Central Glass Company, Limited | Method of producing halopropane |
| US5902914A (en) * | 1995-08-14 | 1999-05-11 | Alliedsignal Inc. | Process for the preparation of halogenated alkanes |
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1998
- 1998-09-18 JP JP10265259A patent/JP2000086545A/en active Pending
-
1999
- 1999-09-17 WO PCT/JP1999/005079 patent/WO2000017137A1/en active Application Filing
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