JP2008280298A - Stabilization method of chlorinated aliphatic hydrocarbon - Google Patents
Stabilization method of chlorinated aliphatic hydrocarbon Download PDFInfo
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- JP2008280298A JP2008280298A JP2007126410A JP2007126410A JP2008280298A JP 2008280298 A JP2008280298 A JP 2008280298A JP 2007126410 A JP2007126410 A JP 2007126410A JP 2007126410 A JP2007126410 A JP 2007126410A JP 2008280298 A JP2008280298 A JP 2008280298A
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- chlorinated aliphatic
- aliphatic hydrocarbon
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Abstract
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本発明は、塩素化脂肪族炭化水素を安定化する方法に関する。塩素化脂肪族炭化水素は、溶剤や医農薬の原料等として有用である。 The present invention relates to a method for stabilizing chlorinated aliphatic hydrocarbons. Chlorinated aliphatic hydrocarbons are useful as raw materials for solvents and medical pesticides.
塩素化脂肪族炭化水素は、一般に、酸を発生して分解しやすいということが知られている。かかる分解を抑制し、塩素化脂肪族炭化水素を安定化する方法として、特開昭４９−６９６０３号公報（特許文献１）には、塩素化脂肪族炭化水素を、アルカリ金属化合物やアルカリ土類金属化合物と、加熱下に、接触させる方法が記載されている。 It is known that chlorinated aliphatic hydrocarbons generally generate acid and are easily decomposed. As a method for suppressing such decomposition and stabilizing chlorinated aliphatic hydrocarbons, JP-A-49-69603 (Patent Document 1) discloses chlorinated aliphatic hydrocarbons as alkali metal compounds and alkaline earths. A method of contacting a metal compound with heating is described.
しかしながら、上記の方法では、上記分解を抑制する上で、必ずしも十分なものとはいえなかった。 However, the above method is not necessarily sufficient to suppress the decomposition.
そこで、本発明の目的は、塩素化脂肪族炭化水素を効果的に安定化しうる方法を提供することにある。 Then, the objective of this invention is providing the method which can stabilize a chlorinated aliphatic hydrocarbon effectively.
本発明者は鋭意研究を行った結果、塩素化脂肪族炭化水素を、所定量の水の存在下に、アルカリ金属の硫酸塩及び／又はアルカリ土類金属の硫酸塩と接触させることにより、上記目的を達成できることを見出し、本発明を完成するに至った。 As a result of diligent research, the present inventor brought the chlorinated aliphatic hydrocarbon into contact with an alkali metal sulfate and / or an alkaline earth metal sulfate in the presence of a predetermined amount of water. The inventors have found that the object can be achieved and have completed the present invention.
すなわち、本発明は、塩素化脂肪族炭化水素を、塩素化脂肪族炭化水素に対して１〜５０００重量ｐｐｍの水の存在下に、アルカリ金属の硫酸塩及び／又はアルカリ土類金属の硫酸塩と接触させることを特徴とする塩素化脂肪族炭化水素の安定化方法を提供するものである。 That is, the present invention provides an alkali metal sulfate and / or alkaline earth metal sulfate in the presence of 1 to 5000 ppm by weight of water with respect to the chlorinated aliphatic hydrocarbon. It is intended to provide a method for stabilizing a chlorinated aliphatic hydrocarbon, characterized in that the method is brought into contact with a chlorinated aliphatic hydrocarbon.
本発明によれば、塩素化脂肪族炭化水素を効果的に安定化することができる。 According to the present invention, chlorinated aliphatic hydrocarbons can be effectively stabilized.
以下、本発明を詳細に説明する。本発明では、塩素化脂肪族炭化水素を、塩素化脂肪族炭化水素に対して１〜５０００重量ｐｐｍの水の存在下に、アルカリ金属の硫酸塩及び／又はアルカリ土類金属の硫酸塩と接触させる。このような接触処理を行うことにより、従来法のように、接触処理の際、特に加熱しなくても、効果的に塩素化脂肪族炭化水素を安定化することができる。 Hereinafter, the present invention will be described in detail. In the present invention, a chlorinated aliphatic hydrocarbon is contacted with an alkali metal sulfate and / or an alkaline earth metal sulfate in the presence of 1 to 5000 ppm by weight of water with respect to the chlorinated aliphatic hydrocarbon. Let By performing such contact treatment, chlorinated aliphatic hydrocarbons can be effectively stabilized without any particular heating during the contact treatment as in the conventional method.
本発明で安定化の対象とする塩素化脂肪族炭化水素は、通常、炭素数が１〜３程度の塩素化脂肪族炭化水素であり、その例としては、クロロメタン、クロロエタン、１−クロロプロパン、２−クロロプロパンの如きモノクロロアルカン、ジクロロメタン、１，２−ジクロロエタンの如きジクロロアルカン、クロロホルム、トリクロロエチレン、１，１，１−トリクロロエタンの如きトリクロロアルカン、テトラクロロエチレン、１，１，２，２−テトラクロロエタン、四塩化炭素の如きテトラクロロアルカン等が挙げられる。中でも、モノクロロアルカンが好ましく、２−クロロプロパンがより好ましい。 The chlorinated aliphatic hydrocarbon to be stabilized in the present invention is usually a chlorinated aliphatic hydrocarbon having about 1 to 3 carbon atoms, and examples thereof include chloromethane, chloroethane, 1-chloropropane, Monochloroalkanes such as 2-chloropropane, dichloromethane, dichloroalkanes such as 1,2-dichloroethane, chloroform, trichloroethylene, trichloroalkanes such as 1,1,1-trichloroethane, tetrachloroethylene, 1,1,2,2-tetrachloroethane, four Examples include tetrachloroalkanes such as carbon chloride. Of these, monochloroalkane is preferable, and 2-chloropropane is more preferable.
本発明で使用する水の量は、通常、塩素化脂肪族炭化水素に対して１〜５０００重量ｐｐｍである。また、かかる水として、一般的に使用されている上水や、塩素化脂肪族炭化水素の製造工程等に使用された後、排出された水等を用いることができる。また、かかる水の中に、塩化水素、硫酸、リン酸、酢酸のごとき酸や、水酸化ナトリウム、水酸化カリウムのごとき塩基、炭酸ナトリウム、炭酸水素ナトリウム、塩化カルシウムのごとき塩類等が含まれていてもよい。 The amount of water used in the present invention is usually 1 to 5000 ppm by weight with respect to the chlorinated aliphatic hydrocarbon. Moreover, the water discharged | emitted after being used for the manufacturing process of a chlorinated aliphatic hydrocarbon, etc. which are generally used as this water, or the like can be used. Such water contains acids such as hydrogen chloride, sulfuric acid, phosphoric acid and acetic acid, bases such as sodium hydroxide and potassium hydroxide, and salts such as sodium carbonate, sodium hydrogen carbonate and calcium chloride. May be.
本発明で使用するアルカリ金属の硫酸塩としては、硫酸ナトリウム、硫酸カリウム等が挙げられ、アルカリ土類金属の硫酸塩としては、硫酸マグネシウム、硫酸バリウム等が挙げられる。必要に応じてそれらの２種以上を用いることもできる。中でも、アルカリ土類金属の硫酸塩が好ましく、硫酸マグネシウムがより好ましい。 Examples of the alkali metal sulfate used in the present invention include sodium sulfate and potassium sulfate, and examples of the alkaline earth metal sulfate include magnesium sulfate and barium sulfate. Two or more of them can be used as necessary. Among these, an alkaline earth metal sulfate is preferable, and magnesium sulfate is more preferable.
アルカリ金属の硫酸塩及び／又はアルカリ土類金属の硫酸塩の使用量は、通常、塩素化脂肪族炭化水素に対して１０重量ｐｐｍ〜１０重量％である。 The amount of the alkali metal sulfate and / or alkaline earth metal sulfate used is usually 10 ppm by weight to 10% by weight with respect to the chlorinated aliphatic hydrocarbon.
塩素化脂肪族炭化水素を、所定量の水の存在下に、アルカリ金属の硫酸塩及び／又はアルカリ土類金属の硫酸塩と接触させる方法は、特に制限はなく、例えば、反応器内で塩素化脂肪族炭化水素、水及び上記硫酸塩を混合して撹拌する方法、上記硫酸塩を充填した容器内に、塩素化脂肪族炭化水素と水との混合液を導入して、上記硫酸塩と接触させ、得られた液を抜き出す方法等が採用される。 There is no particular limitation on the method for bringing the chlorinated aliphatic hydrocarbon into contact with the alkali metal sulfate and / or alkaline earth metal sulfate in the presence of a predetermined amount of water. A method of mixing and stirring the chlorinated aliphatic hydrocarbon, water and the sulfate, and introducing a mixture of the chlorinated aliphatic hydrocarbon and water into a vessel filled with the sulfate, The method of making it contact and extracting the obtained liquid is employ | adopted.
上記接触処理は、常圧、減圧又は加圧条件下で行うことができる。また、接触温度には、特に制限はないが、好ましくは４０℃未満である。本発明では、従来法のような加熱処理を特に必要とせず、４０℃未満でも十分な安定化効果を得ることができる。 The contact treatment can be performed under normal pressure, reduced pressure or pressurized conditions. Moreover, there is no restriction | limiting in particular in contact temperature, However, Preferably it is less than 40 degreeC. In the present invention, a heat treatment as in the conventional method is not particularly required, and a sufficient stabilizing effect can be obtained even at a temperature lower than 40 ° C.
上記接触処理後の上記硫酸塩の除去方法としては、例えば、接触処理後の混合物をろ過して上記硫酸塩を除去する方法や、接触処理後の混合物を蒸留して、塩素化脂肪族炭化水素を留去した後、蒸留残分中の上記硫酸塩を廃棄する方法等が挙げられる。 As the method for removing the sulfate after the contact treatment, for example, a method of removing the sulfate by filtering the mixture after the contact treatment, or distilling the mixture after the contact treatment to obtain a chlorinated aliphatic hydrocarbon. And the like, and a method of discarding the sulfate in the distillation residue.
本発明により安定化された塩素化脂肪族炭化水素は、そのまま又は蒸留等による精製後、各種用途に使用することができる。尚、本発明により安定化された塩素化脂肪族炭化水素に、必要に応じて、アミン類、アルコール類、ケトン類、エポキシド類等の安定化剤を添加してもよい。 The chlorinated aliphatic hydrocarbon stabilized by the present invention can be used for various applications as it is or after purification by distillation or the like. In addition, you may add stabilizers, such as amines, alcohols, ketones, epoxides, to the chlorinated aliphatic hydrocarbon stabilized by this invention as needed.
以下、本発明の実施例を示すが、本発明はこれによって限定されるものではない。 Examples of the present invention will be described below, but the present invention is not limited thereto.
実施例１
（安定化処理）
２−クロロプロパン５３ｇ及び水１．４ｍｇの混合物（２−クロロプロパンに対する水量は２６ｐｐｍ）に、硫酸マグネシウム２００ｍｇを混合して１５℃で３０分保持した。その後、ろ過して硫酸マグネシウムを除去し、得られた液を常圧下で蒸留した。
Example 1
(Stabilization process)
A mixture of 53 g of 2-chloropropane and 1.4 mg of water (the amount of water relative to 2-chloropropane was 26 ppm) was mixed with 200 mg of magnesium sulfate and held at 15 ° C. for 30 minutes. Then, it filtered and magnesium sulfate was removed and the obtained liquid was distilled under normal pressure.
（２−クロロプロパン中の酸含有量の測定）
上記蒸留により得られた２−クロロプロパンからなる留分と同量の水で抽出処理を行い、該処理後の水中の酸含有量を中和滴定により測定することで、上記２−クロロプロパン中の酸含有量を求めた。その結果、上記２−クロロプロパン中の酸含有量は１．７ｐｐｍであった。
(Measurement of acid content in 2-chloropropane)
Extraction with the same amount of water as the fraction consisting of 2-chloropropane obtained by the distillation, and measuring the acid content in the water after the treatment by neutralization titration, the acid in the 2-chloropropane The content was determined. As a result, the acid content in the 2-chloropropane was 1.7 ppm.
（安定性試験）
上記抽出処理後の２−クロロプロパンを容器内に入れて封管した後、４０℃で保持した。１１日経過した後、２−クロロプロパン中の酸含有量を上記と同様の方法で求めたところ、かかる酸含有量は１．７ｐｐｍであった。
(Stability test)
The 2-chloropropane after the extraction treatment was put in a container and sealed, and then kept at 40 ° C. After 11 days, when the acid content in 2-chloropropane was determined by the same method as described above, the acid content was 1.7 ppm.
比較例１
上記安定化処理を行っていない２−クロロプロパン（酸含有量０ｐｐｍ）５３ｇを容器内に入れて封管した後、４０℃で保持した。３日経過した後、２−クロロプロパン中の酸含有量を上記と同様の方法で求めたところ、かかる酸含有量は５．４ｐｐｍであった。
Comparative Example 1
After 53 g of 2-chloropropane (acid content 0 ppm) not subjected to the stabilization treatment was put in a container and sealed, it was kept at 40 ° C. After 3 days, when the acid content in 2-chloropropane was determined by the same method as described above, the acid content was 5.4 ppm.
Claims (5)
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| JP2007126410A JP2008280298A (en) | 2007-05-11 | 2007-05-11 | Stabilization method of chlorinated aliphatic hydrocarbon |
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| JP2007126410A JP2008280298A (en) | 2007-05-11 | 2007-05-11 | Stabilization method of chlorinated aliphatic hydrocarbon |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8018263B2 (en) | 2008-10-20 | 2011-09-13 | Rohm Co., Ltd. | Pulse generating circuit and pulse width modulator |
| JP2011256132A (en) * | 2010-06-09 | 2011-12-22 | Tokuyama Corp | Stabilized composition of chloropropane |
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2007
- 2007-05-11 JP JP2007126410A patent/JP2008280298A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8018263B2 (en) | 2008-10-20 | 2011-09-13 | Rohm Co., Ltd. | Pulse generating circuit and pulse width modulator |
| JP2011256132A (en) * | 2010-06-09 | 2011-12-22 | Tokuyama Corp | Stabilized composition of chloropropane |
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