JPH078822B2 - Phthalic acid recovery method - Google Patents
Phthalic acid recovery methodInfo
- Publication number
- JPH078822B2 JPH078822B2 JP61120453A JP12045386A JPH078822B2 JP H078822 B2 JPH078822 B2 JP H078822B2 JP 61120453 A JP61120453 A JP 61120453A JP 12045386 A JP12045386 A JP 12045386A JP H078822 B2 JPH078822 B2 JP H078822B2
- Authority
- JP
- Japan
- Prior art keywords
- phthalic acid
- phthalate
- aqueous solution
- recovery method
- acid recovery
- 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.)
- Expired - Lifetime
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明はフタル酸系化合物の回収方法に関するものであ
る。TECHNICAL FIELD The present invention relates to a method for recovering a phthalic acid compound.
さらに詳しくは、本発明はフタル酸ソーダとアルケニル
クロライドの反応でフタル酸ジアルケニルエステルを製
造するに際し、フタル酸ジアルケニル類を主成分とする
有機層を分離した後の水溶液中に存在する未反応のフタ
ル酸塩、および副生成物のフタル酸モノアルケニルエス
テル又はソーダ塩、および未回収のフタル酸ジアルケニ
ルエステルからフタル酸の回収方法に関する。More specifically, the present invention provides a method for producing a dialkenyl phthalate ester by the reaction of sodium phthalate and alkenyl chloride, in which an unreacted unreacted solution present in the aqueous solution after separation of the organic layer mainly containing dialkenyl phthalate The present invention relates to a method for recovering phthalic acid from a phthalic acid salt, a monoalkenyl ester or a soda salt of phthalic acid as a by-product, and an unrecovered dialkenyl ester of phthalic acid.
フタル酸塩とアルケニルクロライドよりフタル酸ジエス
テルを製造する際に派生する廃水中には各種の有用物質
が存在し、この液を全量廃棄すると生産コスト上からも
不経済である。従来はこの処理法として大量の水で希釈
し、微生物処理する方法が知られているがCOD負荷が大
きく問題である。また希釈せずに燃焼する処理法も採用
されているが、これも工業的に不経済である等多くの問
題がある。There are various useful substances in the wastewater derived when phthalic acid diester is produced from phthalate and alkenyl chloride, and it is uneconomical in terms of production cost to discard all of this liquid. Conventionally, a method of diluting with a large amount of water and treating microorganisms is known as this treatment method, but the COD load is a serious problem. A treatment method of burning without dilution is also used, but this also has many problems such as industrially uneconomical.
上述の如く、従来の処理方法では、有効成分の経済的な
損失があることはもちろんのこと、廃液としての処理コ
ストも高く、経済的とは云えない。As described above, the conventional treatment method is not economical because the treatment cost as waste liquid is high as well as the economical loss of the active ingredient.
本発明は、廃液中に存在する未反応フタル酸塩、中間生
成物のフタル酸モノエステルおよびまたはフタル酸ジア
ルケニル類からフタル酸を高収率で回収し、かつ廃水CO
D負荷を大巾に減少させることを目的とする。The present invention recovers phthalic acid in high yield from unreacted phthalate present in waste liquor, intermediate phthalic acid monoesters and / or dialkenyl phthalates, and reduces wastewater CO
The purpose is to significantly reduce the D load.
フタル酸塩とアルケニルクロライドの反応でフタル酸ジ
アルケニルエステルを製造するに際し、反応終了後の反
応液から有機層（フタル酸ジアルケニルエステル）を分
離した残りの水溶液中には未反応のフタル酸塩、および
フタル酸モノエステル又はその塩、および未回収のフタ
ル酸ジアルケニルエステルを含有する。When the dialkenyl phthalate ester is produced by the reaction of phthalate and alkenyl chloride, the organic layer (dialkenyl phthalate) is separated from the reaction solution after the reaction, and the unreacted phthalate salt is left in the remaining aqueous solution. , And phthalic acid monoester or a salt thereof, and unrecovered dialkenyl phthalate ester.
未反応フタル酸塩、および中間生成物であるフタル酸モ
ノエステル又はその塩等がそれぞれ３〜５％程度存在
し、この水溶液のCOD値（Cr）は15万ppmにも達する。Unreacted phthalate, phthalic acid monoester or its salt as an intermediate product are present in an amount of about 3 to 5%, and the COD value (Cr) of this aqueous solution reaches 150,000 ppm.
この水溶液に10％水酸化ナトリウム水溶液などのアルカ
リ性物質を加えてpH値を12以上、好ましくは13〜13.5に
調節し、50〜60℃に加温するとフタル酸モノおよびジエ
ステルが加水分解されてフタル酸ソーダ塩が生成する。To this aqueous solution, add an alkaline substance such as 10% sodium hydroxide aqueous solution to adjust the pH value to 12 or more, preferably 13 to 13.5, and when heated to 50 to 60 ° C, phthalic acid mono- and diesters are hydrolyzed and phthalic acid is hydrolyzed. Acid soda salt is formed.
室温に冷却したのち、これに10〜30％の硫酸等酸性物質
を加えてpH値を３以下、好ましくは2.5以下にすると遊
離フタル酸が析出する。析出物は、それ自身高純度のフ
タル酸であり、このものの回収は、例えば別、遠心分
離等により、容易に分離が可能である。After cooling to room temperature, 10 to 30% of an acidic substance such as sulfuric acid is added thereto to adjust the pH value to 3 or less, preferably 2.5 or less, to precipitate free phthalic acid. The precipitate itself is highly pure phthalic acid, which can be easily separated by, for example, separation or centrifugation.
本発明は上述の如くしてフタル酸類化合物を含有する水
溶液からフタル酸を高収率で回収する方法である。The present invention is a method for recovering phthalic acid from an aqueous solution containing a phthalic acid compound in a high yield as described above.
本発明の回収法によると、アルカリによるエステル類の
加水分解及びその後の酸性物質によるフタル酸塩の分解
過程で多量の塩たとえば塩化ナトリウムなどが生成し、
それ自体水に難溶性のフタル酸を更にその溶解度を低く
する様にするため極めて高収率で例えば95％以上のフタ
ル酸を回収することが可能である。According to the recovery method of the present invention, a large amount of salt such as sodium chloride is generated in the course of hydrolysis of esters with alkali and subsequent decomposition of phthalate with an acidic substance,
It is possible to recover, for example, 95% or more of phthalic acid in an extremely high yield in order to further reduce the solubility of phthalic acid, which itself is poorly soluble in water.
また回収されるフタル酸の純度も極めて高いもので格別
精製を必要とせず、反応原料として或は他の用途に使用
することができる。Further, the recovered phthalic acid has a very high purity and does not require special purification, and can be used as a reaction raw material or for other purposes.
次に実施例により、本発明を更に詳細に説明する。Next, the present invention will be described in more detail with reference to examples.
実施例中の百分率は重量百分率を表わす。Percentages in the examples represent weight percentages.
実施例−１ フタル酸ソーダとメタリルクロライドよりフタル酸ジメ
タリルを製造し、反応液から有機層を分離し、廃水とし
て次の組成の混合水溶液を得た。Example-1 Dimethallyl phthalate was produced from sodium phthalate and methallyl chloride, the organic layer was separated from the reaction solution, and a mixed aqueous solution having the following composition was obtained as waste water.
フタル酸ソーダ5.59％、フタル酸モノメタリル2.94％、
フタル酸ジメタリル0.07％含有水溶液。Sodium phthalate 5.59%, monomethallyl phthalate 2.94%,
Aqueous solution containing 0.07% dimethallyl phthalate.
この混合水溶液に10％水酸化ナトリウムを加えてpH13と
し、50〜60℃で30分加温し、室温に冷却して10％硫酸を
添加しpH2とした。To this mixed aqueous solution, 10% sodium hydroxide was added to adjust the pH to 13, and the mixture was heated at 50 to 60 ° C for 30 minutes, cooled to room temperature, and 10% sulfuric acid was added to adjust the pH to 2.
このとき大部分のフタル酸が析出する。At this time, most of phthalic acid is precipitated.
これを過して分離し、液中のフタル酸、フタル酸モ
ノメタリルおよびフタル酸ジメタリルを高速液体クロマ
トグラフ法で定量すると表−１の結果を得た。This was separated by filtration, and phthalic acid, monomethallyl phthalate and dimethallyl phthalate in the liquid were quantified by high performance liquid chromatography, and the results shown in Table 1 were obtained.
なお、得られたフタル酸の純度は99％以上であった。The purity of the obtained phthalic acid was 99% or more.
フタル酸、およびフタル酸モノおよびジメタリルエステ
ルのフタル酸としての回収率は94％であった。 The recovery rate of phthalic acid and phthalic acid mono- and dimethallyl esters as phthalic acid was 94%.
実施例−２ フタル酸ソーダとアリルクロライドよりフタル酸ジアリ
ルを製造し、有機層を分離した廃水として次の混合水溶
液を得た。Example-2 Diallyl phthalate was produced from sodium phthalate and allyl chloride, and the following mixed aqueous solution was obtained as waste water from which the organic layer was separated.
フタル酸ソーダ6.10％、フタル酸モノアリル3.54％、フ
タル酸ジアリル0.03％含有水溶液。Aqueous solution containing 6.10% sodium phthalate, 3.54% monoallyl phthalate and 0.03% diallyl phthalate.
この混合水溶液に10％水酸化ナトリウムを加えてpH13.5
とし、50〜60℃で30分加温し、室温に冷却し、10％硫酸
を添加してpH2.2とした。To this mixed solution, add 10% sodium hydroxide to adjust the pH to 13.5.
Then, the mixture was heated at 50-60 ° C for 30 minutes, cooled to room temperature, and 10% sulfuric acid was added to adjust the pH to 2.2.
このとき大部分のフタル酸が沈殿する。At this time, most of phthalic acid precipitates.
これを過して分離し、液中のフタル酸、その他の成
分を実施例−１と同様に定量した。After passing through this, phthalic acid and other components in the liquid were quantified in the same manner as in Example-1.
定量した結果を表−２に示した。The quantified results are shown in Table-2.
フタル酸、およびフタル酸モノおよびジアリルのフタル
酸としての回収率は95.5％であった。 The recovery rate of phthalic acid and mono- and diallyl phthalates as phthalic acid was 95.5%.
また、得られたフタル酸の純度は99.0％以上であった。The purity of the obtained phthalic acid was 99.0% or higher.
Claims (1)
でフタル酸ジアルケニルエステルを製造する際の反応液
から有機層を分離した後の混合水溶液にアルカリ性物質
を添加してpH値を12以上として該水溶液中に含有するフ
タル酸のエステル類を加水分解した後、酸性物質を添加
してpH3以下としてフタル酸を析出せしめ、これを分
離、回収することを特徴とするフタル酸の回収方法。1. A pH value of 12 or more is obtained by adding an alkaline substance to a mixed aqueous solution after separating an organic layer from a reaction solution for producing a alkenyl chloride phthalate by reacting a phthalate with an alkenyl chloride. A method for recovering phthalic acid, which comprises hydrolyzing phthalic acid esters contained in an aqueous solution, adding an acidic substance to bring the pH to 3 or less to precipitate phthalic acid, and separating and recovering this.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61120453A JPH078822B2 (en) | 1986-05-26 | 1986-05-26 | Phthalic acid recovery method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61120453A JPH078822B2 (en) | 1986-05-26 | 1986-05-26 | Phthalic acid recovery method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62277340A JPS62277340A (en) | 1987-12-02 |
| JPH078822B2 true JPH078822B2 (en) | 1995-02-01 |
Family
ID=14786559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61120453A Expired - Lifetime JPH078822B2 (en) | 1986-05-26 | 1986-05-26 | Phthalic acid recovery method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH078822B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103588744B (en) * | 2013-10-31 | 2016-01-13 | 宁波大红鹰生物工程股份有限公司 | Remove the method for fluidizer in natural VE |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6051145A (en) * | 1983-08-31 | 1985-03-22 | Komatsu Seiren Kk | Recovery of terephthalic acid |
| JPS6143140A (en) * | 1984-08-07 | 1986-03-01 | Johoku Kagaku Kogyo Kk | Method of recovering high-purity terepthalic acid from terephthalic acid-containing waste liquir |
-
1986
- 1986-05-26 JP JP61120453A patent/JPH078822B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62277340A (en) | 1987-12-02 |
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