JPH05131190A - Treatment of spent liquid containing acrylate-based substance - Google Patents
Treatment of spent liquid containing acrylate-based substanceInfo
- Publication number
- JPH05131190A JPH05131190A JP29426591A JP29426591A JPH05131190A JP H05131190 A JPH05131190 A JP H05131190A JP 29426591 A JP29426591 A JP 29426591A JP 29426591 A JP29426591 A JP 29426591A JP H05131190 A JPH05131190 A JP H05131190A
- Authority
- JP
- Japan
- Prior art keywords
- membrane
- reverse osmosis
- treatment
- waste liquid
- osmosis membrane
- 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.)
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- Separation Using Semi-Permeable Membranes (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、アクリル酸エステルモ
ノマー、メタクリル酸エステルモノマー、あるいはこれ
らのオリゴマー、ポリマーなどのアクリレート系物質を
含有する廃液の処理方法に関する。さらに詳しくは、例
えば樹脂含浸剤による多孔性部品の封口、密着処理等に
おいて発生するアクリル系樹脂原料含有洗浄廃液の廃液
処理方法等に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for treating a waste liquid containing an acrylic acid ester monomer, a methacrylic acid ester monomer, or an acrylate substance such as an oligomer or polymer thereof. More specifically, the present invention relates to a waste liquid treatment method of a cleaning waste liquid containing an acrylic resin raw material, which is generated in, for example, sealing a porous component with a resin impregnating agent, adhesion treatment, and the like.
【０００２】[0002]
【従来の技術】樹脂含浸剤による多孔性部品の封口、密
着処理等の製造プロセスにおいては、非処理部品の過剰
な樹脂剤は通常洗浄用清水で洗浄される。この場合、洗
浄に用いられる清水は、清水中の樹脂剤濃度がたとえば
５ｗｔ％以上となるまで繰り返して使用し、その後廃液
処理されている。この廃液処理は、モノマー類を回収し
たり、排水に有機物を流さないようにするためなどの目
的で行われる。2. Description of the Related Art In a manufacturing process such as sealing and adhesion treatment of a porous component with a resin impregnating agent, excess resin agent on an untreated component is usually washed with clean water. In this case, the fresh water used for cleaning is repeatedly used until the concentration of the resin agent in the fresh water reaches, for example, 5 wt% or more, and then the waste liquid is treated. This waste liquid treatment is performed for the purpose of recovering monomers and preventing organic substances from flowing into waste water.
【０００３】従来のかかる廃液処理は、活性炭、シリカ
ゲル、ゼオライトなどを用いて吸着処理する方法などが
知られている。しかしながら、この方法は効率があまり
高くなく、廃液処理のコストが高いという問題があっ
た。そのため別の廃液処理方法の開発が望まれていた。As the conventional waste liquid treatment, there is known a method of adsorption treatment using activated carbon, silica gel, zeolite or the like. However, this method has a problem that the efficiency is not so high and the cost of waste liquid treatment is high. Therefore, development of another waste liquid treatment method has been desired.
【０００４】一方、前記アクリレート系物質を含有する
廃液の処理方法としては、限外濾過膜および逆浸透膜を
用いた濃縮処理方法により、廃棄量を低減する方法が考
えられる。On the other hand, as a method of treating the waste liquid containing the acrylate-based substance, a method of reducing the amount of waste by a concentration treatment method using an ultrafiltration membrane and a reverse osmosis membrane can be considered.
【０００５】[0005]
【発明が解決しようとする課題】しかしながら、単に限
外濾過膜、逆浸透膜を使用するだけでは、どちらにおい
ても、モノマーが膜の表面に吸着し、透過流束が低下す
るという問題があった。そのため、単に限外濾過膜や逆
浸透膜を用いる濃縮処理による廃液処理方法は、アクリ
ルエステルモノマーが、限外濾過膜や逆浸透膜の膜面へ
吸着し、透過流束の著しい低下を起こすため、実用的で
はなかった。However, there is a problem that the monomer is adsorbed on the surface of the membrane and the permeation flux is lowered in both cases by simply using the ultrafiltration membrane or the reverse osmosis membrane. .. Therefore, in the waste liquid treatment method by simply concentrating using an ultrafiltration membrane or reverse osmosis membrane, the acrylic ester monomer is adsorbed on the membrane surface of the ultrafiltration membrane or reverse osmosis membrane, causing a significant decrease in permeation flux. It wasn't practical.
【０００６】本発明は、前記従来技術の課題を解決する
ため、限外濾過膜や逆浸透膜を使用しても透過流束の低
下を効果的に防止する方法を提供することを目的とす
る。In order to solve the above-mentioned problems of the prior art, it is an object of the present invention to provide a method for effectively preventing a decrease in permeation flux even if an ultrafiltration membrane or a reverse osmosis membrane is used. ..
【０００７】[0007]
【課題を解決するための手段】前記目的を達成するた
め、本発明のアクリレート系物質含有廃液の処理方法
は、（メタ）アクリル酸エステルモノマー、オリゴマ
ー、ポリマーから選ばれる少なくとも一種の物質を含有
する廃液水を限外濾過膜、及び／または逆浸透膜を用い
て処理する方法において、限外濾過膜処理または逆浸透
膜処理の前に、供給液体に対してアニオン性界面活性剤
を添加することを特徴とする。In order to achieve the above object, the method for treating an acrylate-based substance-containing waste liquid of the present invention contains at least one substance selected from (meth) acrylic acid ester monomers, oligomers and polymers. In a method for treating wastewater using an ultrafiltration membrane and / or a reverse osmosis membrane, adding an anionic surfactant to the feed liquid before the ultrafiltration membrane treatment or the reverse osmosis membrane treatment. Is characterized by.
【０００８】前記本発明方法においては、限外濾過膜が
分画分子量１０００〜１０００００の膜モジュールであ
り、廃液を１０〜３０倍濃縮処理し、懸濁質を排除する
方法であることが好ましい。In the method of the present invention, it is preferable that the ultrafiltration membrane is a membrane module having a molecular weight cutoff of 1,000 to 100,000 and the waste liquid is concentrated 10 to 30 times to eliminate the suspended matter.
【０００９】また前記本発明方法においては、逆浸透膜
が０．１５ｗｔ％ＮａＣｌの阻止率が９０％以上の膜モ
ジュールであり、限外透過膜処理後の処理液を濃縮処理
する方法であることが好ましい。In the method of the present invention, the reverse osmosis membrane is a membrane module having a rejection rate of 0.15 wt% NaCl of 90% or more, and is a method for concentrating the treatment liquid after the ultrapermeable membrane treatment. Is preferred.
【００１０】[0010]
【作用】前記本発明方法によれば、限外濾過膜処理また
は逆浸透膜処理の前に、供給液体に対してアニオン性界
面活性剤を添加することにより、限外濾過膜及び／また
は逆浸透膜を使用しても、透過流束の低下を効果的に防
止することができる。この理由は、供給液にアニオン性
界面活性剤を添加することにより、限外濾過膜及び／ま
たは逆浸透膜の表面にアクリレート系物質の付着が防止
されるからである。According to the method of the present invention, an anionic surfactant is added to the feed liquid before the ultrafiltration membrane treatment or the reverse osmosis membrane treatment, so that the ultrafiltration membrane and / or the reverse osmosis membrane is processed. Even if a membrane is used, the reduction of the permeation flux can be effectively prevented. The reason for this is that the addition of an anionic surfactant to the feed solution prevents the adhesion of the acrylate-based substance on the surface of the ultrafiltration membrane and / or the reverse osmosis membrane.
【００１１】また、限外濾過膜が分画分子量１０００〜
１０００００の膜モジュールであり、廃液を１０〜３０
倍濃縮処理し、懸濁質を排除するという本発明の好まし
い方法によれば、廃液処理を効率良く行うことができ
る。Further, the ultrafiltration membrane has a molecular weight cutoff of 1,000 to
It is a membrane module of 100,000, and waste liquid is 10-30
According to the preferred method of the present invention in which the suspension concentration is eliminated and the suspended matter is eliminated, waste liquid treatment can be efficiently performed.
【００１２】さらに、逆浸透膜が０．１５ｗｔ％ＮａＣ
ｌの阻止率が９０％以上の膜モジュールであり、限外透
過膜処理後の処理液を濃縮処理するという本発明の好ま
しい方法によれば、逆浸透膜を透過した透過液は洗浄用
清水として使用できる。Further, the reverse osmosis membrane contains 0.15 wt% NaC.
According to a preferred method of the present invention in which the rejection rate of 1 is a membrane module having a rejection rate of 90% or more, and the treatment liquid after the ultrapermeable membrane treatment is concentrated, the permeate that has passed through the reverse osmosis membrane is used as clean water for cleaning. Can be used.
【００１３】[0013]
【実施例】以下実施例により本発明をさらに具体的に説
明する。本発明は、アクリル酸エステルモノマー、メタ
クリル酸エステルモノマー、あるいはこれらのオリゴマ
ー、ポリマーなどのアクリレート系物質を例えば０．１
〜３０ｗｔ％含有する廃液水を、限外濾過膜で１０〜３
０倍濃縮し、さらに得られた限外濾過膜透過液を逆浸透
膜で１０〜２０倍濃縮するのが好ましい。このようにす
ると、限外濾過膜濃縮液、逆浸透膜濃縮液は従来どおり
廃液処分とし、逆浸透膜透過液は洗浄用清水として再利
用することができる。The present invention will be described in more detail with reference to the following examples. In the present invention, an acrylate-based substance such as an acrylic acid ester monomer, a methacrylic acid ester monomer, or an oligomer or polymer thereof is used, for example.
Waste liquid water containing ~ 30wt% is 10 ~ 3 with ultrafiltration membrane.
It is preferable to concentrate 0 times and further concentrate the obtained ultrafiltration membrane permeate with a reverse osmosis membrane 10 to 20 times. By doing so, the ultrafiltration membrane concentrate and the reverse osmosis membrane concentrate can be disposed of as waste liquid as in the conventional case, and the reverse osmosis membrane permeate can be reused as clean water for cleaning.
【００１４】洗浄廃液は被処理部品に付着しているダス
トの他、アクリル樹脂等が懸濁物資として含まれ、その
他、未反応のメタクリル酸エステルが通常３〜７ｗｔ
％、その他重合触媒であるアゾビスイソブチルニトリル
等が５０〜５００ｐｐｍ程度含有されている。The cleaning waste liquid contains acrylic resin and the like as a suspension material in addition to dust adhering to the parts to be treated, and usually 3 to 7 wt% of unreacted methacrylic acid ester.
%, And other polymerization catalysts such as azobisisobutylnitrile are contained at about 50 to 500 ppm.
【００１５】限外濾過膜は、一例として分画分子量１０
０００〜１０００００のポリオレフィンよりなるチュー
ブラー型膜モジュールを用い平均圧力２〜５ｋｇｆ／ｃ
ｍ2 膜面線速１〜３ｍ／ｓ、処理温度１５〜３０℃の条
件にて、上記洗浄廃液を１０〜３０倍の濃縮処理を行
う。The ultrafiltration membrane has a molecular weight cutoff of 10 as an example.
Average pressure of 2 to 5 kgf / c using a tubular type membrane module composed of 000 to 100,000 polyolefins
The cleaning waste liquid is concentrated 10 to 30 times under the conditions of a linear velocity of m 2 membrane surface of 1 to 3 m / s and a treatment temperature of 15 to 30 ° C.
【００１６】限外濾過膜処理の前に洗浄廃液にアニオン
性界面活性剤を通常０．０１〜１．０ｗｔ％、好ましく
は０．０５〜０．５ｗｔ％添加する。使用するアニオン
性界面活性剤は、好ましくは直鎖ベンゼンスルホン酸塩
を用いる。ほかに使用できるアニオン性界面活性剤とし
ては、脂肪酸誘導体型、α−オレフィンスルホン酸ナト
リウム、アルキル硫酸エステル塩、リン酸エステル型な
どを挙げることができる。Before the ultrafiltration membrane treatment, 0.01 to 1.0 wt%, preferably 0.05 to 0.5 wt% of anionic surfactant is added to the washing waste liquid. The anionic surfactant used is preferably a linear benzene sulfonate. Other examples of the anionic surfactant that can be used include fatty acid derivative type, sodium α-olefinsulfonate, alkyl sulfate ester salt, and phosphate ester type.
【００１７】前記した界面活性剤を適量添加することに
より、一例として疎水性有機成分であるメタクリル酸メ
チルおよびアゾビスイソブチルニトリル等が乳化されて
限外濾過膜への吸着が抑制されるため、透過流束を高く
維持することが可能となる。By adding an appropriate amount of the above-mentioned surfactant, for example, the hydrophobic organic components such as methyl methacrylate and azobisisobutyl nitrile are emulsified and their adsorption to the ultrafiltration membrane is suppressed. It is possible to maintain a high flux.
【００１８】この様にして得られた限外濾過膜は懸濁物
質が除去されており、メタクリル酸メチルと界面活性剤
を主として含有する無色透明な液となる。本発明方法の
好ましい例としては、限外濾過膜透過液を更に逆浸透膜
で平均圧力１０〜３０ｋｇｆ／ｃｍ2 、温度１５〜３０
℃の条件下で１０〜２０倍の濃縮処理を行う。逆浸透膜
は、０．１５ｗｔ％ＮａＣｌ阻止率が９０％以上の複合
膜でスパイラル型膜モジュールを用いる。逆浸透膜透過
液はメタクリル酸メチルを主とした有機成分は例えば
０．５ｗｔ％以下となり、洗浄用清水として再利用する
ことができる。逆浸透膜濃縮液は従来どうり廃棄処分と
する。The ultrafiltration membrane thus obtained is free from suspended matter and becomes a colorless and transparent liquid mainly containing methyl methacrylate and a surfactant. As a preferred example of the method of the present invention, the ultrafiltration membrane permeate is further subjected to a reverse osmosis membrane at an average pressure of 10 to 30 kgf / cm 2 , and a temperature of 15 to 30.
Concentration treatment of 10 to 20 times is performed under the condition of ° C. The reverse osmosis membrane is a composite membrane having a 0.15 wt% NaCl blocking rate of 90% or more and a spiral membrane module is used. The reverse osmosis membrane permeate has an organic component mainly composed of methyl methacrylate of, for example, 0.5 wt% or less, and can be reused as clean water for cleaning. Reverse osmosis membrane concentrate will be discarded as before.
【００１９】実施例１ アクリル酸メチルエステルモノマーを約５ｗｔ％含有す
る洗浄廃液水（膜処理供給液体）に、アニオン性界面活
性剤であるネオゲンＳ−２０（第一工業製薬製）を０．
２ｗｔ％添加後、ポリオレフィンよりなる分画分子量２
００００の限外濾過膜ＮＴＵ−２１２０（日東電工
（株）製）を用いて、平均圧力２．５ｋｇｆ／ｃｍ2 、
温度２５℃の条件下で２０倍濃縮を行った。その結果、
懸濁物質が除去された無色透明の透過液が得られ、その
時の平均透過流束は２０ｌ／ｍ2 ｈ、２５℃であった。Example 1 Anionic surfactant Neogen S-20 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) was added to cleaning waste liquid (membrane supply liquid) containing about 5 wt% of acrylic acid methyl ester monomer.
After addition of 2 wt%, molecular weight cutoff of polyolefin 2
Using an ultrafiltration membrane NTU-2120 of 0000 (manufactured by Nitto Denko Corporation), an average pressure of 2.5 kgf / cm 2 ,
20-fold concentration was performed under the condition of a temperature of 25 ° C. as a result,
A colorless transparent permeated liquid from which suspended solids were removed was obtained, and the average permeation flux at that time was 20 l / m 2 h and 25 ° C.
【００２０】さらに得られた限外濾過膜透過液を０．１
５ｗｔ％ＮａＣｌ阻止率が９０％以上である逆浸透膜Ｎ
ＴＲ−７２９ＨＦ（日東電工（株）製）を用いて平均圧
力２５ｋｇｆ／ｃｍ2 、温度２５℃の条件下で１０倍濃
縮を行った。その結果、アクリルエステルモノマーの濃
度は大巾に低減し洗浄水として再利用が可能な透明液が
得られた。その時の平均流束は１８．４ｌ／ｍ2 ｈ、２
５℃であった。Further, the obtained ultrafiltration membrane permeate was added to 0.1
Reverse osmosis membrane N with 5 wt% NaCl inhibition rate of 90% or more
Using TR-729HF (manufactured by Nitto Denko Corporation), 10-fold concentration was performed under the conditions of an average pressure of 25 kgf / cm 2 and a temperature of 25 ° C. As a result, the concentration of the acrylic ester monomer was greatly reduced, and a transparent liquid that could be reused as washing water was obtained. The average flux at that time was 18.4 l / m 2 h, 2
It was 5 ° C.
【００２１】比較例 アクリルエステルモノマーを約５ｗｔ％含有する洗浄廃
液水（膜処理供給液体）に、ポリオレフィンよりなる分
画分子量２００００の限外濾過膜ＮＴＵ−２１２０（日
東電工（株）製）を用いて、平均圧力２．５ｋｇｆ／ｃ
ｍ2 、温度２５℃の条件下で２０倍濃縮を行った。その
結果、懸濁物質が除去された無色透明の透過液が得られ
たが、そのときの平均透過流束は５．０ｌ／ｍ2 ｈ、２
５℃であった。Comparative Example An ultrafiltration membrane NTU-2120 (manufactured by Nitto Denko Corporation) made of polyolefin and having a molecular weight cut-off of 20000 was used as a cleaning waste liquid containing about 5 wt% of an acrylic ester monomer (membrane treatment supply liquid). Average pressure 2.5 kgf / c
20 times concentration was performed under the conditions of m 2 and temperature of 25 ° C. As a result, a colorless transparent permeate from which suspended solids were removed was obtained, and the average permeation flux at that time was 5.0 l / m 2 h, 2
It was 5 ° C.
【００２２】さらに限外濾過膜透過液を０．１５ｗｔ％
ＮａＣｌ阻止率が９０％以上である逆浸透膜ＮＴＲ−７
２９ＨＦ（日東電工（株）製）を用いて平均圧力２５ｋ
ｇｆ／ｃｍ2 、温度２５℃の条件下で４倍濃縮を行っ
た。その結果、アクリルエステルモノマーの濃度は大巾
に低減し洗浄水として再利用が可能な透明液が得られ
た、その時の平均流束は１３．５ｌ／ｍ2 ｈ、２５℃で
あった。Furthermore, 0.15 wt% ultrafiltration membrane permeate
Reverse osmosis membrane NTR-7 with a NaCl blocking rate of 90% or more
Average pressure 25k using 29HF (manufactured by Nitto Denko Corporation)
Four-fold concentration was performed under the conditions of gf / cm 2 and temperature of 25 ° C. As a result, the concentration of the acrylic ester monomer was drastically reduced, and a transparent liquid that could be reused as washing water was obtained. At that time, the average flux was 13.5 l / m 2 h and 25 ° C.
【００２３】以上の結果を表１にまとめて示す。表１に
おいてＵＦは限界濾過膜であり、ＲＯは逆浸透膜であ
る。表１から明らかな通り本実施例によれば、限外濾過
膜や逆浸透膜の透過流速の低下が抑制でき、限界濾過膜
（ＵＦ）の平均Ｆｌｕｘを４倍、逆浸透膜（ＲＯ）の平
均Ｆｌｕｘを１．４倍、同膜の濃縮倍率を２．５倍にす
ることができた。The above results are summarized in Table 1. In Table 1, UF is an ultrafiltration membrane and RO is a reverse osmosis membrane. As is clear from Table 1, according to this example, it is possible to suppress a decrease in the permeation flow rate of the ultrafiltration membrane or the reverse osmosis membrane, to increase the average flux of the ultrafiltration membrane (UF) by 4 times, The average Flux was 1.4 times, and the concentration ratio of the same membrane could be 2.5 times.
【００２４】[0024]
【表１】 [Table 1]
【００２５】[0025]
【発明の効果】以上説明した通り本発明方法によれば、
アクリルエステルモノマー等を含有する廃液の限外濾過
膜、逆浸透膜処理において、限外濾過膜処理前にアニオ
ン性界面活性剤を添加することにより、疎水性のアクリ
ルエステルモノマーおよびアゾビスイソブチルニトリル
等が乳化し限外濾過膜、逆浸透膜の膜面へ吸着すること
を抑制することができる。この結果、高透過流束の維持
が可能となった。限外濾過膜と逆浸透膜による懸濁物
質、モノマー等の低分子有機物を濃縮除去することによ
り廃液の廃棄量を従来の１／５〜１／１０とすることが
でき、また逆浸透膜透過液を工業用水として再利用する
ことが可能となり、大巾に処理コストの低減ができた。As described above, according to the method of the present invention,
In the ultrafiltration membrane and reverse osmosis membrane treatment of waste liquid containing acrylic ester monomer, etc., by adding an anionic surfactant before ultrafiltration membrane treatment, hydrophobic acrylic ester monomer and azobisisobutylnitrile etc. Can be suppressed from being adsorbed on the membrane surfaces of the ultrafiltration membrane and the reverse osmosis membrane. As a result, it became possible to maintain a high permeation flux. By concentrating and removing low-molecular organic substances such as suspended substances and monomers by the ultrafiltration membrane and reverse osmosis membrane, it is possible to reduce the amount of waste liquid to 1/5 to 1/10 of the conventional amount, and reverse osmosis membrane permeation. The liquid can be reused as industrial water, and the treatment cost can be greatly reduced.
Claims (3)
オリゴマー、ポリマーから選ばれる少なくとも一種の物
質を含有する廃液水を限外濾過膜、及び／または逆浸透
膜を用いて処理する方法において、限外濾過膜処理また
は逆浸透膜処理の前に、供給液体に対してアニオン性界
面活性剤を添加することを特徴とするアクリレート系物
質含有廃液の処理方法。1. A (meth) acrylic acid ester monomer,
In a method for treating waste liquid water containing at least one substance selected from oligomers and polymers using an ultrafiltration membrane and / or a reverse osmosis membrane, supplying before the ultrafiltration membrane treatment or the reverse osmosis membrane treatment. A method for treating an acrylate-based substance-containing waste liquid, which comprises adding an anionic surfactant to a liquid.
０００００の膜モジュールであり、廃液を１０〜３０倍
濃縮処理し、懸濁質を排除する方法である請求項１に記
載のアクリレート系物質含有廃液の処理方法。2. The ultrafiltration membrane has a molecular weight cutoff of 1,000 to 1.
The treatment method for waste liquid containing an acrylate-based substance according to claim 1, wherein the waste liquid is a membrane module of 00000, and the waste liquid is concentrated 10 to 30 times to remove suspended solids.
阻止率が９０％以上の膜モジュールであり、限外透過膜
処理後の処理液を濃縮処理する方法である請求項１に記
載のアクリレート系物質含有廃液の処理方法。3. The reverse osmosis membrane is a membrane module having a rejection rate of 0.15 wt% NaCl of 90% or more, and is a method for concentrating the treatment liquid after the ultrapermeable membrane treatment. A method for treating waste liquid containing an acrylate-based substance.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29426591A JPH05131190A (en) | 1991-11-11 | 1991-11-11 | Treatment of spent liquid containing acrylate-based substance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29426591A JPH05131190A (en) | 1991-11-11 | 1991-11-11 | Treatment of spent liquid containing acrylate-based substance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH05131190A true JPH05131190A (en) | 1993-05-28 |
Family
ID=17805480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP29426591A Pending JPH05131190A (en) | 1991-11-11 | 1991-11-11 | Treatment of spent liquid containing acrylate-based substance |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH05131190A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001005839A1 (en) * | 1999-07-20 | 2001-01-25 | Rhodia Acetow Brasil Ltda | Use of surface-active agents in the impurity removal process from solutions containing acetic derivatives using nano-filtration with membranes, in a process to obtain cellulose acetate |
| WO2004076362A1 (en) * | 2003-02-25 | 2004-09-10 | Arkema | A process for the recovery of methacrylic acid from its aqueous diluted solutions by reverse osmosis |
| JP2012196593A (en) * | 2011-03-18 | 2012-10-18 | Sanwa Yuka Kogyo Kk | Method for recycling cleaning waste water containing impregnant liquid |
| JP2017518176A (en) * | 2014-05-30 | 2017-07-06 | ゼットナノ エルエルシーｚＮａｎｏ ＬＬＣ | System for treating water |
| CN114130198A (en) * | 2021-12-07 | 2022-03-04 | 浙江工业大学 | Method for controllably adjusting aperture of polyamide nanofiltration membrane |
| US11401179B2 (en) | 2010-05-21 | 2022-08-02 | Diamond Gold Investors, Llc | Self-assembled surfactant structures |
-
1991
- 1991-11-11 JP JP29426591A patent/JPH05131190A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001005839A1 (en) * | 1999-07-20 | 2001-01-25 | Rhodia Acetow Brasil Ltda | Use of surface-active agents in the impurity removal process from solutions containing acetic derivatives using nano-filtration with membranes, in a process to obtain cellulose acetate |
| JP2003508594A (en) * | 1999-07-20 | 2003-03-04 | ロディア アセトウ ブラジル エルティディエー | Use of surfactant in the process of obtaining cellulose acetate in the process of removing impurities from solutions containing acetic acid derivatives using nanofiltration by membrane |
| US6673245B2 (en) | 1999-07-20 | 2004-01-06 | Rhodia Acetow Brasil Ltda | Use of surface-active agents in the impurity removal process from solutions containing acetic derivatives using nano-filtration with membranes, in a process to obtain cellulose acetate |
| WO2004076362A1 (en) * | 2003-02-25 | 2004-09-10 | Arkema | A process for the recovery of methacrylic acid from its aqueous diluted solutions by reverse osmosis |
| US11401179B2 (en) | 2010-05-21 | 2022-08-02 | Diamond Gold Investors, Llc | Self-assembled surfactant structures |
| JP2012196593A (en) * | 2011-03-18 | 2012-10-18 | Sanwa Yuka Kogyo Kk | Method for recycling cleaning waste water containing impregnant liquid |
| JP2017518176A (en) * | 2014-05-30 | 2017-07-06 | ゼットナノ エルエルシーｚＮａｎｏ ＬＬＣ | System for treating water |
| CN114130198A (en) * | 2021-12-07 | 2022-03-04 | 浙江工业大学 | Method for controllably adjusting aperture of polyamide nanofiltration membrane |
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