JP2020138158A - Demulsifier - Google Patents
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- JP2020138158A JP2020138158A JP2019036213A JP2019036213A JP2020138158A JP 2020138158 A JP2020138158 A JP 2020138158A JP 2019036213 A JP2019036213 A JP 2019036213A JP 2019036213 A JP2019036213 A JP 2019036213A JP 2020138158 A JP2020138158 A JP 2020138158A
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- 239000011246 composite particle Substances 0.000 claims abstract description 22
- 239000006249 magnetic particle Substances 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims abstract description 12
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 3
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical group OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 claims description 19
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 15
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 20
- 239000000839 emulsion Substances 0.000 abstract description 14
- 238000000926 separation method Methods 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 5
- 239000010419 fine particle Substances 0.000 abstract description 4
- 230000005389 magnetism Effects 0.000 abstract description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 238000004945 emulsification Methods 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 3
- 239000000693 micelle Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000007762 w/o emulsion Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000002069 magnetite nanoparticle Substances 0.000 description 2
- 229940094933 n-dodecane Drugs 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000010291 electrical method Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- -1 for example Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 239000005300 metallic glass Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 229910000889 permalloy Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
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- Soft Magnetic Materials (AREA)
Abstract
Description
本発明は、解乳化剤に関する。さらに詳しくは、エマルジョンの解乳化に有効に用いられる解乳化剤に関する。 The present invention relates to a demulsifier. More specifically, it relates to a deemulsifier that is effectively used for deemulsifying an emulsion.
従来、油ガス田、化学プラント、ガソリンスタンド、飲食店等から排出される油を含んだ汚染水を処理するために、比重差による分離、微生物処理、化学的処理などで油と水との分離を行っている。 Conventionally, in order to treat contaminated water containing oil discharged from oil and gas fields, chemical plants, gas stations, restaurants, etc., oil and water are separated by separation by specific gravity difference, microbial treatment, chemical treatment, etc. It is carried out.
また、汚染水の他、水と油のように互いに混ざり合わない２種以上の液体が、洗剤等の界面活性剤の存在下で、一方の液体中が他方の液体中に微粒子状に分散した安定なエマルジョンを形成することがあるため、エマルジョンの破壊である解乳化が必要となることが多い。 In addition to contaminated water, two or more liquids that are immiscible with each other, such as water and oil, were dispersed in the presence of a surfactant such as detergent in the form of fine particles in one liquid in the other liquid. Since stable emulsions may be formed, deemulsification, which is the destruction of emulsions, is often required.
解乳化方法としては、特定のオキシアルキル化第１脂肪族アミンとジカルボン酸とのエステル化生成物を油中水型の石油エマルジョンに添加する方法(特許文献１)などの化学的方法、容器の外側から電界、好ましくは交流電界を印加することにより、非接触で油中水型エマルジョンの解乳化を行う方法(特許文献２)など等の電気的方法、全くの機械的方法(特許文献３〜４)などがあるが、これらは処理時間、コストがかかるなどの問題があり、簡便かつ廉価な解乳化を含む油水分離方法とはいい難い。 The emulsification method includes a chemical method such as a method of adding an esterification product of a specific oxyalkylated primary aliphatic amine and a dicarboxylic acid to a water-in-oil type petroleum emulsion (Patent Document 1), or a container. An electrical method such as a method of non-contact demulsification of a water-in-oil emulsion by applying an electric field, preferably an AC electric field, from the outside (Patent Document 2), or a completely mechanical method (Patent Documents 3 to 3). There are 4) and the like, but these have problems such as processing time and cost, and it is hard to say that they are oil-water separation methods including simple and inexpensive emulsification.
本発明の目的は、簡便かつ廉価に解乳化を含む油水分離方法に有効に用いられる解乳化剤を提供することにある。 An object of the present invention is to provide an emulsifier that can be effectively used in an oil-water separation method including emulsification easily and inexpensively.
かかる本発明の目的は、磁性粒子および少なくとも１個のホスホン酸部位を有する化合物の反応生成物であるコンポジット粒子よりなる解乳化剤によって達成される。 Such an object of the present invention is achieved by a demulsifier consisting of magnetic particles and composite particles which are reaction products of a compound having at least one phosphonic acid moiety.
ホスホン酸部位を有する化合物を用いることによって親水性を得ることができ、またマグネタイト微粒子等の磁性粒子を用いることで、コンポジット粒子に磁性を持たせることができる。 Hydrophilicity can be obtained by using a compound having a phosphonic acid moiety, and magnetic particles can be imparted to composite particles by using magnetic particles such as magnetite fine particles.
このようにコンポジット粒子が親水性と磁性とを持つことにより、コンポジット粒子を水と油からなるエマルジョン溶液に分散させた状態とし、磁石によってコンポジット粒子および水を引き寄せることで、エマルジョンの破壊が可能となり、水と油を分離することができる。 Since the composite particles have hydrophilicity and magnetism in this way, the composite particles are dispersed in an emulsion solution consisting of water and oil, and the composite particles and water are attracted by a magnet, so that the emulsion can be destroyed. , Water and oil can be separated.
すなわち、本発明のコンポジット粒子の親水性によって、コンポジット粒子は界面活性剤によってミセル中の水が安定分散したエマルジョンを破壊する解乳化剤として働き、ミセル中の水を油中に引き込むことでエマルジョンの解乳化が可能となる。 That is, due to the hydrophilicity of the composite particles of the present invention, the composite particles act as a demulsifier that destroys the emulsion in which the water in the micelles is stably dispersed by the surfactant, and the water in the micelles is drawn into the oil to solve the emulsion. Emulsification is possible.
解乳化効率は、エマルジョンがどの程度破壊されたかを示す値であり、本発明では、その値は90％以上であり、油中に安定分散したミセル内部からの水の分離性が高いことを示している。しかも、コンポジット粒子を解乳化剤として６回くり返して使用しても、解乳化効率は80％以上を維持している。 The deemulsification efficiency is a value indicating how much the emulsion is destroyed, and in the present invention, the value is 90% or more, which indicates that the separability of water from the inside of the micelle stably dispersed in the oil is high. ing. Moreover, even if the composite particles are repeatedly used as an emulsifier 6 times, the emulsification efficiency is maintained at 80% or more.
エマルジョンの解乳化作用を応用することにより、油ガス田、化学プラント、ガソリンスタンド、飲食店から排出される油を含んだ汚染水等のエマルジョンからの水分の有効な回収を図ることができるという効果がもたらされる。 By applying the emulsifying action of the emulsion, it is possible to effectively recover the water from the emulsion such as contaminated water containing oil discharged from oil and gas fields, chemical plants, gas stations, and restaurants. Is brought.
本発明のコンポジット粒子は、磁性粒子およびホスホン酸部位含有化合物からなる。 The composite particles of the present invention consist of magnetic particles and a phosphonic acid site-containing compound.
磁性粒子としては、例えばマグネタイト、フェライト、マグヘマイト、けい素鉄、パーマロイ、アモルファス金属等の微粒子、好ましくはマグネタイトのナノ微粒子等が用いられる。一般に、その平均粒径が約50〜200nmのものが用いられる。 As the magnetic particles, for example, fine particles such as magnetite, ferrite, maghemite, ferrous iron, permalloy, and amorphous metal, preferably magnetite nanoparticles and the like are used. Generally, those having an average particle size of about 50 to 200 nm are used.
少なくとも１個のホスホン酸部位を有する化合物として、例えば
1-ヒドロキシエタン-1,1-ジホスホン酸〔HEDP〕
1-Hydroxyethane-1,1-diphosphonic acid [HEDP]
磁性粒子は、用いられるホスホン酸部位含有化合物の種類に応じて、それぞれ異なった割合で用いられる。1-ヒドロキシエタン-1,1-ジホスホン酸または2-ホスホノブタン-1,2,4-トリカルボン酸の場合には、それらの約60〜20重量％、好ましくは約60〜40重量％に対し、磁性粒子が約40〜80重量％、好ましくは約40〜60重量％の割合で用いられ、ニトリロトリス(メチレンホスホン酸)の場合には、それの約60〜35重量％、好ましくは約60〜50重量％に対し、磁性粒子が約40〜65重量％、好ましくは約40〜50重量％の割合で用いられる。 The magnetic particles are used in different proportions depending on the type of phosphonic acid site-containing compound used. In the case of 1-hydroxyethane-1,1-diphosphonic acid or 2-phosphonobutane-1,2,4-tricarboxylic acid, the magnetic force is based on about 60 to 20% by weight, preferably about 60 to 40% by weight of them. The particles are used in a proportion of about 40-80% by weight, preferably about 40-60% by weight, and in the case of nitrilotris (methylenephosphonic acid), about 60-35% by weight, preferably about 60-50% by weight. Magnetic particles are used in a proportion of about 40 to 65% by weight, preferably about 40 to 50% by weight, based on% by weight.
コンポジット粒子の調製は、磁性粒子をテトラヒドロフラン中約40℃以下で約3〜5時間超音波攪拌した後、ホスホン酸部位含有化合物を加え、同様の条件下で超音波攪拌することにより行われる。 The composite particles are prepared by ultrasonically stirring the magnetic particles in tetrahydrofuran at about 40 ° C. or lower for about 3 to 5 hours, adding a phosphonic acid site-containing compound, and ultrasonically stirring under the same conditions.
溶媒を除去した粗生成物は、一夜テトラヒドロフラン中に分散させた後、磁石により生成物を沈殿させ、分離された生成物を数回テトラヒドロフランで洗浄し、溶媒除去後約50〜70℃で減圧乾燥することにより、コンポジット粒子が取得される。 The crude product from which the solvent has been removed is dispersed in tetrahydrofuran overnight, the product is precipitated by a magnet, the separated product is washed with tetrahydrofuran several times, and after the solvent is removed, it is dried under reduced pressure at about 50 to 70 ° C. By doing so, composite particles are obtained.
得られたコンポジット粒子は、そのままあるいはテトラヒドロフラン分散液として、油中水型あるいは水中油型のエマルジョンに添加し、攪拌される。その添加割合は、油中水型エマルジョンにあっては、1kg当り約1〜50g、好ましくは約5〜20gである。その際、磁石を用いることが好ましい。 The obtained composite particles are added to a water-in-oil or oil-in-water emulsion as it is or as a tetrahydrofuran dispersion, and stirred. The addition ratio of the water-in-oil emulsion is about 1 to 50 g, preferably about 5 to 20 g per 1 kg. At that time, it is preferable to use a magnet.
本発明のコンポジット粒子は、親水性をもつ親水剤として有効であり、油水の分離用途にも効果的に用いることもできる。 The composite particles of the present invention are effective as a hydrophilic agent having hydrophilicity, and can also be effectively used for oil-water separation.
次に、実施例について本発明を説明する。 Next, the present invention will be described with respect to Examples.
実施例１
容量13.5mlの反応容器に、マグネタイトナノ粒子(戸田工業製品、平均粒径50〜200nm)100mgおよびテトラヒドロフラン5mlを仕込み、30℃以下で3時間超音波攪拌した。その後、1-ヒドロキシエタン-1,1-ジホスホン酸〔HEDP〕(60重量％水溶液)を純分として30mgを加え、さらに3時間超音波攪拌した。
Example 1
In a reaction vessel having a capacity of 13.5 ml, 100 mg of magnetite nanoparticles (Toda Industrial Product, average particle size 50 to 200 nm) and 5 ml of tetrahydrofuran were charged and ultrasonically stirred at 30 ° C. or lower for 3 hours. Then, 30 mg of 1-hydroxyethane-1,1-diphosphonic acid [HEDP] (60 wt% aqueous solution) was added as a pure content, and the mixture was further ultrasonically stirred for 3 hours.
超音波攪拌後、85℃、減圧条件下で溶媒を除去し、粗生成物を新たなテトラヒドロフラン中に一夜分散させた。その後、磁石で生成物を沈殿させ、分離された生成物をテトラヒドロフランで数回洗浄した。溶媒除去後に、50℃で減圧乾燥させることにより、コンポジット粒子を得た。 After ultrasonic stirring, the solvent was removed under reduced pressure at 85 ° C. and the crude product was dispersed in fresh tetrahydrofuran overnight. The product was then precipitated with a magnet and the separated product was washed several times with tetrahydrofuran. After removing the solvent, the particles were dried under reduced pressure at 50 ° C. to obtain composite particles.
実施例２
実施例１において、HEDP量が60mgに変更された。
Example 2
In Example 1, the amount of HEDP was changed to 60 mg.
実施例３
実施例１において、HEDP量が90mgに変更された。
Example 3
In Example 1, the amount of HEDP was changed to 90 mg.
実施例４
実施例１において、HEDP量が120mgに変更された。
Example 4
In Example 1, the amount of HEDP was changed to 120 mg.
実施例５
実施例１において、HEDPの代わりに、2-ホスホノブタン-1,2,4-トリカルボン酸〔PBTC〕(50重量％水溶液)が30mg用いられた。
Example 5
In Example 1, 30 mg of 2-phosphonobutane-1,2,4-tricarboxylic acid [PBTC] (50 wt% aqueous solution) was used instead of HEDP.
実施例６
実施例１において、HEDPの代わりに、2-ホスホノブタン-1,2,4-トリカルボン酸〔PBTC〕(50重量％水溶液)が60mg用いられた。
Example 6
In Example 1, 60 mg of 2-phosphonobutane-1,2,4-tricarboxylic acid [PBTC] (50 wt% aqueous solution) was used instead of HEDP.
実施例７
実施例１において、HEDPの代わりに、2-ホスホノブタン-1,2,4-トリカルボン酸〔PBTC〕(50重量％水溶液)が90mg用いられた。
Example 7
In Example 1, 90 mg of 2-phosphonobutane-1,2,4-tricarboxylic acid [PBTC] (50 wt% aqueous solution) was used instead of HEDP.
実施例８
実施例１において、HEDPの代わりに、2-ホスホノブタン-1,2,4-トリカルボン酸〔PBTC〕(50重量％水溶液)が120mg用いられた。
Example 8
In Example 1, 120 mg of 2-phosphonobutane-1,2,4-tricarboxylic acid [PBTC] (50 wt% aqueous solution) was used instead of HEDP.
実施例９
実施例１において、HEDPの代わりに、ニトリロトリス(メチレンホスホン酸)〔NTMP〕(50重量％水溶液)が60mg用いられた。
Example 9
In Example 1, 60 mg of nitrilotris (methylenephosphonic acid) [NTMP] (50 wt% aqueous solution) was used instead of HEDP.
実施例１０
実施例１において、HEDPの代わりに、ニトリロトリス(メチレンホスホン酸)〔NTMP〕(50重量％水溶液)が90mg用いられた。
Example 10
In Example 1, 90 mg of nitrilotris (methylenephosphonic acid) [NTMP] (50 wt% aqueous solution) was used instead of HEDP.
実施例１１
実施例１において、HEDPの代わりに、ニトリロトリス(メチレンホスホン酸)〔NTMP〕(50重量％水溶液)が120mg用いられた。
Example 11
In Example 1, 120 mg of nitrilotris (methylenephosphonic acid) [NTMP] (50 wt% aqueous solution) was used instead of HEDP.
以上の各実施例で得られたコンポジット粒子について、次のようにして解乳化効率Dを測定した。
(1) n-ドデカン 80重量部、水10重量部およびノニオン系界面活性剤(シグマアルドリッチ製品Span 80)10重量部を混合して、エマルジョン溶液を調製
(2) このエマルジョン溶液を、n-ドデカンで30倍に希釈
(3) 希釈溶液をUV-Visで、500nmにおける吸光度(A0)を測定
(4) 測定後、希釈溶液にコンポジット粒子を20g/Lの濃度になるように添加し、5分間超音波照射して分散させる
(5) 超音波照射後、磁石を近付けてコンポジット粒子と水とを回収し、残った溶液の吸光度(Ae)を測定
(6) 下記式に従って、解乳化効率Dを算出する
D (％) ＝ (A0 − Ae) / A0×100
The emulsification efficiency D of the composite particles obtained in each of the above examples was measured as follows.
(1) Prepare an emulsion solution by mixing 80 parts by weight of n-dodecane, 10 parts by weight of water and 10 parts by weight of a nonionic surfactant (Sigma-Aldrich product Span 80).
(2) Dilute this emulsion solution 30-fold with n-dodecane.
(3) Measure the absorbance (A 0 ) at 500 nm with UV-Vis of the diluted solution.
(4) After measurement, add composite particles to the diluted solution to a concentration of 20 g / L, and irradiate with ultrasonic waves for 5 minutes to disperse.
(5) After ultrasonic irradiation, a magnet is brought close to collect the composite particles and water, and the absorbance (Ae) of the remaining solution is measured.
(6) Calculate the emulsification efficiency D according to the following formula.
D (%) = (A 0 − Ae) / A 0 × 100
得られた結果は、次の表１に示される。なお、Fe3O4(50〜200nm)単独のD値は、45％であった。
表１
実施例 D (％)
１ 96
２ 99
３ 88
４ 97
５ 97
６ 96
７ 99
８ 98
９ 89
10 84
11 90
The results obtained are shown in Table 1 below. The D value of Fe 3 O 4 (50 to 200 nm) alone was 45%.
Table 1
Example D (%)
1 96
2 99
3 88
4 97
5 97
6 96
7 99
8 98
9 89
10 84
11 90
また、120mgのHEDPまたはPBTCが用いられた実施例４または８について、リサイクル性解乳化効率D′が測定された。
(1) 上記解乳化効率Dの測定方法(5)で回収したコンポジット粒子をアセトンで洗浄し、乾燥する
(2) 得られた乾燥コンポジット粒子を用いて、上記解乳化効率Dの測定方法(3)〜(6)をくり返す
In addition, the recyclable emulsification efficiency D'was measured for Example 4 or 8 in which 120 mg of HEDP or PBTC was used.
(1) The composite particles recovered in the above method for measuring the emulsification efficiency D (5) are washed with acetone and dried.
(2) Using the obtained dried composite particles, the above-mentioned measurement methods (3) to (6) for the emulsification efficiency D are repeated.
得られた結果は、次の表２に示される。
表２
実施例 くり返し回数(回) D′(％)
４ １ 97
２ 97
３ 93
４ 95
５ 87
６ 93
８ １ 95
２ 99
３ 98
４ 90
５ 88
６ 85
The results obtained are shown in Table 2 below.
Table 2
Example Number of repetitions (times) D'(%)
4 1 97
2 97
3 93
4 95
5 87
6 93
8 1 95
2 99
3 98
4 90
5 88
6 85
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51117973A (en) * | 1975-04-10 | 1976-10-16 | Taihoo Kogyo Kk | A method for separating and removing liquid material from the liquid p hase containing water-uncompatible liquid material and water |
| JPS6342751A (en) * | 1986-08-06 | 1988-02-23 | Hiroyoshi Shirai | Method for recovering oil |
| US5868939A (en) * | 1993-06-08 | 1999-02-09 | Exportech Company, Inc. | Method and apparatus for breaking emulsions of immiscible liquids by magnetostatic coalescence |
| JP2016064408A (en) * | 2014-07-30 | 2016-04-28 | 三菱マテリアル株式会社 | Oil-water separation filtration device, oil-water separation body recovery method |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51117973A (en) * | 1975-04-10 | 1976-10-16 | Taihoo Kogyo Kk | A method for separating and removing liquid material from the liquid p hase containing water-uncompatible liquid material and water |
| JPS6342751A (en) * | 1986-08-06 | 1988-02-23 | Hiroyoshi Shirai | Method for recovering oil |
| US5868939A (en) * | 1993-06-08 | 1999-02-09 | Exportech Company, Inc. | Method and apparatus for breaking emulsions of immiscible liquids by magnetostatic coalescence |
| JP2016064408A (en) * | 2014-07-30 | 2016-04-28 | 三菱マテリアル株式会社 | Oil-water separation filtration device, oil-water separation body recovery method |
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