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US20020190007A1 - Flocculant for oil-water separation and method for oil-water separation by flocculation - Google Patents

Flocculant for oil-water separation and method for oil-water separation by flocculation Download PDF

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Publication number
US20020190007A1
US20020190007A1 US10/148,735 US14873502A US2002190007A1 US 20020190007 A1 US20020190007 A1 US 20020190007A1 US 14873502 A US14873502 A US 14873502A US 2002190007 A1 US2002190007 A1 US 2002190007A1
Authority
US
United States
Prior art keywords
water
group
flocculant
oil
components
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.)
Abandoned
Application number
US10/148,735
Other languages
English (en)
Inventor
Kiyoharu Fujino
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Japan ALSI Co Ltd
Original Assignee
Japan ALSI Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Japan ALSI Co Ltd filed Critical Japan ALSI Co Ltd
Assigned to JAPAN ALSI CO., LTD. reassignment JAPAN ALSI CO., LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: FUJINO, KIYOHARU
Publication of US20020190007A1 publication Critical patent/US20020190007A1/en
Priority to US12/316,616 priority Critical patent/US7618540B2/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/32Materials not provided for elsewhere for absorbing liquids to remove pollution, e.g. oil, gasoline, fat
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/52Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
    • C02F1/54Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D17/00Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
    • B01D17/02Separation of non-miscible liquids
    • B01D17/04Breaking emulsions
    • B01D17/047Breaking emulsions with separation aids
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/40Devices for separating or removing fatty or oily substances or similar floating material
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/52Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
    • C02F1/5272Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using specific organic precipitants
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02Monomers containing only one unsaturated aliphatic radical
    • C08F212/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06Hydrocarbons
    • C08F212/08Styrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/14Methyl esters, e.g. methyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/36Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G33/00Dewatering or demulsification of hydrocarbon oils
    • C10G33/04Dewatering or demulsification of hydrocarbon oils with chemical means
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/52Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
    • C02F1/54Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
    • C02F1/56Macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F2101/00Nature of the contaminant
    • C02F2101/30Organic compounds
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F2101/00Nature of the contaminant
    • C02F2101/30Organic compounds
    • C02F2101/32Hydrocarbons, e.g. oil

Definitions

  • oil components and “water components” herein mean components in an oily layer, and components in a water layer of the emulsion that contains oil, water, a surfactant, a stabilizer, and contaminants, respectively.
  • a non-ionic surfactant is added to the mixture of the compound represented by the general formula R 0 —Q, and the compound having at least a cationic group.
  • cationic group herein means a group having a quaternary nitrogen atom and an electrophilic group.
  • the unit (i) for use in the present invention includes an —SO 3 M group, wherein M is hydrogen or a metal element.
  • the —SO 3 M group is bonded at an end of a side chain of the polymer.
  • the metal element is preferably an alkali metal element that render water solubility to the flocculant, i.e., Na, K, and Li.
  • Examples of the —SO 3 M group include —C 6 H 6 SO 3 H—, —CONHCH 2 CH 2 C(CH 3 ) 2 CH 2 SO 3 H, —CONHCH 2 C(CH 3 ) 2 CH 2 SO 3 H, and —CONHC(CH 3 ) 2 CH 2 SO 3 H.
  • the unit (ii) is formed by adding a monomer including the group having a quaternary nitrogen atom upon polymerization.
  • a monomer including the group having a quaternary nitrogen atom upon polymerization examples include acrylic acid dimethylaminoethylmethylchloride monomer, and methacrylate acid dimethylaminoethylmethylchloride monomer.
  • the flocculant for separating and flocculating oily components and water components according to the present invention may comprise a copolymer in which a unit represented by the following formula in the polymer chain.
  • R 10 is hydrogen or a lower alkyl group
  • R 11 is a carboxyl group, an alkoxyl group, an amino group, a group having these groups at an end, or a derivative thereof.
  • the —OSO 3 M group may be not only at the molecular end, but also be in the molecular chain as a side chain.
  • a compound having a double bond in its main chain as the units is used and reacted with peroxodisulfuric acid salt, i.e., potassium peroxodisulfate or sulfuric acid at the double bond. It is preferable that about equimolar amounts of peroxodisulfuric acid salt, i.e., potassium peroxodisulfate be reacted.
  • the R 0 is a hydrocarbon having at least an unsaturated linking in a molecule, and a residue group of the unsaturated linking of a derivative thereof.
  • Such a polymer has a molecular weight so that activity of the active sludge is not prohibited in the secondary treatment. If the molecular weight is too low, the cationic group develops a bactericidal property, and the active sludge may be destroyed. It is preferable that the compound having the cationic group have the ultimate viscosity of 0.001 to 0.6 dl/g.
  • the flocculant according to the present invention was prepared as follows:
  • the flocculant according to the present invention was prepared as follows:
  • the flocculant according to the present invention was prepared as EXAMPLE 3 except that 5 liters aqueous solution containing 0.2 mol of potassium peroxodisulfate (K 2 S 2 O 8 ) was used. The mixture was reacted at 50° C. for 8 hours. The resulting reaction product was dropped into a large quantity of acetone to produce a white powder polymer. The polymer was dissolved in a 2 mol/l KBr aqueous solution at the concentration of 0.5 g/l. Then, the polymer was measured for ultimate viscosity at 25° C. The ultimate viscosity of the polymer was 0.12 dl/g. The polymer had an —OSO 3 K group at an end of the molecule, and an —SO 3 H group and a cationic group having a quaternary nitrogen atom at a side chain of the molecule.
  • K 2 S 2 O 8 potassium peroxodisulfate
  • the flocculant according to the present invention was prepared as follows:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Environmental & Geological Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Water Supply & Treatment (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Thermal Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Public Health (AREA)
  • Materials Engineering (AREA)
  • Separation Of Suspended Particles By Flocculating Agents (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
US10/148,735 2000-10-13 2001-10-12 Flocculant for oil-water separation and method for oil-water separation by flocculation Abandoned US20020190007A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US12/316,616 US7618540B2 (en) 2000-10-13 2008-12-15 Flocculant for separating and flocculating oil and water

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2000-313682 2000-10-13
JP2000313682 2000-10-13

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/316,616 Continuation US7618540B2 (en) 2000-10-13 2008-12-15 Flocculant for separating and flocculating oil and water

Publications (1)

Publication Number Publication Date
US20020190007A1 true US20020190007A1 (en) 2002-12-19

Family

ID=18793059

Family Applications (2)

Application Number Title Priority Date Filing Date
US10/148,735 Abandoned US20020190007A1 (en) 2000-10-13 2001-10-12 Flocculant for oil-water separation and method for oil-water separation by flocculation
US12/316,616 Expired - Fee Related US7618540B2 (en) 2000-10-13 2008-12-15 Flocculant for separating and flocculating oil and water

Family Applications After (1)

Application Number Title Priority Date Filing Date
US12/316,616 Expired - Fee Related US7618540B2 (en) 2000-10-13 2008-12-15 Flocculant for separating and flocculating oil and water

Country Status (6)

Country Link
US (2) US20020190007A1 (fr)
EP (1) EP1329250B9 (fr)
JP (1) JP4171648B2 (fr)
KR (1) KR100855164B1 (fr)
CN (1) CN1208110C (fr)
WO (1) WO2002032538A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN119192671A (zh) * 2024-10-15 2024-12-27 云浮市润澳新材料科技有限公司 一种静脉化产业树脂废弃溶剂循环利用方法
WO2025024429A1 (fr) * 2023-07-25 2025-01-30 Basf Corporation Procédés de séparation de phase aqueuse d'une émulsion

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3092047B1 (fr) * 2014-01-09 2018-03-28 Dow Global Technologies LLC Composition et procédé pour processus de clarification d'eau de champs petroliferes
CN113929638A (zh) * 2021-12-16 2022-01-14 山东尚科环境工程有限公司 一种噁唑烷类络合物、制备方法及其在油田污水处理中的应用

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4127500A (en) * 1976-07-19 1978-11-28 Teijin Limited Fibrous material for emulsion breaker and method for manufacturing it
US4182690A (en) * 1976-11-16 1980-01-08 Teijin Limited Emulsion breaking material
US4305860A (en) * 1980-08-21 1981-12-15 National Starch And Chemical Corporation Stable, pumpable, solvent-free colloidal polyampholyte latices, their preparation and use in paper
US4451628A (en) * 1982-09-13 1984-05-29 Celanese Corporation Process for preparing low molecular weight water-soluble polymers by copolymerizing with water-soluble monomers a calculated quantity of methallylsulfonate monomer
US4569768A (en) * 1983-10-07 1986-02-11 The Dow Chemical Company Flocculation of suspended solids from aqueous media
US4590249A (en) * 1983-10-19 1986-05-20 Societe Francaise Hoechst Cationic ampholytic tetrapolymers and cosmetic compositions containing them
US4608425A (en) * 1985-01-02 1986-08-26 Exxon Research And Engineering Co. High charge density polymeric complexes - viscosifiers for acid, base and salt (aqueous) solutions
US4652623A (en) * 1984-11-23 1987-03-24 Calgon Corporation Polymers for use as filtration control aids in drilling muds
US4959432A (en) * 1986-05-19 1990-09-25 Union Carbide Chemicals And Plastics Company Inc. Acid viscosifier compositions
US5308499A (en) * 1989-05-22 1994-05-03 Commonwealth Scientific And Industrial Research Organisation Effluent treatment
US5354481A (en) * 1988-12-19 1994-10-11 Cytec Technology Corp. Water-soluble highly branched polymeric microparticles
US5879670A (en) * 1997-03-31 1999-03-09 Calgon Corporation Ampholyte polymers for use in personal care products
US5883181A (en) * 1993-11-24 1999-03-16 Cytec Technology Corp. Multimodal emulsions and processes for preparing multimodal emulsions

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JPS5261356A (en) 1975-11-14 1977-05-20 Toray Ind Inc Disposing method of water containing surface active agent
JPS5311183A (en) 1976-07-19 1978-02-01 Teijin Ltd Treating material for emulsifiable compounds
JPS5361575A (en) 1976-11-16 1978-06-02 Teijin Ltd Treating material for emulsoidal compounds
JPS63221810A (ja) * 1987-03-10 1988-09-14 Matsumoto Yushi Seiyaku Kk エマルジヨン破壊剤
JP2721970B2 (ja) 1988-04-28 1998-03-04 利行 今井 高分子凝集剤
DE3912929A1 (de) * 1989-04-20 1990-10-31 Stockhausen Chem Fab Gmbh Mittel und verfahren zur spaltung von oel/wasser-emulsionen
JPH02298304A (ja) 1989-05-11 1990-12-10 Sanyo Chem Ind Ltd 高分子凝集剤
JPH07232005A (ja) 1994-02-22 1995-09-05 Japan Synthetic Rubber Co Ltd 凝集剤
FR2761366A1 (fr) * 1997-03-26 1998-10-02 Synthron Nouveaux copolymeres greffes amphoteres a biodegradabilite amelioree utilisables comme agents dispersants
JP4033946B2 (ja) 1997-07-21 2008-01-16 日本アルシー株式会社 凝集剤および凝集方法

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4127500A (en) * 1976-07-19 1978-11-28 Teijin Limited Fibrous material for emulsion breaker and method for manufacturing it
US4182690A (en) * 1976-11-16 1980-01-08 Teijin Limited Emulsion breaking material
US4305860A (en) * 1980-08-21 1981-12-15 National Starch And Chemical Corporation Stable, pumpable, solvent-free colloidal polyampholyte latices, their preparation and use in paper
US4451628A (en) * 1982-09-13 1984-05-29 Celanese Corporation Process for preparing low molecular weight water-soluble polymers by copolymerizing with water-soluble monomers a calculated quantity of methallylsulfonate monomer
US4569768A (en) * 1983-10-07 1986-02-11 The Dow Chemical Company Flocculation of suspended solids from aqueous media
US4590249A (en) * 1983-10-19 1986-05-20 Societe Francaise Hoechst Cationic ampholytic tetrapolymers and cosmetic compositions containing them
US4652623A (en) * 1984-11-23 1987-03-24 Calgon Corporation Polymers for use as filtration control aids in drilling muds
US4608425A (en) * 1985-01-02 1986-08-26 Exxon Research And Engineering Co. High charge density polymeric complexes - viscosifiers for acid, base and salt (aqueous) solutions
US4959432A (en) * 1986-05-19 1990-09-25 Union Carbide Chemicals And Plastics Company Inc. Acid viscosifier compositions
US5354481A (en) * 1988-12-19 1994-10-11 Cytec Technology Corp. Water-soluble highly branched polymeric microparticles
US5308499A (en) * 1989-05-22 1994-05-03 Commonwealth Scientific And Industrial Research Organisation Effluent treatment
US5883181A (en) * 1993-11-24 1999-03-16 Cytec Technology Corp. Multimodal emulsions and processes for preparing multimodal emulsions
US5879670A (en) * 1997-03-31 1999-03-09 Calgon Corporation Ampholyte polymers for use in personal care products

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2025024429A1 (fr) * 2023-07-25 2025-01-30 Basf Corporation Procédés de séparation de phase aqueuse d'une émulsion
CN119192671A (zh) * 2024-10-15 2024-12-27 云浮市润澳新材料科技有限公司 一种静脉化产业树脂废弃溶剂循环利用方法

Also Published As

Publication number Publication date
JPWO2002032538A1 (ja) 2004-02-26
WO2002032538A1 (fr) 2002-04-25
EP1329250A1 (fr) 2003-07-23
KR100855164B1 (ko) 2008-08-29
CN1392800A (zh) 2003-01-22
JP4171648B2 (ja) 2008-10-22
EP1329250B9 (fr) 2013-05-29
KR20020070318A (ko) 2002-09-05
EP1329250B1 (fr) 2013-01-30
EP1329250A4 (fr) 2005-01-19
US7618540B2 (en) 2009-11-17
US20090105355A1 (en) 2009-04-23
CN1208110C (zh) 2005-06-29

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AS Assignment

Owner name: JAPAN ALSI CO., LTD., JAPAN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:FUJINO, KIYOHARU;REEL/FRAME:013166/0401

Effective date: 20020527

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION