EP0541018B1 - Démulsifiant de pétrole - Google Patents

Démulsifiant de pétrole Download PDF

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Publication number
EP0541018B1
EP0541018B1 EP92118674A EP92118674A EP0541018B1 EP 0541018 B1 EP0541018 B1 EP 0541018B1 EP 92118674 A EP92118674 A EP 92118674A EP 92118674 A EP92118674 A EP 92118674A EP 0541018 B1 EP0541018 B1 EP 0541018B1
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EP
European Patent Office
Prior art keywords
water
emulsion
oil
petroleum
moles
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
Application number
EP92118674A
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German (de)
English (en)
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EP0541018A3 (en
EP0541018A2 (fr
Inventor
Guenther Elfers
Wilfried Dr. Sager
Hans-Henning Dr. Vogel
Knut Dr. Oppenlaender
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BASF SE
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BASF SE
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Publication of EP0541018A3 publication Critical patent/EP0541018A3/de
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Publication of EP0541018B1 publication Critical patent/EP0541018B1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G33/00—Dewatering or demulsification of hydrocarbon oils
    • C10G33/04—Dewatering or demulsification of hydrocarbon oils with chemical means

Definitions

  • the invention relates to petroleum emulsion splitters based on alkoxylated polyethyleneimines and processes for demulsifying petroleum emulsions, in which the petroleum emulsion splitters according to the invention are used.
  • Oil and water emulsions are produced in large quantities during the extraction and processing of crude oil, with the continuous outer phase depending on the proportions of water to oil, the natural emulsifier system contained in the oil and the history of the origin of the emulsion.
  • the majority of the crude oil is produced as a water-in-oil emulsion and has to be split by adding chemical demulsifiers.
  • block polymers of ethylene and / or propylene oxide as splitters for water-in-oil emulsions.
  • German published application 15 45 250 e.g. a dewatering process is known in which various alkylene oxide polymers and compounds derived therefrom with hydrophilic end groups are added to the water-in-oil emulsions, but these are not yet fully effective enough and often only at full temperatures. However, after use, they leave too much residual water, residual salt or residual emulsion, and above all they are only sufficiently effective with a few special types of oil.
  • the water-in-oil emulsions are often heated with high energy consumption in order to then achieve the low water, salt and possibly residual emulsions required for further processing with a chemical or electro-chemical process.
  • water-in-oil emulsions can also be split at the temperatures at which they are conveyed, ie between 10 ° C. and 40 ° C., with the addition of suitable splitters without heating.
  • DE-OS 22 27 546 teaches that rapid dewatering of crude oils can be achieved by the addition of demulsifying substances based on derivatives of polyalkylene oxides.
  • the process is characterized in that at least one polyalkylene polyamine with at least two recurring alkyleneimine units in the molecule is added to the crude oils at least one polyalkylene polyamine completely 10 to 300 times oxalkylated on the nitrogen atoms.
  • the salt water separated in this way still contains certain amounts of residual oil, with oil-in-water emulsions preferably forming.
  • the amount of emulsified crude oil in the oil-in-water emulsions can be up to 5%.
  • demulsifiers so-called deoilers, which are mostly cationic polymers, such as those e.g. be described in DE-34 04 538. Typical products are also described in U.S. Patents 4,333,947 and 3,893,615.
  • DE 24 35 714 A1 teaches to completely quaternize polyalkylene polyamines, as are known from DE-OS 22 27 546. This additional process step is however complex and should therefore also be avoided for cost reasons.
  • the present invention was therefore based on the object of providing petroleum emulsion splitters which not only bring about good splitting of water-in-oil emulsions, but also lead to the water which is split off containing as little residual oil as possible and which are as simple to produce as possible .
  • petroleum emulsion splitters based on alkoxylated polyethyleneimines which are characterized in that they are alkoxylated by a polyethyleneimine having a molecular weight (weight average M w ) of 2,500 to 35,000 with 5 to 40 moles of propylene oxide and 5 to 40 moles of ethylene oxide can be obtained per ethyleneimine unit in the polyethyleneimine.
  • crude oil emulsion splitters are known, which are produced by alkoxylation, especially with ethylene and propylene oxide, of polyalkylene polyamines, but the quantitative ratios of alkylene oxide to polyalkylene polyamine given there include a very wide range (10 to 300 times alkoxylation of each Nitrogen atom) and according to the examples, polyethyleneimines with a MW of 2,100 to 86,000, reacted with 70 to 95 moles of propylene oxide and 20 to 28 moles of ethylene oxide, are used.
  • Emulsion splitters are preferred, for their preparation polyethyleneimines with a molecular weight M w of 5,000 to 25,000 are used and which are obtained by alkoxylation of the polyethyleneimines with 5 to 30 moles of propylene oxide and 5 to 20 moles of ethylene oxide, in each case based on an ethyleneimine unit in the polyethyleneimine .
  • the emulsion splitters according to the invention also have the advantage that they contain no metal salts, in particular corrosion-promoting chlorides.
  • the invention also relates to a process for the demulsification of petroleum emulsions, in which the emulsion at temperatures of 10 ° C to 130 ° C, preferably at 50 ° C to 80 ° C, with the petroleum emulsion splitter according to the invention or with solutions containing the petroleum emulsion splitter included, treated.
  • the emulsion splitters are produced in a manner known per se in a one- or multi-stage, preferably two-stage, procedure.
  • an alkaline catalyst such as sodium methylate, potassium tert-butoxide, potassium hydroxide, sodium hydroxide, basic ion exchanger etc. added, followed by further oxalkylation with the required amounts of alkylene oxide at about 125 ° C to 135 ° C.
  • the reaction can be carried out, for example, by pressing on the entire amount of alkylene oxide in the presence of water-containing or -free alkaline catalyst and allowing it to react at temperatures between 125 ° C. and 135 ° C.
  • a higher proportion of by-products, such as pure polyalkylene glycol ethers, can occur here, but this has no significant influence on the desired properties of the products.
  • the ratio of propylene oxide to ethylene oxide can be varied in the ranges given above.
  • Starting products for the preparation of the compounds to be added according to the invention are generally known polyethyleneimines, prepared in a conventional manner from ethyleneimine.
  • the specified molecular weights were determined by light scattering.
  • the emulsion splitters according to the invention can also be used together with other emulsion splitters, e.g. with the alkoxylated alkylphenol formaldehyde resins known from DE-OS 27 19 978.
  • the splitters are preferred because of their associated better meterability than solutions with 20 to 90% by weight splitters.
  • Mixtures of organic solvents e.g. methanol
  • organic solvents e.g. Toluene, xylenes, tetrahydrofuran, dioxane, C1-C13 alcohols, glycols and light petroleum fractions of the boiling point mentioned.
  • solutions these are expediently adjusted to an active substance content (splitter content) of 40 to 60% by weight or 70 to 90% by weight.
  • splitter content active substance content
  • the solutions are preferred to crude oils added to the probes (in the field).
  • the cleavage then already runs at the temperature of the freshly pumped water-in-oil emulsion at such a rate that the emulsion can be broken on the way to the processing plant. There it is separated in a possibly heated separator and possibly with the help of an electric field without difficulty into pure oil and salt water.
  • the splitters are expediently added to the crude oil emulsions in amounts (active ingredient) of 0.1 to 200 ppm, preferably 5 to 50 ppm, based on the weight of the emulsion to be split, at temperatures between 10 ° C. and 130 ° C., preferably 50 ° C to 80 ° C added.
  • the rapid breakers to be used according to the invention can be used for water-in-oil emulsions with about 0.1 to 99% by weight salt water content. Crude oil emulsions of various origins come into consideration as oils that can be drained quickly in this way.
  • the splitter A produced according to the synthesis example is added in an amount of 25 ppm to three different crude oil emulsions from West Africa at 40 ° C. with stirring, and the samples are then left to stand. The separated amounts of water were measured after certain time intervals.
  • oil emulsions having a splitter B which had been prepared by alkoxylation of polyethyleneimine with a molecular weight of about 21,000 (M w) with 36 moles of ethylene oxide and 86 moles of propylene oxide per ethyleneimine were placed in the manner indicated above.
  • Table I The results are shown in Table I.
  • Table I Splitter deposited H2O in ml after 10min 20 min 30 min 45min 1h 2h 3h Crude oil emulsion I A 4th 15 40 43 45 45 47 B 8th 15 25th 40 43 47 47 Crude oil emulsion II A 2nd 5 25th 35 38 38 39 B 1 3rd 5 10th 15 20th 22 Crude oil emulsion III A 40 40 40 40 40 40 B 0 2nd 2nd 2nd 2nd 2nd 2nd 2nd 2nd
  • the test emulsions tested were the crude oil emulsions specified in Example 2.1, which were treated with the demulsifier at ambient temperature. The results are shown in Table II.
  • Table II Splitter Crude oil emulsion Assessment number A I. 2nd B I. 8th A II 3rd B II 6 A III 1 B III 9 It can be seen from the test results that, on the one hand, the petroleum emulsion splitter according to the invention behaves advantageously with regard to its splitting properties (Table I) compared to a comparison substance which differs from the splitter according to the invention essentially by a significantly higher degree of propoxylation. On the other hand, the splitter according to the invention achieves very good separation of the residual oil from the separated water (Table II).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Colloid Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Polyethers (AREA)

Claims (6)

  1. Désémulsifiants de pétrole brut à base de polyéthylène-imines alcoxylées, caractérisés en ce qu'ils sont obtenus par alcoxylation de polyéthylèneimines ayant un poids moléculaire Mw de 2 500 à 35 000, avec 5 à 40 moles d'oxyde de propylène et 5 à 40 moles d'oxyde d'éthylène par motif éthylène-imine dans la polyéthylène-imine.
  2. Désémulsifiants de pétrole brut selon la revendication 1, caractérisés en ce que la polyéthylèneimine mise en réaction présente un poids moléculaire Mw de 5 000 à 25 000.
  3. Désémulsifiants de pétrole brut selon la revendication 1, caractérisés en ce qu'ils sont obtenus par alcoxylation de la polyéthyléne-imine avec 5 à 30 moles d'oxyde de propylène et 5 à 20 moles d'oxyde d'éthylène par motif éthylène-imine dans la polyéthyléne-imine.
  4. Désémulsifiants de pétrole brut selon la revendication 1, caractérisés en ce qu'ils contiennent, en tant que second composant actif, une résine d'alkylphénolformaldéhyde oxalkylée.
  5. Solutions concentrées du désémulsifiant de pétrole brut, caractérisées en ce qu'elles se composent de 20 à 90% en poids de désémulsifiant de pétrole brut selon la revendication 1 et de 10 à 80% en poids d'un solvant organique qui peut contenir H₂O.
  6. Procédé de désémulfification d'émulsions de pétrole brut, caractérisé en ce que l'on traite l'émulsion, à une température de 10 a 130°C, de préférence de 50 à 80°C, par une solution du désémulsifiant selon la revendication 1.
EP92118674A 1991-11-07 1992-10-31 Démulsifiant de pétrole Expired - Lifetime EP0541018B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4136661A DE4136661A1 (de) 1991-11-07 1991-11-07 Erdoelemulsionsspalter
DE4136661 1991-11-07

Publications (3)

Publication Number Publication Date
EP0541018A2 EP0541018A2 (fr) 1993-05-12
EP0541018A3 EP0541018A3 (en) 1993-09-08
EP0541018B1 true EP0541018B1 (fr) 1996-01-03

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP92118674A Expired - Lifetime EP0541018B1 (fr) 1991-11-07 1992-10-31 Démulsifiant de pétrole

Country Status (6)

Country Link
US (1) US5445765A (fr)
EP (1) EP0541018B1 (fr)
JP (1) JPH05305204A (fr)
CA (1) CA2082287A1 (fr)
DE (2) DE4136661A1 (fr)
NO (1) NO303987B1 (fr)

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Publication number Priority date Publication date Assignee Title
WO2010076253A1 (fr) 2008-12-29 2010-07-08 Basf Se Polyesters et polycarbonates hyperramifiés servant de désémulsifiants pour le craquage d'émulsions de pétrole brut

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DE4418800A1 (de) * 1994-05-30 1995-12-07 Basf Ag Verfahren zur Abtrennung vom Wasser aus Rohöl und hierbei verwendete Erdölemulsionsspalter
DE4435688A1 (de) * 1994-10-06 1996-04-11 Basf Ag Verfahren zur Herstellung von Oligoaminen oder Polyaminen
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FR2763852B1 (fr) 1997-05-28 1999-07-09 Oreal Composition comprenant un derive de l'acide cinnamique et un polymere polyamine
FR2763851B1 (fr) 1997-05-28 1999-07-09 Oreal Compositions comprenant un derive de dibenzoylmethane et un polymere polyamine
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DE10057044B4 (de) * 2000-11-17 2004-05-06 Clariant Gmbh Harze aus Alkylphenolen und Glyoxalsäurederivaten, und ihre Verwendung als Emulsionsspalter
DE10106145A1 (de) * 2001-02-10 2002-08-22 Clariant Gmbh Verwendung von neuen Alkyl- und Arylalkoxylaten als Emulgatoren in der Emulsionspolymerisation
DE10106144C2 (de) * 2001-02-10 2003-02-20 Clariant Gmbh Verwendung von Cardanol-Aldehydharzen als Asphalten-Dispergatoren in Rohölen
DE10107880B4 (de) * 2001-02-20 2007-12-06 Clariant Produkte (Deutschland) Gmbh Alkoxylierte Polyglycerine und ihre Verwendung als Emulsionsspalter
DE10319028B4 (de) * 2003-04-28 2006-12-07 Clariant Produkte (Deutschland) Gmbh Demulgatoren für Mischungen aus Mitteldestillaten mit Brennstoffölen pflanzlichen oder tierischen Ursprungs
DE10325198B4 (de) * 2003-06-04 2007-10-25 Clariant Produkte (Deutschland) Gmbh Verwendung von alkoxylierten vernetzten Polyglycerinen als biologisch abbaubare Emulsionsspalter
DE10329723B3 (de) 2003-07-02 2004-12-02 Clariant Gmbh Alkoxylierte Dendrimere und ihre Verwendung als biologisch abbaubare Emulsionsspalter
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CN101568630B (zh) * 2006-12-22 2012-02-08 巴斯夫欧洲公司 用作染料转移抑制剂的疏水改性聚亚烷基亚胺
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MX2010009057A (es) 2008-03-04 2010-09-09 Basf Se Uso de polialcanolaminas alcoxiladas para romper emulsiones de aceite-agua.
MX2008015756A (es) 2008-12-10 2010-06-10 Mexicano Inst Petrol Formulaciones desemulsificantes y deshidratantes para crudos pesados a base de copolimeros en bloques bifuncionalizados con aminas.
DE102009019179A1 (de) 2009-04-28 2010-11-11 Clariant International Ltd. Alkoxylierte (Meth)acrylat-Polymere und ihre Verwendung als Rohöl-Emulsionsspalter
DE102009019177A1 (de) 2009-04-28 2010-11-11 Clariant International Ltd. Verwendung biologisch abbaubarer alkoxylierter (Meth)acrylat-Copolymere als Rohöl-Emulsionsspalter
GB0909967D0 (en) 2009-06-10 2009-07-22 Membrane Extraction Tech Ltd Polyimide membrane
DE102009040495B4 (de) 2009-09-08 2014-02-13 Clariant International Ltd. Alkoxylierte Thiacalixarene und deren Verwendung als Rohöl-Emulsionsspalter
DE102009041983A1 (de) 2009-09-17 2011-04-07 Clariant International Ltd. Alkoxylierte Trialkanolaminkondensate und deren Verwendung als Emulsionsspalter
DE102009042971A1 (de) 2009-09-24 2011-09-15 Clariant International Ltd. Alkoxylierte cyclische Diamine und deren Verwendung als Emulsionsspalter
US20120059088A1 (en) * 2010-09-02 2012-03-08 Baker Hughes Incorporated Novel Copolymers for Use as Oilfield Demulsifiers
BR112014012568A2 (pt) 2011-11-25 2017-06-06 Basf Se processo para a preparação de polialquileno poliaminas alcoxiladas, polialquileno poliamina alcoxilada, e, uso de polialquileno poliaminas alcoxiladas
DE102012005377A1 (de) 2012-03-16 2013-03-14 Clariant International Ltd. Alkoxylierte Polyamidoamine und deren Verwendung als Emulsionsspalter
DE102012005279A1 (de) 2012-03-16 2013-03-14 Clariant International Limited Alkoxylierte, vernetzte Polyamidoamine und deren Verwendung als Emulsionsspalter
MX368308B (es) 2013-06-05 2019-09-26 Mexicano Inst Petrol Proceso de escalamiento de copolimeros tribloque bifuncionalizados con aminas secundarias y terciarias, con aplicacion en la deshidratacion y desalado de aceites crudos pesados.
JP6840085B2 (ja) 2015-02-25 2021-03-10 ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ 汚れた金属表面を洗浄する方法及びそのような方法に有用な物質
EP3118241A1 (fr) 2015-07-16 2017-01-18 Basf Se Polymères, procédé pour fabriquer de tels polymères et leurs utilisations
US11390713B2 (en) 2017-02-13 2022-07-19 Basf Se Process for making an alkoxylated polyalkylenimine
BR102017022800A2 (pt) * 2017-10-23 2019-05-07 Oxiteno S A Ind E Comercio processo de alcoxilação de uma composição polimérica e uso de uma composição polimérica alcoxilada
CN109294618B (zh) * 2018-10-19 2019-10-18 浙江大学 利用双亲性超支化聚乙烯亚胺对水包油型乳状液进行破乳的方法
CN113166406B (zh) 2018-11-19 2023-11-07 巴斯夫欧洲公司 制备功能性纤维的方法
US20200179823A1 (en) * 2018-12-06 2020-06-11 Schlumberger Technology Corporation Demulsifier injection system
WO2020121031A1 (fr) 2018-12-12 2020-06-18 Sabic Global Technologies B.V. Polyéthylèneimine en tant que nouveau briseur d'émulsion pour des systèmes d'eau de trempe
US11814580B1 (en) 2022-06-09 2023-11-14 Saudi Arabian Oil Company Hyperbranched polymer-based hydraulic fracturing fluid crosslinker
CN115433352B (zh) * 2022-09-20 2023-06-23 胜利油田胜利化工有限责任公司 一种改性多胺破乳剂及其制备方法和应用
CN115785990B (zh) * 2022-12-22 2024-05-17 南阳腾远石油工程技术服务有限公司 一种原油破乳剂及其制备方法
WO2024180261A2 (fr) 2023-03-02 2024-09-06 Basf Se Oxyde d'éthylène respectueux de l'environnement, oxyde de propylène et produits en aval
US12065614B1 (en) 2023-04-03 2024-08-20 Saudi Arabian Oil Company Branched cellulose-based hydraulic fracturing fluid crosslinker

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WO2010076253A1 (fr) 2008-12-29 2010-07-08 Basf Se Polyesters et polycarbonates hyperramifiés servant de désémulsifiants pour le craquage d'émulsions de pétrole brut

Also Published As

Publication number Publication date
JPH05305204A (ja) 1993-11-19
EP0541018A3 (en) 1993-09-08
DE4136661A1 (de) 1993-05-13
DE59204911D1 (de) 1996-02-15
EP0541018A2 (fr) 1993-05-12
NO924294L (no) 1993-05-10
US5445765A (en) 1995-08-29
NO303987B1 (no) 1998-10-05
CA2082287A1 (fr) 1993-05-08
NO924294D0 (no) 1992-11-06

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