EP1802387A1 - Utilisation d'amidoamines ethoxylees comme emulsifiants dans des boues de forage - Google Patents

Utilisation d'amidoamines ethoxylees comme emulsifiants dans des boues de forage

Info

Publication number
EP1802387A1
EP1802387A1 EP05802817A EP05802817A EP1802387A1 EP 1802387 A1 EP1802387 A1 EP 1802387A1 EP 05802817 A EP05802817 A EP 05802817A EP 05802817 A EP05802817 A EP 05802817A EP 1802387 A1 EP1802387 A1 EP 1802387A1
Authority
EP
European Patent Office
Prior art keywords
ethoxylated
formula
amidoamines
atoms
radical
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.)
Withdrawn
Application number
EP05802817A
Other languages
German (de)
English (en)
Inventor
Heinz Müller
Jens Hartmann
Stephan Von Tapavicza
Diana MÄKER
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.)
Emery Oleochemicals GmbH
Original Assignee
Cognis Oleochemicals GmbH
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 Cognis Oleochemicals GmbH filed Critical Cognis Oleochemicals GmbH
Publication of EP1802387A1 publication Critical patent/EP1802387A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/32—Non-aqueous well-drilling compositions, e.g. oil-based
    • C09K8/36—Water-in-oil emulsions

Definitions

  • the present application relates to emulsifiers for wellhead improvers as well as to drilling fluids containing such emulsifiers.
  • Liquid flushing systems for sinking rock boreholes while applying the detached cuttings are known to have limited thickened flowable systems based on water or oil.
  • the latter oil-based systems are becoming increasingly important in practice and are used in particular in the area of off-shore Bohnuig.
  • Oil-based drilling fluids are generally used as so-called invert emulsion slurries, which consist of a 3-phase system: oil, water and finely divided solids. These are preparations of the type of W / O emulsions, that is to say the aqueous phase is distributed in a heterogeneous finely dispersed manner in the closed oil phase.
  • a plurality of additives are provided, in particular emulsifiers or emulsifier systems, hardening agents, fluid-loss additives, viscosity regulators and optionally an alkali reserve.
  • anionic surfactants from the group of the fatty alcohol sulfates, the fatty alcohol ether sulfates and the alkylbenzenesulfonates are preferably known in the prior art.
  • the drilling fluid which is pumped into the ground, warms up, depending on the baptism eg at values of 150 to 250 0 F (66 or 121 ° C), with very deep bobs up to 350 0 F ( 178 0 C), although it is not always desired that the rheology in high temperature range is also influenced. Rather, often only a selective influence of the rheology in the critical low temperature range is desired.
  • emulsifiers for borehole treatment systems and in particular of drilling muds is primarily aimed at finding those substances which, even under the extreme conditions of practical use, lead to a maximum stability of the emulsion, i.
  • suitable compounds are known to the person skilled in the art, with so-called amidoamines in particular playing an important role.
  • amidoamines based on dimer fatty acids are the subject of EP 0 229 912 A1, which also discloses their use in drilling fluids.
  • ethoxylated amidoamines like the compounds of formula (I) themselves, already be ⁇ known.
  • Also preferred are ethoxylated derivatives of such amidoamines of the formula (I) in which R 1 and R 4 are an alkyl and / or alkenyl radical having 5 to 23 C atoms, and R 3 is a radical CO-CH CH- COOH and / or represents a hydrogen atom.
  • the ethoxylated amidoamines are preferably used as emulsifiers in drilling mud systems which, based on the total liquid phase, contain 10 to 30% by weight of water and thus 90 to 70% by weight of the oil phase.
  • the ethoxylated amines are preferably added in amounts of from 0.1 to 25% by weight, preferably from 0.1 to 10% by weight and in particular from 0.1 to 5% by weight, based in each case on the weight of the entire drilling fluid used.
  • ethoxylated amidoamines leads to a better filtrate value of the particular rinse in comparison with standard emulsifiers based on amidoamine. Furthermore, the rinses formulated with the ethoxylated emulsifiers have good rheology values.
  • a further object of the present invention in the temperature range of 5 to 2O 0 C flowable and pumpable well treating agents, in particular drilling muds based on a continuous oil phase, optionally in admixture with a limited quantity of a disperse aqueous phase (W / O invert type)
  • W / O invert type a disperse aqueous phase
  • customary auxiliaries such as viscosity formers, emulsifiers, fluid loss additives, wetting agents, finely divided weighting substances, salts, alkali reserves and / or biocides, wherein in their oil phase, compounds selected from the classes
  • R ' is a saturated or unsaturated, linear or branched alkyl radical having 5 to 23 C atoms and R "is an alkyl radical having 1 to 22 C atoms, where the radical R" can be saturated or unsaturated, linear or branched,
  • R '" is a saturated, unsaturated, linear or branched alkyl radical having 8 to 24 C atoms
  • oils of the groups listed above alone or in admixture with one another contain the oils of the groups listed above alone or in admixture with one another.
  • Particularly preferred as the oil phase are the carboxylic acid esters of the formula (II) and in particular those which are described in the European Offenlegungsschrift EP 0 374 672 or EP 0 386 636.
  • Particularly suitable alcohols in such esters are based on branched or unbranched alcohols having 1 to 8 C atoms, e.g. to methanol, isopropanol, isobutanol, or 2-ethylhexanol.
  • esters having 12 to 18 C atoms.
  • Particularly preferred esters are saturated C 12 -C 14 fatty acid esters or unsaturated C 16 -C 18 fatty acids, in each case with isopropyl, isobutyl or 2-ethylhexanol as the alkoliol component.
  • 2-ethylhyloctanoate is also suitable.
  • Other suitable esters are acetic acid esters, in particular acetates of C8-C18 fatty alcohols.
  • Such oil phases are known, for example, from older industrial property rights of Ajunelderin Cognis, reference being made in particular to European patent applications 0 374 671, 0 374 672, 0 382 070, 0 386 638.
  • Oil phases based on linear olefins are also known to the person skilled in the art, the European published patent application 0 765 368 being mentioned here.
  • branched esters of the type (a) as disclosed for example in WO 99/33932 (Chevron) or in EP 0 642 561 (Exxon) are suitable carrier fluids in the process according to the invention, the esters disclosed therein are part of the disclosure of the present invention.
  • oil phase contain alpha-olefins or internal olefins (IO) or poly-alpha-olefins (PAO) in the sense of component (b).
  • IO internal olefins
  • PAO poly-alpha-olefins
  • the IO or IO mixtures present in the oil phase according to the invention then contain corresponding compounds having 12 to 30 C atoms in the molecule, preferably having 14 to 24 C atoms and in particular having up to 20 C atoms in the molecule , If alpha-olefins are contained as ⁇ lptiase, preferably alpha-olefins are used based on fatty acids having 12 to 18 carbon atoms, in particular, saturated alpha-olefins are preferred. Such preferred mixtures are the subject of the applicant's EP 0765 368 A1.
  • suitable constituents of the oil phase may be water-insoluble symmetrical or unsymmetrical ethers (c) of monohydric alcohols of natural or synthetic origin, it being possible for the alcohols to contain 1 to 24 carbon atoms.
  • water-soluble alcohols of group (d) may be preferred components of the oil phase in the context of the present technical teaching.
  • carbonic acid diester (s) according to European Application No. 0 532 570 are suitable constituents of the oil phase. These compounds may constitute the entire oil phase as well as parts thereof. Paraffins (f) and / or acetals (g) can also be used as constituents of the oil phase.
  • the oil phase of the emulsions according to the invention is preferably composed of at least 50% by weight of such preferred compounds (a) to (g), in particular those systems are preferred in which the oil phase contains 60 to 80%. and in particular to 100 wt .-% of compounds (a) to (g) or Mi ⁇ mixtures thereof.
  • the closed oil phases of such rinses according to the invention have a Brookfield (RVT) viscosity in the temperature range from 0 to 5 ° C., preferably below 50 mPas, preferably not above 40 mPas.
  • the pH of the rinses is preferably adjusted to a pH in the range from about neutral to moderately basic, in particular to the range from about 7.5 to 11, whereby the use of lime as alkali reserve may be particularly preferred.
  • Water is eben ⁇ if a component of Bohr Crowsysteme described.
  • the water is preferably in Amounts of at least about 0.5% by weight may be present in the invert emulsions. However, it is preferred that at least 5 to 10 wt .-% water are included.
  • Further preferred mixing ratios are 80% by weight of oil phase and 20% by weight of water phase.
  • the drilling fluids within the meaning of the present technical teaching may contain a further, customary auxiliaries and additives.
  • other emulsifiers, weighting agents, fluid loss additives, viscosity formers and alkali reserves, in particular "limes” ( Ca (OH) 2 ), but also biocides or so-called “wetting agents", which improve the wettability of surfaces, are used here , considering.
  • emulsifiers are systems which are suitable for the formation of the required W / O emulsions. Particularly suitable are selected oleophilic fatty acid salts, for example those based on amidoamine compounds. Emulsifiers of the type in question are marketed commercially as highly concentrated Wirkstoffaufhneun_gen and can, for example, in amounts of about 2.5 to 5 wt .-%, in particular in amounts of about 3 to 4 wt .-%, in each case based on oil phase - use Find.
  • hydrophobized lignite is used in practice as a fluid-loss additive and thus in particular for forming a dense covering of the boring walls with a largely liquid-impermeable film.
  • Suitable amounts are for example: in the range of about 5 to 20 and preferably 5 to 10 lb / bbl or particularly preferably in the range of about 5 to 8 wt .-% - based on the oil phase.
  • the commonly employed Viskosticiansbilc ⁇ ner is a cationically modified finely divided bentonite, in particular in amounts of about 8 to 10 and preferably from 2 to 5 lb / bbl or in the range of 1 to 4 wt .-%, based on the oil phase , can be used.
  • the weighting agent usually used in the relevant practice for setting the required pressure equalization is barite (BaSO 4 ), the additional amounts of which are adapted to the expected conditions of the bore. It is possible, for example, to increase the specific weight of the drilling fluid to values in the range of up to about 2.5 and preferably in the range of about 1.3 to 1.6 by adding barite.
  • Another suitable weighting agent is calcium carbonate.
  • emulsifiers based on ethoxylated amidoamines according to the invention also has ecological advantages. These emulsifiers surprisingly show both low toxicity to marine microorganisms and at the same time good biodegradability. A value of about 20% is desired for such products, for tests according to OECD 306, whereas the products according to the invention show values of 40% and better. It shows that the preferred emulsifiers with degrees of ethoxylation of from 1 to 10, preferably from 1 to 7 and in particular from 1 to 5 here have the best results in both categories.
  • amidoamine 1 mol of a tall oil fatty acid amidoamine based on triethylene triamine was heated to 140 ° C. in the presence of NaOCH 3 as catalyst with 5 mol of ethylene oxide in an autoclave.
  • the reaction product had the following characteristics: Acid number (according to DIN EN ISO 3682 QC 1313.1): ⁇ 10; the amine number (determined according to Houben-Weyl QC 1321.0): ⁇ 10.
  • Viscosity former 2 2 g
  • the rheological parameters plastic viscosity (PV), yield point (Yield pomt YP) and gel strength (Gels 10 "/ ') after 10 seconds and 10 minutes of rinsing, determined with a Fann SRI 2 Rheometer (Fann).
  • HTHP High Temperature High Pressure
  • the toxicity of the ethoxylated amidoamines according to the invention was determined according to ISO 14669: 1999 (E), on Acartia tonsa and according to BS EN ISO 10253: 199> 8 also on Skeletonema costatum.
  • the biodigability of the amidoamines was determined according to OECD 306.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

L'invention concerne l'utilisation de dérivés éthoxylés d'amidoamines de formule générale (I), dans laquelle R<SUP>1</SUP>, R<SUP>2</SUP>, R<SUP>3</SUP>, R<SUP>4</SUP> représentent indépendamment un atome d'hydrogène, un groupe alkyle ou alcényle ramifié ou non ramifié, comportant 5 à 23 atomes de carbone, ou un groupe CO-CH= CH-COOH ; n désigne un nombre de 1 à 6 et m désigne un nombre de 1 à 8, comme émulsifiants dans des boues de forage, qui contiennent au moins une phase huileuse continue, une phase aqueuse et des additifs habituels.
EP05802817A 2004-10-21 2005-10-14 Utilisation d'amidoamines ethoxylees comme emulsifiants dans des boues de forage Withdrawn EP1802387A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004051280A DE102004051280A1 (de) 2004-10-21 2004-10-21 Verwendung von ethoxylierten Amidoaminen als Emulgatoren in Bohrspülungen
PCT/EP2005/011071 WO2006045456A1 (fr) 2004-10-21 2005-10-14 Utilisation d'amidoamines ethoxylees comme emulsifiants dans des boues de forage

Publications (1)

Publication Number Publication Date
EP1802387A1 true EP1802387A1 (fr) 2007-07-04

Family

ID=35589120

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05802817A Withdrawn EP1802387A1 (fr) 2004-10-21 2005-10-14 Utilisation d'amidoamines ethoxylees comme emulsifiants dans des boues de forage

Country Status (5)

Country Link
US (1) US20080171671A1 (fr)
EP (1) EP1802387A1 (fr)
BR (1) BRPI0517290A (fr)
DE (1) DE102004051280A1 (fr)
WO (1) WO2006045456A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2050806A1 (fr) * 2007-10-20 2009-04-22 Cognis Oleochemicals GmbH Emulsifiants pour fluide de forage
MX2011002712A (es) * 2008-09-11 2011-05-25 Mi Llc Fluidos de pozo de emulsion invertida y metodo para reducir la toxicidad de los mismos.
US8936111B2 (en) * 2010-03-06 2015-01-20 Halliburton Energy Services, Inc. Invert drilling fluids having enhanced rheology and methods of drilling boreholes
EA201491109A1 (ru) * 2012-01-02 2014-12-30 Халлибертон Энерджи Сервисез, Инк. Инвертные буровые растворы с улучшенными реологическими свойствами и способы бурения скважин
US10351750B2 (en) 2017-02-03 2019-07-16 Saudi Arabian Oil Company Drilling fluid compositions with enhanced rheology and methods of using same
WO2020023398A1 (fr) 2018-07-26 2020-01-30 Halliburton Energy Services, Inc. Émulsifiants pour fluides de forage en émulsion directe
US11926786B2 (en) * 2020-01-14 2024-03-12 Rheominerals Llc Oxidized polyethylene rheological additives for oil-based drilling fluids
US20230374365A1 (en) * 2020-09-24 2023-11-23 Schlumberger Technology Corporation Emulsifier for synthetic-based mud, process for preparation, and drilling method

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US3230104A (en) * 1962-03-07 1966-01-18 Components Corp Of America Asphalt emulsions and method of making same
US3658718A (en) * 1970-04-23 1972-04-25 Jon Michael Clumpner Cationic emulsifier system
US5232910A (en) * 1988-12-19 1993-08-03 Henkel Kommanditgesellschaft Auf Aktien Use of selected ester oils in drilling fluids and muds
US5252554A (en) * 1988-12-19 1993-10-12 Henkel Kommanditgesellschaft Auf Aktien Drilling fluids and muds containing selected ester oils
US5254531A (en) * 1989-02-09 1993-10-19 Henkel Kommanditgesellschaft Auf Aktien Oleophilic basic amine compounds as an additive for invert drilling muds
DE3907392A1 (de) * 1989-03-08 1990-09-13 Henkel Kgaa Ester von carbonsaeuren mittlerer kettenlaenge als bestnadteil der oelphase in invert-bohrspuelschlaemmen
US5318954A (en) * 1989-03-08 1994-06-07 Henkel Kommanditgesellschaft Auf Aktien Use of selected ester oils of low carboxylic acids in drilling fluids
DE3916550A1 (de) * 1989-05-20 1990-11-22 Henkel Kgaa Verwendung ausgewaehlter oleophiler ether in wasser-basierten bohrspuelungen vom o/w-emulsionstyp sowie entsprechende bohrspuelfluessigkeiten mit verbesserter oekologischer vertraeglichkeit
DE4018228A1 (de) * 1990-06-07 1991-12-12 Henkel Kgaa Fliessfaehige bohrlochbehandlungsmittel auf basis von kohlensaeurediestern
DE4420455A1 (de) * 1994-06-13 1995-12-14 Henkel Kgaa Lineare alpha-Olefine enthaltende fließfähige Bohrlochbehandlungsmittel insbesondere entsprechende Bohrspülungen
EP0875500A3 (fr) * 1997-04-30 1999-02-10 Henkel Kommanditgesellschaft auf Aktien Amido-amine-étoxylates d'acides gras quaternisés
CA2351088A1 (fr) * 1998-11-12 2000-05-18 M-I L.L.C. Fluides de forage de type emulsion inverse, dotes d'un alcalinite negative

Non-Patent Citations (1)

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Title
See references of WO2006045456A1 *

Also Published As

Publication number Publication date
WO2006045456A1 (fr) 2006-05-04
WO2006045456A8 (fr) 2006-06-22
DE102004051280A1 (de) 2006-04-27
US20080171671A1 (en) 2008-07-17
BRPI0517290A (pt) 2008-10-07

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