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US20090057616A1 - Corrosion inhibitors containing cationic surfactants - Google Patents

Corrosion inhibitors containing cationic surfactants Download PDF

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Publication number
US20090057616A1
US20090057616A1 US12/231,205 US23120508A US2009057616A1 US 20090057616 A1 US20090057616 A1 US 20090057616A1 US 23120508 A US23120508 A US 23120508A US 2009057616 A1 US2009057616 A1 US 2009057616A1
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US
United States
Prior art keywords
alkyl
cationic surfactant
metal salt
corrosion inhibitors
chloride
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
US12/231,205
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English (en)
Inventor
Dirk Leinweber
Michael Feustel
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.)
Clariant Finance BVI Ltd
Original Assignee
Clariant International Ltd
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Filing date
Publication date
Application filed by Clariant International Ltd filed Critical Clariant International Ltd
Assigned to CLARIANT INTERNATIONAL LTD. reassignment CLARIANT INTERNATIONAL LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: FEUSTEL, MICHAEL, LEINWEBER, DIRK
Publication of US20090057616A1 publication Critical patent/US20090057616A1/en
Assigned to CLARIANT FINANCE (BVI) LTD. reassignment CLARIANT FINANCE (BVI) LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CLARIANT INTERNATIONAL LTD.
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/16Sulfur-containing compounds
    • 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
    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/54Compositions for in situ inhibition of corrosion in boreholes or wells
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • C11D1/10Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0073Anticorrosion compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/349Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14Nitrogen-containing compounds
    • C23F11/141Amines; Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14Nitrogen-containing compounds
    • C23F11/145Amides; N-substituted amides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3472Organic compounds containing sulfur additionally containing -COOH groups or derivatives thereof

Definitions

  • the present invention relates to a process for corrosion inhibition on and in apparatuses for conveying and transporting hydrocarbons in oil production and processing by adding a metal salt of N-acylmethionine and a cationic surfactant to the corrosive system.
  • amides, amidoamines or imidazolines of fatty acids and polyamines have an extremely good oil solubility and, owing to poor partitioning, are therefore present only in low concentration in the corrosive water phase. Accordingly, these products must be used at a high dose for an optimal effect.
  • Quaternary alkylammonium compounds are alternative corrosion inhibitors of the prior art, which also have biostatic properties in addition to the corrosion-inhibiting properties. In spite of improved water solubility, the quats have a substantially
  • JP-A-8 337 562 and JP-A-8 337 563 describe N-acylamino acids and their alkali metal salts, which can also be used as corrosion inhibitors.
  • JP-A-49 026 145 describes alkali metal salts of N-acylamino acids, which salts can be used as corrosion inhibitors.
  • N-lauroylglycine sodium salt is mentioned as an example.
  • a disadvantage of the compounds of the prior art is, however, that their activity is not sufficient and that they have a strong tendency to foam.
  • metal salts of N-acylmethionine as a mixture with cationic surfactants have an excellent effect as corrosion inhibitors and have very little tendency to foam formation.
  • the invention therefore relates to the use of compositions containing metal salts of compounds of the formula (1)
  • the invention furthermore relates to a process for inhibiting corrosion on metal surfaces, in particular of iron-containing metals, by adding at least one metal salt of compounds of the formula (1) and a cationic surfactant to a corrosive system which is in contact with the metal surfaces.
  • the invention furthermore relates to compositions containing at least one metal salt of a compound of the formula (1) and at least one cationic surfactant.
  • the invention furthermore relates to the use of metal salts of compounds of the formula (1) together with cationic surfactants as metal processing compositions.
  • the compositions according to the invention also afford very good corrosion protection even under strong mechanical load, such as during grinding, cutting and drilling of metal workpieces.
  • Corrosive systems in the context of this invention are preferably liquid/liquid or liquid/gaseous multiphase systems consisting of water and hydrocarbons which contain corrosive constituents, such as salts and acids, in free and/or dissolved form.
  • the corrosive constituents may also be gaseous, such as, for example, hydrogen sulfide and carbon dioxide.
  • Hydrocarbons in the context of this invention are organic compounds which are constituents of mineral oil/natural gas, and the secondary products thereof. Hydrocarbons in the context of this invention are also readily volatile hydrocarbons, such as, for example, methane, ethane, propane and butane. For the purposes of this invention, these also include the further gaseous constituents of mineral oil/natural gas, such as, for example, hydrogen sulfide and carbon dioxide.
  • Preferred surfactants are those which, in a concentration of 0.5% by weight in water, produce a surface tension of this aqueous solution of not more than 55 mN/m, particularly preferably of not more than 50 mN/m and especially not more than 45 mN/m.
  • R 1 is C 3 - to C 23 -alkyl, C 3 - to C 2 -alkenyl, C 6 - to C 24 -aryl or C 7 - to C 25 -alkylaryl, in particular an alkyl or alkenyl group having 7 to 17 carbon atoms.
  • Suitable cationic surfactants are described below.
  • Suitable cationic surfactants are preferably present as chlorides or bromides but may also be used in the form of methosulfates.
  • Suitable cationic surfactants are, for example, quaternary ammonium salts, such as di(C 8 -C 24 )-alkyldimethylammonium chloride or bromide, preferably di(C 12 -C 18 )-alkyl-dimethylammonium chloride or bromide, e.g.
  • distearyidimethylammonium chloride or bromide di-tallow-alkyldimethylammonium chloride or bromide, dioleyldimethylammonium chloride or bromide, dicocoalkyldimethylammonium chloride or bromide;
  • C 8 -C 24 -alkyldimethylethylammonium chloride or bromide;
  • C 8 -C 24 )-alkyltrimethylammonium chloride or bromide preferably cetyltrimethylammonium chloride or bromide and (C 20 -C 22 )-alkyltrimethylammonium chloride or bromide;
  • C 8 -C 24 )-alkyl-dimethylbenzylammonium chloride or bromide preferably (C 12 -C 18 )-alkyldimethyl-benzylammonium chloride; N—(C 10 -C 18 )-alkylpyridinium chloride or bromide,
  • a particularly preferred class of cationic surfactants comprise the so-called ester quats, e.g. the triethanolamine diester quat and the diethanolmethylamine diester quat. These are prepared starting from amino alcohols, such as triethanolamine or diethanolmethylamine, by esterifying the amino alcohols with from one to two (in the case of triethanolamine up to three), preferably with two mol of a fatty acid and subsequently quaternizing them with a methylating agent such as methyl chloride, methyl bromide or dimethylsulfate.
  • ester quats e.g. the triethanolamine diester quat and the diethanolmethylamine diester quat.
  • C 8 -C 24 -fatty acids which may be saturated or unsaturated, such as, for example, stearic acid, tallow fatty acid (including partly hydrogenated), coconut fatty acid, behenic acid and oleic acid, are used as fatty acids for esterifying C 8 -C 24 fatty acids.
  • cationic surfactants are alkylhydroxyethylammonium salts according to the formula (2)
  • Quaternary C 12 -C 14 -alkyldimethylhydroxyethylammonium chloride or methosulfate is particularly preferred as a compound of the formula (2).
  • cationic surfactants are imidazoline quats or salts of the formulae (3) to (5):
  • R is C 7 -C 17 -alkyl or alkenyl
  • R1 is H or CH 3
  • n is from 1 to 4
  • X is Cl or acetate.
  • imidazolinium compounds of the formulae (3) to (5) tend to hydrolyze to the corresponding amidoamine compounds, which can likewise be used according to the invention.
  • compositions according to the invention can be used alone or in combination with other known corrosion inhibitors.
  • the composition according to the invention is used in an amount such that sufficient corrosion protection is obtained under the given conditions.
  • Preferred concentrations in which the compositions according to the invention are used are from 5 to 5000 ppm, preferably from 10 to 1000 ppm, in particular from 15 to 150 ppm.
  • the mixing ratio between metal salt of the compound 1 and cationic surfactant is preferably from 1:9 to 9:1, in particular from 3:7 to 7:3.
  • compositions according to the invention with other corrosion inhibitors of the prior art are also particularly suitable as corrosion inhibitors.
  • N-cocoyl-DL-methionine sodium salt from example 1 were mixed with 8 g of dicocoalkyldimethylammonium chloride, 20 g of butylglycol and 32 g of water.
  • N-cocoyl-DL-methionine sodium salt from example 1 were mixed with 8 g of C 12 -C 14 -alkyldimethylhydroxyethylammonium methosulfate, 20 g of butylglycol and 32 g of water.
  • N-cocoyl-DL-methionine sodium salt from example 1 were mixed with 8 g of cocoyl(aminoethyl)methylimidazolinium chloride, 20 g of butylglycol and 32 g of water.
  • N-oleoyl-DL-methionine potassium salt from example 2 were mixed with 8 g of dicocoalkyldimethylammonium chloride, 20 g of butylglycol and 32 g of water.
  • N-oleoyl-DL-methionine potassium salt from example 2 were mixed with 8 g of triethanolammonium(dioleyl ester)methosulfate, 20 g of butylglycol and 32 g of water.
  • N-oleoyl-DL-methionine potassium salt from example 2 were mixed with 8 g of C 12 -C 14 -alkyldimethylhydroxyethylammonium methosulfate, 20 g of butylglycol and 32 g of water.
  • N-oleoyl-DL-methionine potassium salt from example 2 were mixed with 8 g of cocoyl(aminoethyl)methylimidazolinium chloride, 20 g of butylglycol and 32 g of water.
  • N-cocoyl-DL-methionine sodium salt from example 1 were mixed with 2 g of oleyl(hydroxyethyl)imidazolinium acetate, 20 g of butylglycol and 23 g of water.
  • the compounds according to the invention were tested as corrosion inhibitors in the Shell wheel test. Coupons of C steel (DIN 1.1203 with 15 cm 2 surface area) were immersed in a salt water/petroleum mixture (9:1,5% strength NaCl solution adjusted to pH 3.5 with acetic acid) and exposed to this medium at a speed of 40 rpm at 70° C. for 24 hours. The inhibitor dose was 50 ppm of a 24% solution of the inhibitor. The protection values were calculated from the decrease in the mass of the coupons, based on a blank value.
  • “comparison 1” designates a commercially available residue amine quat based on dicocosalkyl dimethylammonium chloride
  • “comparison 2” a commercially available imidazoline salt based on oleic acid diethylenetriamine
  • “comparison 3” an example from DE-10 2006 002 784 (morpholinium salt of N-cocoyl-DL-methionine, corrosion inhibitor of the prior art).
  • compositions according to the invention have very good corrosion inhibition properties at a very low dose and in some cases even substantially surpass the activity of the inhibitors of the prior art.
  • example 32 shows that the synergistic effect of the metal salt of N-acylmethionine in combination with a cationic surfactant decreases at a ratio of >9:1 but is still present.
  • Example Corrosion inhibitor Foam behavior Comparison 1 Standard quat strongly foaming Comparison 2 Oleic acid-DETA-imidazoline strongly foaming Comparison 3 N-cocoyl-DL-methionine- foaming morpholinium salt Comparison 4 from example 1 foaming Comparison 5 from example 2 foaming 18 from example 3 weakly foaming 19 from example 4 weakly foaming 20 from example 5 weakly foaming 21 from example 6 weakly foaming 22 from example 7 weakly foaming 23 from example 8 weakly foaming 24 from example 9 weakly foaming 25 from example 10 weakly foaming 26 from example 11 weakly foaming 27 from example 12 weakly foaming 28 from example 13 weakly foaming 29 from example 14 weakly foaming 30 from example 15 weakly foaming 31 from example 16 weakly foaming 32 from example 17 weakly foaming
  • Table 2 shows that the compounds according to the invention have a substantially lower tendency to foam formation than the compounds from the prior art.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
US12/231,205 2007-08-31 2008-08-29 Corrosion inhibitors containing cationic surfactants Abandoned US20090057616A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102007041216A DE102007041216B3 (de) 2007-08-31 2007-08-31 Verwendung von Zusammensetzungen als Korrosionsinhibitoren enthaltend kationische Tenside und die Zusammensetzungen
DE102007041216.0 2007-08-31

Publications (1)

Publication Number Publication Date
US20090057616A1 true US20090057616A1 (en) 2009-03-05

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Application Number Title Priority Date Filing Date
US12/231,205 Abandoned US20090057616A1 (en) 2007-08-31 2008-08-29 Corrosion inhibitors containing cationic surfactants

Country Status (4)

Country Link
US (1) US20090057616A1 (pt)
EP (1) EP2031095A3 (pt)
BR (1) BRPI0803369A2 (pt)
DE (1) DE102007041216B3 (pt)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150354323A1 (en) * 2014-06-10 2015-12-10 Clearwater International, Llc Non-alkyl pyridine sour corrosion inhibitors and methods for making and using same
WO2017112721A1 (en) * 2015-12-22 2017-06-29 Albemarle Corporation Corrosion inhibitors and related processes for their production and use
US10519360B2 (en) 2014-12-11 2019-12-31 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
US10550304B2 (en) 2013-08-01 2020-02-04 M-I Drilling Fluids Uk Limited Quaternary ammonium compounds and gas hydrate inhibitor compositions
US10611951B2 (en) 2014-12-11 2020-04-07 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2497844A1 (en) 2011-03-10 2012-09-12 Kao Corporation, S.A. Quaternary ammonium esters (Esterquats) containing composition for inhibiting corrosion of metal surface
CA2962753C (en) * 2014-12-11 2022-06-07 Clariant International Ltd Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
DE102015209909A1 (de) * 2015-05-29 2016-12-01 Henkel Ag & Co. Kgaa Konditionierung vor einer Konversionsbehandlung von Metalloberflächen

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US4237016A (en) * 1977-11-21 1980-12-02 The Procter & Gamble Company Textile conditioning compositions with low content of cationic materials
US5178786A (en) * 1989-08-04 1993-01-12 The Lubrizol Corporation Corrosion-inhibiting compositions and functional fluids containing same
US6072063A (en) * 1996-03-01 2000-06-06 Clariant Gmbh Low-melting ester quats
US6117364A (en) * 1999-05-27 2000-09-12 Nalco/Exxon Energy Chemicals, L.P. Acid corrosion inhibitor

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US8563481B2 (en) * 2005-02-25 2013-10-22 Clearwater International Llc Corrosion inhibitor systems for low, moderate and high temperature fluids and methods for making and using same
DE102006002784B4 (de) 2006-01-20 2007-11-29 Clariant International Limited Salze aus einer Stickstoffbase und einem N-Acylmethionin und ihre Verwendung als Korrosionsinhibitoren mit erhöhter biologischer Abbaubarkeit und verminderter Toxizität

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US4237016A (en) * 1977-11-21 1980-12-02 The Procter & Gamble Company Textile conditioning compositions with low content of cationic materials
US5178786A (en) * 1989-08-04 1993-01-12 The Lubrizol Corporation Corrosion-inhibiting compositions and functional fluids containing same
US6072063A (en) * 1996-03-01 2000-06-06 Clariant Gmbh Low-melting ester quats
US6117364A (en) * 1999-05-27 2000-09-12 Nalco/Exxon Energy Chemicals, L.P. Acid corrosion inhibitor

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10550304B2 (en) 2013-08-01 2020-02-04 M-I Drilling Fluids Uk Limited Quaternary ammonium compounds and gas hydrate inhibitor compositions
US20150354323A1 (en) * 2014-06-10 2015-12-10 Clearwater International, Llc Non-alkyl pyridine sour corrosion inhibitors and methods for making and using same
US10519360B2 (en) 2014-12-11 2019-12-31 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
US10611951B2 (en) 2014-12-11 2020-04-07 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
WO2017112721A1 (en) * 2015-12-22 2017-06-29 Albemarle Corporation Corrosion inhibitors and related processes for their production and use

Also Published As

Publication number Publication date
BRPI0803369A2 (pt) 2010-06-15
DE102007041216B3 (de) 2009-04-30
EP2031095A2 (de) 2009-03-04
EP2031095A3 (de) 2011-04-13

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