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WO2024242781A1 - Régulation de la corrosion par acide naphténique à haute température dans le traitement d'hydrocarbures avec un inhibiteur de corrosion à base de dispersant - Google Patents

Régulation de la corrosion par acide naphténique à haute température dans le traitement d'hydrocarbures avec un inhibiteur de corrosion à base de dispersant Download PDF

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Publication number
WO2024242781A1
WO2024242781A1 PCT/US2024/023979 US2024023979W WO2024242781A1 WO 2024242781 A1 WO2024242781 A1 WO 2024242781A1 US 2024023979 W US2024023979 W US 2024023979W WO 2024242781 A1 WO2024242781 A1 WO 2024242781A1
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WO
WIPO (PCT)
Prior art keywords
composition
reaction products
chemistry
alkenyl
dispersant
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.)
Pending
Application number
PCT/US2024/023979
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English (en)
Inventor
Nimeshkumar PATEL
Pradeep LAKSHMANAPPA
Amutha NAGARAJAN
Sathees Kumar KESAVAN
Hitesh Bagaria
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.)
BL Technologies Inc
Original Assignee
BL Technologies Inc
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 BL Technologies Inc filed Critical BL Technologies Inc
Priority to CN202480033974.1A priority Critical patent/CN121175396A/zh
Publication of WO2024242781A1 publication Critical patent/WO2024242781A1/fr
Anticipated expiration legal-status Critical
Pending legal-status Critical Current

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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
    • C10G7/00—Distillation of hydrocarbon oils
    • C10G7/10—Inhibiting corrosion during distillation
    • 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
    • C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
    • C10G75/02—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of corrosion inhibitors
    • 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
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20—Characteristics of the feedstock or the products
    • C10G2300/201—Impurities
    • C10G2300/202—Heteroatoms content, i.e. S, N, O, P
    • C10G2300/203—Naphthenic acids, TAN

Definitions

  • the disclosed technology relates generally to compositions and methods for inhibiting corrosion in refining operations. More specifically, the disclosed technology relates to compositions and methods for inhibition of corrosion caused by naphthenic acids which are present in crude oil.
  • naphthenic acid includes mono- and di-basic carboxylic acids and generally constitutes about 50 percent by weight of the total acidic components in crude oil. Naphthenic acids may be represented by the following formula:
  • R is an alkyl or cycloalkyl and n ranges generally from 2 to 10.
  • Naphthenic acids are corrosive between the range of about 210°C (400°F) to 420°C (790°F). At the higher temperatures the naphthenic acids are either in the vapor phase or decompose/ decarboxylate, and at the lower temperatures the corrosion rate is not serious. The corrosivity 7 of naphthenic acids appears to be exceptionally serious in the presence of significant levels of sulfurous compounds, such as hydrogen sulfide.
  • the disclosed technology provides for compositions and methods for inhibiting corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • a corrosion inhibiting composition for use in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil at temperatures between 350°F and 790°F.
  • the composition comprising a corrosion inhibiting amount of (a) an organophosphorus chemistry'; and (b) a dispersant chemistry'.
  • Various aspects of the disclosure additionally relate to a method of inhibiting corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil at temperatures between 350°F and 790°F comprising adding to the crude oil a corrosion inhibiting amount of a composition comprising (a) an organophosphorus chemistry; and (b) a dispersant chemistry.
  • the dispersant chemistry may be selected from alkenyl succinic acids; alkenyl succinic acid reaction products with polyamines; alkenyl succinic acid reaction products with polyhydric alcohols; alkenyl thiophosphonic acid reaction products with polyhydric alcohols; alkenyl phosphonates or esters; metal salts of alkylphenol sulfide; metal salts of alkyl or aryl sulfonate; metal salts of alkyl salicylate; reaction products of fatty acid and polyamine; reaction products of fatty acid, formaldehyde and polyamine; reaction products of fatty' acid and hydroxylated amine; reaction products of alkylphenol, formaldehyde and polyamine; reaction products of maleic anhydride, alkenyl hydrocarbons, polyamines, and aryl anhydride; reaction products of aryl anhydride, alkenyl hydrocarbons, and polyamines; glycolipids; derivatives thereof; or mixtures thereof
  • Approximating language may be applied to modify any quantitative representation that could permissibly van’ without resulting in a change in the basic function to which it is related. Accordingly, a value modified by a term or terms, such as “about”, is not limited to the precise value specified. In at least some instances, the approximating language may correspond to the precision of an instrument for measuring the value. Range limitations may be combined and/or interchanged, and such ranges are identified and include all the sub-ranges stated herein unless context or language indicates otherwise. Other than in the operating examples or where otherwise indicated, all numbers or expressions referring to quantities of ingredients, reaction conditions and the like, used in the specification and the claims, are to be understood as modified in all instances by the term “about”.
  • “Optional” or “optionally” means that the subsequently described event or circumstance may or may not occur, or that the subsequently identified material may or may not be present, and that the description includes instances where the event or circumstance occurs or where the material is present, and instances where the event or circumstance does not occur or the material is not present.
  • the disclosed technology provides for compositions and methods for inhibiting corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil comprising a mixture of an organophosphorus chemistry and a dispersant chemistry.
  • compositions and methods disclosed herein have unexpectedly been found to work synergistically to provide enhanced corrosion protection in comparison to their individual components. Without being bound by a particular theory, it is postulated that the protective film formed by the organophosphorus chemistry, such as a phosphate ester component, is made more effective and/or stronger by the addition of the dispersant chemistry of the disclosure.
  • a corrosion inhibiting amount' refers to any amount of the disclosed composition that is effective in inhibiting and/or preventing corrosion on the internal metallic surfaces of the equipment used in the processing of crude oil.
  • a corrosion inhibiting composition for use in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • the corrosion inhibiting composition comprises a mixture of (a) an organophosphorus chemistry', and (b) a dispersant chemistry'.
  • suitable organophosphorus chemistries may include any phosphate or phosphonate or phosphite ester compound or their combinations that is effective in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • the organophosphorus chemistries may be alkoxylated (ethoxylated, propoxylated or butoxylated) in one or more combinations.
  • suitable phosphate esters may include dialkyl phosphates or trialkyl phosphates.
  • suitable dialkyl phosphates may include 2-ethylhexyl phosphate.
  • suitable trialkyl phosphates may include trialkyl phosphates containing an alky l moiety 7 of C1-C12, such as trimethylphosphate, triethylphosphate, tripropylphosphate, tributylphosphate and tripentylphosphate.
  • the organophosphorus chemistry may be present in the composition in an amount of from about 1% to about 95% by weight of the composition, or about 1%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90% or 95% by weight of the composition, or from about 5% to about 90% by weight of the composition, or any percentage between any of these values.
  • suitable dispersant chemistries may include any dispersant compound that is effective in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • suitable dispersant compounds may include alkenyl succinic acids; alkenyl succinic acid reaction products with polyamines; alkenyl succinic acid reaction products with polyhydric alcohols; alkenyl thiophosphonic acid reaction products with polyhydric alcohols; alkenyl phosphonates or esters; metal salts of alkylphenol sulfide; metal salts of alkyl or aryl sulfonate; metal salts of alkyl salicylate; reaction products of fatty acid and polyamine; reaction products of fatty' acid, formaldehyde and polyamine; reaction products of fattyacid and hydroxylated amine; reaction products of alkylphenol, formaldehyde and polyamine; reaction products of maleic anhydride, alkenyl hydrocarbons, polyamines, and
  • the dispersant chemistry- may be present in an amount of from about 1% to about 50% by weight of the composition, or from about 1%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40% 45%, or 50% by weight of the composition, or from about 5% to about 30% by weight of the composition or about 5% to 20% by weight of the composition, or any percentage between any of these values.
  • the corrosion-inhibiting composition may be used to inhibit corrosion on the internal metallic surfaces of the equipment used in the processing of crude oil at temperatures between about 350°F to about 790°F.
  • the corrosion-inhibiting compositions of the disclosed technology may be used in a method of inhibiting corrosion on the internal metallic surfaces of the equipment used in the processing of crude oil.
  • the method may include adding to the crude oil a corrosion inhibiting amount of a composition comprising a mixture of (a) an organophosphorus chemistry, and (b) a dispersant chemistry.
  • the method may include adding to the crude oil a corrosion inhibiting amount of any organophosphorus chemistry that may include any phosphate or phosphonate or phosphite ester or their combinations that is effective in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • suitable organophosphorus chemistries may be alkoxylated (ethoxylated, propoxylated or butoxylated in one or more combinations.
  • suitable phosphate esters may include dialkyl phosphates or trialkyl phosphates.
  • suitable dialkyl phosphates may include 2-ethylhexyl phosphate.
  • suitable trialkyl phosphates may include trialkyl phosphates containing an alkyl moiety of C1-C12, such as trimethylphosphate, triethylphosphate, tripropylphosphate, tribul lphosphate and tri pentyl phosphate.
  • the organophosphorus chemistry' may be added in an amount of from about 1% to about 95% by weight of the corrosion-inhibiting composition, or about 1%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90% or 95% by weight of the composition, or from about 5% to about 90% by weight of the composition, or any percentage between any of these values.
  • the method may include adding to the crude oil a corrosion inhibiting amount of any suitable dispersant chemistry that is effective in inhibiting the corrosion of the internal metallic surfaces of the equipment used in the processing of crude oil.
  • suitable dispersant chemistries may include alkenyl succinic acids; alkenyl succinic acid reaction products with polyamines; alkenyl succinic acid reaction products with polyhydric alcohols; alkenyl thiophosphonic acid reaction products with polyhydric alcohols; alkenyl phosphonates or esters; metal salts of alkylphenol sulfide; metal salts of alkyl or aryl sulfonate; metal salts of alkyl salicylate; reaction products of fatty acid and polyamine; reaction products of fatty acid, formaldehyde and polyamine; reaction products of fatty acid and hydroxylated amine; reaction products of alkylphenol, formaldehyde and polyamine; reaction products of maleic anhydride, alkenyl hydro
  • the dispersant chemistry may be added in an amount of from about 1% to about 50% by weight of the corrosion-inhibiting composition, or from about 1%, 5%, 10%. 15%, 20%, 25%, 30%, 35%, 40% 45%, or 50% by weight of the composition, or from about 5% to about 30% by weight of the composition or about 20% by weight of the composition, or any percentage between any of these values.
  • the method may include adding the corrosion-inhibiting composition of the disclosure to the crude oil at temperatures between about 350°F to about 790°F.
  • suitable inner metallic surfaces that may be treated with the corrosion inhibiting compositions of the disclosure may include carbon steel, 5Cr (steel with 5% Cr), 9 Cr (steel with 9% Cr), 12Cr (steel with 12% Cr), SS410, SS316, or SS317.
  • the rotating cage test was a mass loss test. Specimens of carbon steel (C1018) polished with 240 Grit sand paper were used for each experimental run. Before each test, the specimens were cleaned ultrasonically with toluene & isopropyl alcohol (IP A) and then in two successive batches of acetone. Each specimen was then measured and weighed to the nearest 0.1 mg. these coupons were mounted on to the rotating spindle (cage assembly), then assembled on to the body consisting of corrosive solution. The solution could be either synthetically prepared or actual field solution. Before starting, the study solution was purged with nitrogen fluid and parameters were set in the control panel. The study was carried out as per the required test conditions mentioned in the below Table 1. [0044] Table 1
  • Comparative benchmark corrosion inhibitor products were prepared by mixing an organophosphorus chemistry at 1.7% or 3.5% phosphorous (P) with a dispersant chemistry including an overbased salt of a reaction product of alkylphenol sulfide and phosphorosulfide in various concentrations (Benchmarks A-C). These benchmark corrosion inhibitor products were evaluated against embodiments of the corrosion inhibiting compositions of the disclosure (Dispersant Compositions A and B). which included 1.7% P from the organophosphorus chemistry in combination with various concentrations of a polyalkenyl succinimide dispersant.

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  • 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)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Abstract

L'invention concerne une composition inhibitrice de corrosion destinée à être utilisée pour inhiber la corrosion des surfaces métalliques internes de l'équipement utilisé dans le traitement de pétrole brut à des températures comprises entre 350 °F et 790 °F, comprenant l'ajout au pétrole brut d'une quantité inhibitrice de corrosion d'une composition comprenant (a) un agent chimique organophosphoré ; et (b) un agent chimique dispersant.
PCT/US2024/023979 2023-05-20 2024-04-11 Régulation de la corrosion par acide naphténique à haute température dans le traitement d'hydrocarbures avec un inhibiteur de corrosion à base de dispersant Pending WO2024242781A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202480033974.1A CN121175396A (zh) 2023-05-20 2024-04-11 利用基于分散剂的腐蚀抑制剂的烃加工中的高温环烷酸腐蚀控制

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN202311035329 2023-05-20
IN202311035329 2023-05-20

Publications (1)

Publication Number Publication Date
WO2024242781A1 true WO2024242781A1 (fr) 2024-11-28

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PCT/US2024/023979 Pending WO2024242781A1 (fr) 2023-05-20 2024-04-11 Régulation de la corrosion par acide naphténique à haute température dans le traitement d'hydrocarbures avec un inhibiteur de corrosion à base de dispersant

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CN (1) CN121175396A (fr)
TW (1) TW202449231A (fr)
WO (1) WO2024242781A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU693975B2 (en) * 1995-02-23 1998-07-09 Betz Laboratories, Inc. Method of inhibiting high temperature corrosion
US20020010103A1 (en) * 2000-04-18 2002-01-24 Himiko Takayama Lubricating oil composition having excellent thermal stability, extreme pressure resistance and anti-wear performance
US20110160405A1 (en) * 2008-08-26 2011-06-30 Dorf Ketal Chemicals (1) Private Limited Effective novel polymeric additive for inhibiting napthenic acid corrosion and method of using the same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU693975B2 (en) * 1995-02-23 1998-07-09 Betz Laboratories, Inc. Method of inhibiting high temperature corrosion
US20020010103A1 (en) * 2000-04-18 2002-01-24 Himiko Takayama Lubricating oil composition having excellent thermal stability, extreme pressure resistance and anti-wear performance
US20110160405A1 (en) * 2008-08-26 2011-06-30 Dorf Ketal Chemicals (1) Private Limited Effective novel polymeric additive for inhibiting napthenic acid corrosion and method of using the same

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Publication number Publication date
TW202449231A (zh) 2024-12-16
CN121175396A (zh) 2025-12-19

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