US3231507A - Corrosion inhibitors for aqueous acids - Google Patents

Corrosion inhibitors for aqueous acids Download PDF

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US3231507A
US3231507A US23648A US2364860A US3231507A US 3231507 A US3231507 A US 3231507A US 23648 A US23648 A US 23648A US 2364860 A US2364860 A US 2364860A US 3231507 A US3231507 A US 3231507A
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corrosion
propynol
acid
decynol
alkynols
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US23648A
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Jr Alvin F Beale
Clare H Kucera
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Dow Chemical Co
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Dow Chemical Co
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Priority to FR843336A priority patent/FR1273571A/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C23—COATING 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
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
    • C23G1/02—Cleaning or pickling metallic material with solutions or molten salts with acid solutions
    • C23G1/04—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors
    • C23G1/06—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors organic inhibitors
    • C23G1/068—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors organic inhibitors compounds containing a C=C bond
    • 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
    • C09K8/54—Compositions for in situ inhibition of corrosion in boreholes or wells
    • 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
    • C09K8/60—Compositions for stimulating production by acting on the underground formation
    • C09K8/62—Compositions for forming crevices or fractures
    • C09K8/72—Eroding chemicals, e.g. acids
    • C09K8/74—Eroding chemicals, e.g. acids combined with additives added for specific purposes
    • C—CHEMISTRY; METALLURGY
    • C23—COATING 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
    • C23F—NON-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
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/04—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in markedly acid liquids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S507/00—Earth boring, well treating, and oil field chemistry
    • Y10S507/933—Acidizing or formation destroying
    • Y10S507/934—Acidizing or formation destroying with inhibitor

Definitions

  • Propargyl alcohol is well known as a corrosion inhibitor. Its higher homologs also are active inhibitors. In view of this prior knowledge, it would be expected that mixtures of acetylenic alcohols such as propargyl alcohol and its homologs would exhibit additive inhibition in aqueous acids. However, it has now been discovered that mixtures of acetylenic alcohols, that is, propargyl alcohol and its homologs, are synergistically effective as corrosion inhibitors. This unexpected discovery permits the inhibition of aqeuous acid solutions by use of a smaller total amount of inhibitor than is possible when using only one of the acetylenic alcohols.
  • aqueous acids are in contact with metals at elevated temperatures.
  • many corrosion inhibitors that are effective at ordinary temperatures fail at the higher temperatures.
  • inhibitors at elevated temperatures it being known that those thus found to be effective will also be effective at lower temperatures.
  • inhibitors in 15% aqueous hydrochloric acid since it has been found that other non-oxidizing acids give similar results and the etfect of concentration is well known; i.e., corrosion gradually increases as the acid concentration is increased, at least in the range of concentration up to
  • the preferred acetylenic alcohols are those corresponding to the formula wherein n is an integer from 0 to about 8.
  • Pr0cedure The metal coupons were suspended in the acid solution containing the inhibitor for the specified time and at the specified temperature. The coupons were then removed, rinsed, dried and weighed to determine the weight of metal lost during the test. From this and the surface area of the coupon, the corrosion rate was calculated as lbs. per. sq. ft. per day. Results of same typical tests are shown in Table I.
  • Tests were made under the same conditions as those reported in Table I using an inhibitor system composed of various ratios of one alkynol containing 3 to 6 carbon atoms combined with a second alkynol containing 7 to 10 carbon atoms. It was found that synergism occurred with volume ratios varying between 15:85 to 85:15 of the two alkynols. The most pronounced effect was observed when the alkynols were present in substantially equal amounts.
  • Effective inhibitors are obtained by mixing three or more alkynols but in general, there is little advantage in including more than two.
  • the inhibitor composition comprises two alkynols differing by at least 3, and preferably 4 or 5 carbon atoms.
  • a lower alkynol containing 3 to 6 carbon atoms is mixed with a higher one containing about 7 to 11 carbon atoms.
  • a corrosion inhibitor composition consisting essentially of a mixture of a pair of alkynols in a volume ratio between about 15:85 and 85:15, said pair being selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol 2.
  • a corrosion inhibitor composition consisting essentially of asynergistic mixture of propynol and butynol in the ratio of 15;85 to 85:15 by volume.
  • a corrosion inhibitor composition consisting essentially of a synergistic mixture of propynol'and decynol in the ratio of 15:85 to 15 by volume.
  • An aqueous non-oxidizing acid containing a pair of alkynols selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol the volume ratio of the two alkynols being between about 15 :85 and 85 :15, said pair being present in an amount sufiicient to substantially inhibit the corrosion of metals exposed to said acid.
  • a composition consisting essentially of hydrochloric acid containing about 0.01 to 0.4% by weight of a synergistic corrosion-inhibiting mixture of propynol and butynol, said mixture being in the rate of 15:85 to 85:15 by volume.
  • a composition consisting essentially of hydrochloric acid containing about 0.1 to 0.4% by weight of a synergistic corrosion-inhibiting mixture of propynol and decynol, said mixture 'being in the ratio of 15 :85 to 85: 15 by volume.
  • the process of inhibiting the corrosion of metals in contact with aqueous, non-oxidizing acid comprising incorporating into the acid a pair of alkynols selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol the volume ratio of the two alkynols being between about 15 :85 and 85 15, said pair being used in an amount sufficient to substantially inhibit the corrosion of said metal.
  • a pair of alkynols selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e

Description

United States Patent Ofifice 3,231,507 Patented Jan. 25, 1966 3,231,507 CORROSION INHIBITORS FOR AQUEOUS ACIDS Alvin F. Beale, Jr., and Clare H. Kncera, Tulsa, Okla, assignors to The Dow Chemical Company, Midland, Mich., a corporation of Delaware No Drawing. Filed Apr. 21, 1960, Ser. No. 23,648 9 Claims. (Cl. 252-146) This invention relates to synergistic combinations of acetylenic alcohols as corrosion inhibitors for aqueous solutions of non-oxidizing acids.
Propargyl alcohol is well known as a corrosion inhibitor. Its higher homologs also are active inhibitors. In view of this prior knowledge, it would be expected that mixtures of acetylenic alcohols such as propargyl alcohol and its homologs would exhibit additive inhibition in aqueous acids. However, it has now been discovered that mixtures of acetylenic alcohols, that is, propargyl alcohol and its homologs, are synergistically effective as corrosion inhibitors. This unexpected discovery permits the inhibition of aqeuous acid solutions by use of a smaller total amount of inhibitor than is possible when using only one of the acetylenic alcohols.
In many applications, such as metal cleaning and oil well acidizing, aqueous acids are in contact with metals at elevated temperatures. In these applications it has been found that many corrosion inhibitors that are effective at ordinary temperatures fail at the higher temperatures. Accordingly, it is common practice to evaluate inhibitors at elevated temperatures, it being known that those thus found to be effective will also be effective at lower temperatures. Likewise, it is common practice to evaluate inhibitors in 15% aqueous hydrochloric acid, since it has been found that other non-oxidizing acids give similar results and the etfect of concentration is well known; i.e., corrosion gradually increases as the acid concentration is increased, at least in the range of concentration up to The preferred acetylenic alcohols are those corresponding to the formula wherein n is an integer from 0 to about 8.
Many alcohols having the above formula are known and methods for the preparation of such compounds are likewise known. A convenient and well-known procedure for their synthesis consists of condensing the appropriate aldehyde, C H -CHO, with sodium acetylide. The preferred aldehydes are those having unbranched carbon chains, although the unexpected synergistic result is also obtained with branched chain alcohols.
To illustrate the practice of the invention and to demonstrate the synergistic corrosion inhibition effected by the compositions of the inventions, a series of standardized corrosion tests were run under controlled conditions.
Pr0cedure.The metal coupons were suspended in the acid solution containing the inhibitor for the specified time and at the specified temperature. The coupons were then removed, rinsed, dried and weighed to determine the weight of metal lost during the test. From this and the surface area of the coupon, the corrosion rate was calculated as lbs. per. sq. ft. per day. Results of same typical tests are shown in Table I.
TABLE I.-EFFECT OF VARIOUS ALKYNOLS AND MIXTURES THEREOF AS CORROSION INHIBITORS IN HYDROCI-ILORIO ACID Acid media m1. of 15% hydrochloric acid MetalAISI 1010 mild steel coupon (0.12 x 1.0" x 2.75) Temperature200 F.
Length of testi6 hours Test Concentration alkynol a (percent by volume) Corrosion Propynol Pentynol Hexynol Heptynol Decynol cooooooo o oooocno to to m ocgwwoxcn PPPPPPI'H Z'H PPPPPPZ'H Z'H cooooocaooooooo ccooooo o HUIOOOMDJ m oocnoo a Each alkynol was made by condensing sodium acetylide with the appropriate n-alkanal.
TABLE II.EFFECT OF VARIOUS CONCENTRATIONS OF THE INHIBITOR SYSTEM IN CONTROLLING ACID CORROSION Test conditionsSee Tab 1e I Inhibitor system-l part (by volume) heptynol 1 part propyn ol Concentration inhibitor Corrosion rate Test system (percent by (lbsJftfi/day) volume) Similar results are obtained with other combinations of alkynols.
While a minimum of about 0.1% of inhibitor is required for prolonged protection at elevated temperatures of the order of 200 F., much less is effective at lower temperatures or for shorter periods. Under these milder conditions, as little as 0.01% may be adequate.
Tests were made under the same conditions as those reported in Table I using an inhibitor system composed of various ratios of one alkynol containing 3 to 6 carbon atoms combined with a second alkynol containing 7 to 10 carbon atoms. It was found that synergism occurred with volume ratios varying between 15:85 to 85:15 of the two alkynols. The most pronounced effect was observed when the alkynols were present in substantially equal amounts.
Tests similar to those described above showed that the combinations of alkynols are synergistically effective as corrosion inhibitors in aqueous solutions of other acids, including sulfuric, sulfonic, phosphoric, and acetic acid; in acids of other concentrations up to at least 50%; in acids at other temperatures up to or exceeding 200 F., depending somewhat on the identity and concentration of the acid; and in the protection of other metals, including oil field tubing, cast iron, mild steel, stainless steel, admiralty metal and copper.
Effective inhibitors are obtained by mixing three or more alkynols but in general, there is little advantage in including more than two.
Best results are obtained when the inhibitor composition comprises two alkynols differing by at least 3, and preferably 4 or 5 carbon atoms. Thus, in the preferred compositions, a lower alkynol containing 3 to 6 carbon atoms is mixed with a higher one containing about 7 to 11 carbon atoms.
We claim:
1. A corrosion inhibitor composition consisting essentially of a mixture of a pair of alkynols in a volume ratio between about 15:85 and 85:15, said pair being selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol 2. A corrosion inhibitor composition consisting essentially of asynergistic mixture of propynol and butynol in the ratio of 15;85 to 85:15 by volume.
3. A corrosion inhibitor composition consisting essentially of a synergistic mixture of propynol'and decynol in the ratio of 15:85 to 15 by volume.
4. An aqueous non-oxidizing acid containing a pair of alkynols selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol the volume ratio of the two alkynols being between about 15 :85 and 85 :15, said pair being present in an amount sufiicient to substantially inhibit the corrosion of metals exposed to said acid.
5. A composition consisting essentially of hydrochloric acid containing about 0.01 to 0.4% by weight of a synergistic corrosion-inhibiting mixture of propynol and butynol, said mixture being in the rate of 15:85 to 85:15 by volume.
6. A composition consisting essentially of hydrochloric acid containing about 0.1 to 0.4% by weight of a synergistic corrosion-inhibiting mixture of propynol and decynol, said mixture 'being in the ratio of 15 :85 to 85: 15 by volume. v
7. The process of inhibiting the corrosion of metals in contact with aqueous, non-oxidizing acid comprising incorporating into the acid a pair of alkynols selected from the group consisting of (a) propynol and butynol (b) propynol and pentynol (c) propynol and nonynol (d) propynol and decynol (e) butynol and decynol (f) pentynol and decynol the volume ratio of the two alkynols being between about 15 :85 and 85 15, said pair being used in an amount sufficient to substantially inhibit the corrosion of said metal.
8. The process of inhibiting the corrosion of metals in contact with hydrochloric acid comprising incorporating into the acid an effective amount of about 0.01 to 0.4% by weight, based on said acid, of an inhibitor consisting essentially of a synergistic mixture of propynol and butynol in the ratio of 15 :85 to 85:15 by volume.
9. The process of inhibiting the corrosion of metals in contact with hydrochloric acid comprising incorporating into the acid an effective amount of about 0.01 to 0.4% by weight, based on said acid, of an inhibitor consisting essentially of a synergistic mixture of propynol and decynol in the ratio of 15 :85 to 85:15 by volume.
References Cited by the Examiner UNITED STATES PATENTS 2,106,181 1/1938 Kreimeier 260-638 2,613,131 10/1952 Barnes et al. 2,913,408 11/1959 Pumpelly et al. 252146 XR FOREIGN PATENTS 468,231 12/1951 Italy.
JULIUS GREENWALD, Primary Examiner.
JOSEPH R. LIBERMAN, Examiner,

Claims (1)

  1. 4. AN AQUEOUS NON-OXIIDIZING ACID CONTAINING A PAIR OF ALKYLNOLS SELECTED FROM THE GROUP CONSISTING OF
US23648A 1960-04-21 1960-04-21 Corrosion inhibitors for aqueous acids Expired - Lifetime US3231507A (en)

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3404094A (en) * 1965-09-07 1968-10-01 Halliburton Co Corrosion inhibitor composition
US3506581A (en) * 1964-02-21 1970-04-14 Dow Chemical Co Corrosion inhibitor for aqueous acid
US3538007A (en) * 1967-12-04 1970-11-03 Grace W R & Co Paint stripper for aluminum and magnesium surfaces
US3655571A (en) * 1968-12-31 1972-04-11 Air Prod & Chem Corrosion inhibitor mixture
US3779935A (en) * 1971-07-12 1973-12-18 Exxon Research Engineering Co Inhibition of corrosion
US4121979A (en) * 1975-08-28 1978-10-24 Oxy Metal Industries Corporation Metal treatment
DE2728489A1 (en) * 1977-06-24 1979-01-18 Degussa METALS PREVENT CORROSION
US4387042A (en) * 1981-10-15 1983-06-07 Gaf Corporation Corrosion inhibitor comprising the ethynylation reaction product of a dialkylamine, a substituted benzaldehyde and acetylene
US4387041A (en) * 1981-09-14 1983-06-07 Gaf Corporation Corrosion inhibitors
US5009799A (en) * 1988-02-16 1991-04-23 Nalco Chemical Company Inorganic acid solution viscosifier and corrosion inhibitor and method
US11591511B2 (en) 2018-05-11 2023-02-28 Fluid Energy Group Ltd Methods for stimulating a hydrocarbon-bearing formation by perforating a wellbore and introducing and acidic composition in the wellbore

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2106181A (en) * 1936-07-20 1938-01-25 Du Pont Ethynyl carbinols and process of preparing the same
US2613131A (en) * 1950-10-27 1952-10-07 Lion Oil Co Process of reducing the corrosion of ferrous metals by ammoniacal solution and corrosion inhibitor therefor
US2913408A (en) * 1956-12-28 1959-11-17 Dow Chemical Co Corrosion inhibitors for ferrous metals in aqueous solutions of non-oxidizing acids

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2106181A (en) * 1936-07-20 1938-01-25 Du Pont Ethynyl carbinols and process of preparing the same
US2613131A (en) * 1950-10-27 1952-10-07 Lion Oil Co Process of reducing the corrosion of ferrous metals by ammoniacal solution and corrosion inhibitor therefor
US2913408A (en) * 1956-12-28 1959-11-17 Dow Chemical Co Corrosion inhibitors for ferrous metals in aqueous solutions of non-oxidizing acids

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3506581A (en) * 1964-02-21 1970-04-14 Dow Chemical Co Corrosion inhibitor for aqueous acid
US3404094A (en) * 1965-09-07 1968-10-01 Halliburton Co Corrosion inhibitor composition
US3538007A (en) * 1967-12-04 1970-11-03 Grace W R & Co Paint stripper for aluminum and magnesium surfaces
US3655571A (en) * 1968-12-31 1972-04-11 Air Prod & Chem Corrosion inhibitor mixture
US3779935A (en) * 1971-07-12 1973-12-18 Exxon Research Engineering Co Inhibition of corrosion
US4121979A (en) * 1975-08-28 1978-10-24 Oxy Metal Industries Corporation Metal treatment
DE2728489A1 (en) * 1977-06-24 1979-01-18 Degussa METALS PREVENT CORROSION
US4387041A (en) * 1981-09-14 1983-06-07 Gaf Corporation Corrosion inhibitors
US4387042A (en) * 1981-10-15 1983-06-07 Gaf Corporation Corrosion inhibitor comprising the ethynylation reaction product of a dialkylamine, a substituted benzaldehyde and acetylene
US5009799A (en) * 1988-02-16 1991-04-23 Nalco Chemical Company Inorganic acid solution viscosifier and corrosion inhibitor and method
US11591511B2 (en) 2018-05-11 2023-02-28 Fluid Energy Group Ltd Methods for stimulating a hydrocarbon-bearing formation by perforating a wellbore and introducing and acidic composition in the wellbore

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