US2993862A - Acetylenic glycols as corrosion inhibitors - Google Patents
Acetylenic glycols as corrosion inhibitors Download PDFInfo
- Publication number
- US2993862A US2993862A US601641A US60164156A US2993862A US 2993862 A US2993862 A US 2993862A US 601641 A US601641 A US 601641A US 60164156 A US60164156 A US 60164156A US 2993862 A US2993862 A US 2993862A
- Authority
- US
- United States
- Prior art keywords
- corrosion inhibitors
- hydrochloric acid
- corrosion
- inhibitor
- acetylenic glycols
- 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
Links
- 239000003112 inhibitor Substances 0.000 title claims description 19
- 238000005260 corrosion Methods 0.000 title claims description 13
- 230000007797 corrosion Effects 0.000 title claims description 13
- 150000002334 glycols Chemical class 0.000 title description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 229910000640 Fe alloy Inorganic materials 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000011260 aqueous acid Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910000851 Alloy steel Inorganic materials 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- 241000364021 Tulsa Species 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910002065 alloy metal Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- -1 ferrous metals Chemical class 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
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
- 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
- This invention relates to corrosion inhibitors for use in aqueous hydrochloric acid to inhibit the corrosion of iron, steel, nickel or ferrous alloy metals exposed to said aqueous acid.
- acetylenic glycols specifically, those having the formula R R Rd0E0-GE0d-R H H wherein R is a radical selected from the group consisting of H and CH are potent corrosion inhibitors and, as such, are particularly efiective in protecting iron, steel, [ferrous alloys and nickel from the corrosive attack of aqueous hydrochloric acid.
- aqueous hydrochloric acid we mean HCl in the presence of a significant amount of Water and do not mean to exclude the presence of other substances.
- the inhibitors are simply dissolved in the hydrochloric acid solution the corrosive action of which is to be inhibited. Only a small amount of inhibitor is required. As little as a few thousandths of .1 percent, based on the acid solution, significantly reduces the corrosion of iron and nickel exposed to the acid. The degree if inhibition increases with the concentration of the inhibitor up to a concentration of about 1 percent. Beyond this point there is little advantage in using more inhibitor.
- the inhibitors of the invention are efiective not only at ordinary temperatures but also at elevated temperatures, up to the point at which the inhibitors decompose. They are effective in all concentrations of hydrochloric acid up to and including commercial concentrated acid (about 36 percent). Applications in which they are particularly useful include metal-cleaning baths, oil welltreating acids, boiler-cleaning solutions and the like.
- Aqueous hydrochloric acid containing about 5 to 36% concentration, by weight, and, as the sole active corrosion inhibitor therefor an efiective amount of a compound having the formula H H wherein R is a radical selected from the group consisting of H and --CH 2.
- R is H.
- a solution as in claim 1 wherein the concentration of the inhibitor is from a few thousandths percent to about one percent, by weight.
- a process for inhibiting the corrosion of a metal of the group consisting of iron, steel, nickel and ferrous alloys by aqueous hydrochloric acid in contact therewith comprising maintaining in said acid a small but effective concentration of the inhibitor having the formula R RJJ- EC -CEO-ER H H wherein R is a radical selected from the group consisting of H and CH3.
- concentration of inhibitor is from a iew thousandths percent to about 1 percent, by weight.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Description
United States Patent 2,993,862 AOETYLENIC GLYCOLS AS CORROSION INHIBITORS Roger F. Monroe and Fred J. Lowes, Midland, Mich., and Gerald L. Foster and Billy 1).0akes, Tulsa, Okla., assignors to The Dow Chemical Company, Midland, Mich., a corporation of Delaware No Drawing. Filed Aug. 2, 1956, Ser. No. 601,641
6-Claims. (Cl. 252-146) This invention relates to corrosion inhibitors for use in aqueous hydrochloric acid to inhibit the corrosion of iron, steel, nickel or ferrous alloy metals exposed to said aqueous acid.
We have now discovered that certain acetylenic glycols, specifically, those having the formula R R Rd0E0-GE0d-R H H wherein R is a radical selected from the group consisting of H and CH are potent corrosion inhibitors and, as such, are particularly efiective in protecting iron, steel, [ferrous alloys and nickel from the corrosive attack of aqueous hydrochloric acid. By the term aqueous hydrochloric acid we mean HCl in the presence of a significant amount of Water and do not mean to exclude the presence of other substances.
According to the invention, the inhibitors are simply dissolved in the hydrochloric acid solution the corrosive action of which is to be inhibited. Only a small amount of inhibitor is required. As little as a few thousandths of .1 percent, based on the acid solution, significantly reduces the corrosion of iron and nickel exposed to the acid. The degree if inhibition increases with the concentration of the inhibitor up to a concentration of about 1 percent. Beyond this point there is little advantage in using more inhibitor.
The inhibitors of the invention are efiective not only at ordinary temperatures but also at elevated temperatures, up to the point at which the inhibitors decompose. They are effective in all concentrations of hydrochloric acid up to and including commercial concentrated acid (about 36 percent). Applications in which they are particularly useful include metal-cleaning baths, oil welltreating acids, boiler-cleaning solutions and the like.
In order to illustrate the effectiveness of our corrosion inhibitors we have conducted tests in which hydrochloric acid at various concentrations and containing 0.4 percent of the inhibitor being tested is placed in contact with a standard coupon of the metal to be protected. After 16 hr. the coupon is washed, dried and weighed to determine the amount of metal dissolved by the acid. From this is calculated the corrosion rate in terms of inches of penetration per year. Some typical results thus obtained are shown in Table I.
TABLE I Corrosion rates, inches penetration per year, of steel and nickel exposed to hydrochloric acid Results similar to those shown in Table I were obice Patented July 25, 1961 tained when other concentrations of hydrochloric acid, other temperatures in the range from room temperatures up to the decomposition point of the inhibitor, and other ferrous metals were used instead of those used in obtaining the data in Table I. It was also found that the effectiveness of the inhibitors was not impaired by the presence of liquids other than water, such as, for instance, alcohols, glycols or surfactants. Likewise, their efiectiveness was not impaired by the presence of various salts in the aqueous acid such as the soluble chlorides and sulfates.
We claim:
1. Aqueous hydrochloric acid containing about 5 to 36% concentration, by weight, and, as the sole active corrosion inhibitor therefor an efiective amount of a compound having the formula H H wherein R is a radical selected from the group consisting of H and --CH 2. A solution as in claim 1 wherein R is H.
3. A solution as in claim 1 wherein R is CH 4. A solution as in claim 1 wherein the concentration of the inhibitor is from a few thousandths percent to about one percent, by weight.
5; A process for inhibiting the corrosion of a metal of the group consisting of iron, steel, nickel and ferrous alloys by aqueous hydrochloric acid in contact therewith comprising maintaining in said acid a small but effective concentration of the inhibitor having the formula R RJJ- EC -CEO-ER H H wherein R is a radical selected from the group consisting of H and CH3.
6. A process as defined in claim 5 wherein the concentration of inhibitor is from a iew thousandths percent to about 1 percent, by weight.
References Cited in the tile of this patent UNITED STATES PATENTS 1,169,341 C-hrzesciuski et al Ian. 25, 19:16 1,841,768 Straus et a1. Ian. 19, 1932 1,963,934 Carothers et al June 19, 1934 2,152,406 Ducamp et al. Mar. 28, 1939 2,204,597 Humphreys et al June 18, .1940 2,250,445 Bruson et al July 29, 1941 2,355,599 Walker Aug. 8, 1944 2,371,644 Petering et al. Mar. 20, 1945 2,407,149 Gardenier Sept. 3, 1946 2,603,622 Berger et a1 July 15, 1952 2,726,269 Humphlett Dec. 6, 1955 2,775,624 Skeeters et al. Dec. 25, 1956 2,775,626 Schaaf et a1 Dec. 25, 1956 2,805,257 Lowes et al. Sept. 3, 1957 2,806,067 Monroe et al. Sept. .10, 1957 2,814,593 Beiswanger et a1 Nov. 26, 1957 2,838,458 Bachtel June 10, 1958 2,880,180 Foster et a1 Mar. 31, 1959 FOREIGN PATENTS 627,453 Great Britain Aug. 9, 1949 890,796 Germany Sept. 21, 1953 505,421 Belgium Sept. 15, 1951 1,075,385 France Apr. 14, 1954 1,079,916 France May 26, 1954 OTHER REFERENCES Corrosion Handbook by Uhlig, pp. 910912, pub. by John Wiley, N.Y., 1948.
Claims (1)
1. AQUEOUS HYDROCHLORIC ACID CONTAINING ABOUT 5 TO 36% CONCENTRATION, BY WEIGHT, AND, AS THE SOLE ACTIVE CORROSION INHIBITOR THEREFOR AN EFFECTIVE AMOUNT OF A COMPOUND HAVING THE FORMULA
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US601641A US2993862A (en) | 1956-08-02 | 1956-08-02 | Acetylenic glycols as corrosion inhibitors |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US601641A US2993862A (en) | 1956-08-02 | 1956-08-02 | Acetylenic glycols as corrosion inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2993862A true US2993862A (en) | 1961-07-25 |
Family
ID=24408226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US601641A Expired - Lifetime US2993862A (en) | 1956-08-02 | 1956-08-02 | Acetylenic glycols as corrosion inhibitors |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2993862A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125475A (en) * | 1964-03-17 | Method of producing a bright finish | ||
| US3282731A (en) * | 1963-05-28 | 1966-11-01 | United States Steel Corp | Embrittlement-free pickling of ferrous metal |
| US4174269A (en) * | 1978-06-21 | 1979-11-13 | Ppg Industries, Inc. | Method of treating electrodes |
| US4956076A (en) * | 1989-09-28 | 1990-09-11 | Betz Laboratories, Inc. | Method of scavenging hydrogen halides from liquid hydrocarbonaceous mediums |
Citations (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE505421A (en) * | ||||
| US1169341A (en) * | 1914-07-07 | 1916-01-25 | Synthetic Patents Co Inc | Alakali-metal acetones. |
| US1841768A (en) * | 1927-11-24 | 1932-01-19 | Winthrop Chem Co Inc | Chlorinated and brominated ethine carbinols |
| US1963934A (en) * | 1931-11-11 | 1934-06-19 | Du Pont | Vinylethinyl derivatives and processes for producing same |
| US2152406A (en) * | 1935-12-10 | 1939-03-28 | Ducamp Albert Jean | Methods of pickling metals |
| US2204597A (en) * | 1937-02-23 | 1940-06-18 | Standard Oil Co | Compounded lubricant |
| US2250445A (en) * | 1938-10-01 | 1941-07-29 | Rohm & Haas | Process for producing acetylenic alcohols |
| US2355599A (en) * | 1941-01-23 | 1944-08-08 | Du Pont | Acid metal treating baths |
| US2371644A (en) * | 1942-10-01 | 1945-03-20 | Westvaco Chlorine Products Cor | Degreasing process |
| US2407149A (en) * | 1944-09-08 | 1946-09-03 | Edison Inc Thomas A | Stabilized 2-chlor-butene-2 |
| GB627453A (en) * | 1947-07-16 | 1949-08-09 | Glaxo Lab Ltd | Improvements in and relating to the preparation of derivatives of cyclohexene |
| US2603622A (en) * | 1948-10-01 | 1952-07-15 | Berger Heinrich | Halogen containing resin stabilized with an acetylene alcohol |
| DE890796C (en) * | 1953-08-13 | Badische Anilin- S. Soda-Fabrik Aktiengesellschaft, Ludwigshafen'Rhein | Process for the production of diacetylene glycols | |
| FR1075385A (en) * | 1952-02-22 | 1954-10-15 | Ciba Geigy | Process for the preparation of new esters of carbamic acid and new products thus obtained |
| FR1079916A (en) * | 1952-04-10 | 1954-12-03 | Schering Ag | Carbamic eters of acetylenic alcohols and their preparation |
| US2726269A (en) * | 1955-12-06 | Method of making acetylenic carbinols | ||
| US2775624A (en) * | 1953-09-25 | 1956-12-25 | Diamond Alkali Co | Stabilized tetrachloroethylene |
| US2775626A (en) * | 1953-11-04 | 1956-12-25 | Nopco Chem Co | Production of 1-ethynyl-2, 6, 6-trimethylcyclohex-1-ene |
| US2805257A (en) * | 1956-08-02 | 1957-09-03 | Dow Chemical Co | 1-ethynyl-cyclohexylthiols |
| US2806067A (en) * | 1956-08-02 | 1957-09-10 | Dow Chemical Co | Alpha-ethynyl-2, 4, 6-trimethyl-3-cyclohexene-1-methanol |
| US2814593A (en) * | 1953-12-18 | 1957-11-26 | Gen Aniline & Film Corp | Corrosion inhibition |
| US2838458A (en) * | 1955-09-30 | 1958-06-10 | Dow Chemical Co | Inhibited methyl chloroform |
| US2880180A (en) * | 1956-09-10 | 1959-03-31 | Dow Chemical Co | Propargyl sulfide as a corrosion inhibitor in acidic solutions |
-
1956
- 1956-08-02 US US601641A patent/US2993862A/en not_active Expired - Lifetime
Patent Citations (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE890796C (en) * | 1953-08-13 | Badische Anilin- S. Soda-Fabrik Aktiengesellschaft, Ludwigshafen'Rhein | Process for the production of diacetylene glycols | |
| BE505421A (en) * | ||||
| US2726269A (en) * | 1955-12-06 | Method of making acetylenic carbinols | ||
| US1169341A (en) * | 1914-07-07 | 1916-01-25 | Synthetic Patents Co Inc | Alakali-metal acetones. |
| US1841768A (en) * | 1927-11-24 | 1932-01-19 | Winthrop Chem Co Inc | Chlorinated and brominated ethine carbinols |
| US1963934A (en) * | 1931-11-11 | 1934-06-19 | Du Pont | Vinylethinyl derivatives and processes for producing same |
| US2152406A (en) * | 1935-12-10 | 1939-03-28 | Ducamp Albert Jean | Methods of pickling metals |
| US2204597A (en) * | 1937-02-23 | 1940-06-18 | Standard Oil Co | Compounded lubricant |
| US2250445A (en) * | 1938-10-01 | 1941-07-29 | Rohm & Haas | Process for producing acetylenic alcohols |
| US2355599A (en) * | 1941-01-23 | 1944-08-08 | Du Pont | Acid metal treating baths |
| US2371644A (en) * | 1942-10-01 | 1945-03-20 | Westvaco Chlorine Products Cor | Degreasing process |
| US2407149A (en) * | 1944-09-08 | 1946-09-03 | Edison Inc Thomas A | Stabilized 2-chlor-butene-2 |
| GB627453A (en) * | 1947-07-16 | 1949-08-09 | Glaxo Lab Ltd | Improvements in and relating to the preparation of derivatives of cyclohexene |
| US2603622A (en) * | 1948-10-01 | 1952-07-15 | Berger Heinrich | Halogen containing resin stabilized with an acetylene alcohol |
| FR1075385A (en) * | 1952-02-22 | 1954-10-15 | Ciba Geigy | Process for the preparation of new esters of carbamic acid and new products thus obtained |
| FR1079916A (en) * | 1952-04-10 | 1954-12-03 | Schering Ag | Carbamic eters of acetylenic alcohols and their preparation |
| US2775624A (en) * | 1953-09-25 | 1956-12-25 | Diamond Alkali Co | Stabilized tetrachloroethylene |
| US2775626A (en) * | 1953-11-04 | 1956-12-25 | Nopco Chem Co | Production of 1-ethynyl-2, 6, 6-trimethylcyclohex-1-ene |
| US2814593A (en) * | 1953-12-18 | 1957-11-26 | Gen Aniline & Film Corp | Corrosion inhibition |
| US2838458A (en) * | 1955-09-30 | 1958-06-10 | Dow Chemical Co | Inhibited methyl chloroform |
| US2805257A (en) * | 1956-08-02 | 1957-09-03 | Dow Chemical Co | 1-ethynyl-cyclohexylthiols |
| US2806067A (en) * | 1956-08-02 | 1957-09-10 | Dow Chemical Co | Alpha-ethynyl-2, 4, 6-trimethyl-3-cyclohexene-1-methanol |
| US2880180A (en) * | 1956-09-10 | 1959-03-31 | Dow Chemical Co | Propargyl sulfide as a corrosion inhibitor in acidic solutions |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125475A (en) * | 1964-03-17 | Method of producing a bright finish | ||
| US3282731A (en) * | 1963-05-28 | 1966-11-01 | United States Steel Corp | Embrittlement-free pickling of ferrous metal |
| US4174269A (en) * | 1978-06-21 | 1979-11-13 | Ppg Industries, Inc. | Method of treating electrodes |
| US4956076A (en) * | 1989-09-28 | 1990-09-11 | Betz Laboratories, Inc. | Method of scavenging hydrogen halides from liquid hydrocarbonaceous mediums |
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