US3281369A - Corrosion inhibiting compositions - Google Patents

Corrosion inhibiting compositions Download PDF

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US3281369A
US3281369A US290612A US29061263A US3281369A US 3281369 A US3281369 A US 3281369A US 290612 A US290612 A US 290612A US 29061263 A US29061263 A US 29061263A US 3281369 A US3281369 A US 3281369A
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acid
corrosion
change
percent
composition
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US290612A
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Wynn Robert Walter
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GAF Chemicals Corp
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General Aniline and Film Corp
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Priority to US290612A priority Critical patent/US3281369A/en
Priority to GB24693/64A priority patent/GB1016238A/en
Priority to DE19641521757 priority patent/DE1521757A1/en
Priority to FR979656A priority patent/FR1399473A/en
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
    • 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
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/20—Antifreeze additives therefor, e.g. for radiator liquids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • 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
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting 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
    • C23F11/167—Phosphorus-containing compounds
    • C23F11/1673—Esters of phosphoric or thiophosphoric acids
    • 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
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

  • the present invention relates, in general, to argano phosphates and, in particular, to tripropargyl phosphate which finds immediate and practical utility as a corrosion inhibitor in lubricating oils, hydraulic fluids, antifreeze, dry cleaning compositions and acid-metal cleaning or pickling solutions.
  • Acids which find utility in this respect include inorganic and organic acids, such as hydrochloric, sulfuric, phosphoric, hydrofluoric, citric, oxalic, sulfamic acids, and the like.
  • a corrosion inhibitor In almost all of the aforesaid operations, it is usually necessary to incorporate a corrosion inhibitor into the acid solution to prevent or decrease the attack of the acid upon the base metal.
  • a corrosion inhibitor In order for a corrosion inhibitor to be considered an effective candidate for incorporation into an acid cleaning solution it should, in addition to inhibiting or preventing corrosion of the base metal, function to decrease or inhibit hydrogen embrittlement of the base metal;'be stable with respect to color and precipitation in acid solutions.
  • certain commercial inhibitors which are derivatives of propargyl, alcohol as well as propargyl alcohol itself, when incorporated into acid cleaning solutions, have a decided tendency to turn back and form insoluble polymeric precipitates in the solutions.
  • corrosion inhibition tests of propargyl alcohol and certain propargyl alcohol derivatives indicate that the use of such compounds does not inhibit the change in crystallinity and hence embn'ttlement of the metal to the desired degree.
  • Another object of the invention resides in the provision of corrosion inhibiting compositions which have a substantially high degree of stability with regard to precipitation upon standing.
  • Yet another object of this invention is directed to the feature of a corrosion inhibiting composition which is capable of substantially preventing or lessening the phenomenon known as hydrogen embrittlement.
  • tripropargyl phosphate as an agent in an acid solution for preventing or decreasing the attack on a base metal while being subjected to metal-cleaning or scale removal operations, have indicated a lower weight loss occurs as a result of acid corrosion with tripropargyl phosphate as compared with other commercially acceptable corrosion inhibitors.
  • a further advantage of tripropargyl phosphate as a component in a corrosion inhibiting composition resides in its apparent effectiveness in preventing or lessening hydrogen embrittlement.
  • Hydrogen embrittlement inhibition The method employed, essentially that of C. A. Zapffe et al., described in Metals Technology, January (1946), pp. 281-312 (discontinued 1948, now issued as Journal of Metals), treats stainless steel wire A181 440 C., 0.060 in diameter in the pickling acid for 15 minutes at 77 C. then bends the wire around a pin until breakage occurs.
  • the angle of breakage or bend tolerance is an indication of hydrogen embrittlement inhibition, the higher values indicating greater inhibition activity.
  • Corrosion inhibition The test method employed to measure the effectiveness of test compounds as corrosion inhibitors is based on the weight loss which occurs after a test panel is immersed in a test acid solution for a given period of time. In the tests conducted, the results of which are reported below, 1" x 2" panels of mild steel (1010 type) are immersed in 10 percent hydrochloric and sulfuric acids test solutions containing 0.25 weight percent (2.5 weight percent based on 100 percent acid) of the test corrosion inhibitors for two hours at 77 C. The panels are then removed from the solutions, flushed, dried and measured by weight loss.
  • Table I reflects the data obtained in tests of various corrosion inhibitors including tripropargyl phosphate.
  • the table also reflects the values obtained with tests of solutions which did not contain any corrosion inhibitor.
  • VCIIECCHTQNIICIIQCIIQOII 47 94 13.2 0.8 Ant-.iratc 3482 1 41 42 0. 05 0. 4 Blank Untreated i 101 101 1 A mixture of aromatic amines with propargyl alcohol.
  • tripropargyl phosphate The amount of tripropargyl phosphate to be employed to be effective in minimizing corrosion and hydrogen 1' Example ].--Preparati0n of tripropargyl phosphate There was charged 168.0 grams (3 moles) propargyl alcohol, 404.8 grams (4 moles) triethyl amine, and 500 ccs. dry ether. At 5 to C. there was added dropwise a solution of 153.0 grams (1 mole) phosphorus oxychloride in 100 ccs. dry ether in 1.5 hours. The mixture was stirred one hour longer at 10 to 0 C. The amine hydrochloride was removed by filtration and the ether removed under aspiration vacuum. The residue was then heated to 50 C. under 0.2 mm. Hg pressure.
  • a metal cleaning composition consisting essentially of an acid selected from the group consisting of hydrochloric, sulfuric, phosphoric, hydrofluoric, citric, oxalic and sulfamic acids in an amount sufficient to clean metal, and 0.5 to 5 weight percent, based on percent acid, of tripropargyl phosphate.
  • composition of claim 1 wherein the acid is sulfamic acid.
  • composition of claim 1 wherein the acid is oxalic acid.
  • composition of claim 1 wherein the acid is citric acid.
  • composition of claim 1 wherein the acid is hydrofluoric acid.
  • composition of claim 1 wherein the acid is phosphoric acid.
  • composition of claim 1 wherein the acid is sulfuric acid.
  • composition of claim 1 wherein the acid is hydrochloric acid.
  • tripropargyl phosphate As a corrosion inhibitor, tripropargyl phosphate.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Metallurgy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Mechanical Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Physics & Mathematics (AREA)
  • Combustion & Propulsion (AREA)
  • Thermal Sciences (AREA)
  • Textile Engineering (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
  • Lubricants (AREA)
  • Detergent Compositions (AREA)

Description

United States Patent 3,281,369 CORROSION INHIBITING COMPOSITIONS Robert Walter Wynn, Easton, Pa., assignor to General Aniline & Film Corporation, New York, N.Y., a corporation of Delaware No Drawing. Filed June 26, 1963, Ser. No. 290,612 9 Claims. (Cl. 252-146) The present invention relates, in general, to argano phosphates and, in particular, to tripropargyl phosphate which finds immediate and practical utility as a corrosion inhibitor in lubricating oils, hydraulic fluids, antifreeze, dry cleaning compositions and acid-metal cleaning or pickling solutions.
When operations such as metal cleaning, scale removal and the like are carried out on an industrial scale, acid solutions are employed to accomplish the purpose. Acids which find utility in this respect include inorganic and organic acids, such as hydrochloric, sulfuric, phosphoric, hydrofluoric, citric, oxalic, sulfamic acids, and the like.
In almost all of the aforesaid operations, it is usually necessary to incorporate a corrosion inhibitor into the acid solution to prevent or decrease the attack of the acid upon the base metal. In order for a corrosion inhibitor to be considered an effective candidate for incorporation into an acid cleaning solution it should, in addition to inhibiting or preventing corrosion of the base metal, function to decrease or inhibit hydrogen embrittlement of the base metal;'be stable with respect to color and precipitation in acid solutions. However, according to some heretofore customary practices, certain commercial inhibitors which are derivatives of propargyl, alcohol as well as propargyl alcohol itself, when incorporated into acid cleaning solutions, have a decided tendency to turn back and form insoluble polymeric precipitates in the solutions. In addition, corrosion inhibition tests of propargyl alcohol and certain propargyl alcohol derivatives indicate that the use of such compounds does not inhibit the change in crystallinity and hence embn'ttlement of the metal to the desired degree.
Accordingly, it is an object of this invention to provide a corrosion inhibiting composition which does not substantially change color upon use.
Another object of the invention resides in the provision of corrosion inhibiting compositions which have a substantially high degree of stability with regard to precipitation upon standing.
Yet another object of this invention is directed to the feature of a corrosion inhibiting composition which is capable of substantially preventing or lessening the phenomenon known as hydrogen embrittlement.
Still other objects of the invention will become more readily apparent from the following detailed description of the invention.
The above objects of the invention are readily accomplished by incorporating into acid-cleaning compositions a corrosion inhibiting amount of tripropargyl phosphate.
Extensive testing of tripropargyl phosphate as an agent in an acid solution for preventing or decreasing the attack on a base metal while being subjected to metal-cleaning or scale removal operations, have indicated a lower weight loss occurs as a result of acid corrosion with tripropargyl phosphate as compared with other commercially acceptable corrosion inhibitors. A further advantage of tripropargyl phosphate as a component in a corrosion inhibiting composition resides in its apparent effectiveness in preventing or lessening hydrogen embrittlement.
The results of the testing indicated above of tripropargyl phosphate as compared with other commercially acceptable corrosion inhibitors is reflected in the subsequent "ice Table I with various acid solutions based on 2.5 weight percent of additive based on percent of acid employed. In comparing the properties and advantages of tripropargyl phosphate as an additive component in acidcleaning solutions with other commercially acceptable inhibitors with respect to stability and inhibiting of corrosion and hydrogen embrittlement, the following tests were performed:
Hydrogen embrittlement inhibition The method employed, essentially that of C. A. Zapffe et al., described in Metals Technology, January (1946), pp. 281-312 (discontinued 1948, now issued as Journal of Metals), treats stainless steel wire A181 440 C., 0.060 in diameter in the pickling acid for 15 minutes at 77 C. then bends the wire around a pin until breakage occurs. The angle of breakage or bend tolerance is an indication of hydrogen embrittlement inhibition, the higher values indicating greater inhibition activity.
Corrosion inhibition The test method employed to measure the effectiveness of test compounds as corrosion inhibitors is based on the weight loss which occurs after a test panel is immersed in a test acid solution for a given period of time. In the tests conducted, the results of which are reported below, 1" x 2" panels of mild steel (1010 type) are immersed in 10 percent hydrochloric and sulfuric acids test solutions containing 0.25 weight percent (2.5 weight percent based on 100 percent acid) of the test corrosion inhibitors for two hours at 77 C. The panels are then removed from the solutions, flushed, dried and measured by weight loss.
Stability The stability of tripropargyl phosphate and other additives with regard to color and precipitation in concentrated hydrochloric acid was carried out by adding from 0.5 to 1.0 weight percent of the additives to the acid solution with or Without mixing. The test solutions were examined visibly over a period of time and changes in color and composition recorded.
The following Table I reflects the data obtained in tests of various corrosion inhibitors including tripropargyl phosphate. The table also reflects the values obtained with tests of solutions which did not contain any corrosion inhibitor.
TABLE I Hydrogen Corrosion Mild Embrittlement, Steel, Percent Test Inhibitor Break Angle Wt. Loss 13% 10% 10% 10% H 804 lIOl H 804 HCl None 45 63 4. 3 11. 4 Propargyl AlcohoL 64 109 2. 0 0. 09 Propargyl Alcohol plus 1.98 moles of Ethylene Oxide 51 103 1. 9 O. 4 (CH COHzOCHzzCHOH- 68 93 5.6 0.3 Glycidyl Ether of Polymerized Propargyl AlcohoL 50 97 3.1 0.6 Tripropargyl Phosphate. 73 106 0.5 0. 1 CH CCH OCI-IQIHOH 74 109 1.7 0.3
OH CCH OCILCHOH 63 103 2.0 03
VCIIECCHTQNIICIIQCIIQOII 47 94 13.2 0.8 Ant-.iratc 3482 1 41 42 0. 05 0. 4 Blank Untreated i 101 101 1 A mixture of aromatic amines with propargyl alcohol.
as stabilizing additives for analytical grade 37 percent hydrochloric acid.
TABLE IL-STABILIZATION OF ANALYTICAL GRADE 37% H01 WITH PROPARGYL ALCOHOL DERIVATIVES [Time, days] Ex. No. Chemicals Added 1 2 0.5% Tripropar yl 1 Phosphate Clear and colorless No change.. No change. Re eat oil 2 do do Do. 0.5 0 Glycidyl Ether of Polymerized Pro- Darkens slightly do Do.
pargyl Alcohol. 0.5% Dipropargyloxymethyl Methanol do D0. 1% CHECCHZSCHQCHQOH 1% CHECCH2OCHCH(C H)OH 1% CHECCHZOCHZOH(CH3)OH 1% Antarate 3481 No change No change.
Ex. N0. 3 4 5 6 7 8 No change No change No change No change No change No change. do .do do "do .do do d0. Slightly cloudy --.d0 -d0 Slight ppt Slight ppt.,
' yellow S0111. 4.- rln dn do do .do Do. 5 Darker Cloudy and very Ppt. 1'orming .do No change Much Ppt.,
dark. very dark. 6 do Ppt. forming No change d0 do Pptinln dark so 7 do do do do Do.-- 8 No change No change.-. -do do Very dark but no ppt.
1 Still clear and colorless after 23 days. 2 Still clear and colorless after 16 days.
The amount of tripropargyl phosphate to be employed to be effective in minimizing corrosion and hydrogen 1' Example ].--Preparati0n of tripropargyl phosphate There was charged 168.0 grams (3 moles) propargyl alcohol, 404.8 grams (4 moles) triethyl amine, and 500 ccs. dry ether. At 5 to C. there was added dropwise a solution of 153.0 grams (1 mole) phosphorus oxychloride in 100 ccs. dry ether in 1.5 hours. The mixture was stirred one hour longer at 10 to 0 C. The amine hydrochloride was removed by filtration and the ether removed under aspiration vacuum. The residue was then heated to 50 C. under 0.2 mm. Hg pressure.
This residue was then heated to 70 C., with stirring, with 150 ml. distilled water. To this was added 150 ccs. benzene and the phases separated. The aqueous phase was extracted with two 100 cc. portions of benzene. The organic layers were combined and dried overnight at room temperature over Drierite. The desiccant was removed by gravity filtration and the benzene removed under aspirator vacuum. The residue was heated to 60 C. under 0.2 mm. Hg pressure. There remained 52.6 grams of a straw-yellow oil having a boiling point of Ill-113 C. at 0.08 mm. of Hg pressure and a refractive index (n of 1.46801.4684.
Calcd Found Percent C 51.0 52. 38 Percent lI 4. 25 5. 42 Percent P 14.6 13.41; 13.48 Acetylenic Hydrogen (mole/g.) 0.01415 0. 01408 satisfactory as corrosion inhibitors. but can readily be purified and a good grade of corrosion inhibitor obtained by distillation under reduced pressures in the presence of a small amount of a free radical inhibitor, i.e., p-terincluded in the purview of the application and the spirit and scope of the appended claims.
What is claimed is:
1. A metal cleaning composition consisting essentially of an acid selected from the group consisting of hydrochloric, sulfuric, phosphoric, hydrofluoric, citric, oxalic and sulfamic acids in an amount sufficient to clean metal, and 0.5 to 5 weight percent, based on percent acid, of tripropargyl phosphate.
2. The composition of claim 1 wherein the acid is sulfamic acid.
3. The composition of claim 1 wherein the acid is oxalic acid.
4. The composition of claim 1 wherein the acid is citric acid.
5. The composition of claim 1 wherein the acid is hydrofluoric acid.
6. The composition of claim 1 wherein the acid is phosphoric acid.
7. The composition of claim 1 wherein the acid is sulfuric acid.
8. The composition of claim 1 wherein the acid is hydrochloric acid.
9. As a corrosion inhibitor, tripropargyl phosphate.
References Cited by the Examiner LEON D. ROSDOL, Primary Examiner. JULIUS GREENWALD, Examiner.
W. E. SCHULZ, Assistant Examiner.

Claims (1)

1. A METAL CLEANING COMPOSITION CONSISTING ESSENTIALLY OF AN ACID SELECTED FROM THE GROUP CONSISTING OF HYDROCHLORIC, SULFURIC, PHOSPHORIC, HYDROFLUORIC, CITRIC, OXALIC AND SULFAMIC ACIDS IN AN AMOUNT SUFFICIENT TO CLEAN METAL, AND 0.5 TO 5 WEIGHT PERCENT, BASED ON 100 PERCENT ACID, OF TRIPROARGYL PHOSPHATE.
US290612A 1963-06-26 1963-06-26 Corrosion inhibiting compositions Expired - Lifetime US3281369A (en)

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US290612A US3281369A (en) 1963-06-26 1963-06-26 Corrosion inhibiting compositions
GB24693/64A GB1016238A (en) 1963-06-26 1964-06-15 A new phosphate ester and its use in corrosion inhibiting compositions
DE19641521757 DE1521757A1 (en) 1963-06-26 1964-06-25 Anti-corrosive agents
FR979656A FR1399473A (en) 1963-06-26 1964-06-25 Corrosion inhibiting compositions based on propargyl phosphate

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2080299A (en) * 1935-04-12 1937-05-11 Du Pont Inhibiting corrosion of metals
US2224695A (en) * 1938-11-25 1940-12-10 Carl F Prutton Inhibitor
US2589326A (en) * 1949-12-21 1952-03-18 Socony Vacuum Oil Co Inc Organic phosphorus ester-p2s5 reaction products and oil compositions containing the same
US3049496A (en) * 1959-04-30 1962-08-14 Dow Chemical Co Propargyl compounds as corrosion inhibitors

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2080299A (en) * 1935-04-12 1937-05-11 Du Pont Inhibiting corrosion of metals
US2224695A (en) * 1938-11-25 1940-12-10 Carl F Prutton Inhibitor
US2589326A (en) * 1949-12-21 1952-03-18 Socony Vacuum Oil Co Inc Organic phosphorus ester-p2s5 reaction products and oil compositions containing the same
US3049496A (en) * 1959-04-30 1962-08-14 Dow Chemical Co Propargyl compounds as corrosion inhibitors

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GB1016238A (en) 1966-01-05

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