US2522518A - Stabilized ammonium mahogany sulfonates - Google Patents

Stabilized ammonium mahogany sulfonates Download PDF

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US2522518A
US2522518A US725158A US72515847A US2522518A US 2522518 A US2522518 A US 2522518A US 725158 A US725158 A US 725158A US 72515847 A US72515847 A US 72515847A US 2522518 A US2522518 A US 2522518A
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alcohol
oil
mineral oil
ammonium mahogany
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US725158A
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Milton P Kleinholz
Theodore A Hack
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Sinclair Refining Co
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Sinclair Refining Co
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    • 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
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/046—Hydroxy ethers
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • 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
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
    • 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
    • C10N2040/32—Wires, ropes or cables lubricants
    • 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
    • C10N2040/34—Lubricating-sealants
    • 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
    • C10N2040/36—Release agents or mold release agents
    • 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
    • C10N2040/38—Conveyors or chain belts
    • 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
    • C10N2040/40—Generators or electric motors in oil or gas winning field
    • 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
    • C10N2040/42—Flashing oils or marking oils
    • 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
    • C10N2040/44—Super vacuum or supercritical use
    • 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
    • C10N2040/50—Medical uses
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • This invention relates to mineral oil compositions and, more particularly, to improvements in compositions consisting essentially of such mineral oil fractions containing a minor proportion of ammonium mahogany sulfonate.
  • Effective rust-inhibiting mineral oil compositions have previously been prepared by incorporating in a mineral oil fraction a minor proportion of a petroleum ammonium sulfonate, obtained by the reacting of ammonia with a sulfuric acid-treated hydrocarbon oil, i. e. by the amination of mahogany acids.
  • Rust-inhibiting, lubricating, slushing and needle oils, and the like may be compounded by blending concentrates so prepared with a suitable base oil.
  • Alcohols suitable for this purpose are those containing three or more carbon atoms per molecule and may be either aliphatic or aromatic in nature.
  • alcohols of the aliphatic type which have been used effectively, included amyl alcohol, isopropyl alcohol and lauryl alcohol.
  • Alcohols of the aromatic type which have been effectively used include the oil-soluble phenylic alcohols, oil soluble alkylated phenols, for instance, di-amyl phenol.
  • the monobenzyl ether of ethylene glycol is a further example of an alcohol which has been found highly effective for this purpose.
  • the composition may be clarified, the precipitate being completely dissolved, by the addition of 1 to 2% by volume of isopropyl alcohol for in- ISO stance and, thereafter, the composition has been found to remain clear and-bright over periods of storage at room temperature in excess of 200 days andto remain entirely'f-ree'of haze after it has been brought back to room temperature following'a chilling to 0"F.
  • the improved concentrates are useful for preparing mineral oil blends whether the mineral oil constituent is of the lubricating, gasoline, kerosene, Diesel fuel, fuel oil, or slushing or needle oil type.
  • the proportion of alcohol added may, with advantage, vary from as low as 0.1 to 2% by volume. The optimum proportion of alcohol to be used will depend somewhat upon the characteristics of the particular mineral oil fraction and the proportion of the sulfonate incorporated therein.
  • a concentrate which has been found particularly advantageous, both with respect to rust-inhibiting characteristics and stability, is one containing 88% of Mid-Continent neutral, 10% ammonium mahogany sulfonate, and 2% of the alcohol, each by volume.
  • the proportion of the sulfonate in the concentrate is subject to variation and the proportion of the alcohol may with advantage be varied within the above indicated range.
  • a particularly desirable lubricating oil composition may be prepared by blending the above described concentrate with a suitable lubricating oil fraction in such proportions that the lubricating oil blend contains about 0.05 to about 1% by volume of the ammonium mahogany sulfonate.
  • Ammonium mahogany sulfonates which have been used, with advantage, in the preparation of our improved mineral oil composition, are those described in the copending application of Franklin M. Watkins, Ser. No. 638,581, filed December 31, 1945, now abandoned.
  • a mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of an oil soluble alcohol containing not less than three carbon atoms per molecule.
  • a mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of isopropyl alcohol.
  • a mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of amyl alcohol.
  • a mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of lauryl alcohol.

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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)

Description

Patented Sept. 19, 1950 STABILIZED AMMIONIUM MAHOGANY SULFONATES Milton P. Kleinholz, East Chicago, and Theodore A. Hack, Hammond, Ind., assignor to Sinclair Refining Company, New York, N. Y., a corporation of Maine No Drawing. Application January 29, 1947, Serial No. 725,158
4 Claims.
This inventionrelates to mineral oil compositions and, more particularly, to improvements in compositions consisting essentially of such mineral oil fractions containing a minor proportion of ammonium mahogany sulfonate.
Effective rust-inhibiting mineral oil compositions have previously been prepared by incorporating in a mineral oil fraction a minor proportion of a petroleum ammonium sulfonate, obtained by the reacting of ammonia with a sulfuric acid-treated hydrocarbon oil, i. e. by the amination of mahogany acids. Rust-inhibiting, lubricating, slushing and needle oils, and the like, may be compounded by blending concentrates so prepared with a suitable base oil. F
It has been found, however, that, while the compounding of the sulfonates with the mineral oil fraction effectively retards rusting, the concentrate of the sulfonate in the mineral oil, for instance a 10% concentrate of ammonium mahogany sulfonate in neutral oil, is not completely stable over periods of prolonged storage. It has been observed that, on long standing, a yellowish-white gelatinous precipitate frequently forms in the composition, causing turbidity. Further, upon formation of this precipitate, the rust-inhibiting properties of the composition are somewhat impaired.
We have found that the formation of this precipitate may be prevented and the composition made to remain clear and homogeneous over long periods of time by including in the mineral oil composition, containing the ammonium mahogany sulfonates, a minor pro-portion of an oilsoluble alcohol. Alcohols suitable for this purpose are those containing three or more carbon atoms per molecule and may be either aliphatic or aromatic in nature. For instance, alcohols of the aliphatic type, which have been used effectively, included amyl alcohol, isopropyl alcohol and lauryl alcohol. Alcohols of the aromatic type which have been effectively used include the oil-soluble phenylic alcohols, oil soluble alkylated phenols, for instance, di-amyl phenol. The monobenzyl ether of ethylene glycol is a further example of an alcohol which has been found highly effective for this purpose.
We have found that where a minor proportion of an alcohol of the type described is included in the oil concentrate, formation of the precipitate does not occur. Even after the formation of the precipitate in the mineral oil composition, the composition may be clarified, the precipitate being completely dissolved, by the addition of 1 to 2% by volume of isopropyl alcohol for in- ISO stance and, thereafter, the composition has been found to remain clear and-bright over periods of storage at room temperature in excess of 200 days andto remain entirely'f-ree'of haze after it has been brought back to room temperature following'a chilling to 0"F.
In further tests, 2% by volume'of amyl alcohol, lauryl alcohol, di-amyl phenol and the monobenzyl ether of ethylene glycol, respectively, were added to separate samples of an oil composition, consisting of acid treated 210 neutral oil containing 10% by volume of ammonium mahoganysulfonate which, upon standing, had developed considerable turbidity. Before taking the samples, the precipitate was evenly suspended in the oil by agitation. Upon adding the alcohol, the respective samples completely cleared and remained clear after a storage period of over two months. A blank sample of the oil composition, originally turbid, remained turbid over the test period. Further, the rust-inhibiting characteristics of the mineral oil composition were not deleteriously affected by the addition of the alcohol.
In a further series of tests, 1% by volume of amyl alcohol, di-amyl phenol, lauryl alcohol and the monobenzyl ether of ethylene glycol, respectively, were added to separate samples of a freshly prepared concentrate consisting of approximately 10% by volume of ammonium mahogany sulfonate in acid treated 210 neutral stock. A sample of the stock to which no alcohol was added became turbid and developed a precipitate in 13 days, whereas each of the samples to which the respective alcohols were added, remained clear and developed no precipitate after a storage period at room temperature in excess of two months.
The improved concentrates are useful for preparing mineral oil blends whether the mineral oil constituent is of the lubricating, gasoline, kerosene, Diesel fuel, fuel oil, or slushing or needle oil type. The proportion of alcohol added may, with advantage, vary from as low as 0.1 to 2% by volume. The optimum proportion of alcohol to be used will depend somewhat upon the characteristics of the particular mineral oil fraction and the proportion of the sulfonate incorporated therein. A concentrate which has been found particularly advantageous, both with respect to rust-inhibiting characteristics and stability, is one containing 88% of Mid-Continent neutral, 10% ammonium mahogany sulfonate, and 2% of the alcohol, each by volume. The proportion of the sulfonate in the concentrate is subject to variation and the proportion of the alcohol may with advantage be varied within the above indicated range.
A particularly desirable lubricating oil composition may be prepared by blending the above described concentrate with a suitable lubricating oil fraction in such proportions that the lubricating oil blend contains about 0.05 to about 1% by volume of the ammonium mahogany sulfonate.
Ammonium mahogany sulfonates which have been used, with advantage, in the preparation of our improved mineral oil composition, are those described in the copending application of Franklin M. Watkins, Ser. No. 638,581, filed December 31, 1945, now abandoned.
We claim:
1. A mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of an oil soluble alcohol containing not less than three carbon atoms per molecule.
2. A mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of isopropyl alcohol.
3. A mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of amyl alcohol.
4. A mineral oil composition consisting essentially of a neutral oil solution of ammonium mahogany sulfonate containing 10% by volume of ammonium mahogany sulfonate and which has been stabilized against the formation of a precipitate on storage by the addition of 0.1% to 2% by volume of lauryl alcohol.
MILTON P. KLEINHOLZ. THEODORE A. HACK.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,039,377 Adams May 5, 1936 2,097,440 Blumer Nov. 2, 1937 2,340,035 Zimmer Jan. 25, 1944 2,398,193 Sharp Apr. 9, 1946 2,401,614 Chechot June 4, 1946 2,406,763 Griesinger Sept. 3, 1946 2,408,971 Duncan Oct. 8, 1946

Claims (1)

1. A MINERAL OIL COMPOSITION CONSISTING ESSEN TIALLY OF A NEUTRAL OIL SOLUTION OF AMMONIUM MAHOGANY SULFONATE CONTAINING 10% BY VOLUME OF AMMONIUM MAHOGANY SULFONATE AND WHICH HAS BEEN STABLIZED AGAINST THE FORMATION OF A PRECIPATE ON STORAGE BY THE ADDITION OF 0.1% TO 2% BY VOLUME OF AN OIL SOLUBLE ALCOHOL CONTAINING NOT LESS THAN THREE CARBON ATOMS PER MOLECULE.
US725158A 1947-01-29 1947-01-29 Stabilized ammonium mahogany sulfonates Expired - Lifetime US2522518A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2598725A (en) * 1951-02-06 1952-06-03 Sinclair Refining Co Prevention of corrosion
US2650198A (en) * 1950-03-16 1953-08-25 Shell Dev Oil-soluble petroleum sulfonates
US2882227A (en) * 1954-02-23 1959-04-14 Sinclair Refining Co Corrosion prevention method and composition
US2940936A (en) * 1953-04-07 1960-06-14 Monsanto Chemicals Preparing sulfonated products from sulfur trioxide
US4172844A (en) * 1974-03-13 1979-10-30 Exxon Research & Engineering Co. Alkylaryl sulphonic acids

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2039377A (en) * 1933-05-20 1936-05-05 Standard Oil Co Hard water soluble oil
US2097440A (en) * 1934-10-16 1937-11-02 Sonneborn Sons Inc L Process for purifying mahogany soap
US2340035A (en) * 1940-09-13 1944-01-25 Standard Oil Dev Co Soluble oil
US2398193A (en) * 1943-11-30 1946-04-09 Standard Oil Co Lubricant
US2401614A (en) * 1943-07-21 1946-06-04 Atlantic Refining Co Production of oil solutions of alkaline earth metal sulphonates
US2406763A (en) * 1944-09-29 1946-09-03 Atlantic Refining Co Purification of oil-soluble sulphonates
US2408971A (en) * 1941-12-27 1946-10-08 Standard Oil Dev Co Slushing composition

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2039377A (en) * 1933-05-20 1936-05-05 Standard Oil Co Hard water soluble oil
US2097440A (en) * 1934-10-16 1937-11-02 Sonneborn Sons Inc L Process for purifying mahogany soap
US2340035A (en) * 1940-09-13 1944-01-25 Standard Oil Dev Co Soluble oil
US2408971A (en) * 1941-12-27 1946-10-08 Standard Oil Dev Co Slushing composition
US2401614A (en) * 1943-07-21 1946-06-04 Atlantic Refining Co Production of oil solutions of alkaline earth metal sulphonates
US2398193A (en) * 1943-11-30 1946-04-09 Standard Oil Co Lubricant
US2406763A (en) * 1944-09-29 1946-09-03 Atlantic Refining Co Purification of oil-soluble sulphonates

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2650198A (en) * 1950-03-16 1953-08-25 Shell Dev Oil-soluble petroleum sulfonates
US2598725A (en) * 1951-02-06 1952-06-03 Sinclair Refining Co Prevention of corrosion
US2940936A (en) * 1953-04-07 1960-06-14 Monsanto Chemicals Preparing sulfonated products from sulfur trioxide
US2882227A (en) * 1954-02-23 1959-04-14 Sinclair Refining Co Corrosion prevention method and composition
US4172844A (en) * 1974-03-13 1979-10-30 Exxon Research & Engineering Co. Alkylaryl sulphonic acids

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