GB770729A - Rust inhibiting compositions and concentrates containing thioether carboxylic acids - Google Patents
Rust inhibiting compositions and concentrates containing thioether carboxylic acidsInfo
- Publication number
- GB770729A GB770729A GB15364/55A GB1536455A GB770729A GB 770729 A GB770729 A GB 770729A GB 15364/55 A GB15364/55 A GB 15364/55A GB 1536455 A GB1536455 A GB 1536455A GB 770729 A GB770729 A GB 770729A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxo
- acid
- acetic acid
- mercaptan
- tridecyl
- 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
Links
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
- 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
- C23F11/16—Sulfur-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
- C10L1/2406—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides
- C10L1/2418—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides containing a carboxylic substituted; derivatives thereof, e.g. 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
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives 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
- C10N2040/135—Steam engines or turbines
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
In an example for the production of a branched chain C13 alkyl thioether acetic acid which may be used as a rust inhibitor in mineral lubricating oil compositions (see Group III) an olefinic polymer of propylene which may contain a small amount of butylene is fractionated to obtain a heart cut of substantially pure C12 olefin. This is subjected to the oxo process to form an aldehyde which is then hydrogenated to form the corresponding C13 oxo alcohol and the latter is then converted to the corresponding mercaptan by reaction with hydrogen bromide at 125 DEG C. to form the bromide which is then treated under reflux conditions, preferably in the presence of ethanol, with an alkali metal mercaptan, e.g. sodium or potassium mercaptan, to form the mercaptan. If desired, hydrogen chloride and zinc chloride may be used instead of hydrogen to form the chloride which is then treated as above. An aqueous solution of sodium hydroxide is then added slowly to the mercaptan diluted with isopropyl alcohol and a solution of monochloroacetic acid in water added slowly and the mixture acidified with concentrated hydrochloric acid to form tridecyl (C13 oxo) mercapto acetic acid. The tridecyl group is mainly tetra-methyl nonyl. It is stated that alkyl thioether acids of the general formula R-S-R1-COOH, in which R1 is a straight chain hydrocarbon group containing 1, 2 or 3 carbon atoms and R is a branched chain alkyl group containing from 13 to 16 carbon atoms, may be obtained by a similar process. Thus hexadecyl mercapto acetic acid may be obtained from pentapropylene via the oxo process as above. Other olefines which may be used in the oxo synthesis as a step in the production of the acids are tri-isobutylene and copolymers of propylene and butylenes which yield C13 to C16 oxo alcohols. Specification 645,434 is referred to.ALSO:A rust inhibiting composition or concentrate comprises a mineral oil and an acid of the general formula R.S.R1COOH where R is a branched chain alkyl group containing from 13 to 16 carbon atoms and which is derived from an oxo alcohol and where R1 is a straight chain saturated hydrocarbon group containing 1, 2 or 3 carbon atoms. Other additives may also be included in the composition, e.g. oiliness agents, extreme pressure additives, thickening agents, pour point depressors and detergents. The blends may suitably contain from 0.005 per cent to 0.20 per cent by weight of the acid or concentrates may be prepared containing about 20 per cent to about 60 per cent by weight of the acids in a mineral lubricating oil. In examples a branched chain tridecyl mercapto acetic acid in which the tridecyl group corresponds to an oxo alcohol derived from a C12 propylene polymer (see Group IV(b)) is dissolved in a solvent refined Mid-continent distillate of viscosity 45 S.U.S. at 210 DEG F. to form a 40 per cent concentrate which may be used to prepare blends, e.g. with steam turbine oils. Tables are given to show the effectiveness of the above thioether acid as a rust inhibitor in a phenol extracted Mid-Continent like stock and in a distillate fuel having a boiling range of 360 DEG to 642 DEG F. and a gravity of 34.6 A.P.I. Reference is also made to the use of a branched chain hexadecyl mercapto acetic acid in which the hexadecyl group corresponds to an oxo alcohol derived from a C15 olefine, predominately pentapropylene and a table is given to show that this acid and the above tridecyl mercapto acetic acid are completely miscible with a phenol extracted Mid-continent lubricating oil whilst lauryl- and cetylmercapto acetic acids are only slightly soluble. Specification 654,434 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US770729XA | 1954-06-30 | 1954-06-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB770729A true GB770729A (en) | 1957-03-20 |
Family
ID=22135914
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB15364/55A Expired GB770729A (en) | 1954-06-30 | 1955-05-27 | Rust inhibiting compositions and concentrates containing thioether carboxylic acids |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE1031915B (en) |
FR (1) | FR1125669A (en) |
GB (1) | GB770729A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3755176A (en) * | 1971-05-14 | 1973-08-28 | Mobil Oil Corp | Sulfur-containing carboxylic acids as corrosion inhibitors |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE513011A (en) * | 1947-06-11 |
-
1955
- 1955-05-27 GB GB15364/55A patent/GB770729A/en not_active Expired
- 1955-05-28 DE DEE10796A patent/DE1031915B/en active Pending
- 1955-06-01 FR FR1125669D patent/FR1125669A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR1125669A (en) | 1956-11-05 |
DE1031915B (en) | 1958-06-12 |
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