US3900409A - Lubricating oil compositions containing sulfurchlorinated styrene derivatives - Google Patents

Lubricating oil compositions containing sulfurchlorinated styrene derivatives Download PDF

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Publication number
US3900409A
US3900409A US432395A US43239574A US3900409A US 3900409 A US3900409 A US 3900409A US 432395 A US432395 A US 432395A US 43239574 A US43239574 A US 43239574A US 3900409 A US3900409 A US 3900409A
Authority
US
United States
Prior art keywords
lubricating oil
bis
composition according
chloro
oil composition
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
Application number
US432395A
Other languages
English (en)
Inventor
Raymond S Dalter
Sidney S White
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cincinnati Milacron Chemicals Inc
Original Assignee
Cincinnati Milacron Chemicals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cincinnati Milacron Chemicals Inc filed Critical Cincinnati Milacron Chemicals Inc
Priority to US432395A priority Critical patent/US3900409A/en
Priority to ZA00746587A priority patent/ZA746587B/xx
Priority to DE19742450019 priority patent/DE2450019A1/de
Priority to IT28758/74A priority patent/IT1025172B/it
Priority to JP49124971A priority patent/JPS50101404A/ja
Priority to AU75005/74A priority patent/AU7500574A/en
Priority to BR9/75A priority patent/BR7500009A/pt
Priority to NL7500063A priority patent/NL7500063A/xx
Priority to FR7500398A priority patent/FR2257674B3/fr
Priority to BE152261A priority patent/BE824247A/xx
Application granted granted Critical
Publication of US3900409A publication Critical patent/US3900409A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • 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
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene 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
    • 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
    • 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
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
    • 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
    • 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
    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

Definitions

  • a lubricating oil composition which comprises a major amount of lubricating oil and a minor amount of an extreme pressure property improving additive which is a compound having the formula where R is hydrogen, alkyl of 1 to 4 carbon atoms or chlorine, R" is hydrogen or chlorine, R is hydrogen or methyl and x is a number from 1 to 10, usually not over 6 and normally 1 to 3.
  • the additive is made by reacting styrene or the appropriate substituted styrene with a sulfurizing agent such as sulfur monochloride or a dichlorosulfane, e.g., sulfur dichloride.
  • styrene or a substituted styrene is reacted with sulfur monochloride or a dichlorosulfane, e.g., sulfur dichloride at to C with or without a solvent inert to both reactants.
  • the reaction is allowed to proceed to completion over a period of 3 to 5 hours.
  • the product can then be washed with a small amount of alkali to neutrality or alternately blown with air to remove any retained hydrogen chloride.
  • the product obtained can be used in combination with a lubricating oil as a high temperature lubricant and as an extreme pressure lubricant.
  • bis(B-chloro-B-phenyl ethyl )disulfide and its derivative are typically ASTM Dl500-color l-3 C -CH S where R is hydrogen, alkyl of l to 4 carbon atoms or chlorine, R" is hydrogen or chlorine, R is hydrogen or methyl and is a number from 1 to l0.

Landscapes

  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US432395A 1974-01-10 1974-01-10 Lubricating oil compositions containing sulfurchlorinated styrene derivatives Expired - Lifetime US3900409A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
US432395A US3900409A (en) 1974-01-10 1974-01-10 Lubricating oil compositions containing sulfurchlorinated styrene derivatives
ZA00746587A ZA746587B (en) 1974-01-10 1974-10-16 Lubricating oil compositions containing sulfurchlorinated styrene derivatives
DE19742450019 DE2450019A1 (de) 1974-01-10 1974-10-22 Sulfochlorierte styrolderivate enthaltende schmieroelmischungen
IT28758/74A IT1025172B (it) 1974-01-10 1974-10-24 Omposizioni per olio lubrificante contenenti derivati solfoclorurati di stirene
JP49124971A JPS50101404A (US06235095-20010522-C00021.png) 1974-01-10 1974-10-31
AU75005/74A AU7500574A (en) 1974-01-10 1974-11-04 Lubricating oil compositions
BR9/75A BR7500009A (pt) 1974-01-10 1975-01-02 Composicoes de oleo lubrificante
NL7500063A NL7500063A (nl) 1974-01-10 1975-01-03 Tegen hoge drukken bestand zijnde smeerolien.
FR7500398A FR2257674B3 (US06235095-20010522-C00021.png) 1974-01-10 1975-01-08
BE152261A BE824247A (fr) 1974-01-10 1975-01-09 Lubrifiant contenant des derives soufres et chlores du styrene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US432395A US3900409A (en) 1974-01-10 1974-01-10 Lubricating oil compositions containing sulfurchlorinated styrene derivatives

Publications (1)

Publication Number Publication Date
US3900409A true US3900409A (en) 1975-08-19

Family

ID=23715981

Family Applications (1)

Application Number Title Priority Date Filing Date
US432395A Expired - Lifetime US3900409A (en) 1974-01-10 1974-01-10 Lubricating oil compositions containing sulfurchlorinated styrene derivatives

Country Status (10)

Country Link
US (1) US3900409A (US06235095-20010522-C00021.png)
JP (1) JPS50101404A (US06235095-20010522-C00021.png)
AU (1) AU7500574A (US06235095-20010522-C00021.png)
BE (1) BE824247A (US06235095-20010522-C00021.png)
BR (1) BR7500009A (US06235095-20010522-C00021.png)
DE (1) DE2450019A1 (US06235095-20010522-C00021.png)
FR (1) FR2257674B3 (US06235095-20010522-C00021.png)
IT (1) IT1025172B (US06235095-20010522-C00021.png)
NL (1) NL7500063A (US06235095-20010522-C00021.png)
ZA (1) ZA746587B (US06235095-20010522-C00021.png)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5031648A (en) * 1989-05-16 1991-07-16 Skyline Products Ltd. Cleaning of mill gears

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2153482A (en) * 1938-04-21 1939-04-04 Lubri Zol Dev Corp Lubricating composition
US2273471A (en) * 1941-01-17 1942-02-17 Hooker Electrochemical Co Di (arylalkyl) sulphide
US3311663A (en) * 1961-12-30 1967-03-28 Progil Non-crystalline halo-aryl sulfides

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2153482A (en) * 1938-04-21 1939-04-04 Lubri Zol Dev Corp Lubricating composition
US2273471A (en) * 1941-01-17 1942-02-17 Hooker Electrochemical Co Di (arylalkyl) sulphide
US3311663A (en) * 1961-12-30 1967-03-28 Progil Non-crystalline halo-aryl sulfides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5031648A (en) * 1989-05-16 1991-07-16 Skyline Products Ltd. Cleaning of mill gears

Also Published As

Publication number Publication date
FR2257674A1 (US06235095-20010522-C00021.png) 1975-08-08
NL7500063A (nl) 1975-07-14
AU7500574A (en) 1976-05-06
IT1025172B (it) 1978-08-10
BE824247A (fr) 1975-05-02
DE2450019A1 (de) 1975-07-17
BR7500009A (pt) 1975-11-04
ZA746587B (en) 1976-05-26
FR2257674B3 (US06235095-20010522-C00021.png) 1977-09-30
JPS50101404A (US06235095-20010522-C00021.png) 1975-08-12

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