GB767037A - Polyformals - Google Patents

Polyformals

Info

Publication number
GB767037A
GB767037A GB14048/54A GB1404854A GB767037A GB 767037 A GB767037 A GB 767037A GB 14048/54 A GB14048/54 A GB 14048/54A GB 1404854 A GB1404854 A GB 1404854A GB 767037 A GB767037 A GB 767037A
Authority
GB
United Kingdom
Prior art keywords
alcohols
stage
acid
ether
monoformal
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
Application number
GB14048/54A
Inventor
Hans Ceorg Krischai
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Priority to GB14048/54A priority Critical patent/GB767037A/en
Priority to FR1122877D priority patent/FR1122877A/en
Publication of GB767037A publication Critical patent/GB767037A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal 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
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation 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
    • 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
    • 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
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2221/043—Polyoxyalkylene ethers with a thioether group
    • 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
    • C10M2229/02—Unspecified siloxanes; Silicones
    • 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
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • 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
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2040/12—Gas-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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • C10N2040/13—Aircraft turbines

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)
  • Lubricants (AREA)

Abstract

The invention comprises polyformals of the general formula R1(OCH2OR)n in which R and R1 are aliphatic hydrocarbon groups or hydrocarbon groups, the carbon chains of which are interrupted by oxygen and/or sulphur atoms and n is 2, 3 or 4. They may be prepared by reacting a monohydric alcohol at elevated temperature with formaldehyde to produce a monoformal having the formula ROCH2OR and reacting the monoformal at elevated temperature in a second stage with a polyhydric alcohol of general formula R1(OH)n to produce the polyformal. The preferred monohydric alcohols used in the first stage of the process are the C1 to C60 alcohols, ether alcohols, particularly polyethylene alcohols, thio-ether alcohols containing not more than 2 atoms of sulphur per molecule and which may also contain oxy-ether links, and C8 to C13 oxo alcohols. Particularly preferred monohydric alcohols are 2-ethyl hexanol and 3.5.5-trimethyl hexanol. The polyhydric alcohols used in the second stage are preferably dihydric alcohols, especially polyethylene glycols and thioether glycols which may also contain thio-ether links. Preferably a catalyst of the acid type, e.g. hydrochloric acid, sulphuric acid, sulphamic acid, p-toluene sulphonic acid, sodium bisulphate, phosphoric acid and acidified ionexchange resins, is used. An inert liquid hydrocarbon may be used as water entrainer. Suitable ones are hexane, heptane, benzene, toluene and hydrocarbon mixtures boiling between 40 DEG and 150 DEG C. Preferred temperatures for the first stage are in the range 80 DEG to 120 DEG C. and in the second stage in the range 150 DEG to 350 DEG C. In an example 2-ethyl hexanol, paraformaldehyde and sodium bisulphate are heated in the presence of a paraffin mixture as water entrainer to give a monoformal which is heated with a polyethylene glycol to give the corresponding polyformal.ALSO:Polyformals having the general formula R1(OCH2OR)n in which n is 2, 3 or 4 and R and R1 are aliphatic hydrocarbon groups and carbon chains of which may be interrupted by oxygen and/or sulphur atoms, may be blended with mineral oils, other synthetic oils such as complex esters and diesters, silicones and polymerized hydrocarbons. The lubricant so obtained may also contain additives such as anti-oxidants, rust preventives, E.P. agents, pour point depressants and viscosity index improvers.
GB14048/54A 1954-05-13 1954-05-13 Polyformals Expired GB767037A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB14048/54A GB767037A (en) 1954-05-13 1954-05-13 Polyformals
FR1122877D FR1122877A (en) 1954-05-13 1955-04-21 Synthetic lubricant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB14048/54A GB767037A (en) 1954-05-13 1954-05-13 Polyformals

Publications (1)

Publication Number Publication Date
GB767037A true GB767037A (en) 1957-01-30

Family

ID=10034041

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14048/54A Expired GB767037A (en) 1954-05-13 1954-05-13 Polyformals

Country Status (2)

Country Link
FR (1) FR1122877A (en)
GB (1) GB767037A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1505049A1 (en) * 1999-07-22 2005-02-09 SNAMPROGETTI S.p.A. A process for the selective production of dialkyl-polyformals

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1505049A1 (en) * 1999-07-22 2005-02-09 SNAMPROGETTI S.p.A. A process for the selective production of dialkyl-polyformals

Also Published As

Publication number Publication date
FR1122877A (en) 1956-09-13

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