GB1106523A - Disilylated ureas and biurets - Google Patents

Disilylated ureas and biurets

Info

Publication number
GB1106523A
GB1106523A GB20446/65A GB2044665A GB1106523A GB 1106523 A GB1106523 A GB 1106523A GB 20446/65 A GB20446/65 A GB 20446/65A GB 2044665 A GB2044665 A GB 2044665A GB 1106523 A GB1106523 A GB 1106523A
Authority
GB
United Kingdom
Prior art keywords
sime3
formula
bis
sir3
trimethylsilyl
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
GB20446/65A
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.)
General Electric Co
Original Assignee
General Electric 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
Priority claimed from US371119A external-priority patent/US3346609A/en
Application filed by General Electric Co filed Critical General Electric Co
Publication of GB1106523A publication Critical patent/GB1106523A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M3/00Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/10Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/04Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having a silicon-to-carbon bond, e.g. organo-silanes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015Dispersions of solid lubricants
    • C10N2050/02Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)

Abstract

The invention comprises ureas of the formula <FORM:1106523/C3/1> and biurets of the formula <FORM:1106523/C3/2> where R, R1, R11 are monovalent hydrocarbon radicals, with the proviso that when R1 is a monovalent aromatic hydrocarbon radical it may have an inert substituent thereon. They may be prepared by reacting an organic isocyanate of formula R1NCO with a triorganosilylated amine of formula R11N(SiR3)2. Typical isocyanates include ethyl, phenyl, toluene, a -naphthalene, p-phenoxyphenyl isocyanates and p-isocyanato-diphenylmethane. Typical disilylated amines are N,N-bis-(trimethylsilyl) aminoethane, N,N - bis - (triphenylsilyl) aminoethane, N,N - bis - (trimethylsilyl) aniline, N,N - bis - (trimethylsilyl) - p - aminodiphenyl, N,N - bis - (triethylsilyl) aminobutane, and N,N - bis (trimethylsilyl) aminopropane. The examples prepare: (2) [C6H5(SiMe3)N]2CO, (3) Me(SiMe3).N.CO.N.(SiMe3).C6H5, (4) [Me(Me3Si).N]2CO and [Me(SiMe3)N.CO]2N.Me, and (5) [C6H5.(SiMe3)N.CO]2N.Me. Uses.-Lubricants and hydraulic transmission media, hypnotics, anti-convulsants, leather and paper treatment, pesticides, insecticides and miticides.ALSO:Lubricants and hydraulic transmission media comprise ureido compounds of formula <FORM:1106523/C4-C5/1> or <FORM:1106523/C4-C5/2> where R, R1, R11 are monovalent hydrocarbon radicals. R1 may also have an inert substituent thereon. R, R1, R11 may be alkyl, aryl, aralkyl, alkaryl, cycloaliphatic, or unsaturated acyclic aliphatic. The examples prepare (2) [C6H5(SiMe3)N]2CO, (3) Me(SiMe3).N.CO.N(SiMe3).C6H5, (4) [Me.(Me3Si)N]2CO and [Me(SiMe3) NCO]2NMe, and (5) [C6H5(SiMe3)NCO]2 -N.Me.ALSO:Biurets of formula R1.NH.CO.NR11.CO.NHR111 or R1NHCO.NR11CO.NHR1 are prepared by hydrolysing the disilylated compounds R1N(SiR3).CO.N(R11)CO.N(SiR3)R111 or R1N(SiR3).CO.N(R11)CO.N(SiR3)R1 where R, R1, R11, R111 are monovalent hydrocarbon radicals, in which R1 may be substituted by an inert substituent.ALSO:Pesticidal, bacteriocidal, insecticidal and miticidal compositions containing, in addition to one or more inert carriers, a silylated ureido compound of formula:- <FORM:1106523/A5-A6/1> or <FORM:1106523/A5-A6/2> where R, R1 and R11 are monovalent hydrocarbon radicals.
GB20446/65A 1964-05-28 1965-05-14 Disilylated ureas and biurets Expired GB1106523A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US37109564A 1964-05-28 1964-05-28
US371119A US3346609A (en) 1964-05-28 1964-05-28 Bis-silylated ureido compounds and process therefor

Publications (1)

Publication Number Publication Date
GB1106523A true GB1106523A (en) 1968-03-20

Family

ID=27005237

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20446/65A Expired GB1106523A (en) 1964-05-28 1965-05-14 Disilylated ureas and biurets

Country Status (2)

Country Link
DE (1) DE1518935B2 (en)
GB (1) GB1106523A (en)

Also Published As

Publication number Publication date
DE1518935A1 (en) 1969-09-04
DE1518935B2 (en) 1977-06-02

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