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GB1065595A - Imidazolines and imidazolidines and oil compositions containing the same - Google Patents

Imidazolines and imidazolidines and oil compositions containing the same

Info

Publication number
GB1065595A
GB1065595A GB30773/64A GB3077364A GB1065595A GB 1065595 A GB1065595 A GB 1065595A GB 30773/64 A GB30773/64 A GB 30773/64A GB 3077364 A GB3077364 A GB 3077364A GB 1065595 A GB1065595 A GB 1065595A
Authority
GB
United Kingdom
Prior art keywords
radical
alkylene
formula
reactant
lower alkyl
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
GB30773/64A
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.)
Monsanto Co
Original Assignee
Monsanto 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 US312292A external-priority patent/US3280034A/en
Priority claimed from US316111A external-priority patent/US3312619A/en
Application filed by Monsanto Co filed Critical Monsanto Co
Publication of GB1065595A publication Critical patent/GB1065595A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
    • C07D207/412—Acyclic radicals containing more than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
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    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
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    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
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    • C08F8/00—Chemical modification by after-treatment
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    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • C10N2040/253—Small diesel engines
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Abstract

Detergents for lubricating oils are imidazoline and imidazoline derivatives of the general formula P-Q (and related compounds of unknown structure) where P is the radical <FORM:1065595/C4-C5/1> where R is a polyalkenyl radical of M.W. 500 to 2500, R1 and R2 are H or lower alkyl groups, y is 0, 1, 2 or 3, and Q is one of the following radicals <FORM:1065595/C4-C5/2> <FORM:1065595/C4-C5/3> <FORM:1065595/C4-C5/4> <FORM:1065595/C4-C5/5> or <FORM:1065595/C4-C5/6> where R3, R4 and R8 are H or lower alkyl groups, R5 and R6 are H or organic groups, R7 is H or an alkyl, cycloalkyl, alkenyl, aryl or heterocyclic radical, P is as above, Z is a direct linkage or an alkylene or alkenylene group of 1 to 16 C atoms, Z1 is an alkylene or alkenylene radical, and X is O, S or =NH. Such compounds may be reaction products of a polyalkenylsuccinic anhydride, a polyalkylene amine and a carbonyl-containing compound. Other metallic and non-metallic detergents (e.g. zinc dialkyl phosphorodithioates including the dihexyl and isobutyl: n-amyl compounds, and alkaline earth metal salts of sulphonic and olefin P2S5 reaction products), viscosity index improvers, pour point depressants, antifoam agents, and oxidation and corrosion inhibitors may be added. The base oil may have a naphthenic or paraffinic base or may be derived from coal products or may be a synthetic oil such as an alkylene, alkylene oxide, or silicon polymer, a dicarboxylic acid or silicate ester, or an alkylated benzene. The compounds may be used in fuel oil or gasoline.ALSO:Imidazoline and imidazolidine derivatives of the general formula P-Q and related compounds of unknown structure where P is the radical <FORM:1065595/C3/1> where R is a polyalkenyl radical of molecular weight 500 to 2500, R1 and R2 are hydrogen atoms or lower alkyl groups, y is 0, 1, 2 or 3 and Q is one of the following radicals (A) <FORM:1065595/C3/2> (B) <FORM:1065595/C3/3> (C) <FORM:1065595/C3/4> (D) <FORM:1065595/C3/5> OR (E) <FORM:1065595/C3/6> where R3, R4 and R8 are hydrogen or lower alkyl groups, R5 and R6 are hydrogen or organic groups, R7 is hydrogen or an alkyl, cycloalkyl, alkenyl, aryl or heterocyclic radical, P is as above, Z is a direct linkage or an alkylene or alkenylene group of 1 to 16 carbon atoms, Z1 is an alkylene or alkenylene radical and X is oxygen, sulphur or an >NH group, may be prepared by reacting a polyalkenyl succinic anhydride <FORM:1065595/C3/7> or the corresponding acid with a polyalkylene amine (III) <FORM:1065595/C3/8> and with a third reactant which determines the nature of the grouping Q. When Q has the formula (a) or (b) the third reactant is an aldehyde or ketone <FORM:1065595/C3/9> or a dialdehyde or diketone <FORM:1065595/C3/100> where "x" is zero to 16. When Q has the formula (c) or (d) the third reactant is a monocarboxylic acid <FORM:1065595/C3/111> or anhydride thereof or a dicarboxylic acid <FORM:1065595/C3/122> or anhydride thereof and when Q has the formula (e) the third reactant is urea, thiourea or guanidine of formula <FORM:1065595/C3/133>
GB30773/64A 1963-07-22 1964-08-04 Imidazolines and imidazolidines and oil compositions containing the same Expired GB1065595A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US29648963A 1963-07-22 1963-07-22
US30732963A 1963-09-09 1963-09-09
US312292A US3280034A (en) 1963-07-22 1963-09-30 Alkenylsuccinimido alkyl-substituted imidazolidines and related materials
US31376863A 1963-10-04 1963-10-04
US316111A US3312619A (en) 1963-10-14 1963-10-14 2-substituted imidazolidines and their lubricant compositions
US60838167A 1967-01-10 1967-01-10

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GB1065595A true GB1065595A (en) 1967-04-19

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GB30773/64A Expired GB1065595A (en) 1963-07-22 1964-08-04 Imidazolines and imidazolidines and oil compositions containing the same
GB36520/64A Expired GB1083712A (en) 1963-07-22 1964-09-07 Schiff bases and related compounds, their production and use

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GB36520/64A Expired GB1083712A (en) 1963-07-22 1964-09-07 Schiff bases and related compounds, their production and use

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