GB942818A - N-dialkylaminoalkyl alkenyl succinimides and their use in lubricating compositions - Google Patents

N-dialkylaminoalkyl alkenyl succinimides and their use in lubricating compositions

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Publication number
GB942818A
GB942818A GB28419/60A GB2841960A GB942818A GB 942818 A GB942818 A GB 942818A GB 28419/60 A GB28419/60 A GB 28419/60A GB 2841960 A GB2841960 A GB 2841960A GB 942818 A GB942818 A GB 942818A
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United Kingdom
Prior art keywords
carbon atoms
succinimides
radical
reacting
polymer
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
GB28419/60A
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.)
California Research LLC
Original Assignee
California Research LLC
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 California Research LLC filed Critical California Research LLC
Publication of GB942818A publication Critical patent/GB942818A/en
Expired legal-status Critical Current

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    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/567—Preparation of carboxylic acid anhydrides by reactions not involving carboxylic acid anhydride groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • 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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    • 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
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
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    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2227/02—Esters of silicic acids
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    • 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
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    • 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
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    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
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    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

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  • Chemical & Material Sciences (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Pyrrole Compounds (AREA)

Abstract

The invention comprises N-dialkylaminoalkyl monoalkenyl succinimides of the general formula: <FORM:0942818/C2/1> in which R is an alkenyl radical containing 30-200 carbon atoms, R1 is a divalent alkylene radical, R2 and R3 are alkyl radicals and R1, R2, R3 together contain a total of 3-10 carbon atoms. Preferably R is the radical of a polymer RH of an olefine containing 2-5 carbon atoms, the polymer having a molecular weight of from 420 to 2800. The succinimides are prepared by reacting an olefin, e.g. a polyolefin with maleic anhydride to form a monoalkenyl succinic anhydride and reacting this compound with a dialkyl aminoalkylamine. The first stage is preferably carried out at 300-450 DEG F. and the second at 220-500 DEG F. An example is given of the preparation of N-dimethylaminopropyl polybutenyl succinimide.ALSO:The invention comprises N-dialkylaminoalkyl monoalkenyl succinimides of the general formula: <FORM:0942818/C3/1> in which R is an alkenyl radical containing 30-200 carbon atoms, R1 is a divalent alkylene radical, R2 and R3 are alkyl radicals and R1, R2 and R3 together contain 3-10 carbon atoms. Preferably R is the radical of a polymer RH of an olefine containing 2-5 carbon atoms. The polymer having a molecular weight from 420 to 2800. The succinimides may be prepared by reacting a polyolefin with maleic anhydride to form a monoalkenyl succinic anhydride and reacting this compound with a dialkylaminoalkylamine.ALSO:N - Dialkylaminoalkylmonoalkenyl succinimides of the general formula <FORM:0942818/C3/1> in which R is a C30-C200 alkenyl radicals, R1 is a divalent alkylene radical, R2 and R3 are alkyl radicals and R1, R2 and R3 together contain 3-10 carbon atoms are used as lubricating oil additives. They may be added to naphthenic base, paraffin base, and mixed base lubricating oils; lubricating oils derived from coal products; alkylene polymers; polymers of alkylene oxides with water or alcohols; dicarboxylic esters; esters of phosphorus acids; alkyl benzenes; polyphenyls; polyphenyl ethers; polymers of silicon and mixtures thereof. These oils are exemplified, and in an example a zinc dialkyl dithiophosphate is also added to a composition.
GB28419/60A 1959-08-24 1960-08-16 N-dialkylaminoalkyl alkenyl succinimides and their use in lubricating compositions Expired GB942818A (en)

Applications Claiming Priority (2)

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US835400A US3018291A (en) 1959-08-24 1959-08-24 Nu-dialkylaminoalkyl alkenyl succinimides
US835390A US3018250A (en) 1959-08-24 1959-08-24 Lubricating oil compositions containing nu-dialkylaminoalkyl alkenyl succinimides

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GB942818A true GB942818A (en) 1963-11-27

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DE (1) DE1156926B (en)
GB (1) GB942818A (en)
NL (2) NL255194A (en)

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