GB1075121A - Carboxylie acids and dispersants derived therefrom - Google Patents
Carboxylie acids and dispersants derived therefromInfo
- Publication number
- GB1075121A GB1075121A GB47398/64A GB4739864A GB1075121A GB 1075121 A GB1075121 A GB 1075121A GB 47398/64 A GB47398/64 A GB 47398/64A GB 4739864 A GB4739864 A GB 4739864A GB 1075121 A GB1075121 A GB 1075121A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- acid
- oil
- acids
- amide
- 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
Links
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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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- 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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- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
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- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
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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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- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
- C10M2225/041—Hydrocarbon polymers
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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
- C10M2229/02—Unspecified siloxanes; Silicones
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- C10N2040/12—Gas-turbines
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Lubricants (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
An oleaginous composition comprises a major proportion by weight of an oil and 0.002% to 10% by weight of an amide formed by reacting an aliphatic polyamine (including N,N - di - (2 - aminoethyl) - ethylenediamine) or an N-aminoalkylpiperazine with the reaction product of a 600 to 3000 average molecular weight halogenated polymer of a C2 to C5 monoolefine with an alpha, beta-unsaturated monocarboxylic acid having 3 to 8 carbon atoms, or an ester thereof. Acids specified are acrylic, methacrylic, crotonic, isocrotonic, tiglic, angelic and sorbic acids. A lubricating oil composition may contain 0.1 to 5.0% by weight of the amide, and a fuel composition a major proportion by weight of a jet fuel or gasolin and 0.001 to 1.0% by weight of the amide or a major proportion by weight of a middle distillate fuel and 0.002 to 2% by weight of the amide. Additional ingredients specified are zinc di (C3 to C8) alkyl dithiophosphate, tricresyl phosphate, phenyl alpha naphthylamine, t-octylphenol sulphide, 4,41 - methylene - bis - (2,6 - di - t-butylphenol), polymethacrylates, polyisobutylene, alkyl fumarate-vinyl acetate copolymers, a terpolymer of mixed C9-C12 fumarates, vinyl acetate, and N-vinyl pyrrolidone, a terpolymer of mixed tallow fumarates and C8 oxo fumarates, vinyl acetate, and maleic anhydride, alkaline earth metal salts of alkylated phenol or phenol sulphides, alkaline earth metal sulphonates, and dispersions of barium or calcium carbonate in mineral oil containing a phosphosulphurized polyolefine. The lubricating oil may be a mineral oil or a synthetic oil such as a synthetic hydrocarbon oil, di-2-ethyl hexyl sebacate, a carbonate or phosphate ester, a halogenated hydrocarbon, a polysilicone, a polyglycol, a C13 oxo acid diester of tetraethylene glycol, or a complex ester formed by reacting 1 mole of sebacic acid with 2 moles of tetraethylene glycol and 2 moles of 2-ethylhexanoic acid.ALSO:High molecular weight monocarboxylic acids are prepared by reacting a polymer of a C2 to C5 monoolefine having an average molecular weight of 600 to 3000 with an alpha, beta-unsaturated monocarboxylic acid having 3 to 8 carbon atoms. The product may then be reacted with an aliphatic polyamine to produce an oil-soluble additive for oleaginous compositions. The polymer of the monoolefine is first halogenated with chlorine or bromine to give 1 to 2 atoms of halogen per olefine polymer molecule, and is then condensed with the unsaturated acid using 1 to 2 moles of the unsaturated acid per mole of said polymer. Alternately these two steps may be carried out simultaneously. When treatment with an aliphatic polyamine is carried out, the molar proportion of polyamine to high molecular weight acid used is in the range 1 : 1 to 1 : 5, and the reaction conditions are such that an amide of the acid is formed. Alpha, beta-unsaturated monocarboxylic acids mentioned are acrylic, methacrylic, crotonic, isocrotonic, tiglic, angelic and sorbic acids. The esters of such acids may also be used. The aliphatic polyamine may be an alkylene polyamine NH2(CH2)n-[NH(CH2)n]m -NH2 where n is 2 or 3 and m is a number from 0 to 10; an N-aminoalkylpiperazine of formula <FORM:1075121/C3/1> where n is 1, 2 or 3 and R is hydrogen or an aminoalkyl radical containing 1 to 3 carbon atoms; or N,N - di - (2 - aminoethyl)ethylenediamine or mixtures thereof may be used. The products may be used as lubricating oil additives.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US33718764A | 1964-01-13 | 1964-01-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1075121A true GB1075121A (en) | 1967-07-12 |
Family
ID=23319469
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB47398/64A Expired GB1075121A (en) | 1964-01-13 | 1964-11-20 | Carboxylie acids and dispersants derived therefrom |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE658236A (en) |
DE (2) | DE1495620A1 (en) |
FR (1) | FR1446313A (en) |
GB (1) | GB1075121A (en) |
NL (1) | NL6500317A (en) |
SE (1) | SE337809B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0558047A2 (en) * | 1992-02-28 | 1993-09-01 | DAI-ICHI KOGYO SEIYAKU Co., Ltd. | Copolymer having amino group and process for production thereof |
US5395539A (en) * | 1988-10-24 | 1995-03-07 | Exxon Chemical Patents Inc. | Amide containing friction modifier for use in power transmission fluids |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4956107A (en) * | 1987-11-30 | 1990-09-11 | Exxon Chemical Patents Inc. | Amide dispersant additives derived from amino-amines |
US5238466A (en) * | 1986-10-07 | 1993-08-24 | Exxon Chemical Patents Inc. | Fuel additives derived from amido-amines |
-
1964
- 1964-11-20 GB GB47398/64A patent/GB1075121A/en not_active Expired
- 1964-11-27 DE DE19641495620 patent/DE1495620A1/en active Pending
- 1964-11-27 DE DE1964E0032777 patent/DE1545296A1/en active Pending
-
1965
- 1965-01-11 FR FR1500A patent/FR1446313A/en not_active Expired
- 1965-01-11 SE SE00316/65A patent/SE337809B/xx unknown
- 1965-01-12 NL NL6500317A patent/NL6500317A/xx unknown
- 1965-01-13 BE BE658236A patent/BE658236A/xx unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5395539A (en) * | 1988-10-24 | 1995-03-07 | Exxon Chemical Patents Inc. | Amide containing friction modifier for use in power transmission fluids |
US5484543A (en) * | 1988-10-24 | 1996-01-16 | Exxon Chemical Patents Inc. | Amide containing friction modifier for use in power transmission fluids |
EP0558047A2 (en) * | 1992-02-28 | 1993-09-01 | DAI-ICHI KOGYO SEIYAKU Co., Ltd. | Copolymer having amino group and process for production thereof |
EP0558047A3 (en) * | 1992-02-28 | 1993-11-03 | Dai Ichi Kogyo Seiyaku Co Ltd | Copolymer having amino group and process for production thereof |
Also Published As
Publication number | Publication date |
---|---|
SE337809B (en) | 1971-08-23 |
NL6500317A (en) | 1965-07-14 |
DE1495620A1 (en) | 1969-03-27 |
BE658236A (en) | 1965-07-13 |
DE1545296A1 (en) | 1969-12-18 |
FR1446313A (en) | 1966-07-22 |
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