GB1086692A - Boron-containing carboxylic acid-polyamine-succinyl reaction products and lubricating compositions containing same - Google Patents

Boron-containing carboxylic acid-polyamine-succinyl reaction products and lubricating compositions containing same

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Publication number
GB1086692A
GB1086692A GB16319/65A GB1631965A GB1086692A GB 1086692 A GB1086692 A GB 1086692A GB 16319/65 A GB16319/65 A GB 16319/65A GB 1631965 A GB1631965 A GB 1631965A GB 1086692 A GB1086692 A GB 1086692A
Authority
GB
United Kingdom
Prior art keywords
compound
acid
reacting
succinyl
substituted
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
GB16319/65A
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.)
ExxonMobil Oil Corp
Original Assignee
Mobil Oil Corp
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 Mobil Oil Corp filed Critical Mobil Oil Corp
Publication of GB1086692A publication Critical patent/GB1086692A/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
    • 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
    • C07D233/08—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 with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
    • C07D233/12—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 with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D233/16—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/022—Boron compounds without C-boron linkages
    • 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
    • C08F8/42—Introducing metal atoms or metal-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0605—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0611—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polypyrroles
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    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
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    • 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
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    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/283—Esters of polyhydroxy compounds
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    • C10M2217/023—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group the amino group containing an ester bond
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  • Chemical Kinetics & Catalysis (AREA)
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  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)

Abstract

Lubricating oil compositions contain an oil and the product formed by reacting a monocarboxylic acid compound with a polyalkylene polyamine, which may be substituted and is at least a triamine, and thereafter reacting this product with a substituted succinyl compound, as defined, and a boron compound. The monocarboxylic acid compound preferably contains 1-30 carbon atoms, the succinyl compound is preferably substituted by an alkenyl group containing 30-200 carbon atoms, and the boron compound is preferably an acid, halide, oxide or acid ester. Examples describe compositions of mineral or diesel oil containing the reaction product of polybutenyl succinic anhydride, tetraethylene pentamine acetamide and orthoboric acid. The compositions may also contain sulphur, 1,3-dimethyl butyl zinc dithiophosphate and a polymethacrylic acid amide.ALSO:A lubricant additive is obtained by reacting 1 mole of a polyalkylene polyamine, which may be substituted and is at least a triamine, with 1 to X-1 moles of a monocarboxylic acid compound, where X is the number of nitrogen atoms in the polyamine, and thereafter reacting the product with (a) a monosubstituted succinic acid or anhydride in a molar ratio between 1:1 and 1:X-1 and (b) a boron compound. Steps (a) and (b) may be reversed or combined. The monocarboxylic acid compound preferably contains 1-30 carbon atoms. The boron compound may be an acid, halide, oxide or acid ester. The examples describe the reaction of tetraethylene pentamine acetamide, formed by reacting tetraethylene pentamine with acetic acid or acetic anhydride, with polybutenyl succinic anhydride and boric acid.ALSO:The invention comprises the boron containing product formed by (a) reacting a mono-carboxylic acid compound and a polyalkylene polyamine, which may be substituted and is at least a triamine, in molar proportions of from 1:1 to (X - 1) = 1 where X is the number of N atoms in the polyamine, (b) reacting this product with a substituted succinyl compound as defined, the molar ratio of succinyl compound to polyamine being from (X - 1) : 1 to 1:1, and the sum of the number of moles monocarboxylic acid compound and succinyl compound being no greater than X, and, (c) reacting this product with a boron compound. Steps (b) and (c) may be reversed or combined. The monocarboxylic acid compound preferably has 1-30 carbon atoms. The succinyl compound is preferably substituted by an alkenyl group containing 30-200 carbon atoms. The boron compound may be an acid, halide, oxide or an acid ester.
GB16319/65A 1964-04-16 1965-04-15 Boron-containing carboxylic acid-polyamine-succinyl reaction products and lubricating compositions containing same Expired GB1086692A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US36042564A 1964-04-16 1964-04-16

Publications (1)

Publication Number Publication Date
GB1086692A true GB1086692A (en) 1967-10-11

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Application Number Title Priority Date Filing Date
GB16319/65A Expired GB1086692A (en) 1964-04-16 1965-04-15 Boron-containing carboxylic acid-polyamine-succinyl reaction products and lubricating compositions containing same

Country Status (4)

Country Link
BE (1) BE662648A (en)
DE (1) DE1645266A1 (en)
GB (1) GB1086692A (en)
NL (1) NL6504648A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3249029A1 (en) 2016-05-23 2017-11-29 Infineum International Limited Highly borated dispersant concentrates for lubricating oil compositions and methods for forming same
CN113913227A (en) * 2021-11-10 2022-01-11 锦州康泰润滑油添加剂股份有限公司 Boronizing ashless dispersant and preparation method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997018281A1 (en) * 1995-11-15 1997-05-22 Exxon Chemical Patents Inc. Carbonyl containing compound derivatives as multi-functional fuel and lube additives

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3249029A1 (en) 2016-05-23 2017-11-29 Infineum International Limited Highly borated dispersant concentrates for lubricating oil compositions and methods for forming same
CN107418652A (en) * 2016-05-23 2017-12-01 英菲诺姆国际有限公司 Height boronation dispersant concentrate for lubricant oil composite and forming method thereof
US10487286B2 (en) 2016-05-23 2019-11-26 Infineum International Ltd. Highly borated dispersant concentrates for lubricating oil compositions and methods for forming same
CN113913227A (en) * 2021-11-10 2022-01-11 锦州康泰润滑油添加剂股份有限公司 Boronizing ashless dispersant and preparation method thereof
CN113913227B (en) * 2021-11-10 2022-08-19 锦州康泰润滑油添加剂股份有限公司 Boronizing ashless dispersant and preparation method thereof

Also Published As

Publication number Publication date
NL6504648A (en) 1965-10-18
BE662648A (en) 1965-10-18
DE1645266A1 (en) 1970-09-17

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