GB625104A - A process for the preparation of a product suitable for use as a lubricant, an addition to a lubricant, or capable of being used in the preparation of a lubricant or an addition to a lubricant - Google Patents
A process for the preparation of a product suitable for use as a lubricant, an addition to a lubricant, or capable of being used in the preparation of a lubricant or an addition to a lubricantInfo
- Publication number
- GB625104A GB625104A GB4251/46A GB425146A GB625104A GB 625104 A GB625104 A GB 625104A GB 4251/46 A GB4251/46 A GB 4251/46A GB 425146 A GB425146 A GB 425146A GB 625104 A GB625104 A GB 625104A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- unsaturated
- alkenes
- compounds
- aromatic compounds
- 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
Classifications
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- 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
- C08F8/02—Alkylation
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- 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
- C08F240/00—Copolymers of hydrocarbons and mineral oils, e.g. petroleum resins
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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
- 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
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/142—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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- C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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- C10M2207/146—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent of thirty or more carbon atoms
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- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
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- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/082—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type monocarboxylic
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- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Lubricants or lubricant additives &c. are prepared by subjecting aromatic compounds containing one or more polar groups (such as OH and COOH groups), together with an excess of compounds with one or more aliphatic double bonds and containing more than 4 carbon atoms in the molecule, to a simultaneous alkylation and polymerization treatment. The products so obtained may be converted into metallic salts. Examples of aromatic compounds which can be used are benzyl alcohol, benzoic acid, mandelic acid, phenol, salicylic acid, aminophenol, diphenyl ether, nitronaphthalene, and naphthalene sulphonic acid. Examples of compounds with an aliphatic double bond containing more than 4 carbon atoms in the molecule are: alkenes such as hexene, decene and cetene, cycloalkenes such as cyclohexene, mixtures containing alkenes, such as vapour or liquid phase cracking distillates of paraffin wax, unsaturated alcohols such as allyl alcohol and oleyl alcohol, unsaturated carboxylic acids such as oleic acid and linoleic acid, unsaturated aldehydes such as acrolein and unsaturated esters, such as are present in rape-seed oil and soya bean oil. The alkylation and polymerization treatments may be carried out in the presence of catalysts such as aluminium chloride, boron fluoride or hydrofluoric acid, as a rule at temperatures above 50 DEG C. The metals of salts prepared from the products thus obtained may be those of the second, third, sixth and iron groups of the periodic system. In the example given a mixture of salicylic acid and a vapour phase cracking distillate fraction of paraffin wax boiling between 30 DEG and 340 DEG C. is heated in the weight ratio of 1 : 8 at about 100 DEG C., while introducing gaseous boron fluoride. After steaming and water washing the acid product is converted into the calcium salt by neutralisation with slaked lime. A 5 per cent solution of this product in a refined distillate lubricating oil is said to give greater operating cleanliness in petrol and Diesel engines than a 1 per cent solution of calcium di-isopropyl salicylate in the same oil, both having the same calcium content. The salts of the additives prepared according to the invention are said to be superior to salts of multivalent metals and aromatic carboxylic acids hitherto prepared in solubility in high V.I. mineral lubricating oils and not to settle out from solutions in such oils during storage and use. Specifications 536,827 and 586,461 are referred to.ALSO:Polymerized alkylated aromatic compounds are prepared by subjecting aromatic compounds containing one or more polar groups, such as OH and/or COOH groups, together with an excess of compounds with one or more aliphatic double bonds and containing more than 4 carbon atoms in the molecule, to a simultaneous alkylation and polymerization treatment. The products so obtained may be used as lubricants or may be converted into metallic salts and in this form may be used as lubricating oil additives. Examples of aromatic compounds which can be used are benzyl alcohol, benzoic acid, mandelic acid, phenol, salicylic acid, amino-phenol, diphenyl ether, nitro-naphthalene, and napthalene sulphonic acid. Examples of unsaturated compounds which may be used are alkenes such as hexene, decene and cetene, cyclo-alkenes such as cyclohexene, mixtures containing alkenes, such as vapour or liquid phase cracking distillates of paraffin wax, unsaturated alcohols such as allyl alcohol and oleyl alcohol, unsaturated carboxylic acids such as oleic acid and linoleic acid, unsaturated aldehydes such as acrolein, and unsaturated esters such as the unsaturated triglycerides of rape-seed and soya bean oils. The alkylation and polymerisation treatments may be carried out in the presence of catalysts such as aluminium chloride, boron fluoride or hydrochloric acid, as a rule at temperatures above 50 DEG C. The metals of salts prepared from the products thus obtained may be those of the second, third, sixth and iron groups of the periodic system. In the example a mixture of salicylic acid and a distillate fraction boiling between 30 DEG and 340 DEG C., obtained by the cracking of paraffin wax in the vapour phase and containing a mixture of olefines, is heated in the weight ratio of 1 : 8 at about 100 DEG C., while introducing gaseous boron fluoride. After steaming and water washing the acid product is converted into the calcium salt by neutralisation with slaked lime.ALSO:Polymerized alkylated aromatic compounds are prepared by subjecting aromatic compounds containing one or more polar groups, such as OH and/or COOH groups, together with an excess of compounds with one or more aliphatic double bonds and containing more than 4 carbon atoms in the molecule, to a simultaneous alkylation and polymerization treatment. The products so obtained may be used as lubricants or may be converted into metallic salts and in this form may be used as lubricating oil additives. Examples of aromatic compounds which can be used are benzyl alcohol, benzoic acid, mandelic acid, phenol, salicylic acid, aminophenol, diphenyl ether, nitro-naphthalene, and naphthalene sulphonic acid. Examples of unsaturated compounds which may be used are alkenes, such as hexene, decene and cetene, cyclo-alkenes such as cyclohexene, mixtures containing alkenes, such as vapour or liquid-phase cracking distillates of paraffin wax, unsaturated alcohols such as alkyl alcohol and oleyl alcohol, unsaturated carboxylic acids such as oleic acid and linoleic acid, unsaturated aldehydes such as acrolein, and unsaturated esters such as the unsaturated triglycerides of rape-seed and soya bean oils. The alkylation and polymerization treatments may be carried out in the presence of catalysts such as aluminium chloride, boron fluoride or hydrochloric acid, as a rule at temperatures above 50 DEG C. The metals of salts prepared from the products thus obtained may be those of the second, third, sixth and iron groups of the periodic system. In the example given a mixture of salicylic acid and a distillate fraction boiling between 30 DEG and 340 DEG C. obtained by the cracking of paraffin wax in the vapour phase, and containing a mixture of olefines, is heated in the weight ratio of 1 : 8 at about 100 DEG C. while introducing gaseous boron fluoride. After steaming and water washing the acid product is converted into the calcium salt by neutralization with slaked lime.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL120645A NL65636C (en) | 1945-07-31 | 1945-07-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB625104A true GB625104A (en) | 1949-06-22 |
Family
ID=19788534
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4251/46A Expired GB625104A (en) | 1945-07-31 | 1946-02-11 | A process for the preparation of a product suitable for use as a lubricant, an addition to a lubricant, or capable of being used in the preparation of a lubricant or an addition to a lubricant |
GB11339/46A Expired GB632990A (en) | 1945-07-31 | 1946-04-12 | A process for the preparation of a product suitable for use as a lubricant, an addition to a lubricant, or capable of being used in the preparation of a lubricant or an addition to a lubricant |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11339/46A Expired GB632990A (en) | 1945-07-31 | 1946-04-12 | A process for the preparation of a product suitable for use as a lubricant, an addition to a lubricant, or capable of being used in the preparation of a lubricant or an addition to a lubricant |
Country Status (5)
Country | Link |
---|---|
US (1) | US2483859A (en) |
DE (2) | DE832313C (en) |
FR (1) | FR929275A (en) |
GB (2) | GB625104A (en) |
NL (1) | NL65636C (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4320021A (en) | 1975-10-14 | 1982-03-16 | The Lubrizol Corporation | Amino phenols useful as additives for fuels and lubricants |
US5207940A (en) * | 1990-09-12 | 1993-05-04 | Ethyl Corporation | α-olefin oligomer-phenol lubricant oil adducts |
US5225588A (en) * | 1992-02-03 | 1993-07-06 | Ethyl Corporation | Process for alkylating salicylates with polyalphaolefin |
CN108264892A (en) * | 2017-12-21 | 2018-07-10 | 东北农业大学 | A kind of composition for the surfactant for being used to discharge underground oily material |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2197837A (en) * | 1936-08-29 | 1940-04-23 | Socony Vacuum Oil Co Inc | Mineral oil composition |
US2228671A (en) * | 1938-10-04 | 1941-01-14 | Standard Oil Co | Compounded mineral oil |
US2228661A (en) * | 1938-10-08 | 1941-01-14 | Standard Oil Co | Compounded oil |
NL50248C (en) * | 1938-12-05 | 1941-04-15 | ||
US2347546A (en) * | 1940-12-07 | 1944-04-25 | Sinclair Refining Co | Lubricating oil composition |
US2324784A (en) * | 1941-01-02 | 1943-07-20 | Standard Oil Dev Co | Condensation product and method of preparing and using same |
US2347547A (en) * | 1941-08-15 | 1944-04-25 | Sinclair Refining Co | Lubricating oil composition |
US2356685A (en) * | 1943-06-14 | 1944-08-22 | Standard Oil Co California | Compounded oils |
-
1945
- 1945-07-31 NL NL120645A patent/NL65636C/xx active
-
1946
- 1946-02-11 GB GB4251/46A patent/GB625104A/en not_active Expired
- 1946-04-12 GB GB11339/46A patent/GB632990A/en not_active Expired
- 1946-06-18 FR FR929275D patent/FR929275A/en not_active Expired
- 1946-07-23 US US685779A patent/US2483859A/en not_active Expired - Lifetime
-
1948
- 1948-12-18 DE DEP25364D patent/DE832313C/en not_active Expired
-
1950
- 1950-09-04 DE DEN1764A patent/DE865927C/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR929275A (en) | 1947-12-22 |
NL65636C (en) | 1950-05-15 |
US2483859A (en) | 1949-10-04 |
GB632990A (en) | 1949-12-05 |
DE865927C (en) | 1953-02-05 |
DE832313C (en) | 1952-02-21 |
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