• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Lactone polyol ester reaction products of hydrocarbon substituted lactone carboxylic acid, with polyols such as pentaerythritol and their derivatives are useful additives in oleaginous compositions, such as varnish-inhibiting dispersants for lubricating oils, and fuels.
    公开号:SU897113A3
    申请号:SU782580009
    申请日:1978-02-13
    公开日:1982-01-07
    发明作者:Джэмс Бройс Стэнли；Гутиерес Антонио
    申请人:Эксон Рисерч Энд Инджиниринг Компани (Инофирма)；
    IPC主号:
    专利说明:

    (5A) LUBRICANT COMPOSITION
    This invention relates to petroleum based lubricating compositions with an additive.
    . A known oil-based lubricating lubricant composition with the addition of 6 oleic ester with pentaerythritol improves the anticorrosive properties of HP oil.
    However, the known composition does not sufficiently improve and disperse the properties of the oils.
    Closest to the proposed achievable result is an oil-based lubricating composition with the addition of an additive — is an ester derived from alkenyl succinic anhydride and a polyhydric alcohol in the presence of an acid catalyst 12.
    However, the dispersant properties of the composition of this additive does not improve enough.
    The purpose of the invention is to improve the dispersing properties of the composition.
    The goal is achieved by the fact that a lubricant composition based on petroleum oil with the addition of an additive, as the latter, contains an oil-soluble product of the reaction of lactone with pentaerythritol at 100-2 0 ° C until completion of esterification, determined by IR analysis, or by stopping water release the following ratio of components, wt.%:
    Oil-soluble product of the reaction of lactone with pentaerythritol0,
    Oil oil up to 100
    In the resulting lactone esters of pentaerythritol, one can introduce various functional groups, for example, hydroxyls, thienes, sulfo groups.
    This additive can be used in lubricating compositions, such as automotive crankcase lubricants, automatic transmission fluids, etc. 389 The above compositions or concentrates may contain other standard additives, including lowering temperature reagents, anti-wear additives such as tricresyl phosphate or dialkyldithio zinc phosphates with 38 carbon atoms in each alkyl, antioxidants, additives that reduce the dependence of viscosity on temperature, for example copolymers of ethylene and propylene, polymethacrylates, polyisobutienes, copolymers of alkyl fumerate and vinyl acetate, etc., demulsifiers, such as polysiPoxanes, ethoxylated polymers, etc. . Example 1. 100 g (about 0.05 mol) of polyisobutyl lactonic acid and 6.8 g (0.05 mol) of pentaerythritol are mixed and heated post A penno 200 C. The mixture is filtered through basic Ce lite and subjected to rotary evaporation for several hours at 90 ° s The concentrate has an IR spectrum with prominent absorption bands at 5.6-5.8 µm. Analysis of the product shows a sulfur content of 1.55 and chlorine 0.09%. Example 2. 25 g (about 0.018 mol) of polyisobutyl lactonic acid and 2.5 g (0.018 mol) of pentaerythritol are mixed and heated for 1 hour to 150 ° C. Then the temperature of the reaction mixture was raised to 200 ° C and the mixture was stirred at this temperature for 2 hours. Solvent 150 Neutral oil is added to the residue to give a 51% w / w oil solution of a polyhydric alcohol lactic ester. The filtered solution of the product shows an IR spectrum with intense absorption bands at 2.9 to 5.65. And 5.8 microns corresponding to the presence of hydroxyl, lactone and ether groups. The dissolved product has a hydroxyl number of 51.9. Example 3- 0.01 mol (26.3 g) of thio-bis-polyisobutyl lactonic acid and 0.02 ml (2.8 g) of pentaerythritol are mixed and heated for 2 hours at. The product is diluted with the same amount of Solvent 150 Neutral oil and filtered, the IR analysis of the filtrate shows characteristic absorption bands at 2, 0 µm (hydroxyl) and a wide band at 5, 8 µm (lactonic ether). The hydroxyl number of the dissolved product (50% by weight of the active substance) is 53. Example. 80 g (about 0.03 mol) of the dithio-bis-polyisobutyl-lactonic acid product is heated to 190 ° C. With stirring under a nitrogen atmosphere, 9.8 g (0.072 mol) of pentaerythritol is added and the stirred reaction mixture is heated 3 C, sprinkling it with nitrogen. After 3 hours, the same amount of Solvent 150 Neutral oil is added to the residue and a solution is obtained with a content of 50 wt. active substance. This solution is diluted with 200 ml of hexane and filtered, then it is subjected to 3 hours rotary evaporation at. The resulting dissolved product exhibits an IR spectrum with bright carbonyl absorption bands, which can be attributed to the desired lactone-ester product of a polyhydric alcohol with a hydroxyl number of 90.8. Example 5. Pentaerythritol ester PIBSA. 200 g (about 0.1 mol) of 51% by weight solution in oil 150 / / PIBSA and 13.6 g (0.1 mol) of pentaerythritol are mixed and heated to 200. ° C. The reaction mixture is stirred for about 3 hours at 200 ° C and filtered. The filtrate (50% by weight of the active substance) has an IR spectrum with a pronounced band of ethereal carbonyl at 5.8 microns. The analysis detects the content of 5.04 oxygen. The hydroxyl number of the dissolved ester product (50 wt.) Is temporarily 57 ,. Example 6. The product of the reaction of pentaerythritol with alkenylchloroctonic acid. 130 g PIBSA mol.ves. about 9 Wp and a saponification number of 8k are mixed with 10 cm of methanol and 80 ml of benzene. Chlorine gas (1 h) is passed through the mixture at a temperature in the range. The reaction mixture is sprayed with nitrogen for 2 hours, then it is subjected to rotary evaporation for 3 hours at 80 ° C. Analysis of the residue (135 g) shows the chlorine content of 3.9 wt. .. 130 g of this chlorine-containing product is mixed with 15.9 g of pentaerythritol and stirred for 12 hours under nitrogen at about 180 ° C. The product is diluted with Solvent oil.
    58
    150 Neutral in a 50 wD solution of the active substance and filtered through Celite 503
    Evaluation of additives in plaque inhibition tests.
    9.93 g of oil obtained from a taxi that has traveled 2,000 miles (3,218.7 km) on this oil are used as lubricating oil to which the additive is added. Each 10-gram sample is kept overnight at a temperature of about. It is then centrifuged to remove the precipitate. The supernatant of each sample is subjected to thermal cycling for 3.5 hours at a frequency of about 2 cycles per minute to reduce the temperature of the liquid from about to room temperature. In the heating phase, a gas containing a mixture of 50 about 0.7 vol.,. and air (residual to 100), bubbled through the samples, and in the cooling phase, the concentration by weight of the active substance, weight. %
    0.35 0.35 0.35 0.35
    1.0 0.5
    0.5
    13"
    Dhene - water vapor. At the end of the test, the cycles of which, if necessary, can be repeated to determine the inhibitory effect (the composition of any additive, the surfaces of the walls of the flasks in which the samples are placed, are subjected to a visual assessment. The amount of plaque formed on the walls is estimated from 1 to 7, and in each case a higher value means a greater amount of plaque.
    The results in the table suggest that the products of the reaction of lactone with pentaerythritol are more effective in inhibiting the formation of plaque than the halo-lactone esters of polyhydric alcohols 2.
    In the reaction of a lactic acid or ester reagent, it is preferable to use about 1 mole of a polyhydric alcohol per carboxy group of a hydrocarbyl-substituted lactic acid or ester reagent.
    Chemical name
    Grade, + ION Additive
    Polybutyl (mol. Weight9bO) lactone pentaerythritol ester
    Polybutyl (mol. Weight.) Lactone ester of pentaerythritol
    The product of the reaction of pentaerythritol with alkenylchloroctonic acid
    Pentaerythritol ester
    polyisobutenyl amber
    anhydride
    Thio-bis-polyisobutenyl lactonic acid pentaerythritol ester
    Dithio-bis-polyisobutenyl lactonic acid pentaerythritol ester
    权利要求:
    Claims (2)
    [1]
    1. Japanese Patent No. 35618, cl.18E2, published. 1971.
    [2]
    2. US Patent NZEZb 72, cl. 2603 3 .6, published 1976 (prototype).
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    同族专利:
    公开号 | 公开日
    DE2757767C2|1991-05-23|
    AU3167177A|1979-06-21|
    IT1089292B|1985-06-18|
    CA1129873A|1982-08-17|
    DE2757767A1|1978-10-19|
    NL7800352A|1978-08-16|
    FR2380306B1|1984-11-16|
    US4123373A|1978-10-31|
    JPS53103465A|1978-09-08|
    AU515917B2|1981-05-07|
    BR7800198A|1978-10-10|
    FR2380306A1|1978-09-08|
    BE863826A|1978-08-10|
    AR226525A1|1982-07-30|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2660563A|1949-07-28|1953-11-24|Standard Oil Dev Co|Mineral oil containing substituted polyolefins|
    US2568876A|1949-11-14|1951-09-25|Socony Vacuum Oil Co Inc|Reaction products of n-acylated polyalkylene-polyamines with alkenyl succinic acid anhydrides|
    DE1092205B|1957-09-20|1960-11-03|Bayer Ag|Process for the production of high molecular weight lactones|
    US3381022A|1963-04-23|1968-04-30|Lubrizol Corp|Polymerized olefin substituted succinic acid esters|
    US3620977A|1968-12-17|1971-11-16|Chevron Res|Reaction product of alkylene polyamines and chlorinated alkenyl succinic acid derivatives|
    US3997570A|1971-08-05|1976-12-14|Chevron Research Company|Alkenyl halolactone esters|
    US3755173A|1971-08-05|1973-08-28|Chevron Res|Alkenyl halolactone esters and acids and lubricants containing them|
    US3810931A|1971-12-02|1974-05-14|Hoffmann La Roche|Citric acid derivatives|
    US3842010A|1972-03-16|1974-10-15|Exxon Research Engineering Co|Oil and fuel compositions containing epoxidized terpolymer derivatives|
    US3997569A|1972-11-08|1976-12-14|Texaco Inc.|Method for preparing a lactone reaction product|
    US3936472A|1973-01-19|1976-02-03|Mobil Oil Corporation|Lactone acid synthesis|
    AT342294B|1974-12-02|1978-03-28|Herberts & Co Gmbh Dr Kurt|PROCESS FOR THE MANUFACTURING OF MODIFIED, WATER-DILUTABLE, CARBOXYL-BONDING OLEFINAL POLYMEROLS|
    FR2293484B1|1974-12-03|1979-10-12|Inst Francais Du Petrole|US4866187A|1976-09-24|1989-09-12|Exxon Research & Engineering Company|Thio-bis and thio-bis- are useful additives for lubricating compositions|
    US4880923A|1976-09-24|1989-11-14|Exxon Research & Engineering Company|Macrocyclic polyamine and polycyclic polyamine multifunctional lubricating oil additives|
    US4568756A|1976-09-24|1986-02-04|Exxon Research & Engineering Co.|Thio-bis- and thio-bis- are useful additives for lubricating compositions|
    US4851524A|1976-09-24|1989-07-25|Exxon Research And Engineering Company|Amine-treated thio-bis- and thio-bis- materials, additives for lubricating compositions|
    US5118835A|1976-09-24|1992-06-02|Exxon Research & Engineering Co.|Thio-bis and thio-bisare usefull additives for lubricating compositions|
    US4062786A|1976-09-24|1977-12-13|Exxon Research And Engineering Company|Lactone oxazolines as oleaginous additives|
    US4264460A|1978-10-13|1981-04-28|Exxon Research & Engineering Co.|Substituted lactone acid materials are friction modifiers|
    US4427564A|1982-09-30|1984-01-24|Exxon Research & Engineering Co.|Additive composition for release of stuck drill pipe|
    CA1262721A|1985-07-11|1989-11-07|Jacob Emert|Oil soluble dispersant additives useful in oleaginous compositions|
    US5118432A|1985-07-11|1992-06-02|Exxon Chemical Patents Inc.|Dispersant additive mixtures for oleaginous compositions|
    US4866141A|1986-10-07|1989-09-12|Exxon Chemical Patents Inc.|Lactone modified, esterfied or aminated additives useful in oleaginous compositions and compositions containing same|
    US4866139A|1986-10-07|1989-09-12|Exxon Chemical Patents Inc.|Lactone modified, esterified dispersant additives useful in oleaginous compositions|
    US4954277A|1986-10-07|1990-09-04|Exxon Chemical Patents Inc.|Lactone modified, esterified or aminated additives useful in oleaginous compositions and compositions containing same|
    US4954276A|1986-10-07|1990-09-04|Exxon Chemical Patents Inc.|Lactone modified adducts or reactants and oleaginous compositions containing same|
    US4906394A|1986-10-07|1990-03-06|Exxon Chemical Patents Inc.|Lactone modified mono-or dicarboxylic acid based adduct dispersant compositions|
    US4963275A|1986-10-07|1990-10-16|Exxon Chemical Patents Inc.|Dispersant additives derived from lactone modified amido-amine adducts|
    US5032320A|1986-10-07|1991-07-16|Exxon Chemical Patents Inc.|Lactone modified mono- or dicarboxylic acid based adduct dispersant compositions|
    US4866140A|1986-10-07|1989-09-12|Exxon Chemical Patents Inc.|Lactone modified adducts or reactants and oleaginous compositions containing same|
    CA1333596C|1986-10-16|1994-12-20|Robert Dean Lundberg|High functionality low molecular weight oil soluble dispersant additives useful in oleaginous compositions|
    CA1327088C|1986-12-12|1994-02-15|Malcolm Waddoups|Oil soluble additives useful in oleaginous compositions|
    US4839073A|1987-05-18|1989-06-13|Exxon Chemical Patents Inc.|Polyolefinic succinimide polyamine alkyl acetoacetate and substituted acetate adducts as compatibilizer additives in lubricating oil compositions|
    US4906252A|1987-05-18|1990-03-06|Exxon Chemical Patents Inc.|Polyolefinic succinimide polyamine alkyl acetoacetate adducts as dispersants in fuel oil compositions|
    US4839072A|1987-05-18|1989-06-13|Exxon Chemical Patents Inc.|Polyolefinic succinimide polyamine alkyl acetoacetate adducts|
    US4839071A|1987-05-18|1989-06-13|Exxon Chemical Patents Inc.|Polyolefinic succinimide polyamine alkyl acetoacetate adducts as dispersants in lubricating oil compositions|
    US4839070A|1987-05-18|1989-06-13|Exxon Chemical Patents Inc.|Polyolefinic succinimide polyamine alkyl acetoacetate adduct dispersants|
    CA1339530C|1987-05-18|1997-11-04|Antonio Gutierrez|Polyolefinic succinimide polyamine alkyl acetoacetate adduct dispersants|
    US4938880A|1987-05-26|1990-07-03|Exxon Chemical Patents Inc.|Process for preparing stable oleaginous compositions|
    US4971711A|1987-07-24|1990-11-20|Exxon Chemical Patents, Inc.|Lactone-modified, mannich base dispersant additives useful in oleaginous compositions|
    US4820432A|1987-07-24|1989-04-11|Exxon Chemical Patents Inc.|Lactone-modified, Mannich base dispersant additives useful in oleaginous compositions|
    US4863624A|1987-09-09|1989-09-05|Exxon Chemical Patents Inc.|Dispersant additives mixtures for oleaginous compositions|
    US4943382A|1988-04-06|1990-07-24|Exxon Chemical Patents Inc.|Lactone modified dispersant additives useful in oleaginous compositions|
    US5273668A|1989-01-30|1993-12-28|Exxon Chemical Patents Inc.|Oil soluble dispersant additives modified with bis-keto/thioketo compounds|
    US5158696A|1989-01-30|1992-10-27|Exxon Chemical Patents Inc.|Oil soluble dispersant additives modified with bis-keto/thioketo compounds|
    US6001141A|1996-11-12|1999-12-14|Ethyl Petroleum Additives, Ltd.|Fuel additive|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US05/768,265|US4123373A|1977-02-14|1977-02-14|Lactone polyol esters as oleaginous additives|
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