Method of producing ether-like product
专利摘要:
Organic esters, to be employed to make up lubricating compositions are disclosed, said esters being the products of the reaction between a diol and a triol, on the one hand, and a mixture of saturated monocarboxylic acids, on the other hand. The ratios of the diol to the triol (molarly) and the structure and number of carbon atoms of the saturated monocarboxylic acids are critical. Critical values are given, as well as examples of practical use; the viscosity and viscosity index properties of the novel esters out do those of the conventional esters to a degree. 公开号:SU858558A3 申请号:SU762434654 申请日:1976-12-10 公开日:1981-08-23 发明作者:Манчини Джузеппе;Импарато Луиджи;Берти Франко 申请人:Снампрогетти С.П.А. (Фирма); IPC主号:
专利说明:
one The invention relates to an improvement in the process for producing an ether-like product that can be used in lubricating compositions for internal combustion engines. There are various ether-like products derived from various acids and alcohols. Thus, an ester-based lubricating oil based on diisooctyl sebacate (DOS) or neopentyl esters of aliphatic acids, or pentaerythritol-based oil and fractions of normal fatty acids Su - C, or based on 2,2 dialkyl substituted alcohols and C 5 aliphatic acids are used. These esters are obtained by esterifying the corresponding acids and alcohols in the presence of an acidic catalyst 1. However, these oils are characterized by a low pour point (-16) - (-39) C, flat in the viscous-temperature dependence, but do not have a high thermal stability. To increase the latter, aromatic esters are used, for which thermal stability is maintained up to 330 ° C. The closest in technical essence to the present invention is a method for producing an ether-like product, by the interaction of two or more polyhydroxy compounds of the general formula CH, OK GO CHjOH where R is methyl or hydroxymethyl; t5 Ra is methyl or ethyl; with monocarboxylic acids of the general formula Rg-COOH, where "C is alkyl, and C.J (two or more acids), in the presence of an acid catalysis of the 2C torus at 110-240 ° C 2. However, formed with the known the way ether-like products have viscosity 3.5-4.4 cSt at 98.9s, which 5 is insufficient for lubricants oils for a specific purpose. The purpose of the invention is to improve the quality of target ester-like products. The goal is achieved in a manner in which the interaction of neopentylglycodone and trimethylolpropane with the acids of the general formulas Rtj-COOH I R -COOH II where R is alkyl R - alkyl With - at a molar ratio of acids / 1: 11 2, 5-16 and a molar ratio of neopentyl glycol (NPG) and trimethylolpropane (TMP), equal to 0.125-0.389 in the presence of an acid catalyst, for example methanesulfonic acid at 110-240 C, This allows an ether-like product with a higher viscosity of 98.9 s and a higher viscosity index (temperature coefficient of viscosity in relative units) to be obtained. The proposed method is carried out as follows. Example. For the reaction, 8.84 g (0.085 mol) of neopentyl glycol (NPG), 55.62 g (0.415 mol) of trimethylolpropane (TMP) with a molar ratio of NPG: TMP of 0.2049, 176 g (1.019 mol) of nonane acid (CQ) are used, 57.73 g (0.283 mol) of dodecanoic acid (.L 20.14 g (0.085 mol) of palmitic acid (C.,) and 7.30 g (0.028 mol) of stearic acid (C.g). Heating of this mixture is carried out in a nitrogen atmosphere at a gradually increasing temperature from 120 to 210 ° C for 8 hours with the distillation of the reaction water in the presence of 1.5 g of methanesulfonic acid as an acidic catalyst. After the completion of the reaction, the residual water is distilled off in a nitrogen atmosphere and the desired product A is treated with alumina for final drying. in tab. Figure 1 shows the conditions for preparing other products B-E from the corresponding acids and alcohols (for comparison, product G is given). Q In the table. 2 shows the physico-chemical characteristics of the resulting products AE. As can be seen from the data table. 2, ether-like products are obtained, having the best viscosity index and viscosity index. about m about about tN sh " ABOUT chrn with I CD and I + ", and ABOUT um so oo T I PZ s X -0k with 1 (Oh and about p I o o-s d O (N O (N (N N N I O in ABOUT oh oh about | L gI ku l o w l) on to 1 (b and P o I B oj fft m oh “And oi S a: ase Formula of the invention A method for preparing an ester-like product by esterifying neopenty glycol and trimethylolpropane with fatty acids at 110-24 ° C in the presence of methanesulfonic acid, characterized in that, in order to improve the quality of the target products, the acids of general formulas 1 and 11 -COOE R -COOH ,, 12 where R1 is alkyl R is alkyl C .. -C with a molar ratio of 1:11 acids of 2.5-16 and a molar ratio of neopentyl glycol and trimethylolpropane 0.125-0.389. Sources of information taken into account in the examination 1. USSR author's certificate 525663, cl. C 07 C 69/76, 1974. 2. Italian patent number 991051, l. C 10 M 1/26, published 30.07.75 (prototype).
权利要求:
Claims (1) [1] Claim A method of producing an ether-like product by esterification of neopentyl glycol and trimethylolpropane with fatty acids at 110-240 ° C in the presence of methanesulfonic acid, characterized in that, in order to improve the quality of the target products, compounds of the general formulas 1 and 11 ^ -COOH are used as acids R is COOH ,, where R1 is alkyl C -C 9 ; R 2 is alkyl-C ^ y with a molar ratio of acids 1:11 = 2.5-16 and a molar ratio of neopentyl glycol and trimethylolpropane, 0.125-0.389.
类似技术:
公开号 | 公开日 | 专利标题 SU858558A3|1981-08-23|Method of producing ether-like product US4479883A|1984-10-30|Lubricant composition with improved friction reducing properties containing a mixture of dithiocarbamates US4144183A|1979-03-13|Mixed branched and straight chain ester oils US3360547A|1967-12-26|Polyesters of tetraalkylcyclobutanediol DE69634330T2|2006-01-26|USE OF LUBRICANTS CONTAINING POLYOLESTERAL COMPOSITIONS WITH UNCONDITIONED HYDROXYL GROUPS AS CRANKCASE LUBRICANTS US4053491A|1977-10-11|Branched-chain aliphatic ester oils US4609376A|1986-09-02|Anti-wear additives in alkanol fuels US3778454A|1973-12-11|Complex ester GB766770A|1957-01-23|Process for the preparation of complex esters US2889354A|1959-06-02|Dicarboxylate esters of alcohol containing a quaternary carbon in the beta-position US2499983A|1950-03-07|Polyester lubricants US4243540A|1981-01-06|Organic esters for lubricating compositions US2891089A|1959-06-16|Mixed esters of polyhydric alcohols with naphthenic and lower fatty acids US5632785A|1997-05-27|Fuel economy additives GB928702A|1963-06-12|Lubricant compositions and additives therefor DE2249031A1|1973-04-12|ANTIOXIDANT FOR LUBRICATING OIL US4778906A|1988-10-18|Process for the preparation of zinc dialkyldithiophosphate US3172897A|1965-03-09|Esters of decahydronaphthalene dimethanol DE2336844A1|1974-01-31|LUBRICANT US2307885A|1943-01-12|Lubricating product US3215720A|1965-11-02|Methods of producing phosphorus esters of polyol alkanoic acids US3296132A|1967-01-03|Alkyl alkenethiophosphonate and their lubricant composition US3558491A|1971-01-26|Lubricating oil compositions US2789951A|1957-04-23|Compunded turbine oils CN1061428A|1992-05-27|Anti-friction compound
同族专利:
公开号 | 公开日 CA1091693A|1980-12-16| US4317780A|1982-03-02| FR2334744B1|1978-12-22| ATA918776A|1979-10-15| DK147285C|1984-12-24| HU179785B|1982-12-28| AT356791B|1980-05-27| DK147285B|1984-06-04| LU76352A1|1977-06-09| DK499076A|1977-06-12| AU513618B2|1980-12-11| NO148371B|1983-06-20| DD128662A5|1977-11-30| BE849292A|1977-06-10| NL7613394A|1977-06-14| IT1050335B|1981-03-10| AR229227A1|1983-07-15| ES454554A1|1977-12-16| RO69919A|1982-02-01| DE2656079A1|1977-06-23| AU1871776A|1978-04-20| NO148371C|1983-09-28| PL101733B1|1979-01-31| NL180413B|1986-09-16| CS223820B2|1983-11-25| SE425095B|1982-08-30| NO764177L|1977-06-14| MX4906E|1982-12-15| GB1561116A|1980-02-13| DE2656079C2|1985-09-19| CH624658A5|1981-08-14| FR2334744A1|1977-07-08| SE7613960L|1977-06-12|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 GB951937A|1959-03-12|1964-03-11|Heyden Newport Chemical Corp|Improvements in or relating to synthetic lubricants| DE1644933A1|1968-01-25|1971-06-03|Mobil Oil Corp|lubricant| DE1944547A1|1968-09-06|1970-03-26|Mobil Oil Corp|Lubricant composition| DE1964628A1|1968-12-24|1970-06-25|Ethyl Corp|Organic ester mixtures, processes for their preparation and their use as lubricants| GB1301003A|1969-07-10|1972-12-29|Ethyl Corp|Lubricant materials| US3670013A|1969-10-16|1972-06-13|Hercules Inc|Synthesis of partial esters of certain poly and aliphatic monocarboxylic acids| GB1441918A|1972-07-20|1976-07-07|Unilever Emery|Ester mixtures| DE2302918C2|1973-01-22|1982-04-08|Henkel KGaA, 4000 Düsseldorf|New ester oils and their use in lubricants and hydraulic fluids| IT991051B|1973-07-09|1975-07-30|Snam Progetti|ORGANIC ESTERS FOR LUBRICANT COMPOSITIONS| FR2254633B1|1973-12-12|1976-10-08|Inst Francais Du Petrole| IT1010487B|1974-05-08|1977-01-10|Snam Progetti|ESTERS AS COMPONENTS OF LUBRIFI CANTI|FR2498623B1|1981-01-27|1984-09-21|Inst Francais Du Petrole| NL8102759A|1981-06-09|1983-01-03|Unilever Nv|ESTERS LUBRICANTS.| DK653488D0|1988-11-23|1988-11-23|Esti Kemi Aps|based lubricant| US4927658A|1989-02-16|1990-05-22|Nabisco Brands, Inc.|Tris-hydroxymethyl alkane esters as low calorie fat mimetics| US5169665A|1990-04-17|1992-12-08|Nabisco, Inc.|Tris-hydroxymethyl alkane esters as low calorie fat mimetics| US4927659A|1989-02-16|1990-05-22|Nabisco Brands, Inc.|Tris-hydroxymethyl lower alkane esters as fat mimetics| CA2015640A1|1989-08-08|1991-02-08|Lawrence P. Klemann|Process for preparing neoalkyl triol triesters| DE4128646A1|1991-08-29|1993-03-04|Henkel Kgaa|ESTER MIXTURES OF STRONG BRANCHED CARBONIC ACIDS| DE4214653A1|1992-05-02|1993-11-04|Henkel Kgaa|ENGINE BASE OIL WITH IMPROVED SEALING COMPATIBILITY| US6656888B1|1992-08-28|2003-12-02|Cognis Corporation|Biodegradable two-cycle engine oil compositions, grease compositions, and ester base stocks use therein| AU674024B2|1992-08-28|1996-12-05|Henkel Corporation|Biodegradable two-cycle engine oil compositions and ester base stocks| CN1084786C†|1996-04-16|2002-05-15|尤尼剑马化学股份有限公司|Fluides hydrauliques| EP1529828A1|2003-10-31|2005-05-11|Malaysian Palm Oil Board|Lubricant base oil of palm fatty acid origin| WO2019136111A1|2018-01-04|2019-07-11|Dow Agrosciences Llc|High-load haloxyfop ester compositions|
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申请号 | 申请日 | 专利标题 IT30195/75A|IT1050335B|1975-12-11|1975-12-11|ORGANIC ESTERS TO BE USED IN LUBRICANT COMPOSITIONS| 相关专利
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