CN102203225A - 低倾点润滑油基础油 - Google Patents
低倾点润滑油基础油 Download PDFInfo
- Publication number
- CN102203225A CN102203225A CN2009801430184A CN200980143018A CN102203225A CN 102203225 A CN102203225 A CN 102203225A CN 2009801430184 A CN2009801430184 A CN 2009801430184A CN 200980143018 A CN200980143018 A CN 200980143018A CN 102203225 A CN102203225 A CN 102203225A
- Authority
- CN
- China
- Prior art keywords
- lubricant base
- engine
- ammediol
- trimethylolpropane
- tmp
- 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.)
- Granted
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 31
- 150000002148 esters Chemical class 0.000 claims abstract description 48
- 239000000539 dimer Substances 0.000 claims abstract description 11
- RXGPYPPCEXISOV-UHFFFAOYSA-N 2-propylheptanoic acid Chemical compound CCCCCC(C(O)=O)CCC RXGPYPPCEXISOV-UHFFFAOYSA-N 0.000 claims abstract description 9
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 claims description 22
- 229940059574 pentaerithrityl Drugs 0.000 claims description 16
- 239000002199 base oil Substances 0.000 claims description 13
- 239000010687 lubricating oil Substances 0.000 claims description 13
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 12
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 9
- 230000032050 esterification Effects 0.000 claims description 9
- 238000005886 esterification reaction Methods 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 claims description 4
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 4
- -1 2-butyl-2-ethyl-1 Chemical compound 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000007046 ethoxylation reaction Methods 0.000 claims description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 abstract 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 abstract 2
- 239000013638 trimer Substances 0.000 abstract 2
- 230000008020 evaporation Effects 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 150000001735 carboxylic acids Chemical class 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000008186 active pharmaceutical agent Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000010696 ester oil Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- DYWSVUBJGFTOQC-UHFFFAOYSA-N xi-2-Ethylheptanoic acid Chemical compound CCCCCC(CC)C(O)=O DYWSVUBJGFTOQC-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- SPBWHPXCWJLQRU-FITJORAGSA-N 4-amino-8-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound C12=NC=NC(N)=C2C(=O)C(C(=O)N)=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O SPBWHPXCWJLQRU-FITJORAGSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/34—Esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
-
- C—CHEMISTRY; METALLURGY
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
- C10M2209/1095—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/011—Cloud point
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/071—Branched chain compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/74—Noack Volatility
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/26—Two-strokes or two-cycle engines
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
公开了一种润滑油基础油，该基础油呈现出高闪点、低蒸发损失、高粘度和预料不到的非常低的倾点和高粘度指数值的组合。所述润滑油基础油包含2-丙基庚酸与至少一种2，2-取代1，3-丙二醇和/或至少一种它的二聚体、三聚体或聚合物和/或至少一种所述的2，2-取代1，3-丙二醇或它的二聚体、三聚体或聚合物的烷氧化基物的至少一种酯。
Description
本发明涉及一种汽车、航空、船用或固定发动机或涡轮润滑油基础油，该基础油包含至少一种酯，该酯为2-丙基庚酸与至少一种2，2-取代1，3-丙二醇和/或至少一种它的二聚体、三聚体或聚合物和/或至少一种所述的2，2-取代1，3-丙二醇或它的二聚体、三聚体或聚合物的烷氧基化物的酯。另一方面，本发明涉及所述的润滑油基础油在润滑油生产中的用途。
为适合特定的应用，包含与合适性能的添加剂一起配制的润滑油基础油的润滑油必须全面符合特定应用的要求，只符合一个特定的参数如粘度通常是不够的，而需要符合整套的应用性能，通常包括对例如粘度、粘度稳定性、闪点、倾点、挥发性等的参数的具体要求。
润滑油基础油依据其化学组成根据API(美国石油协会，API出版物1509(API Publication 1509))分成五类：Ⅰ-Ⅲ类包括不同级别的矿物油基础油，Ⅳ类定义为聚(α-烯烃)，Ⅴ类为所有其他基础油所保留，包括酯基础油。本领域已知的是，不同类的基础油有助于某种典型的润滑性能，如低温性能、氧化稳定性能和/或相容性能。本领域中同样已知的是，当配制用于特定应用的最终润滑油产品时，一类或多类的两种或更多种基础油可以组合使用。已知将合成酯与其他类的基础油组合使用，例如US 5,151,205中公开的与API Ⅳ类的聚(α-烯烃)组合或者US 5,665,683中公开的API 1至3类的矿物油组合。
润滑油一般通过将具有合适的固有性能的润滑油基础油或润滑油基础油混合物与添加剂和其他任选的配方助剂组合而配制。在许多高性能润滑油应用中，二元醇、三元醇、四元醇和多羟基化合物的酯经常被用作润滑油基础油。所述酯由具有两个或更多个羟基基团的醇获得，该醇用羧酸或酸混合物酯化。在酯化过程中，所述醇的羟基基团通过具有附着于其上的酸组分而部分或完全转化为酯基。
满足特定最终性能的润滑油的配制通常包括选择一种固有地表现出与所要求的性能接近的性能的基础油的步骤。本领域已知的是，期望性能的最终微调可以通过将基础油与能够根据规格和其他要求来改变性能的其他组分混合而实现。然而，混合不总是优选的，因为这向体系中引入复杂性，至少表现为润滑油中包含的组分数目增加。
另外，本领域中已知的是通过选择起始原料的混合物而不是单一反应物可以强烈影响某些酯的性质。例如，酯产物可以由用羧酸酯化的所述醇的混合物组成，或者所述醇可以用羧酸的混合物酯化以获得例如改进的相容性或低温流动性。更一般地说，当将所述醇的混合物与羧酸的混合物混合以获得酯最终产物的统计混合物时，这一点也可适用。然而，基于原材料的所述混合物的酯并不是任何情况下都合乎期望。它们导致了体系的某种程度的组成不确定性，一种或多种统计地形成的酯化合物可能导致不期望的和/或不利的性能。因此需要表现出有利的固有性能的一系列不同、基本上单一反应物的酯。
倾点是一种润滑油性能，它表征润滑油的低温流动性。倾点被记录为测试润滑油表现出限定的流动性程度时的最低温度。在标准ASTM D5950中给出了更详细的说明。用于低温条件下的润滑油，例如在寒冷的气候和/或冬季条件下发动机启动时，需要低的倾点。需要良好的低温性能的应用的实例包括，但不限于，汽车和航空润滑油，汽车润滑油，固定和二冲程发动机，液压机流体，冷冻机油，绝缘流体和润滑脂。
如US 4,514,314中所公开，已知支化羧酸的酯有助于降低倾点。然而，迄今为止，已报导和使用的支化羧酸或者是新支化的或者是异支化的。2-乙基己酸是唯一使用的具有超过四个碳的2-支化羧酸，在文献中公开的具有10个或更多碳原子的羧酸是直链酸、异酸或新酸。
现已相当令人吃惊地发现，在用作润滑油基础油的酯中中引入2-丙基庚酸作为酸组分，显著地降低酯的倾点。依据本发明，得到的高闪点、低蒸发损失、高粘度和预料不到的非常低的倾点和高粘度指数值的组合预示着调整目前已知的润滑油性能的新的技术契机。对于酯润滑油和/或润滑油基础油，除了本领域中熟知的2-乙基庚酸以外，迄今为止没有报导2-支化羧酸作为起始原料，也没有报导酯的分子量和润滑油的倾点之间的任何关联。
本发明相应地涉及一种汽车、航空、船用或固定发动机或涡轮润滑油基础油，该基础油包含至少一种酯，该酯为2-丙基庚酸与至少一种2，2-取代1，3-丙二醇和/或至少一种它的二聚体、三聚体或聚合物和/或至少一种所述的2，2-取代1，3-丙二醇或它的二聚体、三聚体或聚合物的烷氧基化物的酯。
在本发明的优选实施方案中，所述的2，2-取代1，3-丙二醇是2，2-二烷基-1，3-丙二醇，2-烷基基-2-羟基烷基-1，3-丙二醇或2，2-二羟基-烷基-1，3-丙二醇，其中所述的烷基优选为C1-C8烷基。所述2，2-取代1，3-丙二醇和所述它的二聚体、三聚体和聚合物的最优选实施方案包括新戊二醇、2-丁基-2-乙基-1，3-丙二醇、三羟甲基乙烷、三羟甲基丁烷、三羟甲基丙烷、季戊四醇、双-三羟甲基丙烷和双-季戊四醇。所述烷氧基化物优选自乙氧基化和/或丙氧基化的三羟甲基乙烷、三羟甲基丙烷、三羟甲基丁烷、季戊四醇、双-三羟甲基丙烷和双-季戊四醇。
在本发明的尤其优选的实施方案中，所述的酯是所述的2-烷基-2-羟烷基-1，3-丙二醇或所述的2，2-二羟基烷基-1，3-丙二醇或所述的它的二聚体、三聚体或聚合物的三酯或四酯，例如2-丙基庚酸和季戊四醇、三羟甲基丙烷或双-三羟甲基丙烷之间的酯化产物，该酯化产物具有至少95重量％、例如至少97重量％的三酯或四酯含量。
另一方面，本发明涉及以上公开的润滑油基础油在用于内燃机和涡轮发动机例如汽车发动机、航空发动机、船发动机和固定发动机的润滑油的生产中的用途。所述发动机可以合适地通过奥托发动机、柴油发动机、汪克尔发动机和喷气发动机进行举例，包括2冲程发动机。这里最优选的润滑油基础油包括三羟甲基丙烷的三酯或者季戊四醇和/或双-三羟甲基丙烷的四酯。
即使没有进一步的解释，也相信本领域技术人员可以使用之前的说明来最完全地利用本发明。因此，以下优选的具体实施方案应当解释为仅仅是示例性的并且不以任何方式对其余公开内容构成限制。以下实施例1和2涉及依据本发明的实施方案制备酯基油，实施例3是不在本发明的范围内的对比的酯基油。实施例4和5和表1给出所制备的酯的评价。
实施例1
将120.9g季戊四醇、733.8g 2-丙基庚酸、作为催化剂的2.5g p-甲苯磺酸和作为共沸溶剂的43.0gn-辛烷加入装有机械搅拌器、氮气流、加热装置、冷凝器和Dean-Stark水接收器的反应容器中。将反应混合物迅速加热到170℃，随后以20℃/min的梯度继续加热，直到达到235℃的酯化温度。使酯化继续进行，直到GC分析显示反应混合物中的三酯(具有一个未反应的羟基的酯)低于1％。然后加入15.6g的活性炭用于控制脱色，并施加真空以蒸出共沸溶剂和过量的羧酸。当得到酸值低于3mg KOH/g的反应产物时，将混合物冷却到50℃并将14.6g10％(水溶液)的NaOH溶液加入到反应混合物中。再次施加真空，并将反应混合物再次加热到100℃进行脱水。最后将所得反应产物进行过滤，得到具有以下性质的淡黄色酯产物：
颜色 144APHA
酸值 0.04mg KOH/g
羟基值 0.23mg KOH/g
季戊四醇四酯含量 97重量％
实施例2
重复实施例1，区别在于将季戊四醇用相同量的三羟甲基丙烷代替，并且2-丙基庚酸的加入量是561.5g而不是733.8g，产生了具有以下性质的淡黄色酯产物。
颜色 44APHA
酸值 0.02mgKOH/g
羟基值 0.52mg KOH/g
三羟甲基丙烷三酯含量 97重量％
实施例3(对比)
重复实施例1，区别在于将2-丙基庚酸用613.4g的2-乙基庚酸代替，产生了具有以下性质的淡黄色酯产物。
颜色 5APHA
酸值 0.03mg KOH/g
羟基值 0.52mg KOH/g
季戊四醇四酯含量 98.7重量％
实施例4
针对润滑油的重要性能，对实施例1，2和3(对比)中得到的酯产物(润滑油基础油)进行了评价。依据本发明实施方案的酯产物呈现出显著改善的性能。结果在下表1中给出。
实施例5
将在实施例1和实施例3(对比)中得到的酯产物在冰箱中在-18-20℃下放置一夜。实施例1的产物在上述时间后为澄清的高粘度液体，而实施例3的产物是不透明的蜡状固体。
表1
Claims (14)
1.润滑油基础油，其特征在于，该基础油是汽车、航空、船只或固定发动机或涡轮用润滑油基础油，其包含至少一种酯，该酯通过将2-丙基庚酸用至少一种2，2-取代1，3-丙二醇和/或至少一种它的二聚体、三聚体或聚合物和/或至少一种所述的2，2-取代1，3-丙二醇或它的二聚体、三聚体或聚合物的烷氧基化物来酯化而得到。
2.根据权利要求1的润滑油基础油，其特征在于，所述的2，2-取代1，3-丙二醇是2，2-二烷基-1，3-丙二醇、2-烷基-2-羟基烷基-1，3-丙二醇或2，2-二羟基烷基-1，3-丙二醇。
3.根据权利要求2的润滑油基础油，其特征在于所述的烷基是C1-C8烷基。
4.根据权利要求1-3中任一项的润滑油基础油，其特征在于，所述的2，2-取代1，3-丙二醇是新戊二醇、2-丁基-2-乙基-1，3-丙二醇、三羟甲基乙烷、三羟甲基丁烷、三羟甲基丙烷或季戊四醇。
5.根据权利要求1的润滑油基础油，其特征在于，所述的二聚体是双-三羟甲基丙烷或双-季戊四醇。
6.根据权利要求1的润滑油基础油，其特征在于，所述的烷氧基化物是乙氧基化和/或丙氧基化的三羟甲基乙烷、三羟甲基丙烷、三羟甲基丁烷、季戊四醇、双-三羟甲基丙烷或双-季戊四醇。
7.根据权利要求2-6中任一项的润滑油基础油，其特征在于，所述的润滑油基础油包括所述2-烷基-2-羟基烷基-1，3-丙二醇的三酯或其二聚体的四酯。
8.根据权利要求2-6中任一项的润滑油基础油，其特征在于，所述的润滑油基础油包括四酯或2，2-二羟基烷基-1，3-丙二醇。
9.根据权利要求1-8中任一项的润滑油基础油，其特征在于，所述的润滑油基础油包括三羟甲基丙烷的三酯或者季戊四醇或双-三羟甲基丙烷的四酯。
10.根据权利要求1-9中任一项的润滑油基础油用于生产内燃机和涡轮发动机用润滑油的用途。
11.根据权利要求10的用途，所述发动机是汽车发动机、航空发动机、船只发动机或固定发动机。
12.根据权利要求10或11的用途，所述发动机是奥托发动机、柴油发动机、汪克尔发动机或喷气发动机。
13.根据权利要求10或11的用途，所述发动机是2冲程发动机。
14.根据权利要求10-13中任一项的用途，所述润滑油基础油包括三羟甲基丙烷的三酯或者季戊四醇和/或双-三羟甲基丙烷的四酯。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0802280A SE532942C2 (sv) | 2008-10-27 | 2008-10-27 | Smörjmedelsbasmassa med låg droppunkt |
| SE0802280-8 | 2008-10-27 | ||
| PCT/SE2009/000463 WO2010050871A1 (en) | 2008-10-27 | 2009-10-16 | Low pour point lubricant base stock |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102203225A true CN102203225A (zh) | 2011-09-28 |
| CN102203225B CN102203225B (zh) | 2014-05-28 |
Family
ID=42129048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980143018.4A Active CN102203225B (zh) | 2008-10-27 | 2009-10-16 | 低倾点润滑油基础油 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US20110247578A1 (zh) |
| EP (1) | EP2342312B1 (zh) |
| JP (1) | JP5406931B2 (zh) |
| CN (1) | CN102203225B (zh) |
| ES (1) | ES2659370T3 (zh) |
| SE (1) | SE532942C2 (zh) |
| WO (1) | WO2010050871A1 (zh) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105037146A (zh) * | 2015-06-30 | 2015-11-11 | 百川化工(如皋)有限公司 | 双三羟甲基丙烷月桂酸酯及其一种制备方法 |
| CN105130799A (zh) * | 2015-06-30 | 2015-12-09 | 百川化工(如皋)有限公司 | 一种生产双三羟甲基丙烷油酸酯的方法 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6135017B2 (ja) * | 2012-02-01 | 2017-05-31 | Ｋｈネオケム株式会社 | 混合エステル |
| CN104220415B (zh) * | 2012-03-23 | 2016-09-28 | Kh新化株式会社 | 混合酯 |
| US9546334B2 (en) | 2013-07-31 | 2017-01-17 | Kh Neochem Co., Ltd. | Refrigerating machine oil, and working fluid composition for refrigerating machine which is produced using same |
| CN106329626B (zh) * | 2016-08-31 | 2019-02-26 | 浙江腾腾电气有限公司 | 一种mppt光伏充电控制*** |
| MX2020013136A (es) | 2018-06-04 | 2021-02-02 | Tetramer Tech Llc | Aceite base lubricantes de polioles alcoxilados esterificados que utilizan acidos grasos saturados de cadena larga. |
| US11680218B2 (en) | 2018-06-04 | 2023-06-20 | Tetramer Technologies, Llc | Biodegradable lubricant with tailored hydrolytic stability and improved thermal stability through alkoxylation of glycerol |
| DE102020102162A1 (de) | 2020-01-29 | 2021-07-29 | Oq Chemicals Gmbh | TCD-Ester für Niedertemperatur-Schmierstoffanwendungen |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1173197A (zh) * | 1994-12-08 | 1998-02-11 | 埃克森化学专利公司 | 可生物降解支链合成酯基料和由其制成的润滑剂 |
| US5744626A (en) * | 1994-10-31 | 1998-04-28 | Lambent Technologies Inc | Complex guerbet acid esters |
| CN1747994A (zh) * | 2003-02-10 | 2006-03-15 | 萨索尔德国股份有限公司 | 基于支链醇和/或支链酸的酯混合物、及它们作为聚合物添加剂的用途 |
| EP1983040A1 (en) * | 2007-03-29 | 2008-10-22 | NOF Corporation | Refrigeration lubricant composition and refrigerant working fluid composition |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3538002A (en) * | 1968-11-20 | 1970-11-03 | Monsanto Res Corp | Modified functional fluids |
| IL59407A (en) * | 1979-03-06 | 1983-12-30 | Sanofi Sa | Di-n-propylacetic acid diesters of glycerol,their preparation and pharmaceutical compositions containing them |
| US20030104956A1 (en) * | 1994-04-28 | 2003-06-05 | Schaefer Thomas G. | Synthetic lubricant base stock formed from high content branched chain acid mixtures |
| JPH09100481A (ja) * | 1995-07-28 | 1997-04-15 | Chisso Corp | 潤滑油 |
| SE9602465D0 (sv) * | 1996-06-24 | 1996-06-24 | Perstorp Ab | A lubricant ester |
| JP2000072715A (ja) * | 1998-08-31 | 2000-03-07 | Idemitsu Kosan Co Ltd | 多価アルコールエステル化合物及び該化合物を含む潤滑油組成物 |
| US20040092411A1 (en) * | 2002-11-13 | 2004-05-13 | Godici Patrick E. | High temperature stability lubricant composition containing short chain acids and method for making the same |
| US20040198616A1 (en) * | 2003-03-27 | 2004-10-07 | Keiji Hirao | Lubricating base stock for internal combustion engine oil and composition containing the same |
| JP2004292684A (ja) * | 2003-03-27 | 2004-10-21 | Nof Corp | 内燃機関用潤滑油基油およびそれを含有する組成物 |
| ATE517077T1 (de) * | 2007-03-13 | 2011-08-15 | Exxonmobil Chem Patents Inc | Chargenweise veresterung |
| JP5406433B2 (ja) * | 2007-04-27 | 2014-02-05 | 東燃ゼネラル石油株式会社 | 内燃機関用潤滑油組成物 |
| EP1990041A1 (de) * | 2007-05-07 | 2008-11-12 | Cognis IP Management GmbH | Kosmetische Zusammensetzungen enthaltend Ester auf Basis von 2-Propylheptansäure |
-
2008
- 2008-10-27 SE SE0802280A patent/SE532942C2/sv unknown
-
2009
- 2009-10-16 US US13/125,240 patent/US20110247578A1/en not_active Abandoned
- 2009-10-16 CN CN200980143018.4A patent/CN102203225B/zh active Active
- 2009-10-16 ES ES09823893.4T patent/ES2659370T3/es active Active
- 2009-10-16 EP EP09823893.4A patent/EP2342312B1/en active Active
- 2009-10-16 WO PCT/SE2009/000463 patent/WO2010050871A1/en active Application Filing
- 2009-10-16 JP JP2011534427A patent/JP5406931B2/ja active Active
-
2013
- 2013-12-09 US US14/100,955 patent/US20140100149A1/en not_active Abandoned
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5744626A (en) * | 1994-10-31 | 1998-04-28 | Lambent Technologies Inc | Complex guerbet acid esters |
| CN1173197A (zh) * | 1994-12-08 | 1998-02-11 | 埃克森化学专利公司 | 可生物降解支链合成酯基料和由其制成的润滑剂 |
| CN1747994A (zh) * | 2003-02-10 | 2006-03-15 | 萨索尔德国股份有限公司 | 基于支链醇和/或支链酸的酯混合物、及它们作为聚合物添加剂的用途 |
| EP1983040A1 (en) * | 2007-03-29 | 2008-10-22 | NOF Corporation | Refrigeration lubricant composition and refrigerant working fluid composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105037146A (zh) * | 2015-06-30 | 2015-11-11 | 百川化工(如皋)有限公司 | 双三羟甲基丙烷月桂酸酯及其一种制备方法 |
| CN105130799A (zh) * | 2015-06-30 | 2015-12-09 | 百川化工(如皋)有限公司 | 一种生产双三羟甲基丙烷油酸酯的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20110247578A1 (en) | 2011-10-13 |
| EP2342312A1 (en) | 2011-07-13 |
| EP2342312A4 (en) | 2012-04-18 |
| WO2010050871A1 (en) | 2010-05-06 |
| EP2342312B1 (en) | 2017-11-29 |
| ES2659370T3 (es) | 2018-03-15 |
| CN102203225B (zh) | 2014-05-28 |
| SE532942C2 (sv) | 2010-05-18 |
| SE0802280A1 (sv) | 2010-04-28 |
| JP5406931B2 (ja) | 2014-02-05 |
| JP2012506942A (ja) | 2012-03-22 |
| US20140100149A1 (en) | 2014-04-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102203225B (zh) | 低倾点润滑油基础油 | |
| CA2455191C (en) | Alkyl phthalate mixtures with controlled viscosity | |
| CN102549128B (zh) | 具有出色的低温性质的长链酯组合物 | |
| US4440660A (en) | Ester lubricants | |
| DE2843473A1 (de) | Lactonmodifizierte esteroele | |
| WO1988002021A1 (en) | Lubricating oil composition | |
| CN103649282A (zh) | 可用作生物润滑剂的酸酐衍生物 | |
| EP2179011A1 (en) | Lubricating composition for use in diesel engines compatible with biofuel | |
| CA2433575A1 (en) | Biodegradable polyneopentyl polyol based synthetic ester blends and lubricants | |
| JP2000506214A (ja) | 油圧用オイルおよびその製造法 | |
| JPS5928239B2 (ja) | 新規のエステル油を用いた潤滑剤および液圧液 | |
| DK147393B (da) | Esterprodukt til anvendelse som smoeremiddel eller som komponent i et smoeremiddel | |
| EP3561025B1 (en) | Lubricating base oil, lubricating oil composition containing lubricating base oil, and method for producing lubricating oil composition | |
| CN102260571B (zh) | 一种航空基础油 | |
| CA3130106C (en) | Novel traction fluid with improved low temperature properties | |
| US10640722B2 (en) | Lubricating mixture having glycerides | |
| CN104152212A (zh) | 一种润滑油及其制备方法 | |
| DE112011102541T5 (de) | Anwendungsspezifische fertige schmiermittelzusammensetzungen, umfassend einen biologisch gewonnenen esterbestandteil, und verfahren zum herstellen derselben | |
| JP2016520693A (ja) | 改善された低温流動性及び低ノアックを有するジエステル系基油ブレンド | |
| RU2786216C1 (ru) | Состав экологически чистого дизельного топлива с улучшенными смазывающими свойствами | |
| US20240010943A1 (en) | Lubricating oil composition | |
| RU2361904C1 (ru) | Основа синтетического смазочного масла |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |