CN116376627A - A kind of ionic liquid lubricant prepared in situ in water and preparation method thereof - Google Patents
A kind of ionic liquid lubricant prepared in situ in water and preparation method thereof Download PDFInfo
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- CN116376627A CN116376627A CN202310142257.XA CN202310142257A CN116376627A CN 116376627 A CN116376627 A CN 116376627A CN 202310142257 A CN202310142257 A CN 202310142257A CN 116376627 A CN116376627 A CN 116376627A
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- 239000002608 ionic liquid Substances 0.000 title claims abstract description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000000314 lubricant Substances 0.000 title claims abstract description 20
- 238000011065 in-situ storage Methods 0.000 title claims abstract description 10
- 238000002360 preparation method Methods 0.000 title abstract description 6
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 claims abstract description 31
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229940068041 phytic acid Drugs 0.000 claims abstract description 31
- 235000002949 phytic acid Nutrition 0.000 claims abstract description 31
- 239000000467 phytic acid Substances 0.000 claims abstract description 31
- 239000007864 aqueous solution Substances 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 10
- HMBHAQMOBKLWRX-UHFFFAOYSA-N 2,3-dihydro-1,4-benzodioxine-3-carboxylic acid Chemical compound C1=CC=C2OC(C(=O)O)COC2=C1 HMBHAQMOBKLWRX-UHFFFAOYSA-N 0.000 claims description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 229940075419 choline hydroxide Drugs 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 abstract description 11
- 230000007797 corrosion Effects 0.000 abstract description 7
- 239000002184 metal Substances 0.000 abstract description 5
- 229910052751 metal Inorganic materials 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 3
- -1 copper and the like Chemical class 0.000 abstract description 3
- 229910052736 halogen Inorganic materials 0.000 abstract description 3
- 150000002367 halogens Chemical class 0.000 abstract description 3
- 150000002739 metals Chemical class 0.000 abstract description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052802 copper Inorganic materials 0.000 abstract description 2
- 239000010949 copper Substances 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229910001018 Cast iron Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 231100000086 high toxicity Toxicity 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/117—Esters of phosphoric acids with cycloaliphatic alcohols
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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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
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- 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
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- C10N2020/019—Shear stability
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- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
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- C10N2020/077—Ionic Liquids
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- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
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- C10N2020/091—Water solubility
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- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
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Abstract
Description
技术领域technical field
本发明涉及材料技术领域,尤其涉及一种水中原位制备的离子液体润滑剂及其制备方法。The invention relates to the technical field of materials, in particular to an ionic liquid lubricant prepared in situ in water and a preparation method thereof.
背景技术Background technique
离子液体具有挥发性低、反应活性高,表面吸附能力强以及结构和性能可控的优点,可以作为高性能的润滑剂和润滑添加剂。Ionic liquids have the advantages of low volatility, high reactivity, strong surface adsorption capacity, and controllable structure and performance, and can be used as high-performance lubricants and lubricating additives.
然而,传统离子液体为含卤素离子液体,该含卤素离子液体易水解从而产生HF、HCl等腐蚀性酸,且具有较高毒性,因此,传统离子液体主要被用作陶瓷等非金属材料的润滑剂,从而限制了传统离子液体的应用范围。However, traditional ionic liquids are halogen-containing ionic liquids, which are easily hydrolyzed to produce corrosive acids such as HF and HCl, and have high toxicity. Therefore, traditional ionic liquids are mainly used as lubricants for non-metallic materials such as ceramics. agent, thus limiting the application range of traditional ionic liquids.
发明内容Contents of the invention
本发明的目的在于解决传统离子液体,毒性高,水解稳定性差,腐蚀性强的缺点,提供一种水中原位制备的离子液体润滑剂及其制备方法。The purpose of the present invention is to solve the shortcomings of traditional ionic liquids, such as high toxicity, poor hydrolytic stability and strong corrosion, and provide an ionic liquid lubricant prepared in situ in water and a preparation method thereof.
一种水中原位制备离子液体润滑剂的方法,将植酸水溶液与含有醇羟基的化合物在常温下搅拌反应制得。The invention discloses a method for preparing ionic liquid lubricant in situ in water, which is prepared by stirring and reacting phytic acid aqueous solution and a compound containing alcoholic hydroxyl group at normal temperature.
进一步地,如上所述的水中原位制备离子液体润滑剂的方法,所述含有醇羟基的化合物包括:单乙醇胺、二乙醇胺、三乙醇胺、N,N-二甲基乙醇胺、氢氧化胆碱中的一种或几种。Further, the method for preparing ionic liquid lubricant in situ in water as described above, the compound containing alcoholic hydroxyl group includes: monoethanolamine, diethanolamine, triethanolamine, N,N-dimethylethanolamine, choline hydroxide one or more of.
进一步地,如上所述的水中原位制备离子液体润滑剂的方法,所述植酸水溶液的浓度为50%-90%。Further, in the method for preparing an ionic liquid lubricant in situ in water as described above, the concentration of the phytic acid aqueous solution is 50%-90%.
一种如上任一所述的方法制备得到的离子液体润滑剂。An ionic liquid lubricant prepared by any one of the above methods.
有益效果:Beneficial effect:
本发明所用原料植酸是从植物中提取,其不含卤素,不易分解出腐蚀性酸如HF,不含S,降低了对铜等金属的腐蚀、毒性较低;而且,由于植酸具有很强的酸性,其能够与含有醇羟基的化合物在常温下搅拌,直接反应生成离子液体,制备方法简单,耗时短。这种含水的离子液体不用经过干燥处理,可以直接作为润滑剂使用,并且具有较好防腐蚀性能。The raw material phytic acid used in the present invention is extracted from plants, it does not contain halogen, is not easy to decompose corrosive acid such as HF, does not contain S, reduces the corrosion to metals such as copper, and is less toxic; and, because phytic acid has very Strong acidity, it can be stirred at normal temperature with compounds containing alcoholic hydroxyl groups, and directly react to generate ionic liquids. The preparation method is simple and time-consuming. The water-containing ionic liquid can be directly used as a lubricant without drying treatment, and has better anti-corrosion properties.
此外,本发明通过调控水含量,可以获得不同摩擦学性能的含离子液体的润滑剂,其作用机理在于:离子液体在水中形成的阴阳离子结构以离子对的形式吸附在带正电荷的金属表面,从而形成了更为致密有序、双电层结构的吸附膜,该吸附膜不仅隔离水和空气,还能改善金属防腐蚀性能,而且水分含量的调控,能够改变吸附膜的粘度和剪切性能,从而控制其作为润滑剂的摩擦性能。并且摩擦过程中吸附膜部分含P元素的分子活性基团可以进一步与金属发生摩擦化学反应生成摩擦反应膜,吸附膜和摩擦反应膜构成的边界润滑膜具有较好的剪切和耐磨性能,从而可以进一步降低摩擦系数和减少磨损,有效的提高润滑剂的润滑性能。In addition, the present invention can obtain lubricants containing ionic liquids with different tribological properties by adjusting the water content. The mechanism of action is that the anion and cation structures formed by the ionic liquid in water are adsorbed on the positively charged metal surface in the form of ion pairs. , so as to form a more compact and orderly adsorption film with an electric double layer structure. The adsorption film not only isolates water and air, but also improves the anti-corrosion performance of metals, and the regulation of moisture content can change the viscosity and shear of the adsorption film. performance, thereby controlling its friction performance as a lubricant. And during the friction process, the molecular active groups containing P element in the adsorption film can further tribochemically react with the metal to form a friction reaction film. The boundary lubricant film composed of the adsorption film and the friction reaction film has good shear and wear resistance. Therefore, the coefficient of friction and wear can be further reduced, and the lubricating performance of the lubricant can be effectively improved.
附图说明Description of drawings
图1为不同水含量的植酸离子液体的摩擦系数曲线;Fig. 1 is the friction coefficient curve of the phytic acid ionic liquid of different water content;
图2为不同浓度的植酸离子液体对铸铁的防腐蚀效果图。Figure 2 is a graph showing the anticorrosion effects of different concentrations of phytic acid ionic liquids on cast iron.
具体实施方式Detailed ways
为使本发明的目的、技术方案和优点更加清楚,下面对本发明中的技术方案进行清楚、完整地描述,显然,所描述的实施例是本发明一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有作出创造性劳动前提下所获得的所有其他实施例,都属于本发明保护的范围。In order to make the purpose, technical solutions and advantages of the present invention clearer, the technical solutions in the present invention are clearly and completely described below. Apparently, the described embodiments are part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by persons of ordinary skill in the art without creative efforts fall within the protection scope of the present invention.
实施例1:Example 1:
100.0g70wt%植酸水溶液与149.2g三乙醇胺在常温下搅拌反应2h即得到含水10wt%植酸离子液体,下式为本实施例制备得到的离子液体的分子结构。100.0g of 70wt% phytic acid aqueous solution and 149.2g of triethanolamine were stirred and reacted at room temperature for 2 hours to obtain a 10wt% phytic acid ionic liquid containing water. The following formula is the molecular structure of the ionic liquid prepared in this example.
实施例2:Example 2:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在15.9g水中常温搅拌反应2h即得到含水15wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 15.9 g of water at room temperature for 2 h to obtain 15 wt % phytic acid ionic liquid.
实施例3:Example 3:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在35.0g水中常温搅拌反应2h即得到含水20wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 35.0 g of water at room temperature for 2 h to obtain 20 wt % phytic acid ionic liquid.
实施例4:Example 4:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在56.6g水中常温搅拌反应2h即得到含水25wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 56.6 g of water at room temperature for 2 h to obtain 25 wt % phytic acid ionic liquid.
实施例5:Example 5:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在81.4g水中常温搅拌反应2h即得到含水30wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 81.4 g of water at room temperature for 2 hours to obtain 30 wt % phytic acid ionic liquid.
实施例6:Embodiment 6:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在109.9g水中常温搅拌反应2h即得到含水35wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 109.9 g of water at room temperature for 2 hours to obtain 35 wt % phytic acid ionic liquid.
实施例7:Embodiment 7:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在143.2g水中常温搅拌反应2h即得到含水40wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 143.2 g of water at room temperature for 2 hours to obtain 40 wt % phytic acid ionic liquid.
实施例8:Embodiment 8:
100.0g 70wt%植酸水溶液与149.2g三乙醇胺在182.6g水中常温搅拌反应2h即得到含水45wt%植酸离子液体。100.0 g of 70 wt % phytic acid aqueous solution and 149.2 g of triethanolamine were stirred and reacted in 182.6 g of water at room temperature for 2 hours to obtain a water-containing 45 wt % phytic acid ionic liquid.
实验例1:Experimental example 1:
摩擦学性能测试:Tribological performance test:
使用德国Optimol油脂公司的SRV-IV微动摩擦磨损试验机,在温度为30℃,频率为50Hz,振幅为1mm,载荷为5N,时间为30min的条件下进行摩擦系数评价。试验所用钢球为直径10mm的GCr15轴承钢,下试样所用块体为直径24mm、高7.9±0.1mm的GCr15钢块,钢块上磨痕的磨损体积利用非接触式3D表面轮廓仪测量。图1为不同水含量的植酸离子液体的摩擦系数曲线,如图1所示,通过图1可以看出,在含水量超过25%以上,含水量越高,摩擦系数越大,25%含水量时摩擦系数达最小值。Using the SRV-IV fretting friction and wear testing machine of Optimol Grease Company in Germany, the friction coefficient was evaluated under the conditions of
平均摩擦系数及磨损体积结果参见表1,其中,对比例为水。从表1可以看出,实施例1-4制备得到的离子液体具有较好的减摩和抗磨性能。但随着水分含量的增大,粘度减小并且相应的腐蚀磨损增大,实施例5-8制备的得到的离子液体减摩性能与抗磨性能变差。The results of average friction coefficient and wear volume are shown in Table 1, where the comparative example is water. It can be seen from Table 1 that the ionic liquids prepared in Examples 1-4 have good friction-reducing and anti-wear properties. However, as the water content increases, the viscosity decreases and the corresponding corrosion wear increases, and the anti-friction performance and anti-wear performance of the ionic liquid prepared in Examples 5-8 become worse.
实验例2:Experimental example 2:
防腐蚀性能测试:Anti-corrosion performance test:
本实验例采用GB/T 6144-2010中铸铁片腐蚀进行防腐蚀性能测试,如图2,采用本发明方法制备得到的植酸离子液体在15%-45%水含量的实施例对铸铁均具有较好的防腐蚀效果。This experimental example adopts the cast iron sheet corrosion in GB/T 6144-2010 to carry out the corrosion resistance test, as shown in Figure 2, the embodiment of the phytic acid ionic liquid prepared by the method of the present invention has a water content of 15%-45% to cast iron. Good anti-corrosion effect.
并且,当植酸离子液体的含水量在10%~30%之间时,SRV摩擦实验结果得知10%-30%水含量实施例具有较好的抗磨损性能及较低的摩擦系数,超过30%水含量,磨损量陡增。And, when the water content of phytic acid ionic liquid is between 10%~30%, SRV friction test result shows that 10%-30% water content embodiment has better anti-wear property and lower friction coefficient, exceeds 30% water content, the amount of wear increases sharply.
最后应说明的是:以上实施例仅用以说明本发明的技术方案,而非对其限制;尽管参照前述实施例对本发明进行了详细的说明,本领域的普通技术人员应当理解:其依然可以对前述各实施例所记载的技术方案进行修改,或者对其中部分技术特征进行等同替换;而这些修改或者替换,并不使相应技术方案的本质脱离本发明各实施例技术方案的精神和范围。Finally, it should be noted that: the above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, those of ordinary skill in the art should understand that: it can still be Modifications are made to the technical solutions described in the foregoing embodiments, or equivalent replacements are made to some of the technical features; and these modifications or replacements do not make the essence of the corresponding technical solutions deviate from the spirit and scope of the technical solutions of the various embodiments of the present invention.
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CN103929962A (en) * | 2011-08-16 | 2014-07-16 | 巴斯夫欧洲公司 | Composition comprising active ingredient, oil and ionic liquid |
CN113121730A (en) * | 2019-12-31 | 2021-07-16 | 中国科学院宁波材料技术与工程研究所 | Flame retardant, preparation method thereof and flame-retardant composite material containing flame retardant |
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US20090029887A1 (en) * | 2007-07-24 | 2009-01-29 | Peter Schwab | Use of ionic liquids for the noncutting forming of metallic workpieces |
CN101358156A (en) * | 2007-08-03 | 2009-02-04 | 赢创戈尔德施米特有限公司 | Use of ionic liquid for lubrication of components in wind power generation equipment |
CN103929962A (en) * | 2011-08-16 | 2014-07-16 | 巴斯夫欧洲公司 | Composition comprising active ingredient, oil and ionic liquid |
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