A. Rabeharitsara, Jaochim Raherimandimby, N. R. Randriana
{"title":"Trans-Esterification Between Citric Acid and Peanut Oil at Low pH and Ambient Temperature Catalyzed by Citric Acid and Sulfuric Acid Protonic Acid-H+","authors":"A. Rabeharitsara, Jaochim Raherimandimby, N. R. Randriana","doi":"10.11648/j.ajac.20200804.12","DOIUrl":null,"url":null,"abstract":"The reason of this manuscript was to study the trans-esterification between the peanut oil and alcohol of citric acid molecules at ambient temperature with low pH and peanut oil was in excess in comparison with citric acid using two types of protonic acid-H+ catalyst such as the unattached protonic acid-H+ of reagent citric acid molecules at pH=1.66 with citric acid catalyst-unattached protonic acid-H+/peanut oil-fatty acids ratio [mol./mol.%]=1.21% and the unattached protonic acid-H+ of sulfuric acid molecules at pH=-3.76 with sulfuric acid catalyst-unattached protonic acid-H+/peanut oil-fatty acids ratio [mol./mol.%]=1.05%. Thus, biodiesel has been synthesized and basically characterized. Also, citric acid conversions evolutions with reaction-time and evaluation of reacted and unreacted peanut oil fatty-acids evolutions with reaction-time has been done following a protocol which allowed the quantification of the unreacted citric acid molecules. In the same time, the used protonic acid-H+ catalysts were characterized by their activities and turnovers evolutions. All these results helped the comprehension of the very probable mechanisms of this trans-esterification catalyzed by these protonic acids-H+. Particularly, it was noticed that the initial catalysts’ activities and turnovers were all the time very important but decreased in a sizeable way from 1mn reaction-time until obtaining generally a yellow biodiesel after 60mn reaction-time. These results allowed to consider that at these previous experimental conditions, molecules steric size influenced the catalysts’ activities and turnovers; and the first step was composed not only by the trans-esterification reaction between citric acid’s alcohol organic function and peanut oil but also the dehydration of citric acid molecules to form the white citric acid monomer, it could be transformed to another great molecules like yellow citric acid monomer or to another more great molecules composed with new alkene-unsaturated organic function which concentration increased and/or decreased with reaction-time according to the protonic acid-H+ nature as molecules and influenced the color of biodiesel in this case yellow or imperial yellow. Indeed, it was noticed that even if all catalysts activities and turnovers decreased globally, the citric acid protonic acid-H+ catalyst became clearly more active than the sulfuric acid protonic acid-H+ catalyst with time certainly because of the decrease of its alkene -unsaturated organic function concentration with time and still confirmed the alkene-unsaturated organic function effects as efficient support for protonic acid-H+ catalyst mobility.","PeriodicalId":7605,"journal":{"name":"American Journal of Applied Chemistry","volume":"18 1","pages":"100"},"PeriodicalIF":0.0000,"publicationDate":"2020-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"American Journal of Applied Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.11648/j.ajac.20200804.12","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
The reason of this manuscript was to study the trans-esterification between the peanut oil and alcohol of citric acid molecules at ambient temperature with low pH and peanut oil was in excess in comparison with citric acid using two types of protonic acid-H+ catalyst such as the unattached protonic acid-H+ of reagent citric acid molecules at pH=1.66 with citric acid catalyst-unattached protonic acid-H+/peanut oil-fatty acids ratio [mol./mol.%]=1.21% and the unattached protonic acid-H+ of sulfuric acid molecules at pH=-3.76 with sulfuric acid catalyst-unattached protonic acid-H+/peanut oil-fatty acids ratio [mol./mol.%]=1.05%. Thus, biodiesel has been synthesized and basically characterized. Also, citric acid conversions evolutions with reaction-time and evaluation of reacted and unreacted peanut oil fatty-acids evolutions with reaction-time has been done following a protocol which allowed the quantification of the unreacted citric acid molecules. In the same time, the used protonic acid-H+ catalysts were characterized by their activities and turnovers evolutions. All these results helped the comprehension of the very probable mechanisms of this trans-esterification catalyzed by these protonic acids-H+. Particularly, it was noticed that the initial catalysts’ activities and turnovers were all the time very important but decreased in a sizeable way from 1mn reaction-time until obtaining generally a yellow biodiesel after 60mn reaction-time. These results allowed to consider that at these previous experimental conditions, molecules steric size influenced the catalysts’ activities and turnovers; and the first step was composed not only by the trans-esterification reaction between citric acid’s alcohol organic function and peanut oil but also the dehydration of citric acid molecules to form the white citric acid monomer, it could be transformed to another great molecules like yellow citric acid monomer or to another more great molecules composed with new alkene-unsaturated organic function which concentration increased and/or decreased with reaction-time according to the protonic acid-H+ nature as molecules and influenced the color of biodiesel in this case yellow or imperial yellow. Indeed, it was noticed that even if all catalysts activities and turnovers decreased globally, the citric acid protonic acid-H+ catalyst became clearly more active than the sulfuric acid protonic acid-H+ catalyst with time certainly because of the decrease of its alkene -unsaturated organic function concentration with time and still confirmed the alkene-unsaturated organic function effects as efficient support for protonic acid-H+ catalyst mobility.
这个手稿的原因是研究trans-esterification花生油和酒精之间的柠檬酸分子在环境温度低pH值和花生油超过与柠檬酸相比使用两种类型的质子的acid-H +催化剂如未婚质子的acid-H +试剂柠檬酸分子在pH = 1.66柠檬酸catalyst-unattached质子的acid-H + /花生oil-fatty酸比值(mol. / mol. %) = 1.21%,未婚质子的acid-H +的硫酸催化剂-未结合质子酸- h +/花生油-脂肪酸比[mol /mol.%]=1.05%。至此,生物柴油已经合成并基本表征。此外,柠檬酸的转化随反应时间的变化,以及反应和未反应花生油脂肪酸随反应时间的变化的评价也按照一种允许对未反应的柠檬酸分子进行定量的方案进行了。同时,对所用质子酸-氢+催化剂的活性和转化率进行了表征。这些结果有助于理解质子酸氢离子催化反式酯化反应的可能机理。特别值得注意的是,最初催化剂的活性和转化率一直非常重要,但从100万反应时间到6000万反应时间后获得黄色生物柴油,其下降幅度相当大。这些结果允许考虑在这些先前的实验条件下,分子的立体尺寸影响催化剂的活性和周转;第一步不仅由柠檬酸的醇性有机官能与花生油的反式酯化反应组成,还包括柠檬酸分子脱水生成白色柠檬酸单体。它可以转化为另一种大分子,如黄色柠檬酸单体,也可以转化为另一种大分子,由新的烯烃-不饱和有机功能组成,其浓度随反应时间的增加而增加或减少,根据质子酸- h +的性质作为分子,影响生物柴油的颜色,在这种情况下为黄色或皇黄。事实上,我们注意到,即使所有催化剂的活性和转化率都整体下降,随着时间的推移,柠檬酸质子酸- h +催化剂的活性明显高于硫酸质子酸- h +催化剂,这肯定是由于其烯烃-不饱和有机功能浓度随着时间的推移而降低,并且仍然证实了烯烃-不饱和有机功能效应是质子酸- h +催化剂迁移率的有效支持。