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High shear reactor for glycerolysis—Interesterification palm stearin-olein blend: Reaction kinetics and physical properties 用于甘油分解-酯化棕榈硬脂-油脂混合物的高剪切反应器:反应动力学和物理性质
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-12-18 DOI: 10.1002/aocs.12803
Inasanti Pandan Wangi,  Supriyanto, Hary Sulistyo, Chusnul Hidayat

Structured lipids containing high monoacylglycerol (MAG) and diacylglycerol (DAG) (SLs-MDAG) were synthesized by chemical glycerolysis-interesterification using sodium metasilicate as the catalyst in High Shear Reactor (HSR). The objective of this research was to investigate the effect of temperature on the glycerolysis-interesterification kinetics at relatively low temperatures in an HSR and the physical product properties. The reaction was performed using immiscible and highly viscous reactants at various temperatures (80–120°C) and a mixing rate of 2000 rpm for 5 h. Results showed that the reaction rate constant exponentially increased as temperature increased. Triacylglycerol (TAG) conversion was 2.5 fold greater at 110 and 120°C compared to lower reaction temperatures (80 and 90°C). MAG and DAG increased by about 18.3% and 13.4%, respectively, as the reaction temperature increased from 80 to 120°C. The product's melting point, hardness, and color were also improved by increasing temperature. In summary, SLs-MDAG could be produced at a relatively low temperature (110°C) using HSR. The glycerolysis-interesterification kinetic displayed an exponential relationship, even though it did not precisely fit the Arrhenius model.

在高剪切反应器(HSR)中使用偏硅酸钠作为催化剂,通过化学甘油分解-酯化反应合成了含有高单酰甘油(MAG)和双酰甘油(DAG)的结构脂质(SLs-MDAG)。本研究旨在探讨温度对高剪切反应器中相对较低温度下甘油分解-酯化动力学以及产品物理性质的影响。在不同温度(80-120°C)和 2000 rpm 的搅拌速率下,使用不相溶的高粘度反应物进行了 5 小时的反应。结果表明,随着温度的升高,反应速率常数呈指数增长。与较低的反应温度(80 和 90°C)相比,110 和 120°C 下的三酰甘油 (TAG) 转化率高出 2.5 倍。当反应温度从 80°C 升至 120°C 时,MAG 和 DAG 分别增加了约 18.3% 和 13.4%。产品的熔点、硬度和颜色也随着温度的升高而改善。总之,使用 HSR 可以在相对较低的温度(110°C)下生产 SLs-MDAG。甘油分解-酯化动力学显示出指数关系,尽管它并不完全符合阿伦尼乌斯模型。
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引用次数: 0
Maintaining high-triglyceride content and reducing free fatty acids in distillers corn oil: A catalyst-free multivariate strategy 在蒸馏玉米油中保持高甘油三酯含量并减少游离脂肪酸:无催化剂多变量策略
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-12-13 DOI: 10.1002/aocs.12802
Emilia Monserrat Ortiz Villarruel, José Faustino Souza de Carvalho Filho, Marco Aurélio Suller Garcia, João Monnerat Araujo Ribeiro de Almeida, Donato Alexandre Gomes Aranda, Pedro Nothaft Romano

Distillers corn oil (DCO), a byproduct of corn ethanol production, offers an alternative glyceride source for biodiesel production. Nonetheless, its higher free fatty acids (FFA) content compared to other vegetable oils hampers its direct conversion into fatty acid methyl esters (FAME) due to soap formation, catalysts' activity decreasing, and emulsions generation (thus reducing FAME yield), which compromise the quality and stability of the biodiesel produced. Thus, pretreatment steps such as esterification may reduce the FFA to mitigate these issues. In this context, by utilizing glycerine, a solution emerges: esterifying these high-acidity oils to convert FFA into triglycerides (TAG) before transesterification. However, little is known about how integrated reaction conditions can affect the process in a catalyst-free system. Thus, our study was guided by a clear-cut objective: transforming DCO into a raw material ideally suited for biodiesel production, which involved a dramatic reduction in FFA content, reducing it from 18% to a mere 2% while preserving a high concentration of TAG. For that, we systematically employed a response surface methodology with a three-factorial central composite design to investigate the complex interactions among key parameters: temperature, vacuum pressure, and the glycerol/oil mass ratio. Elevated temperatures and a 2:1 glycerol/oil mass ratio were beneficial for FFA reduction, increased TAG content, and improved oil color. Interaction analysis identified synergistic temperature and vacuum pressure effects on FFA reduction, TAG production, and photometric color index reduction, revealing optimal conditions. Hence, the statistical model highlights DCO as a viable oil for future transesterification processes, laying the foundation for an eco-friendly and economically efficient biodiesel production network.

蒸馏玉米油(DCO)是玉米乙醇生产的副产品,为生物柴油生产提供了另一种甘油来源。然而,与其他植物油相比,其较高的游离脂肪酸(FFA)含量阻碍了其直接转化为脂肪酸甲酯(FAME),因为它会形成肥皂,催化剂活性降低,产生乳液(从而降低FAME收率),从而影响所生产生物柴油的质量和稳定性。因此,预处理步骤,如酯化可以减少FFA,以减轻这些问题。在这种情况下,通过利用甘油,出现了一种解决方案:在酯交换之前将这些高酸性油酯化,将FFA转化为甘油三酯(TAG)。然而,人们对综合反应条件如何影响无催化剂体系中的反应过程知之甚少。因此,我们的研究以一个明确的目标为指导:将DCO转化为一种非常适合生产生物柴油的原料,这涉及到FFA含量的大幅降低,从18%降至2%,同时保留高浓度的TAG。为此,我们系统地采用响应面方法和三因子中心复合设计来研究关键参数:温度、真空压力和甘油/油质量比之间的复杂相互作用。升高的温度和2:1的甘油/油质量比有利于减少FFA,增加TAG含量,改善油的颜色。相互作用分析确定了温度和真空压力对FFA还原、TAG生成和光度显色指数降低的协同影响,揭示了最佳条件。因此,统计模型强调DCO是未来酯交换过程中可行的油,为生态友好和经济高效的生物柴油生产网络奠定了基础。
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引用次数: 0
Characterization of inajá (Maximiliana maripa) pulp oil obtained by enzymatic extraction 通过酶提取法获得的伊纳雅(Maximiliana maripa)果肉油的特征
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-12-12 DOI: 10.1002/aocs.12795
Jézica Priscila Pereira da Silva, Antonio Manoel da Cruz Rodrigues, Luiza Helena Meller da Silva

Two methods for extraction of oil from inajá pulp were studied; an enzymatic extraction, which was evaluated using the central composite rotational design (CCRD) combined with the response surface methodology (RSM), and the conventional solvent extraction. The enzymatic extraction method had no significant effect (p > 0.05%) on the fatty acid profile of inajá oil, which was 45.7% monounsaturated, 10.8% polyunsaturated, and 43.6% saturated. Oleic, palmitic, linoleic, and myristic acids were the predominant fatty acids. The enzymatic extraction method interfered with the total phenolic compounds, which were lower (p < 0.05%) than the total phenolic compounds obtained in the inajá pulp oil extracted by solvent. On the other hand, the carotenoid content was higher in the inajá pulp oil obtained by the enzymatic extraction (p < 0.05%). The enzymatic extraction showed an efficiency equivalent to that of the solvent extraction, and resulted in an oil that contains superior nutritional properties. Green technologies, such as enzymatic extraction for the production of vegetable oils, can be used to replace conventional methods that use solvent, thereby reducing environmental impact and the operating cost of the process itself. In the enzymatic extraction, the oil is obtained without the need for a solvent separation step. Moreover, this method of extraction produces an aqueous fraction and a solid residue (defatted pulp), both of which can be used as by-products with potential for application in the food industry and, therefore, generate greater added value.

研究了两种提取稻浆油的方法;采用中心复合旋转设计(CCRD)结合响应面法(RSM)对酶提法和常规溶剂萃取法进行评价。酶提法对花生油的脂肪酸谱无显著影响(p > 0.05%),单不饱和脂肪酸为45.7%,多不饱和脂肪酸为10.8%,饱和脂肪酸为43.6%。油酸、棕榈酸、亚油酸和肉豆蔻酸是主要的脂肪酸。酶提法提取的总酚类化合物比溶剂提法提取的总酚类化合物含量低0.05%。另一方面,酶提法得到的inaj果肉油的类胡萝卜素含量较高(p < 0.05%)。酶萃取的效率与溶剂萃取的效率相当,得到的油含有优越的营养特性。绿色技术,如用于生产植物油的酶萃取,可以用来取代使用溶剂的传统方法,从而减少对环境的影响和过程本身的运营成本。在酶提法中,不需要溶剂分离步骤就可以得到油。此外,这种提取方法产生水馏分和固体残渣(脱脂纸浆),两者都可以作为副产品,在食品工业中具有应用潜力,因此产生更大的附加值。
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引用次数: 0
Special issue highlighting the 2023 AOCS Annual Meeting & Expo 2023 年亚洲光学学会年会暨博览会特刊
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-12-10 DOI: 10.1002/aocs.12798
Silvana Martini
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引用次数: 0
Phenolics of mustard seeds: A review on composition, processing effect and their bioactvities 芥菜籽的酚类物质:成分、加工效果及其生物活性综述
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-12-07 DOI: 10.1002/aocs.12783
Thu Nguyen, Ruchira Nandasiri, Olamide Fadairo, N. A. Michael Eskin

Mustard seeds have been used since ancient times contributing great economic value to global agriculture. Canada, one of the world's top producers, grows three main mustard varieties, white /yellow, (Brassica hirta/Sinapis alba), black (Brassica nigra) and Oriental (Brassica juncea). Besides their high protein and lipid content, mustard varieties are a rich source of phenolic compounds. This review will cover mustard seed components including lipids, glucosinolates, and sinapates. The latter are the main phenolic compounds in mustard and include sinapine, sinapic acid and its conversion to canolol. The important bioactivities associated with mustard phenolics, has led to efforts to improve the methods for their extraction. The use of green technology is crucial for producing these phenolics while minimizing any detrimental effects to the environment. The important antioxidant and anticancer activities of these phenolics will also be reviewed.

芥菜种子自古以来就被人们使用,为全球农业贡献了巨大的经济价值。加拿大是世界上最大的芥菜生产国之一,主要种植三个芥菜品种:白芥/黄芥(Brassica hirta/Sinapis alba)、黑芥(Brassica nigra)和东方芥(Brassica juncea)。除了蛋白质和脂质含量高之外,芥菜品种还是酚类化合物的丰富来源。本综述将介绍芥菜种子的成分,包括脂类、葡萄糖苷酸盐和苷酸盐。后者是芥菜中的主要酚类化合物,包括山奈苷、山奈酸及其向卡诺醇的转化。芥末酚类化合物具有重要的生物活性,这促使人们努力改进提取方法。使用绿色技术对于生产这些酚类物质,同时尽量减少对环境的有害影响至关重要。此外,还将回顾这些酚类物质的重要抗氧化和抗癌活性。
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引用次数: 0
Phase behaviors and nucleation effects of phytosterols and phytosterol esters in medium chain triglycerides 植物甾醇和植物甾醇酯在中链甘油三酯中的相行为和成核效应
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-11-28 DOI: 10.1002/aocs.12794
Shuai Zhou, Yue Sun, Yong Wang, Yuanrong Jiang

Free phytosterols (PS) and phytosterol esters (PSE) usually coexist in natural edible oils, which affect the crystallization behaviors of oil significantly. However, the phase behaviors of PS and PSE in oils and their roles on the crystallization behaviors of oil are still unclear. In this study, the isolation and dissolution behaviors of PS and PSE in medium chain triglyceride (MCT) were studied, and then their influences on the crystallization behaviors of MCT were clarified further. The results showed that when the mass ratio of PS:PSE was greater than 3:7 at the total amount of PS and PSE fixing 5 wt%, PS and PSE isolated to form a new crystal structure, which was different from PS spherical or PSE plate-like crystal structure, in MCT. The new PS/PSE crystal structure had a larger surface area, and its melting point was between PS and PSE. It also showed the synergistic ability to promote the crystallization nucleation of MCT. When the total content of PS and PSE was 1 wt%, and the mass ratio of PS:PSE was 5:5, the crystallization peak temperature of PS/PSE/MCT was 12°C higher than that of virgin MCT, 2.5°C higher than that of PSE/MCT, and 10.3°C higher than that of PS/MCT.

游离植物甾醇(PS)和植物甾醇酯(PSE)通常在天然食用油中共存,对油脂的结晶行为有显著影响。然而,PS和PSE在油中的相行为及其对油结晶行为的影响尚不清楚。本研究研究了PS和PSE在中链甘油三酯(MCT)中的分离和溶解行为,并进一步阐明了它们对MCT结晶行为的影响。结果表明,当PS:PSE的质量比大于3:7时,PS和PSE的总固定量为5 wt%时,PS和PSE在MCT中分离形成新的晶体结构,不同于PS球形或PSE片状晶体结构。新的PS/PSE晶体结构具有更大的表面积,熔点介于PS和PSE之间。并表现出促进MCT结晶成核的协同能力。当PS和PSE的总含量为1wt %, PS:PSE的质量比为5:5时,PS/PSE/MCT的结晶峰温度比未加工的MCT高12℃,比PSE/MCT高2.5℃,比PS/MCT高10.3℃。
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引用次数: 0
Effect of infrared roasting of perilla seeds on the content of bioactive components and antioxidant capacity in oil 紫苏籽红外焙烧对油中生物活性成分含量及抗氧化能力的影响
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-11-27 DOI: 10.1002/aocs.12793
Jianhua Huang, Yu Xu, Chuying Chen, Zhihua Song, Ming Chang, Xingguo Wang, Xiaosan Wang

The effects of different infrared roasting temperatures (120, 140, and 160°C) and time (0, 10, 15, and 20 min) on the oxidative stability and content of active components in perilla oil were investigated. Fatty acid is one of the active components in perilla oil. The findings demonstrated that infrared baking had little impact on the fatty acids in perilla seed oil. The oxidative stability of perilla oil increased with the rising temperature of the infrared heating process. Phenolic substances were used as main antioxidants of polar extracts from perilla seed oil. Oxidative stability of perilla seed oil was highest after 20 min of exposure to 140°C. Furthermore, the amount of phenolic compounds and the DPPH radical scavenging activity of perilla seed oil treated at 140°C for 20 min were significantly higher compared to other infrared treatments, while the amount of total tocopherol was significantly lower. These results indicated that the quality and characteristics of perilla seed oil could be effectively improved by pressing perilla seed after infrared pretreatment.

研究了紫苏油不同红外焙烧温度(120、140、160℃)和焙烧时间(0、10、15、20 min)对紫苏油氧化稳定性和活性成分含量的影响。脂肪酸是紫苏油的有效成分之一。结果表明,红外烘烤对紫苏籽油中脂肪酸含量影响不大。紫苏油的氧化稳定性随着红外加热温度的升高而提高。以紫苏籽油极性提取物中的酚类物质为主要抗氧化剂。紫苏籽油在140℃下氧化20 min后氧化稳定性最高。此外,紫苏籽油140℃处理20 min后,其酚类化合物含量和DPPH自由基清除能力显著高于其他红外处理,而总生育酚含量显著低于其他红外处理。结果表明,红外预处理后的紫苏籽压榨可有效改善紫苏籽油的品质和特性。
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引用次数: 0
Synthesis of lesquerella-based bisphosphonates lesquerella基双膦酸盐的合成
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-11-24 DOI: 10.1002/aocs.12760
Laurelee M. Boon, Sierra R. Bamert, Effrat L. Fayer, Chelsea L. Coley, Shannon M. Henry, Diana M. Cermak, Steven C. Cermak

Hydroxy fatty acids (HFAs) have found wide use in today's market, ranging from industrial materials to pharmaceuticals. Castor oil, which is obtained from castor seeds, has served as a primary source of the most common HFA, ricinoleic acid, but also contains several undesirable compounds which pose severe health risks, the most notable being ricin, an unusually stable, toxic protein. A promising HFA alternative is lesquerella oil, an oil obtained from seeds of the Lesquerella fendleri species. Lesquerella oil is mainly comprised of lesquerolic acid, an HFA that is structurally similar to ricinoleic acid, the only difference being that lesquerolic acid possesses two additional methylene groups on the carboxyl end of the molecule. In addition, the bisphosphonate moiety has been shown to display interesting biological activities, primarily as osteoporosis drugs and anti-cancer therapeutics. The synthesis of lesquerella-based bisphosphonates, both an unsaturated and saturated series, have been produced in high yields and high purity and are reported here.

羟基脂肪酸(hfa)在今天的市场上有广泛的用途,从工业材料到药品。从蓖麻籽中提取的蓖麻油是最常见的HFA蓖麻油酸的主要来源,但也含有几种对健康构成严重威胁的不良化合物,其中最显著的是蓖麻毒素,这是一种异常稳定的有毒蛋白质。一种很有前途的HFA替代品是lesquerella油,一种从lesquerella fendleri物种的种子中获得的油。lesquerolic acid lesquerolic acid lesquerolic oil lesquerolic油主要由lesquerolic酸组成,这是一种结构类似于蓖麻油酸的HFA,唯一的区别是lesquerolic酸在分子的羧基端具有两个额外的亚甲基。此外,双膦酸盐部分已显示出有趣的生物活性,主要作为骨质疏松症药物和抗癌药物。本文报道了以lesquerella为基础的不饱和系列和饱和系列双膦酸盐的高收率和高纯度合成。
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引用次数: 0
Discrimination of Turkish Gemlik virgin olive oils by growing regions and environmental conditions 土耳其Gemlik初榨橄榄油的种植区域和环境条件的歧视
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-11-23 DOI: 10.1002/aocs.12791
Turkan Mutlu Keceli, Fulya Harp Celik

Geographic origins together with environmental conditions (temperature, rainfall, humidity, altitude) during harvest, could alter the olive oil quality, nutritional value, and traceability. The impact of geographic region (Bursa PDO, Hatay, Mersin, and Izmir NPDO) and conditions at harvest years (2016 and 2017) on the quality and traceability of Gemlik virgin olive oils were investigated. Environmental conditions (high temperature and relative humidity, low rainfall) resulted in low quality due to increase in FFA, linoleic acid, PUFA, Δ7-stigmastenol, stigmasterol and total sterols in oils obtained from southeast (Hatay and Mersin) NPDO regions. Bursa PDO and Izmir NPDO Gemlik virgin olive oils were high in oleic acid, MUFA, hydroxtytyrsol, tyrosol, antioxidant activity and, ∆5-avenesterol and discriminated by 99% accuracy with discriminant analysis. PCA and DA can easily detect and distinguish differences in virgin olive oils quality and purity coming from different growing regions and subjected to inverse environmental conditions. Bursa PDO and Izmir NPDO growing regions have better conditions for Gemlik olives cultivation to obtain high quality and oxidative resistant Gemlik virgin olive oils.

地理来源和收获期间的环境条件(温度、降雨量、湿度、海拔)会改变橄榄油的质量、营养价值和可追溯性。研究了地理区域(布尔萨PDO、哈塔伊、梅尔辛和伊兹密尔NPDO)和收获年份(2016年和2017年)条件对Gemlik初榨橄榄油质量和可追溯性的影响。环境条件(高温和相对湿度,少降雨)导致东南(Hatay和Mersin) NPDO地区获得的油中FFA,亚油酸,PUFA, Δ7-stigmastenol,豆甾醇和总甾醇含量增加,导致质量下降。Bursa PDO和Izmir NPDO Gemlik初榨橄榄油含有较高的油酸、MUFA、羟基酪醇、酪醇、抗氧化活性和∆5- aven甾醇,判别分析的准确率为99%。PCA和DA可以很容易地检测和区分不同产区和不同环境条件下初榨橄榄油质量和纯度的差异。布尔萨PDO和伊兹密尔NPDO产区有较好的条件种植Gemlik橄榄,以获得高品质和抗氧化的Gemlik初榨橄榄油。
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引用次数: 0
Evaluation of a high oleic soybean oil variety in lubricant and biodiesel applications 一种高含油大豆油在润滑油和生物柴油中的应用评价
IF 2 4区 农林科学 Q2 Chemical Engineering Pub Date : 2023-11-22 DOI: 10.1002/aocs.12788
DeMichael D. Winfield, Steven C. Cermak, Roque L. Evangelista, Bryan R. Moser, Justin McKinney, Vince Pantalone

Soybean oil is an abundant commodity crop that has garnered attention for its use as a feedstock for sustainable materials. Soybean oil is high in polyunsaturated fatty acid content, which can promote undesirable properties in biodiesel and lubricant applications. In this work, we characterized the fatty acid composition of commercial soybean oil along with two other soybean oil varieties, Ellis and TN18-4110. Ellis and commercial soybean oils had similar fatty acid compositions, while TN18-4110 was enriched in the monounsaturated oleic acid. Biodiesel and estolides were prepared from the three varieties and the relevant physical properties were measured. In comparison to commercial soybean diesel, both Ellis and TN18-4110 exhibited unique advantages. As estolide-based lubricants, all three varieties had advantageous cold flow properties, but TN18-4110 also possessed excellent oxidative stability and lower viscosity. The physical properties and structural property relationships of the biodiesel and estolides are discussed.

豆油是一种丰富的商品作物,作为可持续材料的原料已引起人们的关注。大豆油中多不饱和脂肪酸含量高,可促进生物柴油和润滑油的不良性能。在这项工作中,我们对商品大豆油以及另外两个大豆油品种Ellis和TN18-4110的脂肪酸组成进行了表征。Ellis和商业大豆油具有相似的脂肪酸组成,而TN18-4110富含单不饱和油酸。以这三个品种为原料制备了生物柴油和油脂,并测定了相关的物理性质。与商品大豆柴油相比,Ellis和TN18-4110都表现出独特的优势。作为estolide基润滑剂,这三个品种都具有良好的冷流动性能,但TN18-4110还具有优异的氧化稳定性和较低的粘度。讨论了生物柴油与油脂的物理性质和结构性质关系。
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引用次数: 0
期刊
Journal of the American Oil Chemists Society
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