E-factor

E 因子
  • 文章类型: Journal Article
    在不断升级的环境问题的推动下,合成化学迫切需要一场绿色革命。绿色化学,专注于低环境影响化学品和最大限度地减少废物产生,成为应对这一挑战的强大工具。电子因子等指标通过量化获得目标产品产生的废物来指导化学过程的环保策略的设计,从而使干预措施最小化。酞菁(Pcs),具有特殊物理和化学性质的多功能分子,拥有巨大的技术应用潜力。这篇综述旨在通过收集文献中记录的环境可持续合成的主要例子来弥合绿色化学与酞菁合成之间的差距。选择它们的E因子的计算提供了对整体评估合成过程的重要性的见解。这种方法可以更好地评估酞菁合成过程的实际可持续性,并指出可能的改进策略。
    Driven by escalating environmental concerns, synthetic chemistry faces an urgent need for a green revolution. Green chemistry, with its focus on low environmental impacting chemicals and minimized waste production, emerges as a powerful tool in addressing this challenge. Metrics such as the E-factor guide the design of environmentally friendly strategies for chemical processes by quantifying the waste generated in obtaining target products, thus enabling interventions to minimize it. Phthalocyanines (Pcs), versatile molecules with exceptional physical and chemical properties, hold immense potential for technological applications. This review aims to bridge the gap between green chemistry and phthalocyanine synthesis by collecting the main examples of environmentally sustainable syntheses documented in the literature. The calculation of the E-factor of a selection of them provides insights on how crucial it is to evaluate a synthetic process in its entirety. This approach allows for a better evaluation of the actual sustainability of the phthalocyanine synthetic process and indicates possible strategies to improve it.
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  • 文章类型: Journal Article
    通过在室温下使用少量廉价的固体碳酸钾作为催化剂使纤维素与琥珀酸酐(SA)在二甲基亚砜中反应,成功地获得具有0.78至2.77范围内的取代度(DSs)的纤维素琥珀酸酯(CS)。有趣的是,具有较高DS值的CS是用比以前报道的更少量的催化剂获得的。此外,可以通过调整反应时间和纤维素/SA的质量比来控制DS。C-6、C-2和C-3位上的羟基是主要的酯化位置。在这个过程中,大多数原材料要么掺入产品中,要么可回收。E因子,这反映了给定过程的可持续性,被证明通过回收原材料减少了93%。
    Cellulose succinates (CSs) having degrees of substitution (DSs) ranging from 0.78 to 2.77 were successfully obtained by reacting cellulose with succinic anhydride (SA) in dimethyl sulfoxide at room temperature using a small amount of inexpensive solid potassium carbonate as a catalyst. Interestingly, CSs with higher DS values were obtained with a much smaller amount of catalyst than previously reported. Moreover, it is possible to control the DS by tailoring the reaction time and mass ratio of cellulose/SA. The hydroxyl groups at the C-6, C-2, and C-3 positions were the main esterification positions. In this process, most of the raw materials are either incorporated into the product or are recoverable. The E-factor, which reflects the sustainability of a given process, was demonstrated to be reduced by 93% by recovering the raw materials.
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  • 文章类型: Journal Article
    来自纸张的纤维素总量,木头,食物,欧盟每年产生的其他人类活动废物约为9亿吨。这种资源代表了生产可再生化学品和能源的巨大机会。本文报告,在文学中前所未有的,四种不同的城市垃圾的使用,如烟头,卫生裤尿布,报纸,和大豆皮作为纤维素字体,以生产有价值的工业中间体,如乙酰丙酸(LA),5-乙酰氧基甲基-2-糠醛(AMF),5-(羟甲基)糠醛(HMF),还有糠醛.该过程是通过使用布朗斯台德和路易斯酸催化剂如CH3COOH(2.5-5.7M)对纤维素废物进行水热处理来完成的。H3PO4(15%),和Sc(OTf)3(20%w:w),从而获得HMF(22%),AMF(38%),洛杉矶(25-46%),和糠醛(22%)具有良好的选择性,并且在相对温和的条件下(T=200°C,时间=2小时)。这些最终产品可用于多个化学领域,例如,作为溶剂,燃料,并作为单体前体的新材料。通过FTIR和LCSM分析完成基质的表征,证明形态对反应性的影响。低e-factor值和容易扩大使这个协议适用于工业应用。
    The total amount of cellulose from paper, wood, food, and other human activity waste produced in the EU is in the order of 900 million tons per year. This resource represents a sizable opportunity to produce renewable chemicals and energy. This paper reports, unprecedently in the literature, the usage of four different urban wastes such as cigarette butts, sanitary pant diapers, newspapers, and soybean peels as cellulose fonts to produce valuable industrial intermediates such as levulinic acid (LA), 5-acetoxymethyl-2-furaldehyde (AMF), 5-(hydroxymethyl)furfural (HMF), and furfural. The process is accomplished by the hydrothermal treatment of cellulosic waste using both Brønsted and Lewis acid catalysts such as CH3COOH (2.5-5.7 M), H3PO4 (15%), and Sc(OTf)3 (20% w:w), thus obtaining HMF (22%), AMF (38%), LA (25-46%), and furfural (22%) with good selectivity and under relatively mild conditions (T = 200 °C, time = 2 h). These final products can be employed in several chemical sectors, for example, as solvents, fuels, and for new materials as a monomer precursor. The characterization of matrices was accomplished by FTIR and LCSM analyses, demonstrating the influence of morphology on reactivity. The low e-factor values and the easy scale up render this protocol suitable for industrial applications.
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  • 文章类型: Journal Article
    减少溶剂的使用是绿色化学的重要目标。使用由分散在水(被认为是绿色溶剂)中的两亲分子自组装的胶束促进了有机化合物的反应。当在胶束中进行反应时,疏水效应可以大大加快表观反应速率,以及增强选择性。这里,我们回顾了胶束反应介质及其在可持续化学生产中的潜在作用。这篇综述的重点是工程两亲体系在反应中的应用(表面活性离子液体,设计师表面活性剂,和嵌段共聚物)作为反应介质。胶束是使用水作为本体溶剂进行大量有机化学的通用平台。建立在这个基础上,已开发出将几个反应步骤结合在一个锅中的合成序列。伸缩多个反应可以通过限制溶剂的体积来减少溶剂浪费,以及消除净化过程。因此,特别是,我们回顾了使用胶束反应介质实现的“一锅”多步反应的最新进展,这些反应在药物化学和农业化学中具有潜在的应用。还讨论了胶束反应介质中的光催化反应。除了使用胶束,我们强调的过程(步骤分离产品和重复使用的催化剂)。
    Reducing the use of solvents is an important aim of green chemistry. Using micelles self-assembled from amphiphilic molecules dispersed in water (considered a green solvent) has facilitated reactions of organic compounds. When performing reactions in micelles, the hydrophobic effect can considerably accelerate apparent reaction rates, as well as enhance selectivity. Here, we review micellar reaction media and their potential role in sustainable chemical production. The focus of this review is applications of engineered amphiphilic systems for reactions (surface-active ionic liquids, designer surfactants, and block copolymers) as reaction media. Micelles are a versatile platform for performing a large array of organic chemistries using water as the bulk solvent. Building on this foundation, synthetic sequences combining several reaction steps in one pot have been developed. Telescoping multiple reactions can reduce solvent waste by limiting the volume of solvents, as well as eliminating purification processes. Thus, in particular, we review recent advances in \"one-pot\" multistep reactions achieved using micellar reaction media with potential applications in medicinal chemistry and agrochemistry. Photocatalyzed reactions in micellar reaction media are also discussed. In addition to the use of micelles, we emphasize the process (steps to isolate the product and reuse the catalyst).
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  • 文章类型: Journal Article
    用于生产活性药物成分(API)的环境友好和可持续的过程越来越受到关注。具有酶级联的生物催化合成路线支持许多陈述的绿色生产原则,例如,减少对溶剂的需求或酶的生物降解性。多酶反应具有更多的优势,例如平衡向产物侧移动,没有中间隔离,在一个反应罐中合成复杂分子。尽管有有趣的好处,到目前为止,只有少数酶级联被应用于制药行业。然而,几个新的酶级联目前正在开发的研究,可能是非常重要的制药工业。这里,我们介绍了接近工业应用的API合成的多酶反应。它们的性能可比或超过其化学同行。本文还介绍了一些仍在开发中的酶级联。对一些示例级联进行了经济和生态方面的考虑,以评估其环境友好性和适用性。
    Environmentally friendly and sustainable processes for the production of active pharmaceutical ingredients (APIs) gain increasing attention. Biocatalytic synthesis routes with enzyme cascades support many stated green production principles, for example, the reduced need for solvents or the biodegradability of enzymes. Multi-enzyme reactions have even more advantages such as the shift of the equilibrium towards the product side, no intermediate isolation, and the synthesis of complex molecules in one reaction pot. Despite the intriguing benefits, only a few enzyme cascades have been applied in the pharmaceutical industry so far. However, several new enzyme cascades are currently being developed in research that could be of great importance to the pharmaceutical industry. Here, we present multi-enzymatic reactions for API synthesis that are close to an industrial application. Their performances are comparable or exceed their chemical counterparts. A few enzyme cascades that are still in development are also introduced in this review. Economic and ecological considerations are made for some example cascades to assess their environmental friendliness and applicability.
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  • 文章类型: Journal Article
    Metalloporphyrins are involved in many and diverse applications that require the preparation of these compounds in an efficient manner, which nowadays, also involves taking into consideration sustainability issues. In this context, we use ball milling mechanochemistry and sonochemistry for the rational development of synthetic strategies for the sustainable preparation of metalloporphyrins. Zinc, copper, cobalt and palladium complexes of hydrophobic porphyrins were obtained in high yields and under mechanical action with a moderate excess of the metal salt, without any solvent or additive. Sonochemistry prove to be a good alternative for the preparation of metal complexes of water-soluble porphyrins in good yields and short reaction times. Both strategies have good sustainability scores, close to the ideal values, which is useful in comparing and helping to choose the more adequate method.
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  • 文章类型: Journal Article
    Nanotechnology is one of the most relevant scientific areas today due to its multiple applications in fields such as medicine, environmental remediation, information technology and energy conversion. This importance has led to the need to advance in the development of environmentally sustainable and safe nanomaterials by incorporating the principles of green chemistry during their synthesis and in their applications. However, this qualitative framework of thought does not offer minimum criteria for the use of the term \"green\", and therefore, this adjective is commonly used to refer to bio-based or nanotechnological processes without taking into account their net ecological impact. In this context, environmental sustainability metrics can be applied to nanotechnology to compare, optimize and quantify the environmental sustainability of synthesis procedures. This review provides an overview of green chemistry and its application in nanotechnology, but also an analysis of the use of green chemistry principles in the development of bio-based nanobiotechnology and nanosynthesis, with special emphasis on the use of sustainability\'s metrics for the quantitative analysis of nanomaterial synthesis protocols. These include: Atom Economy, E-factor, Process Mass Intensity, Energy Intensity, and Life Cycle Analysis.
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  • 文章类型: Journal Article
    The recent progress in the manufacturing of new functional cellulose-derived materials shows that the renewable side of these materials does not ensure sustainable development. In contrast, reaction/process design and waste minimization play a key role here. Herein, reactive extrusion was used as a fast method for cellulose transesterification with vinyl laurate in 1-ethyl-3-methylimidazolium acetate (EmimOAc)/DMSO system. It was demonstrated that cellulose laurate can be synthesized with high reaction efficiency (91 %). The low amount of solvent during the process provides high cellulose concentration (20 wt%) mild chemical modification within minutes and without any depolymerization. Temperature has a significant influence on the reaction kinetics. To examine the sustainability of the process E-factor was employed. Processing properties of obtained cellulose laurates were investigated. Samples with DS of 2.5 and higher can be easily extruded showing low melt viscosity. EmimOAc was recovered and reused for subsequent cellulose transesterification exhibiting high catalytic activity.
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  • 文章类型: Journal Article
    Highly selective direct monofluorination of indoles and arenes was developed through an approach that allows site-specific solubility of substrate and fluorine source in the micelle. This approach was highly selective for a broad range of substrates with excellent functional group tolerance. Differences in binding constant and solubility of indoles and arenes in the micelle allowed the fine-tuning of selectivity. Control experiments suggested a radical pathway and provided insight into the role of micelles of the environmentally benign amphiphile PS-750-M. Dynamic light scattering experiments strongly indicated the site-specific solubility of the substrate and fluorine source. The methodology was successfully adapted to gram scale, and the E-factor established from a recycle study indicated that the process is environmentally responsible and sustainable.
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  • 文章类型: Journal Article
    在这里,我们的团队探索了一个有前途的合成路线,该路线使用羟烷基铵离子液体通过一锅融合3-甲基-1-苯基-1H-吡唑-5-胺,不同的杂环醛和1,3-环二酮。通过Domino-Knoevenagel缩合和Michael加成然后环化获得目标化合物。反应转化涉及两个CC的形成和一个CN键的形成。在环境友好的反应条件下,选择性地将本工作的观点应用于官能化的吡唑二氢吡啶核心,排除了其他潜在的平行反应。本协议显示了低E因子等特征,离子液体在反应转化过程中的两亲行为,按比例放大到多gram尺度,离子液体的可重用性,温和的反应条件,产生水作为副产品。评价所有新衍生的化合物的体外生物活性。在初步的生物研究化合物,4c对革兰氏阴性菌显示出比标准药物氨苄青霉素更好的效力(E.大肠杆菌);化合物4i对铜绿假单胞菌表现出突出的活性,远远优于氨苄西林,氯霉素,还有环丙沙星.发现化合物4m对白色念珠菌更有效,比灰黄霉素更多,与制霉菌素等效,在初步的抗结核筛查中,化合物4o比利福平表现出更高的效力。发现值得注意的化合物4f和4i在抗增殖筛选中最具活性。
    Herein our team explored a promising synthetic trail to Functionalized pyrazolodihydropyridine core using hydroxyl alkyl ammonium ionic liquid via one-pot fusion of 3-methyl-1-phenyl-1H-pyrazole-5-amine, different heterocyclic aldehydes and 1, 3-Cyclic diones. The aimed compounds were obtained by Domino-Knoevenagel condensation and Michael addition followed by cyclization. The reaction transformation involves the formation of two CC and one CN bond formation. The perspective of the present work is selectively approached to Functionalized pyrazolodihydropyridine core excluding other potential parallel reactions under environmentally benign reaction condition. The present protocol show features such as the low E-factor, ambiphilic behavior of ionic liquid during reaction transformation, scale-up to a multigram scale, reusability of the ionic liquid, mild reaction condition, and produce water as a byproduct. All newly derived compounds were evaluated for their in vitro biological activities. In preliminary biological studies compound, 4c showed better potency than the standard drug ampicillin against Gram-negative bacteria (E. coli); the compound 4i exhibited outstanding activity against S. aeruginosa which is far better than ampicillin, chloramphenicol, and ciprofloxacin. The compound 4m was found more potent against C. albicans, than that of griseofulvin and show equipotency to nystatin whereas, in preliminary antitubercular screening, compound 4o was exhibited more potency than rifampicin. Noteworthy compounds 4f and 4i were found most active in antiproliferative screening.
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