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Characterizing the Potential for Sustainable Azelaic Acid Production from High-Oleic Vegetable Oil Using Two-Step Oxidative Cleavage

壬二酸 化学 油酸 有机化学 植物油 Sharpless不对称二羟基化 制浆造纸工业 氧化磷酸化 食品科学 原材料 亚油酸 抗氧化剂 植物油精炼 臭氧分解
作者
Lavanya P. Kudli,Yoel R. Cortés-Peña,Sarang S. Bhagwat,Jeremy S. Guest
出处
期刊:ACS ES&T engineering [American Chemical Society]
卷期号:6 (1): 391-403
标识
DOI:10.1021/acsestengg.5c00853
摘要

Azelaic acid is a renewable monomer conventionally produced via the energy-intensive ozonolysis of oleic acid. Recent advancements have enabled the use of high-oleic vegetable oils (rather than tallow-derived oleic acid) and replaced ozonolysis with two-step oxidative cleavage using hydrogen and oxygen. Although this shift would improve process safety, the financial viability and environmental implications remain uncertain. In this study, we characterized the sustainability of azelaic acid production from high-oleic vegetable oil using two-step oxidative cleavage. Process design, simulation, technoeconomic analysis (TEA), and life cycle assessment (LCA) were executed under uncertainty using BioSTEAM. The modeled system produces azelaic acid at a market-competitive minimum selling price (MSP) of 8.32 [4.93-13.34] $ kg-1 (median 5th-95th percentiles), below the minimum estimated market price of 9.93 $ kg-1. Further, it has the potential to approach carbon neutrality (0.0 [-5.5 to 5.6] kg of CO2-eq kg-1) under displacement allocation. Improvements to dihydroxylation (86 to 99%) and oxidative cleavage conversions (93 to 99%) would reduce MSP to $5.24 kg-1 and carbon intensity to -1.90 kg of CO2-eq kg-1 (displacement). Additionally, increasing the feedstock triolein content (75 to 85%) lowers MSP by $0.82 kg-1. Overall, this research demonstrates the potential for financially viable production of azelaic acid from vegetable oils and the utility of agile TEA/LCA.
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