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通过固相裂解制备癸二酸的无稀释剂绿色工艺

Green Process without Thinning Agents for Preparing Sebacic Acid via Solid-Phase Cleavage.

作者信息

Yu Siyuan, Cui Jianlan, Zhong Congshan, Meng Jian, Xue Tianyi

机构信息

School of Chemical Engineering and Technology and Software School, North University of China, Taiyuan 030051, Shanxi, China.

出版信息

ACS Omega. 2019 Apr 11;4(4):6697-6702. doi: 10.1021/acsomega.9b00577. eCollection 2019 Apr 30.

DOI:10.1021/acsomega.9b00577
PMID:31459796
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648932/
Abstract

A green and environmentally friendly route of no thinning agent was designed to prepare sebacic acid. Sodium ricinoleate was selected as the raw material to carry out solid-phase cleavage in a tubular furnace. The reaction parameters including catalyst, ratio of sodium ricinoleate/KOH, reaction time, reaction temperature, and absolute pressure were optimized to obtain a high yield of sebacic acid. A satisfactory yield (70.2%) of sebacic acid was received in the presence of 1% catalyst (FeO) by weight (w/w), with 5:4 (w/w) ratio of sodium ricinoleate/KOH at 543 K under the absolute pressure of 0.09 MPa in 60 min. Sebacic acid was identified by gas chromatography analysis, and the purity (98.1%) of the product was further assessed by its melting point (306.3 K). Alkaline enhancement generates a better cracking effect. The yield of sebacic acid can be improved by a certain absolute pressure as a result of avoiding oxidation of sodium ricinoleate as well as reducing the residence time of hydrogen.

摘要

设计了一种无稀释剂的绿色环保路线来制备癸二酸。选择蓖麻油酸钠作为原料,在管式炉中进行固相裂解。对催化剂、蓖麻油酸钠与氢氧化钾的比例、反应时间、反应温度和绝对压力等反应参数进行了优化,以获得高产率的癸二酸。在1%(重量比,w/w)的催化剂(FeO)存在下,蓖麻油酸钠与氢氧化钾的比例为5:4(w/w),在543K、绝对压力0.09MPa的条件下反应60分钟,癸二酸的产率达到了令人满意的70.2%。通过气相色谱分析对癸二酸进行了鉴定,并通过其熔点(306.3K)进一步评估了产物的纯度(98.1%)。碱性增强会产生更好的裂解效果。由于避免了蓖麻油酸钠的氧化以及减少了氢气的停留时间,一定的绝对压力可以提高癸二酸的产率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/4841c020d795/ao-2019-005776_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/d4f7c5edfd54/ao-2019-005776_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/4df001d6e0e4/ao-2019-005776_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/4841c020d795/ao-2019-005776_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/d4f7c5edfd54/ao-2019-005776_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/4df001d6e0e4/ao-2019-005776_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b31/6648932/4841c020d795/ao-2019-005776_0003.jpg

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本文引用的文献

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Castor Oil: Properties, Uses, and Optimization of Processing Parameters in Commercial Production.蓖麻油:商业生产中的特性、用途及加工参数优化
Lipid Insights. 2016 Sep 7;9:1-12. doi: 10.4137/LPI.S40233. eCollection 2016.
2
Reactions of carbinols in the presence of alkali: the scission of ricinoleic acid.甲醇在碱存在下的反应:蓖麻油酸的裂解
J Chem Soc. 1947 Jun:753-6. doi: 10.1039/jr9470000753.
3
Castor oil: a vital industrial raw material.蓖麻油:一种重要的工业原料。
Bioresour Technol. 2006 Jun;97(9):1086-91. doi: 10.1016/j.biortech.2005.03.028.