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采用双多相催化剂体系对芳樟醇进行无溶剂脱水、环化和氢化反应,以生成高性能可持续航空燃料。

Solvent-free dehydration, cyclization, and hydrogenation of linalool with a dual heterogeneous catalyst system to generate a high-performance sustainable aviation fuel.

作者信息

Keller C Luke, Doppalapudi Karan R, Woodroffe Josanne-Dee, Harvey Benjamin G

机构信息

Research Department, Chemistry Division, US NAVY, NAWCWD, China Lake, CA, 93555, USA.

出版信息

Commun Chem. 2022 Sep 27;5(1):113. doi: 10.1038/s42004-022-00725-0.

DOI:10.1038/s42004-022-00725-0
PMID:36697844
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9814387/
Abstract

The development of efficient catalytic methods for the synthesis of bio-based, full-performance jet fuels is critical for limiting the impacts of climate change while enabling a thriving modern society. To help address this need, here, linalool, a terpene alcohol that can be produced via fermentation of biomass sugars, was dehydrated, cyclized, and hydrogenated in a one-pot reaction under moderate reaction conditions. This sequence produced a biosynthetic fuel mixture primarily composed of 1-methyl-4-isopropylcyclohexane (p-menthane) and 2,6-dimethyloctane (DMO). The reaction was promoted by a catalyst composed of commercial Amberlyst-15, H form, and 10% Pd/C. Two other terpenoid substrates (1,8-cineole and 1,4-cineole) were subjected to the same conditions and excellent conversion to high purity p-menthane was observed. The fuel mixture derived from linalool exhibits a 1.7% higher gravimetric heat of combustion and 66% lower kinematic viscosity at -20 °C compared to the limits for conventional jet fuel. These properties suggest that isomerized hydrogenated linalool (IHL) can be blended with conventional jet fuel or synthetic paraffinic kerosenes to deliver high-performance sustainable aviation fuels for commercial and military applications.

摘要

开发高效的催化方法来合成生物基、全性能喷气燃料对于限制气候变化的影响同时实现繁荣的现代社会至关重要。为满足这一需求,本文中,芳樟醇(一种可通过生物质糖发酵生产的萜烯醇)在温和反应条件下于一锅反应中进行脱水、环化和氢化。该反应序列产生了一种主要由1-甲基-4-异丙基环己烷(对薄荷烷)和2,6-二甲基辛烷(DMO)组成的生物合成燃料混合物。该反应由由市售H型Amberlyst-15和10% Pd/C组成的催化剂促进。另外两种萜类底物(1,8-桉叶素和1,4-桉叶素)在相同条件下进行反应,观察到它们能很好地转化为高纯度的对薄荷烷。与传统喷气燃料的限值相比,由芳樟醇衍生的燃料混合物在燃烧热上高出1.7%,在-20°C下运动粘度低66%。这些特性表明,异构化氢化芳樟醇(IHL)可与传统喷气燃料或合成石蜡基煤油混合,以提供用于商业和军事应用的高性能可持续航空燃料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/e14da31cb1ec/42004_2022_725_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/51358eef5d24/42004_2022_725_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/6dd23fc89388/42004_2022_725_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/ed80d7c460cf/42004_2022_725_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/96bf36ac744e/42004_2022_725_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/ded5699ed6d6/42004_2022_725_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/314eb9c39823/42004_2022_725_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/e14da31cb1ec/42004_2022_725_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/51358eef5d24/42004_2022_725_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/6dd23fc89388/42004_2022_725_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/ed80d7c460cf/42004_2022_725_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/96bf36ac744e/42004_2022_725_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/ded5699ed6d6/42004_2022_725_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/314eb9c39823/42004_2022_725_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2c7/9814387/e14da31cb1ec/42004_2022_725_Fig7_HTML.jpg

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