Geometric and Positional Isomer Effects on Ignition Behavior of Cycloalkanes: Implications for Sustainable Aviation Fuels

IF 5.3 3区工程技术 Q2 ENERGY & FUELS

Energy & Fuels Pub Date : 2025-09-16 DOI:10.1021/acs.energyfuels.5c03856

Zhibin Yang*, , , Conor Faulhaber, , , Randall Boehm, , and , Joshua Heyne,

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Abstract

This study investigates the ignition behavior of six dimethylcyclohexane (DMCH) isomers and cis-/trans-decalin, focusing on the effects of molecular geometry and substitution patterns. Ignition delay and derived cetane number (DCN) were measured using a CFR ignition quality tester under ASTM D6890 conditions. Among the DMCH isomers, cis-1,3-DMCH exhibited the highest reactivity (DCN = 37.4), while cis-1,2-DMCH showed the lowest (DCN = 21.8). The most significant stereochemical effect was observed between cis- and trans-1,3-DMCH, with a 12-unit DCN difference. Temperature- and pressure-dependent tests of decalin isomers revealed that cis-decalin consistently ignited faster and exhibited stronger pressure sensitivity, supporting a mechanistic interpretation based on 1,5- versus 1,6-H shift pathways. Additionally, the impact of trace polar degradation products on ignition delay (ID) was assessed, revealing significant ID reduction in trans isomers after storage. These findings highlight the need to consider geometric isomerism in kinetic modeling, sustainable aviation fuel formulation, and surrogate design, particularly for fuels rich in cycloalkanes.

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几何和位置异构体对环烷烃点火行为的影响：对可持续航空燃料的影响

本文研究了六种二甲基环己烷（DMCH）异构体和顺式/反式十烷的点火行为，重点研究了分子几何形状和取代模式的影响。在ASTM D6890条件下，采用CFR点火质量测试仪测量了点火延迟和衍生十六烷数（DCN）。DMCH同分异构体中，顺式1,3-DMCH反应活性最高（DCN = 37.4），顺式1,2-DMCH反应活性最低（DCN = 21.8）。在顺式和反式-1,3- dmch之间观察到最显著的立体化学效应，DCN相差12个单位。温度和压力依赖性测试显示，顺式十氢化萘的点燃速度更快，压力敏感性更强，这支持了基于1,5-与1,6- h位移途径的机制解释。此外，还评估了微量极性降解产物对点火延迟（ID）的影响，揭示了储存后反式异构体的点火延迟显著降低。这些发现强调了在动力学建模、可持续航空燃料配方和替代设计中考虑几何异构的必要性，特别是对于富含环烷烃的燃料。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Energy & Fuels 工程技术-工程：化工

CiteScore

9.20

自引率

13.20%

发文量

1101

审稿时长

2.1 months

期刊介绍： Energy & Fuels publishes reports of research in the technical area defined by the intersection of the disciplines of chemistry and chemical engineering and the application domain of non-nuclear energy and fuels. This includes research directed at the formation of, exploration for, and production of fossil fuels and biomass; the properties and structure or molecular composition of both raw fuels and refined products; the chemistry involved in the processing and utilization of fuels; fuel cells and their applications; and the analytical and instrumental techniques used in investigations of the foregoing areas.