One-step synthesis of caged hydrocarbon fuel via photoinduced intramolecular cycloaddition of 5-vinyl-2-norbornene

IF 3.7 3区工程技术 Q2 ENGINEERING, CHEMICAL

Chinese Journal of Chemical Engineering Pub Date : 2025-04-01 DOI:10.1016/j.cjche.2025.02.005

Zhengyang Liu , Xianlong Liu , Shuang Ma , Xiaolei Guo , Minhua Ai , Chengxiang Shi , Zhenfeng Huang , Xiangwen Zhang , Jijun Zou , Lun Pan

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引用次数: 0

Abstract

Photocycloaddition affords opportunities to engage in advanced fuels with high-strained cyclobutyl-containing structures. Herein, the one-step route for the synthesis of high-energy-density caged fuel, tetracyclo [4.2.1.0^2,5.0^3,7]nonane (TCN) with high-strained four-membered structure, has been developed via photosensitized [2 + 2] cycloaddition of 5-vinyl-2-norbornene (VNB). The reaction conditions are optimized to obtain a high conversion of VNB of 91.9%. The triplet quenching and Stern-Volmer quenching studies indicate that [2 + 2] photocycloaddition follows the triplet-triplet energy transfer process, and a kinetic model is expressed as a reaction rate equation correlated with the incident light flux. Importantly, the obtained TCN shows a high density of 1.003 g·cm⁻³ and volumetric net heat of combustion of 42.31 MJ·L⁻¹, which can serve as an excellent high-energy additive for blending with liquid fuels.

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来源期刊

Chinese Journal of Chemical Engineering 工程技术-工程：化工

CiteScore

6.60

自引率

5.30%

发文量

4309

审稿时长

31 days

期刊介绍： The Chinese Journal of Chemical Engineering (Monthly, started in 1982) is the official journal of the Chemical Industry and Engineering Society of China and published by the Chemical Industry Press Co. Ltd. The aim of the journal is to develop the international exchange of scientific and technical information in the field of chemical engineering. It publishes original research papers that cover the major advancements and achievements in chemical engineering in China as well as some articles from overseas contributors. The topics of journal include chemical engineering, chemical technology, biochemical engineering, energy and environmental engineering and other relevant fields. Papers are published on the basis of their relevance to theoretical research, practical application or potential uses in the industry as Research Papers, Communications, Reviews and Perspectives. Prominent domestic and overseas chemical experts and scholars have been invited to form an International Advisory Board and the Editorial Committee. It enjoys recognition among Chinese academia and industry as a reliable source of information of what is going on in chemical engineering research, both domestic and abroad.