Photoinduced transposed Paternò-Büchi reaction for effective synthesis of high-performance jet fuel  

作　　者：Jinxiu Hu Xianlong Liu Yi Liu Kang Xue Chengxiang Shi Xiangwen Zhang Li Wang Ji-Jun Zou Lun Pan 

机构地区：[1]Key Laboratory for Green Chemical Technology of the Ministry of Education,School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072,China [2]Haihe Laboratory of Sustainable Chemical Transformations,Tianjin 300192,China [3]Zhejiang Institute of Tianjin University,Ningbo 315201,China [4]Collaborative Innovative Center of Chemical Science and Engineering(Tianjin),Tianjin 300072,China

出　　处：《Chinese Journal of Chemical Engineering》2024年第3期39-48,共10页中国化学工程学报（英文版）

基　　金：support from National Key Research and Development Program of China(2021YFC2103704);the National Natural Science Foundation of China(22222808,21978200);the Haihe Laboratory of Sustainable Chemical Transformations.

摘　　要：High-energy-density fuels are important for volume-limited aerospace vehicles,but the increase in fuel energy density always leads to poor cryogenic performance.Herein,we investigated the transposed Paternò-Büchi reaction of biomass cyclic ketone and cyclic alkene to synthesize a new kind of alkyl-substituted polycyclic hydrocarbon fuel with high energy density and good cryogenic performance.The triplet-energy-quenching results and phosphorescent emission spectra reveal the sensitization mechanism of the reaction,including photosensitizer excitation,triplettriplet energy transfer,cyclization,and relaxation,and the possible reaction path was revealed by the density functional theory(DFT)calculations.The reaction conditions of photosensitizer type and addition,molar ratio of substrates,reaction temperature,and incident light intensity were optimized,with the target product yield achieving 65.5%.Moreover,the reaction dynamics of the reaction rate versus the light intensity are established.After the hydrogenation-deoxygenation reaction,three fuels with a high density of 0.864-0.938 g·ml^(-1) and a low freezing point of<-55℃ are obtained.This work provides a benign and effective approach to synthesize high-performance fuels.

关 键 词：High-energy-density fuel Transposed Patern-oeBüchi reaction Kinetics BIOENERGY PHOTOCHEMISTRY 

分 类 号：TQ517[化学工程]