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杯芳烃抗氧剂在高密度碳氢燃料JP-10中的抗氧化性能研究

杨昱欣 雷全 陈鑫阳 戴怿童 方文军 郭永胜

杨昱欣, 雷全, 陈鑫阳, 戴怿童, 方文军, 郭永胜. 杯芳烃抗氧剂在高密度碳氢燃料JP-10中的抗氧化性能研究[J]. 燃料化学学报(中英文), 2024, 52(6): 873-882. doi: 10.19906/j.cnki.JFCT.2024002
引用本文: 杨昱欣, 雷全, 陈鑫阳, 戴怿童, 方文军, 郭永胜. 杯芳烃抗氧剂在高密度碳氢燃料JP-10中的抗氧化性能研究[J]. 燃料化学学报(中英文), 2024, 52(6): 873-882. doi: 10.19906/j.cnki.JFCT.2024002
YANG Yuxin, LEI Quan, CHEN Xinyang, DAI Yitong, FANG Wenjun, GUO Yongsheng. Study on the antioxidant property of calixarene in high density hydrocarbon fuel JP-10[J]. Journal of Fuel Chemistry and Technology, 2024, 52(6): 873-882. doi: 10.19906/j.cnki.JFCT.2024002
Citation: YANG Yuxin, LEI Quan, CHEN Xinyang, DAI Yitong, FANG Wenjun, GUO Yongsheng. Study on the antioxidant property of calixarene in high density hydrocarbon fuel JP-10[J]. Journal of Fuel Chemistry and Technology, 2024, 52(6): 873-882. doi: 10.19906/j.cnki.JFCT.2024002

杯芳烃抗氧剂在高密度碳氢燃料JP-10中的抗氧化性能研究

doi: 10.19906/j.cnki.JFCT.2024002
详细信息
    通讯作者:

    Tel: 13588839326 , E-mail: wjjw@zju.edu.cn

  • 中图分类号: O6

Study on the antioxidant property of calixarene in high density hydrocarbon fuel JP-10

  • 摘要: 高密度吸热型碳氢燃料在热、催化等作用下会与溶解氧发生氧化反应,导致使用性能降低,进而威胁飞行安全。杯芳烃在与常用的酚类抗氧剂分子结构相似的前提下,拥有更好的热稳定性,可以在苛刻的工作环境中对燃料起到抗氧化作用。本实验合成了具有油溶性的C-十一烷基间苯二酚杯[4]芳烃(C11-C[4]R),考察其在高密度碳氢燃料JP-10中的抗氧化性能,并与商用抗氧剂2,6-二叔丁基-4-甲基苯酚(BHT)、四[β-(3,5-二叔丁基-4-羟基苯基)丙酸]季戊四醇酯(L-1010)和β-(3,5-二叔丁基-4-羟基苯基)丙酸十八碳醇酯(L-1076)等的抗氧化效果进行对比。高压差示扫描量热仪(PDSC)评价结果显示,四种抗氧化剂的效果排序为:C11-C [4] R > BHT > L-1010 > L-1076。还采用静态釜加速氧化法研究了JP-10的氧化反应历程,提出了C11-C[4]R在JP-10中的抗氧化机理。
  • FIG. 3164.  FIG. 3164.

    FIG. 3164.  FIG. 3164.

    图  1  四种抗氧剂分子结构示意图

    Figure  1  Molecular structure diagram of four antioxidants

    图  2  静态加速氧化实验装置示意图

    Figure  2  Schematic diagram of oxidation experimental device

    图  3  C11-C[4]合成路径

    Figure  3  Synthesis pathway of C11-C[4]

    图  4  C11-C[4]R的1H NMR谱图

    Figure  4  1H NMR spectrum of C11-C[4]R

    图  5  四种受阻酚抗氧剂热稳定性对比

    Figure  5  Comparative study on thermal stability of four hindered phenol antioxidants

    图  6  JP-10氧化诱导时间以及氧化起始温度随抗氧剂添加量的变化

    Figure  6  The change trend of IP and OT of JP-10 with the addition of antioxidant

    图  7  四种受阻酚抗氧剂在JP-10中的氧化动力学拟合

    Figure  7  Oxidation kinetics fitting of four hindered phenol antioxidants in JP-10

    图  8  JP-10氧化残液离子流谱图

    Figure  8  Ion current spectrum of JP-10 oxidation residue

    图  9  JP-10氧化过程机理示意图

    Figure  9  Mechanism of JP-10 oxidation process

    图  10  静态釜加速氧化法下四种抗氧剂对JP-10氧化程度以及主要含氧产物生成趋势影响

    Figure  10  The effects of four antioxidants on the oxidation degree of JP-10 and the formation trend of main oxygen-containing products under static kettle accelerated oxidation method

    图  11  添加抗氧剂后JP-10氧化残液基础物性变化趋势

    Figure  11  The change trend of basic physical properties of JP-10 oxidation residue after adding antioxidants

    图  12  杯芳烃抑制碳氢燃料氧化机理示意图

    Figure  12  Chart of inhibition mechanism of hydrocarbon fuel oxidation by calixarene

    表  1  四种受阻酚类抗氧剂在JP-10中氧化消耗动力学参数

    Table  1  Kinetic parameters of oxidation consumption of four hindered phenolic antioxidants in JP-10

    Sample k/min−1 cr/(mg·L−1) R2
    L-1076 0.370 73.4 1.00
    L-1010 0.340 44.4 0.99
    BHT 0.298 51.1 1.00
    C11-C[4]R 0.155 75.3 0.99
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  • [1] MAURICE L, LANDER H, EDWARDS T, et al. Advanced aviation fuels: A look ahead via a historical perspective[J]. Fuel,2001,80:747−756. doi: 10.1016/S0016-2361(00)00142-3
    [2] 余锐, 刘显龙, 史成香, 等. 高能碳氢燃料绿色合成技术研究进展[J]. 含能材料,2022,30(11):1167−1176.

    YU Rui, LIU Xianlong, SHI Chengxiang, et, al. Review on green synthesis of high-energy-density hydrocarbon fuel[J]. J Energ Mater,2022,30(11):1167−1176.
    [3] HUANG H, SPADACCINI L, SOBEL D, et al. Fuel-cooled thermal management for advanced aeroengines[J]. J Eng Gas Turb Power,2004,126:284−93. doi: 10.1115/1.1689361
    [4] EDWARDS T. Liquid fuels and propellants for aerospace propulsion: 1903-2003[J]. J Propul Power,2003,19:1089−1107. doi: 10.2514/2.6946
    [5] 侯淋, 刘青, 张香文, 等. 面向高超声速飞行的碳氢燃料吸热反应研究进展[J]. 化学工业与工程,2022,39(5):1−10.

    HOU Lin, LIU Qing, ZHANG Xiangwen, et al. Progress on endothermic reactions of hydrocarbon fuel for hypersonic flight[J]. Chem Ind Eng,2022,39(5):1−10.
    [6] 章思龙, 秦江, 周伟星, 等. 高超声速推进再生冷却研究综述[J]. 推进技术,2018,39(10):2177−2190.

    ZHANG Silong, QIN Jiang, ZHOU Weixing, et al. Review on regenerative cooling technology of hypersonic propulsion[J]. J Propul Technol,2018,39(10):2177−2190.
    [7] LIU Q, PAN L, JIA T, et al. Alkyl-adamantane as high-density endothermic fuel: Synthesis and thermal cracking performance[J]. Fuel,2022,324:124688. doi: 10.1016/j.fuel.2022.124688
    [8] 项晓敏, 张百军, 侯宗玉, 等. 加稳定剂提高柴油氧化安定性[J]. 石油炼制与化工,2002,33(9):63−65.

    XIANG Xiaomin, ZHANG Baijun, HOU Zongyu, et al. Adding stabilizer to improve the oxidation stability of diesel oil[J]. Pet Process Petrochem,2002,33(9):63−65.
    [9] 郭永胜, 张玲玲, 魏会, 等. 改善吸热型碳氢燃料热管理能力的研究进展[J]. 石油学报,2011,27(5):822−828.

    GUO Yongsheng, ZHANG Lingling, WEI Hui, et al. Research progress in lmprovement of thermal management capacities of endothermic hydrocarbon fuels[J]. Acta Pet Sin,2011,27(5):822−828.
    [10] 黄淑君, 郭亚军, 杨竹强, 等. 吸热型碳氢燃料的定压比热测量研究[J]. 热能动力工程,2015,30(6):833−836.

    HUANG Shujun, GUO Yajun, YANG Zhuqiang, et al. Study of the measurement of the specific heat capacity of a heat absorption type hydrocarbon fuel at a constant pressure[J]. J Eng Therm Energy Power,2015,30(6):833−836.
    [11] CHEN R, LIU J, ZHANG X, et al. Enhancement of thermal oxidation stability of endothermic hydrocarbon fuels by using oxygen scavengers[J]. J Fuel Chem Technol,2020,48(2):249−256.
    [12] 马骏, 管亮, 喻星辰, 等. 柴油氧化安定性研究进展[J]. 当代化工,2018,(1):98−104.

    MA Jun, GUAN Liang, YU Xingchen, et al. Research progress on oxidation stability of diesel fuel[J]. Contemp Chem Ind,2018,(1):98−104.
    [13] RAWSON P, STANSFIELD C, WEBSTER R, et al. Re-addition of antioxidant to aged MEROX and hydroprocessed jet fuels[J]. Fuel,2015,139:652−658. doi: 10.1016/j.fuel.2014.09.048
    [14] 范启明, 米镇涛, 于燕, 等. 高超音速推进用吸热型烃类燃料的热稳定性研究Ⅱ. 添加剂的合成与评价[J]. 燃料化学学报,2002,(2):167−170.

    FAN Qiming, MI Zhentao, YU Yan, et al. Study on thermal stability of endothermic hydrocarbon fuels for hypersonic propulsion Ⅱ. autoxidation mechanism and additives evaluation[J]. J Fuel Chem Technol,2002,30(2):167−170.
    [15] NAWAZ S, HILLBORG H, HEDENQVIST M, et al. Migration of a phenolic antioxidant from aluminium oxide-poly (ethylene-co-butyl acrylate) nanocomposites in aqueous media[J]. Polym Degrad Stabil,2013,98(2):475−480. doi: 10.1016/j.polymdegradstab.2012.12.016
    [16] WU Y, LI W, ZHANG M, et al. Improvement of oxidative stability of trimethylolpropane trioleate lubricant[J]. Thermochim Acta,2013,569:112−118. doi: 10.1016/j.tca.2013.05.033
    [17] 王玉如, 赵千, 李银隆, 等. 新型胺类抗氧剂清除DPPH自由基性能研究[J]. 塑料科技,2018,46(9):30−34.

    WANG Yuru, ZHAO Qian, LI Yinlong, et al. Study on performance of new amine antioxidants for scavenging DPPH radicals[J]. Plast Sci Technol,2018,46(9):30−34.
    [18] 雷全. 碳氢燃料热氧化及抑制研究[D]. 杭州: 浙江大学, 2021.

    LEI Quan. Studies on the inhibition for thermal oxidation of hydrocarbon fuel[D]. Hangzhou: Zhejiang University, 2021.)
    [19] KARAVALAKIS G, STOURNAS S. Impact of antioxidant additives on the oxidation stability of diesel/biodiesel blends[J]. Energy Fuels,2010,24(6):3682−3686.
    [20] ERDTMAN H, HOGBERG S. Cyclooligomeric phenol-aldehyde condensation products[J]. Tetrahedron Lett,1968,(14):1679.
    [21] 李红强, 钟勇, 吴文剑, 等. 两种杯[4]芳烃化合物对天然橡胶耐热氧老化性能的影响及抗氧化机理[J]. 橡胶科技, 2018, 16 (1): 18−22.

    LI Hongqiang, ZHONG Yong, WU Wenjian, et al. Effect of two kinds of C-methylcalix[4] resorcinarene compounds on thermo-oxidative aging resistance of NR and lts mechanism[J]. Rubber Chem Technol, 2018, 16 (1): 18−22.)
    [22] LI H, ZHONG Y, WU W, et al. Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber[J]. Japs, 2017, 134 (31): 45144.
    [23] CONSOLI GML, GALANTE E, DAQUINO C, et al. Hydroxycinnamic acid clustered by a calixarene platform: radical scavenging and antioxidant activity[J]. Tetrahedron Lett,2006,47(37):6611−6614. doi: 10.1016/j.tetlet.2006.07.021
    [24] 杨玉忠. 杯芳烃的合成、修饰及其在碳氢燃料中的应用[D]. 杭州: 浙江大学, 2014.

    YANG Yuzhong. Preparation and modification of calixarene and its application in hydrocarbon fuel[D]. Hangzhou: Zhejiang University, 2014.)
    [25] MIAO C, ZHANG Y, YANG G, et al. Enzymatic oligomerization of p-methoxyphenol and phenylamine providing poly(p-methoxyphenol-phenylamine) with improved antioxidant performance in ester oils[J]. Ind Eng Chem Res,2016,55:12703−9. doi: 10.1021/acs.iecr.6b03903
    [26] DAI Y, LI D, WANG P, et al. A calixarene antioxidant C-undecylcalix[4]resorcinarene for endothermic hydrocarbon fuels[J]. Fuel,2023,357:129852.
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出版历程
  • 收稿日期:  2023-12-14
  • 修回日期:  2024-02-03
  • 录用日期:  2024-02-04
  • 网络出版日期:  2024-03-08
  • 刊出日期:  2024-06-01

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