Turn off MathJax
Article Contents
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. 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. doi: 10.19906/j.cnki.JFCT.2024002

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

doi: 10.19906/j.cnki.JFCT.2024002
  • Received Date: 2023-12-14
  • Accepted Date: 2024-02-04
  • Rev Recd Date: 2024-02-03
  • Available Online: 2024-03-08
  • Since the 21st century, hypersonic flight technology has attracted much attention. When the aircraft is flying at a high Mach number, a large amount of aerodynamic heat is generated between the air and the aircraft due to friction, resulting in a rapid increase in the temperature of the aircraft subsystem, exceeding the range that the material can withstand, affecting the flight safety of the aircraft. In order to meet the thermal management needs, an integrated cooling approach combining heat transfer and combustion has been introduced. This method utilizes hydrocarbon fuels both as propellants and coolants to absorb the excess heat from the aircraft's high-temperature components, thereby enhancing energy efficiency and managing the thermal conditions of high-speed aircraft. Fuels that satisfy this concept are called endothermic hydrocarbon fuels. However, these fuels are prone to oxidation due to heat, oxygen, and catalysis during storage and use, leading to the formation of insoluble gums and degraded performance, which may even clog the fuel system, endangering flight safety. Thus, suppressing the oxidation process of high-density endothermic hydrocarbon fuels is crucial for fuel storage and usage. Common methods to improve the oxidation stability of fuels include surface treatment, fuel deoxidation, and the addition of antioxidants to the fuel. Among these methods, adding antioxidants is one of the most commonly used methods. Hindered phenolic antioxidants are favored for their cost-effectiveness, but small molecule antioxidants like tert-butylhydroquinone (TBHQ) and butylated hydroxytoluene (BHT) suffer from sublimation at high temperatures, resulting in poor oxidation resistance. Conversely, commercial macromolecular antioxidants, such as L-1010 and L-1076, fall short of the antioxidant needs of hydrocarbon fuels due to their limited properties. In order to make up for the shortage of commercial hindered phenolic antioxidants, researchers have focused on the development of new antioxidants with high temperature resistance and significant antioxidant effect. Calixarenes, with their structural features of hindered phenols, are seen as potential antioxidants, Especially, the calixarene synthesized with resorcinol as monomer has high phenolic hydroxyl content, which can quench the oxygen free radicals produced in the process of fuel oxidation by providing more abundant hydrogen free radicals, thus has better oxidation resistance. However, reports on using calixarenes for enhancing the oxidation resistance of high-density hydrocarbon fuels remain scarce. In this paper, C-undecylcalix[4]resorcinarene(C11-C[4]R) was synthesized by using resorcinol and dodecanal, and its oxidation resistance in high-density hydrocarbon fuel JP-10 was investigated.and compared with several commercial antioxidants:2,6-di-tert-butyl-4-methylphenol, tetra [β-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid] pentaerythritol ester and β-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid octadecyl ester. The results of high pressure differential scanning calorimeter (PDSC) showed that the effect of four antioxidants ranked as follows: C11-C[4]R > BHT > L-1010 > L-1076. In addition, the oxidation consumption process of four hindered phenolic antioxidants in JP-10 was analyzed from the perspective of kinetics, and the oxidation consumption rate constant was calculated. The results showed that the reaction rate constant of C11-C [ 4 ] was the smallest and the consumption rate in JP-10 was the slowest. Besides, the oxidation reaction process of JP-10 was also studied using the static kettle accelerated oxidation method. Based on these findings, a potential antioxidant mechanism of C11-C[4]R in JP-10 was proposed.
  • loading
  • [1]
    MAURICE L, LANDER H, EDWARDS T, et al. Advanced aviation fuels: A look ahead via a historical perspective[J]. Fuel,2001,80:747−56. 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,2003,19:1089−107. 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 Petroche,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 Petrol 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,(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]. 浙江: 浙江大学, 2021.

    LEI Quan. Studies on the inhibition for thermal oxidation of hydrocarbon fuel[D]. Zhejiang University, 2021.)
    [19]
    KARAVALAKIS G, STOURNAS S. Impact of antioxidant additives on the oxidation stability of diesel/biodiesel blends[J]. Energy & amp; 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(1-7).
    [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]. 浙江大学, 2014.

    YANG Yuzhong. Preparation and modification of calixarene and its application in hydrocarbon fuel[D]. 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.
  • 加载中

Catalog

    通讯作者: 陈斌, bchen63@163.com
    • 1. 

      沈阳化工大学材料科学与工程学院 沈阳 110142

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索

    Article Metrics

    Article views (35) PDF downloads(8) Cited by()
    Proportional views
    Related

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return