Page 33 - 《精细化工》2020年第1期
P. 33

第 1 期                       方祝青,等:  挂式四氢双环戊二烯合成工艺研究进展                                     ·19·


                 647-649.                                          2010, 38(10): 229-231.
            [16]  Zhang  Yiping  ( 张一平 ).  The  immobilization  of  homogeneous   [40]  Qi Lili (齐丽莉), Ji Min (纪敏), Wang Xinkui (王新葵), et al. AlCl 3/
                 catalyst[J]. Journal of Zhejiang Education Institute (浙江教育学院学  MCM-41  as  a  catalyst  for  isomerization  of  endo-tricyclodecane[J].
                 报), 2004, (5): 13-18.                             Chinese Journal of Catalysis (催化学报), 2010, 31(4): 383-385.
            [17]  Guo Jianwei (郭建维), Cui Yingde (崔英德), Mi Zhentao (米镇涛) ,   [41]  Ji M, Zhou Y Y, Luo Q X, et al. AlCl 3 supported catalysts for the
                 et al.  Advance  on  catalytic  hydrogenation  of  dicyclopentadiene[J].   isomerization  of  endo-tetrahydrodicyclopentadiene[J].  Green  and
                 Chemical  Engineering  of  Oil  and  Gas  (石油与天然气化工),  2001,   Sustainable Chemistry, 2013, 3(2): 43-47.
                 30(3): 117-119.                               [42]  Lau  G  C,  Maier  W  F.  Polycyclic  hydrocarbon  rearrangements  in
            [18]  Sun Congming (孙聪明), Li Gang (厉刚). Liquid-phase hydrogenation   zeolites. A mechanistic study[J]. Langmuir, 1987, 3(2): 164-173.
                 of  dicyclopentadieneon  Ni/HY  catalysts[J].  Acta  Petrolei  Sinica   [43]  Xing  E,  Mi  Z,  Xin  C,  et al.  Endo-  to  exo-isomerization  of
                 (Petroleum Processing Section) (石油学报:  石油加工), 2012, 28(2):   tetrahydrodicyclopentadiene  catalyzed  by  commercially  available
                 296-302.                                          zeolites[J].  Journal  of  Molecular  Catalysis  A  Chemical,  2005,
            [19]  Gu  Yanlong  (顾彦龙),  Yang  Hongzhou  (杨宏洲),  Deng  Youquan     231(1/2): 161-167.
                 (邓友全).  Hydrogenation  of  dicyclopentadiene  and  synthesis  of   [44]  Xing  E,  Zhang  X,  Wang  L,  et al.  Molecular  dimensions  of
                 adamantane  in  ionic  liquids[J].  Petrochemical  Technology  (石油化  tetrahydrodicyclopentadiene isomers and shape selectivity of zeolitic
                 工), 2002, 31(5): 345-348.                         catalysts[J]. Catalysis Communications, 2005, 6(11): 737-741.
            [20]  Zou J J, Zhang X, Kong J, et al. Hydrogenation of dicyclopentadiene   [45]  Xing Enhui (邢恩会), Mi Zhentao (米镇涛), Zhang Xiangwen (张香
                 over  amorphous  nickel  alloy  catalyst  SRNA-4[J].  Fuel,  2008,   文). Proceedings of the ninth national annual conference on chemical
                 87(17/18): 3655-3659.                             technology,  Beijing,  China,  April  1,  2005[C].  Beijing:  China
            [21]  Du Yongmei (杜咏梅), Li Chunying (李春迎), Kou Liangang (寇联  Petrochemical Press (中国石化出版社), 2005.
                 岗), et al. Studies on catalysts for hydrogenation of dicyclopentadiene   [46]  Zhang Xiangwen (张香文), Miao Qian (苗谦), Zou Jijun (邹吉军), et
                 [J]. Speciality Petrochemicals (精细石油化工), 2011, 28(2): 21-24.     al. Zeolite catalytic isomerization of endo-THDCPD to exo-THDCPD
            [22]  Wang  Y,  Luo  G,  Xu  X,  et al.  Preparation  of  supported  skeletal  Ni   [J]. Journal of Chemical Industry and Engineering (化工学报), 2007,
                 catalyst  and  its  catalytic  performance  on  dicyclopentadiene   58(12): 3059-3063.
                 hydrogenation[J]. Catalysis Communications, 2014, 53(30): 15-20.     [47]  Kang Zhuozhuo (康卓卓), Wu Wenliang (武文良), Zhou Zhiwei (周
            [23]  Xia  Jiajia  (夏贾贾),  Luo  Guohua  (罗国华),  Xu  Xin  (徐新),  et al.   志伟 ).  Preparation  of  exo-tetrahydrodicyclotadiene  over  F/HY
                 Hydrogenation of dicyclopentadiene catalyzed by nickel catalyst[J].   catalysts[J]. Journal of Nanjing University of Technology ( Natural
                 Modern Chemical Industry (现代化工), 2014, 34(1): 106-110.     Science Edition) (南京工业大学学报:  自科版), 2011, 33(4): 58-62.
            [24]  An Gaojun (安高军), Lu Changbo (鲁长波), Xiong Chunhua (熊春  [48]  Kang  Z  Z,  Wu  W  L,  Zhou  Z  W.  Preparation  of  exo-
                 华), et al. Research of nickel-based catalyst for continuous hydrogenation   tetrahydrodicyclopentadiene  using  SiW/Hβ  Catalyst[J].  China
                 of dicyclopentadiene[J]. Chemical Propellants & Polymeric Materials   Petroleum  Processing  &  Petrochemical  Technology,  2011,  13(3):
                 (化学推进剂与高分子材料), 2016, 14(3): 34-38.                41-46.
            [25]  Fang Z Q, Shi D X, Lin N, et al. Probing the synergistic effect of Mo   [49]  Liu Yawen (刘亚文), An Gaojun (安高军), Zhao Huiji (赵会吉), et
                 on  Ni-based  catalyst  in  the  hydrogenation  of  dicyclopentadiene[J].   al. Preparation of high density fuel exo-tetrahydrodicyclopentadiene
                 Applied Catalysis A General, 2019, 574: 60-70.     by isomerization using modified molecular sieve catalyst [J]. Journal
            [26]  Bartlett P D, Schneider A. Endo-exo-rearrangement in the addition of   of  China  University  of  Petroleum  (中国石油大学学报:  自然科学
                 acids to dicyclopentadiene[J]. Analytical Chemistry, 1946, 68(1): 6-8.     版), 2016, 40(4): 161-164.
            [27]  Wilder  P,  Culberson  C  F,  Youngblood  G  T.  1,  2-Dihydro-endo-   [50]  Li  Chunying  (李春迎),  Du  Yongmei  (杜咏梅), Lv  Jian (吕剑).
                 dicyclopentadiene  1[J].  Journal  of  the  American  Chemical  Society,   Synthesis  of  exo-tetrahydrodicyclopentadiene  in  ionic  liquids[J].
                 1959, 81(3): 655-658.                             Chinese  Journal  of  Energetic  Material  (含能材料),  2010,  18(3):
            [28]  Schneider  A,  Ware  R  E,  Janoski  E  J.  Isomerization  of  endo-   257-260.
                 tetrahydrodicyclopentadiene to a missile fuel diluent: US4086284[P].   [51]  Huang  M  Y,  Wu  J  C,  Shieu  F  S,  et al.  Isomerization  of  endo-
                 1978-04-05.                                       tetrahydrodicyclopentadiene  over  clay-supported  chloroaluminate
            [29]  Huang  M  Y,  Chang  J  C,  Lin  J  C,  et al.  Method  for  producing   ionic liquid catalysts[J]. Journal of Molecular Catalysis A Chemical,
                 exo-thdcpd and adamantane using pseudo-fixed bed ionic liquid: US   2010, 315(1): 69-75.
                 8049050[P]. 2011-11-01.                       [52]  Huang M Y, Wu J C, Shieu F S, et al. Preparation of high energy fuel
            [30]  Lv Jian (吕剑), Yang Jianming (杨建明), Du Yongmei (杜咏梅), et   JP-10 by acidity-adjustable chloroaluminate ionic liquid catalyst[J].
                 al.  Method  for  synthesizing  exo-tetrahydrodicyclopentadiene:   Fuel, 2011, 90(3): 1012-1017.
                 CN101260018A[P]. 2008-09-10.                  [53]  Wang  L,  Zou  J  J,  Zhang  X,  et al.  Isomerization  of
            [31]  Sun  C  M,  Li  G.  Vapor-phase  isomerization  of  endo-   tetrahydrodicyclopentadiene using ionic liquid: Green alternative for
                 tetrahydrodicyclopentadiene  to  its  exo,  isomer  over  zeolite   Jet Propellant-10 and adamantane[J]. Fuel, 2012, 91(1): 164-169.
                 catalysts[J]. Applied Catalysis A General, 2011, 402(1): 196-200.     [54]  Wang Wei (王伟), Qu Yulong (屈育龙), Liu Zhongwen (刘忠文), et
            [32]  Schleyer P V R, Donaldson M M. The relative stability of bridged   al.  Study  on  one-step  synthesis  of exo-tetrahydrodicyclopentadiene
                 hydrocarbons.  Ⅱ .  Endo-and  exo-trimethylenenorbornane.  The   [J]. Industrial Catalysis, 2007, 15: 351-353.
                 formation of adamantane1, 2[J]. Journal of the American Chemical   [55]  Kang Jianping (亢建平), Liu Zhongwen (刘忠文), Liu Zhaotie (刘昭
                 Society, 1960, 82(17): 4645-4651.                 铁), et al. Preparation method for producing exo-tetrahydrodicyclo-
            [33]  Cohen  C  A,  Muessig  C  W.  Jet  and  rocket  fuel:  US3381046[P].   pentadiene catalyst: CN101244392B[P]. 2008-08-20.
                 1968-04-30.                                   [56]  Liu  Zhaotie  (刘昭铁),  Lv  Jian  (吕剑),  Wang  Wei  (王伟)  ,  et al.
            [34]  Cheng  S  S,  Liou  K  F,  Lin  Y  T.  High  energy  fuels  I:  A  novel   Method  for  preparing  exo-tetrahydrodicyclopentadiene  in  one  step:
                 preparation  of  exo-tetrahydrodicyclopentadiene  by  isomerization of   CN101134707[P]. 2008-03-05.
                 endo-tetrahydrodicyclopentadiene[J].  Journal  of  the  Chinese   [57]  He Fei (何飞), Du Yongmei (杜咏梅), Li Chunying (李春迎), et al.
                 Chemical Society, 2013, 33(4): 335-340.           Synthesis  of  exo-tetrahydrodicyclopentadiene  through  one  step[J].
            [35]  Byung  H,  Jeong  J  S,  Han  S  W,  et al.  Deactivation  and  reuse  of   Industrial Catalysis (工业催化), 2012, 20(7): 68-70.
                 cesium-containing heteropolyacid for the isomerization of THDCPD   [58]  Sibi M G, Singh B, Kumar R, et al. Single-step catalytic liquid-phase
                 [J]. American Journal of Emergency Medicine, 2007, 32(7): 775-779.     hydroconversion  of  DCPD  into  high  energy  density  fuel  exo-
            [36]  Schneider  A,  Ware  R  E,  Janoski  E  J.  Isomerization  of  endo-   THDCPD[J]. Green Chemistry, 2012, 14(4): 976-983.
                 tetrahydrodicyclopentadiene to a missile fuel diluent: US4086284[P].   [59]  Wang  W,  Chen  J  G,  Song  L  P,  et al.  One-step,  continuous-flow,
                 1978-04-25.                                       highly catalytic hydrogenation–isomerization of dicyclopentadiene to
            [37]  Du Yongmei (杜咏梅), Li Chunying (李春迎), Shi Qiang (石强), et   exo-tetrahydrodicyclopentadiene over Ni-supported catalysts for the
                 al.  Synthesis  of  exo-tetrahydrodicyclopentadiene  by  catalytic   production  of  high-energy-density  fuel[J].  Energy  &  Fuels,  2013,
                 isomerization[J].  Industrial  Catalysis  (工业催化),  2005,  13(11):   27(11): 6339-6347.
                 47-49.                                        [60]  Liang Changhai (梁长海), Bai Zongxuan (白宗宣), Chen Xiao (陈
            [38]  Wu Limei (武丽美). Study on isomerization reaction of endo-TCD   霄), et al. Method for directly preparing exo-tetrahydrodicyclopentadiene
                 over  immobilized  AlCl 3  catalyst[D].  Dalian  :  Dalian  University  of   from dicyclopentadiene: CN107417485A[P]. 2017-12-01.
                 Technology (大连理工大学), 2008.                    [61]  Chen Huaxiang (陈华祥), Li Hansheng (黎汉生), Shi Daxin (史大
            [39]  Kang Jianping (亢建平), Du Yongmei (杜咏梅), Li Chunying (李春  昕), et al. Liquid-phase continuous-flow preparation of high energy
                                                 2,6
                 迎 ),  et al.  Synthesis  of  exo-tricyclo[5.  2.  1.  O ]decane  with   fuel exo-THDCPD[J]. Chinese Journal of Energetic Materials (含能
                 immobilized  AlCl 3  catalyst[J].  Chemical  Engineering  (化学工程),   材料), 2015, 23(10): 964-970.
   28   29   30   31   32   33   34   35   36   37   38