Study on reaction path and coke formation of decalin on acid catalyst

WANG Yong-chao; YAN Jia-song; WANG Ruo-yu; LI Rui; WANG Shi-hao

doi:10.19906/j.cnki.JFCT.2022081

Volume 51 Issue 6

Jun. 2023

Turn off MathJax

Article Contents

Article Navigation > Journal of Fuel Chemistry and Technology > 2023 > 51(6): 729-736

WANG Yong-chao, YAN Jia-song, WANG Ruo-yu, LI Rui, WANG Shi-hao. Study on reaction path and coke formation of decalin on acid catalyst[J]. Journal of Fuel Chemistry and Technology, 2023, 51(6): 729-736. doi: 10.19906/j.cnki.JFCT.2022081

Citation:

WANG Yong-chao, YAN Jia-song, WANG Ruo-yu, LI Rui, WANG Shi-hao. Study on reaction path and coke formation of decalin on acid catalyst[J]. Journal of Fuel Chemistry and Technology, 2023, 51(6): 729-736. doi: 10.19906/j.cnki.JFCT.2022081

Citation:

PDF( 2472 KB)

Study on reaction path and coke formation of decalin on acid catalyst

doi: 10.19906/j.cnki.JFCT.2022081

Research Institute of Petroleum Processing, SINOPEC, Beijing 100083, China

Funds: The project was supported by National Natural Science Foundation of China (22205261)

Received Date: 2022-09-19
Accepted Date: 2022-10-30
Rev Recd Date: 2022-10-27

Available Online: 2022-11-16

Publish Date: 2023-06-15

Abstract

Abstract

A small fixed fluidized bed device (ACE Model C) was used to study the cracking reaction path and coke formation mechanism of model compound decaphthalene over Y molecular sieve catalyst at the reaction temperature of 460−540 ℃. The results show that in the initial stage of decalin cracking, H⁺ attacking C−H bond and C−C bond with tertiary carbon atoms on decalin to form non-classical five-coordinated tertiary positive carbon ions is the most important initiation reaction. Decalin cracking products are mainly propylene, propane, isobutane, isopentane, methylcyclopentane, toluene, dimethyl benzene, etc. The yields of the products on the catalyst from large to small are: non-aromatic hydrocarbons, monocyclic aromatic hydrocarbons, bicyclic aromatic hydrocarbons. The catalytic coke formation mechanism of decalin is carbocation mechanism. With the increase of reaction temperature and molecular sieve acid content, the bilayer hydrogen transfer and dehydrogenation condensation ability are enhanced, and the coke yield and conversion are also increased.
- decalin,
- catalytic cracking,
- molecular sieve catalyst,
- coke,
- reaction

FullText(HTML)

References(22)

References

[1]	杜岩. 柴油芳烃加氢饱和及环烷烃开环的研究[D]. 天津: 天津大学, 2007. DU Yan. Aromatics hydrogenation saturation and naphthene ring opening in diesel[D]. Tianjin: Tianjin University, 2007.
[2]	ZHANG S, LIU D, DENG W, QUE G. A review of slurry-phase hydrocracking heavy oil technology[J]. Energy Fuels,2009,21(6):3057−3062.
[3]	CHAREONPANICH M, ZHANG Z G, TOMITA A. Hydrocracking of aromatic hydrocarbons over USY-Zeolite[J]. Energy Fuels,1996,10(4):927−931.
[4]	WANG Q, FAN H, WU S. Water as an additive to enhance the ring opening of naphthalene[J]. Green Chem Eng,2012,14(4):1152−1158. doi: 10.1039/c2gc16554f
[5]	ARDAKANI S J, LIU X, SMITH K J. Hydrogenation and ring opening of naphthalene on bulk and supported Mo₂C catalysts[J]. Appl Catal A: Gen,2007,324:9−19.
[6]	鲁旭, 赵秦峰, 兰玲. 催化裂化轻循环油(LCO)加氢处理多产高辛烷值汽油技术研究进展[J]. 化工进展,2017,36(1):114−120. LU Xu, ZHAO Qin-feng, LAN Ling. Research progress on producing more high octane gasoline through hydrogenation from FCC light cycle oil (LCO)[J]. Chem Ind Eng Progress,2017,36(1):114−120.
[7]	张奇, 许友好. 加氢柴油催化裂化反应中芳烃生成及转化规律研究[J]. 石油炼制与化工,2014,45(2):8−12. doi: 10.3969/j.issn.1005-2399.2014.02.002 ZHANG Qi, XU You-hao. Study on aromatics balance in hydrotreated diesel catalytic cracking process[J]. Pet Proc Petrochem,2014,45(2):8−12. doi: 10.3969/j.issn.1005-2399.2014.02.002
[8]	林世雄. 石油炼制工程 (第三版)[M]. 北京: 石油工业出版社, 2000. LIN Shi-xiong Petroleum Refining Engineering (Third Edition)[M]. Beijing: Petroleum Industry Press, 2000.
[9]	DU H, FAIRBRIDGE C, HONG Y, RING Z. The chemistry of selective ring-opening catalysts[J]. Appl Catal A: Gen,2005,294(1):1−21. doi: 10.1016/j.apcata.2005.06.033
[10]	宋海涛, 达志坚, 朱玉霞, 田辉平. 不同类型VGO的烃类组成及其催化裂化反应性能研究[J]. 石油炼制与化工,2012,43(2):1−8. doi: 10.3969/j.issn.1005-2399.2012.02.001 SONG Hai-tao, DA Zhi-jian, ZHU Yu-xia, TIAN Hui-ping. A study of the hydrocarbon composition and catalytic cracking performance of different VGO[J]. Pet Proc Petrochem,2012,43(2):1−8. doi: 10.3969/j.issn.1005-2399.2012.02.001
[11]	ALZAID A H. A kinetic study of decalin selective ring opening reactions over Iridium supported on H-Beta zeolite catalyst[D]. Edmonton: The University of Alberta（Canada), 2007.
[12]	Al-SABAWI M N. Heterogeneous kinetic modeling of the catalytic conversion of cycloparaffins[D]. London: The University of Western Ontario (Canada), 2009.
[13]	KANGAS M, KUBICKA D, SALMI T. Reaction routes in selective ring opening of naphthenes[J]. Top Catal,2010,53(15/18):1172−1175. doi: 10.1007/s11244-010-9556-y
[14]	CORMA A, ORCHILLES A V. Current views on the mechanism of catalytic cracking[J]. Microporous Mesoporous Mater,2000,35:21−30.
[15]	DAVID KUBICKA, KUMAR N, PAIVI MAKI-ARVELA. Ring opening of decalin over zeolites[J]. J Catal,2004,222(1):65−79. doi: 10.1016/j.jcat.2003.10.027
[16]	CORMA A, V GONZALEZ-ALFARO, AV ORCHILLES. Decalin and tetralin as probe molecules for cracking and hydrotreating the light cycle oil[J]. J Catal,2001,200(1):34−44. doi: 10.1006/jcat.2001.3181
[17]	VOGE H H, GOOD G M, GREENSFELDER B S. Catalytic cracking of pure hydrocarbons[J]. Ind Eng Chem,1946,38(10):1033−1040.
[18]	MALEE, JOSE E H, SIRIPORN J. Ring opening of decalin and tetralin on HY and Pt/HY zeolite catalysts[J]. J Catal,2004,228(1):100−113. doi: 10.1016/j.jcat.2004.08.030
[19]	MOSTAD H B, RIIS T U, ELLESTAD O H. Catalytic cracking of naphthenes and naphtheno-aromatics in fixed bed micro reactors[J]. Applied Catalysis,1990,63(1):345−364. doi: 10.1016/S0166-9834(00)81724-8
[20]	GALPERIN L B, BRICKER J C, HOLMGREN J R. Effect of support acid-basic properties on activity and selectivity of Pt catalysts in reaction of methylcyclopentane ring opening[J]. Appl Catal A: Gen,2003,239(1):297−304.
[21]	杨光福. 典型石油加工工艺过程中结焦形态及其危害[J]. 安全,2011,(10):19−21. doi: 10.3969/j.issn.1002-3631.2011.10.006 YANG Guang-fu. Coking form and its harm in typical petroleum processing process[J]. Safety,2011,(10):19−21. doi: 10.3969/j.issn.1002-3631.2011.10.006
[22]	CERQUEIRA H S, CAEIRO G, COSTA L. Deactivation of FCC catalysts[J]. J Mol Catal A: Chem,2008,292(1/2):1−13. doi: 10.1016/j.molcata.2008.06.014