Mechanism for the catalytic thermal polycondensation of naphthalene at low temperature

QU Xin-wang; ZUO Ping-ping; LI Yun-mei; LI Na; SHEN Wen-zhong

doi:10.1016/S1872-5813(22)60021-5

Volume 50 Issue 10

Oct. 2022

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Article Navigation > Journal of Fuel Chemistry and Technology > 2022 > 50(10): 1259-1269

QU Xin-wang, ZUO Ping-ping, LI Yun-mei, LI Na, SHEN Wen-zhong. Mechanism for the catalytic thermal polycondensation of naphthalene at low temperature[J]. Journal of Fuel Chemistry and Technology, 2022, 50(10): 1259-1269. doi: 10.1016/S1872-5813(22)60021-5

Citation:

QU Xin-wang, ZUO Ping-ping, LI Yun-mei, LI Na, SHEN Wen-zhong. Mechanism for the catalytic thermal polycondensation of naphthalene at low temperature[J]. Journal of Fuel Chemistry and Technology, 2022, 50(10): 1259-1269. doi: 10.1016/S1872-5813(22)60021-5

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Mechanism for the catalytic thermal polycondensation of naphthalene at low temperature

doi: 10.1016/S1872-5813(22)60021-5

QU Xin-wang^{1, 2
,},
ZUO Ping-ping¹,
LI Yun-mei¹,
LI Na^{1
,
,},
SHEN Wen-zhong^{1
,
,}

1.
State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China
2.
University of Chinese Academy of Sciences, Beijing 100049, China

Received Date: 2022-01-11
Accepted Date: 2022-03-29
Rev Recd Date: 2022-03-11

Available Online: 2022-04-29

Publish Date: 2022-10-31

Abstract

Abstract

Naphthalene is an important component of high temperature coal tar and its content can reach more than 10%. Catalytic polycondensation of naphthalene is an effective way to prepare mesophase pitch and functional carbon materials. In this work, anhydrous AlCl₃ was used as a catalyst for the polymerization of naphthalene under atmospheric pressure below 170 ℃ and the reaction mechanism was then systematically investigated. The results indicate that at 110 ℃, the polymer product is mainly composed of tricyclic compounds and the content of heavy products is only 29.5%. At 150 ℃, four to five peri-condensed aromatic compounds turn to be the main components and the content of medium components remains about 50%. At 170 ℃, there appear a large number of six-ring aromatic cores and the conversion of naphthalene reaches 90.7%. The polymer products exhibit good fluidity and solubility in THF, which can facilitate the high-temperature thermal polycondensation and subsequent graphitization process. With an AlCl₃/naphthalene molar ratio of 1/100, the second to seventh order naphthalene oligomers are obtained by the simulation of the short chain oligomerization of naphthalene. In contrast, when the AlCl₃/naphthalene molar ratio exceeds 10/100, acetylene and methylnaphthalene are produced by the catalytic pyrolysis of naphthalene. The mechanism of “Oligomerization-Pyrolysis-Aromatization” was then proposed to explain the molecular transformation from naphthalene to pitch, which should be useful for the production of mesophase pitch precursor.
- naphthalene polymerization,
- Lewis acid catalysis,
- polycyclic aromatic hydrocarbons,
- mesophase pitch

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References(35)

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