Deep hydroconversion of ethanol-soluble portion from the ethanolysis of Dahuangshan lignite to clean liquid fuel over a mordenite supported nickel catalyst

Liu, Guanghui; Zong, Zhi‐Min; Liu, Fang-Jing; Meng, Xing-Long; Zhang, Yangyang; Wang, Sheng-Kang; Li, Sheng; Zhu, Chen; Wei, Xian‐Yong; Ma, Fengyun; Liu, Jingmei

doi:10.1016/j.jaap.2019.01.002

Cited by 37 publications

(23 citation statements)

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“…In CHCSPs, the TRCs of alkanes and cyclanes increase significantly, while those of oxygenated species decrease, indicating that AR hydrogenation and deoxygenation substantially proceed. Solid acids, such as M , can induce the rearrangement of hydrogenation products under certain conditions, which is beneficial to the formation of bi(cyclohexane)s (h), spiro[4.5]decanes, and spiro[5.5]undecanes (j). In addition, an increase in the TRC of cyclanols means that dehydroxylation is one of the rate-controlling stages.…”

Section: Resultsmentioning

confidence: 99%

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Two-Step Catalytic Degradations of Dahuangshan Lignite and Directional Upgrading of the Resulting Petroleum Ether-Extractable Portions

et al. 2020

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A biochar (BC)-supported non-noble metal catalyst CoMoS x O y @BC was prepared by in situ co-pyrolysis and ex situ sulfurization, and a two-step conversion (TSC) strategy, including H2-controlled catalytic hydroconversion (CHC) and catalytic ethanolysis without H2 participation, was proposed and used for catalyzing degradation of Dahuangshan lignite (DL) into soluble species (SSs) in high yields. CoMoS x O y @BC with uniformly dispersed nanoparticles of metals, metal sulfides, and metal oxides plays a crucial role in the TSC. The effective activation of H2 and ethanol over CoMoS x O y @BC facilitates cleaving bridged linkages in organic matter of DL to increase the SS yields. As a result, the total yield of SSs increased from 42.7% via non-catalytic degradation (NCD) to 70.0% via catalytic degradation (CD), while that of the petroleum ether-extractable portion (PEEP) increases from 17.5% via NCD to 27.0% via CD. In addition, according to the analysis with a gas chromatograph/mass spectrometer, alkanes, arenes, and arenols are dominant in PEEPs from step 1 (PEEPs1), while alkanol, arenols, and esters in PEEPs from step 2 (PEEPs2) are predominant. The difference in composition among the PEEPs and hydrogenated PEEPs obtained by the CHC further confirms that PEEPs1 are more suitable as a precursor for the fuel-platform unit, while PEEPs2 are better candidates for obtaining value-added chemicals. In other words, multiple PEEPs in high yields with different properties can be obtained by this TSC strategy, which provides a potential and promising alternative to the clean and efficient utilization of lignites.

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Section: Resultsmentioning

confidence: 99%

“…Typically, each PEEP or CHCSP was dissolved in ethanol to a specific concentration and transferred to the ion source of QPEOTMS using a syringe pump. Detailed instrumental parameters and data processing methods were reported elsewhere …”

Section: Methodsmentioning

confidence: 99%

Two-Step Catalytic Degradations of Dahuangshan Lignite and Directional Upgrading of the Resulting Petroleum Ether-Extractable Portions

et al. 2020

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“…Compared to the traditional convension processes, catalytic hydroconversion (CHC) could be more feasible to produce chemicals from lignites [12–18] . In recent years, significant efforts have been devoted to directional degradation of coals and coal‐related model compounds (CRMCs) over heterogeneous catalysts because they meet the requirements of high‐performance and eco‐friendly features [19–24] .…”

Section: Introductionmentioning

confidence: 99%

“…[6][7][8][9][10] The cleavage of some bridged bonds, especially C ar À C alk bridged bonds (CCBBs) and CÀ O bridged bonds (COBBs) in coals are most important reactions for DCL. The conventional DCL processes performed at high temperatures (400-500 °C) and high hydrogen pressures (15)(16)(17)(18)(19)(20) are not yet competitive economically in addition to significant increase in the yields of both gases and heavy products. [11] Compared to the traditional convension processes, catalytic hydroconversion (CHC) could be more feasible to produce chemicals from lignites.…”

Section: Introductionmentioning

confidence: 99%

“…[11] Compared to the traditional convension processes, catalytic hydroconversion (CHC) could be more feasible to produce chemicals from lignites. [12][13][14][15][16][17][18] In recent years, significant efforts have been devoted to directional degradation of coals and coal-related model compounds (CRMCs) over heterogeneous catalysts because they meet the requirements of high-performance and eco-friendly features. [19][20][21][22][23][24] In particular, solid superacids and supported metals were currently paid attention for catalyzing H + transfer, leading to the cleavage of some bridged bonds, especially CCBBs.…”

Section: Introductionmentioning

confidence: 99%

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Compositional Features of the Light Fraction from One/Two‐Step Effective Cascade Catalytic Hydroconversion of the Extraction Residue from Naomaohu Lignite

et al. 2022

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Naomaohu lignite (NL) was extracted with isometric acetone/carbon disulfide mixed solvent under ultrasonic irradiation. The extraction residue (ER) was subjected to non‐catalytic hydroconversion (NCHC) and one/two‐step cascade catalytic hydroconversion (CHC) in n‐hexane at 300 °C under 4 MPa of H2 over magnetic solid superacid (MSSA) and superbase (MSSB). The NCHC‐soluble portion from the NCHC (SPNCHC) and CHC‐soluble portion from the one/two‐step cascade CHC (SPA, SPB, SPA‐B, and SPB‐A) were analyzed with a gas chromatograph/ mass spectrometer (GC/MS). The results show that the yields of SPA and SPB are 18.65 % and 16.31 %, respectively, which are much higher than that of SPNCHC (1.26 %). According to the analysis with GC/MS, SPA and SPB are rich in phenol, dimethylnaphthalene, cresol, trimethylphenols, and xylenols, while alkanes are the predominant group component in the SPNCHC, indicating that MSSA selectively catalyzed the cleavage of Car−Calk and Calk−O bridged bonds, whereas MSSB tended to cleave Car−O and Calk−O bridged bonds connecting some aromatic rings in the ER. The yield of SPB‐A was as high as 11.07 % and SPA‐B was only 0.59 %. The results showed that more soluble species in the ER could be further released through the cascade CHC procedures. Benzyloxybenzene was used as a coal‐related model compound to probe the possible mechanisms of one/two‐step cascade CHC of the ER.

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Catalytic Hydroconversion of Runbei Lignite over a Highly Active Solid Superacid

Niu

Wei

et al. 2020

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A highly active solid superacid, denoted as TFMSA/CNOFW, was prepared by calcining Ni-organic framework (NOFW) to get calcined NOFW (CNOFW), into which trifluoromethanesulfonic acid (TFMSA) was impregnated. It was used to catalyze the hydroconversions of both oxybis(methylene)dibenzene (OBMDB) and the extraction residue (ER RL ) from Runbei lignite (RL). The results show that over TFMSA/CNOFW, OBMDB was hydrocracked to toluene as the main product, indicating that TFMSA/CNOFW can heterolytically spit H 2 to relatively mobile H + and immobile H À attached on TFMSA/CNOFW. The addition of H + to the oxygen atom (OA) in OBMDB produces phenylmethylium (PM I ) and phenylmethanol (PM II ). Toluene was yielded by the following 2 reactions: (1) the abstraction of H À by PM I from the TFMSA/CNOFW surface and (2) H + addition to the OA in PM II , subsequent dehydration to form PM I , and the abstraction of H À by PM I from the TFMSA/CNOFW surface. In the similar mechanism, ER RL was hydrocracked to acetonesoluble portion in the yield of 78.6% over TFMSA/CNOFW under 4 MPa of initial hydrogen pressure at 310 °C for 4 h.

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Deep hydroconversion of ethanol-soluble portion from the ethanolysis of Dahuangshan lignite to clean liquid fuel over a mordenite supported nickel catalyst

Cited by 37 publications

References 40 publications

Two-Step Catalytic Degradations of Dahuangshan Lignite and Directional Upgrading of the Resulting Petroleum Ether-Extractable Portions

Two-Step Catalytic Degradations of Dahuangshan Lignite and Directional Upgrading of the Resulting Petroleum Ether-Extractable Portions

Compositional Features of the Light Fraction from One/Two‐Step Effective Cascade Catalytic Hydroconversion of the Extraction Residue from Naomaohu Lignite

Catalytic Hydroconversion of Runbei Lignite over a Highly Active Solid Superacid

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