Highly effective utilization of ethylene tar for mesophase development via a molecular fractionation process

Ge, Chuanzhang; Hu, Yang; Wang, Jitong; Qiao, Wenming; Long, Donghui; Ling, Licheng

doi:10.1039/c5ra20651k

Cited by 13 publications

(4 citation statements)

References 31 publications

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“…An effective solution to reveal the CSD mechanism is to analyze structures of resultant pitches. GC–MS techniques have been successfully applied to elucidate the compositions of hydrocarbons such as ethylene tar and low temperature coal tar. , One advantage of this technique lies in its exceptional sensitivity so that nearly all relatively light components can be reflected in the spectra. Pitches are complex mixtures consisting of aromatic hydrocarbons having more than three condensed rings and aliphatic hydrocarbons with side chains or naphthenic rings.…”

Section: Results and Discussionmentioning

confidence: 99%

Controllable Synthesis of Highly Graphitizable Pitches from 1-Methylnaphthalene via Closed-System Dehydrobromination

Han

Wang

et al. 2018

Energy Fuels

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Novel graphitizable pitches with controllable softening points and methylene-bridged structures were successfully prepared through photobromination of 1-methylnaphthalene (1-MNa) followed by closed-system dehydrobromination (CSD). The structures of bromination products and dehydrobromination pitches were determined using gas chromatography–mass spectroscopy, NMR and laser desorption/ionization-time of flight/mass spectroscopy. It was found that the amount of bromine introduced greatly affected the composition of bromination products. 1-MNa brominated at a bromine/1-MNa molar ratio of 0.75 (BMNa-0.75) demonstrated the highest methyl bromination selectivity (S mb), which was selected as the dehydrobromination precursor. After a CSD/polymerization reaction under 200–250 °C, dehydrobromination pitches with softening points of 148–226 °C were acquired. Compared with open-system dehydrobromination (OSD), CSD endowed bromine radical longer life and boosted intramolecular and intermolecular linking, thereby substantially increasing softening points and coking values. The polymerization degree of CSD-derived pitches is highly regulable depending on dehydrobromination temperature and the amount of tetrahydronaphthalene (tetralin) introduced. Moreover, methyl migration products (naphthalene, 2-methylnaphthalene, dimethyl-naphthalene and trimethyl-naphthalene) together with hydrogenation products (mainly tetralin) were detected by analyzing the hexane-soluble components (HS). The structural features of CSD-derived pitches contributed to some unique properties such as high polymerization degree accompanied by low aromaticity, continuous molecular weight distribution and complex connection types among subunits including α–α′, α–β′, and β–β′. The semicoke with 94% anisotropy of coarse flow texture was synthesized at 420 °C under atmospheric pressure. Well-developed graphitic carbons with graphitization degree of 81.40% and I D/I G of 0.12 was obtained from graphitization of dehydrobromination pitches under 2600 °C.

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Section: Results and Discussionmentioning

confidence: 99%

Controllable Synthesis of Highly Graphitizable Pitches from 1-Methylnaphthalene via Closed-System Dehydrobromination

Han

Wang

et al. 2018

Energy Fuels

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“…Ethylene tar (ET) is a by-product of the ethylene industry. It is cheap and rich in non-side chain and short side chain condensed aromatic hydrocarbons (Ge et al 2016). In this work, ethylene tar was used as the carbon source, and acicular nanometer magnesium hydroxide served as the hard template.…”

Section: Introductionmentioning

confidence: 99%

Preparation of acicular mesoporous char sulfonic acid and its application for conversion of fructose to 5-hydroxymethylfurfural

Zhang

Han²,

Liu

et al. 2020

BioRes

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Acicular mesoporous char sulfonic acid was prepared through a one-step method of removing the template at the same time of sulfonation using ethylene tar (ET) as the carbon source and acicular nanometer magnesium hydroxide as the hard template. This method was judged as better than the two-step method of removing the template before sulfonation because it protected the mesoporous structure from damage to a certain extent. When the mass ratio of ET to Mg(OH)2 was 1:3 and carbonization temperature was 550 °C, the catalyst prepared using the one-step method had the highest activity. The obtained catalyst had an amorphous structure with a specific surface area of 446.5 m2/g, an acid density of 4.68 mmol/g, and an average pore diameter of 3.5 nm. When the catalyst was applied in the dehydration of fructose to synthesize 5-hydroxymethylfurfural (5-HMF), 97.5% fructose conversion and 80.1% 5-HMF yield can be obtained. The activity of the catalyst did not decrease after 5 cycles, which indicated that the catalyst had good stability. This research provides a promising strategy for preparation of mesoporous char sulfonic acid and comprehensive utilization of ET.

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“…As a sort of byproduct in the production of ethylene, the output of ethylene tar (ET) is constantly increasing with the development of ethylene industry. 38 As we know, ET has a high content of polynuclear aromatic hydrocarbon and a low content of branched hydrocarbon chains that can become an ideal candidate in preparing a mesoporous carbon-based solid acid catalyst. Until now, the recycled conversion of ET to useful materials is restricted that ET is mainly used for the production of carbon black, asphalt, and fuel oil.…”

Section: Introductionmentioning

confidence: 99%

“…However, most of the reported catalysts from polynuclear aromatic hydrocarbons have low specific surface area and incomplete pore system, which reduces the probability of contact of reactants and the internal surface acidic sites of a catalyst. − Furthermore, the expensive raw materials limit its wide-ranging applications. As a sort of byproduct in the production of ethylene, the output of ethylene tar (ET) is constantly increasing with the development of ethylene industry . As we know, ET has a high content of polynuclear aromatic hydrocarbon and a low content of branched hydrocarbon chains that can become an ideal candidate in preparing a mesoporous carbon-based solid acid catalyst.…”

Section: Introductionmentioning

confidence: 99%

Fabrication of a Novel and High-Performance Mesoporous Ethylene Tar-Based Solid Acid Catalyst for the Dehydration of Fructose into 5-Hydroxymethylfurfural

et al. 2017

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In this article, a novel and high-performance mesoporous carbon-based solid acid catalyst was prepared using ethylene tar (ET) as a precursor, which is a byproduct of ethylene production. First, ET was carbonized at 550 °C by using magnesium acetate as the template. After that, the mesoporous ET-based solid acid catalyst was obtained by a one-step sulfonation process that removes the templates simultaneously. On the basis of these facts, the maximum yield of 5-hydroxymethylfurfural (5-HMF) in the presence of an ET catalyst during the dehydration of fructose can reach 87.8%. This effective catalytic activity is mainly attributed to the large specific surface area and high density of sulfonic acid groups existing in the ET catalyst. Moreover, no distinct activity drop was observed during five recycling runs that confirmed good recyclability and thermal stability of the ET catalyst. This research provides a novel and promising method for the utilization of ET as a low-cost, recyclable, and high-performance catalyst.

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Highly effective utilization of ethylene tar for mesophase development via a molecular fractionation process

Abstract: A facile vacuum distillation process is proposed for the fractionation of ethylene tar to realize its highly effective utilization. Potential market can be stimulated by the developing of high-purity chemicals and high value carbon materials.

Cited by 13 publications

References 31 publications

Controllable Synthesis of Highly Graphitizable Pitches from 1-Methylnaphthalene via Closed-System Dehydrobromination

Controllable Synthesis of Highly Graphitizable Pitches from 1-Methylnaphthalene via Closed-System Dehydrobromination

Preparation of acicular mesoporous char sulfonic acid and its application for conversion of fructose to 5-hydroxymethylfurfural

Fabrication of a Novel and High-Performance Mesoporous Ethylene Tar-Based Solid Acid Catalyst for the Dehydration of Fructose into 5-Hydroxymethylfurfural

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