Preparation of pentaerythritol-β-cyclodextrin ether and application in the extraction process of oil-containing drill cuttings

Volume 8, Issue 2, April 2023     |     PP. 33-43      |     PDF (351 K)    |     Pub. Date: December 5, 2023
DOI: 10.54647/energy480203    55 Downloads     231164 Views  

Author(s)

Qiang Yang, Department of Development Division, petrochina Southwest Oil and Gas Field Company Chengdu, Sichuan, PR China.
Lai Wei, Department of Development Division, petrochina Southwest Oil and Gas Field Company Chengdu, Sichuan, PR China.
Yanlin Lu, Department of Development Division, petrochina Southwest Oil and Gas Field Company Chengdu, Sichuan, PR China.
Dongchang Zhu, Department of Development Division, petrochina Southwest Oil and Gas Field Company Chengdu, Sichuan, PR China.
Pengchang Wu, Department of Development Division, petrochina Southwest Oil and Gas Field Company Chengdu, Sichuan, PR China.

Abstract
Cyclodextrins are widely used in medicine, daily chemicals and other fields, because of its special physical and chemical properties and excellent biological characteristics, but due to the limitation of poor solubility, various modification methods have become a research hotspot for scientific researchers. In this paper, pentaerythritol was selected as raw material, pentaerythritol was combined with cyclodextrin 6-position hydroxyl group to prepare pentaerythritol-β-cyclodextrin ether, and two effective characterization methods were used to characterize the product. Since pentaerythritol as an extractant for oil-bearing drill cuttings or oil-containing sludge has been used in oil drilling and other fields, this paper is applied by oil-containing drill cuttings treatment in East China Sea oil and gas fields, and the field application results show that pentaerythritol-β-cyclodextrin ether as a solvent for oil-containing drill cuttings extraction treatment has high efficiency, can greatly reduce the footprint of the device, and is especially suitable for offshore platforms with limited space, and the solid phase oil content rate of oil-containing drill cuttings generated after extraction treatment is 1.04%, which meets the environmental protection emission standards for offshore oil-bearing drill cuttings. In addition, part of the mineral oil can be recovered.

Keywords
cyclodextrin; pentaerythritol; pentaerythritol-β-cyclodextrin ether; oil-containing drill cuttings; extraction

Cite this paper
Qiang Yang, Lai Wei, Yanlin Lu, Dongchang Zhu, Pengchang Wu, Preparation of pentaerythritol-β-cyclodextrin ether and application in the extraction process of oil-containing drill cuttings , SCIREA Journal of Energy. Volume 8, Issue 2, April 2023 | PP. 33-43. 10.54647/energy480203

References

[ 1 ] Liu Y. Effect of cyclodextrin group on structure and properties of oxyvinyl ether[D]. Southwest Petroleum University, 2016.
[ 2 ] Eastburn S D, Tao B Y. Applications of modified cyclodextrins[J]. Biotechnology Advances, 1994,12(2):325-339.
[ 3 ] Dos Santos Silva Araújo L, Lazzara G, Chiappisi L. Cyclodextrin/surfactant inclusion complexes: An integrated view of their thermodynamic and structural properties[J]. Advances in Colloid and Interface Science, 2021,289:102375.
[ 4 ] Nguyen C, Banh K, An T N M, et al. Cyclodextrin modified with different groups to enhance the drug delivery efficiency of gold nanoparticles to treat cancer[J]. Arabian Journal of Chemistry, 2023,16(9):105079.
[ 5 ] Murakami T, Harata K, Morimoto S. Regioselective sulfonation of a secondary hydroxyl group of cyclodextrins[J]. Tetrahedron Letters, 1987,28(3):321-324.
[ 6 ] Gao Q, Zhao H, Zhou X, et al. Flame retardant, combustion and thermal degradation properties of polypropylene composites treated with the mixture of pentaerythritol, nickel hydroxystannate and expandable graphite[J]. Polymer Degradation and Stability, 2022,203:110084.
[ 7 ] Hu P, Zhao P, Jin Y, et al. Experimental study on solid–solid phase change properties of pentaerythritol (PE)/nano-AlN composite for thermal storage[J]. Solar Energy, 2014,102:91-97.
[ 8 ] Ossai IC, Ahmed A, Hassan A (2020) Remediation of soil and water contaminated with petroleum hydrocarbon: a review.Environ Technol Innov 17:100526
[ 9 ] Liu G J, Zou C J, Yang F, et al. A kind of compound solvent and treatment device for vibrating screen slurry treatment while drilling. China Invention Patent (2019), ZL2019104264247
[ 10 ] Li X, Zhang F, Guan B (2020b) Review on oily sludge treatment technology. IOP Conference Series: Earth Environ Sci 467(1):012173
[ 11 ] Zango ZU (2020) Review of petroleum sludge thermal treatment and utilization of ash as a construction material, a way to environmental sustainability. Int J Adv Appl Sci 7(12)
[ 12 ] Geng C, Wu X, Yu H, et al. Reversible phase-change extraction process based on temperature-responsive solvent[J]. Chemical Engineering Science, 2023,278:118918.
[ 13 ] Wen J, Li L, Yuan L, et al. Insight into the weak interaction between organic primary amine and propionic acid or phenol solvents in solvent extraction[J]. Journal of Molecular Liquids, 2022,367:120524.
[ 14 ] Singh B, Kumar P (2020) Physicochemical characteristics of hazardous sludge from effluent treatment plant of petroleum refinery as feedstock for thermochemical processes. J Environ Chem Eng 8(4):10381
[ 15 ] Hu Y, Chen X, Mu S, et al. Extraction and separation of petroleum pollutants from oil-based drilling cuttings using methanol/n-hexane solvent[J]. Process Safety and Environmental Protection, 2022,168:760-767.
[ 16 ] Hu G, Li J, Huang S (2016) Oil recovery from petroleum sludge through ultrasonic assisted solvent extraction. J Environ Sci Health A 51(11):921–929
[ 17 ] Cui Z, Luan X, Li S, et al. Genotoxicity detection of oil-containing drill cuttings by Comet assay based on a demersal marine fish Mugilogobius chulae[J]. Ecotoxicology and Environmental Safety, 2021,208:111655.
[ 18 ] Wang C, Lin X, He M, et al. Environmental performance, mechanical and microstructure analysis of concrete containing oil-based drilling cuttings pyrolysis residues of shale gas[J]. Journal of Hazardous Materials, 2017,338:410-427.
[ 19 ] Wang C, Lin X, Mei X, et al. Performance of non-fired bricks containing oil-based drilling cuttings pyrolysis residues of shale gas[J]. Journal of Cleaner Production, 2019,206:282-296.
[ 20 ] Hu L, Yu H, Yan X, et al. Analysis of molten slag from high-temperature plasma treatment of oil-based drill cuttings[J]. Process Safety and Environmental Protection, 2023,172:97-104.
[ 21 ] Xu T, Wang L A, Zhang H, et al. Pyrolysis kinetics and environmental risks of oil-based drill cuttings at China’s largest shale gas exploitation site[J]. Ecotoxicology and Environmental Safety, 2022,246:114189.
[ 22 ] Lv Q, Wang L, Ma S, et al. Pyrolysis of oil-based drill cuttings from shale gas field: Kinetic, thermodynamic, and product properties[J]. Fuel, 2022,323:124332.
[ 23 ] Lv Q, Wang L A, Jiang J, et al. Catalytic pyrolysis of oil-based drill cuttings over metal oxides: The product properties and environmental risk assessment of heavy metals in char[J]. Process Safety and Environmental Protection, 2022,159:354-361.
[ 24 ] Liu W, Xiong X, Zhao Y, et al. Preparing high-strength and low-density proppants with oil-based drilling cuttings pyrolysis residues and red mud: Process optimization and sintering mechanism[J]. Fuel, 2023,331:125777.
[ 25 ] Araka P P, Okparanma R N, Ayotamuno J M. Diagnostic screening of organic contaminant level in solidified/stabilized pre-treated oil-based drill cuttings[J]. Heliyon, 2019,5(10): e2644.