Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors

doi:10.1016/j.cjche.2020.10.003

中国化学工程学报 ›› 2021, Vol. 40 ›› Issue (12): 237-244.DOI: 10.1016/j.cjche.2020.10.003

• Resources and Environmental Technology • 上一篇下一篇

Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors

Yanping Duan¹, Pengfei Wang², Wenge Yang¹, Xia Zhao¹, Hong Hao¹, Ruijie Wu¹, Jie Huang¹

1. School of Chemical Engineering, Northwest University, Xi’an 710069, China;
2. Luoyang JALON Micro-Nano New Materials Co., Ltd, Luoyang 471000, China

收稿日期:2020-06-16 修回日期:2020-10-15 出版日期:2021-12-28 发布日期:2022-01-14
通讯作者: Hong Hao,E-mail:haohong@nwu.edu.cn
基金资助:
We are grateful to Prof. Chang-Yu Sun (China University of Petroleum) for enlightening discussions and visual observation experiments. This work is supported by the Key Science and Technology Program of Shaanxi Province (2014K10-03).

Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors

Yanping Duan¹, Pengfei Wang², Wenge Yang¹, Xia Zhao¹, Hong Hao¹, Ruijie Wu¹, Jie Huang¹

1. School of Chemical Engineering, Northwest University, Xi’an 710069, China;
2. Luoyang JALON Micro-Nano New Materials Co., Ltd, Luoyang 471000, China

Received:2020-06-16 Revised:2020-10-15 Online:2021-12-28 Published:2022-01-14
Contact: Hong Hao,E-mail:haohong@nwu.edu.cn
Supported by:
We are grateful to Prof. Chang-Yu Sun (China University of Petroleum) for enlightening discussions and visual observation experiments. This work is supported by the Key Science and Technology Program of Shaanxi Province (2014K10-03).

摘要/Abstract

摘要： Natural gas hydrate inhibitor has been serving the oil and gas industry for many years. The development and search for new inhibitors remain the focus of research. In this study, the solution polymerization method was employed to prepare poly(N-vinyl caprolactam-co-butyl methacrylate) (P(VCap-BMA)), as a new kinetic hydrate inhibitor (KHI). The inhibition properties of P(VCap-BMA) were investigated by tetrahydrofuran (THF) hydrate testing and natural gas hydrate forming and compared with the commercial KHIs. The experiment showed that PVCap performed better than copolymer P(VCap-BMA). However, low doses of methanol or ethylene glycol are compounded with KHIs. The compounding inhibitors show a synergistic inhibitory effect. More interesting is the P(VCap-BMA)-methanol system has a better inhibitory effect than the PVCap-methanol system. 1% P(VCap-BMA) + 5% methanol presented the best inhibiting performance at subcooling 10.3 ℃, the induction time of natural gas hydrate was 445 min. Finally, the interaction between water and several dimeric inhibitors compared by natural bond orbital (NBO) analyses and density functional theory (DFT) indicated that inhibitor molecules were able to form the hydrogen bond with the water molecules, which result in gas hydrate inhibition. These exciting properties make the P(VCap-BMA) compound hydrate inhibitor promising candidates for numerous applications in the petrochemical industry.

关键词: Kinetic hydrate inhibitors, Synthesis, Poly(N-vinylcaprolactam-co-butyl methacrylate), Natural gas, Hydrate, Computer simulation

Abstract: Natural gas hydrate inhibitor has been serving the oil and gas industry for many years. The development and search for new inhibitors remain the focus of research. In this study, the solution polymerization method was employed to prepare poly(N-vinyl caprolactam-co-butyl methacrylate) (P(VCap-BMA)), as a new kinetic hydrate inhibitor (KHI). The inhibition properties of P(VCap-BMA) were investigated by tetrahydrofuran (THF) hydrate testing and natural gas hydrate forming and compared with the commercial KHIs. The experiment showed that PVCap performed better than copolymer P(VCap-BMA). However, low doses of methanol or ethylene glycol are compounded with KHIs. The compounding inhibitors show a synergistic inhibitory effect. More interesting is the P(VCap-BMA)-methanol system has a better inhibitory effect than the PVCap-methanol system. 1% P(VCap-BMA) + 5% methanol presented the best inhibiting performance at subcooling 10.3 ℃, the induction time of natural gas hydrate was 445 min. Finally, the interaction between water and several dimeric inhibitors compared by natural bond orbital (NBO) analyses and density functional theory (DFT) indicated that inhibitor molecules were able to form the hydrogen bond with the water molecules, which result in gas hydrate inhibition. These exciting properties make the P(VCap-BMA) compound hydrate inhibitor promising candidates for numerous applications in the petrochemical industry.

Key words: Kinetic hydrate inhibitors, Synthesis, Poly(N-vinylcaprolactam-co-butyl methacrylate), Natural gas, Hydrate, Computer simulation

Yanping Duan, Pengfei Wang, Wenge Yang, Xia Zhao, Hong Hao, Ruijie Wu, Jie Huang. Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors[J]. 中国化学工程学报, 2021, 40(12): 237-244.

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Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors

Experimental and density functional theory computational evaluation of poly(N-vinyl caprolactam-co-butyl methacrylate) kinetic hydrate inhibitors

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