Qualitative and Quantitative NMR Analysis of 1,2-Butanediol in Polymer Grade Coal-Based Ethylene Glycol

doi:10.11938/cjmr20182621

Abstract

Abstract: Ethylene glycol is a raw chemical material for production of polyester fibers used in coating material, dynamite and etc. The presence of trace methyne (CH) containing impurities greatly affects the quality, transportation and storage of ethylene glycol. So far it is difficult to analyze these trace impurities quickly with the traditional methods. Hereby, we demonstrated a simple procedure to analyze the key impurity (1, 2-butanediol) in polymer grade coal-based ethylene glycol by the nuclear magnetic resonance (NMR) multiple signal suppression technique combined with peak shape analysis.

Key words: liquid NMR, signal suppression, impurity identification, polymer grade coal-based ethylene glycol, 1,2-butanediol

CLC Number:

YU Gang-jin, ZHOU Zhi-ming, LV Ming, QIAN Sheng-tao, KONG Yu-hua, ZHANG Xu, MAO Shi-zhen, LIU Mai-li. Qualitative and Quantitative NMR Analysis of 1,2-Butanediol in Polymer Grade Coal-Based Ethylene Glycol[J]. Chinese Journal of Magnetic Resonance, 2019, 36(1): 55-64.

References

[1] YUE H R, ZHAO Y G, MA X B, et al. Ethylene glycol:properties, synthesis, and applications[J]. Chem Soc Rev, 2012, 41(11):4218-4224.
[2] SHAO S Y, ZHU G S, WANG Z H. The present situation and development prospect of coal to ethylene glycol[J]. Shandong Chem Ind, 2017, 46(2):30-31. 邵守言, 朱桂生, 王忠华. 煤制乙二醇的现状及发展前景[J]. 山东化工, 2017, 46(2):30-31.
[3] LI Q, JIANG M F. Technical progress and technical economy analysis of coal-based ethylene glycol production process[J]. Shanghai Chem Ind, 2016, 41(3):23-31. 李清, 蒋美芬. 煤制乙二醇生产工艺技术进展及技术经济分析[J]. 上海化工, 2016, 41(3):23-31.
[4] LI D H, WANG H B. Market and technology progress of syngas to ethylene glycol[J]. Mod Chem Ind, 2017, 37(1):5-10. 李代红, 王洪波. 合成气制乙二醇市场及技术进展[J]. 现代化工, 2017, 37(1):5-10.
[5] DING G R. Analysis and forecast of the market of ethylene glycol at home and abroad[J]. Acetaldehyde Acetic Acide Chem Ind, 2017, 5:14-17. 丁国荣. 国内外乙二醇市场分析及预测[J]. 乙醛醋酸化工, 2017, 5:14-17.
[6] LIU L Y. Study of China's coal-to-ethanediol industry development[J]. Contemp Chem Ind, 2016, 12:74-75. 刘凌云. 我国煤制乙二醇产业发展研究[J]. 当代化工研究, 2016, 12:74-75.
[7] ZHENG Y J, ZHENG Y, HAN L G, et al. Analysis and effect of impurities on UV transmittance of coal-based ethylene glycol[J]. Guangzhou Chem Ind, 2016, 44(12):111-113. 郑永军, 郑勇, 韩联国, 等. 影响煤基乙二醇紫外透光率杂质分析[J]. 广州化工, 2016, 44(12):111-113.
[8] KONG H N, ZHENG W. Impurity analysis and lifting method of UV value of coal based ethylene glycol[J]. Jiangsu Sci Technol Info, 2015, 28:63-64. 孔会娜, 郑卫. 煤基乙二醇UV值的杂质分析及提升方法[J]. 江苏科技信息, 2015, 28:63-64.
[9] FULMER G R, MILLER A J M, SHERDEN N H, et al. NMR chemical shifts of trace impurities:common laboratory solvents, organics, and gases in deuterated solvents relevant to the organometallic chemist[J]. Organometallics, 2010, 29(9):2176-2179.
[10] JIANG Y M, ZOU Y Y, HUANG T, et al. NMR Fingerprints of Eucommia ulmoides Oliver[J]. Chinese J Magn Reson, 2017, 34(4):453-464. 姜阳明, 邹云云, 黄滔, 等. 杜仲的核磁共振指纹图谱研究[J]. 波谱学杂志, 2017, 34(4):453-464.
[11] SUN L J, HU X F, CHENG X, et al. NMR Characterization of Flavanone Naringenin 7-O-Glycoside Diastereomer[J]. Chinese J Magn Reson, 2017, 34(4):465-473. 孙丽娟, 胡小芳, 程寻, 等. 柚皮素467-O-葡萄糖苷非对映异构体的NMR波谱分析[J]. 波谱学杂志, 2017, 34(4):465-473.
[12] LIU M L, MAO X A, YE C H, et al. Improved WATERGATE pulse sequences for solvent suppression in NMR spectroscopy[J]. J Magn Reson, 1998, 132(1):125-129.
[13] REDFIELD A G, GUPTA R K. Pulsed fourier-transform NMR spectrometer for use with H₂O solutions[J]. J Chem Phys, 1971, 54(3):1418-1419.
[14] BHARTI S K, ROY R. Quantitative ¹H NMR spectroscopy[J]. Trac-Trend anal Chem, 2012, 35:5-26.