石油中不同环数芳烃化合物的精细分离和制备

刘雪; 李美俊; 唐友军; 何大祥; KONAN N'Guessan Francois De Sales; 师生宝; 朱雷

doi:10.11781/sysydz202103524

石油中不同环数芳烃化合物的精细分离和制备

doi: 10.11781/sysydz202103524

刘雪^{1, 2,},
李美俊^{1, 2, 3, 4, ,},
唐友军^{1, 2},
何大祥^{1, 2, 3, 4},
KONAN N'Guessan Francois De Sales^{3, 4},
师生宝^{3, 4},
朱雷^{3, 4}

1.
长江大学油气资源与勘探技术教育部重点实验室, 武汉 430100
2.
长江大学资源与环境学院, 武汉 430100
3.
中国石油大学(北京)油气资源与勘探国家重点实验室, 北京 102249
4.
中国石油大学(北京) 地球科学学院, 北京 102249

基金项目:

国家自然科学基金项目 41972148

国家重点研发计划 2017YFC0603102

详细信息

作者简介:
刘雪(1993-), 女, 硕士研究生, 从事油气地球化学研究。E-mail: 201872271@yangtzeu.edu.cn

通讯作者:
李美俊(1972-), 男, 教授, 从事油气地球化学、油气成藏研究。E-mail: meijunli@cup.edu.cn

中图分类号: TE135
计量
- 文章访问数: 486
- HTML全文浏览量: 88
- PDF下载量: 121
- 被引次数: 0
出版历程
- 收稿日期: 2020-09-03
- 修回日期: 2021-03-10
- 刊出日期: 2021-05-28

An improved column-chromatographic separation for polycyclic aromatic compounds in petroleum

LIU Xue^{1, 2
,},
LI Meijun^{1, 2, 3, 4
, ,},
TANG Youjun^{1, 2},
HE Daxiang^{1, 2, 3, 4},
KONAN N'Guessan Francois De Sales^{3, 4},
SHI Shengbao^{3, 4},
ZHU Lei^{3, 4}

1.
Key Laboratory of Exploration Technologies for Oil and Gas Resources of Ministry of Education, Yangtze University, Wuhan, Hubei 430100, China
2.
College of Resources and Environment, Yangtze University, Wuhan, Hubei 430100, China
3.
State Key Laboratory of Petroleum Resources and Prospecting, China University of Petroleum(Beijing), Beijing 102249, China
4.
College of Geosciences, China University of Petroleum(Beijing), Beijing 102249, China

摘要

摘要: 石油族组分的分离和制备过程是后续分子组成、同位素分析的基础。由于同分异构体多，传统技术制备的芳烃化合物组分仍然无法满足单体化合物的同位素分析要求。采用两种不同的分离方案对原油中的多环芳烃进行精细的分离和制备，其中“一步法”是直接将脱沥青质的原油样品经过一次氧化铝/硅胶层析柱，用不同体积比的石油醚/二氯甲烷混合溶剂进行洗脱；“两步法”先将原油采用常规的族组分分离方法得到芳烃馏分，再将芳烃馏分经氧化铝层析柱，用不同比例的石油醚/二氯甲烷混合溶剂进行洗脱，可得到不同环数芳烃的组分。对洗脱出来的不同组分进行色谱—质谱分析（GC-MS），与“一步法”相比，“两步法”可以更好地实现单环、双环与三环芳烃化合物的分离制备，其中，石油醚/二氯甲烷（99/1，V/V）的混合溶剂可以制备单环芳烃化合物；石油醚/二氯甲烷（9/1，V/V）混合溶剂可制备得到以双环芳烃化合物占绝对优势的组分；石油醚/二氯甲烷（8/2，V/V）混合溶剂则可制备得到三环芳烃化合物组分。
- 石油 /
- 柱层析 /
- 分离 /
- 多环芳烃
Abstract: The separation and preparation process of petroleum group components is the basis for the subsequent molecular composition and isotopic analysis. Due to the complex composition of isomers, the components of aromatic compounds prepared by traditional techniques still cannot meet the isotopic analysis requirements of specific compounds. Two different separating methods were used to finely separate and prepare polycyclic aromatic hydrocarbons in crude oils. The "one-step method" was to directly pass the de-asphalted crude oil samples through an alumina/silica gel chromatography column, and elute them with different ratios of petroleum ether/dichloromethane mixed solvent. The "two-step method" firstly used conventional separation methods to obtain aromatic fraction from crude oils, and then applied the aromatic fraction to a column filled with alumina and sub-fractions with different ring numbers then eluted with mixed solvent with different ratios of petroleum ether/dichloromethane. Gas chromatography-mass spectrometry (GC-MS) analysis for the sub-fractions were carried out for the comparison between the two separation methods. Results show that the "two-step method" can better realize the separation and preparation of monocyclic, bicyclic and tricyclic aromatic compounds. The mixed solvents of petroleum ether/dichloromethane of V/V: 99/1, 9/1 and 8/2 can obtain monocyclic, bicyclic and tricyclic aromatic compounds respectively.
- petroleum /
- column chromatography /
- separation /
- polycyclic aromatic

HTML全文

图 1 “一步法”和“两步法”层析柱分离实验的分离流程

Figure 1. Separating procedures of "one-step" and "two-step" methods

下载: 全尺寸图片幻灯片

图 2 Termit盆地原油样品“一步法”中使用石油醚/二氯甲烷试剂洗脱出的化合物总离子流图

峰上的数值代表取代基的位置

Figure 2. Total ion flow diagram of compounds eluted with petroleum ether/dichloromethane solvents in "one-step" process of crude oil samples from Termit Basin

下载: 全尺寸图片幻灯片

图 3 Termit盆地原油样品“两步法”中使用石油醚/二氯甲烷试剂洗脱出的化合物总离子流图

峰上的数值代表取代基的位置

Figure 3. Total ion flow diagram of compounds eluted with petroleum ether/dichloromethanesolvents in "two-step" process of crude oil samples from Termit Basin

下载: 全尺寸图片幻灯片

图 4 盆地原油样品芳烃总馏分与“两步法”中使用石油醚/二氯甲烷试剂洗脱出的化合物总离子流图

Figure 4. Total aromatic fractions and total ion flow diagrams of compounds eluted with petroleum ether/dichloromethane solvent in "two-step" process of crude oil samples from Termit Basin

下载: 全尺寸图片幻灯片

表 1 Termit盆地原油样品中芳烃化合物亚组分“一步法”检测结果

Table 1. Results of "one-step" separation for aromatic sub-fractions in crude oil samples from Termit Basin

化合物系列	烷基侧链	m/z	石油醚/二氯甲烷(V/V)
化合物系列	烷基侧链	m/z	99/1	95/5	9/1	1/2
烷基苯	C_nH₂_n₊₁	92	有
萘系物	萘	128
	甲基萘	142		有	有
	乙基或二甲基萘	156		有	有
	三甲基萘	170		有	有	有
	四甲基萘	184		有	有	有
菲系物	菲	178				有
	甲基菲	192				有
	乙基或二甲基菲	206				有
	三甲基菲	220				有
	C₄-菲	234

下载: 导出CSV

表 2 Termit盆地原油样品中芳烃化合物亚组分“两步法”检测结果

Table 2. Results of "two-step" separation for aromatic sub-fractions in crude oil samples from Termit Basin

化合物系列	烷基侧链	m/z	石油醚/二氯甲烷(V/V)
化合物系列	烷基侧链	m/z	99/1	95/5	9/1	8/2	0/100
烷基苯	C_nH₂_n₊₁	92	有
萘系物	萘	128
	甲基萘	142		有	有
	乙基或二甲基萘	156		有	有
	三甲基萘	170		有	有
	四甲基萘	184		有	有
菲系物	菲	178				有
	甲基菲	192				有
	乙基或二甲基菲	206				有
	三甲基菲	220				有
	C₄-菲	234

下载: 导出CSV

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