煤焦油和石油基柴油馏分中含氮化合物的分离鉴定
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摘要
对两种煤焦油柴油馏分和石油基催化裂化柴油、焦化柴油、直馏柴油中的含氮化合物进行了鉴定分析。采用硅胶柱分离富集5种柴油中的非碱性含氮化合物,酸萃取法萃取碱性含氮化合物,利用GC/MS分离定性。结果表明:煤焦油柴油馏分中非碱性含氮化合物主要是咔唑和吲哚类化合物,碱性含氮化合物以喹啉、吡啶和苯胺类为主;催化裂化柴油以咔唑和吲哚类非碱性含氮化合物为主;焦化柴油以吡啶和喹啉类碱性含氮化合物为主;直馏柴油中主要是咔唑类非碱性含氮化合物,还有少量的喹啉和苯胺类碱性含氮化合物。煤焦油柴油馏分和焦化柴油以碱性含氮化合物为主,催化裂化柴油和直馏柴油以非碱性含氮化合物为主,煤焦油柴油馏分中的碱性含氮化合物种类及含量远高于石油馏分。
In this paper,nitrogen compounds in two kinds of coal tar diesel fraction and three kinds of diesel(FCC diesel,coking diesel and straight-run diesel)were separated and identified.The non-basic nitrogen compounds was separated by silicagel column and the basic nitrogen compounds was extracted from diesel by HCL,then the separated nitrogen compounds were identified by using GC/MS.The results show that in two coal tar diesel fractions,non-basic nitrogen compounds including carbazole and indole as well as basic nitrogen compounds including quinoline,pyridine and aniline are the main nitrogen compounds.The basic nitrogen compounds including pyridine and quinoline are given priority in coking diesel.Straight-run diesel mainly contains non-basic nitrogen compounds including carbazole and a small amount of basic nitrogen compounds including quinoline and aniline.The basic nitrogen compounds are mainly in coal tar diesel fraction and coking diesel,and the non-basic nitrogen compounds are mainly in FCC diesel and straight-run diesel.The kinds and amount of basic nitrogen compounds in coal tar diesel is much more than that in petroleum diesel.
In this paper,nitrogen compounds in two kinds of coal tar diesel fraction and three kinds of diesel(FCC diesel,coking diesel and straight-run diesel)were separated and identified.The non-basic nitrogen compounds was separated by silicagel column and the basic nitrogen compounds was extracted from diesel by HCL,then the separated nitrogen compounds were identified by using GC/MS.The results show that in two coal tar diesel fractions,non-basic nitrogen compounds including carbazole and indole as well as basic nitrogen compounds including quinoline,pyridine and aniline are the main nitrogen compounds.The basic nitrogen compounds including pyridine and quinoline are given priority in coking diesel.Straight-run diesel mainly contains non-basic nitrogen compounds including carbazole and a small amount of basic nitrogen compounds including quinoline and aniline.The basic nitrogen compounds are mainly in coal tar diesel fraction and coking diesel,and the non-basic nitrogen compounds are mainly in FCC diesel and straight-run diesel.The kinds and amount of basic nitrogen compounds in coal tar diesel is much more than that in petroleum diesel.
引文
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[17]李伟伟,丁坤,王华,等.气相色谱-表面电离检测器分析汽油中含氮化合物的分布[J].色谱,2011,29(2):141-145
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[21]杨永坛.催化柴油中含氮化合物类型分布的气相色谱分析方法[J].色谱,2008,26(4):478-483
[22]吕志凤,战风涛,李林,等.催化裂化柴油中氮化合物的分析[J].石油化工,2001,30(5):399-401
[2]王雷,王莹.清洁燃料的研究与生产技术[J].当代化工,2005,34(2):106-111
[3]邵志才,高晓冬,李皓光,等.氮化物对柴油深度和超深度加氢脱硫的影响.I.氮化物含量的影响[J].石油学报(石油加工),2006,22(4):12-17
[4]张生,李翔,王安杰,等.有机含氮化合物对深度加氢脱硫反应的影响[J].工业催化,2005,13(11):12-17
[5]Briker Y,Ring Z,Iacchelli A,et al.Miniaturized method for separation and quantification of nitrogen species in petroleum distillates[J].Fuel,2003,82(13):1621-1631
[6]刘涛,赵玉琢,曾榕辉,等.精制油氮含量对加氢裂化及其产品影响的考察[J].当代化工,2011,40(4):367-369
[7]韩晓呈,马波,凌凤香,等.原油中含氮化合物的分离富集及鉴定方法[J].石油与天然气化工,2006,35(2)145-148
[8]候婷,刘东,邓文安,等.石油中含氮化合物的分离与分析方法[J].石油学报(石油加工),2010,26(S):198-202
[9]张月琴.直馏柴油和焦化柴油中含氮化合物类型分布[J].石油炼制与化工,2013,44(1):41-45
[10]张月琴.催化裂化柴油中含氮化合物类型分布[J].石油炼制与化工,2013,44(5):87-91
[11]Cheng Xingguo,Zhao Ting,Fu Xingguo,et al.Identification of nitrogen compounds in RFCC diesel oil by mass spectrometry[J].Fuel Processing Technology,2004,85(13):1463-1472
[12]Oliveira E C,Campos M C.Ion-exchange resins in the isolation of nitrogen compounds from petroleum residues[J].Journal of Chromatography A,2004,1027:171-177
[13]Burchill P,Herode A A,Pritchard E.Investigation of nitrogen compounds in coal tar products.2.Basic fractions[J].Fule,1983,62(1):20-29
[14]于航,李术元,靳广州,等.桦甸页岩油柴油馏分中含氮、氧化合物结构组成分析[J].石油炼制与化工,2011,42(3):88-92
[15]Oliveira E C,Vaz de Campos M C,Rodrigues M R A,et al.Identification of alkyl carbazoles and alkyl benzocarbazoles in Brazilian petroleum derivatives[J].Journal of Chromatogr A,2006,1105(1/2):186-190
[16]Chen Xiaobo,Li Teng,Liu Yibin,et al.Characterization of nitrogen compounds in vacuum residue and their structure comparison with coker gas oil[J].China Petroleum Processing and Petrochemical Technology,2014,16(3):33-41
[17]李伟伟,丁坤,王华,等.气相色谱-表面电离检测器分析汽油中含氮化合物的分布[J].色谱,2011,29(2):141-145
[18]Wiwel P,Knudsen K,Zeuthen P,et al.Assessing compositional changes of nitrogen compounds during hydrotreating of typical diesel range gas oils using a novel preconcentration technique coupled with gas chromatography and atomic emission detection[J].Ind Eng Chem Res,2000,39(2):533-540
[19]SH/T 0162—1992.石油产品中碱性氮测定法[S].1992
[20]周密,朱明华,朱泽霖,等.重质石油中含氮化合物的形态及分布分析[J].华东理工大学学报,1996,22(3):342-348
[21]杨永坛.催化柴油中含氮化合物类型分布的气相色谱分析方法[J].色谱,2008,26(4):478-483
[22]吕志凤,战风涛,李林,等.催化裂化柴油中氮化合物的分析[J].石油化工,2001,30(5):399-401