Composition of the alkanolyses soluble portion and pyrolytic products distribution of the insoluble portion from Wucaiwan sub-bituminous coal

doi:10.16085/j.issn.1000-6613.2023-2250

Chemical Industry and Engineering Progress ›› 2024, Vol. 43 ›› Issue (5): 2449-2462.DOI: 10.16085/j.issn.1000-6613.2023-2250

• Clean and efficient utilization of fossil energy • Previous Articles

Composition of the alkanolyses soluble portion and pyrolytic products distribution of the insoluble portion from Wucaiwan sub-bituminous coal

JIAO Kunpeng¹(), ZHAO Zitao¹, YOU Chenyi¹, MO Wenlong¹^,²(), GUO Fengjiao¹, YANG Xiaoqin²(), ZHANG Shupei², GUO Jia³, WEI Xianyong⁴, FAN Xing⁵, AKRAM Naeem⁶

^1.State Key Laboratory of Carbon-based Energy Resource Chemistry and Utilization, Xinjiang Key Laboratory of Clean Coal Transformation and Chemical Process, College of Chemical Engineering, Xinjiang University, Urumqi 830046, Xinjiang, China
^2.Xinjiang Yihua Chemical Industry Co. , Ltd. , Changji 831700, Xinjiang, China
^3.Xinjiang Energy Co. , Ltd. , Urumqi 830000, Xinjiang, China
^4.Key Laboratory of Coal Processing and High Efficiency Utilization, Ministry of Education, China University of Mining and Technology, Xuzhou 221116, Jiangsu, China
^5.College of Chemical and Biological Engineering, Shandong University of Science and Technology, Qingdao 266590, Shandong, China
^6.School of Chemical Engineering, Minhaj University Lahore, Lahore 54000, Punjab, Pakistan

Received:2023-12-22 Revised:2024-01-25 Online:2024-06-15 Published:2024-05-15
Contact: MO Wenlong, YANG Xiaoqin

五彩湾次烟煤醇解可溶物的组成特征与不溶物的快速热解产物分布

焦锟鹏¹(), 赵子涛¹, 犹成裔¹, 莫文龙¹^,²(), 郭凤娇¹, 杨晓勤²(), 张书培², 郭佳³, 魏贤勇⁴, 樊星⁵, AKRAM Naeem⁶

^1.新疆大学化工学院，省部共建碳基能源资源化学与利用国家重点实验室，煤炭清洁转化与化工过程新疆维吾尔自治区重点实验室，新疆乌鲁木齐 830046
^2.新疆宜化化工有限公司，新疆昌吉 831700
^3.新疆能源（集团）有限公司，新疆乌鲁木齐 830000
^4.中国矿业大学煤炭加工与高效利用教育部重点实验室，江苏徐州 221116
^5.山东科技大学化学与生物工程学院，山东青岛 266590
^6.明哈吉大学拉合尔分校化工学院，巴基斯坦旁遮普拉合尔 54000

通讯作者: 莫文龙,杨晓勤
作者简介:焦锟鹏（1999—），男，硕士研究生，研究方向为煤化工。E-mail：1498210951@qq.com。
基金资助:
新疆维吾尔自治区区域协同创新专项(2022E01057);新疆维吾尔自治区自然科学基金(2021D01C099);新疆宜化化工有限公司科技研发项目“准东煤中有机质的分离提取和转化利用研究与开发”;新疆能源（集团）有限责任公司科技研发项目“中低阶煤中有机质组成和结构的测试、鉴定与分析”

Abstract

Abstract:

Wucaiwan sub-bituminous coal (WSBC) was subjected to alkanolysis using isopropanol as solvent at 300℃, and the soluble (SP) and insoluble (ISP) compounds were obtained. The GC/MS analysis showed that the aromatic content of SP accounted for the largest percentage of the total amount of SP, which was 27.9%, followed by phenolic compounds, which indicated that the compounds containing benzene rings were more easily extracted during the isopropanol alkanolysis. The infrared spectra showed that the intensity of the absorption peaks of ISP in both aliphatic and aromatic regions increased significantly relative to that of the original coal, suggesting that the alkanolysis process destroyed the macromolecular structure of the coal, and generated new functional groups through bond breaking and alkanolysis reactions. From the TG-DTG curves, it could be seen that the weight loss rate of the raw coal was larger than that of ISP, and the second weight loss rate peak appeared in the temperature range of 400—500℃ for both of them, in which the weight loss rate of WSBC reached the maximum at 450℃, and the temperature corresponding to the peak of the maximum weight loss rate of ISP was shifted to the right (480℃). The pyrolysis reaction of both samples was the most intense in the temperature interval of the second weight loss peak, which was attributed to the thermal cracking of the organic matter and a large amount of volatilization. The results of the Py-GC/MS showed that the detectable compounds in the pyrolysis products of WSBC and ISP at 450℃ were mainly aliphatic hydrocarbons and oxygenated compounds, and alkanolysis led to a significant decrease in oxygenated compounds, but did not obviously remove nitrogenous compounds from ISP.

Key words: sub-bituminous coal, alkanolyses, composition and structural characteristics, rapid pyrolysis, gaschromatography/mass spectrometry (GC/MS)

摘要：

以异丙醇为溶剂在300℃对五彩湾次烟煤（WSBC）进行醇解，得到可溶物（SP）与不溶物（ISP）。GC/MS分析表明，SP中芳烃含量占比最大，质量分数为27.9%；其次是酚类化合物，说明含苯环的化合物在异丙醇醇解时更容易被提取。红外光谱表明，在脂肪族和芳香族区域ISP的吸收峰强度相对于原煤都有明显的升高，说明醇解过程破坏了煤的大分子结构，通过断键和醇解反应产生新的官能团。从TG-DTG曲线可以看出，原煤失重率比ISP大，两者在400~500℃温度段内出现的第二个失重速率峰，其中WSBC在450℃失重速率达到最大，而ISP最大失重速率所对应温度向右移动（480℃），两样品在第二个失重峰温度区间内的热解反应最为剧烈，归属于有机质的热裂解和大量挥发。Py-GC/MS结果表明，WSBC与ISP在450℃热解产物中可检测的化合物均以脂肪烃和含氧化合物为主，醇解使含氧化合物明显下降，但是对ISP中含氮类化合物脱除不明显。

关键词: 次烟煤, 醇解, 组成与结构特征, 快速热解, 气相色谱/质谱

CLC Number:

TQ536

JIAO Kunpeng, ZHAO Zitao, YOU Chenyi, MO Wenlong, GUO Fengjiao, YANG Xiaoqin, ZHANG Shupei, GUO Jia, WEI Xianyong, FAN Xing, AKRAM Naeem. Composition of the alkanolyses soluble portion and pyrolytic products distribution of the insoluble portion from Wucaiwan sub-bituminous coal[J]. Chemical Industry and Engineering Progress, 2024, 43(5): 2449-2462.

焦锟鹏, 赵子涛, 犹成裔, 莫文龙, 郭凤娇, 杨晓勤, 张书培, 郭佳, 魏贤勇, 樊星, AKRAM Naeem. 五彩湾次烟煤醇解可溶物的组成特征与不溶物的快速热解产物分布[J]. 化工进展, 2024, 43(5): 2449-2462.

Figures/Tables 15

样品	工业分析（质量分数）/%				元素分析（质量分数）/%					H/C	O/C
样品	M_ad	A_ad	VM_ad	FC_ad	C_daf	H_daf	N_daf	S_t,d,daf	O	H/C	O/C
WSBC	6.90	7.16	31.90	54.04	64.11	4.06	0.65	1.13	30.05	0.76	0.35
ISP	2.94	8.91	31.51	56.64	70.44	4.71	0.71	1.02	27.83	0.80	0.30

归属种类	保留时间/s	化合物	质量分数/%
烷烃	16.40	2,6,10,14-四甲基十五烷	0.33
	16.68	十二烷	0.31
	16.80	1,2,3-三甲基环己烷	0.47
	18.45	十七烷	0.49
	20.37	二十烷	0.44
	21.28	二十二烷	0.33
	22.14	二十烷	0.41
	22.97	十八烷	0.72
	23.78	二十烷	0.75
	24.55	二十烷	0.51
	25.29	二十烷	0.51
	27.97	3-甲基十八烷	0.46
	28.17	豆甾烷	0.43
	28.60	28-Nor-17.alpha.(H) -藿烷	0.44
芳烃	9.76	1,2-二甲基-1H-茚	0.44
	11.41	1-甲基萘	0.64
	12.59	1-丁基-4-甲基苯	0.36
	13.13	1,2-二甲基萘	0.38
	13.18	2,7-二甲基萘	0.39
	13.88	2-肪-1,2,3,5-四甲基苯	0.35
	13.99	苊	0.31
	14.16	1,3,5-三乙基苯	0.31
	14.39	1,1,4,5,6-五甲基-2,3-二氢-1H-茚	0.63
	14.96	5-叔丁基-1,2,3-三甲基苯	0.74
	15.25	1,6,7-三甲基萘	0.32
	15.36	1-异丙烯基萘	0.59
	16.25	1,6-二甲基-4-异丙基萘	0.32
	16.63	4,4'-二甲基联苯	0.41
	16.93	2,2'-二甲基联苯	0.42
	17.12	1,2,3,4-四氢蒽	0.37
	17.49	蒽	0.33
	17.70	1,2,3,4,5,6,7,8-八氢-1-田基菲	0.31
	18.35	3,4-二乙基-1,1'-联苯	0.43
	18.84	2-甲基蒽	0.37
	18.95	2-甲基菲	0.35
	23.87	三苯	0.35
	26.70	2-叔丁基-1-苯基萘	0.53
	26.79	苯并[e]芘	0.6
	26.88	1,2,3,5-四苯基苯	0.74
	27.07	2,2''-二甲基-1,1: 4,1''-三联苯	0.45
	28.36	3',4'-二甲基-5'6-二苯基-1,1': 2,1''-三联苯	0.34
	33.22	1,4-二氢-9,10-二甲氧基-1,4-甲桥蒽	0.31
	31.86	7-丁基-1-己基萘	0.35
醇类	15.65	9H-芴-9-醇	0.31
	15.97	2-[4-(1,1-二甲基乙基)苯氧基]乙醇	0.64
	16.51	2,2-二甲基-3-(2-苯基乙炔)环丙醇	0.62
	27.16	3,4-二氢-2,8-二甲基-2- (4,8,12-三甲基十二烷基) -2H-1-苯并毗喃-6-醇	0.46
酚类	6.44	苯酚	0.85
	7.71	2-甲基苯酚	0.68
	8.10	对甲酚	0.91
	9.28	3,5-二甲基苯酚	0.33
	9.61	3-乙基苯酚	0.5
	9.69	3-乙基苯酚	0.31
	10.02	2-(1-甲基乙基) 苯酚	1.02
	10.52	2-乙基-5-甲基苯酚	0.69
	10.64	百里酚	0.44
	11.26	百里酚	0.41
	11.36	百里酚	0.61
	12.9	2,5-二叔丁基苯酚	0.38
	13.29	异丙酚	0.61
	16.07	4-甲基-1-萘酚	0.36
	6.44	苯酚	0.85
酮类	15.19	2,3,5,6-四甲基苯乙酮	0.36
	19.99	1-[1,1'-联苯]-3-乙酮	0.31
	24.68	2-苯基喀呢并[2,1-a]异吲哚-4(6H)-酮	0.35
	25.67	3-(2-甲氧基苯基)-1-(2-萘基)丙烯酮	0.55
	26.32	3-(2-甲氧基苯基)-1-(2-萘基)丙烯酮	0.44
醛类	13.71	3- (2,6,6-三甲基-1-环己烯-1-基) -2-丙烯醛	0.31
	14.43	4-[1,1-二甲基乙基]苯乙醛	0.46
	25.06	5-氯苯并噻吩-2-甲醛	0.39
脂类	26.2	胆固醇硬脂酸酯	1.35
	27.58	二十六烷酸丙酯	1.11
	28.60	3-(4-丁氧基苯甲酰氨基)苯甲酸异丁酯	0.34
其他	12.96	5-氨基-2-甲基吡啶	0.41
	14.63	2,3-二氢-2,2,5,6-四甲基苯并味喃	0.54
	24.90	4,5-二氢-3H-二萘并[2,1-c:1,2-E]氮杂卓	0.4
	25.98	(z)-9-十八烯酷胺	1.97
	26.38	4-丙基-10H-吖啶-9-硫酮	0.62
	26.58	13-甲基-9H-苯并咪哗并[1,2-d][1-3]三哗并[1,5-a][1,4]苯并二氨杂卓	0.49
	26.79	苯并[e]芘	0.36
	27.02	N- (4-己酷氨基丁基) -2-乙基哌啶	0.38
	27.38	7-芒基喃并[3,4-g]苯并咪唑	0.49
	27.43	7-芒基喃并[3,5-g]苯并咪唑	0.57
	27.69	1,3-二芒基-2- (5-硝基味喃-2-基)-六氢嘧啶	0.50

归属种类	保留时间/s	化合物	质量分数/%
烷烃	16.40	2,6,10,14-四甲基十五烷	0.33
	16.68	十二烷	0.31
	16.80	1,2,3-三甲基环己烷	0.47
	18.45	十七烷	0.49
	20.37	二十烷	0.44
	21.28	二十二烷	0.33
	22.14	二十烷	0.41
	22.97	十八烷	0.72
	23.78	二十烷	0.75
	24.55	二十烷	0.51
	25.29	二十烷	0.51
	27.97	3-甲基十八烷	0.46
	28.17	豆甾烷	0.43
	28.60	28-Nor-17.alpha.(H) -藿烷	0.44
芳烃	9.76	1,2-二甲基-1H-茚	0.44
	11.41	1-甲基萘	0.64
	12.59	1-丁基-4-甲基苯	0.36
	13.13	1,2-二甲基萘	0.38
	13.18	2,7-二甲基萘	0.39
	13.88	2-肪-1,2,3,5-四甲基苯	0.35
	13.99	苊	0.31
	14.16	1,3,5-三乙基苯	0.31
	14.39	1,1,4,5,6-五甲基-2,3-二氢-1H-茚	0.63
	14.96	5-叔丁基-1,2,3-三甲基苯	0.74
	15.25	1,6,7-三甲基萘	0.32
	15.36	1-异丙烯基萘	0.59
	16.25	1,6-二甲基-4-异丙基萘	0.32
	16.63	4,4'-二甲基联苯	0.41
	16.93	2,2'-二甲基联苯	0.42
	17.12	1,2,3,4-四氢蒽	0.37
	17.49	蒽	0.33
	17.70	1,2,3,4,5,6,7,8-八氢-1-田基菲	0.31
	18.35	3,4-二乙基-1,1'-联苯	0.43
	18.84	2-甲基蒽	0.37
	18.95	2-甲基菲	0.35
	23.87	三苯	0.35
	26.70	2-叔丁基-1-苯基萘	0.53
	26.79	苯并[e]芘	0.6
	26.88	1,2,3,5-四苯基苯	0.74
	27.07	2,2''-二甲基-1,1: 4,1''-三联苯	0.45
	28.36	3',4'-二甲基-5'6-二苯基-1,1': 2,1''-三联苯	0.34
	33.22	1,4-二氢-9,10-二甲氧基-1,4-甲桥蒽	0.31
	31.86	7-丁基-1-己基萘	0.35
醇类	15.65	9H-芴-9-醇	0.31
	15.97	2-[4-(1,1-二甲基乙基)苯氧基]乙醇	0.64
	16.51	2,2-二甲基-3-(2-苯基乙炔)环丙醇	0.62
	27.16	3,4-二氢-2,8-二甲基-2- (4,8,12-三甲基十二烷基) -2H-1-苯并毗喃-6-醇	0.46
酚类	6.44	苯酚	0.85
	7.71	2-甲基苯酚	0.68
	8.10	对甲酚	0.91
	9.28	3,5-二甲基苯酚	0.33
	9.61	3-乙基苯酚	0.5
	9.69	3-乙基苯酚	0.31
	10.02	2-(1-甲基乙基) 苯酚	1.02
	10.52	2-乙基-5-甲基苯酚	0.69
	10.64	百里酚	0.44
	11.26	百里酚	0.41
	11.36	百里酚	0.61
	12.9	2,5-二叔丁基苯酚	0.38
	13.29	异丙酚	0.61
	16.07	4-甲基-1-萘酚	0.36
	6.44	苯酚	0.85
酮类	15.19	2,3,5,6-四甲基苯乙酮	0.36
	19.99	1-[1,1'-联苯]-3-乙酮	0.31
	24.68	2-苯基喀呢并[2,1-a]异吲哚-4(6H)-酮	0.35
	25.67	3-(2-甲氧基苯基)-1-(2-萘基)丙烯酮	0.55
	26.32	3-(2-甲氧基苯基)-1-(2-萘基)丙烯酮	0.44
醛类	13.71	3- (2,6,6-三甲基-1-环己烯-1-基) -2-丙烯醛	0.31
	14.43	4-[1,1-二甲基乙基]苯乙醛	0.46
	25.06	5-氯苯并噻吩-2-甲醛	0.39
脂类	26.2	胆固醇硬脂酸酯	1.35
	27.58	二十六烷酸丙酯	1.11
	28.60	3-(4-丁氧基苯甲酰氨基)苯甲酸异丁酯	0.34
其他	12.96	5-氨基-2-甲基吡啶	0.41
	14.63	2,3-二氢-2,2,5,6-四甲基苯并味喃	0.54
	24.90	4,5-二氢-3H-二萘并[2,1-c:1,2-E]氮杂卓	0.4
	25.98	(z)-9-十八烯酷胺	1.97
	26.38	4-丙基-10H-吖啶-9-硫酮	0.62
	26.58	13-甲基-9H-苯并咪哗并[1,2-d][1-3]三哗并[1,5-a][1,4]苯并二氨杂卓	0.49
	26.79	苯并[e]芘	0.36
	27.02	N- (4-己酷氨基丁基) -2-乙基哌啶	0.38
	27.38	7-芒基喃并[3,4-g]苯并咪唑	0.49
	27.43	7-芒基喃并[3,5-g]苯并咪唑	0.57
	27.69	1,3-二芒基-2- (5-硝基味喃-2-基)-六氢嘧啶	0.50

编号	波长/cm^-1	官能团	含量（面积）/%
编号	波长/cm^-1	官能团	WSBC	ISP
1	3600~3500	羟基-π氢键	5.81	3.02
2	3500~3350	自缔合羟基氢键	35.78	30.23
3	3350~3260	羟基醚氢键	31.53	36.53
4	3260~3170	羟基环氢键	20.50	19.67
5	3170~3000	羟基-N氢键	6.37	10.55
6	3000~2930	CH₃不对称伸缩振动	10.38	22.86
7	2930~2900	CH₂不对称伸缩振动	43.59	34.89
8	2900~2870	脂肪族CH伸缩振动	23.58	20.77
9	2870~2800	脂肪族CH₂对称伸缩振动	22.45	21.48
10	1800~1700	羧酸C $̿$ O	10.44	0.01
11	1700~1600	共轭C $̿$ O	29.71	6.75
12	1600~1480	芳环C $̿$ C伸缩振动	19.02	30.96
13	1480~1400	CH₃和CH₂不对称变形振动	1.88	2.27
14	1400~1240	CH₃对称变形振动	5.17	13.44
15	1240~1160	酚类C—OH伸缩振动	28.76	35.59
16	1160~1090	油脂类C—O伸缩振动	2.85	10.38
17	1090~1030	烷基醚C—O伸缩振动	2.17	0.60
18	900~860	芳环上五个氢的芳 $̿$ CH面外振动	3.49	15.65
19	860~810	芳环上四个氢的芳 $̿$ CH面外振动	58.74	35.05
20	810~750	芳环上三个氢的芳 $̿$ CH面外振动	20.34	8.32
21	750~720	芳环上两个氢的芳 $̿$ CH面外振动	17.43	40.98

编号	波长/cm^-1	官能团	含量（面积）/%
编号	波长/cm^-1	官能团	WSBC	ISP
1	3600~3500	羟基-π氢键	5.81	3.02
2	3500~3350	自缔合羟基氢键	35.78	30.23
3	3350~3260	羟基醚氢键	31.53	36.53
4	3260~3170	羟基环氢键	20.50	19.67
5	3170~3000	羟基-N氢键	6.37	10.55
6	3000~2930	CH₃不对称伸缩振动	10.38	22.86
7	2930~2900	CH₂不对称伸缩振动	43.59	34.89
8	2900~2870	脂肪族CH伸缩振动	23.58	20.77
9	2870~2800	脂肪族CH₂对称伸缩振动	22.45	21.48
10	1800~1700	羧酸C $̿$ O	10.44	0.01
11	1700~1600	共轭C $̿$ O	29.71	6.75
12	1600~1480	芳环C $̿$ C伸缩振动	19.02	30.96
13	1480~1400	CH₃和CH₂不对称变形振动	1.88	2.27
14	1400~1240	CH₃对称变形振动	5.17	13.44
15	1240~1160	酚类C—OH伸缩振动	28.76	35.59
16	1160~1090	油脂类C—O伸缩振动	2.85	10.38
17	1090~1030	烷基醚C—O伸缩振动	2.17	0.60
18	900~860	芳环上五个氢的芳 $̿$ CH面外振动	3.49	15.65
19	860~810	芳环上四个氢的芳 $̿$ CH面外振动	58.74	35.05
20	810~750	芳环上三个氢的芳 $̿$ CH面外振动	20.34	8.32
21	750~720	芳环上两个氢的芳 $̿$ CH面外振动	17.43	40.98

归属种类	保留时间/s	化合物	含量（面积）/%
AlH（脂肪烃）	19.074	2-甲基十一烷	0.93
	20.846	环十三烷	0.81
	21.788	1-十二烯	0.71
	21.274	十六烷	0.67
	11.551	1,3,5,7-环辛四烯	0.63
	17.633	十六烷	0.55
	15.837	1-十二烯	0.54
	15.282	1-十二烯	0.51
	16.869	十六烷	0.47
	14.109	柠檬烯	0.46
	17.255	十六烷	0.44
	18.415	十六烷	0.40
	17.918	十六烷	0.38
	23.281	十七烷	0.37
	17.688	2-甲基十一烷	0.36
	21.300	环十二烷	0.35
	20.790	2,2-二甲基癸烷	0.34
	22.768	1-十七烯	0.33
	24.809	十二烷	0.27
	17.786	葵烷	0.23
	21.635	环十一烯（Z）	0.22
ArH（芳香烃）	21.410	芴	0.29
ArH（芳香烃）	19.959	壬基苯	0.22
OCOCs（含氧有机化合物）	20.846	2-十七酮	2.19
	20.790	2-十七酮	2.11
	16.804	2-癸烯醛，（E）-	0.72
	7.568	乙酸	0.49
	14.687	3-十一酮	0.47
	20.260	十八醛	0.43
	10.416	硬脂酸甲酯	0.39
	19.838	2,2,4,6-四甲基，3,5-庚二酮	0.39
	21.197	2-十一烷基苯酚	0.34
	21.540	甲基丙烯酸甲酯	0.31
	20.222	壬醛	0.31
	19.074	十六醛	0.30
	21.093	9-十六碳烯酸	0.28
	19.650	3-二十烷酮	0.26
	23.081	乙酸乙酯	0.24
	21.897	5-羟甲基-4,5-二氢-1,2-𫫇唑-3-羧酸乙酯	0.24
	11.766	2-十一烷基苯酚	0.24
	21.032	十六醛	0.23
	19.683	3-(4-甲氧基苯基)-2-丙烯酸-2-乙基己酯	0.23
	14.860	3,5-二叔丁基苯酚	0.21
	11.698	9-十六碳烯酸	0.21
	23.849	甲基丙烯酸甲酯	0.20
NCOCs（含氮有机化合物）	24.499	(Z)-9-十八烯酰胺	9.01
	22.830	油酰腈	3.89
	21.540	N,N-二甲基甲胺	3.68
	24.722	9-十八烯酰胺	0.73
	20.763	十九酰胺	0.69
	18.368	己内酰胺	0.51
	19.788	3-[2-(2-吡啶基)乙基]苯胺	0.37
	20.935	N1,N4-二庚基-2-羟基-2，N1,N4-三甲基琥珀酰胺	0.35
	19.033	(Z)-9-十八烯酰胺	0.35
	22.184	1-胺-2-甲基丙烷	0.32
	19.210	1-(甲基亚磺酰基)-十二烷	0.24
	21.337	十八烷腈	0.23

归属种类	保留时间/s	化合物	含量（面积）/%
AlH（脂肪烃）	22.773	正三十六烷	1.47
	18.634	5-甲基-1-十一烯	1.40
	20.534	十九烷	0.78
	7.578	苯丙烯	0.78
	18.782	5-甲基-1-十一烯	0.59
	16.869	十六烷	0.42
	20.763	环十四烷	0.38
	17.687	十六烷	0.36
	15.827	十三烷	0.36
	15.917	十三烷	0.35
	23.875	2-甲基二十烷	0.35
	14.858	双环[4.4.1]十一碳-1(10),2,4,6,8-五	0.33
	16.646	2,5-二环丙基-2-五烯-4-炔	0.29
	19.649	1-十三烯	0.28
	18.367	1-十四烯	0.27
	19.683	十六烷	0.27
	19.758	1-十四烯	0.26
	23.864	2-甲基-4-亚甲基，十二烷	0.26
	20.253	1-十四烯	0.26
	20.223	1-十七烯	0.24
	14.690	1-十一烯	0.22
	16.532	2,3,3-三甲基辛烷	0.22
	11.741	葵烷	0.19
ArH（芳香烃）	25.154	苯并[k]荧蒽	0.40
	10.303	1-乙基-3-甲基苯	0.23
	17.809	1,4,5-三甲基萘	0.21
OCOCs（含氧有机化合物）	8.242	戊醛	1.61
	22.673	(E)-3-(6,6-二甲基-5-氧代-2-庚烯基)环戊酮	0.84
	26.243	7-(1-羟基-2-环庚烯基)-2,2-二甲基-5-庚烯-3-酮	0.47
OCOCs（含氧有机化合物）	23.092	2,4,6,8-四甲基-(全R)-1-二十八醇	0.44
	17.345	2-甲基-3-(4-硝基苯基)-2-丙烯醛	0.36
	15.596	甲基丙烯酸甲酯	0.34
	11.154	2-甲基苯酚	0.34
	17.272	1-萘酚	0.28
	12.746	5-甲氧基双环[3.2.0]庚-2,6-二烯	0.27
	20.843	2-十九烷酮	0.26
	27.461	2,4-十一烷-1-醇	0.25
	12.105	3,5-二甲基苯酚	0.24
	11.507	2-甲基苯酚	0.22
	18.263	1-羟基-1,2,3,4-四氢萘-8-甲醛	0.22
	11.765	壬醛	0.21
	11.693	3-乙基苯酚	0.20
	17.294	7-甲基-1-萘酚	0.20
	12.356	4,8-二甲基-1-壬醇	0.20
	9.687	3,5-二甲基苯甲醇	0.19
NCOCs（含氮有机化合物）	22.832	油酰腈	7.00
	24.501	(Z)-9-十八烯酰胺	3.19
	11.632	N,N-二甲基乙磺酰胺	1.24
	12.169	N,N -二甲基乙磺酰胺	0.57
	18.066	5-亚苄基-5H-茚并[1,2-吡啶-4-胺]	0.47
	16.469	3,3-二氨基二苯基甲烷	0.4
	23.027	N-[1,2-二氢-2-氧代-4-嘧啶基]苯甲酰胺	0.38
	24.727	4a-乙酰氧基-5,5,8a-三甲基八氢苯并[b]吡喃	0.36
	11.551	N1-苯乙基-2-(2-噻吩亚甲基)肼-1-硫代甲酰胺	0.27
	12.638	四氢呋喃	0.26
	19.033	1-(乙烯磺酰基)十二烷	0.25

归属种类	保留时间/s	化合物	含量（面积）/%
AlH（脂肪烃）	22.773	正三十六烷	1.47
	18.634	5-甲基-1-十一烯	1.40
	20.534	十九烷	0.78
	7.578	苯丙烯	0.78
	18.782	5-甲基-1-十一烯	0.59
	16.869	十六烷	0.42
	20.763	环十四烷	0.38
	17.687	十六烷	0.36
	15.827	十三烷	0.36
	15.917	十三烷	0.35
	23.875	2-甲基二十烷	0.35
	14.858	双环[4.4.1]十一碳-1(10),2,4,6,8-五	0.33
	16.646	2,5-二环丙基-2-五烯-4-炔	0.29
	19.649	1-十三烯	0.28
	18.367	1-十四烯	0.27
	19.683	十六烷	0.27
	19.758	1-十四烯	0.26
	23.864	2-甲基-4-亚甲基，十二烷	0.26
	20.253	1-十四烯	0.26
	20.223	1-十七烯	0.24
	14.690	1-十一烯	0.22
	16.532	2,3,3-三甲基辛烷	0.22
	11.741	葵烷	0.19
ArH（芳香烃）	25.154	苯并[k]荧蒽	0.40
	10.303	1-乙基-3-甲基苯	0.23
	17.809	1,4,5-三甲基萘	0.21
OCOCs（含氧有机化合物）	8.242	戊醛	1.61
	22.673	(E)-3-(6,6-二甲基-5-氧代-2-庚烯基)环戊酮	0.84
	26.243	7-(1-羟基-2-环庚烯基)-2,2-二甲基-5-庚烯-3-酮	0.47
OCOCs（含氧有机化合物）	23.092	2,4,6,8-四甲基-(全R)-1-二十八醇	0.44
	17.345	2-甲基-3-(4-硝基苯基)-2-丙烯醛	0.36
	15.596	甲基丙烯酸甲酯	0.34
	11.154	2-甲基苯酚	0.34
	17.272	1-萘酚	0.28
	12.746	5-甲氧基双环[3.2.0]庚-2,6-二烯	0.27
	20.843	2-十九烷酮	0.26
	27.461	2,4-十一烷-1-醇	0.25
	12.105	3,5-二甲基苯酚	0.24
	11.507	2-甲基苯酚	0.22
	18.263	1-羟基-1,2,3,4-四氢萘-8-甲醛	0.22
	11.765	壬醛	0.21
	11.693	3-乙基苯酚	0.20
	17.294	7-甲基-1-萘酚	0.20
	12.356	4,8-二甲基-1-壬醇	0.20
	9.687	3,5-二甲基苯甲醇	0.19
NCOCs（含氮有机化合物）	22.832	油酰腈	7.00
	24.501	(Z)-9-十八烯酰胺	3.19
	11.632	N,N-二甲基乙磺酰胺	1.24
	12.169	N,N -二甲基乙磺酰胺	0.57
	18.066	5-亚苄基-5H-茚并[1,2-吡啶-4-胺]	0.47
	16.469	3,3-二氨基二苯基甲烷	0.4
	23.027	N-[1,2-二氢-2-氧代-4-嘧啶基]苯甲酰胺	0.38
	24.727	4a-乙酰氧基-5,5,8a-三甲基八氢苯并[b]吡喃	0.36
	11.551	N1-苯乙基-2-(2-噻吩亚甲基)肼-1-硫代甲酰胺	0.27
	12.638	四氢呋喃	0.26
	19.033	1-(乙烯磺酰基)十二烷	0.25

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Composition of the alkanolyses soluble portion and pyrolytic products distribution of the insoluble portion from Wucaiwan sub-bituminous coal

五彩湾次烟煤醇解可溶物的组成特征与不溶物的快速热解产物分布

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