ZHANG Wenshuo,SHEN Jun,WANG Yugao,et al. Progress of decreasing toxic polycyclic aromatic hydrocarbons content in coal-tar pitch by alkylation method[J]. Coal Science and Technology,2023,51(3):271−280
. DOI: 10.13199/j.cnki.cst.2021-0681Citation: |
ZHANG Wenshuo,SHEN Jun,WANG Yugao,et al. Progress of decreasing toxic polycyclic aromatic hydrocarbons content in coal-tar pitch by alkylation method[J]. Coal Science and Technology,2023,51(3):271−280 . DOI: 10.13199/j.cnki.cst.2021-0681 |
Coal-tar pitch (CTP) is a substance produced by ambient and/or vacuum distillation of high-temperature coal tar, although CTP has a large yield in China, however its wide application is limited due to its high toxicity. It was found that the toxicity of CTP was derived from its large amount of toxic Polycyclic Aromatic Hydrocarbons(PAHs) by 13C NMR and gas chromatography/mass spectrometer, including 16 PAHs monitored by the United States Environmental Protection Agency(EPA), such as fluoranthene、pyrene and benzo[a]pyrene. Various anti-toxic modification methods of CTP are introduced in the article, including chemical crosslinking method and physical chemistry method. The existing research mainly focuses on the former; by comparing the molecular structure of CTP and petroleum pitch, it is found that petroleum pitch has higher aliphatic hydrocarbons,it is proposed to add alkyl side chains to PAHs by alkylation of long-chain olefins to generate non-toxic long-chain alkyl substituted PAHs and inhibit the toxicity of CTP. Thus the method of alkylation cross-linking modification is focused on. The principle of the method and the catalysts used were summarized, the domestic and foreign related modification experiment results and theoretical research work were analyzed; Firstly, the alkylation of 16 kinds of PAHs with olefins was simulated by Gaussian, and the general rules of the reaction were obtained; Secondly, model compounds were selected for alkylation reaction, the possible reaction and its reaction mechanism of PAHs in the process of CTP modification were discussed; Finaly, the reaction conditions obtained from alkylation experiments of model compounds were applied to real CTP system, including 16 U.S. Environmental Protection Agency priority monitoring PAHs reduction in the modified coal tar pitch, as well as the changes of asphalt fume emissions and water soluble matter after modification in CTP, meanwhile the future research and application hot-spots and development of this method were prospected, it is hoped to provide reference for the environmental friendly utilization of CTP at home and abroad.
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封云,王仁雷,汪庆喜,艾周磐,衡世权,曹荣. 无机矿物质类复合絮凝剂处理矿井水RO浓水的应用研究. 煤炭加工与综合利用. 2025(05): 115-121 .
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10. |
张春晖,赵桂峰,苏佩东,肖楠,张益臻,沈哲林. 基于“深地-井下-地面”联动的煤矿矿井水处理利用模式初探. 矿业科学学报. 2024(01): 1-12 .
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11. |
冯地宽,田合利,陈冲,陈鸿申. 贵州省废弃闭坑煤矿酸性废水治理新方法探讨. 中国矿业. 2024(01): 98-104 .
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12. |
李喜林,李健,孙璐,张雪娇,刘思初. 煤矸石-铝盐改性粉煤灰联合净化复合污染矿井水动态试验. 安全与环境学报. 2024(02): 703-712 .
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13. |
张春晖,章昭,陈乐贻,李伟宪. 煤矿酸性废水中硫酸盐的防治与潜在资源化技术研究进展. 洁净煤技术. 2024(01): 189-204 .
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14. |
杨小勇,张兆,李甲,李庭,邸卫猛,王雨晨,卜奕丹,郝春明. 悬浮物特征对砂加载混凝沉淀处理高悬浮矿井水实验的影响. 科学技术与工程. 2024(02): 871-877 .
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15. |
郑海平,王淑民,王吉坤,杜松. 我国煤矿矿井水处理技术研究进展及建议. 煤化工. 2024(01): 92-96 .
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16. |
李福勤,梁桢,王瑾,王世奕,何绪文,代其彬,田莉. 矿井水直接超滤试验研究. 工业用水与废水. 2024(01): 49-53+75 .
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17. |
晋银佳,王绍曾,郭栋,尤良洲,衡世权. 基于双极膜电渗析的矿井浓盐水资源化处理工艺研究. 工业水处理. 2024(03): 104-111 .
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18. |
顾大钊,曹志国,李井峰,吴宝杨,张勇,蒋斌斌,郭强,王汉鹏,武洋,史小萌,王路军,杨毅,查尔晟. 煤矿地下水库技术原创试验平台体系研制及应用. 煤炭学报. 2024(01): 100-113 .
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19. |
何绪文,王绍州,张学伟,季晓晴. 煤矿矿井水资源化绿色短流程关键技术与装备. 煤炭学报. 2024(02): 958-966 .
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20. |
兰莹,耿安朝,耿策,单以停,李旭. 非浸没式超滤技术净化处理煤矿矿井水的试验研究. 工业水处理. 2024(04): 179-186 .
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21. |
王立辉,张豹,刘伟,高禄江,李雷,赵杰. 高矿化度矿井水除盐浓水用于煤泥水絮凝沉降的试验研究. 选煤技术. 2024(01): 13-17 .
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22. |
李曈,徐梦兰,赵悦,任舒阳,王霄,郭开祥,李从举. 矿井水反渗透系统阻垢剂成分与阻垢机制. 工程科学学报. 2024(06): 1004-1011 .
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23. |
曹楠楠,白振荣,贺高峰,周发堂,张瑞,范青,李琼. 重砂诱导去除矿井水中高悬浮煤岩粉的实验研究. 煤炭加工与综合利用. 2024(04): 79-83 .
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24. |
王雨晨. 针对煤矿高铁锰矿井水处理工艺的研究与实践. 煤炭加工与综合利用. 2024(04): 93-96 .
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25. |
周刚,栾国梁,李帅龙,陈冠双,吕颖慧,孙慧赟. 沙柳木粉基高效吸附材料对煤矿废水中Fe(Ⅱ)和Mn(Ⅱ)作用特性及机理. 煤炭学报. 2024(03): 1570-1582 .
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26. |
刘贤斌,袁成健,姜仁坤. 我国煤炭开采中的水污染现状与对策. 内蒙古煤炭经济. 2024(05): 46-48 .
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27. |
刘兆峰,郭强,王霄,唐佳伟,蒋斌斌,曹志国,张锁,闫祖喻,王群,李井峰. 基于双极膜电渗析的膜集成技术的高矿化度矿井水资源化处理. 煤炭学报. 2024(05): 2462-2471 .
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28. |
谢阳,韩少科,张晓广,李齐,陈迪,林旭楠,李广利. 露天矿矿坑水处理技术研究. 煤炭加工与综合利用. 2024(06): 101-106 .
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29. |
张晓广,韩少科,谢阳,吴凡,李传峰,钟晓勇,李琼. 混凝剂种类对高悬浮物矿井水处理效率的影响研究. 煤炭加工与综合利用. 2024(06): 91-96 .
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30. |
姚强岭,黄刚,徐强,朱柳,郭浩天. 不同粒径矸石预净化高矿化度矿井水实验研究. 绿色矿山. 2024(02): 122-129 .
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31. |
黄刚,韩云春,余国锋,罗勇,任波,叶赞,王立超,赵靖,徐一帆. 全光纤微震监测技术在底板突水监测中的应用研究. 工矿自动化. 2024(06): 36-45 .
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32. |
刘宗,周如林,赵中梅. 矿井水井下短程直滤处理工艺中试研究. 煤炭工程. 2024(06): 169-173 .
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33. |
张润超. 矿井积水与破碎煤岩体水-岩相互作用研究. 山东煤炭科技. 2024(07): 127-131 .
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34. |
刘毓民. 煤矿矿井水处理与利用研究. 能源与节能. 2024(08): 88-90+214 .
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35. |
石炳兴,沈毅,石光,王常建,王海棠,王晓雷,曹志国. 宝日希勒露天煤矿涌水量预测研究. 煤炭工程. 2024(08): 93-98 .
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36. |
文欣,海玉琰,何灿,马瑞,熊日华,刘淑琴. XDLVO理论分析矿井水中PES超滤膜的耦合污染. 膜科学与技术. 2024(04): 147-156 .
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37. |
李小端,郭强,唐佳伟,刘兆峰,蒋斌斌,闫祖喻,李井峰. 煤矿矿井水零排放处理除硬过程影响因素. 洁净煤技术. 2024(S1): 598-604 .
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38. |
屈波,刘杰,张世明,武轶凡. 煤矿智能型水处理净化站的应用. 洁净煤技术. 2024(S1): 609-614 .
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39. |
王仁雷,朱力,曹荣,郭栋,汪庆喜,封云. 两段式DTRO在矿井水深度浓缩减量中的应用与优化. 给水排水. 2024(08): 76-82 .
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40. |
于明丽,张伦秋,田葳,杜胜男,宋洋. 煤矿酸性废水处理技术研究进展. 应用化工. 2024(08): 1971-1974 .
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41. |
李福勤,王丛,郑煚州,陈宇航,何绪文,代其彬,田莉. 煤矿矿井水处理技术现状与展望. 工业水处理. 2024(09): 1-8 .
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42. |
张建国,王之峰,何绪文,赵磊,张雪飞,王绍州,马文臣. 高浊高黏矿井水井下绿色短流程处理关键技术. 洁净煤技术. 2024(S2): 532-540 .
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43. |
王方田,孙暖,张村,郭中权,窦凤金. 矿井采空区水库水岩作用净水机理研究进展及展望. 绿色矿山. 2024(03): 246-257 .
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44. |
司光明,尹中山,罗怀彬,戚明辉,贾强,宁翀鹤,范志华,赵超,阳伟. 基于灌注法的矿井水治理措施研究——以四川老鹰岩井为例. 山西煤炭. 2024(03): 50-56+66 .
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45. |
陈伟,刘宗,赵中梅. 综采工作面用一体式反渗透净水系统设计研究. 内蒙古煤炭经济. 2024(16): 4-6 .
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46. |
刘继高. 溢流背压对浓缩旋流器分离性能的影响研究. 煤炭加工与综合利用. 2024(10): 20-25+31 .
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47. |
李昂,吕璐娜,吕伟,田胜祺,范六一,孙靖昕,冯碧野,杨佳康,薛智轩. 基于超声波技术的矿井水井下预处理试验研究. 矿业科学学报. 2024(05): 678-686 .
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48. |
袁增翔,索林娜. 高矿化度矿井水超滤-反渗透脱盐试验研究. 煤化工. 2024(05): 109-113 .
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49. |
骆建营,朱俊兆,杨再君,杨建超,王建,郭中权. 基于响应面法的矿井回用水除浊除铁工艺优化. 工业水处理. 2024(12): 153-159+174 .
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50. |
梁煌,胡潭楸. 煤矿含氟矿井水除氟技术研究进展. 环保科技. 2024(06): 55-59 .
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51. |
高杰. 煤矿全生命周期矿井水的混凝特性. 黑龙江科技大学学报. 2024(06): 852-857 .
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52. |
章丽萍,虎翔,王伟伟,雷文波,李蕙彤,孙华冉,战永祺,连泽谕. 六偏磷酸钠改性沸石处理矿井水中氨氮. 煤炭科学技术. 2024(12): 362-372 .
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53. |
蒋斌斌,李井峰,马力强,吴敏,苏琛,李吉辉. 煤矿地下水库岩石堆积效应对矿井水悬浮物去除规律研究. 煤炭科学技术. 2024(12): 352-361 .
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54. |
王健,屈世甲,于振,张羽. 煤矿地下水库安全监测及预警关键技术研究. 中国煤炭. 2024(12): 71-82 .
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55. |
汤怀志,夏秋乐,马涛涛,石馨晔,刘锦,刘允佳,陈冲,黄元仿. 矿区漂浮水稻开发利用关键技术与实施保障. 安徽理工大学学报(自然科学版). 2024(06): 90-98 .
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56. |
蒋斌斌,李井峰,吴敏,苏琛,包一翔,薛蕊. 煤矿地下水库对矿井水净化机理研究进展. 矿业科学学报. 2023(02): 137-145 .
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57. |
郎国成,苏元戎,刘洒,王宏义,柳金贤,张新. 磁分离技术在矿井水处理中的运用研究. 中国设备工程. 2023(02): 192-194 .
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58. |
彭海兵,李瑞群. 煤矿转型为专用地下水库技术研究. 陕西煤炭. 2023(01): 134-138 .
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59. |
王皓,董书宁,尚宏波,王甜甜,杨建,赵春虎,张全,周振方,刘基,侯悦. 国内外矿井水处理及资源化利用研究进展. 煤田地质与勘探. 2023(01): 222-236 .
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60. |
关丙火,张飞超,叶健,云俊文,李艳杰,耿相奎,梁雷,柳国录. 大采高大流量集成供液系统的研制与应用. 煤矿机械. 2023(03): 158-161 .
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61. |
李杰,唐佳伟,张锁,侯福林,刘兆峰,郭强,李雪佳. 酸性矿井水中潜在可回收资源研究进展及技术应用. 中国矿业. 2023(03): 10-19+26 .
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62. |
张乃丰,任红蕾. 矿井水净化站防渗破裂对地下水环境污染预测研究——以刘东煤矿为例. 地下水. 2023(01): 1-4 .
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63. |
张海琴,包一翔,唐佳伟,曹志国,蒋斌斌,李杰,李井峰,刘兆峰. 神东矿区天然矿物中的氟化物浸出规律研究. 煤炭科学技术. 2023(02): 436-448 .
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64. |
王庆刚,杨久利,王锦,毛维东,陈永春,郭中权,唐志鹏. 分盐结晶法处理高盐矿井水的工艺比选与应用. 煤炭加工与综合利用. 2023(04): 98-104 .
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65. |
李福勤,豆硕超,高珊珊,薛甜丽,代其彬,田莉. 多重混凝沉淀处理高悬浮物矿井水试验及应用. 煤炭工程. 2023(04): 102-106 .
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66. |
曹庆一,钱雅慧,杨柳. 煤中重金属元素的溶出潜力及其影响因素. 地球科学与环境学报. 2023(02): 437-444 .
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67. |
陈光波,李谭,杨磊,张国华,吕鹏飞,滕鹏程. 水岩作用下煤岩组合体力学特性与损伤特征. 煤炭科学技术. 2023(04): 37-46 .
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68. |
周如林,刘宗,赵中梅. 反渗透膜前阻垢预处理工艺研究. 煤炭科学技术. 2023(04): 239-245 .
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69. |
王方田,郝文华,张村,孙暖,熊集兵,范常浩. 采空区破碎煤岩体溶蚀作用及净水机理实验研究. 矿业科学学报. 2023(04): 464-473 .
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70. |
杨建,王皓,王强民,张溪彧,王甜甜. 蒙陕接壤区矿井水中典型污染组分特征及来源. 煤炭学报. 2023(04): 1687-1696 .
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71. |
张文泉,朱先祥,李松,刘勇,吴绪南,陈兵. 橡胶-粉煤灰基矿井底板裂隙注浆材料性能的试验研究. 煤炭科学技术. 2023(05): 1-10 .
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72. |
王常建,马立博,杨光辉,李程,王海棠. 宝日希勒露天矿采场水净化系统升级改造工程实践. 煤炭加工与综合利用. 2023(06): 90-93 .
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73. |
唐佳伟,张锁,刘兆峰,张海琴,包一翔,侯福林,郭强,曹志国,李井峰. 吸附法去除矿井水中F~-研究进展. 煤炭科学技术. 2023(05): 269-283 .
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74. |
王林威,靖娟,尚文绣. 矿井大量涌水地区多水源联合配置. 水资源与水工程学报. 2023(03): 37-45+54 .
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75. |
赵中梅,周如林,李再峰,刘宗. 电子阻垢仪结构设计及性能验证. 能源与环保. 2023(06): 220-224 .
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76. |
张海琴,李井峰,曹志国,李杰,邹昕. 煤矿地下水库的建设成本优势及经济效益分析. 煤炭经济研究. 2023(04): 112-119 .
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77. |
师晓东,李远,张建瑞,刘攀峰,王小艳. 河南省煤矿矿井水资源综合利用研究. 能源与环保. 2023(07): 175-181 .
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78. |
郭强,李井峰,刘兆峰,曹志国,何瑞敏,卞伟,刘淑琴. 高矿化度矿井水的膜蒸馏处理. 煤炭学报. 2023(09): 3494-3502 .
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79. |
班健. 老虎台矿矿井水与煤泥水综合治理工程实施应用. 煤质技术. 2023(05): 72-77 .
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80. |
吕超贤,孙文,宋关羽,于浩,王成山. 煤矿能源资源高效利用发展研究. 中国工程科学. 2023(05): 136-145 .
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81. |
武军杰. 超滤-反渗透工艺在煤矿井下水处理工程中的应用. 给水排水. 2023(09): 57-62 .
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82. |
王锐,陈成,张亚红,张乐,亢艺璇. 阳离子交换树脂在矿井水除盐技术中的应用. 当代化工. 2023(10): 2387-2390+2419 .
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83. |
冯健,张彪,师素珍,黄辅强,康玉国,张小龙. 黄陇煤田厚层砂岩水害精准注浆防治水技术研究. 煤炭科学技术. 2023(S1): 256-264 .
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84. |
齐永辉,包一翔,李俏,王蕾,李井峰,张海琴,吴敏,陈静允,钟金魁,郭强,蒋斌斌,李海祥. 一步固相反应制备铝改性活性炭对矿井水中氟化物的超快去除. 煤炭科学技术. 2023(S1): 461-469 .
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85. |
李雪佳,唐佳伟,李杰,郭强,王小龙,李井峰. 絮凝剂的研究进展及其在煤矿矿井水处理中的应用. 工业水处理. 2023(11): 93-103 .
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86. |
张宏乐,骆祥波,赵子通,万光龙,邸卫猛,李怀东,梁明春,张伟,李琼. 华北煤田不同矿井水中溶解性有机物荧光特征对比研究——以东滩煤矿为例. 煤炭加工与综合利用. 2023(11): 79-84 .
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87. |
姜琳婧,赵会杰,赵怡晴,方杰,曹志国. 层理煤岩浸水前后力学性质研究. 煤炭科学技术. 2023(10): 97-108 .
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88. |
杨建强,黄保忠,鹿存金,郑懿楠. 银星一号煤矿矿井水处理技术与综合利用. 能源与环保. 2023(11): 210-216+224 .
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89. |
马莲净,赵宝峰,吕玉广,张泽源. 煤矿矿井水水化学形成作用与灌溉适宜性评价. 环境化学. 2023(10): 3429-3438 .
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90. |
李福勤,薛甜丽,高珊珊,豆硕超,何绪文. 高盐矿井水浓缩液双极膜电渗析试验研究. 煤炭科学技术. 2023(11): 248-254 .
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91. |
范莹琳,潘树仁,杜松,李萌,赵岳,张玉峰,丁晏,宋思彤,车巧慧,王锋利. 基于半航空瞬变电磁法识别复杂地形废弃煤矿富水空间的应用研究. 煤炭科学技术. 2023(12): 79-89 .
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92. |
马莲净,王颂,杜松,赵宝峰,张阳,卢才武. 宁东煤田枯竭油层回注存储高矿化度矿井水技术思路. 煤炭科学技术. 2023(12): 149-158 .
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93. |
张莉,徐智敏,孙亚军,朱璐璐,陈歌,高雅婷,赵先鸣. 鄂尔多斯典型煤矿不同功能区水化学与微生物群落特征及环境响应. 煤炭科学技术. 2023(12): 180-196 .
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94. |
张雷,徐智敏,袁慧卿,孙亚军,郭娟,陈天赐,李鑫,刘琪. 深部开采高盐矿井水减排治理技术体系构建与实现. 煤炭科学技术. 2023(12): 208-219 .
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95. |
刘峰,郭林峰,赵路正. 双碳背景下煤炭安全区间与绿色低碳技术路径. 煤炭学报. 2022(01): 1-15 .
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96. |
孙嘉伦,刘松,雷兆武,代卫林,侯培雄,张宝成,柴曹江. 九龙矿矿井水二次沉淀水仓改造实例分析. 中国煤炭. 2022(02): 75-79 .
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97. |
麻博,林智炜,孙超,王文倩,张春晖. 复合絮凝剂的制备及其在高浊矿井水中的应用. 洁净煤技术. 2022(02): 186-194 .
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98. |
赵俊昌. 高悬浮物矿井水治理及资源化利用技术研究. 中国煤炭地质. 2022(02): 48-50+80 .
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99. |
范志忠,裴印昌,刘天习,于凤江. 1.0m以下薄煤层智能化刨煤开采关键技术研究. 煤炭科学技术. 2022(03): 39-45 .
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100. |
代其彬,雷兆武,田新国,田莉,朱惠敏. 某公司矿井水管理利用现状与对策. 河北环境工程学院学报. 2022(02): 7-11 .
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101. |
张全,杨建,胡骁,刘基,葛光荣,王甜甜,王周锋. 混合纳滤反渗透净化洁净预疏放水工艺和水质预测. 煤炭学报. 2022(04): 1647-1656 .
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102. |
雷兆武,孙京敏,张尊举,景长勇,金泥沙,董亚荣,张俊安. 高矿化度矿井水井下循环利用水质指标研究. 煤炭工程. 2022(06): 128-131 .
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103. |
郭剑锋. 煤矿矿井水处理现状及发展趋势. 能源与节能. 2022(06): 214-216 .
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104. |
张溪彧,杨建,王皓,王强民,王甜甜. 露天矿地下水库人工回灌介质渗透性与水质变化规律研究. 煤炭科学技术. 2022(07): 291-297 .
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105. |
李杰. 高矿化度矿井水脱盐技术研究进展. 陕西煤炭. 2022(05): 153-156+160 .
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106. |
袁慧卿,徐智敏,罗武贤,李南骏. 张双楼煤矿井下四灰涌水减量治理与节能减排技术. 煤炭科技. 2022(04): 157-163 .
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107. |
王晓青,冯启言,宫敏,梁浩乾. 高硫酸盐矿山废水的处理方法研究进展. 应用化工. 2022(08): 2355-2361 .
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108. |
房满义,李雪妍,张根,刘骞,脱凯用,刘淑琴. 煤矿地下水库水岩作用机理研究——以大柳塔煤矿为例. 煤炭科学技术. 2022(11): 236-242 .
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109. |
黄艳利,郭亚超,齐文跃,李俊孟,高华东,欧阳神央,吴来伟,阮泽宇. 西部典型矿区采动地下水流场演变特征与工作面涌水控制技术. 中国科学基金. 2022(06): 1016-1026 .
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110. |
李然,刘波,王大龙,陈敬斌,王统诚,周如林,王剑强,赵康康,于远征,秦怀新,刘明亮,王超. 工作面智能供液技术进展与应用. 煤炭科学技术. 2022(12): 247-253 .
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111. |
韦文术,ZHANG Jeffery,张健恺,邹湘,吕顺之,李然,赵康康,刘雪菲,王远. 煤矿井下水处理反渗透膜的污染机理研究. 煤炭科学技术. 2021(04): 103-110 .
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112. |
王东升. 煤矿矿井水处理技术应用现状及前景分析. 煤质技术. 2021(03): 30-34 .
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113. |
顾大钊,李井峰,曹志国,吴宝扬,蒋斌斌,杨毅,杨建,陈要平. 我国煤矿矿井水保护利用发展战略与工程科技. 煤炭学报. 2021(10): 3079-3089 .
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114. |
吕情绪,李果,许峰,杨茂林,黄欢. 神东矿区矿井水水化学特征及其灌溉适宜性评价. 能源与环保. 2021(12): 116-122 .
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