化工进展 ›› 2021, Vol. 40 ›› Issue (10): 5708-5719.DOI: 10.16085/j.issn.1000-6613.2020-2055
环境中1,4-二
烷污染处理技术研究进展
田坤1,2,3(
), 姚丹丹2,3, 赵元添2,3, 郭丽莉1, 董元华2,3, 刘云1,2,3()
- 1.污染场地安全修复技术国家工程实验室，北京 100015
2.中国科学院土壤环境与污染修复重点实验室（南京 土壤研究所），江苏 南京 210008
3.中国科学院大学，北京 100049
-
收稿日期:2020-10-13修回日期:2020-12-01出版日期:2021-10-10发布日期:2021-10-25 -
通讯作者:刘云 -
作者简介:田坤（1996—），男，博士研究生，研究方向为环境微生物学。E-mail：tiankun@issas.ac.cn 。 -
基金资助:国家自然科学基金(41877504);污染场地安全修复技术国家工程实验室开放基金(NEL-SRT201902)
Advances in 1,4-dioxane remediation methods: a review
TIAN Kun1,2,3(), YAO Dandan2,3, ZHAO Yuantian2,3, GUO Lili1, DONG Yuanhua2,3, LIU Yun1,2,3()
- 1.National Engineering Laboratory for Site Remediation Technologies, Beijing 100015, China
2.CAS Key Laboratory of Soil Environment and Pollution Remediation, Institute of Soil Science, Chinese Academy of Sciences, Nanjing 210008, Jiangsu, China
3.University of Chinese Academy of Sciences, Beijing 100049, China
-
Received:2020-10-13Revised:2020-12-01Online:2021-10-10Published:2021-10-25 -
Contact:LIU Yun
摘要：
新型污染物1,4-二
烷广泛分布于地表水、地下水和饮用水环境中。常规水处理手段对1,4-二
烷难以奏效，因而其污染处理技术成为了关注的热点。本文主要针对1,4-二
烷污染的处理方法进行了综述。首先对1,4-二
烷的性质及分布特征进行了总结，比较了国内外已有的污染调查状况和控制标准，然后重点从物理、化学和生物法三个方面介绍了近年来1,4-二
烷污染处理技术的最新研究进展，且分析了不同技术的作用机制、优缺点及可行性，并对不同技术的处理效率进行了归纳总结。文中特别指出了生物修复的难题，即氯代烃、重金属对微生物降解1,4-二
烷的抑制作用和机理及改进修复技术，最后对今后的研究方向进行了展望。
中图分类号:
引用本文
田坤, 姚丹丹, 赵元添, 郭丽莉, 董元华, 刘云. 环境中1,4-二烷污染处理技术研究进展[J]. 化工进展, 2021, 40(10): 5708-5719.
TIAN Kun, YAO Dandan, ZHAO Yuantian, GUO Lili, DONG Yuanhua, LIU Yun. Advances in 1,4-dioxane remediation methods: a review[J]. Chemical Industry and Engineering Progress, 2021, 40(10): 5708-5719.
表1 1,4-二烷的理化性质及结构
| 属性 | 数值 | 结构 |
|---|---|---|
| 分子量/g·mol-1 | 88.11 |  |
| 密度/g·cm-3 | 1.033 | |
| 沸点（标准大气压下）/℃ | 101.1 | |
| 水溶性（25℃）/mg·L-1 | 4.31×105 | |
| 蒸气压（25℃）/mmHg | 38.1 | |
| 亨利定律常数（25℃）/atm·m3·mol-1 | 4.88×10-6 | |
| 正辛醇-水分配系数（lg Kow） | -0.27 | |
| 有机碳分配系数（lg Koc） | 1.23 | |
| 生物富集系数 | 0.2~0.7 |
表1 1,4-二烷的理化性质及结构
| 属性 | 数值 | 结构 |
|---|---|---|
| 分子量/g·mol-1 | 88.11 | |
| 密度/g·cm-3 | 1.033 | |
| 沸点（标准大气压下）/℃ | 101.1 | |
| 水溶性（25℃）/mg·L-1 | 4.31×105 | |
| 蒸气压（25℃）/mmHg | 38.1 | |
| 亨利定律常数（25℃）/atm·m3·mol-1 | 4.88×10-6 | |
| 正辛醇-水分配系数（lg Kow） | -0.27 | |
| 有机碳分配系数（lg Koc） | 1.23 | |
| 生物富集系数 | 0.2~0.7 |
表2 不同1,4-二烷吸附剂及吸附容量
| 时间 | 吸附剂 | 浓度范围 | 吸附容量 | 参考文献 |
|---|---|---|---|---|
| 2007年 | 多孔TiO2颗粒 | 20.62~1.03×105mg·L-1 | 80.27mg·g-1（正己烷溶剂中） | ［ |
| 2013年 | 碳质吸附剂 | 0.001~100mg·L-1 | 吸附等温线拟合最大值约50mg·g-1 | ［ |
| 2014年 | AMBERSORB? 560 | 0.002~2000mg·L-1 | 吸附等温线拟合最大值约63mg·g-1 | ［ |
| 2018年 | 活性炭Norit 1240 | 12.5~800mg·L-1 | 37.57mg·g-1 | ［ |
| 2019年 | 钛硅沸石TS-1 | 25~500mg·L-1 | 85.17mg·g-1 | ［ |
| 2019年 | 沸石分子筛ZSM-5 | 1~400mg·L-1 | 分子筛Si/Al=300时，Langmuir模型拟合最大值87.32mg·g-1 | ［ |
表2 不同1,4-二烷吸附剂及吸附容量
| 时间 | 吸附剂 | 浓度范围 | 吸附容量 | 参考文献 |
|---|---|---|---|---|
| 2007年 | 多孔TiO2颗粒 | 20.62~1.03×105mg·L-1 | 80.27mg·g-1（正己烷溶剂中） | ［ |
| 2013年 | 碳质吸附剂 | 0.001~100mg·L-1 | 吸附等温线拟合最大值约50mg·g-1 | ［ |
| 2014年 | AMBERSORB? 560 | 0.002~2000mg·L-1 | 吸附等温线拟合最大值约63mg·g-1 | ［ |
| 2018年 | 活性炭Norit 1240 | 12.5~800mg·L-1 | 37.57mg·g-1 | ［ |
| 2019年 | 钛硅沸石TS-1 | 25~500mg·L-1 | 85.17mg·g-1 | ［ |
| 2019年 | 沸石分子筛ZSM-5 | 1~400mg·L-1 | 分子筛Si/Al=300时，Langmuir模型拟合最大值87.32mg·g-1 | ［ |
图1 1,4-二烷高级氧化过程[35]
图1 1,4-二烷高级氧化过程[35]
表3 高级氧化法在处理1,4-二烷污染中的应用
| 时间 | 高级氧化体系 | 活性物质 | 1，4-二 烷初始浓度 | 平均降解速率① | 参考文献 |
|---|---|---|---|---|---|
| 2006年 | 20kHz超声 | ·OH | 100mg·L-1 | 0.395mg·L-1·min-1 | ［ |
| 2007年 | H2O2/UV体系 | ·OH | 0.36mg·L-1 | 0.5μgC·min-1 | ［ |
| 2008年 | O3/电解工艺 | ·OH | 1.04mg·L-1 | 1.04mg·L-1·min-1 | ［ |
| 2009年 | Fe0和紫外光类芬顿体系 | ·OH | 1~10mg·L-1 | 3.16×10-2mg·L-1·min-1 | ［ |
| 2010年 | 硼掺杂金刚石电极阳极氧化 | ·OH | COD0为129molO2·m-3 | 约4.06molO2·m-3·h-1 | ［ |
| 2010年 | 基于紫外线的光催化（TiO2） | ·OH | 36mg·L-1 | 12mg·L-1·min-1 | ［ |
| 2013年 | O3/ H2O2体系 | ·OH | 150mg·L-1 | 约2.5mg·L-1·min-1 | ［ |
| 2013年 | O3/ UV体系 | ·OH | 150mg·L-1 | 约1.25mg·L-1·min-1 | ［ |
| 2015年 | 铁屑原位活化过硫酸盐 | ·OH、·SO | 44mg·L-1 | 0.293mg·L-1·h-1 | ［ |
| 2015年 | 电-过氧化物工艺 | ·OH | 200mg·L-1 | 6.67mg·L-1·min-1 | ［ |
| 2016年 | 太阳光催化（NF-TiO2及TiO2） | ·OH | 135~140mg·L-1 | 2.8mgC·cm-2 ·h-1 | ［ |
| 2016年 | 过氧化物活化过硫酸盐 | ·OH、·SO | 3.6~3.8mg·L-1 | 0.005mg·L-1·min-1 | ［ |
| 2016年 | Fe0非均相光芬顿 | ·OH | 248mg·L-1 | 11.025mgO2· L-1·min-1 | ［ |
| 2016年 | 电芬顿法（阴极为活性炭） | ·OH、·SO | 40~100mg·L-1 | 0.28mg·L-1·min-1 | ［ |
| 2016年 | 声活化过硫酸盐法 | ·OH、·SO | 1mg·L-1 | 0.003mg·L-1·min-1 | ［ |
| 2017年 | 生物炭负载纳米Fe3O4活化过硫酸盐 | ·OH、·SO | 1.76mg·L-1 | 0.014mg·L-1·min-1 | ［ |
| 2017年 | Fe0活化过硫酸盐 | ·OH、·SO | 500mg·L-1 | 4.17mg·L-1·min-1 | ［ |
| 2017年 | Pd/Al2O3活化过硫酸盐 | ·OH、·SO | 48mg·L-1 | 0.81mg·L-1·min-1 | ［ |
| 2018年 | 声活化过硫酸盐 | ·OH、·SO | 13mg·L-1 | 0.023mg·L-1·min-1 | ［ |
| 2018年 | 纳米零价铁与常用氧化剂耦合 | ·OH、·SO | 44mg·L-1 | 0.0099g·mg-1·min-1 | ［ |
| 2018年 | 紫外/电氯化 | ·OH、·Cl、·Cl | 88.11mg·L-1 | 约1.47mg·L-1·min-1 | ［ |
| 2019年 | 生物炭活化过氧硫酸盐 | ·OH、·SO | 1.76mg·L-1 | 0.006mg·L-1·min-1 | ［ |
| 2020年 | 液相等离子体增强光催化 | ·OH | 10~20mg·L-1 | 0.27mg·L-1·min-1 | ［ |
表3 高级氧化法在处理1,4-二烷污染中的应用
| 时间 | 高级氧化体系 | 活性物质 | 1，4-二烷初始浓度 | 平均降解速率① | 参考文献 |
|---|---|---|---|---|---|
| 2006年 | 20kHz超声 | ·OH | 100mg·L-1 | 0.395mg·L-1·min-1 | ［ |
| 2007年 | H2O2/UV体系 | ·OH | 0.36mg·L-1 | 0.5μgC·min-1 | ［ |
| 2008年 | O3/电解工艺 | ·OH | 1.04mg·L-1 | 1.04mg·L-1·min-1 | ［ |
| 2009年 | Fe0和紫外光类芬顿体系 | ·OH | 1~10mg·L-1 | 3.16×10-2mg·L-1·min-1 | ［ |
| 2010年 | 硼掺杂金刚石电极阳极氧化 | ·OH | COD0为129molO2·m-3 | 约4.06molO2·m-3·h-1 | ［ |
| 2010年 | 基于紫外线的光催化（TiO2） | ·OH | 36mg·L-1 | 12mg·L-1·min-1 | ［ |
| 2013年 | O3/ H2O2体系 | ·OH | 150mg·L-1 | 约2.5mg·L-1·min-1 | ［ |
| 2013年 | O3/ UV体系 | ·OH | 150mg·L-1 | 约1.25mg·L-1·min-1 | ［ |
| 2015年 | 铁屑原位活化过硫酸盐 | ·OH、·SO | 44mg·L-1 | 0.293mg·L-1·h-1 | ［ |
| 2015年 | 电-过氧化物工艺 | ·OH | 200mg·L-1 | 6.67mg·L-1·min-1 | ［ |
| 2016年 | 太阳光催化（NF-TiO2及TiO2） | ·OH | 135~140mg·L-1 | 2.8mgC·cm-2 ·h-1 | ［ |
| 2016年 | 过氧化物活化过硫酸盐 | ·OH、·SO | 3.6~3.8mg·L-1 | 0.005mg·L-1·min-1 | ［ |
| 2016年 | Fe0非均相光芬顿 | ·OH | 248mg·L-1 | 11.025mgO2· L-1·min-1 | ［ |
| 2016年 | 电芬顿法（阴极为活性炭） | ·OH、·SO | 40~100mg·L-1 | 0.28mg·L-1·min-1 | ［ |
| 2016年 | 声活化过硫酸盐法 | ·OH、·SO | 1mg·L-1 | 0.003mg·L-1·min-1 | ［ |
| 2017年 | 生物炭负载纳米Fe3O4活化过硫酸盐 | ·OH、·SO | 1.76mg·L-1 | 0.014mg·L-1·min-1 | ［ |
| 2017年 | Fe0活化过硫酸盐 | ·OH、·SO | 500mg·L-1 | 4.17mg·L-1·min-1 | ［ |
| 2017年 | Pd/Al2O3活化过硫酸盐 | ·OH、·SO | 48mg·L-1 | 0.81mg·L-1·min-1 | ［ |
| 2018年 | 声活化过硫酸盐 | ·OH、·SO | 13mg·L-1 | 0.023mg·L-1·min-1 | ［ |
| 2018年 | 纳米零价铁与常用氧化剂耦合 | ·OH、·SO | 44mg·L-1 | 0.0099g·mg-1·min-1 | ［ |
| 2018年 | 紫外/电氯化 | ·OH、·Cl、·Cl | 88.11mg·L-1 | 约1.47mg·L-1·min-1 | ［ |
| 2019年 | 生物炭活化过氧硫酸盐 | ·OH、·SO | 1.76mg·L-1 | 0.006mg·L-1·min-1 | ［ |
| 2020年 | 液相等离子体增强光催化 | ·OH | 10~20mg·L-1 | 0.27mg·L-1·min-1 | ［ |
表4 植物修复在处理1,4-二烷污染中的应用
| 时间 | 植物种类 | 1，4-二 烷初始浓度 | 去除率 | 参考文献 |
|---|---|---|---|---|
| 2000年 | 杂交杨树 | 23mg·L-1 | 9天，去除54%±19% | ［ |
| 2001年 | 杨树（降解菌CB1190强化） | 100mg·L-1 | 45天，完全去除 | ［ |
| 2013年 | 针叶树 | 2.5mg·L-1 | 30天，去除约80% | ［ |
| 2020年 | 杨树（降解菌PH-06强化） | 10mg·L-1 | 13天，完全去除 | ［ |
| 2020年 | 浮萍植物L. gibba | 16mg·L-1·d-1 | 6天，去除54%±2.5% | ［ |
表4 植物修复在处理1,4-二烷污染中的应用
| 时间 | 植物种类 | 1，4-二烷初始浓度 | 去除率 | 参考文献 |
|---|---|---|---|---|
| 2000年 | 杂交杨树 | 23mg·L-1 | 9天，去除54%±19% | ［ |
| 2001年 | 杨树（降解菌CB1190强化） | 100mg·L-1 | 45天，完全去除 | ［ |
| 2013年 | 针叶树 | 2.5mg·L-1 | 30天，去除约80% | ［ |
| 2020年 | 杨树（降解菌PH-06强化） | 10mg·L-1 | 13天，完全去除 | ［ |
| 2020年 | 浮萍植物L. gibba | 16mg·L-1·d-1 | 6天，去除54%±2.5% | ［ |
表5 降解1,4-二烷的菌种及降解速率
| 时间 | 菌种 | 生物降解速率 | 代谢途径 | 参考文献 |
|---|---|---|---|---|
| 1994年 | Actinomycete CB1190 | 0.33mg·min-1·mg-protein-1 | 代谢 | ［ |
| 2001年 | Amycolata sp. CB1190 | 10mg·kg-soil-1 | 代谢 | ［ |
| 2005年 | Cordyceps sinensis | 0.011mol·d-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia dioxanivorans CB1190 | （0.19±0.007）mg·h-1·mg-protein-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia benzenivorans B5 | （0.01±0.003）mg·h-1·mg-protein-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia K1 | （0.26±0.013）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Burkholderia cepacia G4 | （0.1±0.006）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Pseudomonas mendocina KR1 | （0.37±0.04）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Mycobacterium austroafricanum JOB5 | （0.40±0.06）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2008年 | Mycobacterium sp. PH-06 | 60mg·L-1·d-1 | 代谢 | ［ |
| 2009年 | Graphium sp. （ATCC 58400） | （9±5）nmol·min-1·mg-1 dry weight | 共代谢 | ［ |
| 2012年 | Pseudonocardia sp. strain ENV478 | 21mg·h-1·g-TSS-1 | 共代谢 | ［ |
| 2013年 | Gram-negative Afipia sp.D1 | 0.052~0.263mg·mg-protein-1·h-1 | 代谢 | ［ |
| 2014年 | Acinetobacter baumannii.DD1 | 2.38mg·h-1·L-1 | 代谢 | ［ |
| 2015年 | Rhodococcus ruber ENV425 | 10mg·h-1·g-TSS-1 | 共代谢 | ［ |
| 2015年 | Rhodanobacter AYS5 | 3.96mg·h-1·L-1 | 代谢/共代谢 | ［ |
| 2016年 | Xanthobacter flavus DT8 | 与CB1190相近 | 代谢 | ［ |
| 2016年 | Pseudonocardia carboxydivorans. RM-31 | 31.6mg·L-1·h-1 | 代谢 | ［ |
| 2018年 | Rhodococcus aetherivorans JCM 14343 | 0.0073mg-dioxane·mg-protein-1·h-1 | 代谢/共代谢 | ［ |
| 2020年 | Consortium N112 | 1.67mg·h-1·L-1 | 代谢 | ［ |
表5 降解1,4-二烷的菌种及降解速率
| 时间 | 菌种 | 生物降解速率 | 代谢途径 | 参考文献 |
|---|---|---|---|---|
| 1994年 | Actinomycete CB1190 | 0.33mg·min-1·mg-protein-1 | 代谢 | ［ |
| 2001年 | Amycolata sp. CB1190 | 10mg·kg-soil-1 | 代谢 | ［ |
| 2005年 | Cordyceps sinensis | 0.011mol·d-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia dioxanivorans CB1190 | （0.19±0.007）mg·h-1·mg-protein-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia benzenivorans B5 | （0.01±0.003）mg·h-1·mg-protein-1 | 代谢 | ［ |
| 2006年 | Pseudonocardia K1 | （0.26±0.013）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Burkholderia cepacia G4 | （0.1±0.006）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Pseudomonas mendocina KR1 | （0.37±0.04）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2006年 | Mycobacterium austroafricanum JOB5 | （0.40±0.06）mg·h-1·mg-protein-1 | 共代谢 | ［ |
| 2008年 | Mycobacterium sp. PH-06 | 60mg·L-1·d-1 | 代谢 | ［ |
| 2009年 | Graphium sp. （ATCC 58400） | （9±5）nmol·min-1·mg-1 dry weight | 共代谢 | ［ |
| 2012年 | Pseudonocardia sp. strain ENV478 | 21mg·h-1·g-TSS-1 | 共代谢 | ［ |
| 2013年 | Gram-negative Afipia sp.D1 | 0.052~0.263mg·mg-protein-1·h-1 | 代谢 | ［ |
| 2014年 | Acinetobacter baumannii.DD1 | 2.38mg·h-1·L-1 | 代谢 | ［ |
| 2015年 | Rhodococcus ruber ENV425 | 10mg·h-1·g-TSS-1 | 共代谢 | ［ |
| 2015年 | Rhodanobacter AYS5 | 3.96mg·h-1·L-1 | 代谢/共代谢 | ［ |
| 2016年 | Xanthobacter flavus DT8 | 与CB1190相近 | 代谢 | ［ |
| 2016年 | Pseudonocardia carboxydivorans. RM-31 | 31.6mg·L-1·h-1 | 代谢 | ［ |
| 2018年 | Rhodococcus aetherivorans JCM 14343 | 0.0073mg-dioxane·mg-protein-1·h-1 | 代谢/共代谢 | ［ |
| 2020年 | Consortium N112 | 1.67mg·h-1·L-1 | 代谢 | ［ |
图2 单加氧酶表达细菌降解1,4-二烷生物过程
图2 单加氧酶表达细菌降解1,4-二烷生物过程
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