分子印迹聚合物选择性降低烟气中稠环芳烃类物质

doi:10.3724/SP.J.1095.2013.30081

摘要/Abstract

摘要： 以芘(PYR)为模板，由热引发本体聚合合成了芘分子印迹聚合物(MIP)，考察了印迹聚合物的选择性吸附性能，采用Scatchard模型分析了印迹聚合物的结合特性，用离线固相萃取实验考察了印迹聚合物对同类底物的吸附能力，并将芘分子印迹聚合物应用到卷烟滤嘴中，用GC/MS法考察了卷烟主流烟气中稠环芳烃类物质释放量的变化。结果表明，芘分子印迹聚合物具有选择性降低卷烟烟气中稠环芳烃类物质的功能，当MIP添加量为1.5 mg时，能将卷烟烟气中的苯并[a]芘(B[a]P)、苯并(a)蒽(B[a]A)和苣(CHR)的释放量分别降低31.08%、25.69%和27.33%。

关键词: 芘分子印迹聚合物, 选择性, 烟气, 稠环芳烃

Abstract: The molecularly imprinted terpolymer was synthesized using pyrene as the template molecules by bulk polymerization. The adsorption ability and selectivity of the polymer were investigated by selectivity experiment. Scatchard analysis was employed to study the binding characteristics of molecularly imprinted polymer(MIP). Adsorption of polycyclic aromatic hydrocarbons(PAHs) was carried out to verify the interaction of MIP by solid phase extraction. The PAHs contents in the smoke of cigarette samples added with the MIPs to the filter were analyzed by GC/MS. The results show that the PYR-MIP is superior in terms of removing more than about 28% PAHs in the tobacco smoke. And the reduction rate of benzo[a]pyrene(B[a]P), benz(a)anthracene(B[a]A) and chrysene(CHR) are 31.08%, 25.69% and 27.33%, respectively, compared the commercial filter tip.

Key words: pyrene molecular imprinted polymers, selectivity, cigarette smoke, polycyclic aromatic hydrocarbons

中图分类号:

O656.9

庹苏行, 吴名剑, 戴云辉. 分子印迹聚合物选择性降低烟气中稠环芳烃类物质[J]. 应用化学, DOI: 10.3724/SP.J.1095.2013.30081.

TUO Suxing*, WU Mingjian, DAI Yunhui. Reducing Polycyclic Aromatic Hydrocarbons in Cigarette Smoke by Pyrene Molecular Imprinted Polymers[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.30081.

参考文献

[1] Dietrich H,Ilse H,Karam E B. The Less Harmful Cigarette:A Controversial Issue. A Tribute to Ernst L. Wynder[J]. Chem Res Toxicol,2001，14（7）：767-790.

[2] ZHANG Kaige,HU Yuling,HU Yufei,et al. Development of Molecularly Imprinted Microextraction Techniques[J]. Chinese J Chromatogr,2012,30（12）：1220-1228(in Chinese).

张凯歌，胡玉玲，胡玉斐，等. 分子印迹微萃取技术的研究进展[J]. 色谱，2012,30（12）：1220-1228.

[3] LI Yong,ZHOU Wenhui,YANG Huanghao,et al. Preparation of Molecularly Imprinted Polymer Films Modified Silaca Gel and Its Extraction Application[J]. Chinese J Appl Chem,2010,27（1）：102-106(in Chinese).

李永，周文辉，杨黄浩，等. 表面分子印迹高分子膜修饰硅胶用于血清中茶碱的固相萃取[J]. 应用化学，2010,27（1）：102-106.

[4] LEI Xiulan,YI Xiang,YUAN Yang,et al. Preparation of Rhodamine B Molecularly Imprinted Polymer Microspheres and Its Application in Solid Phase Extraction[J]. Chinese J Appl Chem,2011,28（5）：531-536(in Chinese).

雷秀兰，易翔，袁洋，等. 罗丹明B分子印迹聚合物微球的合成及其在固相萃取中的应用[J]. 应用化学，2011,28（5）：531-536.

[5] Hu M L，Jiang M，Wang P，et al. Selective Solid-phase Extraction of Tebuconazole in Biological and Environmental Samples Using Molecularly Imprinted Polymers[J]. Anal Bioanal Chem， 2007,387：1007-1016.

[6] Liu Y,Liu X L,Wang J D. Molecularly Imprinted Solid-Phase Extraction Sorbent for Removal of Nicotine from Tobacco Smoke[J]. Anal Lett,2003，36（8）：1631-1645.

[7] CHEN Qian,YIN Donghong,JIN Yong,et al. Study on Molecularly Imprinted Material for Selective Removal of Nicotine from Cigarette Smoke[J]. Tobacco Hunan,2008，（3）：29-30(in Chinese).

陈潜，银董红，金勇，等. 分子印迹材料用于选择性降低卷烟烟气中的烟碱的研究[J]. 湖南烟草，2008，（3）：29-30.

[8] WANG Chenghui,ZHANG Lili,XU Yingbo,et al. Study on Molecularly Imprinted Material for Selective Removal of Aromatic Amines from Cigarette Smoke[J]. Chinese J Spectrosc Lab,2010,27（4）：1575-1578(in Chinese).

王程辉，张丽丽，徐迎波，等. 分子印迹材料选择性截留卷烟烟气中芳胺的研究[J]. 光谱实验室，2010,27（4）：1575-1578.

[9] Lai J P,Reinhard N,Dietmar K. Benzo[a]pyrene Imprinted Polymers:Synthesis, Characterization and SPE Application in Water and Coffee Samples[J]. Anal Chim Acta,2004,522：137-144.

[10] Baggiani C,Anfossi L,Baravalle P,et al. Molecular Recognition of Polycyclic Aromatic Hydrocarbons by Pyrene-imprinted Microspheres[J]. Anal Bioanal Chem,2007,389(2)：413-422.

[11] Dickert Franz L,Achatz Paul,Halikias Konstantin. Double Molecular Imprinting:A New Sensor Concept for Improving Selectivity in the Detection of Polycyclic Aromatic Hydrocarbons(PAHs) in Water[J]. J Anal Chem,2001,371：11-15.

[12] XIE Congxia,SUN Zuolian. Analysis and Synthesis of Dihydric Alcohol Methacrylates[J]. Chem World,1999，3：136-138(in Chinese).

解从霞，孙琢琏. 甲基丙烯酸乙二醇酯的合成及分析[J]. 化学世界,1999，3：136-138.

[13] Naka Y，Kaetsu I，Yamamoto Y，et al. Preparation of Microspheres by Radiation-induced Polymerization 1:Mechanism for the Formation of Monodisperse Poly(diethylene glycol dimethacrylate) Microspheres［J］． J Polym Sci Part A，1991，29(8):1197-1202.

[14] Part 4 Method：Determination of Benzo[a]pyrene Yields in Mainstream Cigarette Smoke by Gas Chromatography-mass Spectrometry. UK SMOKE CONSTITUENTS STUDY，2003.

[15] Jiang T H,Zhao L X,Chu B L，et al. Molecularly Imprinted Solid-phase Extraction for the Selective Determination of 17β-Estradiol Infishery Samples with High Performance Liquid Chromatography[J]. Talanta,2009,78：442-447.

[16] ZHANG Yu,CHEN Hengjun,QIAN Guoliang,et al. Synthesis and Evaluation of Carbofuran Molecularly Imprinted Polymer[J]. J Instrum Anal,2010,29（10）：993-998 (in Chinese).

张玉，陈恒军，钱国良，等. 克百威分子印迹聚合物的合成及其性能评价[Ｊ]. 分析测试学报，2010,29（10）：993-998.