Fluorescence Detecting of Carbazole-containing Poly(phenyleneethynylene)'s Thin Film to TNT Volatile

LIU Yang; ZHI Jun-ge; SHI Jian-bing; TONG Bin; DONG Yu-ping

doi:10.3788/fgxb20123301.0102

您当前的位置：

首页 >

文章列表页 >

Fluorescence Detecting of Carbazole-containing Poly(phenyleneethynylene)'s Thin Film to TNT Volatile

paper | 更新时间：2020-08-12

- Fluorescence Detecting of Carbazole-containing Poly(phenyleneethynylene)'s Thin Film to TNT Volatile
- Chinese Journal of Luminescence Vol. 33, Issue 1, Pages: 102-108(2012)
- 作者机构：
  
  1. 北京理工大学化学学院, 北京 100081
  2. 北京理工大学材料学院, 北京 100081
- 作者简介：
- 基金信息：
- DOI：10.3788/fgxb20123301.0102
  CLC： O482.31
- Received：14 September 2011，
  
  Revised：17 October 2011，
  
  Published Online：10 January 2012，
  
  Published：10 January 2012
- 稿件说明：
移动端阅览
刘暘, 支俊格, 石建兵, 佟斌, 董宇平. 聚对苯撑乙炔咔唑薄膜对TNT挥发物的检测[J]. 发光学报, 2012,33(1): 102-108

LIU Yang, ZHI Jun-ge, SHI Jian-bing, TONG Bin, DONG Yu-ping. Fluorescence Detecting of Carbazole-containing Poly(phenyleneethynylene)'s Thin Film to TNT Volatile[J]. 发光学报, 2012,33(1): 102-108
刘暘, 支俊格, 石建兵, 佟斌, 董宇平. 聚对苯撑乙炔咔唑薄膜对TNT挥发物的检测[J]. 发光学报, 2012,33(1): 102-108 DOI： 10.3788/fgxb20123301.0102.

LIU Yang, ZHI Jun-ge, SHI Jian-bing, TONG Bin, DONG Yu-ping. Fluorescence Detecting of Carbazole-containing Poly(phenyleneethynylene)'s Thin Film to TNT Volatile[J]. 发光学报, 2012,33(1): 102-108 DOI： 10.3788/fgxb20123301.0102.

摘要

以3

6-二溴-9-辛基咔唑和2

5-二戊烷氧基-1

4-二乙炔基苯为单体

通过Pd催化的Sonogashira偶联反应合成了聚对苯撑乙炔咔唑衍生物PPECz。PPECz的溶液和固体薄膜都具有较好的发光性能

并且均对2

6-三硝基甲苯(TNT)有明显的响应。在常温常压条件下

微量(40 g)的TNT挥发物在60 s内就能使聚合物PPECz薄膜的荧光强度被猝灭56%

可作为一种潜在的硝基苯类爆炸物的荧光检测材料。

Abstract

Poly(phenylene ethynylene) containing carbazole unit in the main-chain (PPECz) was synthesized by Pd-catalyzed Sonogashira coupling reaction between 3

6-dibromo-9-octylcarbazole and 2

5-dimethoxy-1

4-diethynylbenzene. PPECz in the solution and thin film exhibits obvious luminescence properties

which can be used to detect TNT sensitively. The fluorescence intensity of PPECz thin-film can be quenched 56% by the volatile of 40 g TNT solid at 60 s at normal atmospheric temperature and pressure. This strategy can provide a platform for developing highly sensitive and efficient chemo sensors for warfare explosives.

关键词

Keywords

references

Moore D S. Instrumentation for trace detection of high explosives [J]. Review of Scientific Instruments, 2004, 75(8):2499-2512.[2] McLuckey S A, Goeringer D E, Stephenson J L, et al. High explosives vapor detection by glow discharge ion trap mass spectrometry [J]. Rapid Communications in Mass Spectrometry, 1996, 10(3):287-298.[3] Ghosh S, Mukherjee P S. Self-assembly of a nanoscopic prism via a new organometallic Pt-3 acceptor and its fluorescent detection of nitroaromatics [J]. Organometallics, 2008, 27(3):316-319.[4] Bar A K, Shanmugaraju S, Mukherjee P S, et al. Self-assembly of neutral and cationic Pd(Ⅱ) organometallic molecular rectangles: synthesis, characterization and nitroaromatic sensing [J]. Dalton Transactions, 2011, 40(10):2257-2267.[5] Shanmugaraju S, Bar A K, Mukherjee P S, et al. Coordination-driven self-assembly of metallamacrocycles via a new Pt(2)(Ⅱ) organometallic building block with 90 degrees geometry and optical sensing of anions [J]. Organometallics, 2010, 29(13):2971-2980.[6] Zyryanov G V, Palacios M A, Anzenbacher P. Simple molecule-based fluorescent sensors for vapor detection of TNT [J]. Org. Lett., 2008, 10(17):3681-3684.[7] Muthu S, Ni Z, Vittal J J. Photoluminescent coordination polymers of d(10) metals with 4,4'-dipyridylsulfide (dps) [J]. Inorganica Chimica Acta, 2005, 358(3):595-605.[8] Collinson S R, Gelbrich T, Tucker J H R, et al. Novel ferrocene receptors for barbiturates and ureas [J]. Chem. Comm., 2001(6):555-556.[9] Zhou Q, Swager T M. Methodology for enhancing the sensitivity of fluorescent chemosensors - energy migration in conjugated polymers [J]. J. Am. Chem. Soc., 1995, 117(26):7017-7018.[10] Zhou Q, Swager T M. Fluorescent chemosensors based on energy migration in conjugated polymers: The molecular wire approach to increased sensitivity [J]. J. Am. Chem. Soc., 1995, 117(50):12593-12602.[11] Thomas S W, Joly G D, Swager T M. Chemical sensors based on amplifying fluorescent conjugated polymers [J]. Chem. Rev., 2007, 107(4):1339-1386.[12] Yang J S, Swager T M. Porous shape persistent fluorescent polymer films: An approach to TNT sensory materials [J]. J. Am. Chem. Soc., 1998, 120(21):5321-5322.[13] Yang J S, Swager T M. Fluorescent porous polymer films as TNT chemosensors: Electronic and structural effects [J]. J. Am. Chem. Soc., 1998, 120(46):11864-11873.[14] Swager T M, Gil C J, Wrighton M S. Fluorescence studies of poly(p-phenyleneethynylene)s:the effect of anthracene substitution [J]. J. Phys. Chem., 1995, 99(14):4886-4892.[15] Zhao D, Swager T M. Sensory responses in solution vs solid state: A fluorescence quenching study of poly(iptycene-butadiynylene)s [J]. Macromolecules, 2005, 38(22):9377-9384.[16] Kokado K, Chujo Y. Emission via aggregation of alternating polymers with o-carborane and p-phenylene-ethynylene sequences [J]. Macromolecules, 2009, 42(5):1418-1420.[17] Bernius M T, Inbasekaran M, Wu W S, et al. Progress with light-emitting polymers [J]. Adv. Mater., 2000, 12(23): 1737-1750.[18] Pschirer N G, Bunz U H F. Poly(fluorenyleneethynylene)s by alkyne metathesis: Optical properties and aggregation behavior [J]. Macromolecules, 2000, 33(11):3961-3963.[19] Cao W, Dong H X, Cao Y, et al. Synthesis and optical and electroluminescent properties of novel polyfluorene/carbazole-based conjugated polyelectrolytes and their precursors [J]. Chin. J. Lumin. (发光学报), 2006, 27(3):206-210 (in Chinese).[20] Xu H L, Dong Y P, Tang B Z, et al. The relation between the structure of nitrobenzene derivatives and fluorescence quenching efficiency to the poly (2,5-dipentyloxy-para-phenylene ethynylene) [J]. Acta Polymerica Sinica (高分子学报), 2007(3):293-296 (in Chinese).[21] Naddo T, Moore J S, Zang L, et al. Detection of explosives with a fluorescent nanofibril film [J]. J. Am. Chem. Soc., 2007, 129(22):6978-6979.[22] Nie H R, Zhang M, Mullen K, et al. Detection of TNT explosives with a new fluorescent conjugated polycarbazole polymer [J]. Chem. Comm., 2011, 47(4):1234-1236.

Views

158

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Synthesis, Aggregation Induced Luminescence and Piezochromic Properties of Thiophene Ethylene Derivatives

Detection of Hydrogen Peroxide and Cholest-erol Based on Zinc Doped Quantum Dots and Fenton-like Reaction Fluorescent Probe Preparation

Research Progress of Optical Fiber Sensors Based on Fluorescence Quenching Effect

Synthesis and Upconversion Luminescence Properties of White Phosphor CaF₂: Yb³⁺/Eu³⁺/La³⁺

β-cyclodextrin Functionalized Mn-ZnS Quantum Dots as Sensors for Determination of Acetaminophen in The Blood

Related Author

MEI Qunbo

FENG Wang

ZHAI You

MA Xueyan

ZHAO Lanlan

QIU Beibei

Xue-hua SUN

Yu QIANG

Related Institution

School of Materials Science and Engineering， Nanjing University of Posts and Telecommunications

Yan'an Key Laboratory of Green Synthetic Materials and Chemical Safety Testing, College of Chemistry and Chemical Engineering, Yan'an University

School of Optics and Electronic Information, Huazhong University of Science and Technology

State Key Laboratory on Integrated Optoelectronics, Jilin University

School of Chemistry and Chemical Engineering, Yangtze Normal University

AI问答

Address：No.3888 Dong Nanhu Road, Changchun, Jilin, China Postal code：130033
Tel：0431-86176862 Email：fgxbt@126.com
Technical support is provided by Beijing Founder electronics co., LTD 吉ICP备11002662号-17 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰