Citation: Sheng Kai, Lu Haifeng, Sun Anbang, Wang Yanmin, Liu Yuantao, Chen Feng, Bian Wenchao, Li Yang, Kuang Rui, Sun Di. A naked-eye colorimetric sensor for chloroform[J]. Chinese Chemical Letters, ;2019, 30(4): 895-898. doi: 10.1016/j.cclet.2019.01.027 shu

A naked-eye colorimetric sensor for chloroform

Sheng Kai ^a,b ,
Lu Haifeng ^b,*, ,
Sun Anbang ^b ,
Wang Yanmin ^c,*, ,
Liu Yuantao ^a ,
Chen Feng ^a ,
Bian Wenchao ^a ,
Li Yang ^a ,
Kuang Rui ^c ,
Sun Di ^b,*,

a.
School of Aeronautics, Shandong Jiaotong University, Ji'nan 250037, China
b.
School of Chemistry and Chemical Engineering, Shandong University, Ji'nan 250100, China
c.
School of Transportation and Civil Engineering, Shandong Jiaotong University, Ji'nan 250037, China

lhf@sdu.edu.cn

ymwangsdu@139.com

dsun@sdu.edu.cn

Received Date: 20 December 2018
Revised Date: 20 January 2019
Accepted Date: 21 January 2019
Available Online: 1 May 2019

Figures(4)

A phenoxazine based molecule termed SP has been synthesized and used as selective sensor for halogenated solvents. This molecule shows selective fast response towards halogenated solvent via naked-eye detectable chromism. SP shows colorless solution when dissolved in most solvents initially but changes to blue color in chloroform under UV irradiation (λ=365 nm) within 5 s. The luminescence spectra of SP in halogenated solvent show a large bathochromic shift (> 100 nm) with 60-fold enhanced emission intensity compared to that in halogen-free solvents. It is also worth mentioning that the photoinduced reaction between SP molecule and the halogenated solvents occurred. Based on the detailed NMR, fluorescence and mass spectra, the possible radical reaction mechanism was proposed. Different from the majority of solvatochromic sensors that based on the polarity of solvents for detection of halogenated solvents, our sensor system worked in a special fashion.
- Colorimetric sensor,
- Luminscence,
- Halogenated solvents detection
1. [1]
  L. Dai, D. Wu, Q. Qiao, et al., Chem. Commun. (Camb.) 52(2016) 2095-2098. doi: 10.1039/C5CC09403H
2. [2]
  T. Permpool, A. Sirivat, D. Aussawasathien, L. Wannatong, Polym-Plast. Technol. 52(2013) 907-920. doi: 10.1080/03602559.2013.763371
3. [3]
  R.E. Jackson, Technol. Cult. 45(2004) 55-79. doi: 10.1353/tech.2004.0022
4. [4]
  U.S. Environmental Protection Agency, Chemical Summary for Methylene Chloride (dichloromethane), Office of Pollution Prevention and Toxics, 1994 Report number 749-F-94-018a.
5. [5]
  Agency for Toxic Substances, Disease Registry (ATSDR), Toxicological Profile for Methylene Chloride, Public Health Services, U.S. Department of Health and Human Services, Atlanta, 2005.
6. [6]
  N. Lopes, S.A. Hawkins, P. Jegier, et al., J. Ind. Microbiol. Biotechnol. 39(2012) 45-53. doi: 10.1007/s10295-011-0997-5
7. [7]
  C. Barragán-Martínez, C.A. Speck-Hernández, G. Montoya-Ortiz, et al., PLoS One 7(2012)e51506. doi: 10.1371/journal.pone.0051506
8. [8]
  Y.L. Chang, C.C. Yang, J.F. Deng, et al., J. Toxicol. Clin. Toxicol. 37(1999) 497-504. doi: 10.1081/CLT-100102442
9. [9]
  N.Y. Kim, S.W. Park, J.K. Suh, J. Forensic Sci. 41(1996) 527-529.
10. [10]
  M. Mahmud, S.N. Kales, Health Perspect. 107(1999) 769-772. doi: 10.1289/ehp.99107769
11. [11]
  O.S. Wenger, Chem. Rev. 113(2013) 3686-3733. doi: 10.1021/cr300396p
12. [12]
  C. Reus, T. Baumgartner, Dalton Trans. 45(2016) 1850-1855. doi: 10.1039/C5DT02758F
13. [13]
  Y. Ren, A. Orthaber, R. Pietschnig, T. Baumgartner, Dalton Trans. 42(2013) 5314-5321. doi: 10.1039/c3dt33058c
14. [14]
  J.H. Wang, M. Li, D. Li, Chem. Sci. 4(2013) 1793-1801. doi: 10.1039/c3sc00016h
15. [15]
  R.F. Landis, M. Yazdani, B. Creran, et al., Chem. Commun. (Camb.) 50(2014) 4579-4581. doi: 10.1039/c4cc00805g
16. [16]
  X.M. He, J. Borau-Garcia, A.Y.Y. Woo, S. Trudel, T. Baumgartner, J. Am. Chem. Soc. 135(2013) 1137-1147. doi: 10.1021/ja310680x
17. [17]
  E. Yamaguchi, C. Wang, A. Fukazawa, et al., Angew. Chem. Int. Ed. 54(2015) 4539-4543. doi: 10.1002/anie.201500229
18. [18]
  Z.W. Chen, X.N. Mi, J. Lu, et al., Dalton Trans. 47(2018) 6240-6249. doi: 10.1039/C8DT00909K
19. [19]
  S.N. Wang, T.T. Cao, H. Yang, et al., Inorg. Chem. 55(2016) 5139-5515. doi: 10.1021/acs.inorgchem.5b02801
20. [20]
  J.H. Wang, M. Li, D. Li, Chem. Sci. 4(2013) 1793-1801. doi: 10.1039/c3sc00016h
21. [21]
  Z.W. Chen, X.N. Mi, S.N. Wang, et al., J. Solid State Chem. 261(2018) 75-78. doi: 10.1016/j.jssc.2018.02.008
22. [22]
  R.R. Ma, Z.W. Chen, S.N. Wang, et al., J. Solid State Chem. 252(2017) 142-151. doi: 10.1016/j.jssc.2017.05.018
23. [23]
  S.N. Wang, R.R. Ma, Z.W. Chen, et al., Sci. China Chem. 59(2016) 948-958. doi: 10.1007/s11426-015-0537-6
24. [24]
  L. Yu, Y. Qiao, L. Miao, Y. He, Y. Zhou, Chin. Chem. Lett. 29(2018) 1545-1559. doi: 10.1016/j.cclet.2018.09.005
25. [25]
  X.Y. Ren, L.H. Lu, Chin. Chem. Lett. 26(2015) 1439-1445. doi: 10.1016/j.cclet.2015.10.014
26. [26]
  W. Buchberger, U. Huebauer, Microchim. Acta 99(1989) 137-142. doi: 10.1007/BF01242799
27. [27]
  M.I. Cervera, J. Beltran, F.J. Lopez, F. Hernandez, Anal. Chim. Acta 704(2011) 87-97. doi: 10.1016/j.aca.2011.08.012
28. [28]
  M.E. Miller, C.J. Cappon, Clin. Chem. 30(1984) 781-783.
29. [29]
  B. Mizaikoff, Anal. Chem. 75(2003) 258-267.
30. [30]
  T. Huybrechts, J. Dewulf, O. Moerman, H.V. Langenhove, J. Chromatogr. A 893(2000) 367-382. doi: 10.1016/S0021-9673(00)00771-8
31. [31]
  A. Lara-Gonzalo, J.E. Sanchez-Uría, E. Segovia-García, A. Sanz-Medel, Talanta 74(2008) 1455-1462. doi: 10.1016/j.talanta.2007.09.036
32. [32]
  Z. Wang, K. Li, M. Fingas, L. Sigouin, L. Menard, J. Chromatogr. A 971(2002) 173-184. doi: 10.1016/S0021-9673(02)01003-8
33. [33]
  A.M.S. Silva, E. de A. Viana, M.F. Pimentel, Y.M.B. Almeida, I.M. Raimundo JrⅢ, J. Braz. Chem. Soc. 22(2011) 1470-1477. doi: 10.1590/S0103-50532011000800010
34. [34]
  M. Jakusch, B. Mizaikoff, R. Kellner, A. Katzir, Sens. Actuators B Chem. 38(1997) 83-87. doi: 10.1016/S0925-4005(97)80175-X
35. [35]
  Y. Ooyama, Y. Oda, T. Mizumo, J. Ohshita, Tetrahedron 69(2013) 1755e1760.
36. [36]
  Y. Ooyama, R. Asada, S. Inoue, et al., New J. Chem. 33(2009) 2311-2316. doi: 10.1039/b9nj00332k
37. [37]
  K. Yamaguchi, T. Murai, Y. Tsuchiya, et al., RSC Adv. 7(2017) 18132-18135. doi: 10.1039/C7RA01896G
38. [38]
  J.K. Fong, J.K. Pena, Z.L. Xue, et al., Anal. Chem. 87(2015) 1569-1574. doi: 10.1021/ac503920c
39. [39]
  J.M. Han, M. Xu, B. Wang, et al., J. Am. Chem. Soc. 136(2014) 5090-5096. doi: 10.1021/ja500262n
40. [40]
  J. Lee, H.T. Chang, H. An, et al., Nat. Commun. 4(2013) 2461-2469. doi: 10.1038/ncomms3461
41. [41]
  S.C.F. Kui, S.S.Y. Chui, C.M. Che, N.Y. Zhu, J. Am. Chem. Soc. 128(2006) 8297-8309. doi: 10.1021/ja061422x
42. [42]
  F.Y. Yi, S.C. Wang, M. Gu, J.Q. Zheng, L. Han, J. Mater. Chem. C 6(2018) 2010-2018. doi: 10.1039/C7TC05707E
1. [1]
  Chong Wang , Hao Xie , Rulan Xia , Xuewei Liao , Jin Wang , Huajun Yang , Chen Wang . Nanofluidic ion rectification sensor for enantioselective recognition and detection. Chinese Chemical Letters, 2025, 36(8): 110642-. doi: 10.1016/j.cclet.2024.110642
2. [2]
  Guorong Li , Yijing Wu , Chao Zhong , Yixin Yang , Zian Lin . Predesigned covalent organic framework with sulfur coordination: Anchoring Au nanoparticles for sensitive colorimetric detection of Hg(Ⅱ). Chinese Chemical Letters, 2024, 35(5): 108904-. doi: 10.1016/j.cclet.2023.108904
3. [3]
  Jia Chen , Yun Liu , Zerong Long , Yan Li , Hongdeng Qiu . Colorimetric detection of α-glucosidase activity using Ni-CeO₂ nanorods and its application to potential natural inhibitor screening. Chinese Chemical Letters, 2024, 35(9): 109463-. doi: 10.1016/j.cclet.2023.109463
4. [4]
  Gengchen Guo , Tianyu Zhao , Ruichang Sun , Mingzhe Song , Hongyu Liu , Sen Wang , Jingwen Li , Jingbin Zeng . Au-Fe₃O₄ dumbbell-like nanoparticles based lateral flow immunoassay for colorimetric and photothermal dual-mode detection of SARS-CoV-2 spike protein. Chinese Chemical Letters, 2024, 35(6): 109198-. doi: 10.1016/j.cclet.2023.109198
5. [5]
  Xiangshuai Li , Jian Zhao , Li Luo , Zhuohao Jiao , Ying Shi , Shengli Hou , Bin Zhao . Visual and portable detection of metronidazole realized by metal-organic framework flexible sensor and smartphone scanning. Chinese Chemical Letters, 2024, 35(10): 109407-. doi: 10.1016/j.cclet.2023.109407
6. [6]
  Yijian Zhao , Jvzhe Li , Yunyi Shi , Jie Hu , Meiyi Liu , Yao Shen , Xinglin Hou , Qiuyue Wang , Qi Wang , Zhiyi Yao . A label-free and ratiometric fluorescent sensor based on porphyrin-metal-organic frameworks for sensitive detection of ochratoxin A in cereal. Chinese Chemical Letters, 2025, 36(4): 110132-. doi: 10.1016/j.cclet.2024.110132
7. [7]
  Ren Shen , Yanmei Fang , Chunxiao Yang , Quande Wei , Pui-In Mak , Rui P. Martins , Yanwei Jia . UV-assisted ratiometric fluorescence sensor for one-pot visual detection of Salmonella. Chinese Chemical Letters, 2025, 36(4): 110143-. doi: 10.1016/j.cclet.2024.110143
8. [8]
  Wei GUO , Zhuoyi GUO , Xiaoxin LI , Wei ZHANG , Juanzhi YAN , Tingting GUO . Electrochemical sensor based on a Co(Ⅱ)-based metal-organic framework for the detection of Cd²⁺ and Pb²⁺. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1889-1902. doi: 10.11862/CJIC.20250097
9. [9]
  Zhijuan Niu , Peizhe Sun , Kwangnak Koh , Changping Li . Ultrasensitive electrochemical sensor based on para-sulfonatocalix[4]arene functionalized gold nanoparticles for sulfamethazine detection. Chinese Chemical Letters, 2025, 36(11): 110844-. doi: 10.1016/j.cclet.2025.110844
10. [10]
  Huakang Zong , Xinyue Li , Yanlin Zhang , Faxun Wang , Xingxing Yu , Guotao Duan , Yuanyuan Luo . Pt/Ti₃C₂ electrode material used for H₂S sensor with low detection limit and high stability. Chinese Chemical Letters, 2025, 36(5): 110195-. doi: 10.1016/j.cclet.2024.110195
11. [11]
  Li Li , Lin-Lin Zhang , Yansha Gao , Lu-Ying Duan , Wuying Yang , Xigen Huang , Yanping Hong , Jiaxin Hong , Lin Yuan , Limin Lu . Target self-calibration ratiometric fluorescent sensor based on facile-synthesized europium metal-organic framework for multi-color visual detection of levofloxacin. Chinese Chemical Letters, 2025, 36(7): 110436-. doi: 10.1016/j.cclet.2024.110436
12. [12]
  Haijiang Gong , Qingtan Zeng , Shili Gai , Yaqian Du , Jing Zhang , Qingyu Wang , He Ding , Lichun Wu , Anees Ahmad Ansari , Piaoping Yang . Enzyme-based colorimetric signal amplification strategy in lateral flow immunoassay. Chinese Chemical Letters, 2025, 36(5): 110059-. doi: 10.1016/j.cclet.2024.110059
13. [13]
  Xueling Yu , Lixing Fu , Tong Wang , Zhixin Liu , Na Niu , Ligang Chen . Multivariate chemical analysis: From sensors to sensor arrays. Chinese Chemical Letters, 2024, 35(7): 109167-. doi: 10.1016/j.cclet.2023.109167
14. [14]
  Caixia Zhu , Qing Hong , Kaiyuan Wang , Yanfei Shen , Songqin Liu , Yuanjian Zhang . Single nanozyme-based colorimetric biosensor for dopamine with enhanced selectivity via reactivity of oxidation intermediates. Chinese Chemical Letters, 2024, 35(10): 109560-. doi: 10.1016/j.cclet.2024.109560
15. [15]
  Rui HUANG , Shengjie LIU , Qingyuan WU , Nanfeng ZHENG . Enhanced selectivity of catalytic hydrogenation of halogenated nitroaromatics by interfacial effects. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 201-212. doi: 10.11862/CJIC.20240356
16. [16]
  Bing Xie , Qi Jiang , Fang Zhu , Yaoyao Lai , Yueming Zhao , Wei He , Pei Yang . Transdermal delivery of amphotericin B using deep eutectic solvents for antifungal therapy. Chinese Chemical Letters, 2025, 36(5): 110508-. doi: 10.1016/j.cclet.2024.110508
17. [17]
  Yuan Yan , Lingqi Shen , Yu Wang , Bincheng Gong , Zuguang Li , Hongdeng Qiu . Development of switchable deep eutectic solvents: Applications in extraction of natural products. Chinese Chemical Letters, 2025, 36(11): 110845-. doi: 10.1016/j.cclet.2025.110845
18. [18]
  Yuxin Wang , Zhengxuan Song , Yutao Liu , Yang Chen , Jinping Li , Libo Li , Jia Yao . Methyl functionalization of trimesic acid in copper-based metal-organic framework for ammonia colorimetric sensing at high relative humidity. Chinese Chemical Letters, 2024, 35(6): 108779-. doi: 10.1016/j.cclet.2023.108779
19. [19]
  Tian Cao , Xuyin Ding , Qiwen Peng , Min Zhang , Guoyue Shi . Intelligent laser-induced graphene sensor for multiplex probing catechol isomers. Chinese Chemical Letters, 2024, 35(7): 109238-. doi: 10.1016/j.cclet.2023.109238
20. [20]
  Neng Shi , Haonan Jia , Jixiang Zhang , Pengyu Lu , Chenglong Cai , Yixin Zhang , Liqiang Zhang , Nongyue He , Weiran Zhu , Yan Cai , Zhangqi Feng , Ting Wang . Accurate expression of neck motion signal by piezoelectric sensor data analysis. Chinese Chemical Letters, 2024, 35(9): 109302-. doi: 10.1016/j.cclet.2023.109302

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(1767)
HTML views(78)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142