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1. 西北师范大学 化学化工学院,甘肃 兰州,730070
2. 防化研究院 北京,102205
纸质出版日期:2015-1-3,
收稿日期:2014-10-11,
修回日期:2014-11-5,
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余颖昊, 杜斌, 丁志军等. 萘酰亚胺衍生物的合成及对苦味酸的检测[J]. 发光学报, 2015,36(1): 39-44
YU Ying-hao, DU Bin, DING Zhi-jun etc. Synthesis of Naphthalimide Derivatives and Its Recognition for Picric Acid[J]. Chinese Journal of Luminescence, 2015,36(1): 39-44
余颖昊, 杜斌, 丁志军等. 萘酰亚胺衍生物的合成及对苦味酸的检测[J]. 发光学报, 2015,36(1): 39-44 DOI: 10.3788/fgxb20153601.0039.
YU Ying-hao, DU Bin, DING Zhi-jun etc. Synthesis of Naphthalimide Derivatives and Its Recognition for Picric Acid[J]. Chinese Journal of Luminescence, 2015,36(1): 39-44 DOI: 10.3788/fgxb20153601.0039.
设计并合成了萘酰亚胺衍生物
N
-正己基-4-[2-(3-苯基硫脲)-乙氨基]-1
8-萘酰亚胺(HTN)
通过NMR和MS表征了其结构。利用荧光光谱法研究了HTN对苦味酸(PA)的识别作用。研究发现
在C
2
H
5
OH/H
2
O (2:1)体系中
HTN荧光强度随PA浓度的增加而大幅度下降。PA浓度在110
-6
~510
-4
molL
-1
范围内时
猝灭率(I
0
-I)/I
0
与[PA]
0.5
呈线性关系
R
2
=0.995 5。常见苯系物
如苯胺、苯甲醛、三硝基甲苯、苯酚、苯乙烯、吡啶、对甲苯磺酸、甲苯、硝基苯及氯苯等均不干扰HTN对PA的识别。结果表明
HTN对PA具有较好的选择性和灵敏度。
N
-hexyl-4-[2-(3-phenyl-thiourea)-ethylamino]-naphthalimide (HTN)
a naphthalimide derivative
was synthesized and its structure was determined by NMR and MS. The recognition of HTN for picric acid (PA) was investigated by fluorescence spectrum. The results show that the fluorescence intensity of HTN significantly reduces with the increasing of PA concentration in C
2
H
5
OH/H
2
O (2:1). For PA concentration from 110
-6
molL
-1
to 510
-4
molL
-1
the quenching rate
(I
0
-I)/I
0
correlates linearly with [PA]
0.5
and
R
2
=0.995 5. Meanwhile
no obvious interference is observed in the presence of the benzene series such as aniline
benzaldehyd
trinitrotoluene
phenol
styrene
pyridine
p-toluenesulfonic acid
toluene
nitrobenzene and chlorobenzene
indicating HTN's excellent selectivity and high sensitivity for the detection of PA.
萘酰亚胺苦味酸荧光光谱检测
naphthalimidepicric acidfluorescence spectrumdetection
Shi Y J, Ma Y X, Chui M, et al. Determination of picric acid by gas phase chromatography [J]. Inner Mongolia Petrochem. Industry (内蒙古石油化工), 2014(7):9-10 (in Chinese).
Zhao H S, Chang M, Liu B X, et al. Quickly determination of picric acid in water by high performance liquid chromatography [J]. Environmental Monitoring in China (中国环境监测), 2013, 29(4):135-137 (in Chinese).
Cui F Y, Zhou P, Wang W M, et al. Progress of method for determination of picric acid in water [J]. Norhern Environmental (北方环境), 2013, 25(7):155-158 (in Chinese).
Parham H, Zargar B, Rezazadeh M. Removal, preconcentration and spectorphotometric determination of picric acid in water samples using modified magnetic iron oxide nanoparticles as an efficient absorbent [J]. Mater. Sci. Eng. C, 2012, 32(7):2109-2114.
Singh K, Chaudhary G R, Mehta S K, et al. Synthesis of highly luminescent water stable ZnO quantum dots as photoluminescent sensor for picric acid [J]. J. Lumin., 2014, 154:148-154.
Huang J R, Wang L Y, Gu C P, et al. Selective detection of picric acid using functionalized reduced graphene oxide sensor device [J]. Sens. Actuat., B: Chem., 2014, 196:567-573.
Yun S W, Kang N Y, Park S J, et al. Diversity oriented fluorescence library approach (DOFLA) for live cell imaging probe development [J]. Acc. Chem. Res., 2014, 47(4):1277-1286.
Sorokin A V, Zabolotskii A A, Pereverzev N V, et al. Plasmon controlled exction fluorescence of molecular aggregates [J]. J. Phys. Chem. C, 2014, 118(14):7599-7605.
Tanaka H, Shizu K, Nakanotani H, et al. Dual intramolecular charge-transfer fluorescence derived from a phenothiazine-triphenyltriazine derivative [J]. J. Phys. Chem. C, 2014, 118(29):15985-15994.
Chen J, He Y, Wang J A, et al. Synthesis and optoelectronic properties of aromatic polyethers with a 1,8-naphthalimide unit main chain [J]. Chin. J. Lumin.(发光学报), 2012, 33(3):243-246 (in Chinese).
Zhang Y H, Zhang Q P, Shi W Y, et al. Synthesis and quantum chemistry study on fluorescence spectra of three 1,8-naphthalimide monomers [J]. Chin. J. Lumin.(发光学报), 2011, 32(5):505-513 (in Chinese).
Tian J, Chen B, Lv H, et al. Progress in fluorescence resonance energy transfer probes for detection of cation ions based on 1,8-naphthalimide [J]. Appl. Chem. Ind.(应用化工), 2014, 43(2):346-352 (in Chinese).
Langdon-Jones E E, Symonds N O, Yates S E, et al. Fluorescent rhenium-naphthalimide conjugates as cellular imaging agents [J]. Inorg. Chem., 2014, 53:3788-3797.
Mahato P, Saha S, Suresh E, et al. Ratiometric detection of Cr3+ and Hg2+ by a naphthalimide-rhodamine based fluorescent probe [J]. Inorg. Chem., 2012, 51:1769-1777.
Panchenko P A, Fedorov Y V, Perevalov V P, et al. Cation-dependent fluorescent properties of naphthalimide derivatives with N-benzocrown ether fragment [J]. J. Phys. Chem. A, 2010, 114:4118-4122.
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