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Double-photon fluorescent probe used for temperature detection and derived from carbazole and preparation method of double-photon fluorescent probe

A two-photon fluorescence, carbazole technology, applied in the field of temperature probes, can solve the problems of low fluorescence quantum yield, limited application range, poor data reliability, etc., achieve high fluorescence quantum yield, improve detection reliability, The effect of expanding the scope of application

Inactive Publication Date: 2018-02-23
ZUNYI NORMAL COLLEGE
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  • Abstract
  • Description
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Problems solved by technology

[0004] Two-photon fluorescent probes use near-infrared lasers as excitation light sources, which can avoid phototoxicity and photobleaching caused by single-photon fluorescent probes using 350-560nm excitation light sources; can effectively avoid autofluorescence of environmental substances caused by short-wave excitation interference, and can achieve fixed-point excitation, and the fixed-point area is as small as 10 -18 In the range of m, it can realize real-time dynamic monitoring of the temperature of any point of the measured object; while the single-photon fluorescent probe is only regionally excited, it can only realize the detection of the general temperature, and the reliability of the data is poor.
[0005] In addition, for the existing single-photon fluorescent probes or two-photon fluorescent probes in the prior art, there are problems with their own characteristics, which lead to a relatively limited application range; such as 1) S.Uchiyama, N. Kawai, A.P. de Silva, K. Iwai, J. Am. Chem. Soc. 2004, 126, 3032-3033; and 2) S. Uchiyama, K. Takehira, T. Yoshihara, S. Tobita, T. Ohwada, Organic Letters , 2006,8(25):5869-5872 and other temperature detection fluorescent probes reported in literature, it is a single-photon fluorescent probe, is a polymer, is difficult to be used in biological detection
Another example is the two-photon fluorescent probe introduced by C.Huang, X.Peng, D.Yi, J.Qu*, H.Niu, Sensors and Actuators B: Chemical, 2013, 182(1): 521-529. The extremely low fluorescence quantum yield (less than 0.1) in highly polar solvents (DMSO and MeCN) makes temperature detection in highly polar environments difficult to be applied

Method used

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  • Double-photon fluorescent probe used for temperature detection and derived from carbazole and preparation method of double-photon fluorescent probe
  • Double-photon fluorescent probe used for temperature detection and derived from carbazole and preparation method of double-photon fluorescent probe
  • Double-photon fluorescent probe used for temperature detection and derived from carbazole and preparation method of double-photon fluorescent probe

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Embodiment

[0024] like figure 1 As shown, the structural formula is The relationship between the two-photon fluorescence spectrum and temperature of the probe in glycerol; the probe of this structural formula is through the following synthetic route

[0025]

[0026] Synthetic,

[0027] Specifically, during the synthesis process of the probe of the above structural formula, the following operations are carried out:

[0028] According to the synthetic method described in the document Huang, H.; He, Q.; Lin, H.Polym.Adv.Technol.2004,15,84, synthesize 2,5-dibromo-p-xylene; , H.; He, Q.; Synthetic method introduced in Lin, H.Polym.Adv.Technol.2004, 15, 84 to synthesize 2,5-dimethyldiphthalonitrile; according to the literature, it is Xia, G. -M.; Fang, Q.; Xu, X.-G.; Xu, G.-B.; Liu, Z.-Q.; (9H-carbazol-9-yl)benzaldehyde.

[0029] Place 2,5-dimethylterephthalonitrile (2.0 g, 13 mmol), dibenzoyl peroxide (BPO, 0.1 g) with NBS (2.3 g, 13 mmol) and 100 mL of carbon tetrachloride in a d...

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Abstract

The invention relates to the technical field of temperature probes, in particular to a double-photon fluorescent probe used for temperature detection and derived from carbazole and a preparation method of the double-photon fluorescent probe. The structural formula of the double-photon fluorescent probe is shown in the description. The fluorescence quantum yield of the probe is high, the detectionrange is wide, the application range of the double-photon fluorescent probe is greatly widened, and the detection reliability is improved.

Description

technical field [0001] The invention relates to the technical field of temperature probes, in particular to a two-photon fluorescent probe for temperature detection derived from carbazole and a preparation method thereof. Background technique [0002] Fluorescence analysis has the advantages of high sensitivity, strong selectivity, simplicity, quickness, good reproducibility, easy sampling and less sample demand, and has been widely used. In recent decades, fluorescence sensing has been widely used in industry, Agriculture, biology, medicine, archaeology, mineralogy and other aspects play an important role. [0003] Fluorescence analysis, which uses fluorescent probes for analysis and processing, has attracted much attention in the field of temperature sensing, such as body temperature detection, chemical reaction temperature monitoring, large-scale computer central processor temperature monitoring, internal temperature control of grain depots, Large dynamic rolling bearing...

Claims

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Application Information

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IPC IPC(8): C07D209/86C09K11/06G01K11/00
Inventor 黄池宝
Owner ZUNYI NORMAL COLLEGE
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