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High-molecular pH probe containing rhodamine lactam group and synthetic method thereof

A technology of clearing lactam and polymer, applied in the field of polymer pH probe and synthesis, can solve the problems of hydrogen ion fluorescence response interference and other problems, and achieve the effect of good anti-interference ability and good water solubility

Inactive Publication Date: 2014-09-03
SUZHOU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, most rhodamine lactam compounds will react with some metal ions such as coordination or catalytic decomposition, so the fluorescence response to hydrogen ions is interfered

Method used

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  • High-molecular pH probe containing rhodamine lactam group and synthetic method thereof
  • High-molecular pH probe containing rhodamine lactam group and synthetic method thereof
  • High-molecular pH probe containing rhodamine lactam group and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] (1) Synthesis of compound 1:

[0026] Dissolve 2.395g of rhodamine B (5mmol) in 50mL of absolute ethanol, and then add 1.5g of ethylenediamine. The reaction system was stirred at reflux for 6 hours. After the reaction was completed, the solvent was evaporated under reduced pressure, and the remaining solid was dissolved in 200mL of 1mol / L HCl solution, and 1mol / L NaOH solution was added dropwise to pH=9-10. A large amount of solid precipitated, filtered under reduced pressure, washed with water, and then thoroughly pumped. After drying in a vacuum oven, a brick-red solid was obtained, namely compound 1.

[0027] (2) Synthesis of compound 2:

[0028] Add 0.968g of compound 1 (2mmol) into a 50mL three-necked flask, dissolve it in 20mL of dichloromethane, then add 0.3mL of triethylamine, slowly add 0.2g of acryloyl chloride and 0.2g (2.2mmol) of dichloromethane in an ice bath 5mL, continue to react at room temperature for 6 hours after dropping. After the reaction was ...

Embodiment 2

[0034] (1) Draw the ultraviolet-visible absorption spectrum of the polymeric pH probe containing the rhodamine lactam group obtained in Example 1 at different pHs, the concentration is 0.16mg / mL, the abscissa is pH, and the ordinate is absorbance ,have to figure 1 ;

[0035] It can be seen from the figure that when the probe is at pH=4.2-6.5, its absorbance value will change suddenly, and it can be seen that the color response range of the probe solution is at pH=4.2-6.5.

[0036] (2) Draw the fluorescence emission spectrum of the polymer pH probe containing the rhodamine lactam group gained in Example 1 at different pHs in aqueous solution, the concentration is 0.16mg / mL, the abscissa is pH, and the ordinate is fluorescence intensity, have to figure 2 .

[0037] It can be seen from the figure that when the probe is at pH=4-5, its fluorescence intensity has a sudden change, and it can be seen that the fluorescence response range is at pH=4-5. And the response interval is ...

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Abstract

The invention relates to a high-molecular pH probe containing a rhodamine lactam group thereof. A synthetic method comprises the following steps: carrying out a reaction on rhodamine with hydroxyl on a site 2 and ethidene diamine to form lactam; carrying out a reaction on lactam and a matter containing an acryloyl chloride group to obtain a monomer containing the rhodamine group; finally, copolymerizing with the matter containing the acryloyl chloride group to synthesize the high-molecular pH fluorescent probe which has fluorescent response to H' specificity and can enter into viable cells.

Description

technical field [0001] The invention relates to a macromolecular pH probe containing a rhodamine lactam group and a synthesis method. Background technique [0002] Rhodamine fluorescent dye molecules with a lactam spiro ring structure can have a very strong response ability. After interacting with specific ions, they can change from a non-fluorescent and colorless lactam spiro ring state to a fluorescent quantum efficiency of more than 85% and Open loop states with dark features. This means that this rhodamine-like molecule has a good performance basis. Moreover, rhodamine-based materials themselves have been widely used in the fields of biology and the environment, and have a good application basis. However, in the biological field, intracellular pH detection reagent materials often have stricter requirements. Although there are many reports in the literature on new materials for pH probes, most of the probes currently lack sufficient practicability. For example, cell m...

Claims

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Application Information

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IPC IPC(8): C09K11/06C08F220/56C08F220/28C08F220/60G01N21/64
Inventor 戚裕王红霞朱威周梦超邵晶谢斌侯丽娟
Owner SUZHOU UNIV OF SCI & TECH
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