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Water-soluble naphthalene imide fluorescent polymer as well as synthesis method and purpose thereof

A fluorescent polymer, naphthalimide technology, applied in the field of fluoride ion identification, can solve problems such as inability to perform water-based identification

Active Publication Date: 2013-10-09
湖北天鹅科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These naphthalimide-based fluoride ion sensors all contain a polymer structure. This type of naphthalimide-based polymer sensor inherits the high selectivity and high sensitivity of its naphthalimide monomer sensor, and with its naphthalimide Compared with single sensors, they have stronger signals and stronger ability to complex fluoride ions. Unfortunately, they cannot perform water-based recognition

Method used

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  • Water-soluble naphthalene imide fluorescent polymer as well as synthesis method and purpose thereof
  • Water-soluble naphthalene imide fluorescent polymer as well as synthesis method and purpose thereof
  • Water-soluble naphthalene imide fluorescent polymer as well as synthesis method and purpose thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] 4-Amino-N-methyl-1,8 naphthalic anhydride

[0041] Weigh the hydrochloride (0.249g, 1mmol) of 4-amino-1,8 naphthalic anhydride in a 150mL single-necked flask, add 4.5 mmol of 40% methylamine solution to it, add 80mL of ethanol, and 2 Reflux for 3 hours under protection, cool and filter, put the filter residue in an infrared oven for drying, and recrystallize with absolute ethanol with a yield of 79.6%.

Embodiment 2

[0043] 4-Amino-N-n-butyl-1,8 naphthalic anhydride

[0044] Weigh the hydrochloride (0.249g, 1mmol) of 4-amino-1,8 naphthalic anhydride in a 150mL single-necked flask, add 4.5 mmol of n-butylamine to it, add 60mL of absolute ethanol, and 2 Reflux for 3 hours under protection, cool and filter, put the filter residue in an infrared oven for drying, and recrystallize with absolute ethanol with a yield of 80.1%.

Embodiment 3

[0046] 4-Amino-N-n-decyl-1,8 naphthalic anhydride

[0047] Weigh the hydrochloride (0.249g, 1mmol) of 4-amino-1,8 naphthalene dicarboxylic anhydride in a 150mL single-necked flask, add 4.5 mmol of n-decylamine to it, add 80mL of absolute ethanol, and 2 Reflux for 3 hours under protection, cool and filter, put the filter residue into an infrared oven for drying, and recrystallize with absolute ethanol with a yield of 81.9%.

[0048] (2) Preparation of N-alkyl-1,8 naphthalic anhydride-acrylimide (3)

[0049] Example 1:

[0050] N-Methyl-1,8 Naphthalic Anhydride Acrylimide

[0051] Dissolve 4-amino-N-methyl-1,8 naphthalic anhydride (86mg, 0.38mmol) in 30mL THF, and add acryloyl chloride (34 mu L, 0.42mmol), stirred at room temperature for 12h, evaporated to dryness under reduced pressure after the reaction was complete, and passed the column with acetone / chloroform 1:40 as the eluent to obtain light yellow solid N-methyl-1,8 naphthalene dicarboxylic anhydride Acrylimide...

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Abstract

The invention relates to a water-soluble naphthalene imide fluorescent polymer with a structural formula shown as the accompanying drawing, wherein R is alkyls such as methyl, ethyl, propyl, n-butyl, n-amyl, n-hexyl, n-heptyl, n-octyl, n-nonyl or n-decyl and the like. A preparation method of the polymer comprises the following steps that: firstly, 4-nitryl-1, 8 naphthalic anhydride is prepared, then, 4-amino-1, 8 naphthalic anhydride is obtained through reduction, next, 4-amino-N-R-1, 8 naphthalic anhydride is obtained through the reaction of the 4-amino-1, 8 naphthalic anhydride and alkylamine (RNH2), then, fire-new naphthalene imide monomers 3 containing polymerizable double bonds are obtained through the reaction of the 4-amino-N-R-1, 8 naphthalic anhydride and acryloyl chloride, and finally, the required water-soluble polymer is obtained through the polymerization with the N-vinyl pyrrolidone. The water-soluble naphthalene imide fluorescent polymer as a fluorine ion fluorescent sensor can realize the qualitative and quantitative analysis in the pure water phase.

Description

technical field [0001] The invention is mainly applied in the field of fluoride ion identification, and in particular relates to a water-soluble naphthalimide-based fluoride ion fluorescence chemical sensor and its synthesis method and application. Background technique [0002] As one of the important trace elements in the human body, fluorine is closely related to human life activities and the metabolism of teeth and bone tissue: a small amount of fluorine can promote the resistance of tooth enamel to bacterial acid corrosion and prevent dental caries; fluorine is necessary for biological calcification Substances; fluorine can promote the intestinal absorption of iron, which is beneficial to the prevention and treatment of anemia. However, excessive long-term intake of excessive fluoride can often lead to chronic fluorosis. Relatively mild cases manifest as dental fluorosis in the early stage, and severe cases cause skeletal fluorosis. Therefore, the rapid and simple detec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F226/10C08F220/60C09K9/02G01N21/64
Inventor 任君吴振周应李正钱李焰
Owner 湖北天鹅科技有限公司
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