Water-soluble fluorescent monomer 8-(allyloxy)-1,3,6-pyrene trisulfonic acid and preparation method thereof

A fluorescent monomer, allyloxy technology, applied in the preparation of sulfonic acid, chemical instruments and methods, luminescent materials, etc., can solve problems such as toxicity and environmental pollution, achieve low production cost, good fluorescence performance, and realize online detection. and the effect of automatic drug delivery

Inactive Publication Date: 2018-07-20
SHANDONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

U.S. Patent US6321644B1 discloses a series of fluorescent monomers containing unsaturated double bonds and their preparation methods, but the monomer preparation process uses dimethyl sulfoxide (DMSO) as a reaction solvent, which has certain toxicity and will pollute the environment

Method used

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  • Water-soluble fluorescent monomer 8-(allyloxy)-1,3,6-pyrene trisulfonic acid and preparation method thereof
  • Water-soluble fluorescent monomer 8-(allyloxy)-1,3,6-pyrene trisulfonic acid and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0020] Example 1: Add 2.62 g (0.005 mol) of 8-hydroxyl-1,3,6 trisodium pyrenetrisulfonate, 0.80 ml of 50% sodium hydroxide solution (wherein sodium hydroxide is 0.010 mol) in a 100 ml three-necked flask , add 50ml of water, and stir for 15 minutes at room temperature with a heatable magnetic stirrer. After adjusting the temperature to 80°C, add 2.31g (0.030mol) of chloropropene dropwise. The rate of addition of chloropropene is 0.8-1.2g / min. After completion, continue to react at 80°C while stirring for 6 hours, cool to room temperature, and prepare 8-(allyloxy)-1,3,6-pyrenetrisulfonic acid fluorescent monomer was obtained, and the product yield was 91wt%.

[0021] according to figure 1 and figure 2 The comparison shows that the yield of 8-(allyloxy)-1,3,6-pyrenetrisulfonic acid fluorescent monomer in Example 1 is 91%.

Embodiment 2

[0022] Embodiment 2: Add 2.62g (0.005mol) of 8-hydroxyl-1,3,6 trisodium pyrenetrisulfonate in a 100ml three-necked flask, 0.80ml of 50% sodium hydroxide solution (wherein sodium hydroxide is 0.010mol) , add 50ml of water, and stir for 15 minutes at room temperature with a heatable magnetic stirrer. After adjusting the temperature to 80°C, add 1.54g (0.020mol) of chloropropene dropwise. The rate of addition of chloropropene is 0.8-1.2g / min. After completion, continue to react at 80°C while stirring for 6 hours, cool to room temperature, and prepare 8-(allyloxy)-1,3,6-pyrenetrisulfonic acid fluorescent monomer was obtained, and the product yield was 87wt%.

Embodiment 3

[0023] Embodiment 3: add 2.62g (0.005mol) of 8-hydroxyl-1,3,6 trisodium pyrenetrisulfonate in a 100ml there-necked flask, 0.72ml of 50% sodium hydroxide solution (wherein sodium hydroxide is 0.009mol) , add 50ml of water, and stir for 15 minutes at room temperature with a heatable magnetic stirrer. After adjusting the temperature to 60°C, add 0.693g (0.009mol) of chloropropene dropwise, and the dropping rate of chloropropene is 0.8-1.2g / min. After completion, continue to react at 60°C while stirring for 6 hours, cool to room temperature, and prepare 8-(allyloxy)-1,3,6-pyrene trisulfonic acid fluorescent monomer was obtained, and the product yield was 49 wt%.

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Abstract

The invention discloses water-soluble fluorescent monomer 8-(allyloxy)-1,3,6-pyrene trisulfonic acid and a preparation method thereof. The 8-(allyloxy)-1,3,6-pyrene trisulfonic acid is prepared by heating and reacting 8-hydroxyl-1,3,6-pyrene trisulfonic acid serving as a raw material with liquid 3-chloropropene in a system of a sodium hydroxide aqueous solution. The preparation method is simple; various reaction conditions are easy to realize; compared with the prior art, the preparation method takes water as a reaction solvent, so that the product production cost is reduced; environmental pollution cannot be caused.

Description

technical field [0001] The invention belongs to the field of preparation of water treatment agents, and in particular relates to a water-soluble fluorescent monomer 8-(allyloxy)-1,3,6-pyrenetrisulfonic acid and a preparation method thereof. Background technique [0002] To detect the concentration of water treatment agents in circulating water, the traditional method is to first digest organic phosphorus into inorganic phosphorus, and then measure the concentration of total phosphorus. This method needs to add other reagents, the process is more complicated, and the consumption rate of water treatment agents cannot be tracked , to control the dosage. To solve this problem, fluorescent tracer technology is used to measure the concentration of polymer in circulating water, so as to realize accurate detection and dosing control of the system. [0003] Fluorescent monomer copolymerization is a method of copolymerizing water treatment agent monomers containing unsaturated double...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/22C07C309/43C09K11/06C02F1/00
CPCC02F1/00C07C303/22C07C309/43C09K11/06C09K2211/1011
Inventor 高灿柱李元镇李鹏飞程终发周靖仁魏尧
Owner SHANDONG UNIV
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