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Azo monomers and azo polymers prepared by polymerization of azo monomers

An azo polymer and monomer technology, applied in the field of metal ion sensors and metal ion scavengers, can solve the problems of unresearched characteristics and applications

Active Publication Date: 2020-04-24
LG CHEM LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, despite the multiple advantages mentioned above, there has been little research on azo-based monomers and polymers that have shown the ability to detect alkali metal ions or transition metal ions, and the properties and applications of these materials as sensor materials.

Method used

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  • Azo monomers and azo polymers prepared by polymerization of azo monomers
  • Azo monomers and azo polymers prepared by polymerization of azo monomers
  • Azo monomers and azo polymers prepared by polymerization of azo monomers

Examples

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preparation example Construction

[0068] The length of such an alkyleneoxy group can be easily controlled using an appropriate precursor as in Preparation Examples 2 to 4 described below. refer to figure 1 , as the length of the alkyleneoxy group increases, the glass transition temperature, nematic liquid crystal transition temperature and melting point of the azo polymer tend to decrease. Therefore, by controlling the length of the alkyleneoxy group of Chemical Formula 1, the heat resistance and the like of the azo polymer can be easily controlled.

[0069] In Chemical Formula 1, m may be an integer of 1 to 5, and when m is 2 or more, two or more R 2 Can be all the same, or two or more R 2 At least one of may be different. More suitably, m may be an integer of 1 to 3 or an integer of 1. Referring to the following experimental examples, the shorter the length of the alkyleneoxy group, the stronger the binding force between the azo polymer and the specific metal ion may become. Meanwhile, regardless of the...

preparation example 1

[0095] Preparation Example 1: Synthesis of 4-dodecyl-4'-hydroxyazobenzene (DHAB)

[0096] p-Dodecylaniline (97%, 5.00g, 18.60mmol), HCl (4.85mL, 55.00mmol), NaNO 2 (1.32 g, 18.60 mmol), 156 mL THF and 39 mL distilled water were put into a 500 mL 3-neck round bottom flask, and the solution was stirred at 0° C. for 2 hours under nitrogen atmosphere. Subsequently, phenol (1.77 g, 18.60 mmol), K 2 CO 3 (1.30g, 19.10mmol), Na 2 CO 3 (1.44g, 27.10mmol), 128mL THF and 32mL H 2 O, and the solution was stirred at room temperature for another 12 hours. Thereafter, the solvent was removed from the reaction solution using a rotary evaporator. The solid thus obtained was put into a separatory funnel containing 300 mL of dichloromethane (MC) and 300 mL of distilled water and vigorously shaken, and then the aqueous solution layer in which unreacted salt was dissolved was removed. 10.0 g of anhydrous magnesium sulfate was introduced into the remaining MC solution, the solution was st...

preparation example 2

[0100] Preparation Example 2: Synthesis of 2-(4-dodecylazobenzene-4'-oxyl)ethanol (DAEA-S1)

[0101] DHAB (5.00g, 13.60mmol) synthesized in Preparation Example 1, K 2 CO 3 (1.14 g, 8.25 mmol) and 50 mL of diglyme were placed in a 2-neck round bottom flask, and the solution was stirred at room temperature under nitrogen atmosphere for 30 minutes. 2-Chloroethanol (2.20 g, 27.28 mmol) was introduced into the solution, and the solution was stirred at 140°C for a further 48 hours. Pour the reaction solution into 1 LH 2 Precipitate in O and stir for 1 h to dissolve unreacted K 2 CO 3 , followed by filtration to obtain a solid precipitate containing unreacted DHAB and product. The precipitate was dissolved in 200 mL of chloroform, 10.0 g of anhydrous magnesium sulfate was introduced thereinto, the solution was stirred for 30 minutes and filtered to remove traces of water dissolved in the precipitate. The solvent of the filtered chloroform solution was evaporated, and then the...

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Abstract

According to one embodiment of the present invention, an azo polymer forms a complex with a lithium ion and a sodium ion among alkali metal ions, but does not form a complex with a potassium ion. Therefore, the azo polymer is expected to be utilized as a material for a sensor capable of selectively detecting a specific alkali metal ion, or as a novel material capable of selectively trapping a specific alkali metal ion from a solution in which metal ions are mixed.

Description

[0001] Cross References to Related Applications [0002] This application claims Korean Patent Application No. 10-2014-0186250 filed with the Korean Intellectual Property Office on December 22, 2014 and Korean Patent Application No. 10-2015-0169806 filed with the Korean Intellectual Property Office on December 1, 2015 rights and interests, the disclosure of which is incorporated herein by reference in its entirety. technical field [0003] The present invention relates to an azo monomer having a new structure, an azo polymer prepared by polymerization thereof, and a metal ion sensor and a metal ion trapping agent using the novel characteristics of the azo polymer. Background technique [0004] Recently, rechargeable secondary batteries using alkali metal cations have received much attention as clean energy sources. In particular, secondary batteries using lithium ions have excellent oxidation stability, excellent solubility in electrolyte solutions, and workability although...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C245/08C08F120/36G01N33/205
CPCC07C245/08C08F120/36G01N33/20C08F20/34G01N33/1813
Inventor 韩阳奎边因俊尹圣琇李济权
Owner LG CHEM LTD