Azo monomer, and azo polymer prepared by polymerization of the azo monomer

An azo polymer, azo technology, applied in the field of metal ion sensors and metal ion traps, can solve the problems of characteristics and applications without research

Active Publication Date: 2017-08-18
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 monomer, and azo polymer prepared by polymerization of the azo monomer
  • Azo monomer, and azo polymer prepared by polymerization of the azo monomer
  • Azo monomer, and azo polymer prepared by polymerization of the azo monomer

Examples

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preparation example Construction

[0068] The length of such an alkyleneoxy group can be easily controlled using appropriate precursors as in Preparation Examples 2 to 4 described below. refer to figure 1 , the glass transition temperature, nematic liquid crystal transition temperature and melting point of azo polymers tend to decrease as the length of the alkyleneoxy group increases. 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 all be the same, or two or more R 2 At least one of can be different. More suitably, m may be an integer from 1 to 3 or the integer 1. Referring to the following experimental examples, the shorter the length of the alkyleneoxy group, the stronger the bonding force between the azo polymer and the specific metal ion may become. Meanwhile, regardless of the lengt...

preparation example 1

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

[0096] p-Dodecylaniline (97%, 5.00 g, 18.60 mmol), HCl (4.85 mL, 55.00 mmol), NaNO 2 (1.32 g, 18.60 mmol), 156 mL of THF and 39 mL of distilled water were placed in 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 (1.44 g, 27.10 mmol), 128 mL THF and 32 mL H 2 0 and the solution was stirred at room temperature for an additional 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 the unreacted salt was dissolved was removed. 10.0 g of anhydrous magnesium sulfate was introduced into the remaining MC soluti...

preparation example 2

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

[0101] DHAB (5.00 g, 13.60 mmol) 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 an additional 48 hours. Pour the reaction solution into 1LH 2 Precipitate in O and stir for 1 h to dissolve unreacted K 2 CO 3 , and then filtered 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, and 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 ...

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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-REFERENCE 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 , the disclosure of which is hereby incorporated 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 polymerizing the same, and a metal ion sensor and a metal ion scavenger using the new features 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, although having relatively low energy density, have excellent oxidation stability, excellent solubility in electrolyte solutions, and processa...

Claims

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Application Information

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