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Ferrocenyl azophenyl photoelectric double-response polymer material for information storage and preparation method thereof

A ferrocene-based azophenyl, polymer material technology, applied in chemical instruments and methods, metallocene, organic chemistry, etc., can solve the problems of insignificant stimulus response, complex detection methods, poor stability, etc. The effect of obvious response phenomenon, good thermal stability and convenient photoelectric response detection

Inactive Publication Date: 2018-08-28
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis and research of various ferrocene-based azophenyl organic compound materials have their own characteristics, but there are some shortcomings in different degrees, such as poor stability, unobvious stimulus response, and complicated detection methods.

Method used

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  • Ferrocenyl azophenyl photoelectric double-response polymer material for information storage and preparation method thereof
  • Ferrocenyl azophenyl photoelectric double-response polymer material for information storage and preparation method thereof
  • Ferrocenyl azophenyl photoelectric double-response polymer material for information storage and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0036] This embodiment includes the following steps:

[0037] ①Under anhydrous and oxygen-free conditions, dissolve 4.6266g of ferrocenecarboxylic acid in reflux-dried 60mL of dichloromethane solvent, add 1.6mL of pyridine as catalyst, 2.3mL of oxalyl chloride as acid chloride reagent, and reflux for 5 hours. Remove the solvent and excess oxalyl chloride in a vacuum, add 60 mL of petroleum ether (60-90°C), reflux for 2 hours, filter under reduced pressure, and remove the petroleum ether in a vacuum to obtain ferrocenecarbonyl chloride;

[0038] ② Add reflux-dried 60mL tetrahydrofuran to 4.2488g ferrocenecarbonyl chloride as a solvent, 1.6mL pyridine as a catalyst, slowly add 2.8mL hydroxyethyl methacrylate dropwise, reflux for 5h, filter under reduced pressure, and the filtrate is rotary evaporated to remove solvent, to obtain ferroceneformyloxyethyl methacrylate crude product, followed by 250mL saturated Na 2 CO 3 The solution and 250mL deionized water were washed three tim...

Embodiment 2

[0046] The first three steps of this embodiment are the same as in Example 1, and the fourth step adopts the following steps: 0.6848g ferroceneformyloxyethyl methacrylate and 0.3101g methacrylic acid-4'-nitroazoaniline (the ratio of the amount of substances is 2:1) mixed, with 0.0050g of azobisisobutyronitrile as the initiator, 1.5mL of dimethylformamide solution was added, and reacted at 90°C for 12h. After the reaction is over, add the reaction solution dropwise to 250 mL of anhydrous methanol for precipitation, filter to take the filter cake, dissolve the filter cake with a small amount of tetrahydrofuran, then drop into 250 mL of anhydrous methanol for precipitation, and repeat the dissolution-precipitation twice. After the obtained filter cake is dried, it becomes the ferrocenyl azophenyl photoelectric double response polymer material.

[0047] Take 10 mg of the ferrocenyl azophenyl photoelectric double-response polymer material that can be used for information storage pr...

Embodiment 3

[0052] The first three steps of this embodiment are the same as in Example 1, and the fourth step adopts the following steps: 1.0249g ferroceneformyloxyethyl methacrylate and 0.3105g methacrylic acid-4'-nitroazoaniline (the ratio of the amount of substances is 3:1) mixed, with 0.0069g of azobisisobutyronitrile as the initiator, 2mL of dimethylformamide solution was added, and reacted at 90°C for 12h. After the reaction is over, add the reaction solution dropwise to 250 mL of anhydrous methanol for precipitation, filter to take the filter cake, dissolve the filter cake with a small amount of tetrahydrofuran, then drop it into 250 mL of anhydrous methanol for precipitation, and repeat the dissolution-precipitation process 3 times. After the obtained filter cake is dried, it becomes the ferrocenyl azophenyl photoelectric double response polymer material.

[0053] Take 10 mg of the ferrocenyl azophenyl photoelectric double-response polymer material that can be used for information...

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Abstract

The invention discloses a ferrocenyl azophenyl photoelectric double-response polymer material for information storage and a preparation method thereof. Firstly, ferrocenecarbonyl chloride is prepared,then a methacrylic acid ferrocenyl formyloxy ethyl ester monomer is prepared by using ferrocenecarbonyl chloride, and a methacrylic acid-4'-nitryl azoaniline monomer is prepared by using 4-amino-4'-nitroazobenzene; the ferrocenyl azophenyl photoelectric double-response polymer material is prepared in combination with the two monomers. The photoelectric double-response polymer with a special function of information storage is prepared, the thermal stability of the material is good, the stimulation response phenomenon is obvious, and the photoelectric response detection is convenient.

Description

technical field [0001] The invention relates to the field of preparation of photoelectric double-response polymer materials, in particular to a ferrocenyl azophenyl photoelectric double-response polymer material for information storage and a preparation method thereof. Background technique [0002] With the rapid development of information technology, people's demand for high-density information storage materials is also increasing. Ferrocene groups have been widely used as electroresponsive organic compound information storage materials due to their excellent electrochemical redox properties, thermal stability, and photostability. Azophenyl groups exhibit different cis-trans isomerisms under different light sources, and are widely used in light-responsive organic compound information storage materials. Combining ferrocene groups and azophenyl groups to synthesize photoelectric double-response organic compound materials is expected to be applied to high-density information ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F230/04C08F220/60C07F17/02C07C245/08
CPCC07C245/08C07F17/02C08F230/04C08F220/603
Inventor 俞豪杰夏霞王立
Owner ZHEJIANG UNIV
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