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Method for synthesizing photochromic cross-linked polymer containing naphthyl hydroxide pyran group

A cross-linked polymer and a technology containing naphthol pyran, which is applied in the field of cross-linked polymer synthesis, can solve the problems of no naphthol pyran photochromic cross-linked polymer material report, no material characterization, etc.

Inactive Publication Date: 2009-08-12
NORTHEAST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But so far, we have only seen two reports on polymers containing naphthol-containing pyran monomers [9-10] , and there is no complete and systematic characterization of the material, and there is no report on the photochromic crosslinked polymer material of naphtholpyran, so the photochromic crosslinked polymer containing naphtholpyran may be the basis for this research. The field provides photofunctional polymer materials with distinctive characteristics and excellent performance

Method used

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  • Method for synthesizing photochromic cross-linked polymer containing naphthyl hydroxide pyran group
  • Method for synthesizing photochromic cross-linked polymer containing naphthyl hydroxide pyran group
  • Method for synthesizing photochromic cross-linked polymer containing naphthyl hydroxide pyran group

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Experimental program
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Effect test

Embodiment 1

[0028] Embodiment 1: the preparation of monomer a, reaction formula is as follows:

[0029]

[0030]

[0031] In the reaction bottle, add 10g of p-hydroxybenzoic acid and 50mL of acetic anhydride, heat and reflux for 6 hours, distill off the acetic anhydride, add 100mL of water to the residue, then extract three times with chloroform, combine the chloroform solution, wash the chloroform solution with water, anhydrous sodium sulfate dry. Column chromatography separated a white solid, 8.8g p-carboxyphenol acetate.

[0032] Dissolve 8.5 g of p-carboxyphenol acetate in 50 mL of thionyl chloride, heat to reflux for 5 hours, then distill off excess thionyl chloride, and distill off 7.3 g of acid chloride compound 1 prepared by the reaction under reduced pressure.

[0033] Preparation of compound 2:

[0034] 10g of phenol was added to 50mL of acetic anhydride, heated to reflux for 8 hours, and then excess acetic anhydride was distilled off. 100 mL of water was added to the r...

Embodiment 2

[0044] Embodiment 2: the preparation of monomer b, the reaction formula is as follows:

[0045]

[0046]

[0047] Specific implementation reaction example:

[0048] Preparation of Compounds 6 and 7:

[0049] In the reaction flask, 10.0 g of phenol, 20.0 g of potassium carbonate and a small amount of KI were added to 50 mL of DMF, stirred, and heated to 85° C. for 0.5 hours to react. Then add 20.0g 1-bromohexanol, continue to react for 12 hours, add 250mL water after cooling down to room temperature. Then it was extracted three times with dichloromethane, the dichloromethane solution was combined, the dichloromethane solution was washed with water, and dried over anhydrous sodium sulfate. Compound 6 was separated by column chromatography, 17.5 g, with a yield of 85%.

[0050] In a 150 mL round bottom flask, 16.0 g of compound 6 was added to 50 mL of acetic anhydride, heated to reflux for 8 hours, and then excess acetic anhydride was distilled off. 100 mL of water was ...

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Abstract

The invention belongs to a synthetic method of an organic / polymeric material, in particular relates to a synthetic method of photochromic crosslinked polymers containing naphthol pyran groups. The synthetic method comprises the following steps: firstly preparing diphenyl ketone containing different groups, then converting carbonyl in the obtained diphenyl ketone into hydroxyl and alkynyl, allowing the hydroxyl and the alkynyl to react with naphthol to prepare naphthol pyran molecules, and finally grafting a methacrylic acid polymerization unit to the naphthol pyran molecules to form a polymeric monomer containing three polymerization units. During the reaction process, an acetate group is adopted for protecting the hydroxyl and unprotected after synthesizing the naphthol pyran molecules. After the monomer is obtained, a free radical polymerization method can be adopted, in the method, a single monomer or synthesized different monomers are polymerized with other monomers, thus obtaining various photochromic crosslinked polymers. The synthetic method fills a gap of research on the crosslinked polymers containing the naphthol pyran monomers at home and abroad and provides a new application prospect for photochromic materials.

Description

technical field [0001] The invention belongs to a synthesis method of organic / polymer materials, in particular to a synthesis method of a cross-linked polymer containing naphtholpyran photochromic groups. Background technique [0002] Photochromism refers to a compound that undergoes a specific chemical reaction under light radiation of a certain wavelength to obtain a product with a new structure. Due to the change in structure, its absorption spectrum changes significantly (color change). The product can return to the structural form of the original compound under the action of another wavelength of light or heat. Under the action of light, the phenomenon that the compound can undergo a reversible color change is called photochromism. [1] . Photochromic compounds and their polymers are new functional materials that can be widely used in cutting-edge fields such as optical information storage, optical conversion devices, and optical switches. [1-5] . Due to the huge pot...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/06C08F20/30C09K9/02
Inventor 王广赫奕赵晓亮齐斌郭英娜
Owner NORTHEAST NORMAL UNIVERSITY
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