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Bisphenol hydroxyl monomer containing anthryl group and synthesis method and application thereof

A technology of anthracenyl group and bisphenol hydroxyl group, which is applied in the field of bisphenol hydroxyl monomer and its synthesis, can solve the problems of unbearable conditions for small functional molecules, few studies on post-functionalization, and incomplete removal of catalysts, etc., to achieve Good application prospects, high product yield, high yield effect

Active Publication Date: 2019-08-06
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are defects in this post-functionalization method: 1) the esterification reaction is carried out under the action of a catalyst, and the catalyst cannot be completely removed; 2) some functional small molecules cannot tolerate the conditions of the esterification reaction, and thus are destroyed and lose their activity during the reaction : 3) In the preparation process of polycarbonate, bisphenolic acid cannot be directly used for polymerization, because the presence of carboxyl groups will cause crosslinking, so for polycarbonate with high glass transition temperature, there are few studies on post-functionalization

Method used

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  • Bisphenol hydroxyl monomer containing anthryl group and synthesis method and application thereof
  • Bisphenol hydroxyl monomer containing anthryl group and synthesis method and application thereof
  • Bisphenol hydroxyl monomer containing anthryl group and synthesis method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0038] This embodiment provides a kind of bisphenol hydroxyl monomer containing anthracenyl group, and its specific structure is as follows:

[0039]

[0040] Also provide the synthetic method of above-mentioned compound, specifically comprise:

[0041]

[0042] Put 10mmol of bisphenolic acid, 12.5mmol of potassium bicarbonate, and 30ml of DMF into a 50ml single-necked flask, heat to 80°C for 30min, continue to add 10mmol of 9-bromomethylanthracene for 2h, and distill off excess Solvent, the resulting viscous product was dissolved in ethyl acetate, then washed 2-3 times with distilled water, the organic phases were combined and dried, the solvent was distilled off under reduced pressure, and the target product was obtained by silica gel column chromatography. Yield 84%.

[0043] 1 H NMR (400MHz, Acetone): δ8.62(s, 1H), 8.40(d, J=8.9Hz, 2H), 8.10(d, J=7.5Hz, 4H), 7.65–7.58(m, 2H), 7.56–7.47(m,2H), 6.98(d,J=8.2Hz,4H),6.70(d,J=8.1Hz,4H),6.14(s,2H),2.41–2.33 (m,2H),2.13 ...

Embodiment 2

[0046] This embodiment provides a kind of bisphenol hydroxyl monomer containing anthracenyl group, and its specific structure is as follows:

[0047]

[0048] Also provide the synthetic method of above-mentioned compound, specifically comprise:

[0049]

[0050] Put 10mmol of 3,5-dihydroxybenzoic acid, 12.5mmol of potassium bicarbonate, and 30ml of DMF solvent into a 50ml single-necked flask, heat to 80°C for 30min, continue to add 10mmol of 9-bromomethylanthracene for 2h, reduce The excess solvent was distilled off under pressure, and the obtained viscous product was dissolved in ethyl acetate, then washed 2-3 times with distilled water, the organic phases were combined and dried, the solvent was distilled off under reduced pressure, and the target product was obtained by silica gel column chromatography. Yield 87%.

Embodiment 3

[0052] This embodiment provides a kind of bisphenol hydroxyl monomer containing anthracenyl group, and its specific structure is as follows:

[0053]

[0054] Also provide the synthetic method of above-mentioned compound, specifically comprise:

[0055]

[0056] Put 10mmol of 1,1,1-tris(4-hydroxyphenyl)ethane, 12.5mmol of potassium carbonate, and 30ml of DMF solvent into a 50ml one-necked flask, heat to 80°C for 30min, and continue to add 10mmol of 9-bromo Methyl anthracene was reacted for 2 hours, the excess solvent was distilled off under reduced pressure, and the obtained viscous product was dissolved in ethyl acetate, then washed 2-3 times with distilled water, the organic phases were combined, dried, and the solvent was removed by distillation under reduced pressure, and silica gel column chromatography obtain the target product. Yield 82%.

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Abstract

The invention provides a bisphenol hydroxyl monomer containing an anthryl group and a synthesis method and application thereof. The bisphenol hydroxyl monomer containing the anthryl group can be usedfor preparing anthryl-group-containing polymers including polyether, polysulfone, polyester, polycarbonate and the like, especially can be used for preparing polymers with higher glass transition temperature, and the polymers can be functionalized to prepare functional polymers with different performances through D-A reaction or anthryl group dimerization reaction. Therefore, the bisphenol hydroxyl monomer containing the anthryl group has good application prospect in preparing the functional polymers.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a bisphenolic hydroxyl monomer containing anthracenyl groups and its synthesis method and application. Background technique [0002] Polymer materials have become an important material essential to national economic construction and people's daily life, and are widely used in all aspects of social development. In recent years, polymer materials are developing from structural materials to functional materials. [0003] Functional materials refer to materials that have specific functions through the effects of light, electricity, magnetism, heat, chemistry, and biochemistry. Functional materials involve a wide range of fields, including optical and electrical functions, magnetic functions, separation functions, shape memory functions, and so on. Compared with common structural materials, such materials generally have other functional properties in addition to mechanical propertie...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/10C07C69/732C07C41/01C07C43/23C07C67/08C07C69/616C08G64/28C08G64/10
CPCC07C69/732C07C43/23C07C69/616C08G64/28C08G64/10
Inventor 邱玲霍福杨薄淑晖
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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