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New compound bis-(4-aminophenyl) phenyl phosphonate and synthesis method thereof

A technology of phenylphosphonate and aminophenyl, which is applied in the field of compound di-phenylphosphonate and its synthesis, can solve problems such as easy fire and restriction, and achieves that it is not easy to migrate and exude, and has little impact on performance. , the effect of permanent flame retardancy

Active Publication Date: 2018-11-30
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the limiting oxygen index (LOI) of epoxy resin is only 19.8%, which is easy to cause fire and is restricted in many special fields.

Method used

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  • New compound bis-(4-aminophenyl) phenyl phosphonate and synthesis method thereof
  • New compound bis-(4-aminophenyl) phenyl phosphonate and synthesis method thereof
  • New compound bis-(4-aminophenyl) phenyl phosphonate and synthesis method thereof

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Experimental program
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Effect test

Embodiment 1

[0030] A kind of compound bis-(4-aminophenyl) phenyl phosphonate, its molecular structural formula is as follows:

[0031]

[0032] Compound bis-(4-aminophenyl) phenyl phosphonate synthetic method, the steps are as follows:

[0033] 1) Weigh p-aminophenol (2.18g 0.02mol) and phenylphosphonic dichloride (1.95g0.01mol) at a molar ratio of 2:1, and weigh Cu according to the amount of catalyst added as 1wt% of the p-aminophenol mass 2 Cl 2 (0.02g).

[0034] 2) Under an inert gas atmosphere, add a dropping funnel, a stirrer, anhydrous CaCl 2 Add p-aminophenol, 3ml triethylamine and 20ml tetrahydrofuran to the condensing reflux device of the protective tube, and cool to 0°C in an ice-water bath. Then add Cu 2 Cl 2 , Dissolve phenylphosphonic dichloride in 10ml tetrahydrofuran, add dropwise within 1.5h, and react at 30°C for 24h. The final product was obtained after filtration, precipitation and recrystallization.

[0035] figure 1 As a new curing agent bis-(4-aminophenyl)...

Embodiment 2

[0039] Compound two-(4-aminophenyl) phenyl phosphonate, its synthetic method is as follows:

[0040] 1) Weigh p-aminophenol (2.18g 0.02mol) and phenylphosphonic dichloride (1.95g0.01mol) at a molar ratio of 2:1, and weigh Cu according to the amount of catalyst added as 1.5wt% of the p-aminophenol mass 2 Cl 2 (0.03g).

[0041] 2) Under an inert gas atmosphere, add a dropping funnel, a stirrer, anhydrous CaCl 2 Add p-aminophenol, 3ml triethylamine and 20ml tetrahydrofuran to the condensing reflux device of the protective tube, and cool to 0°C in an ice-water bath. Then add Cu 2 Cl 2 , Dissolve phenylphosphonic dichloride in 10ml tetrahydrofuran, add dropwise within 1h, and react at 30°C for 24h. The final product was obtained after filtration, precipitation and recrystallization.

Embodiment 3

[0043] Compound, its synthetic method is as follows:

[0044] 1) Weigh p-aminophenol (2.18g 0.02mol) and phenylphosphonic dichloride (1.95g0.01mol) at a molar ratio of 2:1, and weigh Cu according to the amount of catalyst added as 2wt% of the p-aminophenol mass 2 Cl 2 (0.04g).

[0045] 2) Under an inert gas atmosphere, add a dropping funnel, a stirrer, anhydrous CaCl 2 Add p-aminophenol, 3ml triethylamine and 20ml tetrahydrofuran to the condensing reflux device of the protective tube, and cool to 0°C in an ice-water bath. Then add Cu 2 Cl 2, Dissolve phenylphosphonic dichloride in 10ml tetrahydrofuran, add dropwise within 2h, and react at 30°C for 24h. The final product was obtained after filtration, precipitation and recrystallization.

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Abstract

The invention discloses a compound bis-(4-aminophenyl) phenyl phosphonate and a synthesis method thereof. A molecular structure formula of the compound bis-(4-aminophenyl) phenyl phosphonate is showedas follows: . The synthesis method includes the following steps: dissolving p-aminophenol and triethylamine in a solvent in an inert gas atmosphere, cooling the mixture to 0 DEG C in ice-water bath,then adding a catalyst, dissolving phenylphosphonyl dichloride in a solvent, finishing dripping in a certain period of time, then carrying out reaction at a certain temperature for several hours, andcarrying out filtration, precipitation and recrystallization, thereby obtaining a final product. The compound has two amino groups, and can be used for epoxy resin curing, and can improve the flame retardancy of the epoxy resin.

Description

technical field [0001] The invention belongs to the technical field of epoxy resin materials, and in particular relates to a compound bis-(4-aminophenyl)phenylphosphonate and a synthesis method thereof. Background technique [0002] Epoxy resin has excellent mechanical properties, chemical corrosion resistance, electrical insulation, processing performance, and adhesive performance. At the same time, due to the low volatility of epoxy resin during curing, no small molecules are formed, so that its shrinkage is low, and it can be used in coatings. , Adhesives, printed circuit boards, electronic packaging materials, composite materials, aerospace and automotive and other fields are widely used. However, the limiting oxygen index (LOI) of epoxy resin is only 19.8%, which is easy to cause fire and is restricted in many special fields. [0003] Flame retardants can be divided into halogen-containing flame retardants and halogen-free flame retardants according to whether they con...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/40
CPCC07F9/4021C07F9/4084
Inventor 彭永利卓念倪思瑶
Owner WUHAN INSTITUTE OF TECHNOLOGY
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