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Phosphaphenanthrene compound and preparation method and application thereof

A compound, phosphaphenanthrene technology, applied in the field of phosphaphenanthrene compounds and its preparation, can solve problems such as fire spread, polymer materials do not have fire retardant properties, life and property safety hazards, etc., and achieve the effect of improving efficiency

Active Publication Date: 2018-11-23
HUAZHONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] At present, polymer materials such as epoxy resin, polyester and engineering plastics are widely used in national economic construction, especially epoxy resin, as an important thermosetting material, is based on its excellent electrical insulation performance, corrosion resistance and adhesion. It is widely used in electronic appliances, engineering building materials, home furnishings and other fields. However, polymer materials themselves do not have fire and flame retardant properties. Ordinary epoxy resins are highly flammable. Once ignited, it is difficult to Self-extinguishing and accompanied by flame-drops, it is easy to ignite combustibles around and in low altitudes, causing the fire to spread and causing great harm to the safety of people's lives and property.

Method used

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  • Phosphaphenanthrene compound and preparation method and application thereof
  • Phosphaphenanthrene compound and preparation method and application thereof
  • Phosphaphenanthrene compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 4

[0120] Example 4 Preparation of α-NH Phosphaphenanthrene Compound PNAPP

[0121]a. Put 9.11g (0.021mol) of XY-PP into a 500mL three-necked flask equipped with a mechanical stirrer, a thermometer, a spherical reflux condenser and a constant pressure dropping funnel, dissolve it in 100ml of acetonitrile, stir at room temperature, add 0.03 g (0.0005mol) of acetic acid was used as a catalyst, and 1.08g (0.01mol) of p-phenylenediamine mixed solution partially dissolved in 50ml of acetonitrile was added dropwise, and stirring was maintained during the dropwise addition.

[0122] b. Keep the reaction for 1h after the dropwise addition, add 5.40g (0.025mol) DOPO in batches, keep the reaction temperature at 60°C, track the reaction with TLC, and stop stirring after 2h of reaction;

[0123] c. Filtration, washing, and drying to obtain a yellow solid α-NH phosphaphenanthrene compound PNAPP. Yield: 95%, purity ≥ 98%.

[0124] PNAPP obtained in the present embodiment is obtained through ...

Embodiment 5

[0125] Example 5 Preparation of α-NH phosphaphenanthrene compound PNAPH

[0126] a. Put 5.81g (0.0215mol) of XY-PH into a 500mL three-necked flask equipped with a mechanical stirrer, a thermometer, a spherical reflux condenser and a constant pressure dropping funnel, and dissolve it in 100ml of 1,4-dioxane , stirred at room temperature, added 0.074g (0.001mol) propionic acid as a catalyst, added dropwise 1.08g (0.01mol) p-phenylenediamine mixed solution partially dissolved by 50ml 1,4-dioxane, and kept Stir.

[0127] b. Keep the reaction for 1.5h after the dropwise addition, add 5.08g (0.0235mol) DOPO in batches, keep the reaction temperature at 50°C, track the reaction with TLC, and stop stirring after 3h of reaction;

[0128] c. Filtration, washing, and drying to obtain a yellow solid α-NH phosphaphenanthrene compound PNAPH. Yield: 95%, purity ≥ 98%.

[0129] PNAPH obtained in the present embodiment is obtained through structural identification: 1 H NMR [400MHz, DMSO-d ...

Embodiment 6

[0131] Example 6 Preparation of α-NH Phosphaphenanthrene Compound PNANH

[0132] a. Put 5.72g (0.022mol) XY-NH in a 500mL three-neck flask equipped with a mechanical stirrer, thermometer, spherical reflux condenser and constant pressure dropping funnel, dissolve in 100ml toluene, stir at room temperature, add 0.176 g (0.002mol) of butyric acid was used as a catalyst, and 1.08g (0.01mol) of p-phenylenediamine mixed solution partially dissolved in 50ml of toluene was added dropwise, and stirring was maintained during the dropwise addition.

[0133] b. Keep the reaction for 2 hours after the dropwise addition, add 4.97g (0.023mol) DOPO in batches, keep the reaction temperature at 60°C, track the reaction with TLC, stop stirring after 2 hours of reaction;

[0134] c. Filtration, washing, and drying to obtain a white solid α-NH phosphaphenanthrene compound PNANH. Yield: 94%, purity ≥ 95%.

[0135] PNANH obtained in the present embodiment is obtained through structural identificat...

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PUM

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Abstract

The invention provides a phosphaphenanthrene compound and a preparation method and application thereof. The compound is a compound shown in the formula I or a stereisomer, a geometrical isomer, a tautomer, a hydrate, a solvate, ester and pharmacologically acceptable salt of the compound shown in the formula I, wherein R, X and Y are as defined as in the instruction book. The compound has the goodsynergistic flame retardation effect, can be served as a fire retardant, is suitable for flame retardation in high polymer materials, and is particularly suitable for preparing the high polymer materials such as epoxy resin with the flame retardation property. The formula I is shown in the description.

Description

technical field [0001] The invention relates to the technical field of chemical flame retardant materials, in particular, the invention relates to a phosphaphenanthrene compound and its preparation method and application. Background technique [0002] At present, polymer materials such as epoxy resin, polyester and engineering plastics are widely used in national economic construction, especially epoxy resin, as an important thermosetting material, is based on its excellent electrical insulation performance, corrosion resistance and adhesion. It is widely used in electronic appliances, engineering building materials, home furnishings and other fields. However, polymer materials themselves do not have fire and flame retardant properties. Ordinary epoxy resins are highly flammable. Once ignited, it is difficult to Self-extinguishing and accompanied by flame dripping, it is easy to ignite the surrounding and low-altitude combustibles, causing the fire to spread and causing grea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6574C07D239/60C07C251/24
CPCC07C251/24C07D239/60C07F9/657172C07F9/65746C08K5/5313C08L63/00C08L2201/22C08L2201/02
Inventor 贺红武游歌云彭浩
Owner HUAZHONG NORMAL UNIV
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