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Benzoxazine intermediate and its preparation method

A technology for benzoxazine and intermediates, applied in the field of benzoxazine intermediates and their preparation, can solve problems such as not seen, and achieve the effects of simple and easy operation of the preparation method, excellent high temperature resistance and flame retardant performance

Active Publication Date: 2012-06-27
GUANGDONG SHENGYI SCI TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, in the raw materials for the preparation of benzoxazine intermediates, the aldehydes used include formaldehyde solution and paraformaldehyde; the amines include aromatic, alkyl primary amines, and alicyclic primary amines; Phenol compound, polyfunctional phenol, phenolic resin, p-hydroxystyrene and its polymer or copolymer etc., but do not see the report of adopting phenol shown in formula (2) as phenol source to prepare benzoxazine intermediate:

Method used

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  • Benzoxazine intermediate and its preparation method
  • Benzoxazine intermediate and its preparation method

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preparation example Construction

[0029] The preparation method of an embodiment of the benzoxazine intermediate adopts a solution synthesis method, which includes the following steps:

[0030] Step 1, phenol, primary amine, aldehyde are quantified as 1: (0.8-1.2): (1.5-2.5) by phenolic hydroxyl group, amine group, aldehyde functional group molar ratio; The structural formula of described phenol is as follows:

[0031] (Formula 2)

[0032] R in formula 2 1 O, C=O, S, SO 2 , Alicyclic hydrocarbons with 3 to 20 carbon atoms and their derivatives, aliphatic hydrocarbons with 1 to 20 carbon atoms and their derivatives, or unsaturated aliphatic hydrocarbons with 2 to 20 carbon atoms and their derivatives. The primary amine is: NH 2 R 2 , where R 2 Alicyclic hydrocarbons with 3 to 20 carbon atoms and their derivatives, aliphatic hydrocarbons with 1 to 20 carbon atoms and their derivatives, or unsaturated aliphatic hydrocarbons with 2 to 20 carbon atoms and their derivatives, such as allyl baseamine, aniline,...

Embodiment 1

[0043] Preparation of benzoxazine intermediates by solution synthesis

[0044] Dissolve phenol in absolute ethanol at room temperature, adjust the pH to 8-10, and add toluene, aniline and formaldehyde aqueous solution at a molar ratio of phenolic hydroxyl, amino and aldehyde functional groups of 1:1:2. After stirring evenly, heat up to reflux, react for 4 hours, distill ethanol and water toluene under reduced pressure, cool the device, add butanone to obtain a light yellow translucent viscous body, after washing, purification and drying, the benzoxazine intermediate body with a yield of 80.5%. The structural formula of the obtained benzoxazine intermediate is as follows:

[0045]

Embodiment 2

[0047] Preparation of benzoxazine intermediates by solution synthesis

[0048]Dissolve phenol in absolute ethanol at room temperature, adjust the pH to 8-10, and add toluene, aniline and paraformaldehyde at a molar ratio of phenolic hydroxyl, amino, and aldehyde functional groups of 1:1.2:2.5. After stirring evenly, heat up and reflux. After 4 hours of reaction, ethanol, water, and toluene are distilled off under reduced pressure, and the cooling device is used to obtain a light yellow translucent viscous body. After washing, purification, and drying, the benzoxazine intermediate is obtained. The yield was 78.8%. The structural formula of the obtained benzoxazine intermediate is as follows:

[0049]

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Abstract

The invention relates to a benzoxazine intermediate and its preparation method. The benzoxazine intermediate has a structural formula as shown in the following, wherein, R1 is O, C=O, S, SO2, alicyclic hydrocarbon with 3-20 carbon atoms and its derivatives, aliphatic hydrocarbon with 1-20 carbon atoms and its derivatives, or unsaturated aliphatic hydrocarbon with 2-20 carbon atoms and its derivatives; R2 is alicyclic hydrocarbon with 3-20 carbon atoms and its derivatives, aliphatic hydrocarbon with 1-20 carbon atoms and its derivatives, or unsaturated aliphatic hydrocarbon with 2-20 carbon atoms and its derivatives. Containing naphthalene ring structural fragments, the benzoxazine intermediate of the invention has excellent high temperature resistance and flame retardation, and can be widely used in composite materials.

Description

technical field [0001] The invention relates to a benzoxazine intermediate, in particular to a benzoxazine intermediate and a preparation method thereof. Background technique [0002] On the basis of the traditional method for preparing phenolic resin, benzoxazine is a benzoxazine intermediate obtained by ring-forming reactions of primary amines, phenols, and aldehydes. Under the conditions of heating or catalysts, benzoxazine ring-opens to generate A new type of thermosetting resin with network structure, the cured product has good heat resistance, flame retardancy and electrical properties. [0003] At present, in the raw materials for the preparation of benzoxazine intermediates, the aldehydes used include formaldehyde solution and paraformaldehyde; the amines include aromatic, alkyl primary amines, and alicyclic primary amines; Phenol compound, polyfunctional phenol, phenolic resin, p-hydroxystyrene and its polymer or copolymer etc., but do not see the report of adoptin...

Claims

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Application Information

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IPC IPC(8): C07D265/12
Inventor 苏世国何岳山潘庆崇
Owner GUANGDONG SHENGYI SCI TECH
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