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Benzoxazine resin mid-body containing arylamine and preparation method thereof

A technology of benzoxazine and aromatic amide, applied in the field of benzoxazine resin intermediates containing aromatic amide and its preparation, can solve the problems of unfavorable industrial application of benzoxazine materials, complex catalyst structure, cumbersome synthesis reaction, etc. , to achieve the effect of being suitable for industrial production, simple in structure and reducing production cost

Inactive Publication Date: 2012-12-19
成都金桨高新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these aforementioned methods have the problems of complex catalyst structure, high cost and cumbersome synthesis reactions, which are also unfavorable for the industrial application of benzoxazine materials.

Method used

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  • Benzoxazine resin mid-body containing arylamine and preparation method thereof
  • Benzoxazine resin mid-body containing arylamine and preparation method thereof
  • Benzoxazine resin mid-body containing arylamine and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) The intermediate X of benzoxazine resin containing aromatic amide is -H, R 1 for

[0031] The triazine compound X is -H, R 1 for and 4,4'-dihydroxydiphenylamide with a molar ratio of 1.3 based on the triazine compound, and paraformaldehyde equimolar to the diphenol raw material are added to ethanol, and the total mass of the raw material is 60% of the volume of ethanol %, raised the temperature to 80°C and stirred for 4 hours. After stopping the reaction, washed with potassium hydroxide lye, then washed with water until neutral, filtered and dried to obtain the product with a yield of 91%. The infrared spectrum of the product is as follows:

[0032] IR(KBr,cm -1 ): 3097(Ar-H), 1660(C=O), 1508(s), 1396(C-N), 1241(C-O), 1148(C-O), 924(m).

Embodiment 2

[0034] (1) The intermediate X of benzoxazine resin containing aromatic amide is -H, R 1 for R 2 for-H

[0035] The triazine compound X is -H, R 1 for R 2 It is -H, and 3,4'-dihydroxydiphenylamide with a molar ratio of 1.5 based on the triazine compound, and paraformaldehyde equal to the mole of the diphenol raw material are added to methanol, and the total mass of the raw material is 40% of the volume of methanol, heated to 70°C and stirred for 6 hours. After stopping the reaction, washed with sodium hydroxide lye, then washed with water until neutral, filtered, and dried to obtain the product with a yield of 85%. The infrared spectrum of the product is as follows:

[0036] IR(KBr,cm -1 ): 3069(Ar-H), 1656(C=O), 1505(s), 1386(C-N), 1231(C-O), 1098(C-O), 935(m).

Embodiment 3

[0038] (1) The intermediate X of benzoxazine resin containing aromatic amide is -H, R 1 for R 2 For -CN. (cyano para substitution)

[0039] The triazine compound X is -H, R 1 for R 2 -CN. (para-substituted cyano group), and 3,3'-dihydroxydiphenylamide with a molar ratio of 1.7 based on the triazine compound, and paraformaldehyde in equimolar ratio to the diphenol raw material Into butanone, the total mass of raw materials is 30% of the volume of butanone, the temperature is raised to 80°C and the reaction is stirred for 5 hours. After the reaction is stopped, it is washed with potassium carbonate alkali solution, then washed with water until neutral, filtered and dried to obtain the product. The yield is 82%. The infrared spectrum of the product is as follows:

[0040] IR(KBr,cm -1 ): 3072(Ar-H), 1659(C=O), 1511(s), 1382(C-N), 1236(C-O), 1085(C-O), 945(m).

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Abstract

The invention discloses a benzoxazine resin mid-body containing arylamine; according to a structural formula shown in the description, X represents -H or methyl; R2 is represented or included; a R2 group substitution position is an ortho-position or a meta-position or a para-position; a R2 group is any one group of 26 groups; the benzoxazine resin mid-body containing arylamine can be used for a plurality of high technology fields in form of composite material, binding agent and engineering plastics; and a preparation method for benzoxazine resin mid-body containing arylamine is also disclosed by the invention; the preparation method makes diphenol compound containing arylamine and triazine compound which are in simple structures as raw material and processes synthesis to acquire benzoxazine; arylamine catalyst related by the preparation method is characterized by simple structure; in addition, the benzoxazine resin mid-body is characterized by few reaction steps and few by-products; the production cost of the benzoxazine resin mid-body is reduced; and the benzoxazine resin mid-body containing arylamine is preferably suitable for industrial production.

Description

technical field [0001] The invention relates to a benzoxazine resin intermediate and a preparation method thereof, in particular to an aromatic amide-containing benzoxazine resin intermediate and a preparation method thereof. Background technique [0002] Benzoxazine is a kind of benzo six-membered heterocyclic ring system composed of oxygen atom and nitrogen atom. It is prepared by dehydration condensation reaction of phenolic compound, amine compound and aldehyde compound. It is a new type of thermosetting resin intermediates (shown in I). Under the action of heating and / or catalysts, benzoxazine can undergo ring-opening polymerization to form a nitrogen-containing network structure similar to phenolic resin, and the shrinkage rate is small during curing and no small molecules are released. Low temperature, good thermal stability, high glass transition temperature, and its monomer raw materials have a wide range of sources, low price, and flexible molecular design. It is ...

Claims

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Application Information

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IPC IPC(8): C07D265/16C07D413/14
Inventor 杨刚
Owner 成都金桨高新材料有限公司
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