Phenolic cyanate resin and its synthesis method and phenolic cyanate ablative material composite

A technology of phenolic cyanate ester and synthesis method, applied in the field of phenolic cyanate ester, can solve the problems of low carbon content, high melt viscosity, and high content of heteroatoms

Inactive Publication Date: 2004-02-25
北京玻钢院复合材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The phenolic novolak cyanate resin system modified by fused ring phenol used as ablative resin has been described in US Patents 4,831,086 and 4,981,994. Esterification, and since it is necessary to use higher molecular weight novolac phenolic formaldehyde as the main structure to achieve a higher carbon residue rate, this will lead to a higher melt viscosity at 100 ° C, and although the novolac cyanate has a higher The glass transition temperature and thermal decomposition temperature, but the heteroatom content is high, the carbon content is low, and it has certain limitations in materials that need to obtain a high carbon residue rate.

Method used

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  • Phenolic cyanate resin and its synthesis method and phenolic cyanate ablative material composite
  • Phenolic cyanate resin and its synthesis method and phenolic cyanate ablative material composite
  • Phenolic cyanate resin and its synthesis method and phenolic cyanate ablative material composite

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Experimental program
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Embodiment 1

[0024] Wherein, A represents a phenol group, selected from any one of phenol group, p-phenylphenol group and o-phenylphenol group or a combination thereof, A * Represents a naphthol group, selected from any one or a combination of 1-naphthol and 2-naphthol; B represents one of methylene and phenylmethylene. n and m are degrees of polymerization, n=0-10, m=1-10. (3) Formula (II) is an intermediate of phenolic cyanate, which can be synthesized by phenols and aldehydes under an acid catalyst. Phenols include phenol, p-phenylphenol, o-phenylphenol, 1-naphthol, 2- naphthol etc. Aldehydes include formaldehyde aqueous solution or polyoxymethylene, benzaldehyde and the like. Acid catalysts include sulfuric acid, hydrochloric acid, p-toluenesulfonic acid, oxalic acid, etc. The phenols and aldehydes can be the above-mentioned single phenol and aldehyde reaction, or the copolymerization of one or more of the above phenols and aldehydes. The molar ratio is between 0.75 and 0.90. (4) F...

Embodiment 2

[0028] 1-4: Reaction of phenol, p-phenylphenol, benzaldehyde and p-toluenesulfonic acid in a molar ratio of 1:1:1.5:0.01, followed by the same method as 1-1 to obtain novolac cyanate. In this example n=2~5, m=0. Embodiment 2: Synthesis of linear fused ring phenol novolac cyanate

[0029] 2-1: A 37% aqueous solution of 1-naphthol and formaldehyde and oxalic acid in a molar ratio of 1:0.80:0.005 are put into a three-necked flask equipped with a reflux condenser, in the presence of a ketone solvent, at 60-100°C React for 3 to 5 hours, wash with water, and vacuumize to obtain linear condensed ring phenol novolac with a softening point between 40 and 60°C. The linear fused-ring phenol novolac was dissolved in dichloromethane solvent, put into a four-necked flask together with BrCN, and triethylamine was added dropwise. React at -5°C for 5 hours, separate the salt and solvent, and perform purification treatment to obtain linear fused ring phenol novolac cyanate. In this example n...

Embodiment 3

[0031] 2-3: Use 1-naphthol and 2-naphthol to react with 37% aqueous solution of formaldehyde and hydrochloric acid in a molar ratio of 1:1:1.60:0.01, and use the same method as 2-1 to obtain novolac fused ring phenolic novolac Cyanate. In this example n=0, m=2~5. Embodiment 3: synthetic copolymerization type phenolic cyanate

[0032]3-1: 37% aqueous solution of phenol, naphthol (molar ratio is 1: 1) and formaldehyde and oxalic acid according to phenol, aldehyde, acid molar ratio 1: 0.9: 0.005, drop in the three-necked flask that is equipped with reflux condenser, React at 80-100°C for 3-5 hours, wash with water, and vacuumize to obtain copolymerized phenolic formaldehyde. The copolymerized phenolic formaldehyde is dissolved in acetone solvent, put into a four-necked bottle with BrCN, and triethylamine, phenolic hydroxyl group and BrCN are added dropwise. And the molar ratio of triethylamine is 1:1.05:1.10, react at -15°C to -5°C for 5 hours, separate the salt and solvent, an...

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Abstract

The present invention discloses a phenol-formaldehyde cyanate resin. It provides its chemical formula and synthesis method, and ablative composite material formed from the the above-mentioned phenol-formaldehyde cyanate resin.

Description

technical field [0001] The invention relates to a phenolic cyanate used as an ablation resin. The resin has low melt viscosity, no small molecules are released when solidified, has high heat-resistant temperature and carbon residue rate, and is suitable for making injection-molded high-temperature-resistant materials and Ablation resistant material. Background of the invention [0002] At present, the really mature ablation resin is only thermosetting phenolic resin, but because its curing system is a condensation polymerization system, a large amount of small molecular substances are released during curing, and because of its high viscosity, it must be dissolved in an inert solvent such as ethanol before it can be used. , so the ablative resin of this system is suitable for more mature molding, winding and other processes, but not suitable for injection molding. However, resins that can be injection molded, such as epoxy resins and polyester resins, cannot be used as ablat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G8/28
Inventor 冯青平薛忠民陈淳胡平
Owner 北京玻钢院复合材料有限公司
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