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Phenolphthalein type benzoxazine intermediate and composition and method of making the same

A technology for benzoxazine and intermediates, which is applied in the field of benzoxazine intermediates and compositions and synthesis, can solve the problems of not being able to obtain benzoxazine compounds successfully and have not seen reports, and achieve low price, Effect of increasing crosslink density, improving toughness and impact resistance

Inactive Publication Date: 2006-02-15
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But have not seen any report about phenolphthalein type benzoxazine so far
[0009] The present inventors attempt to prepare benzoxazine compounds by using phenolphthalein, aniline and paraformaldehyde (or formaldehyde aqueous solution), although the method of solution method, melting method and triazine intermediate body is adopted to carry out experiment, all can not obtain corresponding benzoxazine compound successfully Benzoxazine compounds

Method used

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  • Phenolphthalein type benzoxazine intermediate and composition and method of making the same
  • Phenolphthalein type benzoxazine intermediate and composition and method of making the same
  • Phenolphthalein type benzoxazine intermediate and composition and method of making the same

Examples

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Effect test

Embodiment 1

[0038] Preparation of 3,3-bis(3-allyl-3,4-dihydro-2H-1,3-benzoxazine)-1(3H)-isobenzofuranone (referred to as phenolphthalene) by solution synthesis Propylamine benzoxazine), its structural formula is as follows:

[0039]

[0040] Dissolve phenolphthalein in absolute ethanol at room temperature, and add allylamine and paraformaldehyde in sequence at a molar ratio of phenolic hydroxyl, amino, and aldehyde functional groups of 1:1:2. After stirring evenly, the water bath is heated and refluxed. After 2 hours of reaction, the ethanol is distilled off under reduced pressure, cooled and left to stand, and a light yellow translucent viscous body is obtained. After washing, purification, and drying, the phenolphthalein allylamine benzoxazine intermediate is obtained. body with a yield of 79.4%.

[0041] Subsequently, the phenolphthalein allylamine benzoxazine intermediate is cured, and the curing temperature and time are segmented: 1 hour at 120°C, 1 hour at 180°C, 40 minutes at 2...

Embodiment 2

[0043] The phenolphthalein allylamine benzoxazine intermediate is prepared by a solution method, and its operation steps are the same as in Example 1, except that the molar ratio of phenolic hydroxyl, amino, and aldehyde functional groups is added in a molar ratio of 1:1.1:2.2 Phenolphthalein, Allylamine, Formaldehyde solution. Finally, a light yellow transparent viscous body was obtained, namely the phenolphthalein allylamine benzoxazine intermediate, with a yield of 80%.

Embodiment 3

[0045] The solution method is used to prepare phenolphthalein allylamine benzoxazine, and its operation steps are the same as in Example 1, except that the molar ratio of phenolphthalein, olefin and phenolphthalein in the molar ratio of phenolic hydroxyl, amino, and aldehyde functional groups is 1: 1.2: 2.4. Propylamine, formaldehyde solution. Finally, a light yellow transparent viscous body was obtained, namely the phenolphthalein allylamine benzoxazine intermediate, with a yield of 78%.

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Abstract

The invention discloses a benzoxazine intermediate, composition and method for preparation, phenolphthalein type benzoxazine intermediate has a structural formula disclosed in the specification, wherein R is C3-C20 alicyclic hydrocarbon and its derivative, C3-C20 aliphatic hydrocarbon and its derivative, or C3-C20 unsaturated aliphatic hydrocarbon and its derivative. The intermediate is prepared by using phenothalin, primary amine and aldehyde as raw material through through solution synthesizing process or melting synthesizing process.

Description

technical field [0001] The invention relates to a class of benzoxazine intermediates, compositions and synthesis methods. More specifically, it relates to a phenolphthalein-type benzoxazine intermediate and a composition obtained by Mannich reaction of a compound containing a phenolphthalein structure with a primary amine compound and an aldehyde compound, and a synthetic method. The phenolphthalein-type benzoxazine intermediate can be Used as an acid-base discoloration indicator. Background technique [0002] Polybenzoxazine resin is a benzoxazine intermediate obtained through the ring-forming reaction of primary amine, phenol and aldehyde on the basis of the traditional method for preparing phenolic resin. Ring-opening polymerization of oxazine produces ring-opening phenolic resin, which is a new type of thermosetting resin with nitrogen-containing network structure similar to phenolic resin. [0003] The structure of the benzoxazine intermediate is as follows: [0004]...

Claims

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Application Information

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IPC IPC(8): C07D413/04G01N31/22
Inventor 余鼎声徐日炜曹宏伟
Owner BEIJING UNIV OF CHEM TECH
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