Fluorenyl bi-benzoxazine monomer and method of preparing the same
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A benzoxazine and fluorene-based double technology is applied in the field of organic polymer material monomers to achieve the effects of improving rigidity, improving humidity and heat resistance, and reducing water absorption
Inactive Publication Date: 2009-02-18
HARBIN ENG UNIV
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Embodiment 1
[0019] In a 250mL three-necked flask equipped with a stirrer, a condenser, and a thermometer, add 6.5g of formaldehyde solution, stir at room temperature for 30 minutes, slowly add 3.7g of aniline dropwise, stir and react at room temperature for 2 hours, then raise the temperature to 90°C, add 33% bismuth The compound solvent solution of phenol fluorene (mass fraction) is 21g, the mass ratio of ethanol and dioxane in the compound solvent is 1:1, and the reaction is 6h. After the reaction, dissolve with ether, wash with alkali, wash with water, separate liquid, evaporate the organic solvent under reduced pressure, and dry to obtain the light yellow benzoxazine monomer, and the product yield can reach 74.92%.
Embodiment 2
[0021] In a 250mL three-necked flask equipped with a stirrer, a condenser, and a thermometer, add 1.62g of formaldehyde solution, stir at room temperature for 30 minutes, slowly add 2.15g of o-toluidine dropwise, stir and react at room temperature for 2 hours, raise the temperature to 90°C, and add 33 % bisphenol fluorene (mass fraction) compound solvent solution 5.3g, the mass ratio of ethanol and dioxane in the compound solvent is 3:1, react for 6h. After the reaction, dissolve with ether, wash with alkali, wash with water, separate liquid, evaporate the organic solvent under reduced pressure, and dry to obtain light yellow benzoxazine monomer, and the product yield can reach 81.68%.
Embodiment 3
[0023] In a 250mL three-necked flask equipped with a stirrer, condenser, and thermometer, add 6.5g of formaldehyde solution, stir at 5°C for 30min, slowly add 2.93g of butylamine dropwise, continue stirring for 2h, then raise the temperature to 95°C, add 33 % bisphenol fluorene (mass fraction) in toluene solution 21g, reacted for 4.5h. After the reaction is completed, dissolve in chloroform, wash with alkali, wash with water, separate liquid, evaporate the organic solvent under reduced pressure, and dry to obtain a light yellow benzoxazine monomer, and the product yield can reach 89.8%.
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Abstract
The present invention provides a fluorylbis-benzoxazoly monomer and a preparation method thereof. In a container with a mixer, a cooling pipe and a thermometer, formaldehyde solution of 37 percent and an organic solvent are added according to a weight ratio of (1 to 4) to 1, primary amine is added into the formaldehyde solution at the temperature between 5 DEG C and 10 DEG C, the reaction solution is continuously mixed for reaction for 1 to 4 hours and heated to be between 70 DEG C and 120 DEG C, an organic solvent with dissolved bisphenol fluorine is added, weight percentage of the bisphenol fluorine in the organic solvent is 20 percent to 50 percent, the molar ratio of the bisphenol fluorine and the primary amine is (1 to 2) to 3; the reaction continues to last for 4 to 10 hours at the temperature between 70 DEG C and 120 DEG C, and ultimately the fluorylbis-benzoxazoly monomer can be acquired through post processing. Because of the fluorine structure, the rigidity of molecular chains of the product can be enhanced, and the glass-transition temperature of resin can be improved; because of the enhanced nonpolarity of molecules, the hygroscopicity of the resin is lowered, thereby improving the wet-hot aging performance of the resin is greatly improved.
Description
(1) Technical field [0001] The invention relates to an organic polymer material monomer, specifically a fluorenyl bisbenzoxazine monomer. The invention also relates to a preparation method of the organic polymer material. (2) Background technology [0002] Benzoxazine is a new type of phenolic resin monomer. It is a kind of intermediate containing heterocyclic structure synthesized from phenolic compounds, aldehydes and amine compounds. Under the action of heating and / or catalyst, ring-opening polymerization occurs to form a nitrogen-containing network similar to phenolic resin. , namely benzoxazine resin. Benzoxazine resin not only maintains the excellent heat resistance and flame retardancy of traditional phenolic resin, but also has some special properties: such as no small molecule release during molding and curing; low porosity of the product, close to zero shrinkage; mechanical strength In terms of tensile modulus, tensile strength, elongation at break, etc., the pe...
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