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Bisphenol-triamine type hyperbranched polybenzoxazine and preparation method thereof

A polybenzoxazine and bisphenol technology, applied in the field of organic polymer materials, can solve the problems of phase separation, poor compatibility of matrix resin, and degradation of thermal properties of blends, so as to reduce curing temperature, reduce synthesis steps, The effect of improving productivity

Active Publication Date: 2017-12-22
HARBIN ENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, most hyperbranched polymers are likely to cause a decrease in the thermal properties of the blend, or poor compatibility with the matrix resin, resulting in phase separation.

Method used

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  • Bisphenol-triamine type hyperbranched polybenzoxazine and preparation method thereof
  • Bisphenol-triamine type hyperbranched polybenzoxazine and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] In a three-necked flask equipped with a magnetic stirring rotor, a thermometer and a condenser tube, add polyetheramine T403 (0.88g, 2mmol), bisphenol A (0.69g, 3mmol), paraformaldehyde (0.36g, 12mmol) and 50mL of chloroform , the temperature was raised to 63°C, and after constant temperature reaction for 72 hours, the reaction liquid was washed with 0.2mol / L NaOH solution, washed with water, rotary evaporated, and vacuum-dried to obtain light yellow bisphenol A-polyetheramine-based hyperbranched polybenzoxane The oxazine powder has a yield of 86%, the weight average molecular weight of the polymer is 16000, and the PDI is 1.6.

[0018] Proton NMR spectrum test results (500M, DMSO-d 6 , ppm): 6.54-6.97ppm is the chemical shift of proton hydrogen on the benzene ring; the single peaks at 8.32 and 9.13ppm belong to the proton peaks of polyetheramine and bisphenol A, respectively; the peaks at 4.78ppm and 3.89ppm are respectively O-CH on the oxazine ring 2 -N and Ar-CH 2...

Embodiment 2

[0021] Except that bisphenol A is replaced by bisphenol AF (1.01g, 3mmol), other conditions are the same as in Example 1, and finally bisphenol AF-polyetheramine-based hyperbranched polybenzoxazine powder is obtained with a yield of 88%. The weight average molecular weight of the compound is 13500, and the PDI is 1.5.

[0022] Proton NMR spectrum test results (500M, DMSO-d 6 , ppm): 9.92, 8.35, 6.82~7.13, 4.91, 3.98, 3.02~3.44, 1.01ppm; infrared spectrum test results (KBr, cm -1): 3312, 2973, 2881, 1618, 1505, 1329, 1246, 1130 and 921cm -1 .

[0023] Curing and test conditions are the same as embodiment 1, the T of cured product g , T 5 , T 10 and Y c The values ​​were 209°C, 358°C, 381°C and 45.6%, respectively.

Embodiment 3

[0025] Except that bisphenol A is changed to hydroquinone (0.33g, 3mmol), and the reaction time is changed to 48h, other conditions are the same as in Example 1, and finally orange-red hydroquinone-polyetheramine hyperbranched polybenzoxane is obtained. The yield of oxazine powder is 84%, the weight average molecular weight of the polymer is 35700, and the PDI is 3.1.

[0026] Proton NMR spectrum test results (500M, DMSO-d 6 , ppm): 9.74, 8.17, 6.58, 4.85, 4.00, 3.14~3.51, 0.82~1.18ppm; infrared spectrum test results (KBr, cm -1 ): 3356, 2972, 2878, 1615, 1506, 1342, 1231, 1103 and 927cm -1 .

[0027] Curing and test conditions are the same as embodiment 1, the T of cured product g , T 5 , T 10 and Y c The values ​​were 235°C, 354°C, 379°C and 40.2%, respectively.

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Abstract

The invention provides bisphenol-triamine type hyperbranched polybenzoxazine and a preparation method thereof. A bisphenol compound, a triamine compound, paraformaldehyde and an organic solvent are added to a container, wherein the ratio of substance amounts of bisphenol, triamine and paraformaldehyde is 2:3:12, the substances are heated to 55-120 DEG C and subjected to a thermostatic reaction for 10-80 h, a reaction liquid is subjected to alkaline washing with an NaOH solution with concentration being 0.2mol / L, water washing, rotary evaporation and vacuum drying, and bisphenol-triamine type hyperbranched polybenzoxazine is obtained; the weight-average molecular weight of the product is 5000-50000, and the molecular weight distribution index is 1.3-3.3. Prepared bisphenol-triamine type hyperbranched polybenzoxazine shows excellent heat resistance, can be used for preparing high-performance structural materials, electronic packaging materials, high-temperature-resistant adhesives, ablation-resistant materials, corrosion-resistant materials and other materials and has broad application prospect in the fields of electronics, aerospace, machine manufacturing and the like.

Description

technical field [0001] The invention relates to an organic polymer material, and also relates to a preparation method of the organic polymer material. Specifically a kind of bisphenol-triamine type hyperbranched polybenzoxazine and preparation method thereof Background technique [0002] Benzoxazine resin is a kind of six-membered heterocyclic compound containing oxygen and nitrogen atoms, which can undergo ring-opening polymerization to form a cross-linked network structure similar to phenolic resin. As a new type of high-performance resin, it has the advantages of flexible molecular design, nearly zero volume shrinkage during curing, low water absorption, low surface energy, and good insulation. It has broad application prospects and research value. However, polybenzoxazine has the disadvantages of low crosslink density, high curing temperature, and poor toughness of the polymer. Although increasing the crosslinking density of the polymer can effectively improve the stre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G14/06
CPCC08G14/06
Inventor 刘文彬蔡万安王军宋莎桑梓
Owner HARBIN ENG UNIV
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