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Phosphorus-containing carboxyl-terminated hyperbranched polyester, preparation method thereof, phosphorus-containing hyperbranched epoxy resin, and preparation method and application of phosphorus-containing hyperbranched epoxy resin

A hyperbranched polyester and epoxy resin technology, applied in the field of materials, can solve the problems of reducing the heat resistance and modulus of the resin, reducing the mechanical properties and hygroscopicity of the resin system, and the brittleness of the cured product.

Pending Publication Date: 2021-06-29
LUOYANG INST OF CUTTING EDGE TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cyanate ester has two disadvantages of poor curing processability and high brittleness of the cured product. In the system without catalyst, it needs to be cured for a long time when the curing temperature is higher than 200°C, and the curing degree can reach more than 90%; when the catalyst system is used for curing, it will Reduce the mechanical properties and hygroscopicity of the resin system, thereby limiting the application field
In the modification of cyanate resin, by adding high-performance thermosetting resin, thermoplastic resin, etc., although the toughening effect can be improved, the heat resistance and modulus of the resin will be reduced

Method used

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  • Phosphorus-containing carboxyl-terminated hyperbranched polyester, preparation method thereof, phosphorus-containing hyperbranched epoxy resin, and preparation method and application of phosphorus-containing hyperbranched epoxy resin
  • Phosphorus-containing carboxyl-terminated hyperbranched polyester, preparation method thereof, phosphorus-containing hyperbranched epoxy resin, and preparation method and application of phosphorus-containing hyperbranched epoxy resin
  • Phosphorus-containing carboxyl-terminated hyperbranched polyester, preparation method thereof, phosphorus-containing hyperbranched epoxy resin, and preparation method and application of phosphorus-containing hyperbranched epoxy resin

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preparation example Construction

[0029] The structural formula of the phosphorus-containing carboxyl-terminated hyperbranched polyester described in this application is shown in formula (I), wherein P is a hyperbranched structure. In some specific embodiments, the phosphorus-containing carboxyl-terminated hyperbranched polyester is marked as HPAC-n; n=1, m can correspond to 6, representing the first-generation carboxyl-terminated hyperbranched polymer; n=2, m can correspond to 12, representing the second-generation carboxyl-terminated hyperbranched polymer; n=3, m can correspond to 24, which represents the third-generation carboxyl-terminated hyperbranched polymer; n=4, and m can correspond to 48, which represents the fourth-generation carboxyl-terminated hyperbranched polymer. Specifically, when the molar ratio of tricarboxyethylphosphine and glycol is about 4:3, HPAC-1 can be obtained; when the molar ratio of tricarboxyethylphosphine and glycol is about 10:9 , HPAC-2 can be obtained; when the mol ratio of t...

Embodiment 1

[0060] 1) Add 1mol of tricarboxyethylphosphine (TCEPO), 0.9mol of diethylene glycol (DEG), 1.73g of p-toluenesulfonic acid, and 300ml of xylene to the three ports of the water separator, condenser tube, thermometer and agitator In the flask, the temperature was raised to 155°C under the protection of nitrogen, and the reaction was carried out for 6 hours. After the reaction, the xylene was removed to obtain the second-generation phosphorus-containing flame-retardant carboxyl-terminated hyperbranched polyester;

[0061] 2) Add 0.1 mol of the phosphorus-containing flame-retardant carboxyl-terminated hyperbranched polyester prepared above and 3.6 mol of epichlorohydrin (ECH) into a three-necked reaction flask, react at 100-115°C for 2 hours, and evaporate Excessive ECH; add organic solvent to fully dissolve, slowly add 4.8 mol concentration of 40wt% sodium hydroxide aqueous solution dropwise at room temperature, react for 5 hours, wash with water three times after the reaction, an...

Embodiment 2

[0064] 1) Add 2.2mol tricarboxyethylphosphine (TCEPO), 2.1mol diethylene glycol (DEG), 3.86g p-toluenesulfonic acid, and 400ml xylene to the water separator, condenser tube, thermometer and stirrer In a three-necked flask, the temperature was raised to 160° C. under the protection of nitrogen, and the reaction was carried out for 6 hours. After the reaction, the xylene was removed to obtain the third-generation phosphorus-containing flame-retardant carboxyl-terminated hyperbranched polyester;

[0065] 2) Add 0.1mol of the third-generation phosphorus-containing flame-retardant carboxyl-terminated hyperbranched polyester prepared above and 4.8mol of epichlorohydrin (ECH) into a three-necked reaction flask, and react at 100-115°C for 2 hours. Finish steaming off excess ECH; add an organic solvent to fully dissolve, slowly add 5.2 mol concentration of 45wt% sodium hydroxide aqueous solution dropwise at room temperature, react for 5 hours, wash with water three times after the react...

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Abstract

The invention provides a phosphorus-containing carboxyl-terminated hyperbranched polyester and a phosphorus-containing hyperbranched epoxy resin. The invention also provides an application of the phosphorus-containing hyperbranched epoxy resin in an epoxy prepreg, modified cyanate ester and a cyanate ester prepreg. By using the hyperbranched epoxy resin provided by the invention in the prepreg, the flame retardance and mechanical property of the prepreg can be improved; and meanwhile, the hyperbranched epoxy resin is used for modifying cyanate ester, to obtain a low-dielectric, low-loss, high-temperature-resistant and flame-retardant cyanate ester resin, so the performance advantages of the cyanate ester resin can be guaranteed, and the mechanical property and flame retardance can be improved.

Description

technical field [0001] The invention relates to the field of material technology, in particular to a phosphorus-terminated carboxyl hyperbranched polyester, a preparation method thereof, a phosphorus-containing hyperbranched epoxy resin, a preparation method and an application thereof. Background technique [0002] At present, there have been research reports on the obvious strengthening and toughening effect of hyperbranched polymers in the literature at home and abroad, but none of them have the function of flame retardancy. [0003] Most organic polymers are flammable materials (such as epoxy resin, cyanate resin), which limits the application field. In practical applications, flame retardants are generally added to solve the above problems, such as adding flame retardants containing phosphorus, halogens, and inorganic metals. The method of adding flame retardants is simple and low in cost, but with the addition of small molecule flame retardants , other properties of th...

Claims

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Application Information

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IPC IPC(8): C08G63/692C08G63/87C08G59/12C08J5/04C08J5/24C08L63/00C08L79/04C08K7/10
CPCC08G63/6924C08G63/87C08G59/12C08J5/24C08L63/00C08J2363/00C08J2463/00C08J2379/04C08L2205/025
Inventor 刘若鹏赵治亚徐志财
Owner LUOYANG INST OF CUTTING EDGE TECH