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A degradable and recyclable hyperbranched epoxy resin and its preparation method and application

A technology of epoxy resin and hyperbranched polymer, applied in the direction of epoxy resin glue, epoxy resin coating, adhesive type, etc., can solve the problems of long time consumption, long cycle, small application range, etc., and achieve simple preparation process , low cost of raw materials, strong effect of pencil hardness

Active Publication Date: 2021-07-20
CHINA GEZHOUBA GRP HIGHWAY OPERATION CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The photodegradation method has a long cycle and a small range of use, and the degradation products cannot be recycled
The biodegradation process is complex and time-consuming, and the degradation products are difficult to recycle

Method used

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  • A degradable and recyclable hyperbranched epoxy resin and its preparation method and application
  • A degradable and recyclable hyperbranched epoxy resin and its preparation method and application
  • A degradable and recyclable hyperbranched epoxy resin and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] This embodiment provides a method for preparing a degradable and recyclably synthesized hyperbranched epoxy resin, and a method for degrading and recycling, including the following steps:

[0064] (a) Add 0.1mol 1,3,5-tribenzyl alcohol-based hexahydro-s-triazine HTA, 0.3mol phthalic anhydride, 1mol tetrahydrofuran, 0.1mol p-toluenesulfonic acid pyridinium salt, 4-dimethylaminopyridine (4- Dimethylaminopyridine (0.5% of the total mass of HTA and phthalic anhydride) was mixed evenly, stirred and reacted at 25°C for 24h, filtered at low temperature, and then the solvent tetrahydrofuran was vacuum-extracted at about 40°C to obtain a carboxyl-terminated hyperbranched polymer (HCR-HT1, Each mole of HCR-HT1 contains 3 moles of carboxyl groups), and the number average molecular weight is about 849 g / mol.

[0065] (b) Add 0.01mol HCR-HT1, 0.03mol glycidol, 0.01mol p-toluenesulfonate pyridinium salt, 4-dimethylaminopyridine (4-dimethylaminopyridine is 0.5% of the total mass of HT...

Embodiment 2

[0069] This embodiment provides a method for preparing a degradable and recyclably synthesized hyperbranched epoxy resin, and a method for degrading and recycling, including the following steps:

[0070] (a) Add 0.4mol 1,3,5-tribenzyl alcohol-based hexahydro-s-triazine HTA, 0.9mol phthalic anhydride, 4mol tetrahydrofuran, 0.9mol p-toluenesulfonic acid pyridinium salt, 4-dimethylaminopyridine (4- Dimethylaminopyridine (0.5% of the total mass of HTA and phthalic anhydride) was mixed evenly, stirred and reacted at 25°C for 24h, filtered at low temperature, and then the solvent tetrahydrofuran was vacuum-extracted at about 40°C to obtain a carboxyl-terminated hyperbranched polymer (HCR-HT2, Each mole of HCR-HT2 contains 6 moles of carboxyl groups), and the number average molecular weight is about 2898 g / mol.

[0071] (b) Add 0.01mol HCR-HT2, 0.06mol glycidol, 0.06mol p-toluenesulfonate pyridinium salt, 4-dimethylaminopyridine (4-dimethylaminopyridine is 0.5% of the total mass of H...

Embodiment 3

[0075] This embodiment provides a method for preparing a degradable and recyclably synthesized hyperbranched epoxy resin, and a method for degrading and recycling, including the following steps:

[0076] (a) Add 0.1mol 1,3,5-tribenzyl alcohol-based hexahydro-s-triazine HTA, 0.21mol phthalic anhydride, 1mol tetrahydrofuran, 0.21mol p-toluenesulfonic acid pyridinium salt, 4-dimethylaminopyridine (4- Dimethylaminopyridine (0.5% of the total mass of HTA and phthalic anhydride) was mixed evenly, stirred and reacted at 25°C for 24h, filtered at low temperature, and then the solvent tetrahydrofuran was vacuum-extracted at about 40°C to obtain a carboxyl-terminated hyperbranched polymer (HCR-HT3, Each mole of HCR-HT3 contains 12mol carboxyl groups), and the number average molecular weight is about 6996g / mol.

[0077] (b) Add 0.01mol HCR-HT3, 0.12mol glycidol, 0.12mol p-toluenesulfonate pyridinium salt, 4-dimethylaminopyridine (4-dimethylaminopyridine is 0.5% of the total mass of HTA a...

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Abstract

The invention provides a degradable and cyclically synthesized hyperbranched epoxy resin and a preparation method thereof: reacting a 1,3,5-tribenzyl alcohol-based hexahydro-s-triazine compound, a dibasic acid or an acid anhydride to prepare a hyperbranched carboxyl group and then react with glycidol to obtain a degradable and recycled over-branched epoxy resin with a molecular weight of about 1000-17000g / mol. After the degradable hyperbranched epoxy resin is cured, it can be completely degraded in 2.5 hours under the condition of medium strong acid solution and 90°C. After recycling the degradation product and adding raw materials, 1,3,5-tribenzyl alcohol hexahydro can be obtained again S-triazine compound, and then adding dibasic acid or acid anhydride, glycidol can re-obtain hyperbranched epoxy resin, thereby realizing the cyclic synthesis of epoxy resin. The invention has the advantages of simple process, low reaction temperature, solidification, degradability and recyclable synthesis, and is expected to be used in the field of environmental protection materials such as crack adhesives for roads and bridges, epoxy road surfaces and solvent-free coatings, and has wide applications. prospect.

Description

technical field [0001] The invention belongs to the technical field of epoxy resins used for road and bridge crack adhesives, and in particular relates to a degradable and cyclically synthesized hyperbranched epoxy resin and its preparation method and application. Background technique [0002] The research on the synthesis of hyperbranched epoxy resin originated in 1993 (PCT international application patent WO9317060) revealed that aliphatic resin with high viscosity can be synthesized by reacting trimethylolpropane and epichlorohydrin with dimethylolpropionic acid as raw material. Sulfur-containing hyperbranched epoxy resin. At present, compared with linear epoxy resins with the same molecular weight, hyperbranched epoxy resins (HER) have some unique physical and chemical properties, such as highly branched structure, high rheology, and difficult crystallization, etc. It has good toughening effect. However, hyperbranched epoxy resin forms a cross-linked insoluble and infu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G59/02C09J163/00C09D163/00
Inventor 邹德忠梁叶云刘丹屈庆余刘芳李发李振珂郑松松郭璞
Owner CHINA GEZHOUBA GRP HIGHWAY OPERATION CO LTD
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