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A kind of degradable self-crosslinking hyperbranched epoxy resin and preparation method thereof

An epoxy resin and self-crosslinking technology, applied in the field of degradable self-crosslinking hyperbranched epoxy resin and its preparation, can solve the problem that chemical bonds are difficult to degrade, recycling and reuse, serious environmental pollution, and restricting the sustainable development of epoxy resins. It can improve the storage stability, simplify the preparation process, and reduce the viscosity.

Active Publication Date: 2017-10-10
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Epoxy resins and hyperbranched epoxy resins prepared by all current technologies have a three-dimensional network structure after curing, and the internal chemical bonds (carbon-carbon bonds, carbon-oxygen bonds) are difficult to degrade, recycle and reuse, waste epoxy resin The products pollute the environment seriously and restrict the sustainable development technology of the epoxy resin industry

Method used

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  • A kind of degradable self-crosslinking hyperbranched epoxy resin and preparation method thereof
  • A kind of degradable self-crosslinking hyperbranched epoxy resin and preparation method thereof
  • A kind of degradable self-crosslinking hyperbranched epoxy resin and preparation method thereof

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Experimental program
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Effect test

preparation example Construction

[0036] Preparation of compound B3:

[0037] The reaction principle of the preparation reference (Science 2014,344, (6185), 732-735) of cyclotriazine compound B3, the specific process steps are as follows: 0.1mol p-aminobenzoic acid (R 1 =-H, R 2 =-C 6 h 4 -), a concentration of 37wt% formaldehyde (containing 0.40mol of formaldehyde) was added in a three-necked flask with a condenser, a thermometer and a stirrer, and the reaction was stirred and reacted at a temperature of about 20° C. for 6 hours, and the reaction was stopped. The organic solvent was removed by rotary evaporation at about 60° C. under a vacuum of 2-3 mmHg to obtain a solid powder with a yield of about 75%. The triazine compound was designated as B3-006. All the other B3 compounds can be obtained with a similar method, and the productive rate is between 60-85%, and the corresponding compound is denoted as B3-112 (R 1 =-CH 3 , R 2 =-C 6 h 4 OC 6 h 4 -), B3-206(R 1 =-C 2 h 5 , R 2 =-C 6 h 4 -), B3...

Embodiment 1

[0043] (a) 0.133mol cyclic triazine compound B3-006, 0.1mol ethylene glycol, 0.1mol xylene, zinc acetate (the quality of zinc acetate is 0.5% of the total mass of B3-006 and ethylene glycol) are mixed uniformly, at 180 ℃ for stirring reaction for 6 hours, and then vacuumize the xylene at 110 ℃ to obtain a carboxyl-terminated hyperbranched polymer (TDHBP-006, containing 6 mol carboxyl groups per mole of TDHBP-006), with a number average molecular weight of about 1800 g / mol.

[0044] (b) Add 0.01mol TDHBP-006, 0.3mol epichlorohydrin, and 0.0015mol boron trifluoride etherate complex into a three-necked flask, stir and react at about 120°C for 6 hours, and then vacuum out excess epichlorohydrin Propane, add 0.45mol tetrahydrofuran and 0.3mol sodium hydroxide, then stir and react at -5~0°C for 10 hours, stop the reaction, separate layers, wash with water until neutral, and distill off the organic solvent to obtain a hyperbranched ring containing hydroxyl Oxygen resin (TDHEP-006), t...

Embodiment 2

[0047] (a) Mix 0.10mol cyclic triazine compound B3-112, 0.09mol butanediol, 0.27mol xylene, p-toluenesulfonic acid (the quality of p-toluenesulfonic acid is 0.1% of the total mass of B3-112 and butanediol) Uniform, stirred and reacted at 140°C for 10h, then vacuumed out the xylene at 120°C to obtain a methyl-terminated hyperbranched polymer (TDHBP-112a, containing 12mol ester groups per mole of TDHBP-112a), with a number average molecular weight of about 7500g / mol.

[0048] (b) Add 0.005mol TDHBP-112a, 0.6mol epichlorohydrin, and 0.006mol tetrabutylammonium bromide into a three-necked flask, stir and react at about 110°C for 8 hours, and then vacuum out excess epichlorohydrin, Add 0.30mol ethyl acetate and 0.06mol sodium hydroxide, then stir and react at 0-5°C for 8 hours, stop the reaction, separate layers, wash with water until neutral, and distill off the organic solvent to obtain a hydroxyl-containing hyperbranched epoxy Resin (TDHEP-112a), the number average molecular we...

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Abstract

The invention belongs to the technical field of epoxy resin and particularly discloses degradable, self-crosslinked and hyperbranched epoxy resin and a preparation method thereof. TDHBP (carboxyl-terminated or ester-terminated hyperbranched polymer) is prepared through reaction between a triazine compound and dihydric alcohol; TDHBP reacts with epoxy chloropropane, and TDHEP (hydroxyl-containing hyperbranched epoxy resin) is obtained; diglycidyl ester with a single hydroxyl and diisocyanate in the same mole mass have a reaction, and diglycidyl ester CD2 with a single isocyanate group is obtained; the isocyanate group of CD2 has a reaction with the hydroxyl of TDHEP, and the degradable and self-crosslinked epoxy resin DHEP is obtained, the molecular weight of DHEP is 3,000-45,000 g / mol, a carbamate group is broken to form an amino compound in the heating process, a self-crosslinking function is realized, and a triazine group of the cured epoxy resin is degraded. The process is simple, and the product is degradable, has the self-crosslinking, self-reinforcement and self-toughening functions and is expected to be used for fields such as reinforcement and toughening of epoxy resin, solvent-free coatings and the like.

Description

technical field [0001] The invention relates to the technical field of hyperbranched epoxy resin and its preparation method, in particular to a degradable self-crosslinking hyperbranched epoxy resin and its preparation method. 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. The inventor (Zhang Daohong) of the present application takes trimellitic anhydride, diethylene glycol as the viscosity of the hyperbranched epoxy resin that main raw material prepares is low, but heat resistance is not high (European Polymer Journal, 2006,42 (3): 711 -714). The inventors of the present application also invented azacyclic hyperbranched epoxy resins and silicon skeleton hy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G59/02C08G59/38C08G59/28
CPCC08G59/02C08G59/28C08G59/38
Inventor 张道洪王路平余倩张俊珩李廷成程娟张爱清
Owner SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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