Application of active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin

A technology of phthalonitrile resin and heterocyclic compound, which is applied in the application field of active hydrogen-containing heterocyclic compound in the preparation of phthalonitrile resin, and can solve the problem of reducing resin performance, thermal stability and thermal oxygen stability Poor performance and other problems, to achieve thermal stability and thermo-oxygen stability improvement, to avoid the reduction of mechanical properties and thermal properties, and excellent thermal stability

Active Publication Date: 2015-11-11
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is a fatal shortcoming in the above-mentioned curing agents: phthalonitrile resins often need to withstand high temperatures above 300°C for a long time when used as high-temperature-resistant materials, and amines and other curing agents cannot withstand heat at such high temperatures. Poor stability and thermal oxygen stability, which will reduce the performance of the resin

Method used

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  • Application of active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin
  • Application of active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin
  • Application of active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] This embodiment is an active hydrogen purine structure accelerated phthalonitrile resin:

[0038] (1) Synthesis of active hydrogen-containing heterocyclic compound A1

[0039] Add adenine (Cas: 73-24-5, 0.02mol, 2.70g) and 60ml of refined NMP into a 100mL three-necked flask, stir for 10 minutes, then add pyromellitic anhydride (PMDA, 0.01mol, 2.18g) After stirring at room temperature for 7 h, 20 mL of purified toluene was added to the reaction system, and the temperature of the system was raised to 145° C. under reflux, and the reaction was carried out at this temperature for 7 h. When no more water is produced in the system, raise the temperature to 180°C and separate the toluene in the system. When the temperature of the reaction system rises sharply, it means that the toluene has been basically removed. Turn off the heating and stirring. When the system drops to room temperature, use Precipitate with hot water, stir wash, filter the filter cake, wash the filter cake...

Embodiment 2

[0051] This embodiment is that imidazole accelerates the curing of phthalonitrile resin:

[0052] (1) Synthesis of active hydrogen-containing heterocyclic compound A2

[0053] Add (Cas: 4919-03-30.02mol, 1.66g) and 60ml refined NMP into a 100mL three-necked flask, stir for 10 minutes, then add 3,3,4,4-biphenyldianhydride (BPDA, 0.01mol, 2.94 g), after stirring at room temperature for 7 h, 20 mL of purified toluene was added to the reaction system, and the temperature of the system was raised to 145° C. to reflux, and reacted at this temperature for 5 h. When no more water is produced in the system, raise the temperature to 180°C and separate the toluene in the system. When the temperature of the reaction system rises sharply, it means that the toluene has been basically removed. Turn off the heating and stirring. When the system drops to room temperature, use Precipitate with hot water, stir wash, and filter the filter cake, then wash the filter cake three times with water, s...

Embodiment 3

[0065] This embodiment is that pyrimidine can accelerate the solidification of phthalonitrile resin:

[0066] (1) Synthesis of active hydrogen-containing heterocyclic compound A3

[0067] Add ODPA (0.10mol, 31.02g) and 124ml NMP into a 500ml three-necked flask, heat the oil bath until ODPA can be completely dissolved (the temperature is about 70°C, the system is light yellow and transparent), and then lower the temperature to room temperature. Cytosine (Cas: 71-30-7, 0.20 mol, 22.22 g) was added to the reaction solution at room temperature, and stirred at room temperature for 6 h. Pyrimidine acetic anhydride (0.60mol, 62.19g, 98.5%wt) and pyridine (0.60mol, 47.70g, 99.5%wt) were added, and the temperature of the system was raised to 120°C, and reacted at this temperature for 3h. But the system is lowered to room temperature, precipitated with hot water, stirred and washed, and the filtered filter cake is washed three times with water and twice with methanol. After suction fil...

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Abstract

The invention provides application of an active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin. The active-hydrogen-containing heterocyclic compound is one of active-hydrogen-containing carbazole, active-hydrogen-containing imidazole, active-hydrogen-containing pyrimidine, active-hydrogen-containing purine, active-hydrogen-containing piperazine, active-hydrogen-containing pyrrole, active-hydrogen-containing pyrazole, active-hydrogen-containing indazole, active-hydrogen-containing indole, active-hydrogen-containing pyrrolo-pyridine and active-hydrogen-containing phthalazinone. According to the new application of the active-hydrogen-containing heterocyclic compound, namely application of the active-hydrogen-containing heterocyclic compound to preparation of phthalonitrile resin, provided by the invention, the active-hydrogen-containing heterocyclic compound is used as a curing agent to accelerate curing of phthalonitrile resin, and meanwhile, heat stability and heat oxygen stability of phthalonitrile resin are improved.

Description

technical field [0001] The invention belongs to the technical field of polymer material processing, and in particular relates to the application of active hydrogen-containing heterocyclic compounds in the preparation of phthalonitrile resins. Background technique [0002] Heterocyclic compound (heterocyclic compound) refers to a class of compounds with a ring structure. The atoms constituting the ring contain at least one heteroatom (non-carbon atom) in addition to the carbon atom, and the heteroatom includes oxygen, sulfur, nitrogen and the like. Heterocyclic compounds generally exist in the structure of drug molecules. Most of the important compounds related to biology are heterocyclic compounds, such as nucleic acids, certain vitamins, antibiotics, hormones, pigments and alkaloids. These heterocyclic compounds are mostly used as drugs . At present, a variety of heterocyclic compounds with various properties have been synthesized, which can be used as drugs, insecticides...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06
Inventor 杨刚曾科胡江淮汪志平石孟赵二瑾王建波
Owner SICHUAN UNIV
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