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Amine derivative containing adamantane structure and preparation method and application thereof

A technology for amine derivatives and adamantane, which is applied in the field of amine derivatives containing adamantane structure and their preparation, can solve the problems of less application research on adamantane and its derivatives, and achieves low raw material price and high yield. , the effect of a simple synthesis method

Inactive Publication Date: 2016-03-02
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still few studies on the application of adamantane and its derivatives in polymers, and the methods of enriching adamantane derivatives in polymers and improving the activity of adamantane derivatives need further research. deepen

Method used

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  • Amine derivative containing adamantane structure and preparation method and application thereof
  • Amine derivative containing adamantane structure and preparation method and application thereof
  • Amine derivative containing adamantane structure and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Step I:

[0030] In a clean 250ml three-neck round bottom flask, add a magnetic rotor of suitable size, 100g phenol and 1.2g anhydrous aluminum trichloride, connect the condensing reflux device and the tail gas absorption device (water or dilute sodium hydroxide solution) stably, and pass Inject nitrogen for 1 hour to prevent the oxidation of phenol during the reaction, then increase the temperature of the oil bath to 60°C. After the phenol is preheated and melted, add 15g of 1,3-dibromoadamantane into the flask and stir evenly, then raise the temperature of the oil bath to 80°C. Reaction 2h. Add 15g of 1,3-dibromoadamantane into the flask in 2 to 3 times, with an interval of 2.5h or 1.5h, and then continue the constant temperature reaction for 6h after adding, and finally pour it into hot water at 65°C and stir for washing. After suction filtration, repeat the previous operation on the filter residue until the color of the filtered filtrate is transparent, and dry the...

Embodiment 2

[0036] Step I is the same as in Example 1.

[0037] Step II:

[0038] Add the product of the first step (20g, 0.0625mol), p-nitrobenzyl chloride (25g, 0.146mol), potassium carbonate (25g, 0.181mol) and 200ml of acetonitrile into a 250ml one-necked flask, heat up to 75°C and stir under reflux for 8h. After the reaction was completed, suction filtered while it was hot, and the filter residue was stirred and washed twice with absolute ethanol and twice with 1mol / L dilute hydrochloric acid, and the target product was obtained after drying.

[0039] Step Ⅲ:

[0040] 20g of the second-step product, 0.5gPd / C (Pd10%), 300ml of tetrahydrofuran and 150ml of absolute ethanol were charged into a 1000ml three-neck round bottom flask and connected to a constant pressure dropping funnel and a condensing reflux tube. After nitrogen was introduced for 1 hour, the temperature rose to 95°C, and 100ml of hydrazine hydrate (85%) was put into a constant pressure dropping funnel and slowly added d...

Embodiment 3

[0042] Steps I and II are the same as in Example 1.

[0043] Step III is the same as in Example 2.

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PUM

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Abstract

The invention relates to an amine derivative containing an adamantane structure and a preparation method and application thereof. The amine derivative solves the technical problem that in the prior art, a small quantity of adamantane and adamantane derivatives are applied to high polymers. The invention further discloses a molecular formula, the preparation method and application of the amine derivative. The amine derivative can meet the application requirement for electronic and composite materials and can be widely applied to aerospace, defense industry and other fields.

Description

technical field [0001] The invention belongs to the technical field of preparation of resin modifiers and curing agents, and in particular relates to amine derivatives containing adamantane structures and their preparation methods and applications. Background technique [0002] The chemical name of Adamantane is tricyclo[3,3,1,13,7]decane, which is a cyclic tetrahedral hydrocarbon composed of 10 carbon atoms and 16 hydrogen atoms, and its appearance is a colorless crystal , melting point 268 ℃, relative density 1.O7, refractive index 1.568, non-toxic, tasteless, easy to sublimate, insoluble in water, slightly soluble in benzene. The unit composition of adamantane is cyclohexane in a chair conformation, and the entire ring system has the characteristics of symmetry and rigidity. Adamantane is an alicyclic carbohydrate with 10 carbon atoms having the same structure as diamond. Since its structural units are all chair-shaped cyclohexane, it has neat structure, transparency and...

Claims

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Application Information

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IPC IPC(8): C07C217/76C08G59/50C08K5/18C08L79/04
CPCC07C217/76C08G59/5033C08K5/18C08L79/04
Inventor 李鹏王安翔何梅陆志远杨小平
Owner BEIJING UNIV OF CHEM TECH
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