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AB type dibasic aminoacid monomer containing hydroxy group and its preparation method

A type of amino acid monomer and hydroxyl technology, applied in the field of AB type monomer and its preparation, can solve the problems of unfavorable industrial production, complicated wastewater treatment, long production cycle, etc., and achieve less by-products, easy operation and low production cost low effect

Inactive Publication Date: 2008-12-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] 1) Due to the use of expensive fluorinated aromatic hydrocarbon raw materials, which are highly toxic substances, the wastewater treatment is complicated and the production cost is high
[0014] 2) There are many reaction steps and the production cycle is long, which is unfavorable for industrial production

Method used

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  • AB type dibasic aminoacid monomer containing hydroxy group and its preparation method
  • AB type dibasic aminoacid monomer containing hydroxy group and its preparation method
  • AB type dibasic aminoacid monomer containing hydroxy group and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047]Add 174g (1.58mol) of hydroquinone and 273g (1.58mol) of 4-nitrophthalonitrile in the reaction kettle to dissolve in 700ml of dimethyl sulfoxide, and then use potassium carbonate to adjust the pH value of the solution to 8~ After 9, react at 0°C for 24 hours under a nitrogen atmosphere, add the resulting product solution to precipitate in water, filter and dry to obtain the solid product 4-(4-hydroxyphenoxy)phthalonitrile; add 4 -(4-Hydroxyphenoxy)phthalonitrile 136g (0.576mol) was dissolved in 500ml acetone, and under a nitrogen atmosphere, 111.7g (1.152mol) of 65% nitric acid was added dropwise at -10°C, and then React at room temperature for 24 hours, then pour the reaction solution into water, filter and dry to obtain the product 4-(4-hydroxy-3-nitrophenoxy)phthalonitrile; add 140g of potassium hydroxide, 1000ml of water, and ethanol to the reaction kettle After dissolving 800ml, add 79.2g of 4-(4-hydroxy-3-nitrophenoxy)phthalonitrile to dissolve, heat up to 50°C und...

Embodiment 2

[0052] Add 350g (3.18mol) of hydroquinone and 581.76g (3.03mol) of 4-nitrophthalimide into the reaction kettle, dissolve in 1500ml of N, N dimethylacetamide, and then use potassium carbonate After adjusting the pH value of the solution to 8-9, react at 10°C for 22 hours under a nitrogen atmosphere, then add the resulting product solution into water to precipitate, filter and dry to obtain the solid product 4-(4-hydroxyphenoxy)phthaloyl Imine; 300g (1.18mol) of 4-(4-hydroxyphenoxy)phthalimide was added to the reaction kettle and dissolved in 1000ml chloroform, and the concentration was added dropwise at -7°C under a nitrogen atmosphere. 65% nitric acid 207.94g (2.145mol), then react at room temperature for 22h, pour the reaction solution into water, filter and dry to obtain the product 4-(4-hydroxyl-3-nitrophenoxy)phthalimide; Add potassium hydroxide 200g in the reactor, water 2000ml, after ethanol 1600ml dissolves, then add 4-(4-hydroxyl-3-nitrophenoxy) phthalimide 170g to dis...

Embodiment 3

[0054] Add 174g (1.58mol) of hydroquinone and 249.12g (1.44mol) of 4-nitrophthalonitrile in the reaction kettle to dissolve in 700ml of dimethyl sulfoxide, then adjust the pH value of the solution with potassium hydroxide After 8 to 9, under nitrogen atmosphere, react at 20°C for 18 hours, add the resulting product solution into water to precipitate, filter and dry to obtain the solid product 4-(4-hydroxyphenoxy)phthalonitrile; Add 136g (0.58mol) of 4-(4-hydroxyphenoxy group) phthalonitrile in the kettle and dissolve in 500ml acetone, and under a nitrogen atmosphere, add dropwise a concentration of 65% nitric acid 93.69g ( 0.967mol), then react at room temperature for 18h, pour the reaction solution into water, filter and dry to obtain the product 4-(4-hydroxyl-3-nitrophenoxy)phthalonitrile; add potassium hydroxide in the reaction kettle 140g, water 1000ml, ethanol 800ml after dissolving, then add 4-(4-hydroxy-3-nitrophenoxy) phthalonitrile 79.2g to dissolve, heat up to 70°C u...

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Abstract

This invention discloses a hydroxy AB-type aminoadipic acid monomer, of which the ether link locates at the para-position against hydroxy group or amidol group, and method for making same. This monomer not only can be used in polyimides synthesizing, but also in benzoxazole and other high-performance materials synthesizing. The invention selects cheap and easy-obtained aromatic phenols as raw material to produce the target monomer, having benefits of low cost, fewer procedures, short production cycle, simple operation, easy control, few byproduct, and no need of complex waste water treatment, which makes it much qualified for industrial production.

Description

1. Technical field [0001] The invention belongs to the technical field of AB-type monomers containing both amino and carboxyl groups and a preparation method thereof, in particular to an AB-type amino diacid monomer containing a hydroxyl group and a preparation method thereof. 2. Background technology [0002] Polyimide is a kind of high-heat engineering plastic with multiple uses, and has a wide range of applications in automobile, aviation, electronics, electrical industry, medicine and packaging industry. [0003] At present, there are two main methods for synthesizing polyimide (PI) resins: [0004] 1. AA / BB type reaction [0005] The AA / BB type reaction is a general method for synthesizing polyimide, which means that two monomers in the polymerization reaction system each have two identical functional groups participating in the reaction. As disclosed by Perry, Robert J, etc. (Polyimide Formationthrough the Palladium-Mediated Carbonylation and Coupling of Bis(o-iodo a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C213/02C07C217/90C08G73/10
Inventor 杨刚武迪蒙韩勇曾科赵庆来周柯唐艳唐文睿
Owner SICHUAN UNIV