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A kind of preparation method of unsaturated polyamide ester

A polyamide ester and unsaturated technology, which is applied in the field of preparation of unsaturated polyamide ester, can solve the problems of complex process, low mechanical properties, inability to flexibly select raw material monomers, etc., and achieve good biocompatibility and chemical reactivity strong effect

Inactive Publication Date: 2016-02-24
FUJIAN UNIV OF TECH
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  • Summary
  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, the known methods of synthesizing polyamide ester mainly include: (1) Amic acid polyesterification method, that is, using acid anhydride and alcohol amine as raw materials, allowing the acid anhydride and alcohol amine to undergo aminolysis reaction to generate amic acid, and then make the amide Polyesterification condensation reaction of acid occurs. This method is simple in process, but its polyesterification conversion rate is low and needs to be carried out at high temperature, and high temperature is easy to decompose amic acid; (2) ester acid-acyl halide-polyamine solution method, that is Using dianhydride, diamine and halogenating agent as raw materials, the dianhydride is first esterified to form a diacid diester, and then the diacid diester is acid-halogenated, and then undergoes polyaminolysis or polyamide condensation reaction with the diamine , this method can realize polyamidation at low temperature and high conversion rate, but there are many side reactions, complicated process and high cost
In addition, the above two types of methods have a common weakness, that is, they cannot flexibly select raw material monomers: for example, the number of alcohol amines that can be selected in method (1) is very small, and can only be ethanolamine, diethanolamine, isopropanolamine or diethylamine. Isopropanolamine, or their mixtures; the number of dianhydrides available in method (2) is even rarer, usually only trimellitic anhydride and pyromellitic dianhydride, or their mixtures
[0004] The existing polyamide ester products are mainly those with high temperature resistance and high mechanical properties, and there are relatively few functional polyamide esters with low melting point and low mechanical properties.

Method used

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  • A kind of preparation method of unsaturated polyamide ester
  • A kind of preparation method of unsaturated polyamide ester

Examples

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Embodiment 1

[0021] (a) At a temperature of 28°C, pass N into a 500mL three-necked flask reactor (connected with airflow inlet and outlet, and equipped with a thermometer and electric stirring equipment). 2 Gas protection, and put in 181.90mL (171.61g) N,N-dimethylacetamide (DMAc) and 1mol (98.06g) maleic anhydride, stir and mix until the maleic anhydride is completely dissolved and there are no solid particles Until the material is discharged to obtain maleic anhydride DMAc solution, bottling for subsequent use.

[0022] (b) At a temperature of 28°C, pass N into the 800mL four-necked bottle reactor (connected with a vacuum pump, air inlet and outlet, and equipped with a thermometer, reflux-distillation device and electric stirring equipment). 2 Gas protection, and quickly add 181.90mL (171.61g) DMAc, 0.4mol (35.26g) 1,4-butanediamine and 0.4mol (82.50g) ethyl methyl phenyl glycidate in sequence, stir and mix well, Reflux reaction for 2.1 hours, then inject the maleic anhydride DMAc solut...

Embodiment 2

[0024] (a) At 45°C, put He gas into a 250mL three-necked flask reactor (connected with gas flow inlet and outlet, equipped with a thermometer and electric stirring equipment) for protection, and put 79.78mL (75.68g) of N,N-dimethylformamide Amide (DMF) and 0.5mol (82.08g) norbornene diacid anhydride, stir and mix until the norbornene diacid anhydride is completely dissolved, that is, no solid particles are seen, and the norbornene diacid anhydride DMF solution is obtained, and bottled for later use.

[0025] (b) At a temperature of 45°C, supply He gas protection to a 500mL four-necked bottle reactor (connected with a vacuum pump, air inlet and outlet, and equipped with a thermometer, reflux-distillation device and electric stirring equipment), and quickly add 50.00mL (47.43 g) DMF, 0.25mol (61.09g) 2,5-toluenediamine and 0.6mol (43.27g) butylene oxide, stir and mix well, reflux for 0.5 hours, and then inject all the obtained in step (a) into the reactor Norbornene dioic anhydr...

Embodiment 3

[0027] (a) At a temperature of 0°C, put He gas protection into a 500mL three-necked flask reactor (connected with a gas flow inlet and outlet, and equipped with a thermometer and electric stirring equipment), and put 180.00mL (198.00g) of dimethyl sulfoxide (DMSO) and 0.5mol (133.19g) dodecenylsuccinic anhydride, stir and mix until the dodecenylsuccinic anhydride is completely dissolved, that is, no solid particles are seen, and the material is discharged to obtain a dodecenylsuccinic anhydride DMSO solution, which is bottled for later use .

[0028](b) At a temperature of 0°C, supply He gas protection to a 600mL four-neck flask reactor (connected with a vacuum pump, air inlet and outlet, and equipped with a thermometer, reflux-distillation device and electric stirring equipment), and quickly add 120.00mL (132.00 g) DMSO, 0.225mol (30.06g) ethylenediamine and 0.40mol (22.03g) ethylene oxide, stir and mix, reflux for 3 hours, and then inject all the dodecenyl obtained in step (...

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Abstract

The invention discloses a preparation method of unsaturated polyesteramide. The method comprises the following steps: in the presence of inert gas, uniformly mixing diamine and an epoxy compound in an organic solvent; carrying out a reflux reaction at 0-45 DEG C for 0.5-3 hours; adding an unsaturated acid anhydride organic solution; mixing uniformly till an exothermic reaction ends; dropwise adding sulfoxide chloride; stirring to mix uniformly; controlling the temperature at 100-120 DEG C; introducing inert air current for bubbling; stopping bubbling 0.5-3 hours later; continually introducing inert gas for protecting; heating to 130-150 DEG C; distilling under reduced pressure to remove the organic solvent, volatile side products and impurities, wherein the molar ratio of acid anhydride to the diamine to the epoxy compound to the sulfoxide chloride is 1.0:(0.4-0.5):(0.4-1.2):(2.0-2.2). Unsaturated polyesteramide of various structures and non-uniform properties can be obtained by flexibly selecting raw material monomers. The method has the characteristics of high polyesterification efficiency and simple process, and is consistent with the demand of the development of environment-friendly chemical industry.

Description

technical field [0001] The invention relates to a synthesis method of a high molecular polymer, in particular to a preparation method of an unsaturated polyamide ester. Background technique [0002] Polyamide esters contain both ester bonds and amide bonds (peptide bonds), so they can combine the good mechanical properties of polyamides and the biodegradable properties of polyesters. They are used in liquid crystals, coatings, functional films, optical materials, and biomedical devices. It has broad application prospects. [0003] So far, the known methods of synthesizing polyamide ester mainly include: (1) Amic acid polyesterification method, that is, using acid anhydride and alcohol amine as raw materials, allowing the acid anhydride and alcohol amine to undergo aminolysis reaction to generate amic acid, and then make the amide Polyesterification condensation reaction of acid occurs. This method is simple in process, but its polyesterification conversion rate is low and n...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/44
Inventor 陈荣国陈惠英
Owner FUJIAN UNIV OF TECH
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