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Sulfonic acid dual-core ion liquid catalyst and method using same for synthesizing polydiethylene glycol sebacate

An ionic liquid and catalyst technology, applied in chemical instruments and methods, preparation of organic compounds, catalysts for physical/chemical processes, etc., can solve the problems of low molecular weight and color difference of polybutylene succinate, and avoid Adverse effects, improved viscosity average molecular weight, good catalytic activity

Inactive Publication Date: 2011-04-20
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to propose a kind of sulfonic acid binuclear for the preparation of high molecular weight polybutylene succinate to solve the problems such as low molecular weight and poor hue of polybutylene succinate synthesized in the prior art. Ionic liquid catalyst, another object of the present invention is to provide the preparation method of above-mentioned catalyst, the present invention also provides the method for preparing high molecular weight polybutylene succinate

Method used

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  • Sulfonic acid dual-core ion liquid catalyst and method using same for synthesizing polydiethylene glycol sebacate
  • Sulfonic acid dual-core ion liquid catalyst and method using same for synthesizing polydiethylene glycol sebacate
  • Sulfonic acid dual-core ion liquid catalyst and method using same for synthesizing polydiethylene glycol sebacate

Examples

Experimental program
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Effect test

Embodiment 1

[0031] (A) Add 2.72g imidazole and 2.72g sodium ethylate to a three-necked flask, then add 50ml acetonitrile, stir and reflux at 70°C for 8 hours, add 4.32g 1,4-dibromobutane, stir and reflux at 70°C for 20 hours, Filter under reduced pressure, take the liquid, pour the liquid into a three-necked flask, add 4.88g of 1,3-propane sultone, stir and reflux at 100°C for 10 hours, then add 4g of 98% concentrated sulfuric acid, stir and reflux at 100°C 5 hours. The liquid was poured into a rotary evaporator, and rotated at 50° C. until there were no more droplets to obtain a yellow-brown viscous liquid, which was washed three times with ethyl acetate. The final product functional sulfonic acid dinuclear ionic liquid is obtained. Its structural formula is:

[0032]

[0033] Where n=4, R=(CH 2 ) 3 , and its Fourier transform infrared characterization is shown in figure 1 As shown, it can be seen from the figure that through FTIR (KBr tablet) characterization, it is proved that ...

Embodiment 2

[0037] (A) Add 2.72g imidazole and 3.36g potassium ethylate to a three-necked flask, then add 50ml acetone, stir and reflux at 50°C for 10 hours, add 1.98g 1,2-dichloroethane, stir and reflux at 80°C for 18 hours, Filter under reduced pressure, take the liquid, pour the liquid into a three-necked flask, add 4.88g of 1,3-propane sultone, stir and reflux at 110°C for 9 hours, then add 4g of 98% concentrated sulfuric acid, stir and reflux at 110°C 6 hours. The liquid was poured into a rotary evaporator, and rotated at 70° C. until there were no more drops to obtain a yellow-brown viscous liquid, which was washed three times with ethyl acetate. The final product functional sulfonic acid dinuclear ionic liquid is obtained. Its structural formula is the same as embodiment 1, wherein n=2, R=(CH 2 ) 3 ; Its Fourier transform infrared characterization diagram is as follows figure 2 shown.

[0038] (B) put 59g of succinic acid and 67.5g of 1,4-butanediol into a 250ml flask, and ad...

Embodiment 3

[0041] (A) Catalyst preparation method is the same as embodiment 1, wherein, 1,4-dibromobutane is changed into 1,3-dibromopropane; 1,3-propane sultone is changed into 1,4-butanesulfone acid lactone.

[0042] (B) 59g of succinic acid and 54g of 1,4-butanediol are put into a 250ml flask, and the functionalized sulfonic acid dinuclear ionic liquid (n=3, R =(CH 2 ) 4 ), the add-on is 1g, adding the antioxidant phosphorous acid of 0.013g and the water-carrying agent toluene of 13g. Connect the water separator, thermometer and stirrer, then place in a heating mantle, fill with nitrogen, heat and stir vigorously. When the temperature reached 120°C, it was kept for 3 hours, and when the esterification reaction was completed, the temperature was raised to 210°C, and a vacuum of 70 Pa was maintained, while stirring was strengthened, and the reaction was carried out for 3 hours. Cool down to room temperature after the reaction, pour the product into a dumbbell-shaped mold to prepare ...

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Abstract

The invention relates to a sulfonic acid dual-core ion liquid catalyst and a method using the same for synthesizing polydiethylene glycol sebacate. The structure of the catalyst is shown in the specification, wherein R is CH2CH2CH2 or CH2CH2CH2CH2, and n is equal to 2-8. In the invention, sulfonic acid dual-core ion liquid catalyst is utilized to synthesize the polydiethylene glycol sebacate, therefore, the problems that in the prior art, PBS molecular weight is not high, the color phase is poor and the like are solved. By utilizing the catalyst, the molecular weight of the polydiethylene glycol sebacate obtained by catalytic catalysis is high, the viscosity-average molecular weight can reach 1.0*10<5>-1.5*10<5>, the breaking strength reaches 35-55MPa, and the breaking elongation is 200%-420%. In the invention, the viscosity-average molecular weight of the PBS is improved greatly; therefore, the application value of the catalyst is improved.

Description

technical field [0001] The invention belongs to the technical field of aliphatic polyester preparation, in particular to a sulfonic acid dinuclear ionic liquid catalyst and a method for synthesizing high molecular weight polybutylene succinate. Background technique [0002] Biodegradable polymer materials are currently the most attention-grabbing type of biomaterials, with the most extensive research and application, and are considered to be the most promising biodegradable polymer materials. As a typical biodegradable aliphatic polyester, polybutylene succinate (PBS) is favored because of its good biodegradability, excellent molding processability and physical and mechanical properties similar to polyethylene. PBS entered the field of material research in the 1990s, and quickly became a general-purpose fully biodegradable plastic that can be widely promoted and applied. It is completely biodegradable and the degradation products are non-toxic, biocompatible, and have good m...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07D233/60C07C67/08C07C69/40C08G63/16C08G63/78
Inventor 梁金花任晓乾徐玥姜岷李振江韦萍欧阳平凯
Owner NANJING UNIV OF TECH
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