Ethylene glycol bis(4-trimellitate anhydride) Chemical Properties

Melting point:

167-169℃

Boiling point:

681.8±50.0 °C(Predicted)

Density 

1.625

vapor pressure 

0.002Pa at 25℃

storage temp. 

Inert atmosphere,Room Temperature

form 

Solid:particulate/powder

Appearance

White to light yellow Solid

InChI

InChI=1S/C20H10O10/c21-15(9-1-3-11-13(7-9)19(25)29-17(11)23)27-5-6-28-16(22)10-2-4-12-14(8-10)20(26)30-18(12)24/h1-4,7-8H,5-6H2

InChIKey

XQBLBHYWXZNCJZ-UHFFFAOYSA-N

SMILES

C(OC(C1C=CC2C(=O)OC(=O)C=2C=1)=O)COC(C1C=CC2C(=O)OC(=O)C=2C=1)=O

LogP

3.33 at 30℃ and pH1.5

Ethylene glycol bis(4-trimellitate anhydride) Usage And Synthesis

Chemical Properties

White to off-white powder

Synthesis

Trimellitic anhydride (1.0 mol, 192 g) was mixed with ethylene glycol (0.55 mol, 34 g) in a reactor and nitrogen was vented to remove air. The reaction mixture was heated to 230-240°C under continuous nitrogen protection, during which water was generated and distilled. When the amount of water distilled approached the theoretical value (18 g), the system pressure was reduced to 10-15 mmHg while the temperature was raised to 260°C and the reaction was maintained at this condition for 2 hours. Upon completion of the reaction, the reaction mixture was cooled and recrystallized from 900-1200 g of acetone to afford the intermediate ethylene glycol trimellitate as a white powder (176 g, 86% yield). Subsequently, the intermediate was dissolved in 5% aqueous sodium hydroxide solution and hydrolyzed by adjusting the pH to 1-3 with dilute hydrochloric acid, and dried after completion of the reaction to obtain the final product ethylene glycol trimellitate as white powder (211.8 g, 95% yield).

References

[1] Patent: CN105968050, 2016, A. Location in patent: Paragraph 0060; 0061

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