Designed ether‐functionalized acidic ionic liquid catalyst for butyl acetate synthesis

Abstract

We design and synthesize 1‐(methoxyethyl)‐3‐methylimidazolium hydrogen sulfate ionic liquid ([MOE‐MIM]HSO4). The ionic liquid is characterized by thermogravimetric analysis, HNMR, 13CNMR, and FTIR spectrum. The synthesis of butyl acetate is based on an orthogonal array experimental design (OA9 matrix). A high conversion rate of acetic acid of 97.72 % is obtained under optimal reaction conditions. In addition, [MOE‐MIM]HSO4 exhibits low solubility in butanol and is immiscible with butyl acetate, thereby making it easily separated from the products. After reuse for five cycles, the catalytic activity of [MOE‐MIM]HSO4 is nearly unchanged.

Probing the electronic structure of ether functionalised ionic liquids using X-ray photoelectron spectroscopy

“…21 Improved catalytic performance and reduced viscosities, when compared to alkyl substituted analogues, is also noted. 14,[22][23][24][25][26][27] Ether and PEG substituted systems now find application as alternative solvents or performance molecules across multiple aspects of science, technology and engineering, [28][29][30][31][32][33] including, for example, as catalyst for the synthesis of butyl acetate and subsequent esterification of carboxylic acid, 22,23 for selective CO 2 capture, 34 and as anti-wear additives to improve tribological performance. 32,33 Early XPS studies of PEG-functionalized systems have largely focused upon the orientation of surface structure of imidazolium-based systems, 7,10,35 and were completed out using nonmonochromatic X-ray sources which sometimes suffer from reduced resolution of primary XP photoemission envelopes.…”

Liquid–Liquid Equilibrium Measurements and Correlation for Ternary Systems (Butyl Acetate + 1-Butanol + Ethylene Glycol/1,3-Propanediol/Ethanolamine) at 298.15 K

“…Butyl acetate is an excellent organic solvent, , which has been widely applied in the production of cellulose acetate butyrate, chlorinated rubber, polystyrene, and used in petroleum processing and pharmaceutical processes. , Generally, butyl acetate can be synthesized by the esterification reaction of acetic acid with 1-butanol. , Because butyl acetate and 1-butanol can form an azeotrope with the minimum boiling point at atmospheric pressure, , it is difficult to purify butyl acetate from the azeotropic mixture of 1-butanol and butyl acetate by traditional distillation.…”

Alkoxyl side‐chain effects of acidic ionic liquids catalysts for the esterification of n‐butyl butyrate

“…We also reported a kind of alkoxyl group‐functionalized Brønsted acidic IL, [MOE‐MIM]HSO 4 , which catalyzed the synthesis of n‐butyl acetate in our previous work. [ 26 ] Its low butanol solubility and insolubility in butyl acetate resulted in the high yields of the esterification reaction and the easy separation of products and catalysts. The yield of butyl acetate was as high as 97.72%.…”