Influence of the Functionalization Degree of Acidic Ion-Exchange Resins on Ethyl Octyl Ether Formation

0427023 - ÚCHP 2015 RIV NL eng J - Journal Article
Guilera, J. - Hanková, Libuše - Jeřábek, Karel - Ramírez, E. - Tejero, J.
Influence of the Functionalization Degree of Acidic Ion-Exchange Resins on Ethyl Octyl Ether Formation.
Reactive and Functional Polymers. Roč. 78, MAY (2014), s. 14-22. ISSN 1381-5148. E-ISSN 1873-166X
Grant - others:SEURDO(ES) CTQ2010-16047
Institutional support: RVO:67985858
Keywords : acidic ion-exchange resin * sulfonation degree * ISEC
Subject RIV: CC - Organic Chemistry
Impact factor: 2.515, year: 2014

Ethyl octyl ether (EOE) can be obtained by the ethylation of 1-octanol by means of ethanol or diethyl carbonate over acidic ion-exchange resins. However, EOE formation has to compete with the less steric demanding formation of diethyl ether, by-product obtained from ethanol dehydration or diethyl carbonate decomposition. In the present work, the influence of the resin functionalization degree on EOE formation has been evaluated. A series of partially sulfonated resins were prepared by the sulfonation of a macroreticular styrene–divinylbenzene copolymer. The catalysts were tested in a batch reactor and compared with commercial ion exchanger catalysts. Amberlyst 15 and 46. The tests revealed that EOE formation occurred mainly in the firstly sulfonated domain of the polymer skeleton, the least crosslinked; while diethyl ether was formed in the whole polymer bead. Accordingly, the functionalization of the least accessible polymer domain, as a result of increasing the sulfonation temperature or by using a pre-swelling solvent, is not suitable to produce long chain ethers such as EOE, which apre preferred as diesel fuels.
Permanent Link: http://hdl.handle.net/11104/0233846