ADSORPTION OF THE AMIDES N-ETHYLACETAMIDE AND 2-PYRROLIDINONE ON GAMMA-ALUMINA - INFLUENCE OF THE STEREOCHEMISTRY OF THE ADSORBATE

被引:6
作者
AFFROSSMAN, S [1 ]
ARMSTRONG, DR [1 ]
ROBB, D [1 ]
TREVERTON, JA [1 ]
机构
[1] ALCAN INT LTD,BANBURY LAB,BANBURY,OXON,ENGLAND
关键词
D O I
10.1021/la00006a036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The adsorption isotherm of 2-pyrrolidinone on gamma-alumina shows an initial rapid uptake of solute followed by a plateau. In contrast, N-ethylacetamide gives a gradual increase in adsorption. For both solutes, DRIFTS data indicate that the carbonyl and N-hydrogen functionalities are involved in bonding, and the most probable conformation of N-ethylacetamide on the surface is as the trans isomer. Theoretical calculations show that in the linear molecule the C-N linkage has a marked double bond character, which results in the molecule remaining in the trans form. The energies of interaction of the linear and cyclic molecules with one and two aluminium ''sites'' are calculated. The cyclic molecule can adsorb on a single surface ''site'' through both functionalities. Adsorption of the trans linear molecule on two ''sites'' gives a comparable interaction energy. Though both molecules adsorb sufficiently strongly from single solute solutions to survive washing, only 2-pyrrolidinone is adsorbed from a solution of the two amides, The differences in behavior are attributed to the steric restraints for adsorption on a real surface.
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页码:2060 / 2064
页数:5
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