2524-46-1Relevant academic research and scientific papers
Photochemistry of reactive surface-active compounds in adsorbed monolayers
Holden, David A.,Taylor, Joseph W.,Clausen, Diane
, p. 1671 - 1678 (1987)
The reactions of long-chain diazo ketones and azides in adsorbed monolayers on inorganic solids were investigated and compared with the corresponding behaviour in monolayers at the air-water interface. The isolated products indicate that reaction of photochemically generated intermediates occurs both with co-adsorbed water and with hydroxyl groups on the solid surface. In the case of 1-diazo-2-oxoheptadecane, for example, the products of these two reactions are heptadecanoic acid and a surface-grafted long-chain ester. The latter can be removed as methyl heptadecanoate by ester exchange using methanolic HCl. Pronounced differences were observed between alumina, silica gel and fumed silica as supports, and were attributed to differences in the amount of adsorbed H2O and in the density of surface hydroxyl groups.
Synthesis and spreading behaviour of some reactive derivatives of long-chain alcohols and carboxylic acids
Holden, David A.
, p. 574 - 579 (2007/10/02)
Procedures are described for the synthesis of several azides, diimides, and azodiformates from long-chain alcohols and fatty acids.These reactive compounds have potential applications as thermal and photochemical curing agents, and as surface modifying agents for the preparation of filled plastics and chromatographic packings.The surface activity of the compounds was characterized by investigations of their spreading behaviour in monolayers on water.Unlike the single-chain azides and azo compounds, which give well-defined monolayers at all temperatures, monolayers of diacyl diimides and dialkyl azodiformates with two long-chain substituents are unstable with respect to collapse to the bulk solid.The photoreaction of monolayers of octadecanoyl azide to give a mixture of products derived from an intermediate isocyanate was demonstrated by ir and mass spectrometry.
