http://worldcat.org/entity/work/id/137498051

Photogenerated Base in Polymer Curing and Imaging: The Use of alpha-Keto Carbamates as Novel Photoprecursors of Amines

Several newly developed alpha-keto carbamates are useful as photoprecursors of amines. These photogenerated catalysts that are designed primarily for use in chemically amplified resist materials can also be used for the curing of polymers containing base crosslinkable reactive groups. The new alpha-keto carbamates can undergo light triggered photocleavage both in the solid-state and in solution to give free amines. The photoactive benzoinyloxycarbonyl groups of these compounds are active with ultraviolet radiation below 400nm. The influence of various steric and electronic effects on the photoliberation of free amines from alpha-keto carbamates has been studied and the effect of structural modification of the aryl rings was used to probe the electronic factors of the photocyclization. The great potential of these photoactive carbamates as organic sources of photogenerated amines was demonstrated using both classical spectroscopic techniques (UV, IR and NMR) and GC-MS analysis of the photolysis products. In all cases the photocleavage reaction is near quantitative and the quantum yields have been measured over a range of wavelengths from 250-370 nm. jg.

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