Accession Number : ADA294678

Title :   Photogenerated Base in Polymer Curing and Imaging: Design and Synthesis of Amine Photogenerators Based On Alpha-Keto Carbamates.

Descriptive Note : Technical rept. no. 22,

Corporate Author : CORNELL UNIV ITHACA NY BAKER LAB

Personal Author(s) : Frechet, Jean M. ; Cameron, James F. ; Willson, C. G.

PDF Url : ADA294678

Report Date : 01 JUN 1995

Pagination or Media Count : 50

Abstract : The preparation of novel photoactive compounds that liberate base upon irradiation is important for applications in microelectronics polymer curing and other light-triggered processes. In effect light is used to create catalytic species within polymeric or other materials, and subsequent reactions catalyzed by the light-generated catalysts drive the overall chemical transformations. In this report the search for novel photoprecursors of amines that are based on the chemistry of the desyl groups is reported. Several new chromophore designs in which the substitution pattern of the parent desyl chromophore was varied mathematically were explored. A number of alternative synthetic routes have been explored using both symmetrical and unsymmetrical benzions. Best results were obtained using the substituted benzoin chromophores with primary and secondary amines to form photosensitive alpha-keto carbamates. These substituted benzoin carbamates are easily obtained by reaction of the appropriate benzoin precursor with isocyanates or by reaction of activated derivatives with the free amine. The focus of this report is the preparation of the photoactive precursors of amines themselves, a second report will outline their photoactivity and quantum efficiency for practical applications in thin films or other formulations. jg

Descriptors :   *POLYMERS, *AMINES, *IMAGES, *CATALYSIS, *CURING, *CARBAMATES, PHOTOCHEMICAL REACTIONS, SYNTHESIS, CHROMOPHORES, PRECURSORS, COMPOSITE MATERIALS, SECONDARY, THIN FILMS, LIGHT, DISPLAY SYSTEMS, LITHOGRAPHY, CHEMICAL REACTIONS, MICROELECTRONICS, PATTERNS, QUANTUM EFFICIENCY, SUBSTITUTES, IRRADIATION, TRANSFORMATIONS, ISOCYANATES, BENZOIN.

Subject Categories : Polymer Chemistry
      Organic Chemistry
      Physical Chemistry
      Radiation and Nuclear Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE