A loading and cleaving study was performed on solid phase to determine the optimal linkers and conditions for phenols, a key functional group in photographic couplers. Fourteen different commercially available resins were analyzed. Of these, ArgoGel Wang CI was determined the best for loading and cleaving the model phenol coupler. Yields of 95% for both loading and cleaving were achieved as determined by MAS Nanoprobe NMR and HPLC respectively. A few others gave great loading (90- 100%) such as Merrifield, Brominated Wang, Bromo PPOA, and TentaGel COOH, however poor cleavage ability rendered these resins insufficient for phenols.
Library of Congress Subject Headings
Phenols--Synthesis; Scission (Chemistry); Solid-phase synthesis; Aromatic compounds--Synthesis; Color photography--Developing and developers
Department, Program, or Center
School of Chemistry and Materials Science (COS)
Seifert, Laurie, "Solid phase organic synthesis: Investigation of resins and linkers for phenols" (2000). Thesis. Rochester Institute of Technology. Accessed from
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