Functional Polymers from Vinylpolystyrene. Diels−Alder Reactions with Olefins

Autor:	Brent R. Stranix, Graham D. Darling
Rok vydání:	1997
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Chemistry Carboxylic acid Organic Chemistry Polymer chemistry Acyl halide Maleic anhydride Polystyrene Functional polymers Hexachlorocyclopentadiene Imide Ene reaction
Zdroj:	The Journal of Organic Chemistry. 62:9001-9004
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo961649i
Popis:	We describe a convenient route toward resins of cross-linked polystyrene bearing large numbers of carboxylic acid or anhydride, imide, acyl halide, or perhaloalkyl functional groups. These result from Diels−Alder reactions involving the site-isolated, residual vinyl aromatic units in divinylbenzene-rich copolymers (including commercial products). As shown by FT IR, solid-phase NMR, titration and elemental analysis, up to 2 mol of a good dienophile such as maleic anhydride bind to polymer beads by consecutive Diels−Alder/ene reactions (Wagner−Jauregg mechanism), while adducts are also possible from electron-poor dienes like hexachlorocyclopentadiene. Afterward, the new functional groups themselves prove accessible toward further modification. Optionally, the porous bead substrates can first be loaded with magnetic iron oxide to yield magnetically separable functional polymers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::cd0ba04b1e1ee19043c968ec0bb0f549 https://doi.org/10.1021/jo961649i Zobrazit plný text záznamu