RING-OPENING-METATHESIS POLYMERIZATION FOR THE PREPARATION OF CARBOXYLIC-ACID-FUNCTIONALIZED, HIGH-CAPACITY POLYMERS FOR USE IN SEPARATION TECHNIQUES

Citation
Mr. Buchmeiser et al., RING-OPENING-METATHESIS POLYMERIZATION FOR THE PREPARATION OF CARBOXYLIC-ACID-FUNCTIONALIZED, HIGH-CAPACITY POLYMERS FOR USE IN SEPARATION TECHNIQUES, Journal of the American Chemical Society, 119(39), 1997, pp. 9166-9174
Citations number
49
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
119
Issue
39
Year of publication
1997
Pages
9166 - 9174
Database
ISI
SICI code
0002-7863(1997)119:39<9166:RPFTPO>2.0.ZU;2-J
Abstract
Ring-opening-metathesis polymerization (ROMP) was used for the modular , molecular design of stationary phases. New materials for solid-phase extraction (SPE) as well as for air and water clean-up have been prep ared by ring-opening-metathesis suspension polymerization of 1,4,4a,5, 8,8a-hexahydro-1,4,5,8-exo, endo-dimethanonaphthalene (I) and its copo lymerization with the functional monomer ndo,endo[2.2.1.]bicyclohept-2 -ene-5,6-dicarboxylic anhydride (II), using the weil-defined Schrock c atalyst Mo(N-2,6-i-Pr-2-C6H3)CHCMe2Ph(OCMe(CF3)(2))(2) (III). The resu lting cross-linked polymers have been investigated in terms of influen ce of the polymerization sequence as well as of the stoichiometries I/ II and II/III on swelling behavior, surface area, capacity, accessabil ity of the functional groups, and their possible use in SPE, respectiv ely. In order to obtain further information about the new resins, the microstructure of poly(II) was determined by NMR techniques. investiga tions revealed that it represents an all cis, atactic polymer. Due to the polymerization technique employed, capacities of the different wea k cation exchangers are entirely predeterminable and may be varied ove r many orders of magnitudes (up to 10 mequiv/g). The materials have be en used successfully for solid-phase extraction of 15 different substi tuted anilines and lutidines from water as well as for the sampling of volatile, airborne aliphatic amines. The unambigous advances of the n ew SPE materials are discussed in detail.