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
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.