The synthesis of a series of benzofulvene derivatives
3 related to the recently studied ethyl1-methylene-3-(4-methylphenyl)-1
H-indene-2-carboxylate (
BF1) is described. The properties of these
trans-dienederivatives were characterized with re
gard to their capability of polymerizin
g spontaneously to
give new polymersbased on functionalized indene monomeric units. The series of polymers has been investi
gated by NMRspectroscopy, multian
gle li
ght scatterin
g online to size exclusion chromato
graphy, UV-vis spectroscopy, massspectrometry, differential scannin
g calorimetry, and scannin
g electron microscopy. The new polymers show veryinterestin
g properties such as a thermoreversible polymerization/depolymerization, a variable de
gree of
ges/
gifchars/pi.
gif" BORDER=0 >-stackin
g,a tendency to
give nanostructured macromolecular a
ggre
gates, and a hi
gh solubility in the most common or
ganicsolvents. Remarkably, this study demonstrated that most of the polymer properties (e.
g. formation, molecularwei
ght, structure, thermoreversibility, and a
ggre
gation in nanostructured entities) may be modulated by thestereoelectronic characteristics of the substituents present on the indene moiety.