Russian Journal of Applied Chemistry, 2013, Vol. 86, No. 1, pp. 92−95.
Pleiades Publishing, Ltd., 2013.
Original Russian Text © K.G. Guliev, A.M. Alieva, A.M. Guliev, 2013, published in Zhurnal Prikladnoi Khimii, 2013, Vol. 86, No. 1, pp. 101−104.
AND POLYMERIC MATERIALS
Synthesis and Polymerization
of (p-Vinylphenyl)cyclopropylmethyl Cinnamate
K. G. Guliev, A. M. Alieva, and A. M. Guliev
Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgait, Azerbaijan
Received July 12, 2012
Abstract—(p-Vinylphenyl)cyclopropylmethyl cinnamate was synthesized, and its radical polymerization was
performed. The synthesized polyfunctional polymers containing UV-sensitive >C=O, >C=C<, and groups
exhibit high photosensitivity. Photochemical cross-linking of the polymers was studied. The polymers synthesized
can be used for preparing photosensitive materials.
It is known that macromolecular compounds
containing functional groups like >C=O, >C=C<,
or –N=N– are used in photolithographic
processes as photoresists [1, 2]. Much promise in
this respect is shown by functionally substituted
cyclopropylstyrenes exhibiting a set of diverse valuable
properties [3–5]. Owing to the presence of reactive and
mutually inﬂ uencing functional groups, in particular,
, these substances can be used for
various purposes, in particular, for preparing new
materials for photolithographic processes.
The aim of this work was to prepare a new monomer,
(p-vinylphenyl)cyclopropylmethyl cinnamate (PCPC),
and to study its radical polymerization and the properties
of the polymers obtained. In particular, we intended to
examine how the substituent at the cyclopropane ring
in the pendant chain of the macromolecule affects
the photosensitivity of the cyclopropane-containing
PCPC is a new promising monomer for preparing
polymers with valuable properties, suitable for use in
microelectronics. PCPC was prepared by the reaction
of p-(2-hydroxymethylcyclopropyl)styrene  with
CH CH C
The ester is formed in almost quantitative yield
The structure of the synthesized PCPC was
determined from the IR and
H NMR spectra.
In the IR spectra of PCPC samples, there are absorption
bands at 1640, 1035–1040, 1500, and 1605 cm
characteristic of the vinyl group, cyclopropane ring,
and benzene rings. Also, there is an absorption band at