Comparative Properties of Ethyl, n -Butyl, and n -Octyl Cyanoacrylate Bioadhesives Intended for Wound Closure - Biologically Responsive Biomaterials for Tissue Engineering - page 91

CN CN

C 5 H 12 CIN

+ n H 2 O

CH 2 C

+ n CH 2

nCH 2 O

n

COOEt

COOEt

CN

CN

CH 2 nH 2 C

C

COOEt

n

COOEt

Fig. 5.2 Synthesis of ethyl cyanoacrylate monomer (Et: CH 2 -CH 3 )

5.2.1.1 Polymerization of the Cyanoacrylate Monomers

Cyanoacrylate polymer films were prepared by adding water to the corresponding mono-
mers. 2 ml of cyanoacrylate monomer and 2 ml of distilled water (1:1 vol/vol) were
mixed in an polyethylene container under ambient conditions. Although the monomers
began to polymerize quickly when they came into contact with water, the polymerization
reactions lasted for 1 week. After taking out the polymer films from the remaining water,
they were maintained at room temperature for 24 h before characterization.

5.2.2 Experimental Techniques

5.2.2.1 Infrared Spectroscopy

The ATR-IR spectra of the cyanoacrylates were obtained in Tensor 27 Bruker spec-
trometer (Bruker Optik GmbH, Madrid, Spain). The attenuated total multiple
reflection method was employed (ATR-IR), and a diamond prism (Golden gate
device) was used; the incident angle of the IR beam was 45° and 60 scans were
obtained and averaged at a resolution of 4 cm − 1 .

5.2.2.2 1 H and 13 C Nuclear Magnetic Resonance

Nuclear Magnetic Resonance (NMR) experiments were carried out in Bruker
AC-400 spectrometer (Bruker, Rheinstetten. Germany), provided with a magnet
of 400 MHz, dual probe 1 H/ 13 C (5 mm), variable temperature unit, and automated
sample exchanger up to 60 samples. The experiments were carried out in special