ISSN 1070-4272, Russian Journal of Applied Chemistry, 2014, Vol. 87, No. 2, pp. 230−233. © Pleiades Publishing, Ltd., 2014.
Original Russian Text © A.Yu. Kluev, E.D. Skakovskii, E.I. Rozhkova, N.G. Kozlov, O.A. Molchanova, N.V. Puchkova, 2014, published in Zhurnal Prikladnoi
Khimii, 2014, Vol. 87, No. 2, pp. 250−253.
Synthesis and Investigation of Antiseptic
A. Yu. Kluev
, E. D. Skakovskii
, E. I. Rozhkova
N. G. Kozlov
, O. A. Molchanova
, and N. V. Puchkova
Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13,
Minsk, 220072 Belarus
Institute of Chemistry of New Materials, ul. Skorina 36, Minsk, 220141 Belarus
Received September 27, 2013
Abstract—The results of obtaining and studying the properties of rosins modified with diamines were reported.
Fungicidal properties of the resulting products were examined. The possibility of using them in impregnations to
protect cellulose rope yarn and wood from mold, wood-staining and wood-destroying fungi.
Natural materials based on cellulose are widely used
in practical human activity. Since this material suffers
from biodeterioration, in particular, from fungal attack,
in some cases it should be protected using antiseptics
[1, 2]. Disadvantages of conventional antiseptics
(copper naphthenate, phenol derivatives, and α-pyrene)
are low activity against most pathogenic fungi and
microorganisms, toxicity and aggressiveness towards
the protected materials. Therefore, development of new
effective protective agents is important.
It is known that the rosin derivatives possess valuable
properties  Fro example, N-(dimethylaminomethyl)-
imide maleopimaric acid , compositions comprising
modiﬁ ed colophony , pentaerythritol ester of
a mixture of rosin and fatty acids , N-(hydroxyethyl)-
imide of terpene/maleic adduct (TMA)  demonstrate
fungicidal and bactericidal activity
The goal of this work was chemical modiﬁ cation
of rosin diamines and developing on the basis of the
products antiseptic compositions that exhibit fungicidal
activity in relation to mold, wood-staining and wood-
For modiﬁ ed rosins were used: pine gum rosin
(JSC “Lesohimik”) T
= 73°C, AN = 172 mg KOH
per g and disproportionated rosin T
= 62°C, AN =
162 mg KOH per g. Iodine in an amount of 0.5 wt %
was as a disproportionation catalyst (the reaction
temperature T = 220 ± 5°C, the reaction time t = 2 h).
Ethylenediamine (EDA), diethylenetriamine
(DETA), hexamethylenediamine (HMDA) served as the
chemical modiﬁ ers of rosin.
Interaction of gum and disproportionated rosin
with diamines. In a reactor equipped with a mechanical
stirrer, thermometer, and condenser gum rosin was
charged, heated to 100°C, and stirred until homogeneous
then added diamine (ratio of diamine to resin acids =
1 : 1). The reaction mixture was heated to 190 ± 5°C.
Monitoring of the reaction was performed by the change
in the acid number. After the process completion the
volatile components were distilled from the reaction
mixture at 190 ± 5°C (10–15 mmHg), the residue was
transferred to a special moulding box.
Determination of softening temperature T
acid number were performed as described in .