Russian Journal of Applied Chemistry, 2009, Vol. 82, No. 1, pp. 80−85.
Pleiades Publishing, Ltd., 2009.
Original Russian Text
S.A. Semenova, Yu.F. Patrakov, M.V. Batina, 2009, published in Zhurnal Prikladnoi Khimii, 2009, Vol. 82, No. 1, pp. 80−85.
ORGANIC SYNTHESIS AND INDUSTRIAL
Preparation of Oxygen-Containing Organic Products
from Bed-Oxidized Brown Coal by Ozonation
S. A. Semenova, Yu. F. Patrakov, and M. V. Batina
Institute of Physicoorganic Chemistry, National Academy of Sciences of Belarus, Minsk, Belarus
Received April 9, 2008
Abstract—The possibility of modifying the functional composition of humic acids by gas-phase ozonation of
bed-oxidized brown coal was examined. About 90% of the organic matter of brown coal was converted to low-
molecular-weight soluble oxygen-containing products by stepwise liquid-phase ozonation (in chloroform and
Hydrocarbons of oil and natural gas are considered
today as major sources of raw materials for chemical
industry. At the same time, the substance composition
of solid fossil fuels of low chemical ripeness (humus
brown, liptobiolite, sapropelite coals) suggests the
possibility of using them not only in power engineering
but also as natural raw materials for production of liquid
fuel, fertilizers, sorbents, benzenecarboxylic acids,
biologically active substances, lignite wax, and other
valuable products [1, 2].
Search for alternative applications of coals (other than
their use as fuel and in coal-tar chemical industry) was
actively performed in the beginning of the XX century
and then in the 1970s, in the period of oil crisis . The
shortage of readily accessible oil resources is outlined
again, and therefore it becomes topical to examine the
possibilities of producing valuable organic products by
processing of solid fuels.
Along with a wide series of coals occurring in
Kemerovo oblast, in its northern part there are deposits
of humus brown coals. The upper stripping strata of
the deposits being mined consist, as a rule, of naturally
oxidized weathered coals with poor power-engineering
characteristics: low caloriﬁ c value, increased ash and
moisture content, large amount of ﬁ ne fractions, etc.
Furthermore, these strata are sources of environmental
pollution . In this connection, it is appropriate to
develop economically efﬁ cient and environmentally safe
procedures for processing of such coals oxidized under
The treatment procedures usually used in coal
fuel chemistry are based on deep degradation of the
organic matter of coal (OMC). In the process, numerous
valuable chemical compounds are lost in the course of
decomposition of OMC structural fragments. One of
mild oxidation methods is ozonation. It allows both
introduction of oxygen-containing functional groups into
OMC and preparation of new organic products.
In this study we examined the possibility of preparing
oxygen-containing organic substances by gas- and liquid-
phase ozonolysis of weathered brown coal from the
Barandat deposit of Kemerovo oblast.
A sample of weathered brown coal taken from the
upper unit of the coal bed (Barandat deposit, Kaichak
open pit) had the following characteristics (%): ash
26.0, yield of volatiles V
51.0, moisture content
The initial coal sample was ﬁ rst demineralized with
10% HCl and 3% HF solution (A
of decalciﬁ ed sample
3%) and then debituminized with chloroform. The
characteristics of the coal are given in Table 1.
Ozonation of the coal (1–1.5 vol % ozone, fraction
0–0.063 mm, sample weight 2 g) was performed at
25°C in a temperature-controlled rotating reactor. The
amount of ozone at the inlet and outlet of the reactor
was determined by volumetric iodometric titration 
of intermittently taken gas samples. Ozonides formed