SYNTHESIS OF ALIPHATIC ALCOHOLS ON THE BASE ON ETHYLENE (34-36)

34 Национальная ассоциация ученых (НАУ) # 60, 20 20
ХИМИЧЕСКИЕ НАУКИ

SYNTHESIS OF ALIPHATIC ALCOHOLS ON THE BASE ON ETHYLENE

Abdullaev J.U.
Basic 1 -year doctoral student
Na tional University of Uzbekistan
Nurmanov S. E.
Doctor of techn ical Sciences, Professor,
Department of chemistry of the National University of Uzbekistan
Parmonov A skar Basimovich
Doctor of philosophy sciences (PhD), Faculty
of Chemis try of National University of Uzbekistan
Mirkhamitova D. X.
Doctor of chemical Scien ces, associate Professor,
Department of chemistry of the National University of Uzbekistan
DOI: 10.31618/nas.2413 -5291.2020.2.60.302
ANNOTATION
Synthesis of 2 -methylpropanol -1 from ethylene and ethanol at high pres sure wa s investigated. The process
parameters were determined and the effect of temp erature and reaction time on the product yield was studied.
Key word: ethylene, ethanol, synthesis on the base of ethylene, telomerization, high - pressure and catalytic
reactions.

Saturated monatomic alcohols are a great practical
importance on an industr ial scale. For example:
isopropyl alcohol is used as a raw material i n medicine,
the chemical industry and at production of acetone;
isoamyl alcohol - in the production of validol, solvents,
carbon dioxide and in the perfume industry; isomers of
octyl alco hol are plasticizers, surfactants, perfume
compositions, etc. [1 -4].
It should be noted that from aliphatic alcohols only
methyl and ethyl alcohols are produced in the Rep ublic,
but other aliphatic alcohols necessary for various
industries are not produce d. It is necessary to note that
the highest aliphatic alcohols and co mpositions on their
base, including isopropyl, octyl, lauryl alcohols are
used as surfactants, plastici zers, flotation agents and
they are imported. In the Republic there are
possibilitie s for the production of these alcohols on the
base of local raw mater ials [5,6].
Saturated alcohols were synthesized from ethanol
and at this acetone, compounds of titanium and
aluminum were used as catalysts [1].
One of the unconventional ways of produce
alcohols necessary for industry is telomerization
reactions. In this case more high -molecular alcohols are
synthesized. Ethylene is used as telogen and raw -
materials at p roduction of propanol and butanol.
Organic peroxide is used as a catalyst. The proce ss was
carried out mainly at temperature 100° C, pressure of
6.0 MPa and reaction time of 1 -6 hours, and various
telomeres corresponding to the initial alcohol are
formed [ 2]. The type of product has depended on the
process temperature, ethylene pressure a nd especially
the reaction time. By selecting technological
parameter s it is possible to control the type and volume
of products.
The process can be presented in general b y the
following reaction equations:





The telomerization reaction has included
following stages with the participation of ethanol and
ethylene:
C H 3 C H 2O H + H 2C C H 2
P,T,K
C 3H 7O H C H 3 C H 2O H + H 2C C H 2
P,T,K 2 C 4H 9O H C H 3 C H 2O H + H 2C C H 2
P,T,K 3 C 8H 17O H C H 3 C H 2O H + H 2C C H 2
P,T,K 4 C 10H 21O H

Национальная ассоциация ученых (НАУ) # 60, 20 20 35

Synthesis of 2 -methylpropanol -1 using this
method is important, isobutyl alcohol is used in various
industries, it can also replace butanol -1, due to its low
cost. In addition to nitrocellulose, rubber, and pr inting
inks [3], it is used as a component of varnish, a gel -like
liquid, as a paint remover, and in perfumes [7].
The process was carried out in a sealed reactor at
high pressure. Ethyl alcohol and gaseous ethylene were
used as the initial material s [8,9] . Synthesis of 2 -
methylpropanol -1 was performed under various
conditions: temperatur e of 30 -100° C and pressure of
10 -40 ATM., the reaction duratio n was 2 -6 h. The
influence of the reaction time on yield of 2 -
methylpropanol -1 was studied (Fig. 1).

Fig. 1 . Influence of reaction time on yield of 2-methylpropanol -1

With increasing reaction time from 2 to 6 h. the
yield of 2 -Methylpropanol -1 has increased from 17 to
53%. A further increasing reaction time caused
decreasing of yield of the product : for example , during
6 h. the yield was equaled 45%.
The influence of temperature on the product yield
was also inve stigated. Experiments were performed in
the range of 30 -80° C (Fig.2).

Fig.2. Influence of temperature on the yield of methylpropanol -1

17
22
34
53
45
0
10
20
30
40
50
60
1 2 3 4 5 6 7
Yield of produkt,
%
Reaction time, h.
17
22
34
53
45
38
0
10
20
30
40
50
60
0 1 2 3 4 5 6 7 8
Yield of product,
%
Temperature, °СH2C CH2 C 6H 13O H + P,T,K C 4H 9O H P,T,K
H2C CH2
P,T,K C 2H 5O H C 2H 4
C 8H 17O H H2C CH2
P,T,K C 10H 21O H
H2C CH2
P,T,K C 12H 25O H

36 Национальная ассоциация ученых (НАУ) # 60, 20 20
During of expe riments optimal conditions namely
temperature 60° C, pressure of 10 ATM. and a react ion
time of 5 have b een determin ed.
The structure of synthesized 2 -methylpropanol -1
was proved by IR spectroscopically (Fig. 3).

Fig.3. The IR spectrum of 2 -methylpropan ol-1

Spectrum analysis showed that the intense signal
of the hydroxyl group of 2-Met hylpropanol -1 in the IR
spectrum was observed in the region of 3321 cm -1, the
intense valence vibration signal of the hydroxyl group
(C-OH) bound of to carbon was observed in the region
of 1044 cm -1. The signal of asymmetric stretching
vibrations of m ethyl ene group (CH 2) was observed in
the region of 2927 cm -1 with high intensity, the signal
of spindle oscillations was observed in 1328 cm -1,
stretching vibrations of methine group (CH) under
2885 cm -1; asymmetric stretching vibrations of methyl
group (C H3) w ere observed in the range of 2973 cm -1
with high intensity, the signal of asymmetric and
deformation vibrations were observed in the range
1448 cm -1.
Thus, the synthesis o f 2 -methylpropanol -1 on the
base of ethylene and ethanol was investigated. The
influ ence of reaction time and temperature on the
product yield was determined, the process was
optimized and the structure of obtained products was
proved using IR spectroscopy .

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