SYNTHESIS OF C8-C9 FRACTION BASIS OF PYROCONDENSATE
STABILIZERS
Ch.G. Rasulov, A.H.Azizov, E.A.Majidov, M.M.Chalishkan
Azerbaijan NAS Institute of Petrochemical Processes named after Yu.G.Mamedaliyev
e-mail: mcaliskan@qu.edu.az
Pyrolysis of low-octane petrol has become widespread in the world. As a
result, large quantities of hydrocarbons are released into the biosphere. Compounds
which are produced from pyrolysis plants still have not found their applicable areas.
In this work, it is mentioned that the fraction of 130-190°С liquid products of
the pyrolysis of low-octane petrol and para-arylalkylphenol which is obtained by the
catalytic arylalkylation of phenols are reacted with acetic acid and benzoyl chloride
to obtain aceto- and benzophenone which are used as photo stabilizer in
polystyrene.
The liquid product of C8 – C9 fraction of pyrolysis (at 130-190°С) contains
upto 36.6% of styrene. Beside styrene there are other kind of unsaturated
hydrocarbons within the fraction of 130-190oC, such as: α-methylstyrene -6.15%
,vinyltoluene-7.02%, indene-4.85%.
The fraction of 130-190°C has the following properties: Tb.=130-190°С,
20
𝑛𝐷 1.5156, 𝜌420 0.8583, molecular weight 120.
Arylalkylation reactions were carried out using KU-23, phosphoric acidimpregnated zeolite-Y, seokar-2 and seokar-2M catalysts.
The process has been accomplished by using batch and continuous devices.
The desired product was separated by the rectification of obtained alkylate. The
physical and chemical properties of para-arylalkylphenol have been determined as
Tb.=160-180°С (at 10 mmHg.); 𝑛𝐷20 1.5730, 𝜌440 0.9825; molecular weight 200.
By the acylation reaction of para-arylalkylphenol, accordingly aceto- and
bezophenones have been synthesized.
The synthesis of monoacylated products from the reaction between
cyclophenols and organic acids in the presence of Lewis catalysts.The reaction is
carried out in this method: The mixture of 16.5 grams (0.27mole) of glacial acetic
acid and 16.5 grams (0.12 mol) of ZnCl 2 are added into a150 ml three-necked round
bottom flask. The mixture is heated up to 90 0C and slowly 0.1 mol cyclophenol is
added to the mixture .The reaction is carried out between 120-1600C for between 20
to 60 minutes . Then the mixture is washed with aqueous solution of HCl and at low
pressure the mixture is distillated. At the end, the product is washed with ethyl
alcohol so acetophenone is obtained
The methods of benzoylation of cyclophenols : 0.1 mole of cyclophenol and KU-23
catalyst (catalyst amount – 10-20 % by mass on cyclophenol) are added into a100 ml
three-necked round bottom flask.The mixture are heated up to 100 oC then 0.1 mole
of benzoyl chloride is added dropwise to the mixture and heating is continued for 30
minutes.Then temperature increases between 140-160 oC and the reaction is carried
out for 8-10 hours. After the reaction is stopped , let the reaction cool to 60 oC and
filter the mixture to separate from catalyst . Add cancentrated NaOH solution to
precipitate benzophenone and again filter it .Purify with column chromatography . So
benzophenone is obtained.
The chemical structure and the physical and chemical properties of the
produced aceto- and bezophenones were determined.
Aceto- and bezophenones were tested as photo-stabilizer in polystyrene. In
contrast to the known stabilizers when aceto – and benzophenones as proposed after
the tests results were added into styrene, it was determined that optical constant
density of polystyrene samples was constant after photo-irradiation at 8 hours.
REFERENCES :
1. Majidov E.A., İbrahimov H.J., Azizov A.H., Rasulov Ch.G. // Azerbaijan Oil
Industry, 2013, №7-8, p.71-74.
2. Rasulov Ch.G., Azizov A.H., Azimova R.K., Abbasov S.İ. // Petro-chemistry,
2012, t.52, №5, p.1-5.