Reaction of Polysulphides of 2-tert-Butylphenol with Rubber and Heptene-1 in the Inert Atmosphere and in the Air
A. P. KRYSIN1, A. A. NEFEDOV1,2, T. YA. GAVRIKOVA3, A. S. KILMETYEV1
1Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Novosibirsk, Russia
2Novosibirsk State University, Novosibirsk, Russia
3Reshetnev Siberian State University of Science and Technology, Krasnoyarsk, Russia
Keywords: ди- и полисульфиды 2-трет-бутилфенола, термолиз, реакции олефинов, графт-полимеры, прививка антиоксидантов, модифицированный каучук, di- and polysulphides of 2-tert-butylphenol, thermolysis, olefin reactions, grafted polymers, antioxidant grafting, modified rubber
Pages: 394-400
Abstract
Heating of heptene-1 in the presence of di- and polysulphides of о - tert -butylphenol (TAB stabilizer) at a temperature of 200 °C in the inert atmosphere leads to isomeric S-heptylthiophenols in good yield. When this reaction is carried out in the air, the products of heptene-1 dimerization and trimerization are formed; similarly to initial heptene-1, they are oxidized by atmospheric oxygen with the formation of aliphatic alcohols and esters. The possibility to grafting sulphur-containing fragments to the olefin initiated the experiments with rubber, a polymeric olefin. Thermal treatment of the compositions of butadiene-nitrile rubber in the presence of sulphur-containing compounds obtained on the basis of 2- tert -butylphenol (TAB) is accompanied by thermolysis of the polysulphide components of TAB stabilizer and the formation of 4-mercaptophenols and thermolysis products that cannot be extracted from rubber, which is the evidence of their grafting to it. Technical characteristics of rubber incorporating the fragments of compounds included in TAB stabilizer were studied. The possibility to use this rubber with the grafted antioxidant for manufacturing the products contacting with the solvents was demonstrated.
DOI: 10.15372/CSD20180407
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