18673-84-2Relevant academic research and scientific papers
Synthesis of siloxane analogue of polyethylene terephthalate
Anisimov, Anton A.,Kuvandykova, Elena A.,Buzina, Alexander I.,Muzafarov, Aziz M.
, p. 461 - 462 (2019)
New large-capacity polyethylene terephthalate siloxane analogue was obtained by Zn(OAc)2-promoted polycondensation of 1,3-bis[p-(methoxycarbonyl)phenyl]disiloxane with ethylene glycol at 200°C. The thermal and thermooxidative stabilities of the
Aerobic Co-/ N-Hydroxysuccinimide-Catalyzed Oxidation of p-Tolylsiloxanes to p-Carboxyphenylsiloxanes: Synthesis of Functionalized Siloxanes as Promising Building Blocks for Siloxane-Based Materials
Goncharova, Irina K.,Silaeva, Kseniia P.,Arzumanyan, Ashot V.,Anisimov, Anton A.,Milenin, Sergey A.,Novikov, Roman A.,Solyev, Pavel N.,Tkachev, Yaroslav V.,Volodin, Alexander D.,Korlyukov, Alexander A.,Muzafarov, Aziz M.
supporting information, p. 2143 - 2151 (2019/02/05)
Synthesis of organosilicon products with a "polar" functional group within organic substituents is one of the most fundamentally and practically important challenges in today's chemistry of silicones. In our study, we suggest a solution to this problem, viz., a high-efficiency preparative method based on aerobic Co-/N-hydroxysuccinimide (NHSI) catalyzed oxidation of p-tolylsiloxanes to p-carboxyphenylsiloxanes. This approach is based on "green", commercially available, simple, and inexpensive reagents and employs mild reaction conditions: Co(OAc)2/NHSI catalytic system, O2 as the oxidant, process temperature from 40 to 60 °C, atmospheric pressure. This reaction is general and allows for synthesizing both mono- and di-, tri-, and poly(p-carboxyphenyl)siloxanes with p-carboxyphenyl groups at 1,1-, 1,3-, 1,5-, and 1,1,1-positions. All the products were obtained and isolated in gram amounts (up to 5 g) and in high yields (80-96%) and characterized by NMR, ESI-HRMS, GPC, IR, and X-ray data: p-carboxyphenylsiloxanes in crystalline state form HOF-like structures. Furthermore, it was shown that the suggested method is applicable for the oxidation of organic alkylarene derivatives (Ar-CH3, Ar-CH2-R) to the corresponding acids and ketones (Ar-C(O)OH and Ar-C(O)-R), as well as hydride silanes ([Si]-H) to silanols ([Si]-OH). The possibility of synthesizing monomeric (methyl) and polymeric (siloxane-containing PET analogue, Sila-PET) esters based on 1,3-bis(p-carboxyphenyl)disiloxane was studied. These processes occur with retention of the organosiloxane frame and allow to obtain the corresponding products in 90 and 99% yields.
