Unsaturated polyketones — a new type of functionalized rubbers

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Authors

Konstantin Dubkov¹ , Sergej Semikolenov¹ , Maxim Kharitonov¹

1. Boreskov Institute of Catalysis

Conference / event

The 8th Asian Symposium on Advanced Materials (ASAM-8), July 2023 (Novosibirsk, Russian Federation)

Poster summary

The so-called ketonization reaction of nitrous oxide (N2O) with butadiene rubbers having different contents of 1,2-units was studied. The ketonization of rubbers (5 g) by N2O (0.186 mol) was performed batchwise in a Parr reactor (100 ml) in a benzene solvent (60 ml) at 200–230°C and elevated pressure. The reaction products were characterized by gel-penetrating chromatography, 13C NMR, and 1H NMR spectroscopy. A series of functionalized polymers and oligomers of a new type, unsaturated polyketones, with varying molecular weights and contents of carbonyl, mainly ketone, groups was obtained. GPC measurements demonstrated that molecular weight of polymers decreases with increasing conversion of C=C bonds and amount of the oxygen introduced from N2O. According to NMR data, upon ketonization of both rubbers, mainly ketone groups randomly distributed along the backbone are formed by the reaction of N2O with internal C=C bonds in 1,4-units.

Keywords

Selective oxidation, Nitrous oxide, Polybutadiene, Functionalization, Unsaturated polyketones

Research areas

Chemistry

References

1. Parmon V.N.; Panov G.I., Uriarte A., Noskov A.S., Catal. Today, 2005, 100, 115-131.
2. Dubkov K.A., Panov G.I., Parmon V.N., Russ. Chem. Rev., 2017, 86, 510–529.
3. Sidorov O.I., Dubkov K.A., Semikolenov S.V., et al., Polym. Sci., Ser. D, 11(2018) 215-224.
4. Sidorov O.I., Evseev N.E., Dubkov K.A., et al., Polym. Sci., Ser. D, 13(2020) 85-88.

Funding

No data provided

Supplemental files

No data provided

Additional information

Competing interests

No competing interests were disclosed.

Data availability statement

The datasets generated during and / or analyzed during the current study are available from the corresponding author on reasonable request.

Creative Commons license

Copyright © 2023 Dubkov et al. This is an open access work distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.