Abstract: Earlier it was shown that the oxygenation of double bonds in polydienes by nitrous oxide (N2O) via the 1,3-dipolar cycloaddition mechanism (the so-called ketonization reaction) provides a synthetic route for obtaining a new type of carbonyl functionalized polymers and oligomers–unsaturated polyketones. Here, the ketonization of polybutadiene with a relatively high content of trans-1,4-units and 1,2-units at 160–230 °C and elevated pressure was studied. Oxygenated polymer products containing from 0.3 to 8.8 wt % oxygen in the form of carbonyl, mainly ketone, groups and having Mn from 34000 to 860 g/mol, respectively, have been obtained. The conversion of ca. 10% of double bonds in the parent polybutadiene during the reaction transforms it into carbonyl functionalized liquid rubber. A comparison of the obtained results with those for ketonization of cis-1,4-polybutadiene has revealed the effect of cis/trans isomerism of 1,4-units and the content of 1,2-units on the reaction mechanism and the characteristics of the resulting polymer products.

Cite: Semikolenov S.V. , Ivanov D.P. , Dubkov K.A.
The Effect of 1,2- and trans-1,4-Units on Ketonization of Polybutadienes by Nitrous Oxide
Industrial and Engineering Chemistry Research. 2024. V.63. N6. P.2696–2704. DOI: 10.1021/acs.iecr.3c03873 WOS Scopus РИНЦ AN OpenAlex

Dates:

Submitted:	Nov 3, 2023
Accepted:	Jan 12, 2024
Published online:	Jan 31, 2024
Published print:	Feb 14, 2024

Identifiers:

Web of science:	WOS:001159010500001
Scopus:	2-s2.0-85184802272
Elibrary:	66126536
Chemical Abstracts:	2024:222925
OpenAlex:	W4391402212

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