NMR ANALYSIS OF THERMAL REACTIONS OF RESIN ACID OF ROSIN

UDC 543.429.23:66.092-977:665.947.2

  • Skakovskii Evgeniy Dominikovich – PhD (Chemistry), Leading Researcher of the Laboratory of Physical-Chemical Methods of Research. Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus (13, Surganova str., 220072, Minsk, Republic of Belarus). E-mail: sed@ifoch.bas-net.by

  • Tychinskaya Lyudmila Yul’evna – PhD (Chemistry), Head of the Laboratory of Physical-Chemical Methods of Research. Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus (13, Surganova str., 220072, Minsk, Republic of Belarus). E-mail: spektr@ifoch.bas-net.by

  • Matveichuk Sergei Vasilievich – PhD (Chemistry), Leading Researcher of the Laboratory of Physical-Chemical Methods of Research. Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus (13, Surganova str., 220072, Minsk, Republic of Belarus). E-mail: msv@ifoch.bas-net.by

  • Klyuev Andrey Yur’yevich – DSc (Engineering), Professor of the Department of Woodworking Technology. Belarusian State Technological University (13a, Sverdlova str., 220006, Minsk, Republic of Belarus). E-mail: andrey_kluev_bstu@mail.ru

  • Hapankova Alena Igorevna – Junior Researcher of a Theme Group of Chemistry of Nitrogen-Contai­ning Organic Substances. Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus (13, Surganova str., 220072, Minsk, Republic of Belarus). E-mail: elenagapankova@gmail.com

  • Latyshevich Iryna Aleksandrovna – researcher of a Theme Group of Chemistry of Nitrogen-Contai­-ning Organic Substances. Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus (13, Surganova str., 220072, Minsk, Republic of Belarus). E-mail: irinalatyshevitch@gmail.com

DOI: https://doi.org/10.52065/2520-2669-2021-241-1-74-81

Keywords:  resin acids, rosin, heating, composition, NMR spectrum.

For citation: Skakovskii E. D., Tychinskaya L. Yu., Matveichuk S. V., Klyuev A. Yu., Hapanko­va A. I., Latyshevich I. A. NMR analysis of thermal reactions of resin acid of rosin. Proceedings of BSTU, issue 2, Chemical Engineering, Biotechnologies, Geoecology, 2021, no. 1 (241), pp. 74–81 (In Russian). DOI: https://doi.org/10.52065/2520-2669-2021-241-1-74-81.

Abstract

A comparative1H and 13C NMR analysis of the thermal reactions of two samples of rosin and the abietic acid isolated from it at temperatures of 190 and 220°C with open air was carried out. Rosin was produced at JSC “Lesokhimik” (Borisov, Belarus) in 2006 and 2018. Seven resin acids were present in the initial samples: abietic, dehydroabietic, isopimaric, neo-abietic, palusturic, pimaric and sandaracopymaric. We found an additional four acids in abietic acid (82.9%), which was isolated: dehydroabietic, isopimaric, neo-abietic, and palusturic.

It was found that heating rosin at 190°C leads to the reversible isomerization of resin acids of the abietanic skeleton with the establishment of a new ratio of their content. The content of pimaranic type acids remains practically unchanged. It is shown that oxidation and destruction under these conditions are insignificant. Heating a mixture with a high content of abietic acid leads to a noticeable expenditure of it with the formation of an additional amount of acids present in the mixture.

Thermolysis of rosin and isolated abietic acid at 220°C changes the dynamics of the reactions, that leads to a noticeable destruction of the components of the mixture. The effective interaction with mole­-cular oxygen leads to the formation of dehydroabietic acid, some new acids and ketones.

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03.06.2020