The use of microfluidic hardware in the synthesis of oligohexamethylene guanidine derivatives
https://doi.org/10.32362/2410-6593-2021-16-4-307-317
Abstract
Objectives. To develop a method for the microfluidic synthesis of oligohexamethylene guanidine salts in a flow-type reactor and to evaluate its effectiveness in relation to the synthesis in a traditional capacitive reactor and compare the purities of products obtained by these methods.
Methods. The synthesis of oligohexamethylene guanidine bihydrocarbonate (OHMG-BHC) was done using microfluidic hardware and the classical approach in volume. The purity and structure of the resulting product were confirmed by 13C NMR spectroscopy and high-performance liquid chromatography (HPLC).
Results. The 13C NMR spectrum of OHMG-BHC in classical bulk synthesis demonstrates that the product is unbranched and contains additionally unidentifiable impurities, in contrast to the sample obtained by the microfluidic method. Furthermore, the HPLC analysis showed that the OHMG-BHC sample synthesized using microfluidic technology has a 1.5-fold lower content than the initial monomers.
Conclusions. The advantage of synthesizing OHMG-BHC in a flow-type reactor compared to the traditional method of synthesis in volume is demonstrated since a product with a higher degree of purity is obtained.
About the Authors
D. A. AkhmedovaRussian Federation
Diana A. Akhmedova, Master Student, Department of Biotechnology and Industrial Pharmacy, M.V. Lomonosov Institute of Fine Chemical Technologies; Researcher
86, Vernadskogo pr., Moscow, 119571
Competing Interests:
The authors declare no conflicts of interest
D. O. Shatalov
Russian Federation
Denis O. Shatalov, Cand. Sci. (Pharm.), Associate Professor, Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Competing Interests:
The authors declare no conflicts of interest.
I. S. Ivanov
Russian Federation
Ivan S. Ivanov, Postgraduate Student, Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Competing Interests:
The authors declare no conflicts of interest.
A. V. Aydakova
Russian Federation
Anna V. Aydakova, Postgraduate Student, Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Competing Interests:
The authors declare no conflicts of interest.
A. Herbst
Switzerland
Alexander Herbst, Dr. Sci. (Eng.), General Director
Gänsacker 5, Frico AG, 5070
Competing Interests:
The authors declare no conflicts of interest.
L. Greiner
Germany
Lasse Greiner, Dr. Sci. (Eng.), Professor, Head of the Faculty of Biotechnology
10, Paul-Wittsack Street, Mannheim, 68163
Competing Interests:
The authors declare no conflicts of interest.
A. P. Kaplun
Russian Federation
Alexander P. Kaplun, Dr. Sci. (Chem.), Professor, Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Scopus Author ID 7006433250
Competing Interests:
The authors declare no conflicts of interest.
A. S. Zhurbenko
Russian Federation
Anton S. Zhurbenko, Student, Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Competing Interests:
The authors declare no conflicts of interest.
S. A. Kedik
Russian Federation
Stanislav A. Kedik, Dr. Sci. (Eng.), Professor, Head of the Department of Biotechnology and Industrial Pharmacy
86, Vernadskogo pr., Moscow, 119571
Scopus Author ID 7801632547
Competing Interests:
The authors declare no conflicts of interest.
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Supplementary files
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1. Hardware diagram of microfluidic synthesis: 1 – an aqueous solution of GHC and HMDA; 2 – a syringe pump; 3 – a microreactor; 4 – a control computer; 5 – a rotary evaporator. | |
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2. This is to certify that the paper titled The use of microfluidic hardware in the synthesis of oligohexamethylene guanidine derivatives commissioned to us by Diana A. Akhmedova, Denis O. Shatalov, Ivan S. Ivanov, Anna V. Aydakova, Alexander Herbst,Lasse Greiner, Alexander P. Kaplun, Anton S. Zhurbenko, Stanislav A. Kedik has been edited for English language and spelling byEnago, an editing brand of Crimson Interactive Inc. | |
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- A method for the microfluidic synthesis of oligohexamethylene guanidine (OHMG) salts in a flow-type reactor was developed.
- The efficiency of microfluidic synthesis in a flow-type reactor with a classical capacitive reactor was compared.
- Spectral 13C NMR analysis of the OHMG dihydrocarbonate sample obtained during classical synthesis in volume showed that the product is unbranched and contains additionally unidentifiable impurities, unlike the sample obtained by the microfluidic method.
- The high-performance liquid chromatography analysis showed that the sample of OHMG dihydrocarbonate synthesized using microfluidic technology had a 1.5 times lower content of the initial monomers.
Review
For citations:
Akhmedova D.A., Shatalov D.O., Ivanov I.S., Aydakova A.V., Herbst A., Greiner L., Kaplun A.P., Zhurbenko A.S., Kedik S.A. The use of microfluidic hardware in the synthesis of oligohexamethylene guanidine derivatives. Fine Chemical Technologies. 2021;16(4):307-317. https://doi.org/10.32362/2410-6593-2021-16-4-307-317