- PII
- S3034559625010036-1
- DOI
- 10.7868/S3034559625010036
- Publication type
- Article
- Status
- Published
- Authors
- Volume/ Edition
- Volume 95 / Issue number 1-2
- Pages
- 17-26
- Abstract
- Non-catalytic and sodium acetate and sodium methoxide catalyzed reactions of N,O-dimethyl carbamate with methylamine were studied using quantum-chemical hybrid density functional methods M06 and B3LYP. All interactions proceed through concerted cyclic transition states. Non-catalytic and sodium acetate-catalyzed reactions are characterized by a large activation free energy barrier. The transformation catalyzed by sodium methoxide is characterized by a negative enthalpy of activation and a low free energy of activation.
- Keywords
- катализ карбаматы мочевины квантово-химический расчет
- Date of publication
- 17.01.2025
- Year of publication
- 2025
- Number of purchasers
- 0
- Views
- 56
References
- 1. Polyurea: Synthesis, Properties, Composites, Production, and Applications / Eds. P. Pasbakhsh, D. Mohotti, K. Palaniandy, Sh. Ambarine, B. Auckloo. Amsterdam: Elsevier, 2023. 430 p.
- 2. Toader G., Rusen E., Teodorescu M., Diacon A., Stanescu P.O., Rotariu T., Rotariu A. // J. Appl. Polym. Sci. 2016. Vol. 133. N 38. P. 43967. doi 10.1002/app.43967
- 3. Zhang R., Huang W., Lyu P., Yan S., Wang X., Ju J. // Polymers. 2022. Vol. 14. N 13. P. 2670. doi 10.3390/polym14132670
- 4. Wu G., Wang X., Wang Y., Ji C., Zhao C. // Mater. Des. 2022. Vol. 224. P. 111371. doi 10.1016/ j.matdes.2022.111371
- 5. Luo Y., Pu K., Gao J., Zhou Y., Wan J., Bai X. // J. Appl. Polym. Sci. 2024. Vol. 141. N 18. P. e55304. doi 10.1002/app.55304
- 6. Lai W., Qin B., Xu J.F., Zhang X. // J. Polym. Sci. 2024. Vol. 62. N 5. P. 900. doi 10.1002/pol.20230455
- 7. Luo J., Wang T., Sim C., Li Y. // Polymers. 2022. Vol. 14. N 14. P. 2808. doi 10.3390/polym14142808
- 8. Toader G., Diacon A., Axinte S.M., Mocanu A., Rusen E. // Polymers. 2024. Vol. 16. N 4. P. 454. doi 10.3390/polym16040454
- 9. Iqbal N., Kumar D., Roy P.K. // J. Appl. Polym. Sci. 2018. Vol. 135. N 40. P. 46730. doi 10.1002/app.46730
- 10. Isocyanates: Sampling, Analysis, and Health Effects / Eds. J. Lesage, I. DeGraff, R. Danchik. West Conshohocken: ASTM International, 2001. 133 p.
- 11. Shi R., Jiang S., Cheng H., Wu P., Zhang C., Arai M., Zhao F. // ACS Sust. Chem. Eng. 2020. Vol. 8. N 50. P. 18626. doi 10.1021/acssuschemeng.0c06911
- 12. Lin C., Xie K., Tang D. // J. Appl. Polym. Sci. 2022. Vol. 139. N 28. P. e52513. doi 10.1002/app.52513
- 13. Zheng L., Xi Q., Hu G., Wang B., Song D., Zhang Y., Liu Y. // Polymers. 2024. Vol. 16. N 7. P. 993. doi 10.3390/polym16070993
- 14. Tundo P., Arico F. // ChemSusChem. 2023. Vol. 16. N 23. P. e202300748. doi10.1002/cssc.202300748
- 15. Verma K., Sharma A., Singh J., Badru R. // Sustain. Chem. Pharm. 2023. Vol. 33. P. 101117. doi 10.1016/ j.scp.2023.101117
- 16. Самуилов А.Я., Алекбавев Д.Р., Самуилов Я.Д. // ЖOpХ. 2018. Т. 54. № 10. С. 1441; Samuilov A.Y., Alekbaev D.R., Samuilov Y.D. // Russ. J. Org. Chem. 2018. Vol. 54. N 10. P. 1453. doi 10.1134/S1070428018100032
- 17. Самуилов А.Я., Самуилов Я.Д. // ЖФХ. 2022. Т. 96. № 2. С. 205; Samuilov A.Y., Samuilov Y.D. // Russ. J. Phys. Chem. (A). 2022. Vol. 96. N 2. P. 293. doi 10.1134/S0036024422020248
- 18. Ma S., Liu C., Sablong R.J., Noordover B.A., Hensen E.J., van Benthem R.A., Koning C.E. // ACS Catal. 2016. Vol. 6. N 10. P. 6883. doi 10.1021/acscatal.6b01673
- 19. Ban J.L., Li S.Q., Yi C.F., Zhao J.B., Zhang Z.Y., Zhang J.Y. // Chin. Polym. Sci. 2019. Vol. 37. P. 43. doi 10.1007/s10118-018-2165-0
- 20. Rhoné B., Semetey V. // Synlett. 2017. Vol. 28. N 15. P. 2004. doi 10.1055/s-0036-1588866
- 21. Zhao L., Semetey V. // ACS Omega. 2021. Vol. 6. N 6. P. 4175. doi 10.1021/acsomega.0c04855
- 22. Bakkali-Hassani C., Berne D., Ladmiral V., Caillol S. // Macromolecules. 2022. Vol. 55. N 18. P. 7974. doi 10.1021/acs.macromol.2c01184
- 23. Alam M.M., Varala R., Seema V. // Mini-Rev. Org. Chem. 2024. Vol. 21. N 5. P. 555. doi 10.2174/1570193X20666230507213511
- 24. Kožený V., Mindl J., Štěrba V. // Chem. Pap. 1997. Vol. 51. N 1. P. 29.
- 25. Prachi R., Tanwar D.K., Gill M.S. // SynOpen. 2023. Vol. 7. N 4. P. 555. doi 10.1055/a-2157-5925
- 26. Ohshima T., Hayashi Y., Agura K., Fujii Y., Yoshiyama A., Mashima K. // Chem. Commun. 2012. Vol. 48. N 44. P. 5434. doi10.1039/c2cc32153j
- 27. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Scalmani G., Barone V., Mennucci B., Petersson G.A., Nakatsuji H., Caricato M., Li X., Hratchian H.P., Izmaylov A.F., Bloino J., Zheng G., Sonnenberg J.L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery J.A., Jr., Peralta J.E., Ogliaro F., Bearpark M., Heyd J.J., Brothers E., Kudin K.N., Staroverov V.N., Keith T., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J.C., Iyengar S.S., Tomasi J., Cossi M., Rega N., Millam J.M., Klene M., Knox J.E., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Martin R.L., Morokuma K., Zakrzewski V.G., Voth G.A., Salvador P., Dannenberg J.J., Dapprich S., Daniels A.D., Farkas Ö., Foresman J.B., Ortiz J.V., Cioslowski J., Fox D.J. Gaussian 09. Revision A.1. Gaussian Inc, Wallingford, 2009.
- 28. Sholl D.S., Steckel J.A. Density Functional Theory: A Practical Introduction. Hoboken: John Wiley & Sons, 2023. 224 p.
- 29. Density Functional Theory: Modeling, Mathematical Analysis, Computational Methods, and Applications / Eds. E. Cancès, G. Friesecke. Cham: Springer, 2023. 580 p.
- 30. Wynne‐Jones W.F.K., Eyring H. // J. Chem. Phys. 1935. Vol. 3. N 8. P. 492. doi 10.1063/1.1749713
