N-winyloformamid - nowy ekologiczny monomer wodorozpuszczalny

E. Bortel; E. Witek; M. Pazdro; A. Kochanowski

Published : 2022-08-26

Vol. 52 No. 7-8 (2007)

N-vinylformamide - a new environmentally friendly water-soluble monomer

E. Bortel E. Witek M. Pazdro A. Kochanowski

Abstract

N-vinylformamide (NVF) is a nontoxic water-soluble monomer, isomeric in relation to acrylamide, until recently introduced into the industrial scale of production. Three various methods of N-vinylformamide synthesis were described, according to the technologies realized in BASF (Germany), Mitsubishi (Japan) and Air Products & Chemicals (USA) companies. There was described the structure of NVF molecule which can form four various conformers because of strong coupling. The reason of the presence of signals of just two conformers in NMR spectra (trans-cis and trans-trans only, cis-cis and cis-trans not present) has been justified on the basis of the results of own spectroscopic investigations (Fig. 1 and 2) and quantum-mechanical calculations (Fig. 3 and 4). The reactions accompanying the radical or ionic NVF polymerizations were presented. Possible applications of poly(N-vinylformamide) as well as of polyvinylamine, obtained by its hydrolysis, were pointed.

Keywords

N-winyloformamid ; polimeryzacja jonowa ; polimeryzacja rodnikowa ; poliwinyloamina ; konformery ; spektroskopia NMR N-vinylformamide ; ionic polymerization ; radical polymerization ; polyvinylamine ; conformers ; NMR spectroscopy

Details

References

Statistics

Authors

Download files

PDF (Język Polski)

Zasady cytowania

Bortel, E., Witek, E., Pazdro, M., & Kochanowski, A. (2022). N-vinylformamide - a new environmentally friendly water-soluble monomer. Polimery, 52(7-8), 503–510. Retrieved from https://polimery.ichp.vot.pl/index.php/p/article/view/1443

References

Novak B. M., Cafmayer J. T.: J. Am. Chem. Soc. 2001, 123, 11 083.

2. Schiller A. M., Suen T. J.: Ind. Eng. Chem. 1956, 48, 2132.

3. Bayer E., Geckeler K., Weingartner H.: Macromol. Chem. 1980, 181, 585.

4. Bicak N., Sherrington D. C., Bulbul H.: Eur. Polym. J. 2001, 37, 801.

5. Hughes A. R., St. Pierre T.: "Macromolecular Synthesis", Wiley, New York 1967, str. 37.

6. Fischer T., Heitz W.: Macromol. Chem. Phys. 1994, 95, 679.

7. Dawson D. J., Gless R. D. Jr., Wingart R. E.: J. Am. Chem. Soc. 1976, 19, 5996.

8. Kröner M., Dupois J., Winter M.: J. Prakt. Chem. 2000, 342, 115.

9. Summerville R. H., Stackman R. W.: Polym. Prepr. 1983, 24, 12.

10. Pat. jap. 03 181 451 (1986); Chem. Abstr. 1991, 113, 279 449.

11. Parris G. E., Armor J.N.: Appl. Cat. 1991, 78, 45.

12. Pinschmidt R. K. Jr., Wasowski L. K., Orphanides G. G., Jacoub K.: Progr. Org. Coat. 1996, 27, 209.

13. Gu L., Zhu S., Hrymak A. N., Pelton R. H.: Polymer 2000, 42, 3077.

14. Yamamoto K., Serizawa T., Akashi M.: Macromol. Chem. Phys. 2003, 204, 1027.

15. Kathmann E. E., McCormick C. L.: Macromolecules 1993, 26, 5249.

16. Kathmann E. E., White L. A., McCormick C. L.: Macromolecules 1996, 29, 5268.

17. Chang Y., McCormick C. L.: Macromolecules 1993, 26, 4814.

18. Spange S., Madl A., Eismann U., Utecht J.: Macromol. Rapid Commun. 1997, 18, 1075.

19. Madl A., Spange S.: Macromolecules 2000, 33, 5325.

20. Madl A., Spange S.: Macromol. Symp. 2003, 161, 149.

21. Yamamoto K., Imamura Y., Nagatomo E., Serizawa T., Muraoka Y., Akashi M.: J. Appl. Polym. Sci. 2003, 89, 1277.

22. Gu L., Zhu S., Hrymak A. N., Pelton R. H.: Macromol. Rapid Commun. 2001, 22, 212.

23. Dewar M. J. S., Zoebisch E. G., Healy E. F., Stewart J. J. P.: J. Am. Chem. Soc. 1985, 107, 3902.

24. Stewart J. J. P.: J. Comput. Chem. 1989, 10, 209.

25. Madl A., Spange S., Waldbach T., Anders E., Mahr N.: Macromol. Chem. Phys. 1999, 200, 1495.

26. Steve R.: Sci. Technol. 2005, 85, 38.

Google Scholar

Altmetric indicators

Citing articles via

Statistics

Total abstract views : 0

PDF Downloads : 0

E. Bortel

E. Witek witek@chemia.uj.edu.pl

Affiliation
Uniwersytet Jagielloński, Wydział Chemii, ul. R. Ingardena 3, 30-060 Kraków

M. Pazdro

A. Kochanowski