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Step-growth polymerization of unsaturated aldehydes with diaminodiphenylmethane

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Journal of Coatings Technology

Abstract

Step-growth polymerization of diaminodiphenylmethane and unsaturated aldehydes (crotonaldehyde, cinnamaldehyde) proceeded easily in toluene at reflux temperature. Resins with molecular weights up to 1,500 g/mol were formed. In the first step of the reaction, the amino and the aldehyde groups reaction were predominate while the double bonds dominated to a lesser extent. The portion of unreacted monomers was under one percent. The resins consisted of oligomers with -CHNH-, -CH=N-, and -CH=CH-groups, which further reacted to form highly crosslinked resins. Kinetic data, the heat of the addition, the heat of condensation, and the activation energy were calculated.

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References

  1. Stamler, A.B. and Geller, B.E.,Nauch. Tr. Tashkent Tekst. Inst., 2, 4 (1967).

    Google Scholar 

  2. Stamler, A.B. and Geller, B.E.,Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 10, 220 (1967).

    CAS  Google Scholar 

  3. Starkov, S.P. and Glushkova, L.,Khim. Geterotsikl. Soedin., 1, 16 (1967).

    Google Scholar 

  4. Starkov, S.P. and Glushkova, L.,Khim. Geterotsikl. Soedin., 1, 180 (1967).

    Google Scholar 

  5. Voskoboinik, G.A., Fedorov, Y.J. Kozlova, T.P., and Ryabov, A.V.,Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 17, 861 (1974).

    CAS  Google Scholar 

  6. Hassan, E.A. and Sayyah, S.M.,Indian J. Technol., 12, 123 (1974).

    CAS  Google Scholar 

  7. Kazakova, G. S., Machtina, K. A., and Moskvin, F. A.,Osnovn. Organ. Sintez i Neftekhimiya, 3, 40 (1975).

    Google Scholar 

  8. Dongre, R.N., Ponrathnam, S., and Nadkarni, V.M.,J. Macromol. Sci.-Chem., A23, 1215 (1986).

    Article  CAS  Google Scholar 

  9. Dongre, R.N., Ponrathnam, S., and Nadkarni, V.M.,J. Macromol. Sci.-Chem., A24, 125 (1987).

    Article  CAS  Google Scholar 

  10. Sebenik, A.,J. Appl. Polym. Sci., 54 1013 (1994).

    Article  CAS  Google Scholar 

  11. Zigon, M., Sebenik, A., and Osredkar, U.,J. Appl. Polym. Sci., 45 597 (1992).

    Article  CAS  Google Scholar 

  12. Carrey, F.,Organic Chemistry, McGraw-Hill, New York, 1987.

    Google Scholar 

  13. Borchardt, H.J. and Daniels, F.,J. Am. Chem. Soc., 79 41 (1957).

    Article  CAS  Google Scholar 

  14. Sebenik, A., Visovisek, I., and Lapane, S.,Eur. Polym. J., 10 273 (1974).

    Article  CAS  Google Scholar 

  15. Reed, R.L., Weber, L., and Gottfried, B.S.,Ind., Engng. Chem. Fundamentals, 4 38 (1965).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. University of Ljubljana, Slovenia

    Anton Sebenik

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  1. Anton Sebenik
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Faculty of Chemistry and Chemical Technology, Askerceva 5, 1001 Ljubjana, P.O.B. 537, Slovenia.

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Sebenik, A. Step-growth polymerization of unsaturated aldehydes with diaminodiphenylmethane. Journal of Coatings Technology 70, 95–100 (1998). https://doi.org/10.1007/BF02720502

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