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Synthesis and thermal properties of azo-peroxyesters

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Abstract

New azo-perester derivatives of tert-butyl and tert-amyl hydroperoxides were obtained in reactions of azo acid chlorides with hydroperoxides in the presence of an inorganic base. Obtained azo-peresters possess two kinds of the labile functional groups: the azo group and also the perester group. The data from DSC experiments indicate that in the case of azo-perester derivatives of tert-amyl hydroperoxide, the perester group decomposes at a somewhat lower temperature than in the case of tert-butyl derivatives, whereas azo groups decompose at somewhat higher temperature in the case of derivatives with tert-amyl substituent.

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References

  1. Engel PS, Ying Y, He SL (2003) Macromolecules 36:3821

    Article  CAS  Google Scholar 

  2. Hazer B, Ayas A, Besirli N, Saltek N (1989) Makromol Chem 190:1987

    Article  CAS  Google Scholar 

  3. Engel PS, He SL, Smith WB (1997) J Am Chem Soc 119:6059

    Article  CAS  Google Scholar 

  4. Simionescu CrI, Popa AA (1992) Polym-Plast Technol Eng 31:451

    Article  CAS  Google Scholar 

  5. Vogla C, Hazer B, Torul O (1997) Eur Polym J 33:907

    Article  Google Scholar 

  6. Simionescu CrI, Comanita E, Pastravanu M, Dumitriu S (1986) Prog Polym Sci 12:1

    Article  CAS  Google Scholar 

  7. Liao WP, Chen F (1992) US Pat 5.108.622

  8. Engel PS, He SL, Ch Wang, Duan S, Smith WB (1999) J Am Chem Soc 121:6367

    Article  CAS  Google Scholar 

  9. Ivantschew SS (1979) Plaust Kautschuk 26:121

    Google Scholar 

  10. Schulz M, West G (1974) J Prakt Chemie 316:581

    Article  CAS  Google Scholar 

  11. Simionescu CrI, Sik KG, Comanita E, Dumitriu S (1984) Eur Polym J 20:467

    Article  CAS  Google Scholar 

  12. Piirma I, Chou LP (1979) J Appl Polym Sci 24:2051

    Article  CAS  Google Scholar 

  13. Sheppard ChS (1978) US Pat 4.088.642

  14. Simionescu CrI, Comanita E, Dumitriu S, Petrovici A, Shaikh AS (1982) Revista de Chimie 33:423

    CAS  Google Scholar 

  15. Shaikh AS, Comanita E, Dumitriu S, Simionescu CrI (1981) Die Angew Makromol Chem 100:147

    Article  CAS  Google Scholar 

  16. Kharasch MS, Fono A (1959) J Org Chem 24:72

    Article  CAS  Google Scholar 

  17. Bates HA, Deng PN (1983) J Org Chem 48:4479

    Article  CAS  Google Scholar 

  18. Schaeffer JR, Snoddy AO (1963) Org Syntheses Coll 4:19

    Google Scholar 

Download references

Acknowledgments

The authors express their gratitude to the Ministry of Science and Higher Education (Grant No. N N205 4006 33) for financial support.

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Authors and Affiliations

  1. Department of Organic Chemical Technology and Petrochemistry, Silesian University of Technology, Krzywoustego 4, 44-100, Gliwice, Poland

    Jan Zawadiak & Barbara Hefczyc

  2. Center of Polymer and Carbon Materials Polish Academy of Science, Zabrze, Poland

    Henryk Janeczek & Marek Kowalczuk

Authors
  1. Jan Zawadiak
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  2. Barbara Hefczyc
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  3. Henryk Janeczek
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  4. Marek Kowalczuk
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Correspondence to Barbara Hefczyc.

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Zawadiak, J., Hefczyc, B., Janeczek, H. et al. Synthesis and thermal properties of azo-peroxyesters. Monatsh Chem 140, 303–308 (2009). https://doi.org/10.1007/s00706-008-0023-4

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  • DOI: https://doi.org/10.1007/s00706-008-0023-4

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