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Atom transfer radical polymerization of some vinyl monomers catalyzed by imine macrocycle copper (I) complex

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Summary

Imine macrocyclic ligand (M1) was used in conjunction with CuBr as novel catalytic system in atom transfer radical polymerization (ATRP) of methylmethacrylate (MMA), butylmethacrylate (n-BuMA) and 2- dimethylaminoethylmethacrylate (DMAEMA). Two different initiators were involved such as Br-methoxypolyoxyethylene macroinitiator and 1, 3, 5-(2-bromo-2‘-methylpropionato) benzene three arm star initiator. The polymerization reactions were conducted at 90 °C in toluene. The macrocyclic ligand M1 demonstrated peculiar behavior which was monitored by the GPC measurements whether with respect to the polydispersities or the molar masses. High molar masses than expected were obtained except incase of DMAEMA monomer. The structures of the formed polymers were proven via 1HNMR.

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References

  1. (a) Wang JS, Matyjasewski K (1995) J. Am. Chem. Soc. 117: 5614. (b) Villarroya S, Zhou J, Heise A, Howdle SM (2006) Macromolecules 39: 633. (c) Zhao YF, Fan XH, Chen XF, Zhou QF (2006) Macromolecules 39: 948.

  2. (a) Matyjasewski K, Patten TE, Xia J (1997) J. Am. Chem. Soc. 119: 674. (b) Percec V, Barboui B (1995) Macromolecules 28: 7970. (c) Xu FJ, Kang ET, Neoh KG (2005) Macromolecules 38: 1573.

  3. (a) Grimaud T, Matyjasewski K (1997) Macromolecules 30: 2216. (b) Haddleton DM, Jasieczek CB, Hannon MJ, Shooter AJ (1997) Macromolecules 30: 2190. (c) Kato M, Kamigaito M, Sawamoto M, Higashimura T (1995) Macromolecules 28: 1721. (d) Ando T, Kato M, Kamigaito M, Sawamoto M (1996) Macromolecules 29: 1070. (e) Destarac M, Boutevin B (1998) Polym. Prepr. (Am. Chem. Soc. Div. Polym. Chem.) 39: 308. (f) Lutz JF, Hoth A (2006) Macromolecules, 39: 893.

  4. (a) Percec V, Kim HJ, Barboiu B (1997) Macromolecules 30: 6702. (b) Sumerlin BS, Neugebauer D, Matyjaszewski K (2005) Macromolecules 38: 702. (c) Chen S, Wu G, Liu Y, Long D (2006) Macromolecules 39: 330.

  5. Wang JS, Matyjaszewski K (1995) J. Am. Chem. Soc. 117: 5614.

    Google Scholar 

  6. (a) Kato N, Sawamoto M, Higashimura T (1995) Macromolecules 28: 1721. (b) Granel C, Teyssie Ph, Dubois Ph (1996) Macromolecules 29: 8576. (c) Uegaki H, Kotami Y, Kamigaito M, Sawamoto M (1998) Macromolecules 31: 6756. (d) Moineau C, Granel C, Dubois Ph (1998) Macromolecules 31: 542.

  7. Matyjasewski K, Wei M, Xia J (1997) Macromolecules 30: 8161.

    Google Scholar 

  8. (a) Davis KA, Paik H, Matyjasewski K (1999) Macromolecules 32: 1767. (b) Wang J, Grimaud T, Matyjasewski K (1997) Macromolecules 30: 6507. (c) Nanda AK, Matyjasewski K (2003) Macromolecules 36: 1487.

  9. (a) Matyjaszewski K, Pintauer T (2005) Coordination Chemistry Reviews 249: 1155. (b)Nanda AK, Matyjasewski K (2003) Macromolecules 36: 599. (c) Destarac M, Matyjaszewski K, Boutevin B, Silverman B (2000) Macromolecules 33: 4613. (d) Percec V, Barboiu B (1995) Macromolecules 28: 7970.

  10. Patten T, Xia J, Abernathy T, Matyjasewski K (1996) Science 272: 866.

    Google Scholar 

  11. Destarac M, Boutevin B (1997) Macromol. Rapid Commun. 18: 697.

    Google Scholar 

  12. (a) Raghunadh V, Sivaram S (2004) Polymer 45: 3149. (b) Haddleton DM, Crossman MC, Duncalf DJ, Shooter AJ (1999) Macromolecules 32: 2110. (c) Amass AJ, Wyres CA (2000) Polymer 41: 1697. (e) Krishnan R, Srinivasan KSV (2003) Macromolecules 36: 1769. (f) Matyjaszewski K, Xia JH (1997) Macromolecules 30: 7697.

  13. Kickelbick G, Matyjaszewski K (1999) Macromol. Rapid Commun. 20: 341.

    Google Scholar 

  14. Xia J, Matyjaszewski K (1999) Macromolecules 32: 2434.

    Google Scholar 

  15. Shen Y, Zhu S, Zeng F, Pelton RH (2000) Macromol. Chem. Phys. 201: 1169.

    Google Scholar 

  16. Xia J, Gaynor SG, Matyjaszewski K (1998) Macromolecules 31: 5958.

    Google Scholar 

  17. (a) Queffelec J, Gaynor SG, Matyjaszewski K (2000) Macromolecules 33: 8629. (b) Konak C, Matyjaszewski K, Kopecek J (2002) Polymer 43: 3735.

  18. (a) Zhu S, Yan D (2000) Macromol. Rapid Commun. 21: 1209. (b) Yang R, Wang Y, Pan C (2003) Eur. polym. J. 39: 2029.

  19. (a) Gokel GW (1996) Comprehensive Supramolecular Chemistry. Pergamon, Oxford, UK. (b) Gawronski J, Kolbon H, Katrusiak A (2000) J. Org. Chem. 65: 5768. (c) Ma H, Allmendinger M, Rieger B (2002) Eur. J. Inorg. Chem. 2857. (d) Allmendinger M, Amin A, Rieger B (2003) Heterocycles 60: 1065. (e) Amin A, Ayoub MH, El-Ghaffar MA, Rieger B (2005) Macromol. Sci. J., Part A, Pure and appl. Chemistry 42: 1047. (f) Amin A, Ayoub MH, El-Ghaffar AM, Rieger B (2005) Macromol.Sci. J., Part A, Pure and appl. Chemistry 42: 1329.

  20. Even M, Haddleton DM, Kukulj D (2003) Eur. Polym. J. 39: 633.

    Google Scholar 

  21. (a) Haddleton DM, Waterson C (1999) Macromolecules 32: 8732. (b) Amin A, Ayoub MH (2006) Macromol. Sci. J, Part A, Pure and Appl. Chemistry 43: 667.

  22. (a) Zhang X, Xia J, Matyjaszewski K (1998) Macromolecules 31: 5167. (b) Zhang X, Matyjaszewski K (1999) Macromolecules 32: 1763.

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Amin, A., El-Ghaffar, M. Atom transfer radical polymerization of some vinyl monomers catalyzed by imine macrocycle copper (I) complex. Polym. Bull. 59, 721–730 (2008). https://doi.org/10.1007/s00289-007-0808-3

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