화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Macromolecular Research, Vol.25, No.2, 180-189, February, 2017
DOI10.1007/s13233-017-5014-z  Export Citation
Synthesis and Characterization of Star-Shaped Carboxyl Group Functionalized Poly(lactic acid) Through Polycondensation Reaction
Pavel Kucharczyk†, Jiri Zednik1, and Vladimir Sedlarik
  • Centre of polymer systems, University Institute, Tomas Bata University in Zlin, Tr. Tomase Bati 5678, Zlín, Czech Republic
  • 1Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague, Hlavova 2030/8, 128 40 Prague 2, Czech Republic
E-mail:
Present paper deals with the preparation and characterization of carboxyl-functionalized poly(lactic acid) (PLA) of non-linear, star-shaped architecture prepared by direct melt polycondensation of lactic acid and pentetic acid - applied as a star polymer core. Influence of the optical purity of the lactic acid (L or DL) on the structure and properties of the product is investigated in close details. The influence of pentetic acid core on molar mass, as analysed by the means of gel permeation chromatography using triple detection (refractive index, light scattering and viscometric detectors) is performed as a detailed survey. Furthermore FTIR and NMR spectra, end group analysis, and water contact angle measurements were analysed to receive detailed product characteristics. Differential scanning calorimetry was carried out to examine thermal properties. Obtained results confirm the possibility of the starshaped structure preparation using a simple polycondensation reaction. The properties of the prepared polymers were found to be dependent on optical purity of the lactic acid precursor.
Keywords:branched polylactic acid;functionalization;polycondensation;biodegradable polyester
  1. Ikada Y, J. Royal Soc. Interface, 3, 589 (2006)
  2. Sabir MI, Xu XX, Li L, J. Mater. Sci., 44(21), 5713 (2009)
  3. Vert M, J. Mater. Sci. -Mater. Med., 20, 437 (2009)
  4. Vaida C, Mela P, Kunna K, Sternberg K, Keul H, Moller M, Macromol. Biosci., 10, 925 (2010)
  5. Ali SAM, Zhong SP, Doherty PJ, Williams DF, Biomaterials, 14, 648 (1993)
  6. Stloukal P, Kalendova, Mattausch H, Laske S, Holzer C, Koutny M, Polym. Test, 41, 124 (2015)
  7. Rasal RM, Janorkar AV, Hirt DE, Prog. Polym. Sci, 35, 338 (2010)
  8. Nampoothiri KM, Nair NR, John RP, Bioresour. Technol., 101(22), 8493 (2010)
  9. Zednik J, Riva R, Lussis P, Jerome C, Jerome R, Lecorate P, Polymer, 49(3), 697 (2008)
  10. Pavelkova A, Kucharczyk P, Stloukal P, Koutny M, Sedlarik V, Polym. Adv. Technol., 25, 595 (2014)
  11. Janata M, Masar B, Toman L, Vlcek P, Latalova P, Brus J, Holler P, React. Funct. Polym., 57(2-3), 137 (2003)
  12. Nyanhongo GS, Rodriguez RD, Prasetyo EN, Caparros C, Ribeiro C, Sencadas V, Lanceros-Mendez S, Acero EH, Guebitz GM, React. Funct. Polym., 73(10), 1399 (2013)
  13. CHICKERING DE, JACOB JS, MATHIOWITZ E, React. Polym., 25(2), 189 (1995)
  14. Drumright RE, Gruber PR, Henton DE, Adv. Mater., 12(23), 1841 (2000)
  15. Sedlarik V, Kucharczyk P, Kasparkova V, Drbohlav J, Salakova A, Saha P, J. Appl. Polym. Sci., 116(3), 1597 (2010)
  16. Di Martino A, Sedlarik V, Int. J. Pharm., 474, 134 (2014)
  17. Yeo Y, Park KN, Arch. Pharm. Res., 27, 1 (2004)
  18. Lim LT, Auras R, Rubino M, Prog. Polym. Sci, 33, 820 (2008)
  19. Vert M, Li S, Garreau H, Mauduit J, Boustta M, Schwach G, Engel R, Coudane J, Angew. Makromol. Chem., 247, 239 (1997)
  20. Von Dittrich W, Schulz RC, Angew. Makromol. Chem., 15, 109 (1971)
  21. Kricheldorf HR, Berl M, Scharnagl N, Macromolecules, 21, 286 (1988)
  22. Dubois P, Berl M, Scharnagl N, Macromolecules, 24, 2266 (1991)
  23. Kricheldorf HR, Kreiser-Saunders I, Stricker A, Macromolecules, 33(3), 702 (2000)
  24. Dechy-Cabaret O, Martin-Vaca B, Bourissou D, Chem. Rev., 104(12), 6147 (2004)
  25. Williams CK, Chem. Soc. Rev., 36, 1573 (2007)
  26. Theato P, Klok HA, Functional Polymers by Post-Polymerization Modification, 1st ed., John Wiley & Sons, Weinheim, Germany, 2013.
  27. Lee SH, Kim SH, Han YK, Kim YH, J. Polym. Sci. A: Polym. Chem., 39(7), 973 (2001)
  28. Ryner M, Stridsberg K, Albertsson AC, von Schenck H, Svensson M, Macromolecules, 34(12), 3877 (2001)
  29. Hege CS, Schiller SM, Green Chem., 16, 1410 (2014)
  30. Shi DJ, Hua JT, Zhang L, Chen MQ, Polymer, 7, 468 (2015)
  31. Shyamroy S, Garnaik B, Sivaram S, Polym. Bull., 72(3), 405 (2015)
  32. Mahfoudh J, Salsi S, Delaite C, Abis S, El Gharbi R, J. Macromol. Sci.-Pure Appl. Chem., 52, 1002 (2015)
  33. Xiong JF, Wang QF, Peng P, Shi J, Wang ZY, Yang CL, J. Appl. Polym. Sci., 131 (2014)
  34. Raase JM, Reichert KH, Schomacker R, J. Appl. Polym. Sci., 132 (2015)
  35. Peng B, Xu YT, Hu JJ, Bu ZY, Wu LB, Li BG, Polym. Degrad. Stabil., 98, 1784 (2013)
  36. Luo SH, Wang ZY, Mao CX, Huo JP, J. Polym. Res., 19 (2012)
  37. Luo SH, Wang QF, Xiong JF, Wang ZY, J. Polym. Res., 18, 2093 (2011)
  38. Yao FL, Bai Y, Chen W, An XY, Yao KD, Sun PC, Lin H, Eur. Polym. J., 40, 1895 (2004)
  39. Kucharczyk P, Poljansek I, Sedlarik V, Kasparkova V, Salakova A, Drbohlav J, Cvelbar U, Saha P, J. Appl. Polym. Sci., 122(2), 1275 (2011)
  40. Hiltunen K, Harkonen M, Seppala JV, Vaananen T, Macromolecules, 29(27), 8677 (1996)
  41. Feng LD, Sun B, Bian XC, Chen ZM, Chen XS, Polym. Test, 29, 771 (2010)
  42. Wang ZY, Luo YF, Ye RR, Song XM, J. Polym. Res., 18, 499 (2011)
  43. Inkinen S, Nobes GA, Sodergard A, J. Appl. Polym. Sci., 119(5), 2602 (2011)
  44. Espartero JL, Rashkov I, Li SM, Manolova N, Vert M, Macromolecules, 29(10), 3535 (1996)
  45. Yoo DK, Kim D, Lee DS, Macromol. Res., 13(1), 68 (2005)
  46. You ZW, Cao HP, Gao J, Shin PH, Day BW, Wang YD, Biomaterials, 31, 3129 (2010)
  47. Jamshidi K, Hyon SH, Ikada Y, Polymer, 29, 2229 (1988)
  48. Garlotta D, J. Polym. Environ., 9, 63 (2001)
  49. Kucharczyk P, Poljansek I, Sedlarik V, J. Macromol. Sci.-Pure Appl. Chem., 49, 795 (2012)