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Tunable phase transition behaviors of pH-sensitive polyaspartamides having various cationic pendant groups

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Abstract

New pH-sensitive graft copolymers based on poly(2-hydroxyethyl aspartamide) (PHEA) were prepared by attaching various cationic monomers, such as 4-(aminomethyl)pyridine (PY), 1-(3-aminopropyl)imidazole (IM), and N-(3-aminopropyl)dibuthylamine (BU), as pH-sensitive units and octadecylamine (C18) as a hydrophobic segment on poly(succinimide). Phase transition of each copolymer solution occurred at a vicinity of the pK a value of the cationic groups, and their insoluble pH ranges were broadened as the feed amount of pH-sensitive moieties was increased. Depending on the cationic grafts having different pK a values, the pH ranges where the copolymer became insoluble could be tuned. Copolymers PHEA-g-C18-PY, PHEA-g-C18-IM, and PHEA-g-C18-BU exhibited phase separations in solutions at pH ranges of 4∼6, 6∼8, and 9∼12, respectively. These polymers have the unique feature of their pH sensitivity profiles being identified to three regimes. Under low pH conditions (below pK a ), the polymer solution is transparent. At medium pH (around pK a ), polymer precipitation occurred in solution. At pH > pK a , the polymer solution is gradually dissolved again.

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References

  1. Qui Y, Park K (2001) Adv Drug Deliv Rev 53:321

    Article  Google Scholar 

  2. Jeong B, Gutowska A (2002) Trends Biotechnol 20:305

    Article  CAS  Google Scholar 

  3. Feng W, Patel SH, Young M-Y, Zunino JL, Xanthos M (2007) Adv Poly Technol 26:1

    Article  Google Scholar 

  4. Zhang H, Ito Y (2002) Smart materials using signal-responsive polyelectrolytes. In: Tripathy SK, Kumar J, Nalwa HS (eds) Handbook of polyelectrolytes and their applications Volume 1: polyelectrolyte-based multilayers, self-assembly and nanostructures. American Scientific Publishers, California, p 183

    Google Scholar 

  5. Sethuraman VA, Lee MC, Bae YH (2008) Pharm Res 25:657

    Article  CAS  Google Scholar 

  6. Wang C-H, Wang C-H, Hsiue G-H (2005) J Control Release 108:140

    Article  CAS  Google Scholar 

  7. Klee SK, Lersch P (2006) SÖFW-J 132:2

    CAS  Google Scholar 

  8. Kang SI, Bae YH (2002) J Control Release 80:145

    Article  CAS  Google Scholar 

  9. Jiang T-Y, Wang Z-Y, Tang L-X, Mo F-K, Chen C (2006) J Appl Polym Sci 99:2702

    Article  CAS  Google Scholar 

  10. Castelli F, Messina C, Pignatello R, Puglisi G (2001) Drug Deliv 8:173

    Article  CAS  Google Scholar 

  11. Bae SK, Kim J-D (2002) J Biomed Mater Res 64:282

    Google Scholar 

  12. Yang SR, Lee HJ, Kim J-D (2006) J Control Release 114:60

    Article  CAS  Google Scholar 

  13. Seo K, Kim D (2006) Macromol Biosci 6:758

    Article  CAS  Google Scholar 

  14. Kang HS, Yang SR, Kim J-D, Han S-H, Chang I-S (2001) Langmuir 17:7501

    Article  CAS  Google Scholar 

  15. Kang HS, Kim J-D, Han S-H, Chang I-S (2002) J Control Release 81:135

    Article  CAS  Google Scholar 

  16. Yang SR, Jeong JH, Park K, Kim J-D (2003) Colloid Polym Sci 281:852

    Article  CAS  Google Scholar 

  17. Jeong JH, Kang HS, Yang SR, Park K, Kim J-D (2005) Colloid Surf A 264:187

    Article  CAS  Google Scholar 

  18. Molyneux BP, Frank HP (1961) J Am Chem Soc 83:3169

    Article  CAS  Google Scholar 

  19. Yang SY, Schultz G, Green MM, Morawetz H (1999) Macromolecules 32:2577

    Article  CAS  Google Scholar 

  20. Wang Y, Morawetz H (1986) Macromolecules 19:1925

    Article  CAS  Google Scholar 

  21. Jang K-S, Lee HJ, Yang H-M, An EJ, Kim T-H, Choi S-M, Kim J-D (2008) Soft Matter 4:349

    Article  CAS  Google Scholar 

  22. An EJ (2007) MS thesis, Korea Advanced Institute of Science and Technology, Korea

  23. Kang HS, Shin M-S, Kim J-D, Yang J-W (2000) Polym Bull 45:39

    Article  CAS  Google Scholar 

  24. Bell PH, Robin OJ (1942) J Am Chem Soc 64:2905

    Article  CAS  Google Scholar 

  25. Gohy J-F, Antoun S, Jérôme R (2001) Macromolecules 34:7435

    Article  CAS  Google Scholar 

  26. Khutoryanskiy VV, Mun GA, Nurkeeva ZS, Dubolazov AV (2004) Polym Int 53:1382

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was part of the project of the Human Resource Development for Industrial Demand, and Basic R&D Research Program, financially supported by the Ministry of Education, Science, and Technology (MEST) and a Korea Science and Engineering Foundation (KOSEF) grant (R11-2007-050-03003-0).

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Authors and Affiliations

  1. Department of Chemical and Bimolecular Engineering, BK 21 program, Korea Advanced Institute of Science and Technology, 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, South Korea

    Han Woong Park & Jong-Duk Kim

  2. Department of Polymer Science and Engineering, Chungnam National University, Gung-Dong 220, Yuseong-Gu, Daejeon, 305-704, South Korea

    Hye-Seung Jin & Sung Yun Yang

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  1. Han Woong Park
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  2. Hye-Seung Jin
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  3. Sung Yun Yang
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  4. Jong-Duk Kim
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Correspondence to Jong-Duk Kim.

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Park, H.W., Jin, HS., Yang, S.Y. et al. Tunable phase transition behaviors of pH-sensitive polyaspartamides having various cationic pendant groups. Colloid Polym Sci 287, 919–926 (2009). https://doi.org/10.1007/s00396-009-2046-8

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  • DOI: https://doi.org/10.1007/s00396-009-2046-8

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