Skip to main content
SpringerLink
Log in

A novel hyperbranched polyphosphoramidate-poly(trimethylene carbonate) amphiphilic copolymer: synthesis, characterization and influence of its architecture on self-assembly

  • Original Paper
  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Abstract

The main feature that determines the self-assembly property and the structure of linear-hyperbranched copolymer consists of the architecture of the copolymer and exterior factors such as the solvent, initial copolymer concentration, crosslinking, and molecular recognition. To gain an understanding of the feature, hyperbranched polyphosphoramidate-poly(trimethylene carbonate) (HPPAE-PTMC n ) copolymer with different topological structures was synthesized through chemical coupling reaction. HPPAE-PTMC n copolymer can form core–shell micelles. Via core-crosslinking, the stability of HPPAE-PTMC n micelles was enhanced and their comprehensive self-assembly behavior including its size, stability and morphology was further investigated by Transmission Electron Microscopy (TEM), dynamic light scattering and fluorescence analysis. Diameter of the core-crosslinked micelles increased with arm grafting ratio but decreased with arm length, which was contrary to their non-crosslinked analogues. Interestingly, a morphological transformation was observed after β-CD was introduced to the copolymer solution as a result of host–guest inclusion complexation. TEM results revealed that HPPAE-PTMC n aggregates evolved from rods to a coexistence of rods and spherical micelles as the initial concentration increased and further to vesicles after increasing the molar ratio of β-CD/PTMC segments.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

References

  1. Whitesides GM, Mathias JP, Seto CT (1991) Molecular self-assembly and nanochemistry: a chemical strategy for the synthesis of nanostructures. Science 254:1312–1319

    Article  CAS  Google Scholar 

  2. Xu Y, Dong C (2012) Dendron-like poly(ε-benzyloxycarbonyl-l-lysine)/linear PEO block copolymers: synthesis, physical characterization, self-assembly, and drug-release behavior. J Polym Sci Part A Polym Chem 50:1216–1225

    Article  CAS  Google Scholar 

  3. Samanta A, Ravoo BJ (2014) Magnetic separation of proteins by a self-assembled supramolecular ternary complex. Angew Chem Int Ed 53:12946–12950

    Article  CAS  Google Scholar 

  4. Peck M, Dusserre N, McAllister TN, L’Heureux N (2011) Tissue engineering by self-assembly. Mater Today 14:218–224

    Article  CAS  Google Scholar 

  5. Pieters G, Prins LJ (2012) Catalytic self-assembled monolayers on gold nanoparticles. New J Chem 36:1931–1939

    Article  CAS  Google Scholar 

  6. Yan D, Zhou Y, Hou J (2004) Supramolecular self-assembly of macroscopic tubes. Science 303:65–67

    Article  CAS  Google Scholar 

  7. Ornatska M, Bergman KN, Goodman M, Peleshanko S, Shevchenko VV, Tsukruk VV (2006) Role of functionalized terminal groups in formation of nanofibrillar morphology of hyperbranched polyesters. Polymer 47:8137–8146

    Article  CAS  Google Scholar 

  8. Mao J, Ni P, Mai Y, Yan D (2007) Multicompartment micelles from hyperbranched star-block copolymers containing polycations and fluoropolymer segment. Langmuir 23:5127–5134

    Article  CAS  Google Scholar 

  9. Oikawa Y, Lee S, Kim DH, Kang DH, Kim BS, Saito K, Sasaki S, Oishi Y, Shibasaki Y (2013) One-pot synthesis of linear-hyperbranched amphiphilic block copolymers based on polyglycerol derivatives and their micelles. Biomacromolecules 14:2171–2178

    Article  CAS  Google Scholar 

  10. Huang X, Voit B (2013) Progress on multi-compartment polymeric capsules. Polym Chem 4:435–443

    Article  CAS  Google Scholar 

  11. Adeli M, Kakanejadifard A, Khani M, Bani F, Kabiri R, Sadeghizad M (2014) A polyglycerol-polycaprolactone-polycitric acid copolymer and its self-assembly to produce medium-responsive nanoparticles. J Mater Chem B 2:3589–3596

    Article  CAS  Google Scholar 

  12. Däbritz F, Lederer A, Komber H, Voit B (2012) Synthesis and characterization of two classes of hyperstar polymers bearing hyperbranched cores grafted with linear arms. J Polym Sci Part A Polym Chem 50:1979–1990

    Article  Google Scholar 

  13. Chen Y, Shen Z, Frey H, Perez-Prieto J, Stiriba SE (2005) Synergistic assembly of hyperbranched polyethylenimine and fatty acids leading to unusual supramolecular nanocapsules. Chem Commun 6:755–757

    Article  Google Scholar 

  14. Kumari M, Gupta S, Achazi K, Bottcher C, Khandare J, Sharma SK, Haag R (2015) Dendronized multifunctional amphiphilic polymers as efficient nanocarriers for biomedical applications. Macromol Rapid Commun 36:254–261

    Article  CAS  Google Scholar 

  15. Kou Y, Wan A, Tong S, Wang L, Tang J (2007) Preparation, characterization and modification of hyperbranched polyester-amide with core molecules. React Funct Polym 67:955–965

    Article  CAS  Google Scholar 

  16. Gao X, Zhang X, Wu Z, Zhang X, Wang Z, Li C (2009) Synthesis and physicochemical characterization of a novel amphiphilic polylactic acid-hyperbranched polyglycerol conjugate for protein delivery. J Control Release 140:141–147

    Article  CAS  Google Scholar 

  17. Petersen H, Fechner PM, Fischer D, Kissel T (2002) Synthesis, characterization, and biocompatibility of polyethylenimine graft poly(ethylene glycol) block copolymers. Macromolecules 35:6867–6874

    Article  CAS  Google Scholar 

  18. He Y, He W, Wei R, Chen Z, Wang X (2011) Synthesizing amphiphilic block copolymers through macromolecular azo-coupling reaction. Chem Commun 48:1036–1038

    Article  Google Scholar 

  19. Zhou Y, Huang W, Liu J, Zhu X, Yan D (2010) Self-assembly of hyperbranched polymers and its biomedical applications. Adv Mater 22:4567–4590

    Article  CAS  Google Scholar 

  20. Cheng C, Tang R, Xi F (2005) Preparation and aggregation of polypseudorotaxane from dendronized poly(methacrylate)-poly(ethylene oxide) diblock copolymer and α-cyclodextrin. Macromol Rapid Commun 26:744–749

    Article  CAS  Google Scholar 

  21. Park C, Lee IH, Lee S, Song Y, Rhue M, Kim C (2006) Cyclodextrin-covered organic nanotubes derived from self-assembly of dendrons and their supramolecular transformation. Proc Natl Acad Sci 103:1199–1203

    Article  CAS  Google Scholar 

  22. Trivedi R, Kompella UB (2010) Nanomicellar formulations for sustained drug delivery: strategies and underlying principles. Nanomedicine (London, England) 5:485–505

    Article  CAS  Google Scholar 

  23. Hu X, Chen X, Wei J, Liu S, Jing X (2009) Core crosslinking of biodegradable block copolymer micelles based on poly(ester carbonate). Macromol Biosci 9:456–463

    Article  CAS  Google Scholar 

  24. Bertolla C, Rolin S, Evrard B, Pochet L, Masereel B (2008) Synthesis and pharmacological evaluation of a new targeted drug carrier system: β-cyclodextrin coupled to oxytocin. Bioorg Med Chem Lett 18:1855–1858

    Article  CAS  Google Scholar 

  25. Cheng C, Han X, Dong Z, Liu Y, Li BJ, Zhang S (2011) Self-assembly of rod-coil polyethylenimine-poly(ethylene glycol)-α-cyclodextrin inclusion complexes into hollow spheres and rod-like particles. Macromol Rapid Commun 32:1965–1971

    Article  CAS  Google Scholar 

  26. Liu Y, Yan N, Li F, Chen P (2013) Synthesis and properties of a novel hyperbranched polyphosphoramidate using an A2 + CB2 approach. Polym Int 62:390–396

    Article  CAS  Google Scholar 

  27. Fujimoto KL, Ma Z, Nelson DM, Hashizume R, Guan J, Tobita K, Wagner WR (2009) Synthesis, characterization and therapeutic efficacy of a biodegradable, thermoresponsive hydrogel designed for application in chronic infarcted myocardium. Biomaterials 30:4357–4368

    Article  CAS  Google Scholar 

  28. Zhang L, Eisenberg A (1998) Formation of crew-cut aggregates of various morphologies from amphiphilic block copolymers in solution. Polym Adv Technol 9:677–699

    Article  CAS  Google Scholar 

  29. Harada A (1997) Design and construction of supramolecular architectures consisting of cyclodextrins and polymers. Adv Polym Sci 133:141–191

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemical Engineering, School of Chemical Engineering and Technology, Xi’an Jiaotong University, Xi’an, 710049, China

    Yunyun Lu, Ni Yan, Yichao Wang & Yuhong Liu

Authors
  1. Yunyun Lu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ni Yan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yichao Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Yuhong Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Yuhong Liu.

Additional information

Y. Lu and N. Yan are co-first authors.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Lu, Y., Yan, N., Wang, Y. et al. A novel hyperbranched polyphosphoramidate-poly(trimethylene carbonate) amphiphilic copolymer: synthesis, characterization and influence of its architecture on self-assembly. Polym. Bull. 73, 1985–2002 (2016). https://doi.org/10.1007/s00289-015-1589-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00289-015-1589-8

Keywords

Search

Navigation