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Research on association between multi-sticker amphiphilic polymer and water-soluble β-cyclodextrin polymer

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Abstract

The host cyclodextrin polymer-P(AM/A-β-CD/NaA) is prepared by redox free-radical copolymerization. Additionally, the multi-sticker amphiphilic polymer-P(AM/BHAM/NaA) as a guest polymer is synthesized using micellar polymerization. The copolymer structures are characterized by 1H NMR. Subsequently, all the polymers and inclusion complexes are evaluated in terms of apparent viscosity, optical absorption spectra and rheological property. The results indicate that the inclusion association between the cyclodextrin group (CD) and multi-sticker hydrophobic monomer (BHAM) is in accordance with ternary interaction (CD/BHAM = 2:1). Because of the inclusion association between the host and guest polymers, the solution of inclusion complex has much higher viscoelasticity even under the low amphiphilic polymer concentration. When the molar ratio of CD to BHAM is 1:1, the critical aggregation concentration (CAC) of the inclusion complex solution still remains. Furthermore, above the CAC, two types of associations, inclusion association and inter-molecular hydrophobic association, can occur in the complex solution and these interactions were also verified by fluorescence spectroscopy and atomic force microscopy (AFM). In this paper, the inclusion rule of cyclodextrin polymer with the multi-sticker amphiphilic polymer is discussed, and the rule of the enhanced solution viscosity is further explored.

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References

  1. Klyamkin AA, Topchieva IN, Zubov VP (1994) Monomolecular films of pluronic–cyclodextrin inclusion complexes at the water–gas interface. Colloid Polym Sci 273:520–523

    Article  Google Scholar 

  2. Bai Y, Xu GY, Sun HY et al (2010) The surface property and aggregation behavior of a hydrophobically modified cyclodextrin. Colloid Polym Sci 288:415–421

    Article  CAS  Google Scholar 

  3. Lee MS, Kim JC (2011) Microgels formed by electrostatic and hydrophobic interaction of naphthaleneacetic acid with β-cyclodextrin-grafted polyethyleneimine. Colloid Polym Sci 289:1177–1183

    Article  CAS  Google Scholar 

  4. Shaaban KO, Ferdinand PB, Gamal MZ, Jörg KT, Achim MG (2011) Cyclodextrin based hydrogels: inclusion complex formation and micellization of adamantane and cholesterol grafted polymers. Polymer 52:4806–4812

    Article  CAS  Google Scholar 

  5. Hy S, Han J, Gao C (2012) High yield production of high molecular weight poly(ethylene glycol)/α-cyclodextrin polyrotaxanes by aqueous one-pot approach. Polymer 53:2884–2889

    Article  CAS  Google Scholar 

  6. Winnik MA, Yekta A (1997) Associative polymers in aqueous solution. Curr Opin Colloid Interface Sci 2:424–436

    Article  CAS  Google Scholar 

  7. Fagui AEI, Dalmas F, Lorthhioir C, Wintgens V, Volet G, Amiel C (2011) Well-defined core–shell nanoparticles containing cyclodextrin in the shell: a comprehensive study. Polymer 52:3752–3761

    Article  CAS  Google Scholar 

  8. Amiel C, Sébille B (1999) Association between amphiphilic poly(ethylene oxide) and β-cyclodextrin polymers: aggregation and phase separation. Adv Colloid Interface Sci 79:105–122

    Article  CAS  Google Scholar 

  9. Guo XH, Ahmed AA, Bruce LM, Stephen FL, Saad AK, Robert K (2005) Novel associative polymer networks based on cyclodextrin inclusion complexes. Macromol 38:3037–3040

    Article  CAS  Google Scholar 

  10. Tian W, Fan XD, Kong J et al (2010) Novel supramolecular system of amphiphilic hyperbranched polymer with β-cyclodextrin and hyperbranched topography cavities: synthesis and selective encapsulation. Polymer 51:2556–2564

    Article  CAS  Google Scholar 

  11. Gosselet MN, Beucler F, Renard E, Amiel C, Sebille B (1999) Association of hydrophobically modified poly (N, N-dimethylacrylamide hydroxyethylmethacrylate) with water soluble β-cyclodextrin polymers. Colloids Surf, A 155:177–188

    Article  CAS  Google Scholar 

  12. Barari M, Abdollahi M, Hemmati M (2011) Synthesis and characterization of high molecular weight polyacrylamide nanoparticles by inverse emulsion polymerization. Iranian Polymers Journal 20:65–66

    CAS  Google Scholar 

  13. Caulfield MJ, Qiao GG, Solomon DH (2002) Some aspects of the properties and degradation of polyacrylamides. Chemical Reviews 102:3067–3084

    Article  CAS  Google Scholar 

  14. Brad JB, Alan ET, Maurice B (2010) Compatibilization of polystyrene/poly(dimethyl siloxane) solutions with star polymers containing a γ-cyclodextrin core and polystyrene arms. Polymer 51:454–462

    Article  CAS  Google Scholar 

  15. Jha A, Agrawal S, Mishra A, Rai JP (2001) Synthesis, characterization and flocculation efficiency of poly(acrylamide-co-acrylic acid) in tannery waste-water. Iranian Polymers Journal 10:85–90

    CAS  Google Scholar 

  16. McCormick CL, Nonaka T, Johnson CB (1988) Synthesis and aqueous solution behavior of associative acrylamide/N-alkylacrylamide copolymers. Polymer 29:731–739

    Article  CAS  Google Scholar 

  17. Wang Y, Winnik MA (1990) Onset of aggregation for water-soluble polymeric associative thickeners: a fluorescence study. Langmuir 6:1437–1439

    Article  CAS  Google Scholar 

  18. Zou CJ, Zhao PW, Ge J, Lei Y, Luo PY (2012) β-Cyclodextrin modified anionic and cationic acrylamide polymers for enhancing oil recovery. Carbohydr Polym 87:607–613

    Article  CAS  Google Scholar 

  19. Yahaya GO, Ahdab AA, Ali SA, Abu-Sharkh BF, Hamad EZ (2001) Solution behavior of hydrophobically associating water-soluble block copolymers of acrylamide and N-benzylacrylamide. Polymer 42:3363–3372

    Article  CAS  Google Scholar 

  20. Landoll LM, South Africa Pat. ZA8304193 (i984).

  21. Xue W, Hamley IW (2002) Rapid swelling and deswelling of thermoreversible hydrophobically modified poly(N-isopropylacrylamide) hydrogels prepared by freezing polymerization. Polymer 43:3069–3072

    Article  CAS  Google Scholar 

  22. Branham KD, Davis DL, Middleton JC, McCormick CL (1994) Water-soluble polymers: 59. Investigation of the effects of polymer microstructure on the associative behaviour of amphiphilic terpolymers of acrylamide, acrylic acid and N-[(4-decyl)phenyl]acrylamide. Polymer 35:4429–4436

    Article  CAS  Google Scholar 

  23. Guillaume B, Bruno G, Jeanne F (2005) Micellar copolymerization of associative polymers: study of the effect of acrylamide on sodium dodecyl sulfate–poly(propylene oxide) methacrylate mixed micelles. Polymer 289:359–370

    Google Scholar 

  24. Li C, Liu X, Meng LZ (2004) Novel amphiphilic copolymer with pendant tris(trimethylsiloxy)silyl group: synthesis, characterization and employment in CE DNA separation. Polymer 45:337–344

    Article  CAS  Google Scholar 

  25. Xue W, Hamley IW, Castelletto V, Olmsted PD (2004) Synthesis and characterization of hydrophobically modified polyacrylamides and some observations on rheological properties. Eur Polym J 40:47–56

    Article  CAS  Google Scholar 

  26. Wang KT, Iliopoulos I, Audebert R (1988) Viscometric behaviour of hydrophobically modified poly(sodium acrylate). Polym Bull 20:577–582

    Article  CAS  Google Scholar 

  27. Job P (1928) Job's method of continuous variation. Ann Chim 9:113–121

    CAS  Google Scholar 

  28. Guo X, Abdala AA, May BL, Lincoln SF, Khan SA, Prud’ homme (2006) Rheology control by modulating hydrophobic and inclusion associations in modified poly(acrylic acid) Solutions. Polymer 47:2976–2983.

  29. Cromwell W, Bystrom K, Eftink M (1985) Cyclodextrin adamantane carboxylate inclusion complexes studies of the variation in cavity size. J Phys Chem-US 89:326–332

    Article  CAS  Google Scholar 

  30. Zhang HC, Xin FF, An W et al (2010) Oxidizing-responsive vesicles made from “tadpole-like supramolecular amphiphiles” based on inclusion complexes between driving molecules and β-cyclodextrin. Colloids and Surfaces A: Physicochem Eng Aspects 363:78–85

    Article  CAS  Google Scholar 

  31. Chalumot G, Yao C, Pino V, Anderson JL (2009) Determining the stoichiometry and binding constants of inclusion complexes formed between aromatic compounds and beta-cyclodextrin by solid-phase microextraction coupled to high-performance liquid chromatography. J Chromatogr, A 1216:5242–5248

    Article  CAS  Google Scholar 

  32. Matsue T, Evans DH, Osa T, Kobayashi N (1985) Electron-transfer reactions associated with host–guest complexation oxidation of ferrocene carboxylic acid in the presence of beta-cyclodextrin. J Am Chem Soc 107:3411–3417

    Article  CAS  Google Scholar 

  33. Damas C, Adibnejad M, Benjelloun A, Brembilla A, Carré MC, Viriot ML et al (1997) Fluorescent probes for detection of amphiphilic polymer hydrophobic microdomains: a comparative study between pyrene and molecular rotors. Colloid Polym Sci 275:364–371

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This research was supported by the National Natural Science Foundation of China (No. 20873181 and 21273286), Natural Science Foundation of Shandong Province (No. ZR2010EZ006), and Program for Changjiang Scholars and Innovative Research Team in University (IRT1294).

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Correspondence to Wanli Kang.

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Kang, W., Ji, Y., Xu, B. et al. Research on association between multi-sticker amphiphilic polymer and water-soluble β-cyclodextrin polymer. Colloid Polym Sci 292, 895–903 (2014). https://doi.org/10.1007/s00396-013-3118-3

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  • DOI: https://doi.org/10.1007/s00396-013-3118-3

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