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Colloid and Polymer Science

, Volume 297, Issue 1, pp 165–175 | Cite as

Preparation of surface-modified monodisperse polystyrene microspheres with cationic functional comonomer

  • Shanshan Lü
  • Wenwei JiangEmail author
  • Jingjing Li
Original Contribution
  • 54 Downloads

Abstract

A two-stage synthesis of surface-functionalized monodisperse polystyrene (PS) microspheres in ethanol/water medium by introducing methacryloyloxyethyl dodecyl dimethyl ammonium bromide (QDMDB) to dispersion polymerization of styrene is reported. Polyvinylpyrrolidone (PVP) and fatty alcohol polyoxyethylene ether (AEO-9) are used as dispersion stabilizers. The novel microspheres are characterized by FT-IR, SEM, GPC, TGA, water contact angle (WCA), etc. The dispersion polymerization goes through successfully with the solid content up to 58.75%, in which the water content in the medium is 20%. The water content in the medium has a certain effect on the particle size and molecular weight of microspheres. Under the experimental conditions, the average diameters of the obtained microspheres are approximately 550–1200 nm with the number average molecular weight of up to 5.8 × 105. The introduction of QDMDB improves the wettability and thermal stability of the poly(St-co-QDMDB) microspheres. A mechanism of dispersion copolymerization based on XPS and 1H NMR is proposed.

Graphical abstract

Keywords

Quaternary ammonium salt Dispersion polymerization PS-co-QDMDB polymer Functional microspheres 

Notes

Acknowledgements

We would like to thank the Analytical & Testing Center of Sichuan University for the SEM measurements. Thanks to Yongshuai Xie for testing FT-IR spectra.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

References

  1. 1.
    Zhang F, Cao L, Yang W (2010) Preparation of monodisperse and anion-charged polystyrene microspheres stabilized with polymerizable sodium styrene sulfonate by dispersion polymerization. Macromol Chem Phys 211:744–751CrossRefGoogle Scholar
  2. 2.
    Lok KP, Ober CK (1985) Particle size control in dispersion polymerization of polystyrene. Can J Chem 63:209–216CrossRefGoogle Scholar
  3. 3.
    Cho YS, Shin CH, Han S (2016) Dispersion polymerization of polystyrene particles using alcohol as reaction medium. Nanoscale Res Lett 11:46CrossRefGoogle Scholar
  4. 4.
    Sponchioni M, Palmiero UC, Moscatelli D (2017) HPMA-PEG surfmers and their use in stabilizing fully biodegradable polymer nanoparticles. Macromol Chem Phys 218:1700380CrossRefGoogle Scholar
  5. 5.
    Schurig V, Grosenick H (1994) Preparative enantiomer separation of enflurane and isoflurane by inclusion gas chromatography. J Chromatogr A 666:617–625CrossRefGoogle Scholar
  6. 6.
    Davis SS, Illum L (1988) Polymeric microspheres as drug carriers. Biomaterials 9:111–115CrossRefGoogle Scholar
  7. 7.
    Jia H, Zhu G, Wang P (2003) Catalytic behaviors of enzymes attached to nanoparticles: the effect of particle mobility. Biotechnol Bioeng 84:406–414CrossRefGoogle Scholar
  8. 8.
    Lin J, Chen XY, Chen CY, Hu JT, Zhou CL, Cai XF, Wang W, Zheng C, Zhang PP, Cheng J, Guo ZH, Liu H (2018) Durably antibacterial and bacterially antiadhesive cotton fabrics coated by cationic fluorinated polymers. ACS Appl Mater Interfaces 10:6124–6136CrossRefGoogle Scholar
  9. 9.
    Callow JA, Callow ME (2011) Trends in the development of environmentally friendly fouling-resistant marine coatings. Nat Commun 2:244CrossRefGoogle Scholar
  10. 10.
    Fu Y, Jiang J, Zhang Q, Zhan X, Chen F (2017) Robust liquid-repellent coatings based on polymer nanoparticles with excellent self-cleaning and antibacterial performances. J Mater Chem A 5:275–284CrossRefGoogle Scholar
  11. 11.
    Zhou H, Li F, Weir MD, Xu HHK (2013) Dental plaque microcosm response to bonding agents containing quaternary ammonium methacrylates with different chain lengths and charge densities. J Dent 41:1122–1131CrossRefGoogle Scholar
  12. 12.
    Yang X, Liu L, Yang W (2012) Direct preparation of monodisperse core-shell microspheres with surface antibacterial property by using bicationic viologen surfmer. polymer 53:2190–2196CrossRefGoogle Scholar
  13. 13.
    Liang K, Liu Q, Peng M (2015) Negatively charged microspheres from stabilizer-free dispersion copolymerization of styrene and hydroxyethyl acrylate. J Polym Mater 32:211–224Google Scholar
  14. 14.
    Zhang F, Bai Y, Ma Y, Yang W (2009) Preparing of monodisperse and cation-charged polystyrene particles stabilized with polymerizable quarternary ammonium by dispersion polymerization in a methanol-water medium. J Colloid Interface Sci 334:13–21CrossRefGoogle Scholar
  15. 15.
    Tang Y, Xu J, Liu W, Xu L, Li H (2016) Preparation of monodispersed core-shell microspheres with surface antibacterial property employing N-(4-vinylbenzyl)-N,N-diethylamine hydrochloride as surfmer. Int J Polym Mater Polym Biomater 65:143–150CrossRefGoogle Scholar
  16. 16.
    Albernaz VL, Bach M, Weber A, Southan A, Tovar GEM (2018) Active ester containing surfmer for one-stage polymer nanoparticle surface functionalization in mini-emulsion polymerization. Polymer 10:408CrossRefGoogle Scholar
  17. 17.
    He J, Söderling E, Österblad M, Vallittu PK, Lassila LV (2011) Synthesis of methacrylate monomers with antibacterial effects against S. mutans. Molecules 16:9755–9763CrossRefGoogle Scholar
  18. 18.
    Antonucci JM, Zeiger DN, Tang K, Lin-Gibson S, Fowler BO, Lin NJ (2012) Synthesis and characterization of dimethacrylates containing quaternary ammonium functionalities for dental applications. Dent Mater 28:219–228CrossRefGoogle Scholar
  19. 19.
    Vidal ML, Rego GF, Viana GM, Cabral LM, Souza JPB, Silikas N, Schneider LF, Cavalcante LM (2018) Physical and chemical properties of model composites containing quaternary ammonium methacrylates. Dent Mater 34:143–151CrossRefGoogle Scholar
  20. 20.
    Paine AJ, Luymes W, McNulty J (1990) Dispersion polymerization of styrene in polar solvents. 6. Influence of reaction parameters on particle size and molecular weight in poly(iV-vinylpyrrolidone)-stabilized reactions. Macromolecules 23:3104–3109CrossRefGoogle Scholar
  21. 21.
    Sáenz JM, Saenz JMA (1998) Kinetics of the dispersion copolymerization of styrene and butyl acrylate. Macromolecules 31:5215–5222CrossRefGoogle Scholar
  22. 22.
    Vengatesan S, Santhi S, Jeevanantham S, Sozhan G (2015) Quaternized poly (styrene-co-vinylbenzyl chloride) anion exchange membranes for alkaline water electrolysers. J Power Sources 284:361–368CrossRefGoogle Scholar
  23. 23.
    Ma Y, Dai J, Wu L, Fang G, Guo Z (2017) Enhanced anti-ultraviolet, anti-fouling and anti-bacterial polyelectrolyte membrane of polystyrene grafted with trimethyl quaternary ammonium salt modified lignin. Polymer 114:113–121CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  1. 1.School of Chemical EngineeringSichuan UniversityChengduPeople’s Republic of China
  2. 2.Chengdu Huien Fine Chemical Co., LtdChengduPeople’s Republic of China

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