Skip to main content
SpringerLink
Log in

Poly-N-(4-benzoylphenyl)methacrylamide nanoparticles: preparation, characterization, and photoreactivity features

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

The design and preparation of novel photoreactive poly-N-(4-benzoylphenyl)methacrylamide-based nanoparticles (NPs) are reported herein. The starting photoreactive monomer, N-4-benzoylphenyl methacrylamide, was prepared by amidation of the photoreactive species 4-aminobenzophenone with methacryloyl chloride in the presence of triethylamine. Corresponding 97 nm-sized NPs were obtained using a dispersion polymerization technique. Deep surface and bulk characterization of resulting polyBPMA NPs were performed using a combination of transmission and scanning electron microscopies (NP morphology), dynamic light scattering (NP size and size distribution), ζ potential (surface NP charge), thermo-gravimetric measurements (weight loss profiling), differential scanning calorimetry (heat transmission features), infrared and ultra-violet spectroscopies (functionality checking), nuclear magnetic resonance (1H-NMR, functionality confirmation), gel permeation chromatography (average polymer molecular weight), and mass spectrometry (average polymer molecular weight). Different reaction conditions were investigated for optimal fabrication of corresponding polyBPMA NPs. In addition and most importantly, their UV-mediated photo-reactivity with non-functional parylene C (PC) polymer coatings has been investigated towards NP covalent attachment. The successful bonding of such photo-reactive polymeric NPs onto PC films was confirmed by FTIR-ATR spectroscopy and by both atomic force- and scanning electron-microscopies.

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

Scheme 1
Scheme 2
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. Mulholland GW, Bauer BJ (2000) Nanopart Res 2:5

    Article  CAS  Google Scholar 

  2. Saxena V, Sadoqi M, Shao J (2004) Int J Pharm 278:293

    Article  CAS  Google Scholar 

  3. Schnapp KA, Platz MS (1993) Bioconj Chem 4:178

    Article  CAS  Google Scholar 

  4. Lai JP, Lu XY, Lu CY, Ju HF, He XW (2001) Anal Chim Acta 442:105

    Article  CAS  Google Scholar 

  5. Lai J-P, Yang M-L, Niessner R, Knopp D (2007) Anal Bioanal Chem 389:405

    Article  CAS  Google Scholar 

  6. Jia H, Zhu G, Wang P (2003) Biotechnol Bioeng 84:406

    Article  CAS  Google Scholar 

  7. Bilgili E, Hamey R, Scarlett B (2004) China Particuol 2:93

    Article  CAS  Google Scholar 

  8. Wang Y, Morinaga H, Sudo A, Endo T (2011) J Polym Sci A Polym Chem 49:1881

    Article  CAS  Google Scholar 

  9. Luo C, Liu Y, Li Z (2010) Macromolecules 43:8101

    Article  CAS  Google Scholar 

  10. Chen D, Li N, Gu H, Xia X, Xu Q, Ge J, Lu J, Li Y (2010) Chem Com 46:6708

    Article  CAS  Google Scholar 

  11. Sinkel C, Greiner A, Agarwal S (2010) Macromol Chem Phys 211:1857

    Article  CAS  Google Scholar 

  12. Xu Q-F, Lu J-M, Yan F, Xia X-W, Li N-J, Wang L-H, Ding C-H (2010) J Appl Polym Sci 118:1990

    Article  CAS  Google Scholar 

  13. Garcia-Fernandez L, Aguilar MR, Fernandez MM, Lozano RM, Gimenez G, Valverde S, San Roman J (2010) Biomacromolecules 11:1763

    Article  CAS  Google Scholar 

  14. Lu J, Li N, Xu Q, Ge J, Lu J, Xia X (2010) Polymer 51:1709

    Article  CAS  Google Scholar 

  15. Liu J-H, Chiu Y-H (2010) J Polym Sci A Polym Chem 48:1142

    Article  CAS  Google Scholar 

  16. Akgöl S, Öztürk N, Denizli A (2010) J Appl Polym Sci 115:1608

    Article  Google Scholar 

  17. Braeuchle C, Burland DM, Bjorklund GC (1981) J Phys Chem 85:123

    Article  CAS  Google Scholar 

  18. Zillessen A, Bartsch E (2010) Langmuir 26:89

    Article  CAS  Google Scholar 

  19. Thi TH, Matsusaki M, Akashi M (2009) Langmuir 25:10567

    Article  CAS  Google Scholar 

  20. Yuan X, Fischer K, Schärtl W (2004) Adv Funct Mater 14:457

    Article  CAS  Google Scholar 

  21. Graf C, Schaertl W, Fischer K, Hugenberg N, Schmidt M (1999) Langmuir 15:6170

    Article  CAS  Google Scholar 

  22. Yuan X, Fischer K, Schaertl W (2005) Langmuir 21:9374

    Article  CAS  Google Scholar 

  23. Peled A, Naddaka M, Lellouche J-P (2011) J Mater Chem 21:11511

    Article  CAS  Google Scholar 

  24. Naddaka M, Mendal E, Lellouche J-P (2011) J Polym Sci Part A Polym Chem 49:4687

    Article  CAS  Google Scholar 

  25. Dong A, Zhang Q, Wang T, Wang W, Liu F, Gao G (2010) J Phys Chem C 114:17298

    Article  CAS  Google Scholar 

  26. Chen Z, Sun Y (2006) Ind Eng Chem Res 45(8):2634

    Article  CAS  Google Scholar 

  27. Khatib AA, Sisler HH (1990) Inorg Chem 29:309

    Article  CAS  Google Scholar 

  28. Tang A, Wang C, Stewart R, Kopece J (2000) Bioconjugate Chem 11:363

    Article  CAS  Google Scholar 

  29. Nishio T, Koyama H, Sasaki D, Sakamoto M (2005) Helvetica Chemica Acta 88:996

    Article  CAS  Google Scholar 

  30. Nishio T, Tabata M, Koyama H, Sakamoto M (2005) Helvetica Chemica Acta 88:78

    Article  CAS  Google Scholar 

  31. Horak D (1999) J Polym Sci Part A Polym Chem 37:3785

    Article  CAS  Google Scholar 

  32. Kawaguchi S, Ito K (2005) Adv Polym Sci 175:299

    CAS  Google Scholar 

  33. Grassie N, McNeill IC, Samson JNR (1978) Eur Polym J 14:931

    Article  CAS  Google Scholar 

  34. Minsk LM, Kotlarchik C, Meyer GN, Kenyon WO (1974) J Polym Sci Polym Chem Ed 12:133

    Article  CAS  Google Scholar 

  35. Almog Y, Reich S, Levy M (1982) Br Polym J 14:131

    Article  CAS  Google Scholar 

  36. Paine AJ, Luymes W, McNulty J (1990) Macromolecules 23:3104

    Article  CAS  Google Scholar 

  37. Tseng CM, Lu YY, El-Aasser MS, Vanderhoff JW (1986) J Polym Sci Part A Polym Chem 24:2995

    Article  CAS  Google Scholar 

  38. Lok KP, Ober CK (1985) Can J Chem 63:209

    Article  CAS  Google Scholar 

  39. Shen S, Sudol ED, El-Aasser MS (1994) J Polym Sci Part A Polym Chem 32:1087

    Article  CAS  Google Scholar 

  40. Candau F (1990) An introduction to polymer colloids. Kluwer Academic Publishers, Dordrecht

  41. Ahmed SF, Poehlein GW (1997) Ind Eng Chem Res 36:2597

    Article  CAS  Google Scholar 

  42. Shen S, Sudol ED, El-Aasser MS (1993) J Polym Sci Part A Polym Chem 31:1393

    Article  CAS  Google Scholar 

  43. Christian P, Giles MR, Griffiths RMT, Irvine DJ, Major RC, Howdle SM (2000) Macromolecules 33:9222

    Article  CAS  Google Scholar 

  44. Tian X, Dong Z, Yu P, Liu ZJ (2009) Phys Conf Ser 188, No pp. given

Download references

Acknowledgments

The authors wish to express their deep gratitude to Igor Makarovsky and Yonit Bogislavsky for their useful comments. Thanks are also extended to Dr Olga Girshevitz (Bar-Ilan university) for the AFM experiments.

Author information

Authors and Affiliations

  1. Institute of Nanotechnology and Advanced Materials, Department of Chemistry, Bar-Ilan University, Ramat-Gan, 52900, Israel

    Tania Fadida & Jean-Paul Lellouche

Authors
  1. Tania Fadida
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jean-Paul Lellouche
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jean-Paul Lellouche.

Electronic supplementary material

Below is the link to the electronic supplementary material.

ESM 1

(DOC 2261 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fadida, T., Lellouche, JP. Poly-N-(4-benzoylphenyl)methacrylamide nanoparticles: preparation, characterization, and photoreactivity features. J Polym Res 19, 23 (2012). https://doi.org/10.1007/s10965-012-0023-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-012-0023-2

Keywords

Search

Navigation