Skip to main content
Top
Published in: Journal of Nanoparticle Research 9/2012

01-09-2012 | Brief Communication

Achieving organic nanoparticles with redox-active capabilities: synthesis of gold nanoparticles in water as a proof-of-principle

Authors: Sara M. Mooi, Todd C. Sutherland, Belinda Heyne

Published in: Journal of Nanoparticle Research | Issue 9/2012

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

Herein, we present a unique approach to easily achieve redox-active nanosized organic particles in aqueous environment using a strategy based on ion association between large organic ions, namely tetraphenylborate anions and thiazole orange cations. The anionic tetraphenylborate associates tightly with the cationic redox-active thiazole orange producing a well-defined meta-stable organic nanoscale particle (73 ± 20 nm). These redox-active nanosized organic particles can act as seed sites for metal reductions and as a proof-of-concept, they were used to reduce gold(III) to gold nanoparticles in a neutral, aqueous environment at room temperature.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Appendix
Available only for authorised users
Literature
go back to reference Alvaro M, Cojocaru B, Ismail AA, Petrea N, Ferrer B, Harraz FA, Parvulescu VI, Garcia H (2010) Visible-light photocatalytic activity of gold nanoparticles supported on template-synthesized mesoporous titania for the decontamination of the chemical warfare agent Soman. Appl Catal B-Environ 99(1–2):191–197CrossRef Alvaro M, Cojocaru B, Ismail AA, Petrea N, Ferrer B, Harraz FA, Parvulescu VI, Garcia H (2010) Visible-light photocatalytic activity of gold nanoparticles supported on template-synthesized mesoporous titania for the decontamination of the chemical warfare agent Soman. Appl Catal B-Environ 99(1–2):191–197CrossRef
go back to reference Armitage B, Retterer J, Obrien DF (1993) Dimerization of cyanine dyes in water driven by association with hydrophobic borate anions. J Am Chem Soc 115(23):10786–10790CrossRef Armitage B, Retterer J, Obrien DF (1993) Dimerization of cyanine dyes in water driven by association with hydrophobic borate anions. J Am Chem Soc 115(23):10786–10790CrossRef
go back to reference Ban ZH, Bosques CJ, Sasisekharan R (2008) A simple assay to probe disease-associated enzyme activity using glycosaminoglycan-assisted synthesized gold nanoparticles. Org Biomol Chem 6(23):4290–4292CrossRef Ban ZH, Bosques CJ, Sasisekharan R (2008) A simple assay to probe disease-associated enzyme activity using glycosaminoglycan-assisted synthesized gold nanoparticles. Org Biomol Chem 6(23):4290–4292CrossRef
go back to reference Biver T, Boggioni A, Secco F, Turriani E, Venturini M, Yarnaoluk S (2007) Influence of cyanine dye structure on self-aggregation and interaction with nucleic acids: a kinetic approach to TO and BO binding. Arch Biochem Biophys 465(1):90–100CrossRef Biver T, Boggioni A, Secco F, Turriani E, Venturini M, Yarnaoluk S (2007) Influence of cyanine dye structure on self-aggregation and interaction with nucleic acids: a kinetic approach to TO and BO binding. Arch Biochem Biophys 465(1):90–100CrossRef
go back to reference Boisselier E, Astruc D (2009) Gold nanoparticles in nanomedicine: preparations, imaging, diagnostics, therapies and toxicity. Chem Soc Rev 38(6):1759–1782CrossRef Boisselier E, Astruc D (2009) Gold nanoparticles in nanomedicine: preparations, imaging, diagnostics, therapies and toxicity. Chem Soc Rev 38(6):1759–1782CrossRef
go back to reference Bwambok DK, El-Zahab B, Challa SK, Li M, Chandler L, Baker GA, Warner IM (2009) Near-infrared fluorescent nanoGUMBOS for biomedical imaging. ACS Nano 3(12):3854–3860CrossRef Bwambok DK, El-Zahab B, Challa SK, Li M, Chandler L, Baker GA, Warner IM (2009) Near-infrared fluorescent nanoGUMBOS for biomedical imaging. ACS Nano 3(12):3854–3860CrossRef
go back to reference Chatterjee S, Gottschalk P, Davis PD, Schuster GB (1988) Electron-transfer reactions in cyanine borate ion-pairs—photopolymerization initiators sensitive to visible-light. J Am Chem Soc 110(7):2326–2328CrossRef Chatterjee S, Gottschalk P, Davis PD, Schuster GB (1988) Electron-transfer reactions in cyanine borate ion-pairs—photopolymerization initiators sensitive to visible-light. J Am Chem Soc 110(7):2326–2328CrossRef
go back to reference Daniel MC, Astruc D (2004) Gold nanoparticles: assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology. Chem Rev 104(1):293–346CrossRef Daniel MC, Astruc D (2004) Gold nanoparticles: assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology. Chem Rev 104(1):293–346CrossRef
go back to reference Das S, Bwambok D, Ei-Zahab B, Monk J, de Rooy SL, Challa S, Li M, Hung FR, Baker GA, Warner IM (2010) Nontemplated approach to tuning the spectral properties of cyanine-based fluorescent NanoGUMBOS. Langmuir 26(15):12867–12876CrossRef Das S, Bwambok D, Ei-Zahab B, Monk J, de Rooy SL, Challa S, Li M, Hung FR, Baker GA, Warner IM (2010) Nontemplated approach to tuning the spectral properties of cyanine-based fluorescent NanoGUMBOS. Langmuir 26(15):12867–12876CrossRef
go back to reference Demers LM, Mirkin CA, Mucic RC, Reynolds RA, Letsinger RL, Elghanian R, Viswanadham G (2000) A fluorescence-based method for determining the surface coverage and hybridization efficiency of thiol-capped oligonucleotides bound to gold thin films and nanoparticles. Anal Chem 72(22):5535–5541CrossRef Demers LM, Mirkin CA, Mucic RC, Reynolds RA, Letsinger RL, Elghanian R, Viswanadham G (2000) A fluorescence-based method for determining the surface coverage and hybridization efficiency of thiol-capped oligonucleotides bound to gold thin films and nanoparticles. Anal Chem 72(22):5535–5541CrossRef
go back to reference Ghosh SK, Pal T (2007) Interparticle coupling effect on the surface plasmon resonance of gold nanoparticles: from theory to applications. Chem Rev 107(11):4797–4862CrossRef Ghosh SK, Pal T (2007) Interparticle coupling effect on the surface plasmon resonance of gold nanoparticles: from theory to applications. Chem Rev 107(11):4797–4862CrossRef
go back to reference Giljohann DA, Seferos DS, Daniel WL, Massich MD, Patel PC, Mirkin CA (2010) Gold nanoparticles for biology and medicine. Angew Chem Inte Ed 49(19):3280–3294CrossRef Giljohann DA, Seferos DS, Daniel WL, Massich MD, Patel PC, Mirkin CA (2010) Gold nanoparticles for biology and medicine. Angew Chem Inte Ed 49(19):3280–3294CrossRef
go back to reference Handley DA (1989) Colloidal gold: principles, methods, and applications. Academic Press, London Handley DA (1989) Colloidal gold: principles, methods, and applications. Academic Press, London
go back to reference Hussain ST, Iqbal M, Mazhar M (2009) Size control synthesis of starch capped-gold nanoparticles. J Nanopart Res 11(6):1383–1391CrossRef Hussain ST, Iqbal M, Mazhar M (2009) Size control synthesis of starch capped-gold nanoparticles. J Nanopart Res 11(6):1383–1391CrossRef
go back to reference Kaeser A, Schenning A (2010) Fluorescent nanoparticles based on self-assembled pi-conjugated systems. Adv Mater 22(28):2985–2997CrossRef Kaeser A, Schenning A (2010) Fluorescent nanoparticles based on self-assembled pi-conjugated systems. Adv Mater 22(28):2985–2997CrossRef
go back to reference Kasha M, Rawls HR, Ashraf El-Bayoumi M (1965) The exciton model in molecular spectroscopy. Pure Appl Chem 11(3–4):371–392CrossRef Kasha M, Rawls HR, Ashraf El-Bayoumi M (1965) The exciton model in molecular spectroscopy. Pure Appl Chem 11(3–4):371–392CrossRef
go back to reference Kumar M, George SJ (2011) Green fluorescent organic nanoparticles by self-assembly induced enhanced emission of a naphthalene diimide bolaamphiphile. Nanoscale 3(5):2130–2133CrossRef Kumar M, George SJ (2011) Green fluorescent organic nanoparticles by self-assembly induced enhanced emission of a naphthalene diimide bolaamphiphile. Nanoscale 3(5):2130–2133CrossRef
go back to reference Lau V, Heyne B (2010) Calix[4]arene sulfonate as a template for forming fluorescent thiazole orange H-aggregates. Chem Commun 46(20):3595–3597CrossRef Lau V, Heyne B (2010) Calix[4]arene sulfonate as a template for forming fluorescent thiazole orange H-aggregates. Chem Commun 46(20):3595–3597CrossRef
go back to reference Link S, El-Sayed MA (1999) Spectral properties and relaxation dynamics of surface plasmon electronic oscillations in gold and silver nanodots and nanorods. J Phys Chem B 103(40):8410–8426 Link S, El-Sayed MA (1999) Spectral properties and relaxation dynamics of surface plasmon electronic oscillations in gold and silver nanodots and nanorods. J Phys Chem B 103(40):8410–8426
go back to reference Lovell JF, Jin CS, Huynh E, Jin HL, Kim C, Rubinstein JL, Chan WCW, Cao WG, Wang LV, Zheng G (2011) Porphysome nanovesicles generated by porphyrin bilayers for use as multimodal biophotonic contrast agents. Nat Mater 10(4):324–332CrossRef Lovell JF, Jin CS, Huynh E, Jin HL, Kim C, Rubinstein JL, Chan WCW, Cao WG, Wang LV, Zheng G (2011) Porphysome nanovesicles generated by porphyrin bilayers for use as multimodal biophotonic contrast agents. Nat Mater 10(4):324–332CrossRef
go back to reference Mann S, Shenton W, Li M, Connolly S, Fitzmaurice D (2000) Biologically programmed nanoparticle assembly. Adv Mater 12(2):147–150CrossRef Mann S, Shenton W, Li M, Connolly S, Fitzmaurice D (2000) Biologically programmed nanoparticle assembly. Adv Mater 12(2):147–150CrossRef
go back to reference Masuhara H, Nakanishi H, Sasaki K (2003) Single organic nanoparticles. Springer, New YorkCrossRef Masuhara H, Nakanishi H, Sasaki K (2003) Single organic nanoparticles. Springer, New YorkCrossRef
go back to reference McGilvray KL, Decan MR, Wang DS, Scaiano JC (2006) Facile photochemical synthesis of unprotected aqueous gold nanoparticles. J Am Chem Soc 128(50):15980–15981CrossRef McGilvray KL, Decan MR, Wang DS, Scaiano JC (2006) Facile photochemical synthesis of unprotected aqueous gold nanoparticles. J Am Chem Soc 128(50):15980–15981CrossRef
go back to reference Newman JDS, Blanchard GJ (2006) Formation of gold nanoparticles using amine reducing agents. Langmuir 22(13):5882–5887CrossRef Newman JDS, Blanchard GJ (2006) Formation of gold nanoparticles using amine reducing agents. Langmuir 22(13):5882–5887CrossRef
go back to reference Ou ZM, Yao H, Kimura K (2007a) Organic nanoparticles of cyanine dye in aqueous solution. Bull Chem Soc Jpn 80(2):295–302CrossRef Ou ZM, Yao H, Kimura K (2007a) Organic nanoparticles of cyanine dye in aqueous solution. Bull Chem Soc Jpn 80(2):295–302CrossRef
go back to reference Ou ZM, Yao H, Kimura K (2007b) Preparation and optical properties of organic nanoparticles of porphyrin without self-aggregation. J Photochem Photobiol, A 189(1):7–14CrossRef Ou ZM, Yao H, Kimura K (2007b) Preparation and optical properties of organic nanoparticles of porphyrin without self-aggregation. J Photochem Photobiol, A 189(1):7–14CrossRef
go back to reference Peng S, McMahon JM, Schatz GC, Gray SK, Sun YG (2010) Reversing the size-dependence of surface plasmon resonances. Proc Natl Acad Sci 107(33):14530–14534CrossRef Peng S, McMahon JM, Schatz GC, Gray SK, Sun YG (2010) Reversing the size-dependence of surface plasmon resonances. Proc Natl Acad Sci 107(33):14530–14534CrossRef
go back to reference Silva GL, Ediz V, Yaron D, Armitage BA (2007) Experimental and computational investigation of unsymmetrical cyanine dyes: understanding torsionally responsive fluorogenic dyes. J Am Chem Soc 129(17):5710–5718CrossRef Silva GL, Ediz V, Yaron D, Armitage BA (2007) Experimental and computational investigation of unsymmetrical cyanine dyes: understanding torsionally responsive fluorogenic dyes. J Am Chem Soc 129(17):5710–5718CrossRef
go back to reference Yang XQ, Zaitsev A, Sauerwein B, Murphy S, Schuster GB (1992) Penetrated ion-pairs—photochemistry of cyanine dyes within organic borates. J Am Chem Soc 114(2):793–794CrossRef Yang XQ, Zaitsev A, Sauerwein B, Murphy S, Schuster GB (1992) Penetrated ion-pairs—photochemistry of cyanine dyes within organic borates. J Am Chem Soc 114(2):793–794CrossRef
go back to reference Yao H, Ashiba K (2011) Highly fluorescent organic nanoparticles of thiacyanine dye: a synergetic effect of intermolecular H-aggregation and restricted intramolecular rotation. RSC Adv 1(5):834–838CrossRef Yao H, Ashiba K (2011) Highly fluorescent organic nanoparticles of thiacyanine dye: a synergetic effect of intermolecular H-aggregation and restricted intramolecular rotation. RSC Adv 1(5):834–838CrossRef
go back to reference Yao H, Yamashita M, Kimura K (2009) Organic styryl dye nanoparticles: synthesis and unique spectroscopic properties. Langmuir 25(2):1131–1137CrossRef Yao H, Yamashita M, Kimura K (2009) Organic styryl dye nanoparticles: synthesis and unique spectroscopic properties. Langmuir 25(2):1131–1137CrossRef
Metadata
Title
Achieving organic nanoparticles with redox-active capabilities: synthesis of gold nanoparticles in water as a proof-of-principle
Authors
Sara M. Mooi
Todd C. Sutherland
Belinda Heyne
Publication date
01-09-2012
Publisher
Springer Netherlands
Published in
Journal of Nanoparticle Research / Issue 9/2012
Print ISSN: 1388-0764
Electronic ISSN: 1572-896X
DOI
https://doi.org/10.1007/s11051-012-1099-7

Other articles of this Issue 9/2012

Journal of Nanoparticle Research 9/2012 Go to the issue

Premium Partners