Abstract
Redox-responsive silica nanocapsules with a hydrophobic liquid core were synthesized by reactive templating of miniemulsion droplets with functional alkoxysilanes. Tetrasulfide bridges were successfully introduced into the inorganic shell and were found to be accessible for chemical reactions as shown by 31P-NMR spectroscopy. Indeed, the tetrasulfide groups could be reduced to yield thiol groups. A subsequent increase of permeability of the silica shell was observed upon reduction of the tetrasulfide groups.
References
Kemp M, Go YM, Jones DP (2008) Free Radic Biol Med 44:921
Winterbourn CC, Hampton MB (2008) Free Radic Biol Med 45:549
Yoon JA, Kamada J, Koynov, Mohin KJ, Nicolay R, Zhang YZ, Balazs AC, Kowalewski T, Matyjaszewski K (2012) Macromolecules 45:142
Kamada J, Koynov K, Corten C, Juhari A, Yoon JA, Urban MW, Balazs AC, Matyjaszewski K (2010) Macromolecules 43:4133
Saito G, Swanson JA, Lee KD (2003) Adv Drug Deliv Rev 55:199
Kim E, Kim D, Jung H, Lee J, Paul S, Selvapalam N, Yang Y, Lim N, Park CG, Kim K (2010) Angew Chem Int Ed 49:4405
Martinelli J, Fekete M, Tei L, Botta M (2011) Chem Commun 47:3144
Zelikin AN, Quinn JF, Caruso F (2006) Biomacromolecules 7:27
Zelikin AN, Li Q, Caruso F (2006) Angew Chem Int Ed 118:7907
Yan Y, Johnston APR, Dodds SJ, Kamphuis MMJ, Ferguson C, Parton RG, Nice EC, Heath JK, Caruso F (2010) ACS Nano 4:2928
Shu S, Zhang X, Wu Z, Wang Z, Li C (2010) Biomaterials 31:6039
Zhao M, Biswas A, Hu B, Joo KI, Wang P, Gu Z, Tang Y (2011) Biomaterials 32:5223
Yan L, Wang ZK, Yan JJ, Han LF, Zhou QH (2013) Polym Chem 4:1243
Huang X, Appelhans D, Formanek P, Simon F, Voit B (2012) ACS Nano 6:9718
Trewyn BG, Slowing II, Giri S, Chen HT, Lin VSY (2007) Acc Chem Res 40:846
Piao Y, Burns A, Kim J, Wiesner U, Hyeon T (2008) Adv Funct Mater 18:3745
Radu DR, Lai CY, Huang J, Shu Y, Lin VSY (2005) Chem. Commun. 1264
Sauer AM, Schlossbauer A, Ruthardt N, Cauda V, Bein T, Bräuchle C (2010) Nano Lett 10:3684
Staff RH, Rupper P, Lieberwirth I, Landfester K, Crespy D (2011) Soft Matter 7:10219
Zhao Y, Fickert J, Landfester K, Crespy D (2012) Small 8:2954
Fickert J, Wohnhaas C, Turshatov A, Landfester K, Crespy D (2013) Macromolecules 46:573
Zhao Y, Landfester K, Crespy D (2012) Soft Matter 8:11687
Staff RH, Gallei M, Mazurowski M, Rehahn M, Berger R, Landfester K, Crespy D (2012) ACS Nano 6:9042
Crespy D, Stark M, Hoffmann-Richter C, Ziener U, Landfester K (2007) Macromolecules 40:3122
Fickert J, Makowski M, Kappl M, Landfester K, Crespy D (2012) Macromolecules 45:6324
Fickert J, Rupper P, Graf R, Landfester K, Crespy D (2012) J Mater Chem 22:2286
Hashim AS, Azahari B, Ikeda Y, Kohjiya S (1998) Rubber Chem Technol 71:289
De D, Das A, De D, Panda PK, Dey B, Roy BC (2006) J Appl Polym Sci 99:957
Ansarifar A, Wang L, Ellis J, Kirtley SP (2006) Rubber Chem Technol 79:39
Tangpasuthadol V, Intasiri A, Nuntivanich D, Niyompanich N, Kiatkamjornwong S (2008) J Appl Polym Sci 109:424
Wu YP, Zhao QS, Zhao SH, Zhang LQ (2008) J Appl Polym Sci 108:112
Das A, Jurk R, Stockelhuber KW, Heinrich G (2008) J Macromol Sci A 45:101
Seo G, Park SM, Ha K, Choi KT, Hong CK, Kaang S (2010) J Mater Sci 45:1897
Scotti R, Wahla L, Crippa M, D'Arienzo M, Donetti R, Santo N, Morazzoni F (2012) Soft Matter 8:2131
Montemor MF, Cabral AM, Zheludkevich ML, Ferreira MGS (2006) Surf Coat Technol 200:2875
Guo LM, Li JT, Zhang LX, Li JB, Li YS, Yu CC, Shi JL, Ruan ML, Feng JW (2008) J Mater Chem 18:2733
Burns JA, Butler JC, Moran J, Whitesides GM (1991) J Org Chem 56:2648
Han JC, Han GY (1994) Anal Biochem 220:5
Dmitrenko O, Thorpe C, Bach RD (2007) J Org Chem 72:8298
Krezel A, Latajka R, Bujacz GD, Bal W (2003) Inorg Chem 42:1994
Rigler R, Mets Ü, Widengren J, Kask P (1993) Eur Biophys J Biophys 22:169
Koynov K, Butt HJ (2012) Curr Opin Colloid Interface 17:377
Florez L, Herrmann C, Cramer JM, Hauser CP, Koynov K, Landfester K, Crespy D, Mailander V (2012) Small 8:2222
Schaeffel D, Staff RH, Butt HJ, Landfester K, Crespy D, Koynov K (2012) Nano Lett 12:6012
Staff RH, Schaeffel D, Turshatov A, Donadio D, Butt HJ, Landfester K, Koynov K, Crespy D (2013) Small 9:3514
Acknowledgments
Sabrina Brand is acknowledged for her help in the project. Financial support from the DFG (SPP1568) and the joint cooperation program between the Fraunhofer and the Max Planck Societies are also acknowledged.
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experimental section, chemical strcutures of the alkoxysilanes, scheme of the reduction reaction, TEM and SEM micrographs of functional silica nanocaspules, and evaluation procedure of the FCS data. (DOCX 265 kb)
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Fickert, J., Schaeffel, D., Koynov, K. et al. Silica nanocapsules for redox-responsive delivery. Colloid Polym Sci 292, 251–255 (2014). https://doi.org/10.1007/s00396-013-3105-8
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DOI: https://doi.org/10.1007/s00396-013-3105-8