Amine-modification of thermally carbonized porous silicon with silane coupling chemistry

Ermei Mäkilä, Luis M. Bimbo, Martti Kaasalainen, Barbara Herranz , Anu J. Airaksinen, Markku Heinonen, Edwin Kukk, Jouni Hirvonen, Hélder A. Santos, Jarno Salonen

Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

Sammanfattning

Thermally carbonized porous silicon (TCPSi) microparticles were chemically modified with organofunctional alkoxysilane molecules using silanization process. Before the silane coupling, the TCPSi surface was activated by immersion in hydrofluoric acid (HF). Instead of regeneration of the silicon hydride species, the HF immersion of silicon carbide structure forms a silanol termination (Si−OH) on the surface required for silanization. Subsequent functionalization with 3-aminopropyltriethoxysilane provides the surface with an amine (−NH2) termination, while the SiC-type layer significantly stabilizes the functionalized structure both mechanically and chemically. The presence of terminal amine groups was verified with FTIR, XPS, CHN analysis and electrophoretic mobility measurements. The overall effects of the silanization to the morphological properties of the initial TCPSi were analyzed and they were found to be very limited making the treatment effects highly predictable. The maximum obtained number of amine groups on the surface was calculated to be 1.6 groups/nm2 corresponding to 79% surface coverage. The availability of the amine groups for further biofunctionalization was confirmed by successful biotinylation. The isoelectric point (IEP) of amine-terminated TCPSi was measured to be at pH 7.7, as opposed to untreated TCPSi with IEP at pH 2.6. The effects of the surface amine termination on the cell viability of Caco-2 and HT-29 cells and on the in vitro fenofibrate release profiles were also assessed. The results indicated that the surface modification did not alter the loading of the drug inside the pores and also retained the beneficial enhanced dissolution characteristics similar to TCPSi. Cellular viability studies also showed that the surface modification had only a limited effect on the biocompatibility of the PSi.
Originalspråkengelska
TidskriftLangmuir
Volym28
Utgåva39
Sidor (från-till)14045–14054
Antal sidor10
ISSN0743-7463
DOI
StatusPublicerad - 2 okt 2012
MoE-publikationstypA1 Tidskriftsartikel-refererad

Vetenskapsgrenar

  • 317 Farmaci

Citera det här

Mäkilä, E., Bimbo, L. M., Kaasalainen, M., Herranz , B., Airaksinen, A. J., Heinonen, M., ... Salonen, J. (2012). Amine-modification of thermally carbonized porous silicon with silane coupling chemistry. Langmuir, 28(39), 14045–14054. https://doi.org/10.1021/la303091k
Mäkilä, Ermei ; Bimbo, Luis M. ; Kaasalainen, Martti ; Herranz , Barbara ; Airaksinen, Anu J. ; Heinonen, Markku ; Kukk, Edwin ; Hirvonen, Jouni ; A. Santos, Hélder ; Salonen, Jarno. / Amine-modification of thermally carbonized porous silicon with silane coupling chemistry. I: Langmuir. 2012 ; Vol. 28, Nr. 39. s. 14045–14054.
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title = "Amine-modification of thermally carbonized porous silicon with silane coupling chemistry",
abstract = "Thermally carbonized porous silicon (TCPSi) microparticles were chemically modified with organofunctional alkoxysilane molecules using silanization process. Before the silane coupling, the TCPSi surface was activated by immersion in hydrofluoric acid (HF). Instead of regeneration of the silicon hydride species, the HF immersion of silicon carbide structure forms a silanol termination (Si−OH) on the surface required for silanization. Subsequent functionalization with 3-aminopropyltriethoxysilane provides the surface with an amine (−NH2) termination, while the SiC-type layer significantly stabilizes the functionalized structure both mechanically and chemically. The presence of terminal amine groups was verified with FTIR, XPS, CHN analysis and electrophoretic mobility measurements. The overall effects of the silanization to the morphological properties of the initial TCPSi were analyzed and they were found to be very limited making the treatment effects highly predictable. The maximum obtained number of amine groups on the surface was calculated to be 1.6 groups/nm2 corresponding to 79{\%} surface coverage. The availability of the amine groups for further biofunctionalization was confirmed by successful biotinylation. The isoelectric point (IEP) of amine-terminated TCPSi was measured to be at pH 7.7, as opposed to untreated TCPSi with IEP at pH 2.6. The effects of the surface amine termination on the cell viability of Caco-2 and HT-29 cells and on the in vitro fenofibrate release profiles were also assessed. The results indicated that the surface modification did not alter the loading of the drug inside the pores and also retained the beneficial enhanced dissolution characteristics similar to TCPSi. Cellular viability studies also showed that the surface modification had only a limited effect on the biocompatibility of the PSi.",
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Mäkilä, E, Bimbo, LM, Kaasalainen, M, Herranz , B, Airaksinen, AJ, Heinonen, M, Kukk, E, Hirvonen, J, A. Santos, H & Salonen, J 2012, 'Amine-modification of thermally carbonized porous silicon with silane coupling chemistry', Langmuir, vol. 28, nr. 39, s. 14045–14054. https://doi.org/10.1021/la303091k

Amine-modification of thermally carbonized porous silicon with silane coupling chemistry. / Mäkilä, Ermei; Bimbo, Luis M.; Kaasalainen, Martti ; Herranz , Barbara; Airaksinen, Anu J.; Heinonen, Markku ; Kukk, Edwin; Hirvonen, Jouni; A. Santos, Hélder ; Salonen, Jarno.

I: Langmuir, Vol. 28, Nr. 39, 02.10.2012, s. 14045–14054.

Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

TY - JOUR

T1 - Amine-modification of thermally carbonized porous silicon with silane coupling chemistry

AU - Mäkilä, Ermei

AU - Bimbo, Luis M.

AU - Kaasalainen, Martti

AU - Herranz , Barbara

AU - Airaksinen, Anu J.

AU - Heinonen, Markku

AU - Kukk, Edwin

AU - Hirvonen, Jouni

AU - A. Santos, Hélder

AU - Salonen, Jarno

PY - 2012/10/2

Y1 - 2012/10/2

N2 - Thermally carbonized porous silicon (TCPSi) microparticles were chemically modified with organofunctional alkoxysilane molecules using silanization process. Before the silane coupling, the TCPSi surface was activated by immersion in hydrofluoric acid (HF). Instead of regeneration of the silicon hydride species, the HF immersion of silicon carbide structure forms a silanol termination (Si−OH) on the surface required for silanization. Subsequent functionalization with 3-aminopropyltriethoxysilane provides the surface with an amine (−NH2) termination, while the SiC-type layer significantly stabilizes the functionalized structure both mechanically and chemically. The presence of terminal amine groups was verified with FTIR, XPS, CHN analysis and electrophoretic mobility measurements. The overall effects of the silanization to the morphological properties of the initial TCPSi were analyzed and they were found to be very limited making the treatment effects highly predictable. The maximum obtained number of amine groups on the surface was calculated to be 1.6 groups/nm2 corresponding to 79% surface coverage. The availability of the amine groups for further biofunctionalization was confirmed by successful biotinylation. The isoelectric point (IEP) of amine-terminated TCPSi was measured to be at pH 7.7, as opposed to untreated TCPSi with IEP at pH 2.6. The effects of the surface amine termination on the cell viability of Caco-2 and HT-29 cells and on the in vitro fenofibrate release profiles were also assessed. The results indicated that the surface modification did not alter the loading of the drug inside the pores and also retained the beneficial enhanced dissolution characteristics similar to TCPSi. Cellular viability studies also showed that the surface modification had only a limited effect on the biocompatibility of the PSi.

AB - Thermally carbonized porous silicon (TCPSi) microparticles were chemically modified with organofunctional alkoxysilane molecules using silanization process. Before the silane coupling, the TCPSi surface was activated by immersion in hydrofluoric acid (HF). Instead of regeneration of the silicon hydride species, the HF immersion of silicon carbide structure forms a silanol termination (Si−OH) on the surface required for silanization. Subsequent functionalization with 3-aminopropyltriethoxysilane provides the surface with an amine (−NH2) termination, while the SiC-type layer significantly stabilizes the functionalized structure both mechanically and chemically. The presence of terminal amine groups was verified with FTIR, XPS, CHN analysis and electrophoretic mobility measurements. The overall effects of the silanization to the morphological properties of the initial TCPSi were analyzed and they were found to be very limited making the treatment effects highly predictable. The maximum obtained number of amine groups on the surface was calculated to be 1.6 groups/nm2 corresponding to 79% surface coverage. The availability of the amine groups for further biofunctionalization was confirmed by successful biotinylation. The isoelectric point (IEP) of amine-terminated TCPSi was measured to be at pH 7.7, as opposed to untreated TCPSi with IEP at pH 2.6. The effects of the surface amine termination on the cell viability of Caco-2 and HT-29 cells and on the in vitro fenofibrate release profiles were also assessed. The results indicated that the surface modification did not alter the loading of the drug inside the pores and also retained the beneficial enhanced dissolution characteristics similar to TCPSi. Cellular viability studies also showed that the surface modification had only a limited effect on the biocompatibility of the PSi.

KW - 317 Pharmacy

U2 - 10.1021/la303091k

DO - 10.1021/la303091k

M3 - Article

VL - 28

SP - 14045

EP - 14054

JO - Langmuir

JF - Langmuir

SN - 0743-7463

IS - 39

ER -