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Tailoring bifunctional periodic mesoporous organosilicas for cooperative catalysis

(2020) ACS APPLIED NANO MATERIALS. 3(3). p.2373-2382
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Abstract
This paper presents a novel approach to create bifunctional periodic mesoporous organosilicas containing thiol and sulfonic acid groups (SHm/SO(3)Hn@PMO) by co-condensation reactions of an own designed bis-silane precursor (EtO)(3)Si-CH2CH(SH)-Si(OEt)(3) containing thiols groups with its predecessor (EtO)(3)Si-CH2CH(SCOCH3)-Si(OEt)(3). This bifunctional strategy involves the in situ oxidation of thiol to sulfonic acid groups during the formation of the mesostructure followed by the hydrolysis of the -SCOCH3 to -SH groups during the subsequent surfactant extraction process. The good structural ordering and mesoporosity of the bifunctional materials were confirmed by powder X-ray diffraction (PXRD) and nitrogen adsorption-desorption measurements, respectively. The successful incorporation of dual functionality in the pore walls was confirmed by elemental analysis, X-ray electron spectroscopy (XPS), and solid-state nuclear magnetic resonance of C-13 (C-13 CP/MAS NMR) and Si-29 (Si-29 NMR) measurements. The existence of cooperative effect between both functional groups was evaluated in the bisphenol A formation. The catalytic data showed that the bifunctional materials present a better selectivity to the p,p'-isomer of bisphenol A compared to materials containing only one functionality, reaching the optimal value in the material with a thiol/sulfonic acid ratio of 1:1.
Keywords
dual functionality, PMOs, cooperative catalysis, regioselectivity, bisphenol A, HETEROGENEOUS CATALYSTS, ORGANIC GROUPS, BISPHENOL-A, ACID, SILICA, THIOL, NANOPARTICLES, DESIGN, SIEVES, PORES

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MLA
Esquivel, Dolores, et al. “Tailoring Bifunctional Periodic Mesoporous Organosilicas for Cooperative Catalysis.” ACS APPLIED NANO MATERIALS, vol. 3, no. 3, 2020, pp. 2373–82, doi:10.1021/acsanm.9b02493.
APA
Esquivel, D., Amaro-Gahete, J., Caballero-Casero, N., Jiménez-Sanchidrián, C., Ruíz, J. R., Rubio, S., … Romero-Salguero, F. J. (2020). Tailoring bifunctional periodic mesoporous organosilicas for cooperative catalysis. ACS APPLIED NANO MATERIALS, 3(3), 2373–2382. https://doi.org/10.1021/acsanm.9b02493
Chicago author-date
Esquivel, Dolores, Juan Amaro-Gahete, Noelia Caballero-Casero, César Jiménez-Sanchidrián, José Rafael Ruíz, Soledad Rubio, Pascal Van Der Voort, and Francisco J Romero-Salguero. 2020. “Tailoring Bifunctional Periodic Mesoporous Organosilicas for Cooperative Catalysis.” ACS APPLIED NANO MATERIALS 3 (3): 2373–82. https://doi.org/10.1021/acsanm.9b02493.
Chicago author-date (all authors)
Esquivel, Dolores, Juan Amaro-Gahete, Noelia Caballero-Casero, César Jiménez-Sanchidrián, José Rafael Ruíz, Soledad Rubio, Pascal Van Der Voort, and Francisco J Romero-Salguero. 2020. “Tailoring Bifunctional Periodic Mesoporous Organosilicas for Cooperative Catalysis.” ACS APPLIED NANO MATERIALS 3 (3): 2373–2382. doi:10.1021/acsanm.9b02493.
Vancouver
1.
Esquivel D, Amaro-Gahete J, Caballero-Casero N, Jiménez-Sanchidrián C, Ruíz JR, Rubio S, et al. Tailoring bifunctional periodic mesoporous organosilicas for cooperative catalysis. ACS APPLIED NANO MATERIALS. 2020;3(3):2373–82.
IEEE
[1]
D. Esquivel et al., “Tailoring bifunctional periodic mesoporous organosilicas for cooperative catalysis,” ACS APPLIED NANO MATERIALS, vol. 3, no. 3, pp. 2373–2382, 2020.
@article{8652504,
  abstract     = {{This paper presents a novel approach to create bifunctional periodic mesoporous organosilicas containing thiol and sulfonic acid groups (SHm/SO(3)Hn@PMO) by co-condensation reactions of an own designed bis-silane precursor (EtO)(3)Si-CH2CH(SH)-Si(OEt)(3) containing thiols groups with its predecessor (EtO)(3)Si-CH2CH(SCOCH3)-Si(OEt)(3). This bifunctional strategy involves the in situ oxidation of thiol to sulfonic acid groups during the formation of the mesostructure followed by the hydrolysis of the -SCOCH3 to -SH groups during the subsequent surfactant extraction process. The good structural ordering and mesoporosity of the bifunctional materials were confirmed by powder X-ray diffraction (PXRD) and nitrogen adsorption-desorption measurements, respectively. The successful incorporation of dual functionality in the pore walls was confirmed by elemental analysis, X-ray electron spectroscopy (XPS), and solid-state nuclear magnetic resonance of C-13 (C-13 CP/MAS NMR) and Si-29 (Si-29 NMR) measurements. The existence of cooperative effect between both functional groups was evaluated in the bisphenol A formation. The catalytic data showed that the bifunctional materials present a better selectivity to the p,p'-isomer of bisphenol A compared to materials containing only one functionality, reaching the optimal value in the material with a thiol/sulfonic acid ratio of 1:1.}},
  author       = {{Esquivel, Dolores and Amaro-Gahete, Juan and Caballero-Casero, Noelia and Jiménez-Sanchidrián, César and Ruíz, José Rafael and Rubio, Soledad and Van Der Voort, Pascal and Romero-Salguero, Francisco J}},
  issn         = {{2574-0970}},
  journal      = {{ACS APPLIED NANO MATERIALS}},
  keywords     = {{dual functionality,PMOs,cooperative catalysis,regioselectivity,bisphenol A,HETEROGENEOUS CATALYSTS,ORGANIC GROUPS,BISPHENOL-A,ACID,SILICA,THIOL,NANOPARTICLES,DESIGN,SIEVES,PORES}},
  language     = {{eng}},
  number       = {{3}},
  pages        = {{2373--2382}},
  title        = {{Tailoring bifunctional periodic mesoporous organosilicas for cooperative catalysis}},
  url          = {{http://dx.doi.org/10.1021/acsanm.9b02493}},
  volume       = {{3}},
  year         = {{2020}},
}

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