Metalloporphyrinosilicas: a new class of hybrid organic–inorganic materials acting as selective biomimetic oxidation catalysts

Battioni, Pierrette; Cardin, E.; Louloudi, Maria; Schöllhorn, Bernd; Spyroulias, G. A.; Mansuy, Daniel; Traylor, T. G.

doi:10.1039/cc9960002037

Cited by 110 publications

(63 citation statements)

References 12 publications

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“…The catalytic yields are similar to those achieved with the SGA-FePor or SGB-FePor catalysts prepared by us, but it may be considered that the catalyst prepared by Battioni et al 63 has an iron porphyrin content of 15 g g -1 (15%), which is 10 times higher than the content in our SG-FePor catalysts (Table 1, 0.8 to 2.1 g g -1 ).…”

Section: Cyclohexenesupporting

confidence: 47%

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Preparation of catalysts based on iron(III) porphyrins heterogenized on silica obtained by the Sol-Gel process for hydroxylation and epoxidation reactions

Castro¹,

Halma²,

Machado³

et al. 2010

J. Braz. Chem. Soc.

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Catalisadores sólidos foram preparados pela interação de ferroporfirinas com sílica obtida pelo processo sol-gel. A presença da ferroporfirina na matriz de sílica e a morfologia das partículas obtidas foram estudadas por espectroscopia eletrônica na região do ultravioleta e visível, difratometria de raios X de pó, espectroscopia vibracional na região do infravermelho, microscopia eletrônica de transmissão, ressonância paramagnética eletrônica e análises termogravimétricas. A atividade catalítica dos sólidos obtidos foi investigada frente a oxidação dos substratos (Z)-cicloocteno, cicloexeno e cicloexano por iodosilbenzeno em meio de diclorometano e acetonitrila. Os resultados catalíticos obtidos foram comparáveis àqueles observados quando as ferroporfirinas em solução (catálise homogênea) foram utilizadas.Solid catalysts have been prepared by chemical interaction of iron(III) porphyrins with the surface of the pores of a silica matrix obtained by the sol-gel method. The presence of the complexes in the silica matrix and the morphology of the obtained particles were studied by UV-Vis spectroscopy, powder X-ray diffractometry, infrared spectroscopy, transmission electron microscopy, electron paramagnetic resonance and thermogravimetric analysis. The catalytic activity of the immobilized iron(III) porphyrins in the oxidation of (Z)-cyclooctene, cyclohexene and cyclohexane was evaluated in dichloromethane/acetonitrile 1:1 solvent mixture (v/v) using iodosylbenzene as oxidant. Results were compared with those achieved with the homogeneous counterparts.

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Section: Cyclohexenesupporting

confidence: 47%

“…Nonetheless, our catalysts led to similar (Z)-cyclooctene conversion results. For example, Battioni et al 63 reported that the FePor-supported silica system catalyzed the epoxidation of cyclooctene by PhIO with high epoxide yields (> 90%), by employing materials with high surface area (ca. 700 m 2 g -1…”

Section: Cyclohexenementioning

confidence: 99%

Preparation of catalysts based on iron(III) porphyrins heterogenized on silica obtained by the Sol-Gel process for hydroxylation and epoxidation reactions

Castro¹,

Halma²,

Machado³

et al. 2010

J. Braz. Chem. Soc.

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“…Porphyrins and their metal complexes are very fascinating class of dye molecules whose functions vary from oxygen and electron transport (hemoglobin, cytochrome c) to solar energy transfer (chlorophyll) in photosynthesis. The sol -gel immobilization of porphyrins in suitable matrices has been reported in literature due to the importance of these systems from many points of interest, such as: chemical and biochemical sensing [11 -14], optical limiting [15 -17], hole-burning [18,19] and catalysis [20].…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic characterization of water-soluble cationic porphyrins in sol–gel silica matrices and coatings

Dargiewicz¹,

Makarska²,

Radzki³

2002

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Silica aeorogels doped with different concentrations of water-soluble cationic porphyrins were synthesised by the sol-gel polymerisation of tetraethylorthosilicate (TEOS). Porphyrin dimer formation in sol-gel matrices was studied in the function of gelation time, over the porphyrin concentration range up to 10 − 5 M. The deviation from the linearity of Beer-Lambert law starts with porphyrin concentration about 5 ×10 − 6 M. The dimerization constants were estimated. The similar dependence could be observed for the aerogels and the solid thin films.

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“…These new materials are also sought for improved optical, 14-17 and electrical 18,19 properties, luminescence, 12,20-25 ionic conductivity, [26][27][28] and selectivity, 29-32 as well as chemical [33][34][35] or biochemical 36-38 activity. Chemical activity is of core importance in functional materials.…”

mentioning

confidence: 99%

Review—Organic-Inorganic Hybrid Functional Materials: An Integrated Platform for Applied Technologies

Mir

Nagahara

Thundat

et al. 2018

J. Electrochem. Soc.

315

156

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Hybrid functional materials, constituting both inorganic and organic components, are considered potential platforms for applications in extremely diverse fields such as optics, micro-electronics, transportation, health, energy, energy storage, diagnosis, housing, environment and the highly relevant area is Internet of Things (IoT). Material properties of hybrid materials can be tuned by modification of the composition on the molecular scale to produce smart materials. Cross-cutting approaches, to synergistically couple molecular engineering and processing allows to tailor complex hybrid systems of various shapes with perfect control over size, composition, functionality, and morphology. The detailed description and discussion of variety of hybrid functional organicinorganic materials and their contribution in the designing of specific modern technologies is the prime focus of this review. There is an enormous demand for hybrid materials to provide technological breakthroughs with the most sought after being the enabling of the IoT. Interest in the field of IoT will witness exponential growth over the next decade as markets realize the true potential of realtime data acquisition for various entertainment, knowledge dissemination, defense, environmental, and healthcare applications. Many of the well-established materials, such as metals, 1 ceramics, 2-4 or plastics 5,6 cannot fulfill all technological desires for the various new applications. In addition to the early interest in structural hybrid materials based on carbon-silicon networks, many recent efforts have centered on the design of functional hybrid materials which harness the chemical activity of their components. This approach has been successfully used in recent years in the design of hybrid polymers 7 with special emphasis on structural hybrid materials based on mixed silicon-carbon networks prepared by sol-gel methods [8][9][10][11][12] which can also entrap additional active species. 13 In this field the stakes are high and scientists aim at producing structural materials with properties between those of inorganic glasses and organic polymers.8 But the expectations go beyond mechanical strength and thermal and chemical stability. These new materials are also sought for improved optical, 14-17 and electrical 18,19 properties, luminescence, 12,20-25 ionic conductivity, [26][27][28] and selectivity, 29-32 as well as chemical [33][34][35] or biochemical 36-38 activity. Chemical activity is of core importance in functional materials. Sensors, selective membranes, all sorts of electrochemical devices, from actuators to batteries or supercapacitors, supported catalysts or photoelectrochemical energy conversion cells are some important devices based on hybrid functional materials.Hybridization is a multifaceted strategy. In some cases, conducting organic polymers act just as a solid polymeric support for active species, whereas in other hybrid systems the activity of organic and inorganic species combines to reinforce or modify each other. But in every case ...

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Metalloporphyrinosilicas: a new class of hybrid organic–inorganic materials acting as selective biomimetic oxidation catalysts

Abstract: New hybrid organic-inorganic materials are prepared by hydrolysis and polycondensation, or cocondensation with tetraethoxysilane, of iron porphyrins bearing a trifluorosilyl function; despite their insolubility, these

Cited by 110 publications

References 12 publications

Preparation of catalysts based on iron(III) porphyrins heterogenized on silica obtained by the Sol-Gel process for hydroxylation and epoxidation reactions

Preparation of catalysts based on iron(III) porphyrins heterogenized on silica obtained by the Sol-Gel process for hydroxylation and epoxidation reactions

Spectroscopic characterization of water-soluble cationic porphyrins in sol–gel silica matrices and coatings

Review—Organic-Inorganic Hybrid Functional Materials: An Integrated Platform for Applied Technologies

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