Modulating the Photoluminescence of Bridged Silsesquioxanes Incorporating Eu3+-Complexed n,n′-Diureido-2,2′-bipyridine Isomers: Application for Luminescent Solar Concentrators

Two new urea-bipyridine derived bridged organosilanes (P5 and P6) have been synthesized and their hydrolysis–condensation under nucleophilic catalysis in the presence of Eu3+ salts led to luminescent bridged silsesquioxanes (M5-Eu and M6-Eu). An important loading of Eu3+ (up to 11%w) can be obtained for the material based on the 6,6′-isomer. Indeed the photoluminescence properties of these materials, that have been investigated in depth (photoluminescence (PL), quantum yield, lifetimes), show a significantly different complexation mode of the Eu3+ ions for M6-Eu, compared with M4-Eu (obtained from the already-reported 4,4′-isomer) and M5-Eu. Moreover, M6-Eu exhibits the highest absolute emission quantum yield value (0.18 ± 0.02) among these three materials. The modification of the sol composition upon the addition of a malonamide derivative led to similar luminescent features but with an increased quantum yield (0.26 ± 0.03). In addition, M6-Eu can be processed as thin films by spin-coating on glass subst...

[1]  L. Carlos,et al.  A covalent fraction model for lanthanide compounds , 2005 .

[2]  Rute A. S. Ferreira,et al.  Energy Transfer and Emission Quantum Yields of Organic−Inorganic Hybrids Lacking Metal Activator Centers , 2007 .

[3]  S. Ribeiro,et al.  White light emission of Eu3+-based hybrid xerogels , 1999 .

[4]  Koen Binnemans,et al.  Lanthanide-based luminescent hybrid materials. , 2009, Chemical reviews.

[5]  J. Moreau,et al.  Tailoring of Organically Modified Silicas for the Solid-Liquid Extraction of Actinides , 2001 .

[6]  B. Yan,et al.  Photoluminescent hybrid thin films fabricated with lanthanide ions covalently bonded silica , 2009 .

[7]  Rute A. S. Ferreira,et al.  Lanthanide‐Containing Light‐Emitting Organic–Inorganic Hybrids: A Bet on the Future , 2009, Advanced materials.

[8]  G. Calzaferri,et al.  Orienting zeolite L microcrystals with a functional linker. , 2010, Angewandte Chemie.

[9]  Neil Robertson,et al.  Characterization and reduction of reabsorption losses in luminescent solar concentrators. , 2010, Applied optics.

[10]  Yuhuan Chen,et al.  Construction and Photoluminescence of Monophase Hybrid Materials Derived from a Urea-Based Bis-Silylated Bipyridine , 2009 .

[11]  Huanrong Li,et al.  A transparent and luminescent ionogel based on organosilica and ionic liquid coordinating to Eu3+ ions , 2010 .

[12]  L. Fu,et al.  Luminescence properties of transparent hybrid thin film covalently linked with lanthanide complexes , 2002 .

[13]  B. Yan,et al.  Fabrication and photoluminescence of molecular hybrid films based on the complexes of 8-hydroxyquinoline with different metal ions via sol–gel process , 2006 .

[14]  Seok-Jun Seo,et al.  Full‐Color Mesophase Silicate Thin Film Phosphors Incorporated with Rare Earth Ions and Photosensitizers , 2007 .

[15]  G. Cinacchi.  Ordering of biaxial solutes in a smectic solvent , 2005 .

[16]  Yongsheng Yang,et al.  Sol–gel approach to the novel organic–inorganic hybrid composite films with ternary europium complex covalently bonded with silica matrix , 2006 .

[17]  T. Pakkanen,et al.  Electrochemical formation and spectroelectrochemical characterization of organometallic [Ru(L)(CO)2]n polymers; L=disubstituted-2,2′-bipyridine , 1999 .

[18]  Hong J. Zhang,et al.  Synthesis and luminescence properties of organic-inorganic hybrid thin films doped with Eu(III) , 2001 .

[19]  Yann-C. Li,et al.  Rectangular-plate like organosilica microcrystals based on silylated β-diketone and lanthanide ions , 2011 .

[20]  Thomas Dienel,et al.  Spectral-based analysis of thin film luminescent solar concentrators , 2010 .

[21]  Anita C Jones,et al.  Europium complexes with high total photoluminescence quantum yields in solution and in PMMA. , 2009, Chemical communications.

[22]  J. Moreau,et al.  New hybrid silica based materials for the solid–liquid extraction of actinides , 1999 .

[23]  B. Viana,et al.  Photonic and nanobiophotonic properties of luminescent lanthanide-doped hybrid organic–inorganic materials , 2008 .

[24]  Renata Reisfeld,et al.  New developments in luminescence for solar energy utilization , 2010 .

[25]  R. Mahiou,et al.  Luminescence behavior of sol-gel-derived hybrid materials resulting from covalent grafting of a chromophore unit to different organically modified alkoxysilanes , 2000 .

[26]  V. de Zea Bermudez,et al.  Progress on lanthanide-based organic-inorganic hybrid phosphors. , 2011, Chemical Society reviews.

[27]  Hongshan He,et al.  Hybridization of near-infrared emitting erbium(III) and ytterbium(III) monoporphyrinate complexes with silica xerogel: synthesis, structure and photophysics. , 2010, Dalton transactions.

[28]  C. Auwer,et al.  Complexation of lanthanum(III) nitrate by N,N′,N,N′-tetraethylmalonamide , 1999 .

[29]  S. Quici,et al.  White luminescent silica layers: the molecular design beneath. , 2010, Chemphyschem : a European journal of chemical physics and physical chemistry.

[30]  G. Adachi,et al.  Preparation and application of lanthanide complex incorporated ormosil composite phosphor films , 2000 .

[31]  A. Gautier,et al.  Clicked dipicolinic antennae for lanthanide luminescent probes. , 2010, Dalton transactions.

[32]  M. Taillefer,et al.  Efficient and Versatile Sol‐Gel Immobilized Copper Catalyst for Ullmann Arylation of Phenols , 2008 .

[33]  C. Whang,et al.  Optical characterization of Eu3+-doped sol-gel hybrid thin film prepared with various conditions , 2006 .

[34]  V. Bermudez,et al.  Photoluminescence of Eu(III)-doped lamellar bridged silsesquioxanes self-templated through a hydrogen bonding array , 2008 .

[35]  H. Mishra,et al.  Photoinduced proton transfer coupled with energy transfer: Mechanism of sensitized luminescence of terbium ion by salicylic acid doped in polymer. , 2008, The Journal of chemical physics.

[36]  A. Meyer,et al.  Luminescent Solar Concentrators--a review of recent results. , 2008, Optics express.

[37]  Kenneth C. Ludema,et al.  The influences of roughness on film thickness measurements by Mueller matrix ellipsometry , 1994 .

[38]  M. Albrecht,et al.  5,5'-Diamino-2,2'-bipyridine: a versatile building block for the synthesis of bipyridine/catechol ligands that form homo- and heteronuclear helicates. , 2005, Chemistry.

[39]  J. D’Haen,et al.  Thin Films of Highly Luminescent Lanthanide Complexes Covalently Linked to an Organic−Inorganic Hybrid Material via 2-Substituted Imidazo[4,5-f]-1,10-phenanthroline Groups , 2005 .

[40]  S. Ribeiro,et al.  Photoluminescence of bulks and thin films of Eu3+-doped organic/inorganic hybrids , 2008 .

[41]  M. Taillefer,et al.  Lanthanide-Containing 2,2′-Bipyridine Bridged Urea Cross-Linked Polysilsesquioxanes , 2010 .

[42]  Yige Wang,et al.  Synthesis and luminescence properties of spherical bridged polysilsequioxanes activated by lanthanide ions , 2010 .

[43]  Y. Men,et al.  Nanostructured hybrid organic-inorganic lanthanide complex films produced in situ via a sol-gel approach , 2000 .