Healable terpyridine-based supramolecular gels and the luminescent properties of the rare earth metal complex

Based on gluconic acid acetal and terpyridyl groups, we have prepared two new supramolecular gelators C3S and C6S with the critical gelation concentrations of 0.1% in aryl halides and the ability of gelling in DMF/DMSO + H2O at room temperature. The excellent self-healing properties of the gels were studied using rheological experiments. Based on the 1H NMR, IR spectrum and PXRD, the self-assembly pattern of C6S was proposed through theoretical calculation. After coordinating with Ln(III) metal ions, the multicolor luminescent metallogel C6S–Eu/Tb was investigated. The luminescence properties of the gels were characterized by fluorescence spectroscopy and fluorescence lifetime measurements, confirming the energy transfer between the organic compounds and Ln(III) metal ions.

[1]  T. Maji,et al.  Coordination Polymer Gels with Modular Nanomorphologies, Tunable Emissions, and Stimuli-Responsive Behavior Based on an Amphiphilic Tripodal Gelator. , 2017, Inorganic chemistry.

[2]  Hui Wang,et al.  In situ-prepared homogeneous supramolecular organic framework drug delivery systems (sof-DDSs): Overcoming cancer multidrug resistance and controlled release , 2017 .

[3]  K. Sakurai,et al.  Chiral Supramolecular Gels with Lanthanide Ions: Correlation between Luminescence and Helical Pitch. , 2017, ACS applied materials & interfaces.

[4]  Bao Zhang,et al.  Flexible and highly transparent two-component organogels with enhanced viscoelasticity for self-healing materials and room-temperature phase-selective gelation. , 2016, Chemical communications.

[5]  T. Maji,et al.  Bimodal self-assembly of an amphiphilic gelator into a hydrogel-nanocatalyst and an organogel with different morphologies and photophysical properties. , 2016, Chemical communications.

[6]  T. Maji,et al.  Coordination polymer gels: soft metal-organic supramolecular materials and versatile applications. , 2016, Chemical communications.

[7]  Bao Zhang,et al.  A novel multi-stimuli responsive gelator based on D-gluconic acetal and its potential applications. , 2016, Chemical communications.

[8]  Xudong Yu,et al.  Ultrasound accelerated sugar based gel for in situ construction of a Eu3+-based metallogel via energy transfer in a supramolecular scaffold , 2015 .

[9]  V. M. Suresh,et al.  High aspect ratio, processable coordination polymer gel nanotubes based on an AIE-active LMWG with tunable emission. , 2015, Chemical communications.

[10]  Qiaochu Li,et al.  White-Light-Emitting Lanthanide Metallogels with Tunable Luminescence and Reversible Stimuli-Responsive Properties. , 2015, Journal of the American Chemical Society.

[11]  V. M. Suresh,et al.  Tunable emission in lanthanide coordination polymer gels based on a rationally designed blue emissive gelator. , 2015, Chemical communications.

[12]  Qingqing Wang,et al.  Linear Oligocarbazole‐Based Organogelators: Synthesis and Fluorescent Probing of Explosives , 2014 .

[13]  Yuanjing Cui,et al.  Lanthanide metal-organic frameworks for luminescent sensing and light-emitting applications , 2014 .

[14]  Liang Xu,et al.  Recent advances in lanthanide luminescence with metal-organic chromophores as sensitizers , 2014 .

[15]  R. Friend,et al.  Temperature- and voltage-induced ligand rearrangement of a dynamic electroluminescent metallopolymer. , 2014, Angewandte Chemie.

[16]  Ayyappanpillai Ajayaghosh,et al.  Functional π-gelators and their applications. , 2014, Chemical reviews.

[17]  N. Armaroli,et al.  White-light-emitting supramolecular gels. , 2014, Angewandte Chemie.

[18]  J. Chang,et al.  White light emission from a mixed organogel of lanthanide(III)-containing organogelators , 2013 .

[19]  J. Boland,et al.  Europium-directed self-assembly of a luminescent supramolecular gel from a tripodal terpyridine-based ligand. , 2012, Angewandte Chemie.

[20]  Michael O'Keeffe,et al.  Deconstructing the crystal structures of metal-organic frameworks and related materials into their underlying nets. , 2012, Chemical reviews.

[21]  E. W. Meijer,et al.  Pathway complexity in supramolecular polymerization , 2012, Nature.

[22]  Laura Maggini,et al.  Hierarchised luminescent organic architectures: design, synthesis, self-assembly, self-organisation and functions. , 2012, Chemical Society reviews.

[23]  J. Steed Supramolecular gel chemistry: developments over the last decade. , 2011, Chemical communications.

[24]  J. Steed,et al.  Anion-switchable supramolecular gels for controlling pharmaceutical crystal growth , 2010, Nature Chemistry.

[25]  Liping Ding,et al.  Glucose-based fluorescent low-molecular mass compounds: creation of simple and versatile supramolecular gelators. , 2010, Langmuir : the ACS journal of surfaces and colloids.

[26]  Jonathan W Steed,et al.  Metal- and anion-binding supramolecular gels. , 2010, Chemical reviews.

[27]  Haitao Wang,et al.  Fluorescence-enhanced organogels and mesomorphic superstructure based on hydrazine derivatives. , 2010, Langmuir : the ACS journal of surfaces and colloids.

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

[29]  David K Smith,et al.  High-tech applications of self-assembling supramolecular nanostructured gel-phase materials: from regenerative medicine to electronic devices. , 2008, Angewandte Chemie.

[30]  A. Banerjee,et al.  Pentapeptide based organogels: the role of adjacently located phenylalanine residues in gel formation. , 2008, Soft matter.

[31]  A. Mata,et al.  Self-Assembly of Large and Small Molecules into Hierarchically Ordered Sacs and Membranes , 2008, Science.

[32]  Hiroyuki Satou,et al.  Reproducible on–off switching of solid-state luminescence by controlling molecular packing through heat-mode interconversion , 2005, Nature materials.

[33]  Mario Ruben,et al.  Grid-type metal ion architectures: functional metallosupramolecular arrays. , 2004, Angewandte Chemie.

[34]  J. Fraser Stoddart,et al.  A Molecular Elevator , 2004, Science.

[35]  A. Hamilton,et al.  Water gelation by small organic molecules. , 2004, Chemical reviews.

[36]  Yuzhe Zhang,et al.  New Member of Luminescent Materials——Status and Future of White Light Emitting Gel , 2017 .

[37]  A. Ajayaghosh,et al.  Organogels as scaffolds for excitation energy transfer and light harvesting. , 2008, Chemical Society reviews.

[38]  M. Ward,et al.  Synthesis and co-ordination behaviour of 6′,6″-bis(2-pyridyl)-2,2′ : 4,4″ : 2″,2″′-quaterpyridine; ‘back-to-back’ 2,2′ : 6′,2″-terpyridine , 1990 .