Molecular Cocrystals with Hydrogen-Bonded Polymeric Structures and Polarized Luminescence

Abstract

Crystalline materials with appealing luminescent properties are attractive materials for various optoelectronic applications. The in situ bicomponent reaction of 1,2-ethylenedisulfonic acid with 1,4-di(pyrid-2-yl)benzene, 1,4-di(pyrid-3-yl)benzene, or 1,4-di(pyrid-4-yl)benzene affords luminescent crystals with hydrogen-bonded polymeric structures. Variations in the positions of the pyridine nitrogen atoms lead to alternating polymeric structures with either a ladder- or zigzag-type of molecular arrangement. By using a nanoprecipitation method, microcrystals of these polymeric structures are prepared, showing polarized luminescence with a moderate degree of polarization.

Organic microspheres and microcrystals made from pyridine-functionalized chromophores and a chiral phosphoric acid

“…In the presence of (R)-BPA, the original emissions of 1-5 were diminished and a new emission band with a longer l emi appeared. The new emissions of the longer molecules 2-5 are attributed to the ICT process targeted at the pyridinium motif, [35][36][37] which is supported by the timedependent density functional theory (TDDFT) calculations of the protonated cationic moieties (Fig. S2, ESI †).…”

“…28 When treated with a strong protonic acid, these pyridine compounds are transformed into protonated pyridinium derivatives, to which the chiral sulfonic anions are bound by hydrogen bonding interactions in the solid state. [35][36][37] Pyridinium derivatives emit intense photoluminescence with a p/p* localized or intramolecular charge transfer (ICT) character, accompanied by distinct CPL due to the effective chirality transfer from chiral anions to pyridinium chromophores. Considering the widespread use of C 2 -symmetric chiral binaphthyl phosphoric acids in organic catalysis 38,39 and the high utilities of binaphthyl frameworks in preparing CPL-active materials, [40][41][42][43][44][45] we are interested in examining the possibility of preparing CPL-active micro/nanostructures by the reaction of pyridine derivatives with the chiral binaphthyl phosphoric acid as a strong protonic acid.…”

Aramid Nanofiber/XNBR Nanocomposite with High Mechanical, Thermal, and Electrical Performance

“…The hydrogen bond is a strong intermolecular interaction and one of the important interactions of nanocomposites [ 11 ]. The formation of hydrogen bonds is conducive to the interface adhesion between filler and matrix.…”

Stimuli-responsive fluorochromic organic salt

“…[27][28][29] Solid state emission is a rare but important phenomenon with immense significance for the development of optoelectronics, optical waveguides and routers, and lighting devices. [30][31][32] The co-crystallization approach has been used for the design of emissive crystals. 18,33,34 However, emission tuning is commonly observed for co-crystals designed with charge transfer interactions, while the phenomenon is less reported in hydrogen-bonded co-crystals.…”