Effect of Slip‐Stack Self‐Assembly on Aggregation‐Induced Emission and Solid‐State Luminescence in 1,3‐Diarylpropynones

Soumya, S.; Debsharma, Kingshuk; Dasgupta, Ayan; Sankararaman, S.; Prasad, Edamana

doi:10.1002/cplu.201900024

Cited by 18 publications

(21 citation statements)

References 62 publications

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“…This additional factor justifies PLQYs increased by a factor 10 with respect to strictly similar emissive metallopolymers, without charged chain [35]. Samples with percentage quite higher 10% undergo aggregation caused quenching effect (ACQ) [53,54,55] related to rapid nonradiative decays of the excimers of neighboring fluorophores. Samples with percentages quite lower than 10% show poor emission, due to the scarce number of ligand moieties (where HOMO is located).…”

Section: Resultsmentioning

confidence: 99%

A Highly Efficient White Luminescent Zinc (II) Based Metallopolymer by RGB Approach

2019

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Three aryl-hydrazone O,N,O tridentate ligands with a different electron-withdrawing substituent were prepared. The introduction of a flexible charged chain in the ligands guaranteed solubility in many organic solvents and in water. The increasing withdrawing aptitude of the substituents red-shifted the emission in the correspondent metallopolymers. The metallated polymers were obtained by grafting ligand-zinc (II) coordination fragments onto commercial poly-(4-vinylpyridine). Metallopolymers thin films exhibited red, green and blue emission colors defined by Commission Internationale d’Eclairage (CIE) coordinates and medium to excellent photoluminescence (PL) quantum yields (PLQYs) comparable with other highly-performing active materials for Light-Emitting Diodes (LEDs). By grafting a suitable mix of the three different coordination pendants, an efficient single-component white emissive metallopolymer with CIE (0.30, 0.31) was prepared. Thanks to the charged moiety, the polymers resulted miscible with an ionic liquid. The addition produced homogeneous polymeric layers with unaltered PL performances, potentially employable in Light-emitting Electrochemical Cells (LECs).

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Section: Resultsmentioning

confidence: 99%

A Highly Efficient White Luminescent Zinc (II) Based Metallopolymer by RGB Approach

2019

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“…Wide angle XRD pattern of S1 powder and xerogel showed a reflection peaks at 2θ = 23.12°( d = 3.84 Å) and 2θ = 23.26°(d = 3.82 Å), which correspond to typical d-spacing values of π−π interaction. 61 The detailed calculations for π-interaction from PXRD was given in the Supporting Information. As evidenced from the PXRD pattern, d-spacing value for xerogel was slightly decreased than powder S1, indicating that π−π interaction in xerogel was higher than that of powder form.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…To study the molecular packing of S1 in powder and xerogel, PXRD analysis was performed (Figure S11c). Wide angle XRD pattern of S1 powder and xerogel showed a reflection peaks at 2θ = 23.12° ( d = 3.84 Å) and 2θ = 23.26° ( d = 3.82 Å), which correspond to typical d -spacing values of π–π interaction . The detailed calculations for π-interaction from PXRD was given in the Supporting Information.…”

Section: Resultsmentioning

confidence: 99%

Phenothiazine-Based Mechano-Fluorochromic Gels and Solids: Superhydrophobic Surface Formation and Crystal-to-Crystal Phase Transition

Suganya

Debsharma

Ravindran

et al. 2020

ACS Appl. Polym. Mater.

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Organic materials exhibiting mechano-fluorochromic behavior in their gel state are extremely rare in the literature. Similarly, examples of mechano-fluorochromic organic materials with crystal-to-crystal phase transitions have not been reported until date. Herein, we achieved these two remarkable properties in phenothiazine derivatives S1 and S2[(E)-N′-((10-ethyl-10H-phenothiazin-3-yl)methylene)-3,4,5-tris(hexadecyloxy)benzohydrazide and (E)-N′-((10-ethyl-10H-phenothiazin-3-yl)methylene)isonicotinohydrazide)], where S1 formed mechano-luminescent xerogel and S2 exhibited the rare feature of crystal-to-crystal phase transition with mechano-luminescence behavior. Study of the photophysical properties of S1 and S2 indicated the suppression of twisted intramolecular charge transfer (TICT) upon self-assembly, leading to blue-shifted emission from S1 and S2. While both S1 and S2 exhibited the propensity to aggregate and disclosed the aggregation induced emission (AIE) behavior in a binary solvent (THF/H2O) mixture, only S1 resulted in a robust gel, which was further utilized for developing a superhydrophobic surface with a contact angle of 157.56°. Upon mechanical grinding, both pristine sample and xerogel of S1 showed an emission color change from light green (505 nm) to yellowish green (530 nm), whereas S2 exhibited an emission color change from cyan blue (480 nm) to green (535 nm). Furthermore, both fluorophores exhibited red-shifted emission under application of increased pressure. Mechanistic studies indicated that grinding resulted in crystal to amorphous phase transition in S1, whereas grinding in S2 demonstrated the rare feature of crystal-to-crystal phase transition. The mechano-fluorochromic (MFC) natures of S1 and S2 were supported by single point energy calculations using density functional theory (DFT).

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“…The X-ray analysis indicated that the naphthalene motif stabilizes the crystal array through elongated π−π interactions (3.466 Å) (Scheme 3). 100 5.2. Self-Isolation by Alkyl Chain and Bulky Groups.…”

Section: Structural Characteristics Found Inmentioning

confidence: 99%

Dual-State Emission (DSE) in Organic Fluorophores: Design and Applications

et al. 2021

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Organic luminescent materials have attracted significant attention in the past few years due to their fascinating photophysical properties. Implementing these emissive organic compounds is now being actively pursued in many applications in solution (i.e., sensors, bioimaging) or their solid forms (i.e., optoelectronic devices or data encryption). Despite significant advances in the development of emissive compounds, there has been an increasing quest in the past decade for materials where the emission is preserved in both states, dual-state emission (DSE). These compounds are expected to detonate a myriad of applications in the future. On this nascent topic, this work addresses several factors that increase the probability of obtaining the dual-state emission property based on the precedent reports showing this phenomenon. Therefore, this review identifies and organizes the different structural characteristics useful to obtain these compounds. In addition, it has been devised to motivate the discussion in the materials science community and hopefully incentivize the efforts of many research groups around the world toward the synthesis of new dual-state emitters.

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Effect of Slip‐Stack Self‐Assembly on Aggregation‐Induced Emission and Solid‐State Luminescence in 1,3‐Diarylpropynones

Cited by 18 publications

References 62 publications

A Highly Efficient White Luminescent Zinc (II) Based Metallopolymer by RGB Approach

A Highly Efficient White Luminescent Zinc (II) Based Metallopolymer by RGB Approach

Phenothiazine-Based Mechano-Fluorochromic Gels and Solids: Superhydrophobic Surface Formation and Crystal-to-Crystal Phase Transition

Dual-State Emission (DSE) in Organic Fluorophores: Design and Applications

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