Synthesis, photoluminescence and electroluminescence properties of a new blue emitter containing carbazole, acridine and diphenyl sulfone units

Zheng, Yanan; Huo, Jinnan; Shu, Xiao Ou; Shi, Heping; Ma, Dongge; Tang, Ben Zhong

doi:10.1016/j.orgel.2021.106411

Cited by 6 publications

(5 citation statements)

References 49 publications

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“…In the same vein, acridines also are known to exhibit a number of biological activities, e. g., antitumor, antiasthmatic, antiallergic, antiplatelet, etc [49] . In view of their documented excellent fluorescence properties, acridines have been employed as fluorescent probes of polymerization, n‐type semiconductors in electroluminescence devices, etc [50,51] . Notably, Rhodamine, a xanthene derivative, is a well‐known dye used in color industry as well as in fluorescence microscopy and fluorescence spectroscopy [52] …”

Section: Resultsmentioning

confidence: 99%

“…[49] In view of their documented excellent fluorescence properties, acridines have been employed as fluorescent probes of polymerization, n-type semiconductors in electroluminescence devices, etc. [50,51] Notably, Rhodamine, a xanthene derivative, is a well-known dye used in color industry as well as in fluorescence microscopy and fluorescence spectroscopy. [52] Insofar as their synthesis is concerned, several methodologies have been reported in the last few decades for the preparation of xanthenes and acridines derivatives.…”

Section: Heterogeneous Catalysis Using Carboxy-pop: Synthesis Of Xant...mentioning

confidence: 99%

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Porous Organic Polymer with Free Carboxylic Acids (Carboxy‐POP) for Heterogeneous Catalytic One‐Pot Synthesis of Xanthenes and Acridines

Karn,

Yadav,

Kumar Sahoo

et al. 2023

ChemCatChem

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Porous organic polymers (POPs) – the emergent hydrothermally stable, amorphous and porous materials – have proven to be invaluable for catalytic applications. Through a rational bottom‐up design, we have developed a Carboxy‐POP, a POP that is adorned by Bronsted acid (COOH) functionalities, for heterogeneous catalysis. The Carboxy‐POP has been comprehensively characterized by FT‐IR, solid‐state 13C NMR, SEM, TEM, etc. It exhibits a moderate porosity with a BET surface area of 381 m2 g‐1 and acidic concentration of 1.67 mmol/g. Its functional utility as an efficient heterogeneous catalyst for one‐pot synthesis of a variety of xanthenes and acridines in excellent isolated yields (up to 90%) is demonstrated. In contrast to the conventional methods, the advantages of the reported metal‐free catalytic protocol include ease of operation, excellent isolated yields of the products, facile workup, and shorter reaction times. It is shown that the heterogeneous catalyst can be repetitively used with the catalytic activity almost intact even after 16 reaction cycles.

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Section: Resultsmentioning

confidence: 99%

Section: Heterogeneous Catalysis Using Carboxy-pop: Synthesis Of Xant...mentioning

confidence: 99%

Porous Organic Polymer with Free Carboxylic Acids (Carboxy‐POP) for Heterogeneous Catalytic One‐Pot Synthesis of Xanthenes and Acridines

Karn,

Yadav,

Kumar Sahoo

et al. 2023

ChemCatChem

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“…Abounding DPS-based TADF emitters have been developed through the selection of different donor units or adopting different connection methods. However, most of them exhibited low EQEs of less than 20%, [112][113][114][115][116][117] which may be due to the weak electron-withdrawing ability and structure flexibility of the DPS unit. As an effective strategy of structure modification, the phenyl group of the DPS unit is often replaced by a nitrogencontaining heterocyclic ring to obtain a series of new acceptors.…”

Section: Diphenyl Sulfone-based Thermally Activated Delayed Fluoresce...mentioning

confidence: 99%

Role of the Intramolecular‐Locking Strategy in the Construction of Organic Thermally Activated Delayed Fluorescence Emitters with Rotation‐Restricted Acceptors

Sang

et al. 2023

Advanced Optical Materials

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“…[36,37] Now, many achievements have been made in the design, synthesis, and application of such SO 2based host materials by incorporating different functional groups, including carbazole or biphenylamino. [38][39][40][41] Such molecular design strategy gives the OLED host material desirable properties, that is, perfect host ! guest energy transfer, triplet harvesting ability, high triplet level, increased thermal stability, and good charge injection properties.…”

Section: Introductionmentioning

confidence: 99%

Electronic properties of carbazole/biphenylamino functionalized sulfone‐based host materials

Huang

Liang

et al. 2023

J of Physical Organic Chem

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Sulfone-based molecules are widely used as molecular building blocks for host materials in the emissive layers of organic light-emitting diodes (OLEDs). In this work, the electronic properties of dibenzo[b,d]thiophene 5,5-dioxide (DBTO) and its derivatives were investigated by quantum-chemical techniques to get more detailed information about the carbazole and biphenylamino functionalization effects on the charge injection property and triplet transition energy of such SO 2 -based host materials. Calculated results demonstrated that the charge injection property of DBTO can be tuned by different functionalization strategies. Vertical ionization potential (VIP) and vertical electron affinity (VEA) values are reduced by functionalization, especially in the case of biphenylamino substitution. The S 0 ! S 1 and S 0 ! T 1 * transitions, which are mainly dominated by the HOMO and LUMO energy levels, can also be tuned by functionalization. For the S 0 ! S 1 transition, the effect of carbazole substitution is larger than that of biphenylamino substitution, while the effect of carbazole substitution on the S 0 ! T 1 * transition energies of DBTO is smaller than that of biphenylamino substitution. This effect will be more obvious if the number of introduced functional groups increases. In addition, it was observed that the substitution effect at the meta-position of DBTO is much larger than that at the para-position.

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Synthesis, photoluminescence and electroluminescence properties of a new blue emitter containing carbazole, acridine and diphenyl sulfone units

Cited by 6 publications

References 49 publications

Porous Organic Polymer with Free Carboxylic Acids (Carboxy‐POP) for Heterogeneous Catalytic One‐Pot Synthesis of Xanthenes and Acridines

Porous Organic Polymer with Free Carboxylic Acids (Carboxy‐POP) for Heterogeneous Catalytic One‐Pot Synthesis of Xanthenes and Acridines

Role of the Intramolecular‐Locking Strategy in the Construction of Organic Thermally Activated Delayed Fluorescence Emitters with Rotation‐Restricted Acceptors

Electronic properties of carbazole/biphenylamino functionalized sulfone‐based host materials

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