A novel donor–acceptor carbazole and benzothiadiazole material for deep red and infrared emitting applications

Ledwon, Przemyslaw; Zassowski, Paweł; Jarosz, Tomasz; Łapkowski, Mieczysław; Wagner, Paweł; Cherpak, Vladyslav; Stakhira, Pavlo

doi:10.1039/c5tc04183j

Cited by 42 publications

(24 citation statements)

References 67 publications

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“…50,51 Apart of a series of electrochemically prepared polymers P1-P9 and P5-A, chemically prepared soluble donor-acceptor polymer P11 have been included for comparative considerations in this section. M1-M9 are electron rich units (with some electron deficient character of the sidegroups in M7 and M8) and it is worth to compare the electrochemical, optical and EC properties of the polymers prepared these building blocks with related copolymer P11 incorporating into its backbone the benzothiazole electron acceptor unit, which is successfully and widely used in D-A copolymers for electrochromics, 52 OPV, 53 OLED 54 and OFET. 55 All the polymers show an electroactivity with the reversible p-doping/dedoping process.…”

Section: Electrochemical Properties Of Polymers P1-p9 P5-a and P11mentioning

confidence: 99%

Molecular engineering tuning optoelectronic properties of thieno[3,2-b]thiophenes-based electrochromic polymers

Zhu¹,

Li²,

Xu³

et al. 2016

Sci. China Chem.

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Thieno[3,2-b]thiophene (TT) monomers end-capped with 3,4-ethylenedioxythiophene (EDOT) moieties are electropolymerized to form π-conjugated polymers with distinct electrochromic (EC) properties. Steric and electronic factors (electron donor and acceptor substituents) in the side groups of the TT core, as well as the structure of the polymer backbone strongly effect on the electrochemical and optical properties of the polymers and their electrochromic characteristics. The studied polymers show low oxidation potentials, tunable from-0.79 to +0.30 V (vs. Fc/Fc +) and the band gaps from 1.46 to 1.80 eV and demonstrate wide variety of color palette in polymer films in different states, finely tunable by structural variations in the polymer backbone and the side chains. EC materials of different colors in their doped/dedoped states have been developed (violet, deep blue, light blue, green, brown, purple-red, pinkish-red, orange-red, light gray, cyan and colorless transparent). High optical contrast (up to 79%), short response time (0.57-0.80 s), good cycling stability (up to 91% at 2000 cycles) and high coloration efficiency (up to 234.6 cm 2 C-1) have been demonstrated and the influence of different factors on the above parameters of EC polymers have been discussed.

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Section: Electrochemical Properties Of Polymers P1-p9 P5-a and P11mentioning

confidence: 99%

Molecular engineering tuning optoelectronic properties of thieno[3,2-b]thiophenes-based electrochromic polymers

Zhu¹,

Li²,

Xu³

et al. 2016

Sci. China Chem.

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“…Carbazole derivatives have found many different applications in a variety of technologically important areas, such as organic light emitting diodes (OLEDs), organic photovoltaics (OPVs), dye synthesised solar cells (DSSCs) and sensors [1,2]. In OLEDs, carbazole derivatives are frequently used as host materials [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of novel multifunctional carbazole based molecules and their thermal, electrochemical and optical properties

Altınölçek¹,

Battal²,

Tavaslı³

et al. 2020

Preprint

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Two novel carbazole-based compounds 7a and 7b were synthesised as potential candidates for application in organic electronics. The materials were fully characterised by NMR spectroscopy, mass spectrometry, FT-IR, thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and absorption and emission spectroscopy. Compounds 7a and 7b, both of which were amorphous solids, were stable up to 291oC and 307oC, respectively. Compounds 7a and 7b show three distinctive absorption bands: high and mid energy bands due to locally excited (LE) transitions and low energy bands due to intramolecular charge transfer (ICT) transitions. In dichloromethane solutions compounds 7a and 7b gave emission maxima at 561 nm and 482 nm with quantum efficiencies of 5.4% and 97.4% ± 10%, respectively. At positive potential, compounds 7a and 7b gave two different oxidation peaks, respectively: quasi-reversible at 0.55 V and 0.71 V, and reversible at 0.84 V and 0.99 V. At negative potentials, compounds 7a and 7b only exhibited an irreversible reduction peak at -1.86 V and -1.93 V, respectively.

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“…4 The important merits of carbazole derivatives include their high hole mobilities, perfect luminous performance, high molar extinction coefficients and capacity to undergo polymerization. 8 Donor (D)-acceptor (A)-type compounds usually have low band gaps due to the push-pull effect along the molecular skeleton; these molecules have become an increasingly important class of conjugated materials. [9][10][11][12][13][14][15] Carbazole and its derivatives are frequently used as end-capping donor units due to their strong electron-donating abilities and the obtained molecules oen have uorescence properties.…”

Section: Introductionmentioning

confidence: 99%

Effects of the acceptor pattern and substitution position on the properties of N-phenyl-carbazolyl based donor–acceptor–donor molecules

et al. 2017

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A novel donor–acceptor carbazole and benzothiadiazole material for deep red and infrared emitting applications

Abstract: A novel organic material (C1) with the structure D–π–A–π–D was synthesised and characterised OLEDs based on C1 were fabricated.

Cited by 42 publications

References 67 publications

Molecular engineering tuning optoelectronic properties of thieno[3,2-b]thiophenes-based electrochromic polymers

Molecular engineering tuning optoelectronic properties of thieno[3,2-b]thiophenes-based electrochromic polymers

Synthesis of novel multifunctional carbazole based molecules and their thermal, electrochemical and optical properties

Effects of the acceptor pattern and substitution position on the properties of N-phenyl-carbazolyl based donor–acceptor–donor molecules

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