Norbornene-Based Copolymers Containing Platinum Complexes and Bis(carbazolyl)benzene Groups in Their Side-Chains

Feng, Ke; Zúñiga, Carlos; Zhang, Ya Dong; Kim, Dong-Wook; Barlow, Stephen; Marder, Seth R.; Brédas, Jean Luc; Weck, Marcus

doi:10.1021/ma901280x

Cited by 66 publications

(34 citation statements)

References 80 publications

(41 reference statements)

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“…Tetradentate ligands provide the rigidity to maintain the square planar coordination to the Pt metal ions without including monodentate ligands . The first notable literature report of blue‐emitting tetradentate Pt emitters was a class of symmetric bis‐cyclometalated tetradentate complexes that simply bridged two C^N bidentate ligands with an aryl‐amine linker (complexes 17a – c as shown in Figure ) .…”

Section: Efficient and High‐color‐quality Blue Emittersmentioning

confidence: 99%

Phosphorescent Pt(II) and Pd(II) Complexes for Efficient, High‐Color‐Quality, and Stable OLEDs

2016

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Phosphorescent organic light-emitting diodes (OLEDs) are leading candidates for next-generation displays and solid-state lighting technologies. Much of the academic and commercial pursuits in phosphorescent OLEDs have been dominated by Ir(III) complexes. Over the past decade recent developments have enabled square planar Pt(II) and Pd(II) complexes to meet or exceed the performance of Ir complexes in many aspects. In particular, the development of N-heterocyclic carbene-based emitters and tetradentate cyclometalated Pt and Pd complexes have significantly improved the emission efficiency and reduced their radiative lifetimes making them competitive with the best reported Ir complexes. Furthermore, their unique and diverse molecular design possibilities have enabled exciting photophysical attributes including narrower emission spectra, excimer -based white emission, and thermally activated delayed fluorescence. These developments have enabled the fabrication of efficient and "pure" blue OLEDs, single-doped white devices with EQEs of over 25% and high CRI, and device operational lifetimes which show early promise that square planar metal complexes can be stable enough for commercialization. These accomplishments have brought Pt complexes to the forefront of academic research. The molecular design strategies, photophysical characteristics, and device performance resulting from the major advancements in emissive Pt and Pd square planar complexes are discussed.

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Section: Efficient and High‐color‐quality Blue Emittersmentioning

confidence: 99%

Phosphorescent Pt(II) and Pd(II) Complexes for Efficient, High‐Color‐Quality, and Stable OLEDs

2016

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“…On the other hand, it is well known that norbornene‐based polymers are colorless, amorphous, and readily solution‐processable polymers with high thermal stability and optical transparency 22–25. Ring‐opening metathesis polymerization (ROMP) offers an effective way to polymerize norbornene monomers with different side chain substitutes 26.…”

Section: Introductionmentioning

confidence: 99%

Preparation of neutrally colorless, transparent polynorbornenes with multiple redox‐active chromophores via ring‐opening metathesis polymerization toward electrochromic applications

Lian

Wang

Jiang

et al. 2011

J. Polym. Sci. A Polym. Chem.

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A new electrochromic norbornene derivative containing triphenylamine groups (NBDTPAC8) was synthesized using norbornene amine and bromotriphenylamine. NBDTPAC8 was used in ring-opening metathesis polymerization to obtain poly (NBDTPAC8) using different Grubbs' catalysts and followed by hydrogen reduction to obtain poly(HNBDTPAC8). The glass transition temperatures (T g ) of poly(NBDTPAC8) and hydrogenated poly(HNBDTPAC8) were 132 and 89 C, respectively. Poly (HNBDTPAC8) film exhibited a fluorescence maximum around 416 nm with a quantum yield of up to 60%. Hydrogenated poly (HNBDTPAC8) film showed excellent transparency (up to 93%). Poly(HNBDTPAC8) showed cyclic voltammetric and electrochromic behaviors similar to those of poly(NBDTPAC8). The cyclic voltammogram of a poly(HNBDTPAC8) film cast onto an indium tin oxide (ITO)-coated glass substrate exhibited three reversible oxidation redox couples at 0.69, 0.94 and 1.38 V versus Ag/Ag þ in an acetonitrile solution. The electrochromic characteristics of poly(HNBDTPAC8) showed excellent stability and reversibility, with multi-staged color changes from its colorless neutral form to green, light blue and dark blue upon the application of potentials ranging from 0 to 1.60 V. The color switching time and bleaching time of the poly(HNBDTPAC8) film were 6.2 s and 4.3 s at 1175 nm and 6.6 s and 4.4 s at 970 nm, respectively. V C 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: [3248][3249][3250][3251][3252][3253][3254][3255][3256][3257][3258][3259] 2011

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“…The formation of square planar coordination structure for the Pt(II)‐based counterparts tends to achieve a higher internal quantum efficiency, which is beneficial for the creation and separation of electron–holes . In addition, the geometrical square planar structure also sets the Pt(II) compounds more flexible in the structure, as the metal atom can coordinate with various cyclometalated ligands (e.g., tetradentate, tridentate, or bidentate) . Ir(III)‐based counterparts possess rather short luminescence lifetime, wide tunability of emission color, high quantum yield, and high electrochemical and thermal stability …”

Section: Introductionmentioning

confidence: 99%

Effects of intramolecular hydrogen bonds on phosphorescence emission: A theoretical perspective

Yan

Zhang

Cai

et al. 2020

Applied Organom Chemis

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Importing intramolecular hydrogen bond in phosphorescent transition metal complexes has been considered one of the excellent approaches to improve the electroluminescence performance of organic light‐emitting diodes in real applications. However, the relationships between such H‐bond structure and phosphorescent properties have not been theoretically revealed yet. In this study, two types of intramolecular hydrogen bonds are introduced into the two classes of traditional materials, that is, Pt(II) and Ir(III) complexes (1a and 2a) to completely elucidate their influence on the structures and properties by comparing with the original phosphors (1b and 2b) using density functional theory/time‐dependent density functional theory for the first time. A comprehensive analysis of the geometric structures, molecular orbitals, and luminescence properties (including phosphorescence emission wavelengths and radiative and nonradiative decay processes) has been carried out. Our theoretical model highlights that complexes 1a and 2a embedded with H‐bonds significantly promote the phosphorescence emission band blue‐shifted and restrict molecular deformations compared with the corresponding 1b and 2b, which can provide helpful guidance to regulate and design several aspects of highly efficient blue phosphorescent emitters.

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Norbornene-Based Copolymers Containing Platinum Complexes and Bis(carbazolyl)benzene Groups in Their Side-Chains

Cited by 66 publications

References 80 publications

Phosphorescent Pt(II) and Pd(II) Complexes for Efficient, High‐Color‐Quality, and Stable OLEDs

Phosphorescent Pt(II) and Pd(II) Complexes for Efficient, High‐Color‐Quality, and Stable OLEDs

Preparation of neutrally colorless, transparent polynorbornenes with multiple redox‐active chromophores via ring‐opening metathesis polymerization toward electrochromic applications

Effects of intramolecular hydrogen bonds on phosphorescence emission: A theoretical perspective

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