Article | REF: IN304 V1

4-Spirobifluorene derivatives - A new family of host materials for PhOLEDs

Authors: Cyril PORIEL, Joëlle RAULT-BERTHELOT

Publication date: August 10, 2017

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ABSTRACT

This article presents a detailed survey of a new family of organic semi-conductors derived from 9,9’-spirobifluorene (SBF) substituted in position 4 (4-SBF) possessing a strong potential as a host material in phosphorescent organic light-emitting diodes (PhOLEDs). This article covers several aspects: after a general approach to synthesis strategies, it gives a detailed analysis and comparison of properties (optical, electrochemical and thermal), and highlights the use of 4-SBF derivatives as host matrices in PhOLEDs.

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AUTHORS

  • Cyril PORIEL: Doctorate from the University of Rennes 1 CR1 CNRS, UMR CNRS 6226, Institut des Sciences Chimiques de Rennes

  • Joëlle RAULT-BERTHELOT: PhD in Chemistry DR2 CNRS, UMR CNRS 6226, Institut des Sciences Chimiques de Rennes

 INTRODUCTION

Since 1970, the lighting market has seen two major developments: fluorescent bulbs and light-emitting diodes (LEDs). As early as 1980, organic compounds were integrated as an active layer in OLEDs (Organic Light-Emitting Diodes). OLED performance is limited to 25% conversion of electrical energy into light energy, which is insufficient for high-performance lighting. One way of improving OLED performance has been to use phosphorescent molecules as dopants in an organic layer, leading to phosphorescent organic diodes (PhOLEDs). PhOLED performance depends on the choice of organic matrix/phosphorescent dopant pair. Good energy transfer from the matrix to the dopant requires the energy levels of the singlet and triplet states of the matrix to be matched to those of the dopant, since the color emitted by the PhOLED is directly linked to the triplet level of the dopant. While host materials adapted to red or green dopants are relatively common today and lead to PhOLEDs with good performance, host materials adapted to blue dopants are much rarer, as they must possess a wide HOMO-LUMO energy gap and a triplet state above 2.8 eV. The search for low-conjugation matrices is therefore still a major research topic in the PhOLED field. The strategies used to restrict the conjugation of an organic semiconductor material are varied, and conjugation breaks by "steric hindrance" have been described. The latter strategy is used with spirobifluorene (SBF) derivatives substituted in the ortho position (on the C4 carbon), and the literature is beginning to present interesting PhOLED device performances using 4-SBFs as the host matrix for blue PhOLEDs. This is the background to the work presented in this article.

Key points

Field: Organic electronics, organic semiconductors

Degree of technology diffusion: Emergence | Growth | Maturity

Technologies involved : Organic phosphorescent diodes

Applications: Display/Lighting

Main French players :

Orgatech (LPICM, École polytechnique), Elorga (Bordeaux), 200 mm OLED platform (CEA-LETI Grenoble), IEMN Organic platform (Villeneuve d'Ascq), Plastics Electronics platform (XLIM Limoges)

Competitive clusters: Minalogic, Tenerrdis

Competence centers: Organic Electronics Research Group (GDR 3368)

Manufacturers :

Other global players: LG, Siemens+Osram, Philips, Sony+Panasonic, Mitsubishi Electric, Verbatim, Konica Minolta, LG Chem, Inteltronic, DuPont Display, General Electric, Holst center...

Contact: Cyril Poriel – Joëlle Rault-Berthelot, Groupe MaCSE, UMR CNRS 6226 Institut des Sciences...

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KEYWORDS

ortho-substituted SBF   |   Phosphorescent OLED   |   triplet state energy


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4-spirobifluorene derivatives