Pendant Homopolymer and Copolymers as Solution-Processable Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes

Materials that display thermally activated delayed fluorescence (TADF) have recently been identified as the third generation emitters for organic light-emitting diodes (OLEDs). However, there are only a few reported examples of polymeric TADF materials. This study reports a series of polymers with an insulating backbone and varying ratios of 2-(10H-phenothiazin-10-yl)dibenzothiophene-S,S-dioxide as a pendant TADF unit. Steady-state and time-resolved fluorescence spectroscopic data confirm the efficient TADF properties of the polymers. Styrene, as a comonomer, is shown to be a good dispersing unit for the TADF groups, by greatly suppressing the internal conversion and triplet–triplet annihilation. Increasing the styrene content within the copolymers results in relatively high triplet energy, small energy splitting between the singlet and triplet states (ΔEST), and a strong contribution from delayed fluorescence to the overall emission. Green emitting OLED devices employing these polymers as spin-coated emi...

[1]  Z. Xie,et al.  Synthesis and Electroluminescence of a Conjugated Polymer with Thermally Activated Delayed Fluorescence , 2016 .

[2]  C. Adachi,et al.  Thermally Activated Delayed Fluorescence Polymers for Efficient Solution‐Processed Organic Light‐Emitting Diodes , 2016, Advanced materials.

[3]  Shouke Yan,et al.  Rational Design of TADF Polymers Using a Donor–Acceptor Monomer with Enhanced TADF Efficiency Induced by the Energy Alignment of Charge Transfer and Local Triplet Excited States , 2016 .

[4]  Shaolong Gong,et al.  Creating a thermally activated delayed fluorescence channel in a single polymer system to enhance exciton utilization efficiency for bluish-green electroluminescence. , 2016, Chemical communications.

[5]  Pei-Yun Huang,et al.  A New Molecular Design Based on Thermally Activated Delayed Fluorescence for Highly Efficient Organic Light Emitting Diodes. , 2016, Journal of the American Chemical Society.

[6]  A. Nikolaenko,et al.  Thermally Activated Delayed Fluorescence in Polymers: A New Route toward Highly Efficient Solution Processable OLEDs , 2015, Advanced materials.

[7]  F. Dias Kinetics of thermal-assisted delayed fluorescence in blue organic emitters with large singlet–triplet energy gap , 2015, Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences.

[8]  Katsuhiko Fujita,et al.  Carbazole dendrimers as solution-processable thermally activated delayed-fluorescence materials. , 2015, Angewandte Chemie.

[9]  Jwo-Huei Jou,et al.  Approaches for fabricating high efficiency organic light emitting diodes , 2015 .

[10]  Lei Zhang,et al.  Thermally Activated Delayed Fluorescence Materials Towards the Breakthrough of Organoelectronics , 2014, Advanced materials.

[11]  Yu Liu,et al.  Electrophosphorescence: Very High Efficiency Orange‐Red Light‐Emitting Devices with Low Roll‐Off at High Luminance Based on an Ideal Host–Guest System Consisting of Two Novel Phosphorescent Iridium Complexes with Bipolar Transport (Adv. Funct. Mater. 47/2014) , 2014 .

[12]  Yong Joo Cho,et al.  High Efficiency in a Solution‐Processed Thermally Activated Delayed‐Fluorescence Device Using a Delayed‐Fluorescence Emitting Material with Improved Solubility , 2014, Advanced materials.

[13]  Chuang-Yi Liao,et al.  Highly efficient orange and deep-red organic light emitting diodes with long operational lifetimes using carbazole–quinoline based bipolar host materials , 2014 .

[14]  Bo Seong Kim,et al.  Engineering of Mixed Host for High External Quantum Efficiency above 25% in Green Thermally Activated Delayed Fluorescence Device , 2014 .

[15]  Chihaya Adachi,et al.  Third-generation organic electroluminescence materials , 2014 .

[16]  C. Adachi,et al.  Efficient blue organic light-emitting diodes employing thermally activated delayed fluorescence , 2014, Nature Photonics.

[17]  Chien‐Hong Cheng,et al.  Highly efficient deep-red organic electrophosphorescent devices with excellent operational stability using bis(indoloquinoxalinyl) derivatives as the host materials , 2013 .

[18]  Martin R. Bryce,et al.  Triplet Harvesting with 100% Efficiency by Way of Thermally Activated Delayed Fluorescence in Charge Transfer OLED Emitters , 2013, Advanced materials.

[19]  Burkhard König,et al.  Chemical Degradation in Organic Light‐Emitting Devices: Mechanisms and Implications for the Design of New Materials , 2013, Advanced materials.

[20]  J. Qin,et al.  Efficient Phosphorescent Polymer Light‐Emitting Diodes by Suppressing Triplet Energy Back Transfer , 2012 .

[21]  H. Fujikake,et al.  Highly Efficient and Stable Red Phosphorescent Organic Light‐Emitting Diodes Using Platinum Complexes , 2012, Advanced materials.

[22]  C. Adachi,et al.  Design of efficient thermally activated delayed fluorescence materials for pure blue organic light emitting diodes. , 2012, Journal of the American Chemical Society.

[23]  Ken‐Tsung Wong,et al.  Incorporation of a CN group into mCP: a new bipolar host material for highly efficient blue and white electrophosphorescent devices , 2012 .

[24]  Qisheng Zhang,et al.  Triplet Exciton Confinement in Green Organic Light‐Emitting Diodes Containing Luminescent Charge‐Transfer Cu(I) Complexes , 2012 .

[25]  Xun He,et al.  Simple CBP isomers with high triplet energies for highly efficient blue electrophosphorescence , 2012 .

[26]  Wei Li,et al.  Electrochemical Considerations for Determining Absolute Frontier Orbital Energy Levels of Conjugated Polymers for Solar Cell Applications , 2011, Advanced materials.

[27]  A. Arias,et al.  Materials and applications for large area electronics: solution-based approaches. , 2010, Chemical reviews.

[28]  A. Monkman,et al.  Regarding the origin of the delayed fluorescence of conjugated polymers. , 2005, The Journal of chemical physics.

[29]  Akira Tsuboyama,et al.  Homoleptic cyclometalated iridium complexes with highly efficient red phosphorescence and application to organic light-emitting diode. , 2003, Journal of the American Chemical Society.

[30]  Shizuo Tokito,et al.  Highly efficient phosphorescence from organic light-emitting devices with an exciton-block layer , 2001 .

[31]  Masanori Ozaki,et al.  Organic electroluminescent diodes as a light source for polymeric integrated devices , 2001, SPIE OPTO.

[32]  F. Castellano,et al.  Intramolecular Singlet and Triplet Energy Transfer in a Ruthenium(II) Diimine Complex Containing Multiple Pyrenyl Chromophores , 1999 .

[33]  W. R. Salaneck,et al.  Electroluminescence in conjugated polymers , 1999, Nature.

[34]  S. Forrest,et al.  Highly efficient phosphorescent emission from organic electroluminescent devices , 1998, Nature.

[35]  Mark E. Thompson,et al.  Asymmetric Triaryldiamines as Thermally Stable Hole Transporting Layers for Organic Light-Emitting Devices , 1998 .

[36]  Yuguang Ma,et al.  Electroluminescence from triplet metal—ligand charge-transfer excited state of transition metal complexes , 1998 .

[37]  Donal D. C. Bradley,et al.  Conjugated polymer electroluminescence , 1993 .

[38]  W. G. Schneider,et al.  RECOMBINATION RADIATION IN ANTHRACENE CRYSTALS , 1965 .

[39]  P. Magnante,et al.  Electroluminescence in Organic Crystals , 1963 .

[40]  Christoph Wolf,et al.  Highly Efficient, Simplified, Solution‐Processed Thermally Activated Delayed‐Fluorescence Organic Light‐Emitting Diodes , 2016, Advanced materials.

[41]  Seth Pettie,et al.  Mind the gap , 2006, Nature Reviews Drug Discovery.