YUN-FENG CAO, XU-PING LI, JIAN-JUN LU. Research Progress of Thermally Activated Delayed Fluorescence Materials with Dual-emission Based on Donor-acceptor System. [J]. Chinese journal of luminescence, 2021, 42(9): 1386-1395.
DOI:
YUN-FENG CAO, XU-PING LI, JIAN-JUN LU. Research Progress of Thermally Activated Delayed Fluorescence Materials with Dual-emission Based on Donor-acceptor System. [J]. Chinese journal of luminescence, 2021, 42(9): 1386-1395. DOI: 10.37188/CJL.20210181.
Research Progress of Thermally Activated Delayed Fluorescence Materials with Dual-emission Based on Donor-acceptor System增强出版
The organic thermally activated delayed fluorescence materials with dual-emission characteristics have possessed great application in fields of white organic light emitting diodes
multifunction probes and sensors
high quality bioimagings
anti-counterfeiting and so on
owing to their different wavelengths and at least one long lifetime more than microseconds. Moreover
it is critical to study the structure-property relationships for designing thermally activated delayed fluorescence moleculars with dual-emission based on donor-acceptor system. In this paper
the thermally activated delayed fluorescence materials with dual-emission based on donor-acceptor system are divided into three categories according to their luminescent properties: thermally activated delayed fluorescence-fluorescence dual emission
thermally activated delayed fluorescence-phosphorescent dual emission and dual thermally activated delayed fluorescence emission. The molecular design principle
luminescence mechanism and the progress are reviewed
noting the remaining challenges and directions for future work.
ZHU L L, QU D H, ZHANG D, et al. Dual-mode tunable viscosity sensitivity of a rotor-based fluorescent dye [J].Tetrahedron, 2010, 66(6):1254-1260.
ZHOU C K, TIAN Y, YUAN Z, et al. Precise design of phosphorescent molecular butterflies with tunable photoinduced structural change and dual emission [J].Angew. Chem. Int. Ed., 2015, 54(33):9591-9595.
UOYAMA H, GOUSHI K, SHIZU K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence [J].Nature, 2012, 492(7428):234-238.
LIU X, WANG Y F, LI M, et al. Aromatic-imide-based TADF material as emitter for efficient yellow and white organic light-emitting diodes [J].Org. Electron., 2021, 88:106017-1-9.
LIU T T, LI S H, WANG W J, et al. Enhanced luminescent properties of TADF-OLEDs based on device structure [J].Chin. J. Lumin., 2020, 41(1):77-85. (in Chinese)
LI X P, BARYSHNIKOV G, DENG C, et al. A three-dimensional ratiometric sensing strategy on unimolecular fluorescence-thermally activated delayed fluorescence dual emission [J].Nat. Commun., 2019, 10(1):731-1-9.
LI X P, BARYSHNIKOV G, DING L J, et al. Dual-phase thermally activated delayed fluorescence luminogens:a material for time-resolved imaging independent of probe pretreatment and probe concentration [J].Angew. Chem. Int. Ed., 2020, 59(19):7548-7554.
JI Y B, ZHANG N, WANG Y L, et al. Research progress of thermal activation delayed fluorescence probes for biological imaging [J].Chin. Med. Biotechnol., 2018, 13(6):532-538. (in Chinese)
LI M, WANG Y F, ZHANG D W, et al. Thermally activated delayed fluorescence material-sensitized helicene enantiomer-based OLEDs:a new strategy for improving the efficiency of circularly polarized electroluminescence [J].Sci. China Mater., 2021, 64(4):899-908.
LU J Z, PATTENGALE B, LIU Q H, et al. Donor-acceptor fluorophores for energy-transfer-mediated photocatalysis [J].J. Am Chem. Soc., 2018, 140(42):13719-13725.
PARKER C A, HATCHARD C G. Triplet-singlet emission in fluid solutions. Phosphorescence of eosin [J].Trans. Faraday Soc., 1961, 57:1894-1904.
ENDO A, SATO K, YOSHIMURA K, et al. Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes [J].Appl. Phys. Lett., 2011, 98(8):083302-1-3.
YAO L, YANG B, MA Y G. Progress in next-generation organic electroluminescent materials:material design beyond exciton statistics [J].Sci. China Chem., 2014, 57(3):335-345.
MA Z H, MA R R, DONG W Y, et al. Recent advances on thermally activated delayed fluorescence dendrimers [J].Chin. J. Lumin., 2021, doi: 10.37188/CJL.20210099http://doi.org/10.37188/CJL.20210099. (in Chinese)
ZHOU T, QIAN Y, WANG H J, et al. Recent advances in substituent effects of blue thermally activated delayed fluorescence small molecules [J].Acta Chim. Sinica, 2021, 79(5):557-574. (in Chinese)
KASHA M. Characterization of electronic transitions in complex molecules [J].Discuss. Faraday Soc., 1950, 9:14-19.
TANAKA H, SHIZU K, NAKANOTANI H, et al. Dual intramolecular charge-transfer fluorescence derived from a phenothiazine-triphenyltriazine derivative [J].J. Phys. Chem. C, 2014, 118(29):15985-15994.
MARGHAD I, KIM D H, TIAN X H, et al. Synthesis by a cost-effective method and electroluminescence of a novel efficient yellowish-green thermally activated delayed fluorescent molecule [J].ACS Omega, 2018, 3(2):2254-2260.
WANG K, ZHENG C J, LIU W, et al. Avoiding energy loss on TADF emitters:controlling the dual conformations of D-A structure molecules based on the pseudoplanar segments [J].Adv. Mater., 2017, 29(47):1701476-1-9.
WANG K, SHI Y Z, ZHENG C J, et al. Control of dual conformations:developing thermally activated delayed fluorescence emitters for highly efficient single-emitter white organic light-emitting diodes [J].ACS Appl. Mater. Interfaces, 2018, 10(37):31515-31525.
LIN J A, LI S W, LIU Z Y, et al. Bending-type electron donor-donor-acceptor triad:dual excited-state charge-transfer coupled structural relaxation [J].Chem. Mater., 2019, 31(15):5981-5992.
LI C S, NOBUYASU R S, WANG Y K, et al. Solution-processable thermally activated delayed fluorescence white OLEDs based on dual-emission polymers with tunable emission colors and aggregation-enhanced emission properties [J].Adv. Opt. Mater., 2017, 5(20):1700435.
LIU Y C, XIE G H, REN Z J, et al. Thermally activated delayed fluorescence polymer emitters with tunable emission from yellow to warm white regulated by triphenylamine derivatives [J].ACS Appl. Polym. Mater., 2019, 1(8):2204-2212.
HUANG R J, KUKHTA N A, WARD J S, et al. Balancing charge-transfer strength and triplet states for deep-blue thermally activated delayed fluorescence with an unconventional electron rich dibenzothiophene acceptor [J].J. Mater. Chem. C, 2019, 7(42):13224-13234.
DE SA DANIEL PEREIRA D, LEE D R, KUKHTA N A, et al. The effect of a heavy atom on the radiative pathways of an emitter with dual conformation, thermally-activated delayed fluorescence and room temperature phosphorescence [J].J. Mater. Chem. C, 2019, 7(34):10481-10490.
LI W L, HUANG Q Y, MAO Z, et al. Selective expression of chromophores in a single molecule:soft organic crystals exhibiting full-colour tunability and dynamic triplet-exciton behaviours [J].Angew. Chem. Int. Ed., 2020, 59(9):3739-3745.
HUANG R J, AVÓ J, NORTHEY T, et al. The contributions of molecular vibrations and higher triplet levels to the intersystem crossing mechanism in metal-free organic emitters [J].J. Mater. Chem. C, 2017, 5(25):6269-6280.
BHATTACHARJEE I, ACHARYA N, BHATIA H, et al. Dual emission through thermally activated delayed fluorescence and room-temperature phosphorescence, and their thermal enhancement via solid-state structural change in a carbazole-quinoline conjugate [J].J. Phys. Chem. Lett., 2018, 9(11):2733-2738.
ZHANG L, LI M, HU T P, et al. Phthalimide-based “D-N-A” emitters with thermally activated delayed fluorescence and isomer-dependent room-temperature phosphorescence properties [J].Chem. Commun., 2019, 55(81):12172-12175.
PASHAZADEH R, PANDER P, BUCINSKAS A, et al. An iminodibenzyl-quinoxaline-iminodibenzyl scaffold as a mechanochromic and dual emitter:donor and bridge effects on optical properties [J].Chem. Commun., 2018, 54(98):13857-13860.
SUN C, RAN X Q, WANG X, et al. Twisted molecular structure on tuning ultralong organic phosphorescence [J].J. Phys. Chem. Lett., 2018, 9(2):335-339.
THOMAS S W, JOLY G D, SWAGER T M. Chemical sensors based on amplifying fluorescent conjugated polymers [J].Chem. Rev., 2007, 107(4):1339-1386.
XU S D, LIU T T, MU Y X, et al. An organic molecule with asymmetric structure exhibiting aggregation-induced emission, delayed fluorescence, and mechanoluminescence [J].Angew. Chem. Int. Ed., 2015, 54(3):874-878.
XIE Z L, CHEN C J, XU S D, et al. White-light emission strategy of a single organic compound with aggregation-induced emission and delayed fluorescence properties [J].Angew. Chem. Int. Ed., 2015, 54(24):7181-7184.
XU B J, MU Y X, MAO Z, et al. Achieving remarkable mechanochromism and white-light emission with thermally activated delayed fluorescence through the molecular heredity principle [J].Chem. Sci., 2016, 7(3):2201-2206.
LUO M K, LI X P, DING L J, et al. Integrating time-resolved imaging information by single-luminophore dual thermally activated delayed fluorescence [J].Angew. Chem. Int. Ed., 2020, 59(39):17018-17025.
TAN J H, CHEN W C, NI S F, et al. Aggregation-state engineering and emission switching in D-A-D' AIEgens featuring dual emission, MCL and white electroluminescence [J].J. Mater. Chem. C, 2020, 8(24):8061-8068.
Isomeric Effects in Thermally Activated Delayed Fluorescence Emitters with Phthalimide Acceptors
Achieving High-efficiency, High-color-purity Light-emitting Electrochemical Cells through TADF-sensitized Fluorescence Strategy
Research Progress of Blue Emission Materials and Devices Based on TADF Sensitized Fluorescence
Research Progress of Electroluminescent Materials and Devices Based on Exciplex Excited State
Related Author
Jian-jun LU
Xu-ping LI
Yun-feng CAO
XIE Linghai
FENG Quanyou
CAO Yue
CHANG Yongzheng
YU Mengna
Related Institution
State Key Laboratory of Clean and Efficient Coal Utilization, Taiyuan University of Technology
State Key Laboratory of Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), School of Chemistry and Life Sciences, Nanjing University of Posts & Telecommunications
GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals, Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University
Key Laboratory of Eco-Functional Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University
Center for Advanced Analytical Science, Guangzhou Key Laboratory of Sensing Materials and Devices, Guangdong Engineering Technology Research Center for Photoelectric Sensing Materials and Devices, School of Chemistry and Chemical Engineering, Guangzhou University