臺灣博碩士論文加值系統

　　本篇論文成功開發出新的藍色熱活化延遲螢光(TADF, Thermally Activated Delayed Fluorescence)材料BTZ-PXZ，經由光物理分析可知薄膜態的最大吸收為322nm、薄膜態的最大放光為371nm、HOMO為-5.41eV、LUMO為-1.88eV、單重態能階為2.72eV、三重態能階為2.64eV、實驗值ΔEST為0.08eV，ΔEST與其他藍光材料比較，其ΔEST相對偏低。如此可以降低單重態-三重態湮滅(singlet-triple annihilation, STA)效應及三重態-三重態湮滅(triple-triple annihilation, TTA)效應，因此可使效率驟減(efficiency roll-off)減少，並使外部量子效率(External Quantum Efficiency, EQE)上升。
　　在過去的研究中，BTZ應用在TADF材料中僅有在Fan Ni等人在Journal of Materials Chemistry C發表的類似物BTZ-CZ、BTZ-DMAZ及BTZ-DPA，我們將其分子修飾為BTZ-PXZ，其特點是可以使HOMO電子雲集中，並與LUMO更分離，如此可達到更低的ΔEST。
　　經由分子模擬套裝軟體Gaussian 09計算可得到極低的ΔEST(0.0087eV)，因此是有潛力的TADF材料。在此基礎上，我們進行合成工作，我們最佳的合成條件及純化方法，從NMR光譜可以發現純度極高，可直接應用在元件製程上。

In this study, a new blue Thermally Activated Delayed Fluorescence (TADF) , we call it ” BTZ-PXZ ” is designed and synthesized. The ΔEST of 4,7-di(10H- phenoxazin-10-yl)benzo[c][1,2,5]thiadiazole (BTZ-PXZ) is lower than 4,7-bis(9H- carbazol-9-yl)benzo[c][1,2,5]thiadiazole (BTZ-CZ), 4,7-bis(9,9-dimethylacridin- 10(9H)-yl)benzo[c][1,2,5]thiadiazole (BTZ-DMAZ) and N4,N4,N7,N7-tetraphenyl- benzo[c][1,2,5]thiadiazole-4,7-diamine (BTZ-DPA) which we can find some related papers in Journal of Materials Chemistry C. In this way, BTZ-PXZ can reduce the effect of singlet–triplet annihilation (STA) and triplet–triplet annihilation (TTA) and at the same time increase EQE.
In past related research, only Fan Ni et al.[59] applied BTZ in TADF. That is BTZ-CZ, BTZ-DMAZ and BTZ-DPA. We modify the compound to get BTZ-PXZ. The feature is that can separate HOMO from LOMO and make ΔEST lower.
We get ΔEST(0.0087eV) of BTZ-PXZ from Gaussian 09. The lowerΔEST gives a basis for our study and we start to synthesize BTZ-PXZ. We find the best method to synthesize BTZ-PXZ. In NMR spectrum, we can discover this material is very pure that can be used directly in component process.

中文論文審定書 i
英文論文審定書 ii
摘要 iii
Abstract iv
目錄 v
圖目錄 viii
表目錄 xii
第一章、 緒論 1
1-1前言 1
1-2有機發光二極體(OLED)之歷史背景 1
1-3有機發光二極體之運作原理 2
1-4發光層發光機制之簡介 3
1-4-1主客體參雜系統 3
1-4-2能量轉移機制 3
1-4-3分子發光機制 4
1-4-2螢光 6
1-4-4熱活化延遲螢光 6
1-5 TADF發展現況 7
1-5 TADF之文獻回顧 10
1-5-1歷史 10
1-5-2藍光TADF 15
1-5-2綠光TADF(500nm-580nm) 29
1-5-3紅光TADF(580nm-) 33
1-7 TADF之分子設計概念 36
1-8研究動機 37
1-9研究目標 38
第二章、 實驗部分 39
2-1使用儀器 39
2-1-2分子鑑定儀器 40
2-1-3熱分析儀器 41
2-1-4光學分析儀器 41
2-2分子模擬過程 44
2-2-1 Gaussian 09介紹 44
2-2-2 Spartan 16介紹 45
2-2-3密度泛函理論(Density functional theory) 45
2-2-4分子結構基態計算 47
2-2-5分子結構激發態計算 49
2-3合成及分離裝置 50
2-4藥品及溶劑 50
2-5合成方法 51
第三章、 結果與討論 53
3-1化合物 53
3-2分子模擬 53
3-3分子結構鑑定 56
3-3-1HNMR 56
3-3-2CNMR 58
3-3-3EI-MS 61
3-4熱分析數據 63
3-4-1熱重分析(TGA) 63
3-4-2示差掃描量熱儀(Differential Scanning Calorimetry, DSC) 63
3-5光學分析 64
3-5-1吸收光譜 64
3-5-2螢光光譜 65
3-5-3磷光光譜 66
3-5-3PESA光譜 67
*BTZ-CZ、BTZ-DMAC、BTZ-PXZ為參考文獻之數據[59] 67
3-5-4螢光生命週期光譜 68
第四章、 結論 69
4-1結論 69
4-2未來展望 69
參考文獻 70
附錄 81

[1]Pope, M., Kallmann, H. P., & Magnante, P. (1963). Electroluminescence in Organic Crystals. The Journal of Chemical Physics, 38(8), 2042-2043. doi:10.1063/1.1733929
[2]Partridge, R. H. (1983). Electroluminescence from polyvinylcarbazole films: 4. Electroluminescence using higher work function cathodes. Polymer, 24(6), 755-762. doi:http://dx.doi.org/10.1016/0032-3861(83)90015-0
[3]Tang, C. W., & VanSlyke, S. A. (1987). Organic electroluminescent diodes. Applied Physics Letters, 51(12), 913-915. doi:10.1063/1.98799
[4]Dexter Energy Transfer. (2017). Retrieved from https://chem.libretexts.org/Core/Physical_and_Theoretical_Chemistry/Fundamentals/Dexter_Energy_Transfer#title
[5]Nishimoto, T., Yasuda, T., Lee, S. Y., Kondo, R., & Adachi, C. (2014). A six-carbazole-decorated cyclophosphazene as a host with high triplet energy to realize efficient delayed-fluorescence OLEDs. Materials Horizons, 1(2), 264-269. doi:10.1039/C3MH00079F
[6]Davidson, I. D. J. a. M. W. Jablonski Energy Diagram. Retrieved from https://www.olympus-lifescience.com/en/microscope-resource/primer/java/jablonski/jabintro/
[7]陳金鑫、黃孝文. (2009). OLED夢幻顯示器．OLED材料與元件. 台灣 五南.
[8]Wong, M. Y., & Zysman-Colman, E. (2017). Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes. Advanced Materials, 29(22), 1605444-n/a. doi:10.1002/adma.201605444
[9]Parker, C. A., Hatchard, C. G., & Joyce, T. A. (1965). Selective and Mutual Sensitization of Delayed Fluorescence. Nature, 205, 1282. doi:10.1038/2051282a0
[10]Blasse, G., & McMillin, D. R. (1980). On the luminescence of bis (triphenylphosphine) phenanthroline copper (I). Chemical Physics Letters, 70(1), 1-3. doi:http://dx.doi.org/10.1016/0009-2614(80)80047-9
[11]Endo, A., Ogasawara, M., Takahashi, A., Yokoyama, D., Kato, Y., & Adachi, C. (2009). Thermally Activated Delayed Fluorescence from Sn4+–Porphyrin Complexes and Their Application to Organic Light Emitting Diodes — A Novel Mechanism for Electroluminescence. Advanced Materials, 21(47), 4802-4806. doi:10.1002/adma.200900983
[12]Deaton, J. C., Switalski, S. C., Kondakov, D. Y., Young, R. H., Pawlik, T. D., Giesen, D. J., etc, Peters, J. C. (2010). E-Type Delayed Fluorescence of a Phosphine-Supported Cu2(μ-NAr2)2 Diamond Core: Harvesting Singlet and Triplet Excitons in OLEDs. Journal of the American Chemical Society, 132(27), 9499-9508. doi:10.1021/ja1004575
[13]Endo, A., Sato, K., Yoshimura, K., Kai, T., Kawada, A., Miyazaki, H., & Adachi, C. (2011). Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes. Applied Physics Letters, 98(8), 083302. doi:10.1063/1.3558906
[14]Uoyama, H., Goushi, K., Shizu, K., Nomura, H., & Adachi, C. (2012). Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 492(7428), 234-238. doi:10.1038/nature11687
[15]Dias, F. B., Bourdakos, K. N., Jankus, V., Moss, K. C., Kamtekar, K. T., Bhalla, V., etc, Monkman, A. P. (2013). Triplet Harvesting with 100% Efficiency by Way of Thermally Activated Delayed Fluorescence in Charge Transfer OLED Emitters. Advanced Materials, 25(27), 3707-3714. doi:doi:10.1002/adma.201300753
[16]Chen, X.-K., Zhang, S.-F., Fan, J.-X., & Ren, A.-M. (2015). Nature of Highly Efficient Thermally Activated Delayed Fluorescence in Organic Light-Emitting Diode Emitters: Nonadiabatic Effect between Excited States. The Journal of Physical Chemistry C, 119(18), 9728-9733. doi:10.1021/acs.jpcc.5b00276
[17]Youn, L. S., Takuma, Y., Seok, Y. Y., Qisheng, Z., & Chihaya, A. (2014). Luminous Butterflies: Efficient Exciton Harvesting by Benzophenone Derivatives for Full‐Color Delayed Fluorescence OLEDs. Angewandte Chemie International Edition, 53(25), 6402-6406. doi:doi:10.1002/anie.201402992
[18]Rajamalli, P., Senthilkumar, N., Gandeepan, P., Huang, P.-Y., Huang, M.-J., Ren-Wu, C.-Z., etc, Cheng, C.-H. (2016). A New Molecular Design Based on Thermally Activated Delayed Fluorescence for Highly Efficient Organic Light Emitting Diodes. Journal of the American Chemical Society, 138(2), 628-634. doi:10.1021/jacs.5b10950
[19]Lee, I. H., Song, W., & Lee, J. Y. (2016). Aggregation-induced emission type thermally activated delayed fluorescent materials for high efficiency in non-doped organic light-emitting diodes. Organic Electronics, 29, 22-26. doi:https://doi.org/10.1016/j.orgel.2015.11.019
[20]Serevicius, T., Nakagawa, T., Kuo, M.-C., Cheng, S.-H., Wong, K.-T., Chang, C.-H., etc, Adachi, C. (2013). Enhanced electroluminescence based on thermally activated delayed fluorescence from a carbazole-triazine derivative. Physical Chemistry Chemical Physics, 15(38), 15850-15855. doi:10.1039/C3CP52255E
[21]Kim, M., Jeon, S. K., Hwang, S. H., & Lee, J. Y. (2015). Stable Blue Thermally Activated Delayed Fluorescent Organic Light‐Emitting Diodes with Three Times Longer Lifetime than Phosphorescent Organic Light‐Emitting Diodes. Advanced Materials, 27(15), 2515-2520. doi:doi:10.1002/adma.201500267
[22]Lee, D. R., Kim, M., Jeon, S. K., Hwang, S. H., Lee, C. W., & Lee, J. Y. (2015). Design Strategy for 25% External Quantum Efficiency in Green and Blue Thermally Activated Delayed Fluorescent Devices. Advanced Materials, 27(39), 5861-5867. doi:doi:10.1002/adma.201502053
[23]Tsai, W.-L., Huang, M.-H., Lee, W.-K., Hsu, Y.-J., Pan, K.-C., Huang, Y.-H., etc, Wu, C.-C. (2015). A versatile thermally activated delayed fluorescence emitter for both highly efficient doped and non-doped organic light emitting devices. Chemical Communications, 51(71), 13662-13665. doi:10.1039/C5CC05022G
[24]Sun, J. W., Baek, J. Y., Kim, K.-H., Moon, C.-K., Lee, J.-H., Kwon, S.-K., etc, Kim, J.-J. (2015). Thermally Activated Delayed Fluorescence from Azasiline Based Intramolecular Charge-Transfer Emitter (DTPDDA) and a Highly Efficient Blue Light Emitting Diode. Chemistry of Materials, 27(19), 6675-6681. doi:10.1021/acs.chemmater.5b02515
[25]Sun, J. W., Baek, J. Y., Kim, K.-H., Huh, J.-S., Kwon, S.-K., Kim, Y.-H., & Kim, J.-J. (2017). Azasiline-based thermally activated delayed fluorescence emitters for blue organic light emitting diodes. Journal of Materials Chemistry C, 5(5), 1027-1032. doi:10.1039/C6TC04653C
[26]Mayr, C., Schmidt, T. D., & Brütting, W. (2014). High-efficiency fluorescent organic light-emitting diodes enabled by triplet-triplet annihilation and horizontal emitter orientation. Applied Physics Letters, 105(18), 183304. doi:10.1063/1.4901341
[27]Lin, T. A., Chatterjee, T., Tsai, W. L., Lee, W. K., Wu, M. J., Jiao, M., etc, Wu, C. C. (2016). Sky‐Blue Organic Light Emitting Diode with 37% External Quantum Efficiency Using Thermally Activated Delayed Fluorescence from Spiroacridine‐Triazine Hybrid. Advanced Materials, 28(32), 6976-6983. doi:doi:10.1002/adma.201601675
[28]Wu, T.-L., Huang, M.-J., Lin, C.-C., Huang, P.-Y., Chou, T.-Y., Chen-Cheng, R.-W., etc, Cheng, C.-H. (2018). Diboron compound-based organic light-emitting diodes with high efficiency and reduced efficiency roll-off. Nature Photonics, 12(4), 235-240. doi:10.1038/s41566-018-0112-9
[29]Komatsu, R., Sasabe, H., Seino, Y., Nakao, K., & Kido, J. (2016). Light-blue thermally activated delayed fluorescent emitters realizing a high external quantum efficiency of 25% and unprecedented low drive voltages in OLEDs. Journal of Materials Chemistry C, 4(12), 2274-2278. doi:10.1039/C5TC04057D
[30]Takehiro, T., Katsuyuki, S., Takuma, Y., Kazunori, T., & Chihaya, A. (2014). Donor–acceptor-structured 1,4-diazatriphenylene derivatives exhibiting thermally activated delayed fluorescence: design and synthesis, photophysical properties and OLED characteristics. Science and Technology of Advanced Materials, 15(3), 034202.
[31]Lee, D. R., Hwang, S.-H., Jeon, S. K., Lee, C. W., & Lee, J. Y. (2015). Benzofurocarbazole and benzothienocarbazole as donors for improved quantum efficiency in blue thermally activated delayed fluorescent devices. Chemical Communications, 51(38), 8105-8107. doi:10.1039/C5CC01940K
[32]Wong, M. Y., Hedley, G. J., Xie, G., Kölln, L. S., Samuel, I. D. W., Pertegás, A., etc, Zysman-Colman, E. (2015). Light-Emitting Electrochemical Cells and Solution-Processed Organic Light-Emitting Diodes Using Small Molecule Organic Thermally Activated Delayed Fluorescence Emitters. Chemistry of Materials, 27(19), 6535-6542. doi:10.1021/acs.chemmater.5b03245
[33]Liu, W., Zheng, C.-J., Wang, K., Chen, Z., Chen, D.-Y., Li, F., etc, Zhang, X.-H. (2015). Novel Carbazol-Pyridine-Carbonitrile Derivative as Excellent Blue Thermally Activated Delayed Fluorescence Emitter for Highly Efficient Organic Light-Emitting Devices. ACS Applied Materials & Interfaces, 7(34), 18930-18936. doi:10.1021/acsami.5b05648
[34]Li, B., Nomura, H., Miyazaki, H., Zhang, Q., Yoshida, K., Suzuma, Y., etc, Adachi, C. (2014). Dicarbazolyldicyanobenzenes as Thermally Activated Delayed Fluorescence Emitters: Effect of Substitution Position on Photoluminescent and Electroluminescent Properties. Chemistry Letters, 43(3), 319-321. doi:10.1246/cl.130907
[35]Park, W. J., Lee, Y., Kim, J. Y., Yoon, D. W., Kim, J., Chae, S. H., etc, Lee, S. J. (2015). Effective thermally activated delayed fluorescence emitter and its performance in OLED device. Synthetic Metals, 209, 99-104. doi:https://doi.org/10.1016/j.synthmet.2015.07.008
[36]Shizu, K., Noda, H., Tanaka, H., Taneda, M., Uejima, M., Sato, T., etc, Adachi, C. (2015). Highly Efficient Blue Electroluminescence Using Delayed-Fluorescence Emitters with Large Overlap Density between Luminescent and Ground States. The Journal of Physical Chemistry C, 119(47), 26283-26289. doi:10.1021/acs.jpcc.5b07798
[37]Moral, M., Muccioli, L., Son, W. J., Olivier, Y., & Sancho-García, J. C. (2015). Theoretical Rationalization of the Singlet–Triplet Gap in OLEDs Materials: Impact of Charge-Transfer Character. Journal of Chemical Theory and Computation, 11(1), 168-177. doi:10.1021/ct500957s
[38]Cho, Y. J., Jeon, S. K., Lee, S.-S., Yu, E., & Lee, J. Y. (2016). Donor Interlocked Molecular Design for Fluorescence-like Narrow Emission in Deep Blue Thermally Activated Delayed Fluorescent Emitters. Chemistry of Materials, 28(15), 5400-5405. doi:10.1021/acs.chemmater.6b01484
[39]Cho, Y. J., Chin, B. D., Jeon, S. K., & Lee, J. Y. (2015). 20% External Quantum Efficiency in Solution‐Processed Blue Thermally Activated Delayed Fluorescent Devices. Advanced Functional Materials, 25(43), 6786-6792. doi:doi:10.1002/adfm.201502995
[40]Kitamoto, Y., Namikawa, T., Ikemizu, D., Miyata, Y., Suzuki, T., Kita, H., etc, Oi, S. (2015). Light blue and green thermally activated delayed fluorescence from 10H-phenoxaborin-derivatives and their application to organic light-emitting diodes. Journal of Materials Chemistry C, 3(35), 9122-9130. doi:10.1039/C5TC01380A
[41]Suzuki, K., Kubo, S., Shizu, K., Fukushima, T., Wakamiya, A., Murata, Y., etc, Kaji, H. (2015). Triarylboron‐Based Fluorescent Organic Light‐Emitting Diodes with External Quantum Efficiencies Exceeding 20 %. Angewandte Chemie International Edition, 54(50), 15231-15235. doi:doi:10.1002/anie.201508270
[42]Numata, M., Yasuda, T., & Adachi, C. (2015). High efficiency pure blue thermally activated delayed fluorescence molecules having 10H-phenoxaborin and acridan units. Chemical Communications, 51(46), 9443-9446. doi:10.1039/C5CC00307E
[43]Hatakeyama, T., Shiren, K., Nakajima, K., Nomura, S., Nakatsuka, S., Kinoshita, K., etc, Ikuta, T. (2016). Ultrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO–LUMO Separation by the Multiple Resonance Effect. Advanced Materials, 28(14), 2777-2781. doi:doi:10.1002/adma.201505491
[44]Duan, C., Li, J., Han, C., Ding, D., Yang, H., Wei, Y., & Xu, H. (2016). Multi-dipolar Chromophores Featuring Phosphine Oxide as Joint Acceptor: A New Strategy toward High-Efficiency Blue Thermally Activated Delayed Fluorescence Dyes. Chemistry of Materials, 28(16), 5667-5679. doi:10.1021/acs.chemmater.6b01691
[45]Nasu, K., Nakagawa, T., Nomura, H., Lin, C.-J., Cheng, C.-H., Tseng, M.-R., etc, Adachi, C. (2013). A highly luminescent spiro-anthracenone-based organic light-emitting diode exhibiting thermally activated delayed fluorescence. Chemical Communications, 49(88), 10385-10387. doi:10.1039/C3CC44179B
[46]Mei, L., Hu, J., Cao, X., Wang, F., Zheng, C., Tao, Y., etc, Huang, W. (2015). The inductive-effect of electron withdrawing trifluoromethyl for thermally activated delayed fluorescence: tunable emission from tetra- to penta-carbazole in solution processed blue OLEDs. Chemical Communications, 51(65), 13024-13027. doi:10.1039/C5CC04126K
[47]Cho, Y. J., Yook, K. S., & Lee, J. Y. (2014). High Efficiency in a Solution‐Processed Thermally Activated Delayed‐Fluorescence Device Using a Delayed‐Fluorescence Emitting Material with Improved Solubility. Advanced Materials, 26(38), 6642-6646. doi:doi:10.1002/adma.201402188
[48]Taneda, M., Shizu, K., Tanaka, H., & Adachi, C. (2015). High efficiency thermally activated delayed fluorescence based on 1,3,5-tris(4-(diphenylamino)phenyl)-2,4,6-tricyanobenzene. Chemical Communications, 51(24), 5028-5031. doi:10.1039/C5CC00511F
[49]Gábor, M., Hiroko, N., Qisheng, Z., Tetsuya, N., & Chihaya, A. (2012). Enhanced Electroluminescence Efficiency in a Spiro‐Acridine Derivative through Thermally Activated Delayed Fluorescence. Angewandte Chemie International Edition, 51(45), 11311-11315. doi:doi:10.1002/anie.201206289
[50]Nakagawa, T., Ku, S.-Y., Wong, K.-T., & Adachi, C. (2012). Electroluminescence based on thermally activated delayed fluorescence generated by a spirobifluorene donor-acceptor structure. Chemical Communications, 48(77), 9580-9582. doi:10.1039/C2CC31468A
[51]Kawasumi, K., Wu, T., Zhu, T., Chae, H. S., Van Voorhis, T., Baldo, M. A., & Swager, T. M. (2015). Thermally Activated Delayed Fluorescence Materials Based on Homoconjugation Effect of Donor–Acceptor Triptycenes. Journal of the American Chemical Society, 137(37), 11908-11911. doi:10.1021/jacs.5b07932
[52]Chao, T., Tao, Y., Xudong, C., Youtian, T., Fangfang, W., Cheng, Z., etc, Wei, H. (2015). Tuning a Weak Emissive Blue Host to Highly Efficient Green Dopant by a CN in Tetracarbazolepyridines for Solution‐Processed Thermally Activated Delayed Fluorescence Devices. Advanced Optical Materials, 3(6), 786-790. doi:doi:10.1002/adom.201500016
[53]Joo, C. Y., Kyu, J. S., Doo, C. B., Eunsun, Y., & Yeob, L. J. (2015). The Design of Dual Emitting Cores for Green Thermally Activated Delayed Fluorescent Materials. Angewandte Chemie International Edition, 54(17), 5201-5204. doi:doi:10.1002/anie.201412107
[54]Kim, M., Jeon, S. K., Hwang, S.-H., Lee, S.-s., Yu, E., & Lee, J. Y. (2016). Highly efficient and color tunable thermally activated delayed fluorescent emitters using a "twin emitter" molecular design. Chemical Communications, 52(2), 339-342. doi:10.1039/C5CC07999C
[55]Shipan, W., Xianju, Y., Zong, C., Hongyu, Z., Yu, L., & Yue, W. (2015). Highly Efficient Near‐Infrared Delayed Fluorescence Organic Light Emitting Diodes Using a Phenanthrene‐Based Charge‐Transfer Compound. Angewandte Chemie International Edition, 54(44), 13068-13072. doi:doi:10.1002/anie.201506687
[56]Jie, L., Tetsuya, N., James, M., Qisheng, Z., Hiroko, N., Hiroshi, M., & Chihaya, A. (2013). Highly Efficient Organic Light‐Emitting Diode Based on a Hidden Thermally Activated Delayed Fluorescence Channel in a Heptazine Derivative. Advanced Materials, 25(24), 3319-3323. doi:doi:10.1002/adma.201300575
[57]D., C. R., Enrique, O., J., B. H., Filippo, M., Gianluca, A., & Nicola, A. (2012). Luminescent Ionic Transition‐Metal Complexes for Light‐Emitting Electrochemical Cells. Angewandte Chemie International Edition, 51(33), 8178-8211. doi:doi:10.1002/anie.201201471
[58]Przemyslaw, D., Piotr, P., Masato, O., Youhei, T., Satoshi, M., & P., M. A. (2016). Dibenzo[a,j]phenazine‐Cored Donor–Acceptor–Donor Compounds as Green‐to‐Red/NIR Thermally Activated Delayed Fluorescence Organic Light Emitters. Angewandte Chemie International Edition, 55(19), 5739-5744. doi:doi:10.1002/anie.201600113
[59]Ni, F., Wu, Z., Zhu, Z., Chen, T., Wu, K., Zhong, C., etc, Yang, C. (2017). Teaching an old acceptor new tricks: rationally employing 2,1,3-benzothiadiazole as input to design a highly efficient red thermally activated delayed fluorescence emitter. Journal of Materials Chemistry C, 5(6), 1363-1368. doi:10.1039/C7TC00025A
[60]Masui, K., Nakanotani, H., & Adachi, C. (2013). Analysis of exciton annihilation in high-efficiency sky-blue organic light-emitting diodes with thermally activated delayed fluorescence. Organic Electronics, 14(11), 2721-2726. doi:https://doi.org/10.1016/j.orgel.2013.07.010
[61]Lee, J., Shizu, K., Tanaka, H., Nakanotani, H., Yasuda, T., Kaji, H., & Adachi, C. (2015). Controlled emission colors and singlet-triplet energy gaps of dihydrophenazine-based thermally activated delayed fluorescence emitters. Journal of Materials Chemistry C, 3(10), 2175-2181. doi:10.1039/C4TC02530J
[62]御風者 ALPS. Retrieved from https://www.nchc.org.tw/tw/inner.php?CONTENT_ID=161
[63]江進福. (2001). 波函數與密度泛函. 物理雙月刊, 廿三卷五期.
[64]Becke, A. D. (1988). Density-functional exchange-energy approximation with correct asymptotic behavior. Physical Review A, 38(6), 3098-3100.
[65]Lee, C., Yang, W., & Parr, R. G. (1988). Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B Condens Matter, 37(2), 785-789.
[66]許達稔、鄭原忠. 量子化學計算軟體Gaussian簡介與應用(I):介紹Gaussian輸入檔格式與執行. Retrieved from http://www.cc.ntu.edu.tw/chinese/epaper/0037/20160620_3709.html