Log in

Recent progress of electronic materials based on 2,1,3-benzothiadiazole and its derivatives: synthesis and their application in organic light-emitting diodes

  • Reviews
  • Published:
Science China Chemistry Aims and scope Submit manuscript

Abstract

2,1,3-Benzothiadiazole (BT) and its derivatives are very important acceptor units used in the development of photoluminescent compounds and are applicable for the molecular construction of organic light-emitting diodes, organic solar cells and organic field-effect transistors. Due to their strong electron-withdrawing ability, construction of molecules with the unit core of BT and its derivatives can usually improve the electronic properties of the resulting organic materials. In this contribution, we review the synthesis of various polymers, small molecules and metal complexes with BT and its derivatives and their applications in organic light-emitting diodes. Furthermore, the molecular design rules based on these cores are discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Wang ZY. Near-infrared Organic Materials and Emerging Applications. Boca Raton: CRC Press, 2013

    Google Scholar 

  2. Qian G, Wang ZY. Chem Asian J, 2010, 5: 1006–1029

    CAS  PubMed  Google Scholar 

  3. Zhang Y, Wang Y, Song J, Qu J, Li B, Zhu W, Wong WY. Adv Opt Mater, 2018, 6: 1800466

    Google Scholar 

  4. **ang H, Cheng J, Ma X, Zhou X, Chruma JJ. Chem Soc Rev, 2013, 42: 6128–6185

    CAS  PubMed  Google Scholar 

  5. Wang E, Hou L, Wang Z, Hellstrom S, Mammo W, Zhang F, Inganas O, Andersson MR. Org Lett, 2010, 12: 4470–4473

    CAS  PubMed  Google Scholar 

  6. Zhang Y, Bao X, **ao M, Tan H, Tao Q, Wang Y, Liu Y, Yang R, Zhu W. J Mater Chem A, 2015, 3: 886–893

    CAS  Google Scholar 

  7. Liu T, Zhu L, Gong S, Zhong C, **e G, Mao E, Fang J, Ma D, Yang C. Adv Opt Mater, 2017, 5: 1700145

    Google Scholar 

  8. Wang S, Yan X, Cheng Z, Zhang H, Liu Y, Wang Y. Angew Chem Int Ed, 2015, 54: 13068–13072

    CAS  Google Scholar 

  9. Yuan Y, Hu Y, Zhang YX, Lin JD, Wang YK, Jiang ZQ, Liao LS, Lee ST. Adv Funct Mater, 2017, 27: 1700986

    Google Scholar 

  10. Wang B, Wang Y, Hua J, Jiang Y, Huang J, Qian S, Tian H. Chem Eur J, 2011, 17: 2647–2655

    CAS  PubMed  Google Scholar 

  11. Bis JA, Vishweshwar P, Weyna D, Zaworotko MJ. Mol Pharm, 2007, 4: 401–416

    CAS  PubMed  Google Scholar 

  12. Pond SJK, Rumi M, Levin MD, Parker TC, Beljonne D, Day MW, Brédas JL, Marder SR, Perry JW. J Phys Chem A, 2002, 106: 11470–11480

    CAS  Google Scholar 

  13. de Melo CEA, Nandi LG, Domínguez M, Rezende MC, Machado VG. J Phys Org Chem, 2015, 28: 250–260

    CAS  Google Scholar 

  14. Albert IDL, Marks TJ, Ratner MA. J Am Chem Soc, 1997, 119: 6575–6582

    CAS  Google Scholar 

  15. Qian Y, **ao G, Wang G, Lin B, Cui Y, Sun Y. Dyes Pigments, 2007, 75: 218–224

    CAS  Google Scholar 

  16. Liu G, Zhang B, Chen Y, Zhu CX, Zeng L, Siu-Hung Chan D, Neoh KG, Chen J, Kang ET. J Mater Chem, 2011, 21: 6027

    CAS  Google Scholar 

  17. Kim HG, Kim M, Clement JA, Lee J, Shin J, Hwang H, Sin DH, Cho K. Chem Mater, 2015, 27: 6858–6868

    CAS  Google Scholar 

  18. Cui C, Wong WY. Macromol Rapid Commun, 2016, 37: 287–302

    CAS  PubMed  Google Scholar 

  19. Dou C, Long X, Ding Z, **e Z, Liu J, Wang L. Angew Chem Int Ed, 2016, 55: 1436–1440

    CAS  Google Scholar 

  20. Bürgi L, Turbiez M, Pfeiffer R, Bienewald F, Kirner HJ, Winnewisser C. Adv Mater, 2008, 20: 2217–2224

    Google Scholar 

  21. Allard S, Forster M, Souharce B, Thiem H, Scherf U. Angew Chem, 2008, 120: 4138–4167

    Google Scholar 

  22. Lei T, Wang JY, Pei J. Acc Chem Res, 2014, 47: 1117–1126

    CAS  PubMed  Google Scholar 

  23. Li Y. Acc Chem Res, 2012, 45: 723–733

    CAS  PubMed  Google Scholar 

  24. Zhou P, Zhang ZG, Li Y, Chen X, Qin J. Chem Mater, 2014, 26: 3495–3501

    CAS  Google Scholar 

  25. Takimiya K, Osaka I, Nakano M. Chem Mater, 2013, 26: 587–593

    Google Scholar 

  26. Guo X, Facchetti A, Marks TJ. Chem Rev, 2014, 114: 8943–9021

    CAS  PubMed  Google Scholar 

  27. Cheng YJ, Yang SH, Hsu CS. Chem Rev, 2009, 109: 5868–5923

    CAS  PubMed  Google Scholar 

  28. Guo X, **n H, Kim FS, Liyanage ADT, Jenekhe SA, Watson MD. Macromolecules, 2011, 44: 269–277

    CAS  Google Scholar 

  29. Wang M, Hu X, Liu P, Li W, Gong X, Huang F, Cao Y. J Am Chem Soc, 2011, 133: 9638–9641

    CAS  PubMed  Google Scholar 

  30. Parker TC, Patel DGD, Moudgil K, Barlow S, Risko C, Brédas JL, Reynolds JR, Marder SR. Mater Horiz, 2015, 2: 22–36

    CAS  Google Scholar 

  31. Zhang M, Tsao HN, Pisula W, Yang C, Mishra AK, Müllen K. J Am Chem Soc, 2007, 129: 3472–3473

    CAS  PubMed  Google Scholar 

  32. Zhou E, Cong J, Yamakawa S, Wei Q, Nakamura M, Tajima K, Yang C, Hashimoto K. Macromolecules, 2010, 43: 2873–2879

    CAS  Google Scholar 

  33. Neto BAD, Lapis AAM, da Silva Júnior EN, Dupont J. Eur J Org Chem, 2013, 2013: 228–255

    CAS  Google Scholar 

  34. Tan SE, Sarjadi MS. Polym Sci Ser B, 2017, 59: 479–496

    CAS  Google Scholar 

  35. Yu J, Tan H, Meng F, Lv K, Zhu W, Su S. Dyes Pigments, 2016, 131: 231–238

    CAS  Google Scholar 

  36. **ao B, Tang A, Zhang J, Mahmood A, Wei Z, Zhou E. Adv Energy Mater, 2017, 7: 1602269

    Google Scholar 

  37. Tang A, **ao B, Chen F, Zhang J, Wei Z, Zhou E. Adv Energy Mater, 2018, 8: 1801582

    Google Scholar 

  38. Lee J, Park HJ, Joo JM, Hwang DH. Macromol Res, 2019, 27: 115–118

    CAS  Google Scholar 

  39. Data P, Kurowska A, Pluczyk S, Zassowski P, Pander P, Jedrysiak R, Czwartosz M, Otulakowski L, Suwinski J, Lapkowski M, Monkman AP. J Phys Chem C, 2016, 120: 2070–2078

    CAS  Google Scholar 

  40. Wu XF, Fu WF, Xu Z, Shi M, Liu F, Chen HZ, Wan JH, Russell TP. Adv Funct Mater, 2015, 25: 5954–5966

    CAS  Google Scholar 

  41. Tang A, Zhan C, Yao J, Zhou E. Adv Mater, 2017, 29: 1600013

    Google Scholar 

  42. Liu C, Dong S, Cai P, Liu P, Liu S, Chen J, Liu F, Ying L, Russell TP, Huang F, Cao Y. ACS Appl Mater Interfaces, 2015, 7: 9038–9051

    CAS  PubMed  Google Scholar 

  43. Lei T, Lai YC, Hong G, Wang H, Hayoz P, Weitz RT, Chen C, Dai H, Bao Z. Small, 2015, 11: 2946–2954

    CAS  PubMed  Google Scholar 

  44. Ganguly A, Zhu J, Kelly TL. J Phys Chem C, 2017, 121: 9110–9119

    CAS  Google Scholar 

  45. Lu Q, Cai W, Zhang X, Yang C, Ge H, Chen Y, Niu H, Wang W. Eur Polym J, 2018, 108: 124–137

    CAS  Google Scholar 

  46. Jiang Y, Gao Y, Tian H, Ding J, Yan D, Geng Y, Wang F. Macromolecules, 2016, 49: 2135–2144

    CAS  Google Scholar 

  47. Wang JT, Takashima S, Wu HC, Chiu YC, Chen Y, Isono T, Kakuchi T, Satoh T, Chen WC. Adv Funct Mater, 2016, 26: 2695–2705

    CAS  Google Scholar 

  48. Liu J, Zhou Q, Cheng Y, Geng Y, Wang L, Ma D, **g X, Wang F. Adv Funct Mater, 2006, 16: 957–965

    CAS  Google Scholar 

  49. Chen L, Li P, Cheng Y, **e Z, Wang L, **g X, Wang F. Adv Mater, 2011, 23: 2986–2990

    CAS  PubMed  Google Scholar 

  50. Liu J, Chen L, Shao S, **e Z, Cheng Y, Geng Y, Wang L, **g X, Wang F. J Mater Chem, 2008, 18: 319–327

    CAS  Google Scholar 

  51. Ku SY, Chi LC, Hung WY, Yang SW, Tsai TC, Wong KT, Chen YH, Wu CI. J Mater Chem, 2009, 19: 773–780

    CAS  Google Scholar 

  52. Zhang J, Chen W, Rojas AJ, Jucov EV, Timofeeva TV, Parker TC, Barlow S, Marder SR. J Am Chem Soc, 2013, 135: 16376–16379

    CAS  PubMed  Google Scholar 

  53. Sanzone A, Calascibetta A, Ghiglietti E, Ceriani C, Mattioli G, Mattiello S, Sassi M, Beverina L. J Org Chem, 2018, 83: 15029–15042

    CAS  PubMed  Google Scholar 

  54. Wang X, Wang M. Polym Chem, 2014, 5: 5784–5792

    CAS  Google Scholar 

  55. Cao Q, Howard JL, Wheatley E, Browne DL. Angew Chem Int Ed, 2018, 57: 11339–11343

    CAS  Google Scholar 

  56. Heiskanen JP, Vivo P, Saari NM, Hukka TI, Kastinen T, Kaunisto K, Lemmetyinen HJ, Hormi OEO. J Org Chem, 2016, 81: 1535–1546

    CAS  PubMed  Google Scholar 

  57. Roy C, Bura T, Beaupré S, Légaré MA, Sun JP, Hill IG, Leclerc M. Macromolecules, 2017, 50: 4658–4667

    CAS  Google Scholar 

  58. Mancilha FS, DaSilveira Neto BA, Lopes AS, Moreira PF, Quina FH, Gonçalves RS, Dupont J. Eur J Org Chem, 2006, 2006: 4924–4933

    Google Scholar 

  59. ** Y, Kim Y, Kim SH, Song S, Woo HY, Lee K, Suh H. Macromolecules, 2008, 41: 5548–5554

    CAS  Google Scholar 

  60. Speros JC, Paulsen BD, Slowinski BS, Frisbie CD, Hillmyer MA. ACS Macro Lett, 2012, 1: 986–990

    CAS  Google Scholar 

  61. Hassan Omar O, la Gatta S, Tangorra RR, Milano F, Ragni R, Operamolla A, Argazzi R, Chiorboli C, Agostiano A, Trotta M, Farinola GM. Bioconjugate Chem, 2016, 27: 1614–1623

    CAS  Google Scholar 

  62. Wang T, Scarratt NW, Yi H, Coleman IF, Zhang Y, Grant RT, Yao J, Skoda MWA, Dunbar ADF, Jones RAL, Iraqi A, Lidzey DG. J Mater Chem C, 2015, 3: 4007–4015

    CAS  Google Scholar 

  63. Lee J, Malekshahi Byranvand M, Kang G, Son SY, Song S, Kim GW, Park T. J Am Chem Soc, 2017, 139: 12175–12181

    CAS  PubMed  Google Scholar 

  64. Livi F, Zawacka NK, Angmo D, Jørgensen M, Krebs FC, Bundgaard E. Macromolecules, 2015, 48: 3481–3492

    CAS  Google Scholar 

  65. Wudarczyk J, Papamokos G, Marszalek T, Nevolianis T, Schollmeyer D, Pisula W, Floudas G, Baumgarten M, Müllen K. ACS Appl Mater Interfaces, 2017, 9: 20527–20535

    CAS  PubMed  Google Scholar 

  66. Oosterhout SD, Savikhin V, Zhang J, Zhang Y, Burgers MA, Marder SR, Bazan GC, Toney MF. Chem Mater, 2017, 29: 3062–3069

    CAS  Google Scholar 

  67. Hasegawa T, Ashizawa M, Aoyagi K, Masunaga H, Hikima T, Matsumoto H. Org Lett, 2017, 19: 3275–3278

    CAS  PubMed  Google Scholar 

  68. Cai T, Zhou Y, Wang E, Hellström S, Zhang F, Xu S, Inganäs O, Andersson MR. Sol Energy Mater Sol Cells, 2010, 94: 1275–1281

    CAS  Google Scholar 

  69. Kavak E, Us CN, Yavuz E, Kivrak A, İçli Özkut M. Electrochim Acta, 2015, 182: 537–543

    CAS  Google Scholar 

  70. Qian G, Zhong Z, Luo M, Yu D, Zhang Z, Wang ZY, Ma D. Adv Mater, 2009, 21: 111–116

    CAS  Google Scholar 

  71. Qian G, Zhong Z, Luo M, Yu D, Zhang Z, Ma D, Wang ZY. J Phys Chem C, 2009, 113: 1589–1595

    CAS  Google Scholar 

  72. Yen YS, Ni JS, Hung WI, Hsu CY, Chou HH, Lin JTS. ACS Appl Mater Interfaces, 2016, 8: 6117–6126

    CAS  PubMed  Google Scholar 

  73. Oliveira FFD, Santos DCBD, Lapis AAM, Corrêa JR, Gomes AF, Gozzo FC, Moreira Jr. PF, de Oliveira VC, Quina FH, Neto BAD. BioOrg Medicinal Chem Lett, 2010, 20: 6001–6007

    CAS  Google Scholar 

  74. da Cruz EHG, Carvalho PHPR, Corrêa JR, Silva DAC, Diogo EBT, de Souza Filho JD, Cavalcanti BC, Pessoa C, de Oliveira HCB, Guido BC, da Silva Filho DA, Neto BAD, da Silva Júnior EN. New J Chem, 2014, 38: 2569

    CAS  Google Scholar 

  75. Sun X, Xu X, Qiu W, Yu G, Zhang H, Gao X, Chen S, Song Y, Liu Y. J Mater Chem, 2008, 18: 2709

    CAS  Google Scholar 

  76. Yang Y, Zhou Y, He Q, He C, Yang C, Bai F, Li Y. J Phys Chem B, 2009, 113: 7745–7752

    CAS  PubMed  Google Scholar 

  77. Zhang J, Yang Y, He C, Li YF. Sci China Chem, 2011, 54: 695–698

    CAS  Google Scholar 

  78. Zhao Z, Deng C, Chen S, Lam JWY, Qin W, Lu P, Wang Z, Kwok HS, Ma Y, Qiu H, Tang BZ. Chem Commun, 2011, 47: 8847–8849

    CAS  Google Scholar 

  79. Li Y, Wang W, Zhuang Z, Wang Z, Lin G, Shen P, Chen S, Zhao Z, Tang BZ. J Mater Chem C, 2018, 6: 5900–5907

    CAS  Google Scholar 

  80. Lee WWH, Zhao Z, Cai Y, Xu Z, Yu Y, **ong Y, Kwok RTK, Chen Y, Leung NLC, Ma D, Lam JWY, Qin A, Tang BZ. Chem Sci, 2018, 9: 6118–6125

    CAS  PubMed  PubMed Central  Google Scholar 

  81. Chen S, Kwok HS. Org Electron, 2011, 12: 677–681

    CAS  Google Scholar 

  82. Thangthong A, Prachumrak N, Sudyoadsuk T, Namuangruk S, Keawin T, Jungsuttiwong S, Kungwan N, Promarak V. Org Electron, 2015, 21: 117–125

    CAS  Google Scholar 

  83. Angioni E, Chapran M, Ivaniuk K, Kostiv N, Cherpak V, Stakhira P, Lazauskas A, Tamulevičius S, Volyniuk D, Findlay NJ, Tuttle T, Grazulevicius JV, Skabara PJ. J Mater Chem C, 2016, 4: 3851–3856

    CAS  Google Scholar 

  84. Pathak A, Justin Thomas KR, Singh M, Jou JH. J Org Chem, 2017, 82: 11512–11523

    CAS  PubMed  Google Scholar 

  85. Peng Z, Zhang K, Huang Z, Wang Z, Duttwyler S, Wang Y, Lu P. J Mater Chem C, 2019, 7: 2430–2435

    CAS  Google Scholar 

  86. Fell VHK, Findlay NJ, Breig B, Forbes C, Inigo AR, Cameron J, Kanibolotsky AL, Skabara PJ. J Mater Chem C, 2019, 7: 3934–3944

    CAS  Google Scholar 

  87. Guo J, Li XL, Nie H, Luo W, Gan S, Hu S, Hu R, Qin A, Zhao Z, Su SJ, Tang BZ. Adv Funct Mater, 2017, 27: 1606458

    Google Scholar 

  88. Wong MY, Zysman-Colman E. Adv Mater, 2017, 29: 1605444

    Google Scholar 

  89. Liu B, Yu ZW, He D, Zhu ZL, Zheng J, Yu YD, **e WF, Tong QX, Lee CS. J Mater Chem C, 2017, 5: 5402–5410

    CAS  Google Scholar 

  90. Chen WC, Yuan Y, Ni SF, Tong QX, Wong FL, Lee CS. Chem Sci, 2017, 8: 3599–3608

    CAS  PubMed  PubMed Central  Google Scholar 

  91. Xue J, Liang Q, Zhang Y, Zhang R, Duan L, Qiao J. Adv Funct Mater, 2017, 27: 1703283

    Google Scholar 

  92. Ni F, Wu Z, Zhu Z, Chen T, Wu K, Zhong C, An K, Wei D, Ma D, Yang C. J Mater Chem C, 2017, 5: 1363–1368

    CAS  Google Scholar 

  93. Yao L, Zhang S, Wang R, Li W, Shen F, Yang B, Ma Y. Angew Chem Int Ed, 2014, 53: 2119–2123

    CAS  Google Scholar 

  94. Li W, Pan Y, Yao L, Liu H, Zhang S, Wang C, Shen F, Lu P, Yang B, Ma Y. Adv Opt Mater, 2014, 2: 892–901

    CAS  Google Scholar 

  95. Chen X, Yang Z, Li W, Mao Z, Zhao J, Zhang Y, Wu YC, Jiao S, Liu Y, Chi Z. ACS Appl Mater Interfaces, 2019, 11: 39026–39034

    CAS  PubMed  Google Scholar 

  96. **e W, Li B, Cai X, Li M, Qiao Z, Tang X, Liu K, Gu C, Ma Y, Su SJ. Front Chem, 2019, 7: 276

    CAS  PubMed  PubMed Central  Google Scholar 

  97. Zhang Y, Zhou X, Zhou C, Su Q, Chen S, Song J, Wong WY. J Mater Chem C, 2020, 8: 6851–6860

    CAS  Google Scholar 

  98. Xu Y, Guan R, Jiang J, Yang W, Zhen H, Peng J, Cao Y. J Polym Sci A Polym Chem, 2008, 46: 453–463

    CAS  Google Scholar 

  99. Chen Q, Liu N, Ying L, Yang W, Wu H, Xu W, Cao Y. Polymer, 2009, 50: 1430–1437

    CAS  Google Scholar 

  100. Wang H, Xu Y, Tsuboi T, Xu H, Wu Y, Zhang Z, Miao Y, Hao Y, Liu X, Xu B, Huang W. Org Electron, 2013, 14: 827–838

    CAS  Google Scholar 

  101. Nagaraju S, Ravindran E, Varathan E, Subramanian V, Somanathan N. RSC Adv, 2016, 6: 92778–92785

    CAS  Google Scholar 

  102. Jiu Y, Wang J, Liu C, Lai W, Zhao L, Li X, Jiang Y, Xu W, Zhang X, Huang W. Chin J Chem, 2015, 33: 873–880

    CAS  Google Scholar 

  103. Jiu YD, Liu CF, Wang JY, Lai WY, Jiang Y, Xu WD, Zhang XW, Huang W. Polym Chem, 2015, 6: 8019–8028

    CAS  Google Scholar 

  104. Jiu Y, Wang J, Yi J, Liu CF, Zhang XW, Lai WY, Huang W. Polym Chem, 2017, 8: 851–859

    CAS  Google Scholar 

  105. Liu Z, Fang C, Cai X, Gao X, Li P, Zhang Q, Tu G. Dyes Pigments, 2018, 156: 39–44

    CAS  Google Scholar 

  106. Mishra SP, Palai AK, Srivastava R, Kamalasanan MN, Patri M. J Polym Sci A Polym Chem, 2009, 47: 6514–6525

    CAS  Google Scholar 

  107. Qu B, Feng L, Yang H, Gao Z, Gao C, Chen Z, **ao L, Gong Q. Synth Met, 2012, 162: 1587–1593

    CAS  Google Scholar 

  108. Demir N, Oner I, Varlikli C, Ozsoy C, Zafer C. Thin Solid Films, 2015, 589: 153–160

    CAS  Google Scholar 

  109. Ahn HI, Moon JS, Kim WG, Uddin MA, Choi J, Kim C, Woo HY, Kim N, Oh JW. Org Electron, 2015, 25: 206–211

    CAS  Google Scholar 

  110. Krucaite G, Tavgeniene D, **e Z, Lin X, Zhang B, Grigalevicius S. Optical Mater, 2018, 76: 63–68

    CAS  Google Scholar 

  111. Zhang YM, Meng F, Tang JH, Wang Y, You C, Tan H, Liu Y, Zhong YW, Su S, Zhu W. Dalton Trans, 2016, 45: 5071–5080

    CAS  PubMed  Google Scholar 

  112. Yu J, He K, Li Y, Tan H, Zhu M, Wang Y, Liu Y, Zhu W, Wu H. Dyes Pigments, 2014, 107: 146–152

    CAS  Google Scholar 

  113. Zhang Y, Yin Z, Meng F, Yu J, You C, Yang S, Tan H, Zhu W, Su S. Org Electron, 2017, 50: 317–324

    CAS  Google Scholar 

  114. Zhang Y, Chen Z, Wang X, He J, Wu J, Liu H, Song J, Qu J, Chan WTK, Wong WY. Inorg Chem, 2018, 57: 14208–14217

    CAS  PubMed  Google Scholar 

  115. Qian G, Dai B, Luo M, Yu D, Zhan J, Zhang Z, Ma D, Wang ZY. Chem Mater, 2008, 20: 6208–6216

    CAS  Google Scholar 

  116. Du X, Qi J, Zhang Z, Ma D, Wang ZY. Chem Mater, 2012, 24: 2178–2185

    CAS  Google Scholar 

  117. Yang Y, Farley RT, Steckler TT, Eom SH, Reynolds JR, Schanze KS, Xue J. J Appl Phys, 2009, 106: 044509

    Google Scholar 

  118. Ellinger S, Graham KR, Shi P, Farley RT, Steckler TT, Brookins RN, Taranekar P, Mei J, Padilha LA, Ensley TR, Hu H, Webster S, Hagan DJ, Van Stryland EW, Schanze KS, Reynolds JR. Chem Mater, 2011, 23: 3805–3817

    CAS  Google Scholar 

  119. Tang X, Li XL, Liu H, Gao Y, Shen Y, Zhang S, Lu P, Yang B, Su SJ, Ma Y. Dyes Pigments, 2018, 149: 430–436

    CAS  Google Scholar 

  120. Li Y, Yao J, Wang C, Zhou X, Xu Y, Hanif M, Qiu X, Hu D, Ma D, Ma Y. Dyes Pigments, 2020, 173: 107960

    Google Scholar 

  121. Liu T, Zhu L, Zhong C, **e G, Gong S, Fang J, Ma D, Yang C. Adv Funct Mater, 2017, 27: 1606384

    Google Scholar 

  122. Liu T, **e G, Zhong C, Gong S, Yang C. Adv Funct Mater, 2018, 28: 1706088

    Google Scholar 

  123. Murto P, Minotto A, Zampetti A, Xu X, Andersson MR, Cacialli F, Wang E. Adv Opt Mater, 2016, 4: 2068–2076

    CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Science, Technology and Innovation Committee of Shenzhen Municipality (JCYJ20180507183413211), the National Natural Science Foundation of China (51873176, 51903157, 21828102), Hong Kong Research Grants Council (PolyU153058/19P, C6009-17G), Hong Kong Polytechnic University (1-ZE1C), the Endowed Professorship in Energy from Ms Clarea Au (847S), Research Institute for Smart Energy (RISE), and China Postdoctoral Science Foundation Funded Project (2017M622748, 2019T120747). P. Qian also thanks the Foundation of Wenzhou Science & Technology Bureau (W20170003).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Jun Song, Peng-Cheng Qian or Wai-Yeung Wong.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, Y., Song, J., Qu, J. et al. Recent progress of electronic materials based on 2,1,3-benzothiadiazole and its derivatives: synthesis and their application in organic light-emitting diodes. Sci. China Chem. 64, 341–357 (2021). https://doi.org/10.1007/s11426-020-9901-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11426-020-9901-4

Navigation