Carbazole-Based Polyimide as a Hole-Transporting Material for Optoelectronic Applications

Thi Kieu Trang Tu; Sabrina Aufar Salma; Mijin Jeong; Joo Hyun Kim; Yeon Tae Jeong; Yeong-Soon Gal; Kwon Taek Lim

Macromolecular Research, Vol.29, No.10, 735-742, October, 2021

DOI10.1007/s13233-021-9082-8 Export Citation

Carbazole-Based Polyimide as a Hole-Transporting Material for Optoelectronic Applications

Thi Kieu Trang Tu¹, Sabrina Aufar Salma², Mijin Jeong², Joo Hyun Kim², Yeon Tae Jeong¹, Yeong-Soon Gal³, and Kwon Taek Lim^{1, 4, †}

¹Department of Display Engineering, Pukyong National University, Busan 48513, Korea
²Department of Polymer Engineering, Pukyong National University, Busan 48513, Korea
³Polymer Chemistry Laboratory, College of Engineering, Kyungil University, Gyeongsan, Gyeongbuk 38428, Korea
⁴Department of Smart Green Technology Engineering, Pukyong National University, Busan 48513, Korea

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This paper reports the preparation of a novel polyimide (PI)-based hole-transporting material comprising carbazole and arylamine moieties as the backbone of the polymer. A diamine monomer named 4,4′-(9H,9′H-[3,3′-bicarbazole]-9,9′-diyl)dianiline is an electron-rich molecule which is suitable for achieving electrochromic materials. It is used to prepare an electrochromic carbazole-based PI via chemical imidization. The carbazole-based PI shows excellent thermal stability with a high decomposition temperature up to 500 °C, refractive index of 1.74, and reasonable transparency of 85%. In addition, the PI exhibits characteristics similar to those of electrochromic materials such as violet-green emissions in the visible range when in solution form, highest occupied molecular orbital (HOMO) energy levels of ∼5.4 eV, and a hole mobility of 7.44 × 10-4 cm2 V-1s-1. The excellent performance of the PI makes it a potential candidate for hole-transporting material in optoelectronic devices.

Keywords:polyimides;imidization;carbazoles;electrochromics;hole-transporting materials

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[2] Shahnawaz SS, Swayamprabha MR, Nagar RA, Yadav SDK, Gull, Dubey JH, J. Mater. Chem. C, 7, 7144 (2019)

[3] Azmi R, Nam SY, Sinaga S, Akbar ZA, Lee CL, Yoon SC, Jung IH, Jang SY, Nano Energy, 44, 191 (2018)

[4] Mas-Montoya M, Gomez P, Curiel D, da Silva I, Wang J, Janssen RA, Chem. Eur. J., 26, 10276 (2020)

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[6] Koh CW, Heo JH, Uddin MA, Kwon YW, Choi DH, Im SH, Yoo HY, ACS Appl. Mater. Interfaces, 50, 43846 (2017)

[7] Petrovic M, Maksudov T, Panagiotopoulos A, et al., Nanoscale Adv., 1, 3107 (2019)

[8] Werner J, Geissbuhler J, Dabirian A, Nicolay S, Morales-Masis M, Wolf SD, Niesen B, Ballif C, ACS Appl. Mater. Interfaces, 8, 17260 (2016)

[9] Zhang Q, Tsai CY, Li LJ, Liaw DJ, Nat. Commun., 10, 1 (2019)

[10] Hsiao SH, Chen YZ, Dyes Pigment., 144, 173 (2017)

[11] He X, Tapaswi PK, Ha CS, Huang W, Macromol. Res., 29(5), 365 (2021)

[12] Liu H, Zhai L, Bai L, He M, Wang C, Mo S, Fan L, Polym. J., 163, 106 (2019)

[13] Zhu XD, Ma XJ, Wang YK, Li Y, Gao CH, Wang ZK, Jiang ZQ, Liao LS, Adv. Funct. Mater., 29, 180709 (2019)

[14] Li M, Wang Z, LianG M, Liu L, Wang X, Sun Z, Xue S, J. Phys. Chem. C, 122, 24014 (2018)

[15] Jhulki S, Moorthy JN, J. Mater. Chem. C, 6, 8280 (2018)

[16] Wazzan N, Safi Z, Arab. J. Chem., 12, 1 (2019)

[17] Kang MS, Sung SD, Choi IT, Kim H, Hong M, Kim J, Lee WI, Kim HK, ACS Appl. Mater. Interfaces, 7, 22213 (2015)

[18] Lu C, Choi IT, Kim J, Kim HK, J. Mater. Chem. A, 5, 20263 (2017)

[19] Liu X, Liu X, RSC Adv., 9, 24733 (2019)

[20] Liu X, Kong F, Cheng T, Chen W, Tan ZA, Yu T, Guo F, Chen J, Yao J, Dai S, ChemSusChem, 10, 968 (2017)

[21] Lee SW, Jeong MJ, Whang DR, Kim JH, Chang DW, Macromol. Res., 28(13), 1297 (2020)

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[25] Petrus ML, Bein T, Dingemans TJ, Docampo P, J. Mater. Chem. A, 3, 12159 (2015)

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[28] Magomedov A ,Paek S, Gratia P, et al., Adv. Funct. Mater., 28, 170435 (2018)

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