Molecular Engineering of Benzobisoxazole-Based Conjugated Polymers for High-Performance Organic Photodetectors and Fingerprint Image Sensors

Cheol Shin , WonJo Jeong , Ezgi Darici Lee , Jong Baek Park , Hyungju Ahn , Seyeon Baek , Myeong In Kim , Dae Sung Chung , Kang-Il Seo , In Hwan Jung

Energy & Environmental Materials ›› 2025, Vol. 8 ›› Issue (1) : e12806

PDF
Energy & Environmental Materials ›› 2025, Vol. 8 ›› Issue (1) : e12806 DOI: 10.1002/eem2.12806
RESEARCH ARTICLE

Molecular Engineering of Benzobisoxazole-Based Conjugated Polymers for High-Performance Organic Photodetectors and Fingerprint Image Sensors

Author information +
History +
PDF

Abstract

Various novel conjugated polymers (CPs) have been developed for organic photodetectors (OPDs), but their application to practical image sensors such as X-ray, R/G/B, and fingerprint sensors is rare. In this article, we report the entire process from the synthesis and molecular engineering of novel CPs to the development of OPDs and fingerprint image sensors. We synthesized six benzo[1,2-d:4,5-d’]bis(oxazole) (BBO)-based CPs by modifying the alkyl side chains of the CPs. Several relationships between the molecular structure and the OPD performance were revealed, and increasing the number of linear octyl side chains on the conjugated backbone was the best way to improve Jph and reduce Jd in the OPDs. The optimized CP demonstrated promising OPD performance with a responsivity (R) of 0.22 A/W, specific detectivity (D*) of 1.05 × 1013 Jones at a bias of -1 V, rising/falling response time of 2.9/6.9 µs, and cut-off frequency (f-3dB) of 134 kHz under collimated 530 nm LED irradiation. Finally, a fingerprint image sensor was fabricated by stacking the POTB1-based OPD layer on the organic thin-film transistors (318 ppi). The image contrast caused by the valleys and ridges in the fingerprints was obtained as a digital signal.

Keywords

alkyl side chain engineering / fingerprint image sensor / on/off ratio / organic photodetector / specific detectivity

Cite this article

Download citation ▾
Cheol Shin, WonJo Jeong, Ezgi Darici Lee, Jong Baek Park, Hyungju Ahn, Seyeon Baek, Myeong In Kim, Dae Sung Chung, Kang-Il Seo, In Hwan Jung. Molecular Engineering of Benzobisoxazole-Based Conjugated Polymers for High-Performance Organic Photodetectors and Fingerprint Image Sensors. Energy & Environmental Materials, 2025, 8(1): e12806 DOI:10.1002/eem2.12806

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

F. P. García de Arquer, A. Armin, P. Meredith, E. H. Sargent, Nat. Rev. Mater. 2017, 2(3), 1.

[2]

Z. Ding, Y. Zhang, Y. Su, Y. Wu, Y. Han, K. Zhao, S. Liu, Energy Environ. Mater. 2023, 6, e12421.

[3]

P. C. Chow, T. Someya, Adv. Mater. 2020, 32, 1902045.

[4]

X. Xu, Y. Zhao, Y. Liu, Small 2023, 19, 2206309.

[5]

G. Yang, J. Li, M. Wu, X. Yu, J. Yu, Adv. Electron. Mater. 2023, 9, 2300340.

[6]

D. Yang, D. Ma, Adv. Opt. Mater. 2019, 7, 1800522.

[7]

X. Bai, W. Gao, Y. Cai, Z. Bai, Y. Qi, B. Yan, Y. Wang, Z. Lu, J. Ding, Chem. A Eur. J. 2023, 29, e202203022.

[8]

H. Ren, J.-D. Chen, Y.-Q. Li, J.-X. Tang, Adv. Sci. 2021, 8, 2002418.

[9]

T. Zhang, L. C. Winkler, J. Wolansky, J. Schröder, K. Leo, J. Benduhn, Adv. Funct. Mater. 2024, 34, 2308719.

[10]

J.-W. Ha, S. H. Eom, B. K. Cha, S. Song, H. J. Eun, J. H. Kim, J. M. Park, B. Kim, B. Park, S.-J. Ko, S. C. Yoon, C. Lee, I. H. Jung, D.-H. Hwang, Energy Environ. Mater. 2024.

[11]

G. Luo, J. Shi, W. Deng, Z. Chang, Z. Lu, Y. Zhang, R. Pan, J. Jie, X. Zhang, X. Zhang, Adv. Mater. 2023, 35, 2301020.

[12]

T. Yan, Z. Li, L. Su, L. Wu, X. Fang, Adv. Funct. Mater. 2023, 33, 2302746.

[13]

J. Wang, C. Lu, K. Zhang, Energy Environ. Mater. 2019, 3, 80.

[14]

C. Choi, G. J. Lee, S. Chang, Y. M. Song, D.-H. Kim, ACS Nano 2024, 18, 1241.

[15]

Y. Yu, Q. Niu, X. Li, J. Xue, W. Liu, D. Lin, Micromachines 2023, 14, 1253.

[16]

C. Yuan, M. Wang, M. Li, Trends Anal. Chem. 2023, 167, 117278.

[17]

P. Büchele, M. Richter, S. F. Tedde, G. J. Matt, G. N. Ankah, R. Fischer, M. Biele, W. Metzger, S. Lilliu, O. Bikondoa, Nat. Photonics 2015, 9, 843.

[18]

G. H. Gelinck, A. Kumar, J.-L. van der Steen, U. Shafique, P. E. Malinowski, K. Myny, B. P. Rand, M. Simon, W. Rütten, A. Douglas, Org. Electr. 2013, 14, 2602.

[19]

Y. Lim, S. Yun, D. Minami, T. Choi, H. Choi, J. Shin, C.-J. Heo, D.-S. Leem, T. Yagi, K.-B. Park, ACS Appl. Mater. Interfaces 2020, 12, 51688.

[20]

Z. Lan, F. Zhu, ACS Nano 2021, 15, 13674.

[21]

K. J. Baeg, M. Binda, D. Natali, M. Caironi, Y. Y. Noh, Adv. Mater. 2013, 25, 4267.

[22]

Z. Zhao, C. Xu, L. Niu, X. Zhang, F. Zhang, Laser Photonics Rev. 2020, 14, 2000262.

[23]

J. W. Qiao, F. Z. Cui, L. Feng, P. Lu, H. Yin, X. T. Hao, Adv. Funct. Mater. 2023, 33, 2301433.

[24]

R. Eckstein, N. Strobel, T. Rödlmeier, K. Glaser, U. Lemmer, G. Hernandez-Sosa, Adv. Opt. Mater. 2018, 6, 1701108.

[25]

R. Nie, X. Deng, L. Feng, G. Hu, Y. Wang, G. Yu, J. Xu, Small 2017, 13, 1603260.

[26]

B. Park, J. Jung, D. H. Lim, H. Lee, S. Park, M. Kyeong, S. J. Ko, S. H. Eom, S. H. Lee, C. Lee, Adv. Funct. Mater. 2022, 32, 2108026.

[27]

P. Jacoutot, A. D. Scaccabarozzi, T. Zhang, Z. Qiao, F. Aniés, M. Neophytou, H. Bristow, R. Kumar, M. Moser, A. D. Nega, Small 2022, 18, 2200580.

[28]

J. Zheng, D. Yang, D. Guo, L. Yang, J. Li, D. Ma, ACS Photonics 2023, 10, 1382.

[29]

J. Kim, C. W. Joo, S. Z. Hassan, S. H. Yu, M. Kang, J.-E. Pi, S.-Y. Kang, Y.-S. Park, D. S. Chung, Mater. Horiz. 2021, 8, 3141.

[30]

D. Tordera, B. Peeters, H. B. Akkerman, A. J. van Breemen, J. Maas, S. Shanmugam, A. J. Kronemeijer, G. H. Gelinck, Adv. Mater. Technol. 2019, 4, 1900651.

[31]

A. J. van Breemen, R. Ollearo, S. Shanmugam, B. Peeters, L. C. Peters, R. L. van de Ketterij, I. Katsouras, H. B. Akkerman, C. H. Frijters, F. Di Giacomo, Nat. Electr. 2021, 4, 818.

[32]

W. Jeong, J. Kang, S. Y. Lim, H. Ahn, H. M. Kim, J. H. Won, I. H. Jung, Adv. Opt. Mater. 2022, 10, 2102607.

[33]

W. Jeong, J. Kang, D. Lee, C. Shin, H. Ahn, C. So, J. H. Won, D. S. Chung, S. Cho, I. H. Jung, Chem. Eng. J. 2023, 473, 145178.

[34]

J. Kim, J. Kang, Y.-S. Park, H. Ahn, S. H. Eom, S.-Y. Jang, I. H. Jung, Polym. Chem. 2019, 10, 4314.

[35]

W. T. Hadmojo, F. T. A. Wibowo, D. Y. Ryu, I. H. Jung, S.-Y. Jang, ACS Appl. Mater. Interfaces 2017, 9, 32939.

[36]

H. Kim, J. Kang, H. Ahn, I. H. Jung, Dyes Pigments 2022, 197, 109910.

[37]

R. D. Jansen-van Vuuren, A. Armin, A. K. Pandey, P. L. Burn, P. Meredith, Adv. Mater. 2016, 28, 4766.

[38]

Y.-C. Huang, Z.-H. Huang, T.-Y. Wang, P. Chaudhary, J.-F. Hsu, K.-M. Lee, Chem. Eng. J. 2023, 464, 142633.

[39]

M. Ahmadi, T. Wu, B. Hu, Adv. Mater. 2017, 29, 1605242.

[40]

M. Kielar, O. Dhez, G. Pecastaings, A. Curutchet, L. Hirsch, Sci. Rep. 2016, 6, 39201.

[41]

J.-W. Ha, A. Y. Lee, H. J. Eun, J.-H. Kim, H. Ahn, S. Park, C. Lee, D. W. Seo, J. Heo, S. C. Yoon, ACS Nano 2023, 17, 18792.

[42]

J. Huang, J. Lee, J. Vollbrecht, V. V. Brus, A. L. Dixon, D. X. Cao, Z. Zhu, Z. Du, H. Wang, K. Cho, Adv. Mater. 2020, 32, 1906027.

[43]

G. Simone, M. J. Dyson, S. C. Meskers, R. A. Janssen, G. H. Gelinck, Adv. Funct. Mater. 2020, 30, 1904205.

[44]

C. Xu, P. Liu, C. Feng, Z. He, Y. Cao, J. Mater. Chem. C 2022, 10, 5787.

[45]

F. Teng, K. Hu, W. Ouyang, X. Fang, Adv. Mater. 2018, 30, 1706262.

[46]

W. Jang, S. Rasool, B. G. Kim, J. Kim, J. Yoon, S. Manzhos, H. K. Lee, I. Jeon, D. H. Wang, Adv. Funct. Mater. 2020, 30, 2001402.

[47]

S. H. Eom, S. Y. Nam, H. J. Do, J. Lee, S. Jeon, T. J. Shin, I. H. Jung, S. C. Yoon, C. Lee, Polym. Chem. 2017, 8, 3612.

[48]

H. Kim, J. Kang, M. I. Kim, W. Jeong, S. Baek, H. Ahn, D. S. Chung, I. H. Jung, A. C. S. Appl, Mater. Interfaces 2023, 15, 57545.

[49]

V. D. Mihailetchi, H. Xie, B. de Boer, L. A. Koster, P. W. Blom, Adv. Funct. Mater. 2006, 16, 699.

[50]

I. Riedel, J. Parisi, V. Dyakonov, L. Lutsen, D. Vanderzande, J. C. Hummelen, Adv. Funct. Mater. 2004, 14, 38.

[51]

S. Y. Bae, J. T. Oh, J. Y. Park, S. R. Ha, J. Choi, H. Choi, Y. Kim, Chem. Mater. 2020, 32, 10007.

[52]

D. Yang, R. Yang, X. Ren, X. Zhu, Z. Yang, C. Li, S. Liu, Adv. Mater. 2016, 28, 5206.

[53]

J. Wang, S.-C. Chen, Z. Yin, Q. Zheng, J. Mater. Chem. C 2020, 8, 14049.

[54]

M. Liu, J. Wang, K. Yang, Z. Zhao, Z. Zhou, Y. Ma, L. Shen, X. Ma, F. Zhang, J. Mater. Chem. C 2021, 9, 6357.

[55]

S. G. Han, H. Lee, W. Choi, D. Lee, S. Kim, Y. Sung, S. Kim, K. Cho, Adv. Funct. Mater. 2021, 31, 2102087.

[56]

C. C. Lee, R. Estrada, Y. Z. Li, S. Biring, N. R. A. Amin, M. Z. Li, S. W. Liu, K. T. Wong, Adv. Opt. Mater. 2020, 8, 2000519.

[57]

M. Liu, J. Wang, Z. Zhao, K. Yang, P. Durand, F. Ceugniet, G. Ulrich, L. Niu, Y. Ma, N. Leclerc, X. Ma, L. Shen, F. Zhang, J. Phys. Chem. Lett. 2021, 12, 2937.

[58]

C. D. Dimitrakopoulos, P. R. Malenfant, Adv. Mater. 2002, 14, 99.

[59]

A. Nathan, B. Park, A. Sazonov, S. Tao, I. Chan, P. Servati, K. Karim, T. Charania, D. Striakhilev, Q. Ma, Microelectron. J. 2000, 31, 883.

[60]

S. Dai, J. Zhou, S. Chandrabose, Y. Shi, G. Han, K. Chen, J. Xin, K. Liu, Z. Chen, Z. Xie, Adv. Mater. 2020, 32, 2000645.

[61]

H. Lin, B. Xu, J. Wang, X. Yu, X. Du, C.-J. Zheng, S. Tao, ACS Appl. Mater. Interfaces 2022, 14, 34891.

[62]

J. Kublitski, A. Hofacker, B. K. Boroujeni, J. Benduhn, V. C. Nikolis, C. Kaiser, D. Spoltore, H. Kleemann, A. Fischer, F. Ellinger, Nat. Commun. 2021, 12, 551.

[63]

J. Huang, J. Lee, H. Nakayama, M. Schrock, D. X. Cao, K. Cho, G. C. Bazan, T.-Q. Nguyen, ACS Nano 2021, 15, 1753.

[64]

S. Xiong, J. Li, J. Peng, X. Dong, F. Qin, W. Wang, L. Sun, Y. Xu, Q. Lin, Y. Zhou, Adv. Opt. Mater. 2022, 10, 2101837.

[65]

D. Maltoni, D. Maio, A. K. Jain, J. Feng, Handbook of fingerprint recognition, Springer, Cham 2022, pp. 115-216.

RIGHTS & PERMISSIONS

2024 The Author(s). Energy & Environmental Materials published by John Wiley & Sons Australia, Ltd on behalf of Zhengzhou University.

AI Summary AI Mindmap
PDF

166

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/