Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy

Chen, Yanlin; Liang, Xianfeng; Yang, Haiyan; Wang, Qin; Zhou, Xubing; Guo, De; Li, Shayu; Zhou, Cailong; Dong, Lichun; Liu, Zitong; Cai, Zhengxu; Chen, Wei; Tan, Luxi

doi:10.1021/acs.macromol.9b01848

Title: Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy

Abstract

Organic semiconductors possessing both strong solid emission and charge transport ability are crucial for certain applications such as organic light-emitting transistors and injection lasers, but they are rather rare. Among those which are successful, n-type materials with long emission wavelength are even more scarce. Here, a series of random polymers with the dithiophene unit into a poly(naphthalene diimide) vinylene are synthesized. A strong near-infrared solid emission under wavelength of 730 nm and photoluminescence efficiency of 11.2% is achieved, with an enhanced n-type OFET performance of electron mobility up to 0.011 cm² V^-1 s^-1. GIXRD and AFM analysis reveal that the introduction with confined dithiophene can improve the localized pi-pi intermolecular interaction, while retaining the overall low crystalline state for thin films of these polymers, which should be the vital factor for balancing the solid emission and charge transport ability. This simple random polymerization strategy might be beneficial in future molecular design for such dual functional materials.materials.

Authors:

Chen, Yanlin ^[1]; Liang, Xianfeng ^[1]; Yang, Haiyan ^[1]; Wang, Qin ^[1]; Zhou, Xubing ^[1]; Guo, De ^[1]; Li, Shayu ^[1];

^[1];

^[2];

^[3];

^[4];

^[1]

Chongqing Univ. (China). School of Chemistry and Chemical Engineering
Chinese Academy of Sciences (CAS), Beijing (China). Beijing National Lab. for Molecular Sciences
Beijing Inst. of Technology (China). Beijing Key Lab. of Construction Tailorable Advanced Functional Materials and Green Applications
Argonne National Lab. (ANL), Argonne, IL (United States). Materials Science Division and Inst. for Molecular Engineering

Publication Date:: Mon Oct 28 00:00:00 EDT 2019

Research Org.:: Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Materials Sciences & Engineering Division; China Scholarship Council; National Natural Science Foundation of China (NSFC)

OSTI Identifier:: 1578037

Grant/Contract Number:: AC02-06CH11357

Resource Type:: Accepted Manuscript

Journal Name:: Macromolecules

Additional Journal Information:: Journal Volume: 52; Journal Issue: 21; Journal ID: ISSN 0024-9297

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats


                    Chen, Yanlin, Liang, Xianfeng, Yang, Haiyan, Wang, Qin, Zhou, Xubing, Guo, De, Li, Shayu, Zhou, Cailong, Dong, Lichun, Liu, Zitong, Cai, Zhengxu, Chen, Wei, and Tan, Luxi. Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy.  United States: N. p., 2019. 
Web.  doi:10.1021/acs.macromol.9b01848.

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                    Chen, Yanlin, Liang, Xianfeng, Yang, Haiyan, Wang, Qin, Zhou, Xubing, Guo, De, Li, Shayu, Zhou, Cailong, Dong, Lichun, Liu, Zitong, Cai, Zhengxu, Chen, Wei, & Tan, Luxi. Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy.  United States.  https://doi.org/10.1021/acs.macromol.9b01848

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                    Chen, Yanlin, Liang, Xianfeng, Yang, Haiyan, Wang, Qin, Zhou, Xubing, Guo, De, Li, Shayu, Zhou, Cailong, Dong, Lichun, Liu, Zitong, Cai, Zhengxu, Chen, Wei, and Tan, Luxi. Mon .  
"Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy".  United States.  https://doi.org/10.1021/acs.macromol.9b01848.  https://www.osti.gov/servlets/purl/1578037.

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@article{osti_1578037,

  title        = {Strong Near-Infrared Solid Emission and Enhanced N-Type Mobility for Poly(naphthalene Diimide) Vinylene by a Random Polymerization Strategy},

  author       = {Chen, Yanlin and Liang, Xianfeng and Yang, Haiyan and Wang, Qin and Zhou, Xubing and Guo, De and Li, Shayu and Zhou, Cailong and Dong, Lichun and Liu, Zitong and Cai, Zhengxu and Chen, Wei and Tan, Luxi},

  abstractNote = {Organic semiconductors possessing both strong solid emission and charge transport ability are crucial for certain applications such as organic light-emitting transistors and injection lasers, but they are rather rare. Among those which are successful, n-type materials with long emission wavelength are even more scarce. Here, a series of random polymers with the dithiophene unit into a poly(naphthalene diimide) vinylene are synthesized. A strong near-infrared solid emission under wavelength of 730 nm and photoluminescence efficiency of 11.2% is achieved, with an enhanced n-type OFET performance of electron mobility up to 0.011 cm2 V-1 s-1. GIXRD and AFM analysis reveal that the introduction with confined dithiophene can improve the localized pi-pi intermolecular interaction, while retaining the overall low crystalline state for thin films of these polymers, which should be the vital factor for balancing the solid emission and charge transport ability. This simple random polymerization strategy might be beneficial in future molecular design for such dual functional materials.materials.},

  doi          = {10.1021/acs.macromol.9b01848},

  journal      = {Macromolecules},

  number       = 21,

  volume       = 52,

  place        = {United States},

  year         = {Mon Oct 28 00:00:00 EDT 2019},

  month        = {Mon Oct 28 00:00:00 EDT 2019}

}

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https://doi.org/10.1021/acs.macromol.9b01848

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Figure 1: Synthetic route of polymer PNV-DT1 to PNV-DT7 (left) and their ¹H NMR spectra in low field (right).

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