4.7 Article

Rational design of a novel isoindigo-based conjugated terpolymer with panchromatic absorption and its application to polymer solar cells

Journal

DYES AND PIGMENTS
Volume 179, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2020.108391

Keywords

Benzodithiophene; Isoindigo; Terpolymer; Panchromatic absorption; Polymer solar cell

Funding

  1. National Research Foundation of Korea [NRF-2018R1D1A1B07042533, 2019R1A2C2002647, 2019R1A6A1A11044070]
  2. National Research Foundation of Korea [2019R1A2C2002647] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

Ask authors/readers for more resources

In this study, a panchromatic absorptive conjugated terpolymer, BDTID-BDT3MT, is synthesized, which consists of electron-donating benzodithiophene (BDT), isoindigo (ID) as a strong electron-accepting unit, and methyl-3-thiophenecarboxylate (3 MT) as a weak electron-accepting unit. By combining these three monomers into the structure of a conjugated terpolymer, the absorption spectrum of BDTID-BDT3MT is induced to exhibit an unusually broad, strong, and uniform band in the wavelength interval from 300 to 750 nm, which helps achieving highly efficient light harvesting under solar illumination. The intriguing panchromatic absorption behavior of BDTID-BDT3MT was explained on the basis of theoretical calculations using simplified repeating units. Polymer solar cells (PSCs) based on BDTID-BDT3MT as a donating polymer and non-fullerene acceptors (e.g., ITIC-4F) exhibited a high power conversion efficiency (PCE) of 5.38%, high open circuit voltage (V-oc) of 0.88 V, and short circuit current density (J(sc)) of 13.74 mA/cm(2), while PSCs based on ternary blend systems consisting of BDTID, BDT3MT, and ITIC-4F exhibited lower PCE and J(sc) of 3.74% and 11.15 mA/cm(2), respectively. The superior performance of PSCs based on BDTID-BDT3MT can be attributed to their high light harvesting efficiencies and relatively more favorable nano-phase film morphologies. Our results establish that BDT, ID, and 3 MT units serve as useful building blocks in the structure of conjugated terpolymers due to their remarkably broad panchromatic absorption band.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Article Chemistry, Multidisciplinary

Ligand-Assisted Direct Photolithography of Perovskite Nanocrystals Encapsulated with Multifunctional Polymer Ligands for Stable, FullColored, High-Resolution Displays

Jaewan Ko, Kyungyeon Ma, Joonyoung F. Joung, Sungnam Park, Joona Bang

Summary: In this study, patternable perovskite nanocrystals with excellent stability were prepared by exchanging ligands, leading to successful demonstration of RGB microarrays with enhanced stability towards polar solvents. The results highlight the versatility and feasibility of a simplified patterning strategy for nanomaterials.

NANO LETTERS (2021)

Article Nanoscience & Nanotechnology

Aryl-Annulated [3,2-a] Carbazole-Based Deep-Blue Soluble Emitters for High-Efficiency Solution-Processed Thermally Activated Delayed Fluorescence Organic Light-Emitting Diodes with CIEy <0.1

Jinhyo Hwang, Chang Woo Koh, Jung Min Ha, Han Young Woo, Sungnam Park, Min Ju Cho, Dong Hoon Choi

Summary: This study demonstrated two deep-blue TADF emitters for solution-processable TADF-OLEDs, showing high efficiency and excellent electroluminescence properties. Both emitters have potential for high-efficiency solution-processable deep-blue TADF-OLEDs.

ACS APPLIED MATERIALS & INTERFACES (2021)

Article Chemistry, Physical

Access to the Triplet Excited States of Heavy-Atom-Free Boron-Dipyrromethene Photosensitizers via Radical Pair Intersystem Crossing for Image-Guided Tumor-Targeted Photodynamic Therapy

Van-Nghia Nguyen, Jeongsun Ha, Chang Woo Koh, Bokyeong Ryu, Gyoungmi Kim, Jae Hak Park, C-Yoon Kim, Sungnam Park, Juyoung Yoon

Summary: This study developed novel heavy-atom-free BODIPY-phenoxazine triads for fluorescence image-guided PDT, showing excellent photophysical properties and superior performance in tumor targeting. The results demonstrated the potential application of these nanoparticles in image-guided photodynamic cancer therapy.

CHEMISTRY OF MATERIALS (2021)

Article Polymer Science

Donor-σ-Acceptor Dyad-Based Polymers for Portable Sensors: Controlling Photoinduced Electron Transfer via Tuning the Frontier Molecular Orbital Energies of Acceptors

Na Yeon Kwon, Youngseo Kim, Meenal Kataria, Su Hong Park, Seunguk Cho, Amit Kumar Harit, Han Young Woo, Min Ju Cho, Sungnam Park, Dong Hoon Choi

Summary: In this study, three novel aromatic imide-based conjugated donor-sigma-acceptor (D-sigma-A) dyad-based polymers were synthesized and their photophysical and electrochemical characteristics were studied. Among them, BDTBT-PDI showed efficient extraction and portable detection abilities for Fe2+ ions, as well as ultrasensitive detection of spermine in urine samples and fermented food samples. The on-off fluorescence behavior of BDTBT-PDI enabled the development of molecular logic gates.

MACROMOLECULES (2022)

Article Chemistry, Medicinal

Beyond Woodward-Fieser Rules: Design Principles of Property-Oriented Chromophores Based on Explainable Deep Learning Optical Spectroscopy

Joonyoung F. Joung, Minhi Han, Minseok Jeong, Sungnam Park

Summary: An explainable deep learning optical spectroscopy method is developed to understand the contributions of functional groups and solvents in determining the optical properties of molecules. This method provides attributions for seven optical properties, allowing for the estimation and design of optimal molecules.

JOURNAL OF CHEMICAL INFORMATION AND MODELING (2022)

Article Chemistry, Physical

Promoted Type I and II ROS Generation by a Covalent Organic Framework through Sonosensitization and PMS Activation

Dong Won Kang, Ji Hyeon Kim, Jong Hyeon Lim, Youngseo Kim, Minjung Kang, Jinwoo Shin, Subin Son, Hongryeol Yun, Hyojin Kim, Sungnam Park, Jin Yong Lee, Jong Seung Kim, Chang Seop Hong

Summary: In this study, a covalent organic framework (COF) was synthesized to generate different types of ROS under ultrasound irradiation. The COF material exhibited the capability to generate ROS through both light activation and PMS activation without the need for light sources or catalytic metal sites. Synergistic ROS generation was also observed through the combination of sonosensitization and PMS activation by the COF.

ACS CATALYSIS (2022)

Article Chemistry, Physical

Deep learning for development of organic optoelectronic devices: efficient prescreening of hosts and emitters in deep-blue fluorescent OLEDs

Minseok Jeong, Joonyoung F. Joung, Jinhyo Hwang, Minhi Han, Chang Woo Koh, Dong Hoon Choi, Sungnam Park

Summary: A deep learning model trained with an experimental database accurately predicts the HOMO and LUMO energies of organic molecules for virtual screening of OLED materials.

NPJ COMPUTATIONAL MATERIALS (2022)

Article Nanoscience & Nanotechnology

Rational Molecular Design Strategy for Host Materials in Thermally Activated Delayed Fluorescence-OLEDs Suitable for Solution Processing

Na Yeon Kwon, Su Hong Park, Chang Woo Koh, Jin Young Park, Min Ji Kang, Heume Il Baek, Junho Youn, Sungnam Park, Chang Wook Han, Min Ju Cho, Dong Hoon Choi

Summary: A novel core molecule for V-shaped host molecules, with two carbazoles directly linked to cyclohexane, was synthesized. Cy-mCP and Cy-mCBP hosts were prepared for solution-processable TADF-OLEDs, demonstrating improved thermal stability and film-forming ability compared to lower molecular weight hosts.

ACS APPLIED MATERIALS & INTERFACES (2023)

Article Multidisciplinary Sciences

Wavelength engineerable porous organic polymer photosensitizers with protonation triggered ROS generation

Jinwoo Shin, Dong Won Kang, Jong Hyeon Lim, Jong Min An, Youngseo Kim, Ji Hyeon Kim, Myung Sun Ji, Sungnam Park, Dokyoung Kim, Jin Yong Lee, Jong Seung Kim, Chang Seop Hong

Summary: A wavelength-engineerable organic photocatalytic system for generating reactive oxygen species (ROS) has been developed, allowing for efficient and tunable production of ROS without the need for metal ions or heavy atoms. The system demonstrates superior tumor eradication and biocompatibility in biological assays, and provides a potential basis for designing nanoscale photosensitizers in various ROS-utilizing applications.

NATURE COMMUNICATIONS (2023)

Article Materials Science, Multidisciplinary

Universal surface tailoring of perovskite nanocrystals via organic pseudohalide ligands applicable to green and blue light-emitting diodes

Jaewan Ko, Hyeondoo Je, Kitae Kim, Taejun Eom, Joonyoung F. Joung, Sungnam Park, Joona Bang, Dong Hoon Choi

Summary: Proper management of surface defects in perovskite nanocrystals and surface tailoring with organic pseudohalide ligands can significantly improve optical properties and colloidal stability, providing a promising platform for green and blue PeNC-based LEDs.

JOURNAL OF MATERIALS CHEMISTRY C (2022)

Article Chemistry, Physical

Reliable experimental method for determination of photoacidity revealed by quantum chemical calculations

Joonyoung F. Joung, Minseok Jeong, Sungnam Park

Summary: This paper evaluates the reliability of experimentally determined photoacidity values using a theoretical method. Density functional theory (DFT) and time-dependent DFT calculations are employed to calculate the changes in Gibbs free energy for acid dissociation reactions, which are directly related to photoacidity values. The results show that using the optical bandgap as the transition energy in the Forster cycle yields the most consistent pK(a)* values compared to quantum chemical calculations.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2022)

Article Chemistry, Physical

Sceptrin-Au nano-aggregates (SANA) for overcoming drug-resistant Gram-negative bacteria

Jong Min An, Sangrim Kang, Chang Woo Koh, Sungnam Park, Myung Sook Oh, Dokyoung Kim

Summary: A new nano-antibiotic formulation based on sceptrin-Au nano-aggregates (SANA) has been developed to combat drug-resistant bacterial infections. SANA showed superior antibiotic/antibiofilm activity with low toxicity to red blood cells and endothelial cells. The feasibility of SANA as a new nano-antibiotic was demonstrated in CRPA-contaminated medical supplies.

NANOSCALE HORIZONS (2022)

Article Materials Science, Multidisciplinary

Solvent mediated thermodynamically favorable helical supramolecular self-assembly: recognition behavior towards achiral and chiral analytes

Meenal Kataria, Youngseo Kim, Hong Diem Chau, Na Yeon Kwon, Yongju Hong, Taekyung Kim, Jaewan Ko, Myung Kook Son, Joona Bang, Sungnam Park, Hugh Kim, Kwangyeol Lee, Dong Hoon Choi

Summary: In this study, we successfully developed an entropically favored helical supramolecular self-assembly system using a triphenylamine-based derivative 4 in a green solvent. The transformation from helical structure to random structure and then to achiral nanorods was studied by varying the concentration of achiral stimuli (Fe2+ ions). In addition, the metal-free helical supramolecular self-assembly showed enantioselectivity in differentiating between L- and D-prohne, achieved through chiral stimuli-induced structural modulation.

JOURNAL OF MATERIALS CHEMISTRY C (2022)

Article Chemistry, Organic

Development of a fluorescent nanoprobe based on an amphiphilic single-benzene-based fluorophore for lipid droplet detection and its practical applications

Yuna Jung, Ji Hye Jin, Youngseo Kim, Ji Hyeon Oh, Heechang Moon, Huisu Jeong, Jaehoon Kim, Yoon Kyung Park, Yohan Oh, Sungnam Park, Dokyoung Kim

Summary: In this study, a new fluorescent nanoprobe BMeS-Ali is developed for the visualization of lipid droplets (LDs). BMeS-Ali shows selective staining ability, excellent biocompatibility, and can be applied to the visualization of human fingerprints.

ORGANIC & BIOMOLECULAR CHEMISTRY (2022)

Article Polymer Science

High-efficiency solution-processed green thermally activated delayed fluorescence OLEDs using a polymer-small molecule mixed host

Seunguk Cho, Na Yeon Kwon, Chai Won Kim, Hyoseong Lee, Jung Min Ha, Hyung Jong Kim, Han Young Woo, Sungnam Park, Min Ju Cho, Dong Hoon Choi

Summary: The development of suitable host materials for emitters is crucial for high-efficiency OLEDs. In this study, a blend of a polymer donor P(Bn-DPAc) and a small-molecule acceptor tPTRZ was used as the host material in solution-processed OLEDs, showing improved performance compared to a unipolar host.

POLYMER CHEMISTRY (2022)

Article Chemistry, Applied

Versatile phototheranostic system: Aza-BODIPY-based nanoparticles with B,O-chelated core and diiodine

Leping Chen, Yanfen Wang, Tingyu Shi, Tiantian Ma, Yang Li, Huayu Qiu, Shouchun Yin, Meier Gu

Summary: This study successfully overcame the limitations of the heavy atom effect by introducing iodine atoms and innovatively enhancing the structure while weakening stacking behavior, achieving high efficiency and precision in photodynamic therapy and photothermal therapy.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Naphthylamine-based ratiometric fluorescence probe with a large Stokes shift for monitoring mitochondrial peroxynitrite

Bingpeng Guo, Honghan Sa, Peng Zhang, Guiwen Hao, Mengyu Li, Qingqing Jiang, Baoying Li, Wei Shu, Changxiang Shao

Summary: The design of ratiometric fluorescence probes with large Stokes shift is of great significance in detecting and imaging target substances in complex organisms. In this study, a novel fluorophore with a large Stokes shift was easily obtained, and a fluorescence probe based on it demonstrated rapid response, high selectivity, and sensitivity towards peroxynitrite. The probe also showed excellent biocompatibility and remarkable mitochondrial targeting ability, making it suitable for proportional imaging of peroxynitrite in living cells and zebrafish.

DYES AND PIGMENTS (2024)

Review Chemistry, Applied

Recent advances in responsive photonic crystals and their applications in anti-counterfeiting solutions for the textile industry

Haidong Huang, Xiaohui Wang, Xinyang Li, Yichen Li, Guojin Liu, Lan Zhou, Jianzhong Shao

Summary: This article introduces the application of responsive photonic crystals in anti-counterfeiting technology, with a focus on the preparation principle, classification, and preparation methods.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Synthesis of novel carbene dyes and investigation of their dyeing properties and reaction mechanism for various fabrics

Yunpeng Wang, Tao Zhao, Xiaoye Bi, Chencheng Lv

Summary: In this study, three novel carbene dyes were designed to achieve environmentally friendly dyeing processes. The dyes formed covalent bonds with fibers and exhibited good dyeing performance and high color fastness. These findings highlight the potential of the novel carbene dyes in promoting green production in the textile industry.

DYES AND PIGMENTS (2024)

Review Chemistry, Applied

Donor-acceptor type π-conjugated 1,3,5-triazine dyes synthesis and its application in cell imaging and liquid food safety detection

Yizhe Yan, Xiaopei Zhu, Jia-Xin Cao, Yuan He, Shaoqing Li, Jian-Yong Wang

Summary: In this paper, 1,3,5-triazine dyes were successfully synthesized and their photophysical properties were studied. Two probes were selected for further investigation, showing promising applications in various fields.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

One-step synthesis of AIE-active fluorescent cyclomatrix polyphosphazene spheres as drug delivery carriers

Xin Hu, Tongsheng Huang, Lihua Chen, Weifeng Zhu, Fengjie Deng, Xiancai Li, Jianwen Tian, Meiying Liu, Xiaoyong Zhang, Yen Wei

Summary: This study presents the synthesis of fluorescent cyclomatrix polyphosphazene spheres with aggregation-induced emission (AIE) feature and biodegradable potential for controlled drug delivery. The resulting micelles exhibit high water dispersibility, desirable fluorescence performance, and high drug loading capacity. They can effectively release the encapsulated drug in physiological solution and show excellent biological imaging ability and cytotoxicity against cancer cells.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Eu(III)-based polymeric nanoparticles as dual-emission turn-off sensor for anthrax biomarker detection

Yanzhu Liu, Yanghui Lei, Dongyan Li, Guangkui Li, Dongping Li, Yongxiu Li

Summary: In this study, luminescent lanthanide nanoparticles were synthesized as a dual emission turn-off probe for detecting 2,6-pyridinedicarboxylic acid (DPA) in water. The nanoparticles showed good dispersion and water stability, and achieved low detection limits for DPA. They also exhibited high recoveries in various samples.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Minimized defective trap sites in perovskite absorber films by coumarin dye for efficient and reliable perovskite solar cells

Jung Jae Do, Jong Ryeol Kwon, Donghan Kim, Jae Woong Jung

Summary: This study presents a defect passivation approach using coumarin dye as a multi-functional passivating agent of perovskite films to boost power conversion efficiency and operating stability of PSCs. The incorporation of coumarin dye improves the film morphology, enhances carrier extraction/transport, and suppresses trap-assisted recombination in the perovskite films. The optimized device demonstrates impressive reliability and practical applicability, maintaining over 90% of its initial PCE after being exposed to continuous indoor lighting irradiation for 2000 hours.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

A novel luminescent Ni(II) coordination compound for highly selective detection of acetylacetone, MnO4-, tetracycline and Ag+ in aqueous systems

Gang Wang, Yu-Chang Wang, Jing Lu, Wen-Fu Yan, Juan Jin, Yuan-Peng Wang, Jia-Jia Zhang, Hui-Jie Zhang, Hao Dong, Xi-Guang Liu

Summary: A new Ni(II) compound with good solid-state fluorescence performance and stability was synthesized, and it showed outstanding detection properties for various substances in aqueous solutions. This compound has the potential to be a multifunctional sensor.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Iridescent structural colors printing on cellulose fabrics with robust structural coloration

Luyao Wei, Shenglong Shang, Yu Zheng, Jie Liu, Ping Zhu

Summary: This study developed a facile method to create high saturation and durable structural colors on cotton fabrics. The colors are regulated by adjusting the size of magnetic particles and can be conveniently printed on fabrics using photo masks on transparent films.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Aggregation-induced phosphorescence emission-active heteroleptic Ir(III) complexes: Synthesis, photophysics, and latent fingerprint detection applications

Zhao Jiang, Qing Zhang, Zhaoyu Kong, Ruijie Qiao, Zichuan Liu, Linzhou Song, Senqiang Zhu, Rui Liu, Hongjun Zhu

Summary: Three heteroleptic Ir(III) complexes with different electron-donating aryl groups were synthesized and their optical properties were investigated. It was found that all three complexes exhibited aggregation-induced phosphorescence emission (AIPE) behaviors, and the relationship between the size of organic ligands and AIPE behaviors was characterized. Ir-PhCz showed the best imaging of latent fingerprints due to its green light emission and high quantum yield.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

A novel thioketal containing fluorescent dye for mercury(II) detection via Hg2+-triggered ACQ to AIE transformation

Zhijun Ruan, Chunxia Fan, Xuanrong Wang, Dong Shao, Xiaodong Yang, Wentao He, Tao Xu, Junqi Lin, Zhengfang Tian

Summary: A novel thioketal-based probe has been designed for rapid and accurate detection of mercury (II) ions, showing different fluorescence characteristics in various states. The probe exhibits excellent selectivity and specificity, making it suitable for Hg2+ detection in water solutions.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

The first BOAHY-based probe for ClO- : Synthesis, spectral investigations and selective recognition behaviour

Jianjun Huang, Xuan Zhao, Daniel Escudero, Luc Van Meervelt, Dongbin Zheng, Yuyu Fang, Wim Dehaen

Summary: A series of BOAHY compounds were successfully synthesized and showed versatile applications as a platform for designing novel fluorescent probes, especially in selective recognition.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties

Roman V. Larkovich, Victoria E. Shambalova, Savva A. Ponomarev, Alexander S. Aldoshin, Boris N. Tarasevich, Konstantin A. Lyssenko, Valentine G. Nenajdenko

Summary: An efficient synthetic protocol for the preparation of novel 1,7-difluorinated BODIPYs was elaborated. Their photophysical properties were studied and the effect of 2,6-substituents was evaluated using DFT calculations.

DYES AND PIGMENTS (2024)

Article Chemistry, Applied

19F NMR-based lithium sensors with fluoronaphthalene crown ethers

Haneul Kim, Byungjin Koo

Summary: In this study, a lithium ion sensing methodology based on fluorinated naphthalene compounds using 19F NMR and UV-vis spectroscopy is reported. The binding of lithium ions to the compounds is confirmed by changes in chemical shifts and peak broadening. Additionally, the effect of different crown ether ring sizes on the binding ability is observed. This study provides a new method for lithium ion sensing using spectroscopy.

DYES AND PIGMENTS (2024)