Vinylene-Linked Emissive Covalent Organic Frameworks for White-Light-Emitting Diodes

Overview

Journal Polymers (Basel)

Publisher MDPI

Date 2023 Sep 28

PMID 37765558

Authors

Yan Li

Xiaohan Wu

Jinyi Zhang

Congcong Han

Mengmeng Cao

Xiangrong Li

Jieqiong Wan

Affiliations

Soon will be listed here.

Abstract

Covalent organic frameworks (COFs) have gained considerable attention due to their highly conjugated π-skeletons, rendering them promising candidates for the design of light-emitting materials. In this study, we present two vinylene-linked COFs, namely, VL-COF-1 and VL-COF-2, which were synthesized through the Knoevenagel condensation of 2,4,6-trimethyl-1,3,5-triazine with terephthalaldehyde or 4,4'-biphenyldicarboxaldehyde. Both VL-COF-1 and VL-COF-2 exhibited excellent chemical and thermal stability. The presence of vinylene linkages between the constituent building blocks in these COFs resulted in broad excitation and emission properties. Remarkably, the designed VL-COFs demonstrated bright emission, fast fluorescence decay, and high stability, making them highly attractive for optoelectronic applications. To assess the potential of these VL-COFs in practical devices, we fabricated white-light-emitting diodes (WLEDs) coated with VL-COF-1 and VL-COF-2. Notably, the WLEDs coated with VL-COF-1 achieved high-quality white light emission, closely approximating standard white light. The promising performance of VL-COF-coated WLEDs suggests the feasibility of utilizing COF materials for stable and efficient lighting applications.

References

Segura J, Mancheno M, Zamora F . Covalent organic frameworks based on Schiff-base chemistry: synthesis, properties and potential applications. Chem Soc Rev. 2016; 45(20):5635-5671. DOI: 10.1039/c5cs00878f. View

Yang S, Streater D, Fiankor C, Zhang J, Huang J . Conjugation- and Aggregation-Directed Design of Covalent Organic Frameworks as White-Light-Emitting Diodes. J Am Chem Soc. 2021; 143(2):1061-1068. DOI: 10.1021/jacs.0c11719. View

Li Z, Huang N, Lee K, Feng Y, Tao S, Jiang Q . Light-Emitting Covalent Organic Frameworks: Fluorescence Improving via Pinpoint Surgery and Selective Switch-On Sensing of Anions. J Am Chem Soc. 2018; 140(39):12374-12377. DOI: 10.1021/jacs.8b08380. View

Wang Y, Cheng Y, Wu K, Yang D, Liu X, Ding X . Linkages Make a Difference in the Photoluminescence of Covalent Organic Frameworks. Angew Chem Int Ed Engl. 2023; 62(42):e202310794. DOI: 10.1002/anie.202310794. View

Bu R, Zhang L, Liu X, Yang S, Li G, Gao E . Synthesis and Acid-Responsive Properties of a Highly Porous Vinylene-Linked Covalent Organic Framework. ACS Appl Mater Interfaces. 2021; 13(22):26431-26440. DOI: 10.1021/acsami.1c01791. View

Li Z, Zhang Y, Xia H, Mu Y, Liu X . A robust and luminescent covalent organic framework as a highly sensitive and selective sensor for the detection of Cu(2+) ions. Chem Commun (Camb). 2016; 52(39):6613-6. DOI: 10.1039/c6cc01476c. View

Zeng J, Wang X, Zhang X . Research Progress in Covalent Organic Frameworks for Photoluminescent Materials. Chemistry. 2020; 26(70):16568-16581. DOI: 10.1002/chem.202001105. View

Haase F, Lotsch B . Solving the COF trilemma: towards crystalline, stable and functional covalent organic frameworks. Chem Soc Rev. 2020; 49(23):8469-8500. DOI: 10.1039/d0cs01027h. View

Ding S, Wang W . Covalent organic frameworks (COFs): from design to applications. Chem Soc Rev. 2012; 42(2):548-68. DOI: 10.1039/c2cs35072f. View

10.

Fang M, Bao Z, Huang W, Liu R . Evolutionary Generation of Phosphor Materials and Their Progress in Future Applications for Light-Emitting Diodes. Chem Rev. 2022; 122(13):11474-11513. DOI: 10.1021/acs.chemrev.1c00952. View

11.

Krishnaraj C, Kaczmarek A, Sekhar Jena H, Leus K, Chaoui N, Schmidt J . Triggering White-Light Emission in a 2D Imine Covalent Organic Framework Through Lanthanide Augmentation. ACS Appl Mater Interfaces. 2019; 11(30):27343-27352. DOI: 10.1021/acsami.9b07779. View

12.

Zhai L, Yang S, Lu C, Cui C, Xu Q, Liu J . CoN Sites Constructed by Anchoring Co Porphyrins on Vinylene-Linked Covalent Organic Frameworks for Electroreduction of Carbon Dioxide. Small. 2022; 18(32):e2200736. DOI: 10.1002/smll.202200736. View

13.

Li X, Gao Q, Wang J, Chen Y, Chen Z, Xu H . Tuneable near white-emissive two-dimensional covalent organic frameworks. Nat Commun. 2018; 9(1):2335. PMC: 5997983. DOI: 10.1038/s41467-018-04769-6. View

14.

Cao L, Li W, Devakumar B, Ma N, Huang X, Lee A . Full-Spectrum White Light-Emitting Diodes Enabled by an Efficient Broadband Green-Emitting CaYZrScAlO:Ce Garnet Phosphor. ACS Appl Mater Interfaces. 2022; 14(4):5643-5652. DOI: 10.1021/acsami.1c23286. View

15.

El-Mahdy A, Young C, Kim J, You J, Yamauchi Y, Kuo S . Hollow Microspherical and Microtubular [3 + 3] Carbazole-Based Covalent Organic Frameworks and Their Gas and Energy Storage Applications. ACS Appl Mater Interfaces. 2019; 11(9):9343-9354. DOI: 10.1021/acsami.8b21867. View

16.

She P, Qin Y, Wang X, Zhang Q . Recent Progress in External-Stimulus-Responsive 2D Covalent Organic Frameworks. Adv Mater. 2021; 34(22):e2101175. DOI: 10.1002/adma.202101175. View

17.

Albacete P, Martinez J, Li X, Lopez-Moreno A, Mena-Hernando S, Platero-Prats A . Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework. J Am Chem Soc. 2018; 140(40):12922-12929. DOI: 10.1021/jacs.8b07450. View

18.

Liu R, Tan K, Gong Y, Chen Y, Li Z, Xie S . Covalent organic frameworks: an ideal platform for designing ordered materials and advanced applications. Chem Soc Rev. 2020; 50(1):120-242. DOI: 10.1039/d0cs00620c. View

19.

Wei S, Zhang W, Qiang P, Yu K, Fu X, Wu D . Semiconducting 2D Triazine-Cored Covalent Organic Frameworks with Unsubstituted Olefin Linkages. J Am Chem Soc. 2019; 141(36):14272-14279. DOI: 10.1021/jacs.9b06219. View

20.

Zhai L, Yao Y, Ma B, Hasan M, Han Y, Mi L . Accumulation of Sulfonic Acid Groups Anchored in Covalent Organic Frameworks as an Intrinsic Proton-Conducting Electrolyte. Macromol Rapid Commun. 2021; 43(1):e2100590. DOI: 10.1002/marc.202100590. View