Colorless Near-Infrared Absorbing Dyes Based on B-N Fused Donor-Acceptor-Donor π-Conjugated Molecules for Organic Phototransistors

Yokoyama, Soichi; Utsunomiya, Sakura; Seo, Takuji et al.

Advanced Science, 2024, 11(31), 2405656

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Identifier to cite or link to this item: https://hdl.handle.net/11094/97612

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Title
Colorless Near-Infrared Absorbing Dyes Based on B-N Fused Donor-Acceptor-Donor π-Conjugated Molecules for Organic Phototransistors
Creator
NRID
1000040811211 1000040811211
ORCID
0000-0001-6218-1159 0000-0001-6218-1159
researchmap permalink
Soichi_Yokoyama Soichi_Yokoyama
Scopus Author ID
57197721206 57197721206
CreatorName
Yokoyama, Soichi
CreatorName
Utsunomiya, Sakura
CreatorName
Seo, Takuji
NRID
1000010362625 1000010362625
ORCID
0000-0001-7429-2200 0000-0001-7429-2200
researchmap permalink
a-saeki a-saeki
Scopus Author ID
7004268947 7004268947
CreatorName
Saeki, Akinori
NRID
1000080362622 1000080362622
researchmap permalink
read0105668 read0105668
Scopus Author ID
55930140700 55930140700
CreatorName
Ie, Yutaka
Subject
colorless characteristics
electronic transitions
NIR absorbing dyes
organic phototransistors
organic semiconductors
Description
Yokoyama S., Utsunomiya S., Seo T., et al. Colorless Near-Infrared Absorbing Dyes Based on B-N Fused Donor-Acceptor-Donor π-Conjugated Molecules for Organic Phototransistors. Advanced Science, (2024); https://doi.org/10.1002/advs.202405656.
Abstract
The introduction of a colorless function to organic electronic devices allows responses to light in the near-infrared (NIR) region and is expected to broaden the applications of these devices. However, the development of a colorless NIR dye remains a challenge due to the lack of a rational molecular design for controlling electronic transitions. In this study, to suppress the π-π* transitions in the visible region, polycyclic donor-acceptor-donor π-conjugated molecules with boron bridges (Py-FNTz-B and IP-FNTz-B) are designed and synthesized, which contain pyrrole or indenopyrrole as donor units with fluorinated naphthobisthiadiazole (FNTz) as an acceptor unit. The pyrrole end-capped Py-FNTz-B shows an absorption band in the NIR region without distinct visible-light absorption, which has led to the establishment of colorless characteristics. The indenopyrrole end-capped IP-FNTz-B shows a narrow optical energy gap of 0.87 eV in films. Time-resolved microwave conductance and field-effect transistors demonstrate the semiconducting characteristics of these molecules, and Py-FNTz-B-based devices function as NIR phototransistors. Theoretical analyses indicate that the combination of a polyene-like electronic structure with orbital symmetry is important to obtain NIR wavelength-selective absorption. This study suggests that a molecular design based on electronic structures can be effective in the development of colorless NIR-absorbing dyes for organic electronics.
Publisher
John Wiley and Sons Inc
Source Title
Advanced Science
Volume (Issue)
11(31)
Page
2405656
Date of Issued
2024-06-14
Language
English
Handle URL
https://hdl.handle.net/11094/97612
eISSN
21983844
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/advs.202405656
Access Rights
open access
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This article is licensed under a Creative Commons Attribution 4.0 International License.
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Category
学術雑誌論文 Journal Article