Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers

Abstract Organic covalent frameworks (COFs) have played significant roles in achieving high performance as electronic conductive and semi‐conductive materials in a wide range of applications, including solar cells, capacitors, hydrogen‐production or storing materials, cancer cell treatments, photose...

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Main Authors: Melis Unal, Recep Isci, Ilknur Demirtas, Erdal Ertas, Wakana Matsuda, Sailun Ji, Takayuki Tanaka, Yusuke Tsutsui, Shu Seki, Turan Ozturk
Format: Article
Language:English
Published: Wiley-VCH 2025-08-01
Series:Macromolecular Materials and Engineering
Subjects:
Online Access:https://doi.org/10.1002/mame.202500033
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author Melis Unal
Recep Isci
Ilknur Demirtas
Erdal Ertas
Wakana Matsuda
Sailun Ji
Takayuki Tanaka
Yusuke Tsutsui
Shu Seki
Turan Ozturk
author_facet Melis Unal
Recep Isci
Ilknur Demirtas
Erdal Ertas
Wakana Matsuda
Sailun Ji
Takayuki Tanaka
Yusuke Tsutsui
Shu Seki
Turan Ozturk
author_sort Melis Unal
collection DOAJ
description Abstract Organic covalent frameworks (COFs) have played significant roles in achieving high performance as electronic conductive and semi‐conductive materials in a wide range of applications, including solar cells, capacitors, hydrogen‐production or storing materials, cancer cell treatments, photosensitizers in bacterial therapy, chemical sensors, and light‐emitting diodes. Organic porous polymer materials are analogs of COFs without crystalline nature and widely examined in material chemistry owing to their ease of design, functionality, and flexibility. Novel conjugated triazine‐type organic porous polymers (P1‐P3), possessing 2‐benzonitryl‐3‐(4′‐methoxyphenyl)thieno[3,2‐b]thiophene (TT) as a π‐bridge and triphenylamine (TPA), tetraphenylethylene (TPE) and carbazole (Cbz) as linkers are designed and synthesized via trimerization reaction using trifluoromethanesulfonic acid (CF3SO3H). The study examined the electronic and optical properties of the monomers (M1‐M3), surface morphologies, and photoconductive behaviors of the polymers using various techniques such as UV–vis and fluorescence spectroscopies, CV, SEM, BET, and FP‐TRMC. Among the investigated porous polymers, the polymer (P3) having a Cbz‐linkage exhibited the highest photoconductivity φ∑µ, both undoped (1.8 × 10−9 m2 V−1 s−1) and I2‐doped (3.2 × 10−8 m2 V−1 s−1). The conductivity went down to φ∑µ = 8.5 × 10−10 m2 V−1 s−1 (undoped) and 1.5 × 10−8 m2 V−1 s−1 (I2‐doped) with the polymer (P2) having a TPE‐linkage.
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institution Kabale University
issn 1438-7492
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language English
publishDate 2025-08-01
publisher Wiley-VCH
record_format Article
series Macromolecular Materials and Engineering
spelling doaj-art-d5d0855bc8724e3c8d4111e95443e6c82025-08-20T08:39:24ZengWiley-VCHMacromolecular Materials and Engineering1438-74921439-20542025-08-013108n/an/a10.1002/mame.202500033Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous PolymersMelis Unal0Recep Isci1Ilknur Demirtas2Erdal Ertas3Wakana Matsuda4Sailun Ji5Takayuki Tanaka6Yusuke Tsutsui7Shu Seki8Turan Ozturk9Chemistry Department Istanbul Technical University Istanbul 34469 TurkeyChemistry Department Istanbul Technical University Istanbul 34469 TurkeyLife Sciences TUBITAK Marmara Research Center Kocaeli 41470 TurkeyLife Sciences TUBITAK Marmara Research Center Kocaeli 41470 TurkeyDepartment of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615‐8510 JapanDepartment of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615‐8510 JapanDepartment of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615‐8510 JapanDepartment of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615‐8510 JapanDepartment of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615‐8510 JapanChemistry Department Istanbul Technical University Istanbul 34469 TurkeyAbstract Organic covalent frameworks (COFs) have played significant roles in achieving high performance as electronic conductive and semi‐conductive materials in a wide range of applications, including solar cells, capacitors, hydrogen‐production or storing materials, cancer cell treatments, photosensitizers in bacterial therapy, chemical sensors, and light‐emitting diodes. Organic porous polymer materials are analogs of COFs without crystalline nature and widely examined in material chemistry owing to their ease of design, functionality, and flexibility. Novel conjugated triazine‐type organic porous polymers (P1‐P3), possessing 2‐benzonitryl‐3‐(4′‐methoxyphenyl)thieno[3,2‐b]thiophene (TT) as a π‐bridge and triphenylamine (TPA), tetraphenylethylene (TPE) and carbazole (Cbz) as linkers are designed and synthesized via trimerization reaction using trifluoromethanesulfonic acid (CF3SO3H). The study examined the electronic and optical properties of the monomers (M1‐M3), surface morphologies, and photoconductive behaviors of the polymers using various techniques such as UV–vis and fluorescence spectroscopies, CV, SEM, BET, and FP‐TRMC. Among the investigated porous polymers, the polymer (P3) having a Cbz‐linkage exhibited the highest photoconductivity φ∑µ, both undoped (1.8 × 10−9 m2 V−1 s−1) and I2‐doped (3.2 × 10−8 m2 V−1 s−1). The conductivity went down to φ∑µ = 8.5 × 10−10 m2 V−1 s−1 (undoped) and 1.5 × 10−8 m2 V−1 s−1 (I2‐doped) with the polymer (P2) having a TPE‐linkage.https://doi.org/10.1002/mame.202500033charge transportorganic electronicsporous polymersthienothiophene
spellingShingle Melis Unal
Recep Isci
Ilknur Demirtas
Erdal Ertas
Wakana Matsuda
Sailun Ji
Takayuki Tanaka
Yusuke Tsutsui
Shu Seki
Turan Ozturk
Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
Macromolecular Materials and Engineering
charge transport
organic electronics
porous polymers
thienothiophene
title Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
title_full Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
title_fullStr Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
title_full_unstemmed Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
title_short Impact of Doping on Charge Transport Properties in Thienothiophene‐Based Organic Porous Polymers
title_sort impact of doping on charge transport properties in thienothiophene based organic porous polymers
topic charge transport
organic electronics
porous polymers
thienothiophene
url https://doi.org/10.1002/mame.202500033
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AT erdalertas impactofdopingonchargetransportpropertiesinthienothiophenebasedorganicporouspolymers
AT wakanamatsuda impactofdopingonchargetransportpropertiesinthienothiophenebasedorganicporouspolymers
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AT turanozturk impactofdopingonchargetransportpropertiesinthienothiophenebasedorganicporouspolymers