Benzyl substituted benzotriazole containing conjugated polymers: Effect of position of the substituent on electrochromic properties

Basak Yigitsoy; S. M.Abdul Karim; Abidin Balan; Derya Baran; Levent Toppare

doi:10.1016/j.synthmet.2010.10.001

Benzyl substituted benzotriazole containing conjugated polymers: Effect of position of the substituent on electrochromic properties

Basak Yigitsoy, S. M.Abdul Karim, Abidin Balan, Derya Baran, Levent Toppare^*

^*Corresponding author for this work

Physical Sciences and Engineering

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

New classes of EDOT coupled-benzotriazole bearing π-conjugated monomers containing benzyl units on electron-withdrawing benzotriazole moiety were synthesized. The effect of structural differences on electrochemical and optoelectronic properties of the resulting polymers (PBBTES and PBBTEA) was investigated. The results showed that the insertion of benzyl substituent to benzotriazole from different positions changes the electronic structure of polymer which results in completely different electrochemical and optical properties. PBBTES has a very low oxidation potential (0.13 V) compared to the oxidation potential of PBBTEA (0.98 V). Spectroelectrochemical analyses revealed that PBBTES is blue in its neutral state with a π-π* transition at 625 nm whereas PBBTEA is orange in its neutral state with a π-π* transition at 477 nm. The band gap (E_g) values for PBBTES and PBBTEA were calculated as 1.48 eV and 1.57 eV, respectively. PBBTEA can be switched between blue neutral state and light blue oxidized state while PBBTEA reveals orange color at the neutral state and gray color at oxidized state.

Original language	English (US)
Pages (from-to)	2534-2539
Number of pages	6
Journal	Synthetic Metals
Volume	160
Issue number	23-24
DOIs	https://doi.org/10.1016/j.synthmet.2010.10.001
State	Published - Dec 2010

Keywords

Benzotriazole
Conducting polymer
Electrochemical polymerization
Electrochromism
Low band gap

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

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10.1016/j.synthmet.2010.10.001

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@article{77a17679d4b44014af03eeceeb1df83f,

title = "Benzyl substituted benzotriazole containing conjugated polymers: Effect of position of the substituent on electrochromic properties",

abstract = "New classes of EDOT coupled-benzotriazole bearing π-conjugated monomers containing benzyl units on electron-withdrawing benzotriazole moiety were synthesized. The effect of structural differences on electrochemical and optoelectronic properties of the resulting polymers (PBBTES and PBBTEA) was investigated. The results showed that the insertion of benzyl substituent to benzotriazole from different positions changes the electronic structure of polymer which results in completely different electrochemical and optical properties. PBBTES has a very low oxidation potential (0.13 V) compared to the oxidation potential of PBBTEA (0.98 V). Spectroelectrochemical analyses revealed that PBBTES is blue in its neutral state with a π-π* transition at 625 nm whereas PBBTEA is orange in its neutral state with a π-π* transition at 477 nm. The band gap (Eg) values for PBBTES and PBBTEA were calculated as 1.48 eV and 1.57 eV, respectively. PBBTEA can be switched between blue neutral state and light blue oxidized state while PBBTEA reveals orange color at the neutral state and gray color at oxidized state.",

keywords = "Benzotriazole, Conducting polymer, Electrochemical polymerization, Electrochromism, Low band gap",

author = "Basak Yigitsoy and Karim, {S. M.Abdul} and Abidin Balan and Derya Baran and Levent Toppare",

year = "2010",

month = dec,

doi = "10.1016/j.synthmet.2010.10.001",

language = "English (US)",

volume = "160",

pages = "2534--2539",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier B.V.",

number = "23-24",

}

TY - JOUR

T1 - Benzyl substituted benzotriazole containing conjugated polymers

T2 - Effect of position of the substituent on electrochromic properties

AU - Yigitsoy, Basak

AU - Karim, S. M.Abdul

AU - Balan, Abidin

AU - Baran, Derya

AU - Toppare, Levent

PY - 2010/12

Y1 - 2010/12

N2 - New classes of EDOT coupled-benzotriazole bearing π-conjugated monomers containing benzyl units on electron-withdrawing benzotriazole moiety were synthesized. The effect of structural differences on electrochemical and optoelectronic properties of the resulting polymers (PBBTES and PBBTEA) was investigated. The results showed that the insertion of benzyl substituent to benzotriazole from different positions changes the electronic structure of polymer which results in completely different electrochemical and optical properties. PBBTES has a very low oxidation potential (0.13 V) compared to the oxidation potential of PBBTEA (0.98 V). Spectroelectrochemical analyses revealed that PBBTES is blue in its neutral state with a π-π* transition at 625 nm whereas PBBTEA is orange in its neutral state with a π-π* transition at 477 nm. The band gap (Eg) values for PBBTES and PBBTEA were calculated as 1.48 eV and 1.57 eV, respectively. PBBTEA can be switched between blue neutral state and light blue oxidized state while PBBTEA reveals orange color at the neutral state and gray color at oxidized state.

AB - New classes of EDOT coupled-benzotriazole bearing π-conjugated monomers containing benzyl units on electron-withdrawing benzotriazole moiety were synthesized. The effect of structural differences on electrochemical and optoelectronic properties of the resulting polymers (PBBTES and PBBTEA) was investigated. The results showed that the insertion of benzyl substituent to benzotriazole from different positions changes the electronic structure of polymer which results in completely different electrochemical and optical properties. PBBTES has a very low oxidation potential (0.13 V) compared to the oxidation potential of PBBTEA (0.98 V). Spectroelectrochemical analyses revealed that PBBTES is blue in its neutral state with a π-π* transition at 625 nm whereas PBBTEA is orange in its neutral state with a π-π* transition at 477 nm. The band gap (Eg) values for PBBTES and PBBTEA were calculated as 1.48 eV and 1.57 eV, respectively. PBBTEA can be switched between blue neutral state and light blue oxidized state while PBBTEA reveals orange color at the neutral state and gray color at oxidized state.

KW - Benzotriazole

KW - Conducting polymer

KW - Electrochemical polymerization

KW - Electrochromism

KW - Low band gap

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Benzyl substituted benzotriazole containing conjugated polymers: Effect of position of the substituent on electrochromic properties

Abstract

Keywords

ASJC Scopus subject areas

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