A comparative study on the optical properties of indenofluorene and indenopyrazine

Areum Lee; Kyung Hyun Kim; Daejin Kim; Seung Hoon Choi; Youngil Park; Chang Hun Seok; Jong Wook Park; Kihang Choi; Eui Sang Yoo; Dong Hyun Jung

doi:10.1016/j.commatsci.2009.11.018

A comparative study on the optical properties of indenofluorene and indenopyrazine

Areum Lee, Kyung Hyun Kim, Daejin Kim, Seung Hoon Choi, Youngil Park, Chang Hun Seok, Jong Wook Park, Kihang Choi, Eui Sang Yoo, Dong Hyun Jung

Department of Chemistry

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

4 Citations (Scopus)

Abstract

As a core structure for a new functional dye which can be used as materials for electronic devices such as field-effect transistors or light-emitting diodes, indenofluorene and indenopyrazine have been studied. CIS/6-31G* level was applied to optimize the geometry of the first excited state used to calculate the emission spectrum. Their UV absorption and PL emission spectra were calculated by using time-dependent density functional theory (TDDFT) method at B3LYP/6-31G* level. The influence of THF solvent was considered using polarized continuum model TDDFT (PCM-TDDFT) method as well. PCM-TDDFT results are red-shifted by about 10 nm in comparison to the corresponding predicted absorption and emission maximum in vacuum. In PCM-TDDFT results, the absorption maxima of indenopyrazine were red-shifted by about 25 nm compared to those of indenofluorene. This spectral shift, induced by the nitrogen atoms in the pyrazine ring of indenopyrazine, are explained by the analysis of electronic structures of indenofluorene and indenopyrazine and the atomic contributions of the pyrazine nitrogen atoms to the frontier molecular orbital of indenopyrazine.

Original language	English
Pages (from-to)	S251-S255
Journal	Computational Materials Science
Volume	49
Issue number	4 SUPPL.
DOIs	https://doi.org/10.1016/j.commatsci.2009.11.018
Publication status	Published - 2010 Oct

Bibliographical note

Funding Information:
This study was supported by Grant No. 10031803 from the Industrial Source Technology Development Programs and a grant from the Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea. We thank Accelrys Korea for support with the modeling software.

Keywords

Indenofluorene
Indenopyrazine
Optical properties
PCM-TDDFT
TDDFT

ASJC Scopus subject areas

General Computer Science
General Chemistry
General Materials Science
Mechanics of Materials
General Physics and Astronomy
Computational Mathematics

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10.1016/j.commatsci.2009.11.018

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title = "A comparative study on the optical properties of indenofluorene and indenopyrazine",

abstract = "As a core structure for a new functional dye which can be used as materials for electronic devices such as field-effect transistors or light-emitting diodes, indenofluorene and indenopyrazine have been studied. CIS/6-31G* level was applied to optimize the geometry of the first excited state used to calculate the emission spectrum. Their UV absorption and PL emission spectra were calculated by using time-dependent density functional theory (TDDFT) method at B3LYP/6-31G* level. The influence of THF solvent was considered using polarized continuum model TDDFT (PCM-TDDFT) method as well. PCM-TDDFT results are red-shifted by about 10 nm in comparison to the corresponding predicted absorption and emission maximum in vacuum. In PCM-TDDFT results, the absorption maxima of indenopyrazine were red-shifted by about 25 nm compared to those of indenofluorene. This spectral shift, induced by the nitrogen atoms in the pyrazine ring of indenopyrazine, are explained by the analysis of electronic structures of indenofluorene and indenopyrazine and the atomic contributions of the pyrazine nitrogen atoms to the frontier molecular orbital of indenopyrazine.",

keywords = "Indenofluorene, Indenopyrazine, Optical properties, PCM-TDDFT, TDDFT",

author = "Areum Lee and Kim, {Kyung Hyun} and Daejin Kim and Choi, {Seung Hoon} and Youngil Park and Seok, {Chang Hun} and Park, {Jong Wook} and Kihang Choi and Yoo, {Eui Sang} and Jung, {Dong Hyun}",

note = "Funding Information: This study was supported by Grant No. 10031803 from the Industrial Source Technology Development Programs and a grant from the Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea. We thank Accelrys Korea for support with the modeling software. ",

year = "2010",

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doi = "10.1016/j.commatsci.2009.11.018",

language = "English",

volume = "49",

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AU - Lee, Areum

AU - Kim, Kyung Hyun

AU - Kim, Daejin

AU - Choi, Seung Hoon

AU - Park, Youngil

AU - Seok, Chang Hun

AU - Park, Jong Wook

AU - Choi, Kihang

AU - Yoo, Eui Sang

AU - Jung, Dong Hyun

N1 - Funding Information: This study was supported by Grant No. 10031803 from the Industrial Source Technology Development Programs and a grant from the Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea. We thank Accelrys Korea for support with the modeling software.

PY - 2010/10

Y1 - 2010/10

N2 - As a core structure for a new functional dye which can be used as materials for electronic devices such as field-effect transistors or light-emitting diodes, indenofluorene and indenopyrazine have been studied. CIS/6-31G* level was applied to optimize the geometry of the first excited state used to calculate the emission spectrum. Their UV absorption and PL emission spectra were calculated by using time-dependent density functional theory (TDDFT) method at B3LYP/6-31G* level. The influence of THF solvent was considered using polarized continuum model TDDFT (PCM-TDDFT) method as well. PCM-TDDFT results are red-shifted by about 10 nm in comparison to the corresponding predicted absorption and emission maximum in vacuum. In PCM-TDDFT results, the absorption maxima of indenopyrazine were red-shifted by about 25 nm compared to those of indenofluorene. This spectral shift, induced by the nitrogen atoms in the pyrazine ring of indenopyrazine, are explained by the analysis of electronic structures of indenofluorene and indenopyrazine and the atomic contributions of the pyrazine nitrogen atoms to the frontier molecular orbital of indenopyrazine.

AB - As a core structure for a new functional dye which can be used as materials for electronic devices such as field-effect transistors or light-emitting diodes, indenofluorene and indenopyrazine have been studied. CIS/6-31G* level was applied to optimize the geometry of the first excited state used to calculate the emission spectrum. Their UV absorption and PL emission spectra were calculated by using time-dependent density functional theory (TDDFT) method at B3LYP/6-31G* level. The influence of THF solvent was considered using polarized continuum model TDDFT (PCM-TDDFT) method as well. PCM-TDDFT results are red-shifted by about 10 nm in comparison to the corresponding predicted absorption and emission maximum in vacuum. In PCM-TDDFT results, the absorption maxima of indenopyrazine were red-shifted by about 25 nm compared to those of indenofluorene. This spectral shift, induced by the nitrogen atoms in the pyrazine ring of indenopyrazine, are explained by the analysis of electronic structures of indenofluorene and indenopyrazine and the atomic contributions of the pyrazine nitrogen atoms to the frontier molecular orbital of indenopyrazine.

KW - Indenofluorene

KW - Indenopyrazine

KW - Optical properties

KW - PCM-TDDFT

KW - TDDFT

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VL - 49

SP - S251-S255

JO - Computational Materials Science

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IS - 4 SUPPL.

ER -

A comparative study on the optical properties of indenofluorene and indenopyrazine

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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