Electron–electron repulsion in carbazole oligomer-attached <i>tris</i> (2,4,6-trichlorophenyl) methyl radicals

K Kenshiro Matsuda (Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,) W Wataru Ota (MOLFEX, Inc., 34-4 Takano Nishibiraki-cho, Sakyo-ku, Kyoto 606-8103, Japan) K Keiko Yamaoka (Institute for Materials Chemistry and Engineering, Kyushu University 4 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,) K Kosuke Anraku (Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,) E Emiko Fujiwara (Fukui Institute for Fundamental Chemistry, Kyoto University 2 , Takano Nishibiraki-cho 34-4, Sakyo-ku, Kyoto 606-8103,) K Kazuhiro Nakamura (Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,) T Takuya Hosokai (National Metrology Institute of Japan (NMIJ), National Institute of Advanced Industrial Science and Technology (AIST) 5 , Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565,) T Tohru Sato (Fukui Institute for Fundamental Chemistry) K Ken Albrecht (Institute for Materials Chemistry and Engineering, Kyushu University 4 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,)

Abstract

Luminescent radicals are gathering much attention as a new class of luminescent material. We have synthesized a new carbazole oligomer (mono, di, tri, tetra) substituted luminescent tris (2,4,6-trichlorophenyl) methyl (TTM) radicals. The photoluminescence (PL) spectra showed emission stemmed from the excited state charge transfer character. Despite the increase in the highest occupied molecular orbital level of the carbazole oligomer associated with increasing the oligomer length, the PL maxima showed a blue shift from di- to tetra-oligomer substitution. This unexpected behavior was explained by quantum chemical calculations, including electron–electron repulsion. The electron–electron repulsion on the donor orbital decreases when the oligomer length increases and leads to the blue shift of the emission. The blue shift of the emission accompanied by an increase in the photoluminescence quantum yield by substituting a large π-conjugated donor to a TTM radical would be a unique method to control the photophysical property of the luminescent radical.

Article Details

Volume / Issue Vol. 162, Issue 16
Published April 28, 2025
ISSN 0021-9606
Publisher American Institute of Physics

Journal Info

The Journal of Chemical Physics

American Institute of Physics

ISSN: 0021-9606 Physical Sciences

Authors (9)

K

Kenshiro Matsuda

Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,

W

Wataru Ota

MOLFEX, Inc., 34-4 Takano Nishibiraki-cho, Sakyo-ku, Kyoto 606-8103, Japan

K

Keiko Yamaoka

Institute for Materials Chemistry and Engineering, Kyushu University 4 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,

K

Kosuke Anraku

Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,

E

Emiko Fujiwara

Fukui Institute for Fundamental Chemistry, Kyoto University 2 , Takano Nishibiraki-cho 34-4, Sakyo-ku, Kyoto 606-8103,

K

Kazuhiro Nakamura

Interdisciplinary Graduate School of Engineering Sciences, Kyushu University 1 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,

T

Takuya Hosokai

National Metrology Institute of Japan (NMIJ), National Institute of Advanced Industrial Science and Technology (AIST) 5 , Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565,

T

Tohru Sato

Fukui Institute for Fundamental Chemistry

K

Ken Albrecht

Institute for Materials Chemistry and Engineering, Kyushu University 4 , 6-1 Kasuga-Koen, Kasuga-shi, Fukuoka 816-8580,