Room-Temperature Pentacene Fluids: Oligoethylene Glycol Substituent-Controlled Morphologies and Singlet Fission

Keisuke Yoshino; Hayato Sakai; Yoshiaki Shoji; Takashi Kajitani; Hayato Anetai; Tomoyuki Akutagawa; Takanori Fukushima; Nikolai V. Tkachenko; Taku Hasobe

doi:10.1021/acs.jpcb.0c09754

Room-Temperature Pentacene Fluids: Oligoethylene Glycol Substituent-Controlled Morphologies and Singlet Fission

Keisuke Yoshino, Hayato Sakai, Yoshiaki Shoji, Takashi Kajitani, Hayato Anetai, Tomoyuki Akutagawa, Takanori Fukushima, Nikolai V. Tkachenko, Taku Hasobe

Materiaalitiede ja ympäristötekniikka

Tutkimustuotos: Artikkeli › Tieteellinen › vertaisarvioitu

3 Sitaatiot (Scopus)

Abstrakti

We report the first synthesis of solvent-free pentacene fluids at room temperature together with observation of singlet fission (SF). Three pentacenes with different number of ethylene glycol (EG) side chains (n) were employed (denoted as (EG)n-Pc-(EG)n: n = 2, 3, and 4). The morphologies of these pentacenes largely depend on the lengths of EG chains (n). (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 indicate fluid compounds at room temperature, whereas (EG)2-Pc-(EG)2 is a solid compound. Microscopic clustering with short-range interactions between pentacene chromophores was confirmed in X-ray diffraction profiles of solvent-free fluids. Such a structural trend is an important origin of SF and consistent with the steady-state spectroscopic results. To one's surprise, femtosecond transient absorption spectroscopy demonstrated that SF occurred in thin films prepared from solvent-free fluids of (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 in spite of such excessive EG chains.

Alkuperäiskieli	Englanti
Sivut	11910–11918
Sivumäärä	9
Julkaisu	Journal of Physical Chemistry B
Vuosikerta	124
Numero	52
DOI - pysyväislinkit	https://doi.org/10.1021/acs.jpcb.0c09754
Tila	Julkaistu - 2020
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Rahoitus

This work was partially supported by JSPS KAKENHI grant numbers . JP17H05162, JP17H05270, JP18H01957, JP18K19063, JP20KK0120, and JP20H05234 to T.H. and no. JP17K14476, JP19H04592, and JP20K05652 to H.S. This work was partially performed under the Research Program of “Five-star Alliance” in “NJRC Mater. & Dev.” The synchrotron XRD experiments were performed at the BL44B2 beamline in SPring-8 with the approval of the RIKEN SPring-8 Center (proposal number 20170055).

Julkaisufoorumi-taso

Jufo-taso 1

!!ASJC Scopus subject areas

Physical and Theoretical Chemistry
Surfaces, Coatings and Films
Materials Chemistry

Pääsy asiakirjaan

10.1021/acs.jpcb.0c09754

Siteeraa tätä

@article{2a358cc92da5416294a15aefc55874aa,

title = "Room-Temperature Pentacene Fluids: Oligoethylene Glycol Substituent-Controlled Morphologies and Singlet Fission",

abstract = "We report the first synthesis of solvent-free pentacene fluids at room temperature together with observation of singlet fission (SF). Three pentacenes with different number of ethylene glycol (EG) side chains (n) were employed (denoted as (EG)n-Pc-(EG)n: n = 2, 3, and 4). The morphologies of these pentacenes largely depend on the lengths of EG chains (n). (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 indicate fluid compounds at room temperature, whereas (EG)2-Pc-(EG)2 is a solid compound. Microscopic clustering with short-range interactions between pentacene chromophores was confirmed in X-ray diffraction profiles of solvent-free fluids. Such a structural trend is an important origin of SF and consistent with the steady-state spectroscopic results. To one's surprise, femtosecond transient absorption spectroscopy demonstrated that SF occurred in thin films prepared from solvent-free fluids of (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 in spite of such excessive EG chains. ",

author = "Keisuke Yoshino and Hayato Sakai and Yoshiaki Shoji and Takashi Kajitani and Hayato Anetai and Tomoyuki Akutagawa and Takanori Fukushima and Tkachenko, {Nikolai V.} and Taku Hasobe",

note = "Funding Information: This work was partially supported by JSPS KAKENHI grant numbers . JP17H05162, JP17H05270, JP18H01957, JP18K19063, JP20KK0120, and JP20H05234 to T.H. and no. JP17K14476, JP19H04592, and JP20K05652 to H.S. This work was partially performed under the Research Program of “Five-star Alliance” in “NJRC Mater. & Dev.” The synchrotron XRD experiments were performed at the BL44B2 beamline in SPring-8 with the approval of the RIKEN SPring-8 Center (proposal number 20170055). Publisher Copyright: {\textcopyright} 2020 American Chemical Society. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",

year = "2020",

doi = "10.1021/acs.jpcb.0c09754",

language = "English",

volume = "124",

pages = "11910–11918",

number = "52",

}

TY - JOUR

T1 - Room-Temperature Pentacene Fluids

T2 - Oligoethylene Glycol Substituent-Controlled Morphologies and Singlet Fission

AU - Yoshino, Keisuke

AU - Sakai, Hayato

AU - Shoji, Yoshiaki

AU - Kajitani, Takashi

AU - Anetai, Hayato

AU - Akutagawa, Tomoyuki

AU - Fukushima, Takanori

AU - Tkachenko, Nikolai V.

AU - Hasobe, Taku

N1 - Funding Information: This work was partially supported by JSPS KAKENHI grant numbers . JP17H05162, JP17H05270, JP18H01957, JP18K19063, JP20KK0120, and JP20H05234 to T.H. and no. JP17K14476, JP19H04592, and JP20K05652 to H.S. This work was partially performed under the Research Program of “Five-star Alliance” in “NJRC Mater. & Dev.” The synchrotron XRD experiments were performed at the BL44B2 beamline in SPring-8 with the approval of the RIKEN SPring-8 Center (proposal number 20170055). Publisher Copyright: © 2020 American Chemical Society. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2020

Y1 - 2020

N2 - We report the first synthesis of solvent-free pentacene fluids at room temperature together with observation of singlet fission (SF). Three pentacenes with different number of ethylene glycol (EG) side chains (n) were employed (denoted as (EG)n-Pc-(EG)n: n = 2, 3, and 4). The morphologies of these pentacenes largely depend on the lengths of EG chains (n). (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 indicate fluid compounds at room temperature, whereas (EG)2-Pc-(EG)2 is a solid compound. Microscopic clustering with short-range interactions between pentacene chromophores was confirmed in X-ray diffraction profiles of solvent-free fluids. Such a structural trend is an important origin of SF and consistent with the steady-state spectroscopic results. To one's surprise, femtosecond transient absorption spectroscopy demonstrated that SF occurred in thin films prepared from solvent-free fluids of (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 in spite of such excessive EG chains.

AB - We report the first synthesis of solvent-free pentacene fluids at room temperature together with observation of singlet fission (SF). Three pentacenes with different number of ethylene glycol (EG) side chains (n) were employed (denoted as (EG)n-Pc-(EG)n: n = 2, 3, and 4). The morphologies of these pentacenes largely depend on the lengths of EG chains (n). (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 indicate fluid compounds at room temperature, whereas (EG)2-Pc-(EG)2 is a solid compound. Microscopic clustering with short-range interactions between pentacene chromophores was confirmed in X-ray diffraction profiles of solvent-free fluids. Such a structural trend is an important origin of SF and consistent with the steady-state spectroscopic results. To one's surprise, femtosecond transient absorption spectroscopy demonstrated that SF occurred in thin films prepared from solvent-free fluids of (EG)3-Pc-(EG)3 and (EG)4-Pc-(EG)4 in spite of such excessive EG chains.

U2 - 10.1021/acs.jpcb.0c09754

DO - 10.1021/acs.jpcb.0c09754

M3 - Article

AN - SCOPUS:85098799608

SN - 1520-6106

VL - 124

SP - 11910

EP - 11918

JO - Journal of Physical Chemistry B

JF - Journal of Physical Chemistry B

IS - 52

ER -

Room-Temperature Pentacene Fluids: Oligoethylene Glycol Substituent-Controlled Morphologies and Singlet Fission

Abstrakti

Rahoitus

Julkaisufoorumi-taso

!!ASJC Scopus subject areas

Pääsy asiakirjaan

Sormenjälki

Siteeraa tätä