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Full-Color Highly Emissive Organic Solids

Wako has launched full-color highly emissive organic solids with fluorescence maxima ranging over a wide visible region (blue to deep red). They were produced by using 3-boryl-2,2-bithiophene as a core skeleton.  S. Yamaguchi and his co-workers (Graduate School of Science, Nagoya University, Japan) describe the molecular design of emissive organic materials in which intramolecular charge transfer from the π-conjugated moiety to the boron moiety in the twisted framework plays a crucial role for attaining intense solid-state emissions with large Stokes shifts.

Leaflet (749 KB/2p)


Abstract
Schematic presentation of the molecular design of emissive organic solids and the structures of 3-boryl-2,2'-bithiophene derivatives

Tuning the electron-donating ability of the π-conjugated framework of bithiophene has resulted in intense solid-state emissions with maxima ranging over a wide visible region (see picture).  Even a deep-red fluorescence with a large Stokes shift close to 200 nm, arising from the intramolecular charge-transfer (CT) transition from the twisted bithiophene π framework to the boron center, can be obtained.



Fluorescence of 3-borylbithiophene derivatives


Fluorescence of 3-borylbithiophene derivatives
Fluorescence of 3-borylbithiophene derivatives 1 and 3 - 7:
a) Emission spectra measured in THF and   b) Photographs under irradiation at 365 nm.
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Chemical Structures

chemical structures



Reference

·  Atsushi Wakamiya Dr., Kenji Mori, Shigehiro Yamaguchi Prof. Dr.:
   "3-Boryl-2,2'-bithiophene as a Versatile Core Skeleton for Full-Color Highly Emissive Organic Solids"
   Angew. Chem. Int. Ed., 46, 4273 (2007).
This article was selected as the top page of the journal.

Product List


Chemical No. Product Name Wako Cat No. (Pkg. Size)
1 3-Dimesitylboryl-2,2'-bithiophene
[BT1; CAS No. 942612-23-9; C26H27BS2 = 414.43]
049-31741 (250 mg)
045-31743 (1 g)
2 5,5'-Dibromo-3-dimesitylboryl-2,2'-bithiophene
[C26H25BBr2S2 = 572.23]
It is used as an intermediate for luminescent materials.
044-31791 (250 mg)
040-31793 (1 g)
3 5,5'-Dimesityl-3-dimesitylboryl-2,2'-bithiophene
[BT2; CAS No. 942612-32-0; C44H47BS2 = 650.78]
040-31771 (250 mg)
4 5,5'-Diphenyl-3-dimesitylboryl-2,2'-bithiophene
[BT3; CAS No. 942612-31-9; C38H35BS2 = 566.63]
047-31781 (250 mg)
5 5,5'-Bis[4-(N-carbazolyl)phenyl]-3-dimesitylboryl-2,2'-bithiophene
[BT4; CAS No. 942612-30-8; C62H49BN2S2 = 897.01]
025-17201 (250 mg)
6 5,5'-Bis[4-(N,N-diphenylamino)phenyl]-3-dimesitylboryl-2,2'-bithiophene
[BT5; CAS No. 942612-26-2; C62H53BN2S2 = 901.04]
022-17211 (250 mg)
7 5,5'''-Bis(N,N-diphenylamino)-4'-dimesitylboryl-2,2':5',2'':5'',2'''-quaterthiophene
[BT6; CAS No. 942612-29-5; C58H49BN2S4 = 913.09]
029-17221 (250 mg)
QUOTATION REQUEST for Full-Color Highly Emissive Organic Solids

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