Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors

Feng Liu; Ling Hai Xie; Chao Tang; Jing Liang; Qing Quan Chen; Bo Peng; Wei Wei; Yong Cao; Wei Huang

doi:10.1021/ol900978x

Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors

Feng Liu, Ling Hai Xie, Chao Tang, Jing Liang, Qing Quan Chen, Bo Peng, Wei Wei, Yong Cao, Wei Huang

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

106 Scopus citations

Abstract

Conventional o-halobiaryl and one-pot tandem protocols have been developed to synthesize naphthalene- and pyrene-containing spirofluorenes. Two pyrene substituents were installed using a Suzuki cross-coupling reaction to produce a series of spirofluorene-functionalized polycyclic aromatic hydrocarbon derivatives, DPSBFF, DPSIPF, DPSDBXF, and DPSFX. A preliminary spin-coated device based on DPSFX:PVK blends exhibits a low turn-on voltage of 4.3 V and deep-blue emission with a current efficiency of 1.1 cd/A.

Original language	English
Pages (from-to)	3850-3853
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	17
DOIs	https://doi.org/10.1021/ol900978x
State	Published - 3 Sep 2009
Externally published	Yes

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title = "Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors",

abstract = "Conventional o-halobiaryl and one-pot tandem protocols have been developed to synthesize naphthalene- and pyrene-containing spirofluorenes. Two pyrene substituents were installed using a Suzuki cross-coupling reaction to produce a series of spirofluorene-functionalized polycyclic aromatic hydrocarbon derivatives, DPSBFF, DPSIPF, DPSDBXF, and DPSFX. A preliminary spin-coated device based on DPSFX:PVK blends exhibits a low turn-on voltage of 4.3 V and deep-blue emission with a current efficiency of 1.1 cd/A.",

author = "Feng Liu and Xie, {Ling Hai} and Chao Tang and Jing Liang and Chen, {Qing Quan} and Bo Peng and Wei Wei and Yong Cao and Wei Huang",

year = "2009",

month = sep,

day = "3",

doi = "10.1021/ol900978x",

language = "英语",

volume = "11",

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journal = "Organic Letters",

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T1 - Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors

AU - Liu, Feng

AU - Xie, Ling Hai

AU - Tang, Chao

AU - Liang, Jing

AU - Chen, Qing Quan

AU - Peng, Bo

AU - Wei, Wei

AU - Cao, Yong

AU - Huang, Wei

PY - 2009/9/3

Y1 - 2009/9/3

N2 - Conventional o-halobiaryl and one-pot tandem protocols have been developed to synthesize naphthalene- and pyrene-containing spirofluorenes. Two pyrene substituents were installed using a Suzuki cross-coupling reaction to produce a series of spirofluorene-functionalized polycyclic aromatic hydrocarbon derivatives, DPSBFF, DPSIPF, DPSDBXF, and DPSFX. A preliminary spin-coated device based on DPSFX:PVK blends exhibits a low turn-on voltage of 4.3 V and deep-blue emission with a current efficiency of 1.1 cd/A.

AB - Conventional o-halobiaryl and one-pot tandem protocols have been developed to synthesize naphthalene- and pyrene-containing spirofluorenes. Two pyrene substituents were installed using a Suzuki cross-coupling reaction to produce a series of spirofluorene-functionalized polycyclic aromatic hydrocarbon derivatives, DPSBFF, DPSIPF, DPSDBXF, and DPSFX. A preliminary spin-coated device based on DPSFX:PVK blends exhibits a low turn-on voltage of 4.3 V and deep-blue emission with a current efficiency of 1.1 cd/A.

UR - http://www.scopus.com/inward/record.url?scp=69449085777&partnerID=8YFLogxK

U2 - 10.1021/ol900978x

DO - 10.1021/ol900978x

M3 - 文章

AN - SCOPUS:69449085777

SN - 1523-7060

VL - 11

SP - 3850

EP - 3853

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors

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