Synthesis of π-Conjugated Polymers Containing Fluorinated Arylene Units via Direct Arylation: Efficient Synthetic Method of Materials for OLEDs

被引：136

作者：

Lu, Wei ^{[1
]}

Kuwabara, Junpei ^{[1
]}

Iijima, Takayuki ^{[2
]}

Higashimura, Hideyuki ^{[2
]}

Hayashi, Hideki ^{[3
]}

Kanbara, Takaki ^{[1
]}

机构：

[1] Univ Tsukuba, Tsukuba Res Ctr Interdisciplinary Mat Sci TIMS, Grad Sch Pure & Appl Sci, Tsukuba, Ibaraki 3058573, Japan

[2] Sumitomo Chem Co Ltd, Adv Mat Res Lab, Tsukuba, Ibaraki 3003294, Japan

[3] Nagoya Municipal Ind Res Inst, Atsuta Ku, Nagoya, Aichi 4560058, Japan

来源：

MACROMOLECULES | 2012年 / 45卷 / 10期

关键词：

LIGHT-EMITTING POLYMERS; CATALYZED DIRECT ARYLATION; POLYCONDENSATION; COPOLYMERS; MECHANISM; THIOPHENE; HOLE;

D O I：

10.1021/ma3004899

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Polycondensation via direct arylation of tetrafluorobenzene or octafluorobiphenyl was investigated for the synthesis of pi-conjugated polymers consisting of fluorinated arylene units. The optimization of reaction conditions revealed that a combination of Pd(OAc)(2) and (PBu2Me)-Bu-t-HBF4 is the most efficient catalytic system for the polycondensation reactions. The polycondensation reactions produced four types of pi-conjugated polymers having low highest occupied molecular orbital (HOMO) levels due to the strong electron-withdrawing nature of the fluorine substituents. Owing to the low HOMO levels, the synthesized polymers served as an efficient hole-blocking layer (HBL) in OLEDs.

引用

页码：4128 / 4133

页数：6

共 43 条

[1] Development of Synthetic Method for π-Conjugated Polymers via Direct Arylation Polycondensation
Kuwabara, Junpei
Kanbara, Takaki
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2014, 72 (11) : 1271 - 1278
[2] Sustainable Synthesis of a Fluorinated Arylene Conjugated Polymer via Cu-Catalyzed Direct Arylation Polymerization (DArP)
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Thompson, Barry C.
ACS MACRO LETTERS, 2018, 7 (10) : 1232 - 1236
[3] Facile Synthesis of π-Conjugated Polymers via Direct Arylation Polycondensation
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[4] Synthesis of π-Conjugated Network Polymers Based on Fluoroarene and Fluorescent Units via Direct Arylation Polycondensation and Their Porosity and Fluorescent Properties
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[5] Synthesis of π-Conjugated Polymers Containing Benzotriazole Units via Palladium-Catalyzed Direct C-H Cross-Coupling Polycondensation for OLEDs Applications
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[9] Facile and Cost-Efficient Synthesis of Photovoltaic Polymers via Direct Arylation Coupling
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