Design, Synthesis and Properties of D-&pi;-A-&pi;-D Type Organic Red Light Luminogens

JIA Jun-sen; WANG Fei; ZHAO Bo; YANG Jing-jing; YU Chun-yan; SUN Jing; WANG Hua; XU Bing-she

doi:10.3788/fgxb20204101.0009

您当前的位置：

首页 >

文章列表页 >

Design, Synthesis and Properties of D-π-A-π-D Type Organic Red Light Luminogens

Synthesis and Properties of Materials | 更新时间：2020-08-12

- Design, Synthesis and Properties of D-π-A-π-D Type Organic Red Light Luminogens
- Chinese Journal of Luminescence Vol. 41, Issue 1, Pages: 9-15(2020)
- 作者机构：
  
  1. 太原理工大学新材料界面科学与工程教育部重点实验室,山西太原,030024
  2. 南京邮电大学有机电子与信息显示国家重点实验室培育基地信息材料与纳米技术研究院,江苏南京,210046
  3. 太原理工大学材料科学与工程学院, 山西太原 030024
- 作者简介：
- 基金信息：
  
  Supported by Science and Technology Innovation Project of Colleges and Universities
- DOI：10.3788/fgxb20204101.0009
  CLC： TP394.1;TH691.9
- Published：5 January 2020，
  
  Published Online：16 September 2019，
  
  Received：6 August 2019，
  
  Revised：10 September 2019，
扫描看全文
贾钧森, 王飞, 赵波等. D-π-A-π-D型小分子红光材料的制备及其性能[J]. 发光学报, 2020,41(1): 9-15

JIA Jun-sen, WANG Fei, ZHAO Bo etc. Design, Synthesis and Properties of D-π-A-π-D Type Organic Red Light Luminogens[J]. Chinese Journal of Luminescence, 2020,41(1): 9-15
贾钧森, 王飞, 赵波等. D-π-A-π-D型小分子红光材料的制备及其性能[J]. 发光学报, 2020,41(1): 9-15 DOI： 10.3788/fgxb20204101.0009.

JIA Jun-sen, WANG Fei, ZHAO Bo etc. Design, Synthesis and Properties of D-π-A-π-D Type Organic Red Light Luminogens[J]. Chinese Journal of Luminescence, 2020,41(1): 9-15 DOI： 10.3788/fgxb20204101.0009.

摘要

开发新型有机红光材料对于制备高性能红光有机电致发光器件具有重要的研究意义。本文采用SUZUKI偶联反应，以芴酮为受体（A）、3，4，5-三甲氧基苯为给体（D）合成了新型D--A--D结构的有机红光材料（3MeFO）。通过

H NMR谱、

C NMR谱和X单晶衍射确认了分子结构，该化合物展示了较强的电荷转移作用和良好的共轭结构，其晶体的发射峰达到620 nm。从单晶结构中看出甲氧基的引入有利于在分子间形成大量的氢键，有效地增强了分子间的相互作用。同时，该材料表现出良好的热稳定性能和电化学性能，使得其在OLED中展示了良好的电致发光性能。

Abstract

To develop a novel red light luminescent material was important to prepare the high-efficiency organic light emitting devices. In this paper

a new kind of D--A--D red light luminogen utilizing fluorenone as acceptor and 3

5-trimethoxybenzene as donor was designed and synthesized

named 3MeFO. Its structure was confirmed by the

H NMR spectra

C NMR spectra and X-ray single crystal diffraction. The compound had strong charge transfer and -conjugated structure that contributed to the red shift and the PL peak of crystal was located at 620 nm. From the single crystal analysis

the introduction of methoxy groups had increased the intermolecular interaction owing to the formation of the hydrogen bond. Meanwhile

the compound exhibited excellent thermal stability properties

electrochemical performance that were benefit to prepare the OLED with the considerable electroluminescent properties.

关键词

有机红光材料D-&pi-A-&pi-D结构分子聚集态OLED

Keywords

organic red light luminogensD-&pi-A-&pi-Dmolecular aggregationOLED

references

LI C L,DUAN R H,LIANG B Y,et al.. Deep-red to near-infrared thermally activated delayed fluorescence in organic solid films and electroluminescent devices[J]. Angew. Chem. Int. Ed., 2017,56(38):11525-11529.

MIAO Y Q,WANG K X,GAO L,et al.. Non-phosphor-doped fluorescent/phosphorescent hybrid white organic light-emitting diodes with a sandwiched blue emitting layer for simultaneously achieving superior device efficiency and color quality[J]. J. Mater. Chem. C, 2018,6(36):9811-9820.

SHI H F,ZOU L,HUANG K W,et al.. A highly efficient red metal-free organic phosphor for time-resolved luminescence imaging and photodynamic therapy[J]. ACS Appl. Mater. Interfaces, 2019,11(20):18103-18110.

WANG C J,QIAN Y. A TICT-active orthogonal D-A type probe phenothiazine-BODIPY for ratiometric response of hypochlorite and its application in living cells[J]. J. Lumin., 2019,210:261-268.

SUN Y H,YANG X L,FENG Z,et al.. Highly efficient deep-red organic light-emitting devices based on asymmetric iridium(Ⅲ) complexes with the thianthrene 5,5,10,10-tetraoxide moiety[J]. ACS Appl. Mater. Interfaces, 2019,11(29):26152-26164.

WU Y N,CHEN X J,MU Y X,et al.. Two thermally stable and AIE active 1,8-naphthalimide derivatives with red efficient thermally activated delayed fluorescence[J]. Dyes Pigm., 2019,169:81-88.

WANG Y F,LU H Y,CHEN C,et al.. 1,8-Naphthalimide-based circularly polarized TADF enantiomers as the emitters for efficient orange-red OLEDs[J]. Org. Electron., 2019,70:71-77.

代好. 苯并噻二唑类橙红光材料的合成及性能研究[D]. 大连:大连理工大学, 2014. DAI H. Synthesis and Properties of Novel Orange-red Emissive Materials Based on Benzothiodiazole[D]. Dalian:Dalian University of Technology, 2014. (in Chinese)

文平. 咔唑类A--D--A型红光及近红外荧光染料的发光性质调控[D]. 太原:太原理工大学, 2017. WEN P. Tuning Emission Behavior of A--D--A Type of Red/Near-infrared Fluorescent Dyes Based on Carbazole[D]. Taiyuan:Taiyuan University of Technology, 2017. (in Chinese)

ZHANG Q S,KUWABARA H,POTSCAVAGE JR W J,et al.. Anthraquinone-based intramolecular charge-transfer compounds:computational molecular design,thermally activated delayed fluorescence,and highly efficient red electroluminescence[J]. J. Am. Chem. Soc., 2014,136(52):18070-18081.

WEN P,GAO Z X,ZHANG R,et al.. A--D--A carbazole derivatives with remarkable solvatochromism and mechanoresponsive luminescence turn-on[J]. J. Mater. Chem. C, 2017,5(25):6136-6143.

LIU Y,TAO X T,WANG F Z,et al.. Aggregation-induced emissions of fluorenonearylamine derivatives:a new kind of materials for nondoped red organic light-emitting diodes[J]. J. Phys. Chem. C, 2008,112(10):3975-3981.

ZHANG Z,GAO Y,LIU H,et al.. Dual fluorescence polymorphs:wide-range emission from blue to red regulated by TICT and their dynamic electron state behavior under external pressure[J]. Dyes Pigm., 2017,145:294-300.

宋春丽,徐阳,周禾丰,等. 一种新型红光有机电致发光材料的合成与性能[J]. 发光学报, 2011,32(3):285-289. SONG C L,XU Y,ZHOU H F,et al.. Synthesis and properties of a novel type of red-light organic electroluminescence material[J]. Chin. J. Lumin., 2011,32(3):285-289. (in Chinese)

YUAN M S,WANG D E,XUE P C,et al.. Fluorenone organic crystals:two-color luminescence switching and reversible phase transformations between - stacking-directed packing and hydrogen bond-directed packing[J]. Chem. Mater., 2014,26(7):2467-2477.

XU F,WANG H,DU X C,et al.. Structure,property and mechanism study of fluorenone-based AIE dyes[J]. Dyes Pigm., 2016,129:121-128.

候敏娜,吴董宇,卢国婧,等. 高激子利用率的蓝光荧光材料及其激发态性质[J]. 发光学报, 2018,39(12):1659-1668. HOU M N,WU D Y,LU G J,et al.. Photophysical and excited state properties of blue fluorescent material with high exciton utilizing efficiency[J]. Chin. J. Lumin., 2018,39(12):1659-1668. (in Chinese)

BIAN L F,SHI H F,WANG X,et al.. Simultaneously enhancing efficiency and lifetime of ultralong organic phosphorescence materials by molecular self-assembly[J]. J. Am. Chem. Soc., 2018,140(34):10734-10739.

SUN J,ZHANG T M,LIAO X Q,et al.. A novel luminophor and host polymer from fluorene-carbazole derivatives for preparing solution-processed non-doped blue and closed-white light devices[J]. Tetrahedron, 2018,74(10):1053-1058.

Views

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

A Y-type Delayed Fluorescence Emitter for Blue and Green OLEDs

Fabrication of Al₂O₃/PMMA Laminates and Its Barrier Performance in OLED Encapsulation

Relationship Between π-conjugated Bridge and Photophysical Properties of Blue Light-emitting Fluorescent Materials with Twisting A-π-D-π-A Configuration

Photophysical and Excited State Properties of Blue Fluorescent Material with High Exciton Utilizing Efficiency

Effect of Purity on Electroluminescent Performance of Phosphorescent Iridium Complexes

Related Author

SUN Jing

FAN Zhijie

DU Jikuan

DONG Hailiang

WANG Hua

Xiong-tu ZHOU

Gui-xiong CHEN

Fan SUN

Related Institution

Shanxi-Zheda Institute of Advanced Materials and Chemical Engineering， Taiyuan 030024， China

Key Laboratory of Interface Science and Engineering in Advanced Materials， Ministry of Education， Taiyuan University of Technology， Taiyuan 030024， China

Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China

College of Physics and Information Engineering, Fuzhou University

太原理工大学材料科学与工程学院

Address：No.3888 Dong Nanhu Road, Changchun, Jilin, China Postal code：130033
Tel：0431-86176862 Email：fgxbt@126.com
Technical support is provided by Beijing Founder electronics co., LTD 吉ICP备11002662号-17 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰

Design, Synthesis and Properties of D-π-A-π-D Type Organic Red Light Luminogens

DOI：10.3788/fgxb20204101.0009

摘要

Abstract

关键词

Keywords

references