Synthesis, mesomorphism and fluorescence of triphenylene-Bodipy dyads

被引：31

作者：

Fang, Xiaoting ^{[1
]}

Guo, Hongyu ^{[1
]}

Lin, Jianrong ^{[1
]}

Yang, Fafu ^{[1
,2
]}

机构：

[1] Fujian Normal Univ, Coll Chem & Chem Engn, Fuzhou 350007, Peoples R China

[2] Fujian Key Lab Polymer Mat, Fuzhou 350007, Peoples R China

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 44期

基金：

中国国家自然科学基金;

关键词：

Triphenylene; Bodipy; Synthesis; Mesophase; Fluorescence; DISCOTIC LIQUID-CRYSTALS; PHOTODYNAMIC THERAPY; SYMMETRICAL TRIADS; ELECTRONIC-ENERGY; CLICK CHEMISTRY; CHARGED BODIPY; PH PROBES; DYES; DERIVATIVES; OLIGOMERS;

D O I：

10.1016/j.tetlet.2016.09.082

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Four novel triphenylene-Bodipy dyads were synthesized in yields of 32-38% and characterized by MS, NMR, elemental analysis. They exhibit good columnar liquid crystal behaviors at room temperature. The alkyl substitution on the Bodipy unit does not cause the disruption of the mesophase. They possess excellent fluorescence properties with high quantum yields in solution and the weak fluorescence in film. The alkyl substitutions on the Bodipy unit increase the fluorescence intensity and the introduction of triphenylene units reduce the aggregation-caused quenching of orderly stacking of Bodipy units. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：4939 / 4943

页数：5

共 53 条

[41] Mesomorphic properties of copolyesters of 3,6-linked triphenylene-based units and polymethylene spacers [J].

Wan, W ;

Monobe, H ;

Tanaka, Y ;

Shimizu, Y .

LIQUID CRYSTALS, 2003, 30 (05) :571-578

[42] Mesogenic dipyrrins - building blocks for the fabrication of fluorescent and metal-containing materials [J].

Wilson, Christopher J. ;

James, Leanne ;

Mehl, Georg H. ;

Boyle, Ross W. .

CHEMICAL COMMUNICATIONS, 2008, (38) :4582-4584

[43] A π-Extended Donor-Acceptor-Donor Triphenylene Twin Linked via a Pyrazine Bridge [J].

Xiao, Weikang ;

He, Zhiqun ;

Remiro-Buenamanana, Sonia ;

Turner, Rebecca J. ;

Xu, Min ;

Yang, Xiao ;

Jing, Xiping ;

Cammidge, Andrew N. .

ORGANIC LETTERS, 2015, 17 (13) :3286-3289

[44] Design, Synthesis, and Characterization of 1,3,5-Tri(1H-benzo[d]imidazol-2-yl)benzene-Based Fluorescent Supramolecular Columnar Liquid Crystals with a Broad Mesomorphic Range [J].

Xiong, Jin-Feng ;

Luo, Shi-He ;

Huo, Jing-Pei ;

Liu, Jin-Yan ;

Chen, Shui-Xia ;

Wang, Zhao-Yang .

JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (17) :8366-8373

[45] Novel triphenylene derivatives with acylthiosemicarbazide group: studies the influence of multiple H-bonding on mesomorphic properties [J].

Yang, Fafu ;

Yuan, Jin ;

Li, Congcong ;

Guo, Hongyu ;

Yan, Xiaoyun .

LIQUID CRYSTALS, 2014, 41 (01) :137-143

[46] RETRACTED: Novel supramolecular liquid crystal: synthesis of cyclodextrin-triphenylene column liquid crystal based on click chemistry (Retracted Article) [J].

Yang, Fafu ;

Zhang, Yingmei ;

Guo, Hongyu ;

Lin, Jianrong .

TETRAHEDRON LETTERS, 2013, 54 (36) :4953-4956

[47] Triphenylene-modified chitosan: novel high efficient sorbent for cationic and anionic dyes [J].

Yang, Fafu ;

Bai, Xiaoyan ;

Xu, Bingting ;

Guo, Hongyu .

CELLULOSE, 2013, 20 (02) :895-906

[48] Ion complexation-induced mesomorphic conversion between two columnar phases of novel symmetrical triads of triphenylene-calbc[4]arene-triphenylenes [J].

Yang, Fafu ;

Bai, Xiaoyan ;

Guo, Hongyu ;

Li, Congcong .

TETRAHEDRON LETTERS, 2013, 54 (05) :409-413

[49] Novel discotic liquid crystal oligomers: 1,3,5-triazine-based triphenylene dimer and trimer with wide mesophase [J].

Yang, Fafu ;

Xie, Jianwei ;

Guo, Hongyu ;

Xu, Bingting ;

Li, Congcong .

LIQUID CRYSTALS, 2012, 39 (11) :1368-1374

[50] Novel symmetrical triads of triphenylene-calix[4]arene-triphenylene: synthesis and mesomorphism [J].

Yang, Fafu ;

Xu, Bingting ;

Guo, Hongyu ;

Xie, Jianwei .

TETRAHEDRON LETTERS, 2012, 53 (13) :1598-1602

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