Mechanofluorochromic behaviors and latent fingerprint detection of triphenylamine-based compounds with mono-/bis-BF2 fluorophores

被引：7

作者：

Tian, Jiazhuang ^{[1
]}

Su, Zhiyou ^{[2
]}

Jiang, Xiaozhou ^{[1
]}

Zhang, Bangcui ^{[1
]}

Yang, Yanhua ^{[1
]}

Li, Xiangguang ^{[1
]}

Gou, Gaozhang ^{[3
]}

机构：

[1] Kunming Univ, Sch Chem & Chem Engn, Yunnan Key Lab Met Organ Mol Mat & Device, Kunming 650214, Peoples R China

[2] Kanglong Huacheng Ningbo Technol Dev Co Ltd, Chiral HPLC Lab Anal Dept, Ningbo 315336, Peoples R China

[3] Honghe Univ, Sch Chem & Resources Engn, Key Lab Nat Pharmaceut & Chem Biol Yunnan Prov, Mengzi 661100, Peoples R China

来源：

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY | 2024年 / 319卷

基金：

中国国家自然科学基金;

关键词：

Difluoroboron compounds; Mono-/bis-BF; 2; fluorophores; Mechanofluorochromic behaviors; Latent fingerprint detection; AGGREGATION-INDUCED EMISSION; COMPLEXES; LENGTH; DESIGN;

D O I：

10.1016/j.saa.2024.124568

中图分类号：

O433 [光谱学];

学科分类号：

0703 ; 070302 ;

摘要：

To better understand the relationship between molecular structure of the mono-/bis-BF2-core compounds and mechanofluoroboron behaviors, two pyridine-based difluoroboron compounds with triphenylamine group (TPAts-BF2 and TPA-ts-2BF2) were designed and successfully synthesized, which TPA-ts-BF2 including a BF2 fluorophore and TPA-ts-2BF2 containing the bisBF2 fluorophores. Based on the photophysical properties measurements results, it was found that TPA-ts-2BF2 had more excellent intramolecular charge transfer characteristics than that of TPA-ts-BF2, and exhibited significant aggregation-induced emission activity, however, TPA-ts-BF2 displayed typical aggregation-caused quenching phenomenon. Meanwhile, the emission spectrum of the solid powders of TPA-ts-2BF2 was red-shifted 52 nm after grinding, that of TPA-ts-BF2 was red-shifted 46 nm, which was resulted from crystalline state switching to amorphous state. According to the theoretical calculations, we conjectured that TPA-ts-BF2 with uncoordinated amide linkage moiety had a tendency to forming a more twisted conformance and higher molecular polarity, which made that mechanofluorochromic behavior was worse than that of TPA-ts-2BF 2 . Additionally, TPA-ts-2BF 2 was applied to latent fingerprint detection due to its prime aggregation -induced emission property.

引用

页数：11

共 41 条

[1] Enhanced mechanofluorochromic properties of 1,4-dihydropyridine-based fluorescent molecules caused by the introduction of halogen atoms [J].

Chen, Yating ;

Zhou, Yibin ;

Wang, Zhiqiang ;

Wang, Mengzhu ;

Gao, Wenxia ;

Zhou, Yunbing ;

Liu, Miaochang ;

Huang, Xiaobo ;

Wu, Huayue .

CRYSTENGCOMM, 2019, 21 (29) :4258-4266

[2] Full-Color Emissive D-D-A Carbazole Luminophores: Red-to-NIR Mechano-fluorochromism, Aggregation-Induced Near-Infrared Emission, and Application in Photodynamic Therapy [J].

Chen, Zhao ;

Qin, Huan ;

Yin, Ya ;

Deng, Dian-dian ;

Qin, Si-Yong ;

Li, Nan ;

Wang, Kai ;

Sun, Yue .

CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (11)

[3] Meta-Alkoxy-Substituted Difluoroboron Dibenzoylmethane Complexes as Environment-Sensitive Materials [J].

Daly, Margaret L. ;

Kerr, Caroline ;

DeRosa, Christopher A. ;

Fraser, Cassandra L. .

ACS APPLIED MATERIALS & INTERFACES, 2017, 9 (37) :32008-32017

[4] Highly efficient latent fingerprint detection by eight-dansyl-functionalized octasilsesquioxane nanohybrids [J].

Dare, Enock O. ;

Vendrell-Criado, Victoria ;

Consuelo Jimenez, M. ;

Perez-Ruiz, Raul ;

Diaz Diaz, David .

DYES AND PIGMENTS, 2021, 184

[5] Effects of alkyl chain length on aggregation-induced emission, self-assembly and mechanofluorochromism of tetraphenylethene modified multifunctional β-diketonate boron complexes [J].

Gao, Huaizhi ;

Xu, Defang ;

Wang, Yonghui ;

Wang, Ying ;

Liu, Xingliang ;

Han, Aixia ;

Zhang, Chao .

DYES AND PIGMENTS, 2018, 150 :59-66

[6] Salicylaldimine difluoroboron complexes containing tert-butyl groups: nontraditional π-gelator and piezofluorochromic compounds [J].

Gong, Peng ;

Yang, Hao ;

Sun, Jingbo ;

Zhang, Zhenqi ;

Sun, Jiabao ;

Xue, Pengchong ;

Lu, Ran .

JOURNAL OF MATERIALS CHEMISTRY C, 2015, 3 (39) :10302-10308

[7] A facile design of azaanthracene derivatives: ACQ-AIE conversion and blue-shifted mechanofluorochromic emission [J].

Huang, Mingming ;

Lu, Hao ;

Wang, Kun ;

Liu, Beibei ;

Wang, Meng ;

Qiao, Xiaoyao ;

Yang, Jiping .

DYES AND PIGMENTS, 2021, 186

[8] Advances in the Application of Organic Materials for the Development of Latent Fingerprints [J].

Jin, Xiaodong ;

Bi, Tianbo ;

Xin, Ran ;

Wu, Guoping ;

Xu, Tongxiang ;

Ma, Rongliang .

CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (12) :4184-4202

[9]

Kai Xu., 2023, Dyes Pigm., V211

[10] Luminescent Difluoroboron β-Diketonate PLA-PEG Nanoparticle [J].

Kerr, Caroline ;

DeRosa, Christopher A. ;

Daly, Margaret L. ;

Zhang, Hengtao ;

Palmer, Gregory M. ;

Fraser, Cassandra L. .

BIOMACROMOLECULES, 2017, 18 (02) :551-561

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