应用化学2025,Vol.42Issue(6):785-792,中插4-中插12,17.DOI:10.19894/j.issn.1000-0518.250136
具有扭曲结构的基于苯并噻二唑单元的D-A-D型有机荧光防伪材料
D-A-D Type Organic Fluorescent Anti-Counterfeiting Materials Based on Benzothiadiazole Unit with Twisted Structure
摘要
Abstract
Anti-counterfeiting and information encryption technologies serve as crucial safeguards for socio-economic security.Organic photoluminescent(PL)materials have demonstrated significant potential in anti-counterfeiting applications due to their tunable photophysical properties,excellent processability,and ease of operation and identification.However,most current domestic organic fluorescent materials remain confined to low-end commodity anti-counterfeiting,exhibiting notable deficiencies in high-security applications such as currency and official documents.The development of high-performance green-emitting materials is particularly critical yet faces the challenge of balancing"color depth-luminescence performance":strong green emission typically requires planar conjugated molecular frameworks to enhance luminescence efficiency,while light-colored appearance demands twisted molecular structures to increase Stokes shift and reduce visible light absorption.To address this dilemma,this paper designed and synthesized a series of D-A-D type molecules featuring dimethylbenzothiadiazole(BTD)as the central acceptor core and carbazole,binaphthyl,spirofluorene,or phenylfluorene as donor end-groups.By introducing methyl groups to create steric hindrance effects,twisted molecular configurations were constructed to achieve large Stokes shifts.Notably,the carbazole-end-capped molecule BT-Cz exhibits weak visible light absorption,green emission at 503 nm,and a Stokes shift exceeding 100 nm,demonstrating outstanding light-colored anti-counterfeiting performance.Furthermore,its scalability to hundred-gram synthesis and excellent photobleaching resistance meet the practical requirements for light-colored green-emitting anti-counterfeiting materials,highlighting its industrial potential.关键词
荧光防伪/光致发光/有机荧光材料/斯托克斯位移Key words
Fluorescent anti-counterfeiting/Photoluminescence/Organic fluorescent materials/Stokes shift分类
化学引用本文复制引用
焦海龙,苗俊辉,刘俊..具有扭曲结构的基于苯并噻二唑单元的D-A-D型有机荧光防伪材料[J].应用化学,2025,42(6):785-792,中插4-中插12,17.基金项目
国家自然科学基金(Nos.U24A2080,22135007)资助 Supported by the National Natural Science Foundation of China(Nos.U24A2080,22135007) (Nos.U24A2080,22135007)