Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride

Wang, Zexin1,2; Chen, Liwei2; Lin, Xiang2; Liu, Wei2; Han, Jun3; Chen, Nannan2; Jiang, Hong2; Sun, Shitao1; Li, Zhenli1; Hao, Jinle1; Lin, Bin1; Li, Renfu4,5; Chen, Xueyuan4,5; Zhai, Xin1; Xie, Lijun2

2022-03-01

10.1039/d2nj00033d

NEW JOURNAL OF CHEMISTRY   影响因子和分区

1144-0546

1369-9261

Mechanochromic luminescence (MCL) materials have attracted increasing attention due to their versatile functions in many fields. In this study, based on the structure of 3,4-diphenylmaleic anhydride (BPMA), we designed and synthesized a new class of fluorophore (compounds W1-W7) with red emission by integrating a new substituted phenyl group and a donor-acceptor unit into the structure of BPMA. The introduction of 2-morpholine, 4-(N,N-diphenylamino) and 2-piperidin-1-yl groups into the new phenyl group resulted in W1, W4 and W6, respectively. Among the compounds synthesized, W1, W4 and W6 exhibited prominent AIE phenomenon, which was elucidated by analyzing their crystal data. Interestingly, compound W6 exhibited polymorphic property; two crystals named W6R (red color, lambda(em) = 610 nm) and W6Y (yellow color, lambda(em) = 562 nm) were simultaneously obtained in acetone. Their single crystal X-ray data clearly explained their different emission behaviors. In addition, W1, W4 and W6 showed reversible mechanochromic luminescent properties under external multiple stimuli. Powder X-ray diffraction and differential scanning calorimetry curves revealed that the initial crystalline states were transformed to amorphous states under various external stimuli. Further investigation revealed that W6 showed acidochromic property. Collectively, this study provides an efficient strategy to design simple MCL materials and expands the potential applications of W4 and W6 in various areas.

SCI ; EI

英语

其他

Natural Science Foundation of FuJian Province[2020J06028] ; National Natural Science Foundation of China[81872751,82104003] ; Liaoning Revitalization Talents Program[XLYC2002115] ; Key R&D Plan of Liaoning Province[2020020215-JH2/103]

Chemistry

Chemistry, Multidisciplinary

WOS:000771693900001

ROYAL SOC CHEMISTRY

20221611971659

Differential scanning calorimetry ; Luminescence ; Single crystals

Light/Optics:741.1 ; Organic Compounds:804.1 ; Crystalline Solids:933.1 ; Temperature Measurements:944.6

CHEMISTRY

Web of Science

1.Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Key Lab Struct Based Drug Design & Discovery, Minist Educ, Shenyang 110016, Liaoning, Peoples R China
2.Fujian Inst Microbiol, Fujian Prov Key Lab Screening Novel Microbial Pro, Fuzhou 350007, Fujian, Peoples R China
3.Southern Univ Sci & Technol, Dept Phys, Huiyuan Bldg 1,1088 Xueyuan Blvd, Shenzhen 518055, Peoples R China
4.Chinese Acad Sci, Fujian Inst Res Struct Matter, CAS Key Lab Design & Assembly Funct Nanostruct, Fuzhou 350002, Fujian, Peoples R China
5.Chinese Acad Sci, Fujian Inst Res Struct Matter, Fujian Key Lab Nanomat, Fuzhou 350002, Fujian, Peoples R China

Wang, Zexin,Chen, Liwei,Lin, Xiang,et al. Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride[J]. NEW JOURNAL OF CHEMISTRY,2022,46:6765-6774.

Wang, Zexin.,Chen, Liwei.,Lin, Xiang.,Liu, Wei.,Han, Jun.,...&Xie, Lijun.(2022).Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride.NEW JOURNAL OF CHEMISTRY,46,6765-6774.

Wang, Zexin,et al."Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride".NEW JOURNAL OF CHEMISTRY 46(2022):6765-6774.