TY - JOUR
T1 - Multi-stimuli-responsive fluorescence switching from a novel organic polymorphic benzoimido-benzamide derivative
AU - Chen, Jianai
AU - Guo, Xiaosong
AU - Yu, Yue
AU - Liu, Chunyu
AU - Li, Weijun
AU - Zhang, Shitong
AU - Liu, Jin
AU - Dong, Yujie
AU - Zhang, Cheng
AU - Wong, Wai Yeung
N1 - Funding Information:
Thanks are due to the financial supports from National Natural Science Foundation of China ( 52073257 , 51673083 , 52103232 and 52073242 ) and Zhejiang Provincial Natural Science Foundation of China ( LY19E030006 , LQ19E030016 ). W.-Y. W. would also like to thank the Hong Kong Research Grants Council ( PolyU 153058/19 P ), Hong Kong Polytechnic University ( 1-ZE1C ) and The Endowed Professorship in Energy from Ms. Clarea Au (847 S) for the financial support.
Publisher Copyright:
© 2021
PY - 2022/4
Y1 - 2022/4
N2 - A novel organic polymorphic luminogen, (Z)-N-((benzoylimino) (4-(diphenylamino)phenyl)methyl)-N-(4-fluorophenyl)benzamide (DPA-PYZ-F), has been designed and synthesized successfully by a green photo-oxidation reaction. Two polymorphs (FB and FG) based on DPA-PYZ-F with different conformations display blue and green fluorescence, respectively. The emission of the newly obtained polymorphic molecule can be switched through the response to a mechanical force, thermal stimulus and protonic acid. The photophysical property tests and single crystal structural analysis disclosed that the mechanical force stimuli-responsive behavior of the FB and FG samples originate from the change of molecular arrangement. More significantly, FT-IR spectroscopy confirmed that the conformation transition from the FG to the FB could be achieved by thermal stimulus at 430 K. Additionally, protonation−deprotonation of the benzoylimino moieties in DPA-PYZ-F induced a remarkable fluorescence on-off characteristics upon protonic acid and thermal stimulus. The multi-stimuli response performance endows the new kind of molecule with the potential as a candidate for applications in mechanical force, thermal and protonic acid sensing.
AB - A novel organic polymorphic luminogen, (Z)-N-((benzoylimino) (4-(diphenylamino)phenyl)methyl)-N-(4-fluorophenyl)benzamide (DPA-PYZ-F), has been designed and synthesized successfully by a green photo-oxidation reaction. Two polymorphs (FB and FG) based on DPA-PYZ-F with different conformations display blue and green fluorescence, respectively. The emission of the newly obtained polymorphic molecule can be switched through the response to a mechanical force, thermal stimulus and protonic acid. The photophysical property tests and single crystal structural analysis disclosed that the mechanical force stimuli-responsive behavior of the FB and FG samples originate from the change of molecular arrangement. More significantly, FT-IR spectroscopy confirmed that the conformation transition from the FG to the FB could be achieved by thermal stimulus at 430 K. Additionally, protonation−deprotonation of the benzoylimino moieties in DPA-PYZ-F induced a remarkable fluorescence on-off characteristics upon protonic acid and thermal stimulus. The multi-stimuli response performance endows the new kind of molecule with the potential as a candidate for applications in mechanical force, thermal and protonic acid sensing.
KW - Mechanochromism
KW - Multi-stimuli-responsive fluorescence
KW - Polymorphs
KW - Protonation effect
UR - http://www.scopus.com/inward/record.url?scp=85121811464&partnerID=8YFLogxK
U2 - 10.1016/j.jlumin.2021.118690
DO - 10.1016/j.jlumin.2021.118690
M3 - Journal article
AN - SCOPUS:85121811464
SN - 0022-2313
VL - 244
JO - Journal of Luminescence
JF - Journal of Luminescence
M1 - 118690
ER -