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Visible to NIR absorbing C – N and C – C bonding squaraines: A computational study
Author(s) -
Tripathi Anuj,
Dhanda Promila,
Prabhakar Chetti
Publication year - 2018
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3758
Subject(s) - chemistry , molecule , density functional theory , cluster (spacecraft) , absorption (acoustics) , charge (physics) , diradical , computational chemistry , atomic physics , organic chemistry , quantum mechanics , excited state , singlet state , physics , optics , computer science , programming language
We report a comparative computational study of 2 series of molecules with C–N bonding squaraines (NSQ) and C–C bonding squaraines (CSQ), having absorption from visible to near infrared region (350‐800 nm). The NSQ are considered as molecules with break‐in conjugation, and CSQ are considered as molecules with complete conjugation in molecular backbone. The lowest electronic excitations in CSQ molecules are always having around 200 nm red shifted absorption than its corresponding NSQ molecules. The reason for this drastic red shift in CSQ series than NSQ has been systematically studied by density functional theory, time‐dependent density functional theory, and symmetry adopted cluster configuration interaction methods. The CSQ series are showing less charge transfer than NSQ, but having small diradical character. This study may be helpful in design and synthesis of new squaraine dyes, which are useful in materials applications.