Document Detail

Synthesis, photophysical and photochemical properties of Photoacid Generators based on N-hydroxy anthracene-1,9-dicarboxyimide and their application towards modification of silicon surface.
MedLine Citation:
PMID:  23140622     Owner:  NLM     Status:  Publisher    
We have introduced a series of non-ionic photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-hydroxy anthracene-1,9-dicarboxyimide (HADI). The newly synthesized PAGs exhibited positive solvachromatic emission (λmax (hexane) = 461 nm, λmax (ethanol) = 505 nm) as a function of solvent polarity. Irradiation of PAGs in acetonitrile (ACN) using UV light above 410 nm resulted in the cleavage of weak N-O bond leading to the generation of carboxylic and sulfonic acids in good quantum and chemical yields. Mechanism for the homolytic N-O bond cleavage for acid generation was supported by Time Dependent-Density Functional Theory (TD-DFT) calculations. More importantly, using PAG monomer, N-(p-vinylbenzenesulfonyloxy) anthracene-1,9-dicarboxyimide (VBSADI), we have synthesized N-(p-vinylbenzenesulfonyloxy) anthracene-1,9-dicarboxyimide-methylmethacrylate (VBSADI-MMA) and N-(p-vinylbenzenesulfonyloxy)anthracene-1,9-dicarboxyimide-ethylacrylate (VBSADI-EA) copolymer through atom transfer radical polymerization (ATRP). Finally, we have also developed photoresponsive organosilicon surface using the above mentioned polymers.
Mohammed Ikbal; Rakesh Banerjee; Sanghamitra Atta; Dibakar Dhara; Anakuthil Anoop; N D Pradeep Singh
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-11
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-12     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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