Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization

Amide linkage was introduced into azo compound at para position and its optical storage properties were investigated. Synthesized compounds showed liquid crystalline behavior when electron withdrawing group was inserted in the chemical structure. UV/Vis study showed that the photoisomerization eff...

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Main Authors: Hegde , Gurumurthy, Rajkumar, Yuvaraj Aralapura, Gan , Siew Mei, ., Syed Mahmood, Mandal, Uttam Kumar, Sudhakar, Achalkumar Ammathnadu
Format: Article
Language:English
English
English
Published: Springer 2016
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Online Access:http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/1/44._Korean_Journal_of_Chemical_Engineering.pdf
http://irep.iium.edu.my/51073/4/51073-Photoisomerization_behavior_of_photochromic_amide-based_SCOPUS.pdf
http://irep.iium.edu.my/51073/5/51073-Photoisomerization_behavior_of_photochromic_amide-based_WOS.pdf
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spelling iium-510732016-07-27T08:15:32Z http://irep.iium.edu.my/51073/ Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization Hegde , Gurumurthy Rajkumar, Yuvaraj Aralapura Gan , Siew Mei ., Syed Mahmood Mandal, Uttam Kumar Sudhakar, Achalkumar Ammathnadu RS Pharmacy and materia medica Amide linkage was introduced into azo compound at para position and its optical storage properties were investigated. Synthesized compounds showed liquid crystalline behavior when electron withdrawing group was inserted in the chemical structure. UV/Vis study showed that the photoisomerization effect in solution occurred at 18-24 sec (E-Z) and 5-11 hours (Z-E), whereas in solids it occurred at 30 sec (E-Z) and 5 hours (Z-E). Photoisomerization effect of amide based azodyes in the presence of hydrogen bonding is discussed for the first time. Effect of terminal electronic withdrawing groups on hydrogen bonding is speculated to be the reason behind the surprising behavior. Strong evidence for the structure property relations reported here is useful for applications such as optical storage device in which one can tune the structure according to one’s requirement. Springer 2016-04 Article PeerReviewed application/pdf en http://irep.iium.edu.my/51073/1/44._Korean_Journal_of_Chemical_Engineering.pdf application/pdf en http://irep.iium.edu.my/51073/4/51073-Photoisomerization_behavior_of_photochromic_amide-based_SCOPUS.pdf application/pdf en http://irep.iium.edu.my/51073/5/51073-Photoisomerization_behavior_of_photochromic_amide-based_WOS.pdf Hegde , Gurumurthy and Rajkumar, Yuvaraj Aralapura and Gan , Siew Mei and ., Syed Mahmood and Mandal, Uttam Kumar and Sudhakar, Achalkumar Ammathnadu (2016) Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization. Korean Journal of Chemical Engineering, 33 (4). pp. 1480-1488. ISSN 0256-1115 E-ISSN 1975-7220 http://link.springer.com/article/10.1007/s11814-015-0259-8 10.1007/s11814-015-0259-8
repository_type Digital Repository
institution_category Local University
institution International Islamic University Malaysia
building IIUM Repository
collection Online Access
language English
English
English
topic RS Pharmacy and materia medica
spellingShingle RS Pharmacy and materia medica
Hegde , Gurumurthy
Rajkumar, Yuvaraj Aralapura
Gan , Siew Mei
., Syed Mahmood
Mandal, Uttam Kumar
Sudhakar, Achalkumar Ammathnadu
Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
description Amide linkage was introduced into azo compound at para position and its optical storage properties were investigated. Synthesized compounds showed liquid crystalline behavior when electron withdrawing group was inserted in the chemical structure. UV/Vis study showed that the photoisomerization effect in solution occurred at 18-24 sec (E-Z) and 5-11 hours (Z-E), whereas in solids it occurred at 30 sec (E-Z) and 5 hours (Z-E). Photoisomerization effect of amide based azodyes in the presence of hydrogen bonding is discussed for the first time. Effect of terminal electronic withdrawing groups on hydrogen bonding is speculated to be the reason behind the surprising behavior. Strong evidence for the structure property relations reported here is useful for applications such as optical storage device in which one can tune the structure according to one’s requirement.
format Article
author Hegde , Gurumurthy
Rajkumar, Yuvaraj Aralapura
Gan , Siew Mei
., Syed Mahmood
Mandal, Uttam Kumar
Sudhakar, Achalkumar Ammathnadu
author_facet Hegde , Gurumurthy
Rajkumar, Yuvaraj Aralapura
Gan , Siew Mei
., Syed Mahmood
Mandal, Uttam Kumar
Sudhakar, Achalkumar Ammathnadu
author_sort Hegde , Gurumurthy
title Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
title_short Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
title_full Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
title_fullStr Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
title_full_unstemmed Photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting H-bonding effect: Synthesis and characterization
title_sort photoisomerization behavior of photochromic amide-based azobenzene dyes exhibiting h-bonding effect: synthesis and characterization
publisher Springer
publishDate 2016
url http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/
http://irep.iium.edu.my/51073/1/44._Korean_Journal_of_Chemical_Engineering.pdf
http://irep.iium.edu.my/51073/4/51073-Photoisomerization_behavior_of_photochromic_amide-based_SCOPUS.pdf
http://irep.iium.edu.my/51073/5/51073-Photoisomerization_behavior_of_photochromic_amide-based_WOS.pdf
first_indexed 2023-09-18T21:12:15Z
last_indexed 2023-09-18T21:12:15Z
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