Substituent Effects in Six(Anilido)-Five(Thiazole) Membered Ring Boron Difluoride Dyes

doi:10.1002/cptc.202100188

中山醫學大學機構典藏 CSMUIR > 中山醫學大學研究成果 > 期刊論文 > Item 310902500/23280

Please use this identifier to cite or link to this item: https://ir.csmu.edu.tw:8080/ir/handle/310902500/23280

Title:	Substituent Effects in Six(Anilido)-Five(Thiazole) Membered Ring Boron Difluoride Dyes
Authors:	Tseng, SM;Chao, CM;Chang, KH;Wen, CS;Chou, TC;Tsai, TL;Wu, TW;Haung, XC;Liu, JQ;Hung, CH;Liu, KM;Chou, PT
Keywords:	boron difluoride;conjugation;dyes;pigments;substituent effects;triplet states
Date:	2021
Issue Date:	2022-08-05T09:34:43Z (UTC)
Publisher:	WILEY-V C H VERLAG GMBH
ISSN:	2367-0932
Abstract:	A series of new six (anilido)-five (thiazole) membered ring boron difluoride dyes, namely BFs, have been synthesized from the corresponding para- and meta-substituted 2-(2'-methylaminophenyl) benzothiazoles through complexation with boron trifluoride. Depending on the substituent effect, the derivatives can switch the emission properties from fluorescence with 100 % emission yield to slim fluorescence but >90 % triplet state population and peak wavelength tuning from 490 nm to 610 nm. Compared with non-complexed precursors, the rigid, highly planar structure and significantly red-shifted absorption and emission for BFs indicate that the boron center facilitates the formation of a bridge leading to increased rigidity, and is also involved in pi-conjugation, increasing the transition dipole and suppressing the non-radiative internal conversion. Together with optical similar to 100 % transparent window around 325-375 nm, BFs may find unique applications, among which the fluorescence up-conversion via triplet-triplet annihilation is demonstrated.
URI:	http://dx.doi.org/10.1002/cptc.202100188 https://www.webofscience.com/wos/woscc/full-record/WOS:000704709100001 https://ir.csmu.edu.tw:8080/handle/310902500/23280
Relation:	CHEMPHOTOCHEM ,2022,v6,issue 1
Appears in Collections:	[中山醫學大學研究成果] 期刊論文

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