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题名: Photoswitching of the Triplet Excited State of DiiodoBodipy-Dithienylethene Triads and Application in Photo-Controllable Triplet-Triplet Annihilation Upconversion
作者: Ma, Jie1;  Cui, Xiaoneng1;  Wang, Fen1, 2;  Wu, Xueyan1;  Zhao, Jianzhang1;  Li, Xingwei2
刊名: JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2014-11-21
DOI: 10.1021/jo5018662
卷: 79, 期:22, 页:10855-10866
收录类别: SCI ;  IC
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Dithienylethene (DTE)-2,6-diiodoBodipy triads were prepared with the aim to photoswitch the triplet excited state of the 2,6-diiodoBodipy moiety. Bodipy was selected due to its low T-1 state energy level to avoid sensitized photocyclization of DTE, which is very often encountered in DTE photoswitches, so that the photochemistry of DTE and the organic chromophore can be addressed independently. This is the first time that DTE was covalently connected with an organic triplet photosensitizer. For the triad with DTE-o structure, selective photoexcitation into the diiodoBodipy part did not initiate photocyclization of DTE-o. Upon photoirradiation at 254 nm, thus the DTE-o -> DTE-c transformation, the intersystem crossing (ISC) of 2,6-diiodoBodipy moiety was competed by the photoactivated resonance energy transfer (RET), with Bodipy as the intramolecular energy donor and DTE-c as energy acceptor. The fluorescence of Bodipy was quenched and the triplet state lifetime of Bodipy was reduced from 105.1 to 40.9 mu s. The photoreversion is O-2-independent, but can be greatly accelerated upon selective photoexcitation into the diiodoBodipy absorption band (at 535 nm). We concluded that ISC is not outcompeted by RET. The photoswitching of the triplet state was transduced to the singlet oxygen photosensitizing, as well as triplet-triplet annihilation upconversion.
关键词[WOS]: CONTAINING 1,10-PHENANTHROLINE LIGAND ;  CYCLOMETALATED IR(III) COMPLEXES ;  ENERGY-TRANSFER CASSETTES ;  IRIDIUM COMPLEXES ;  LOW-POWER ;  PHOTODYNAMIC THERAPY ;  ELECTRON-TRANSFER ;  SINGLET OXYGEN ;  PHOTOCHROMIC SWITCHES ;  BODIPY CHROMOPHORE
语种: 英语
WOS记录号: WOS:000345470900014
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/145762
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Dalian Univ Technol, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Ma, Jie,Cui, Xiaoneng,Wang, Fen,et al. Photoswitching of the Triplet Excited State of DiiodoBodipy-Dithienylethene Triads and Application in Photo-Controllable Triplet-Triplet Annihilation Upconversion[J]. JOURNAL OF ORGANIC CHEMISTRY,2014,79(22):10855-10866.
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