Bodipy-squaraine triads: Preparation and study of the intramolecular energy transfer, charge separation and intersystem crossing

被引：11

作者：

Dong, Yu ^{[1
]}

Iagatti, Alessandro ^{[2
,4
]}

Foggi, Paolo ^{[2
,4
,5
,6
]}

Zhao, Jianzhang ^{[1
]}

Mazzone, Gloria ^{[7
]}

Xu, Kejing ^{[1
]}

Ji, Wei ^{[1
]}

Di Donato, Mariangela ^{[2
,3
,4
]}

Russo, Nino ^{[7
]}

机构：

[1] Dalian Univ Technol, Sch Chem Engn, State Key Lab Fine Chem, E-208 West Campus,2 Ling Gong Rd, Dalian 116024, Peoples R China

[2] LENS European Lab Nonlinear Spect, Via N Carrara 1, I-50019 Sesto Fiorentino, Italy

[3] Univ Firenze, Dipartimento Chim Ugo Shiff, Via Lastruccia 3-13, I-50019 Sesto Fiorentino, Italy

[4] Ist Nazl Ottica, Largo Enrico Fermi 6, I-50125 Florence, Italy

[5] Univ Perugia, Dipartimento Chim, Via Elce Sotto 8, I-06123 Perugia, Italy

[6] ICCOM CNR, Via Madonna Piano 10, I-50019 Sesto Fiorentino, Italy

[7] Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, Italy

来源：

DYES AND PIGMENTS | 2017年 / 147卷

基金：

欧盟地平线“2020”;

关键词：

Charge separation; Charge recombination; FRET; Intersystem crossing; Triplet state; TRIPLET EXCITED-STATE; DENSITY-FUNCTIONAL THEORY; PHOTOPHYSICAL PROPERTIES; ORGANOMETALLIC CAGES; DYES; PHOTOSENSITIZERS; EFFICIENT; PHOSPHORESCENCE; PHOTOCHEMISTRY; KETOCOUMARINS;

D O I：

10.1016/j.dyepig.2017.08.028

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Two triads (BDP-SQ and Styryl-BDP-SQ) were prepared with Bodipy, styrylBodipy and Squaraine (SQ) units. SQ shows unexpected efficient intersystem crossing (ISC. phi(T) = 50%), which is attributed to S-1 -> T-1 transition. In the two triads, the Forster Resonance Energy Transfer (FRET) direction, as well as the spatial localization of the T-1 state, was judiciously tuned. The cascade photophysical properties of the triads were studied with steady-state and time -resolved optical spectroscopies, as well as with electrochemical characterization and theoretical computations. We show that triplet state was produced in triad BDP-SQ upon photoexcitation, but in Styryl-BDP-SQ the fast FRET and the charge separation (CS) processes compete with the ISC of the SQ unit, and no triplet state was formed upon photoexcitation. The singlet energy transfer kinetics were found to be 1.6 and 0.6 ps, respectively and are solvent polarity dependent. Charge transfer was confirmed with ultrafast transient absorption spectroscopy. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：560 / 572

页数：13

共 82 条

[1] Agren H., 1996, Advances in Quantum Chemistry, V27, P71, DOI DOI 10.1016/S0065-3276(08)60251-8
[2] The heavy atom effect on Zn(II) phthalocyanine derivatives: a theoretical exploration of the photophysical properties
Alberto, Marta E.
De Simone, Bruna C.
Mazzone, Gloria
Sicilia, Emilia
Russo, Nino
[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2015, 17 (36) : 23595 - 23601
[3] Photophysical properties of free and metallated meso-substituted tetrabenzotriazaporphyrin from density functional theory investigation
Alberto, Marta E.
De Simone, Bruna C.
Mazzone, Gloria
Marino, Tiziana
Russo, Nino
[J]. DYES AND PIGMENTS, 2015, 120 : 335 - 339
[4] Theoretical Determination of Electronic Spectra and Intersystem Spin-Orbit Coupling: The Case of Isoindole-BODIPY Dyes
Alberto, Marta E.
De Simone, Bruna C.
Mazzone, Gloria
Quartarolo, Angelo D.
Russo, Nino
[J]. JOURNAL OF CHEMICAL THEORY AND COMPUTATION, 2014, 10 (09) : 4006 - 4013
[5] Electronic Spectra and Intersystem Spin-Orbit Coupling in 1,2-and 1,3-Squaraines
Alberto, Marta E.
Mazzone, Gloria
Quartarolo, Angelo D.
Sousa, Flavio Fortes Ramos
Sicilia, Emilia
Russo, Nino
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 2014, 35 (29) : 2107 - 2113
[6] Aggregation properties of heavy atom substituted squaraine dyes: Evidence for the formation of J-type dimer aggregates in aprotic solvents
Alex, Saji
Basheer, Meethale C.
Arun, Kalliat T.
Ramaiah, Danaboyina
Das, Suresh
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (17) : 3226 - 3230
[7] [Anonymous], 2011, Time-Dependent Density Functional Response Theory for Molecules
[8] [Anonymous], 2011, A molecular electronic structure program
[9] [Anonymous], GAUSSIAN 09 REVISION
[10] Boron dipyrromethene (BODIPY)-based photosensitizers for photodynamic therapy
Awuah, Samuel G.
You, Youngjae
[J]. RSC ADVANCES, 2012, 2 (30) : 11169 - 11183

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