An Anthracene-Incorporated [8]Cycloparaphenylene Derivative as an Emitter in Photon Upconversion

被引：27

作者：

Della Sala, Paolo ^{[1
]}

Capobianco, Amedeo ^{[1
]}

Caruso, Tonino ^{[1
]}

Talotta, Carmen ^{[1
]}

De Rosa, Margherita ^{[1
]}

Neri, Placido ^{[1
]}

Peluso, Andrea ^{[1
]}

Gaeta, Carmine ^{[1
]}

机构：

[1] Univ Salerno, Dipartimento Chim & Biol A Zambelli, Via Giovanni Paolo 2 132, I-84084 Salerno, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 01期

关键词：

CONCISE SYNTHESIS; CARBON NANORINGS; FLUORESCENCE; CYCLOPARAPHENYLENES; COMPLEXATION; DESIGN; N=8-13; LIMIT; STEP;

D O I：

10.1021/acs.joc.7b02590

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The anthracene-incorporated [8] cycloparaphenylene 2 has been synthesized and its optoelectronic properties studied by UV vis spectroscopy, cyclic voltammetry, and DFT calculations. NMR and computational studies indicate that the new cycloparaphenylene derivative possesses a C, point group symmetry. The new CPP 2 exhibits peculiar optoelectronic properties: (i) fluorescence emission is blue-shifted with respect to [8]cycloparaphenylene 1, and its quantum yield is higher; (ii) in the presence of an octaethylporphyrin Pd complex, as sensitizer, it undergoes a visible light upconversion. This is the first case in which a cycloparaphenylene derivative is involved as an emitter in low power light frequency conversion.

引用

收藏

页码：220 / 227

页数：8

相关论文

共 57 条

[1] Self-Trapping of Excitons, Violation of Condon Approximation, and Efficient Fluorescence in Conjugated Cycloparaphenylenes [J].

Adamska, Lyudmyla ;

Nayyar, Iffat ;

Chen, Hang ;

Swan, Anna K. ;

Oldani, Nicolas ;

Fernandez-Alberti, Sebastian ;

Golder, Matthew R. ;

Jasti, Ramesh ;

Doorn, Stephen K. ;

Tretiak, Sergei .

NANO LETTERS, 2014, 14 (11) :6539-6546

[2] A general approach for non-coherently excited annihilation up-conversion: transforming the solar-spectrum [J].

Baluschev, S. ;

Yakutkin, V. ;

Miteva, T. ;

Wegner, G. ;

Roberts, T. ;

Nelles, G. ;

Yasuda, A. ;

Chernov, S. ;

Aleshchenkov, S. ;

Cheprakov, A. .

NEW JOURNAL OF PHYSICS, 2008, 10

[3] Up-conversion fluorescence: Noncoherent excitation by sunlight [J].

Baluschev, S. ;

Miteva, T. ;

Yakutkin, V. ;

Nelles, G. ;

Yasuda, A. ;

Wegner, G. .

PHYSICAL REVIEW LETTERS, 2006, 97 (14)

[4] Absorption Band Shapes of a Push-Pull Dye Approaching the Cyanine Limit: A Challenging Case for First Principle Calculations [J].

Capobianco, Amedeo ;

Borrelli, Raffaele ;

Landi, Alessandro ;

Velardo, Amalia ;

Peluso, Andrea .

JOURNAL OF PHYSICAL CHEMISTRY A, 2016, 120 (28) :5581-5589

[5] DFT predictions of the oxidation potential of organic dyes for opto-electronic devices [J].

Capobianco, Amedeo ;

Velardo, Amalia ;

Peluso, Andrea .

COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2015, 1070 :68-75

[6] Hole delocalization over adenine tracts in single stranded DNA oligonucleotides [J].

Capobianco, Amedeo ;

Caruso, Tonino ;

Peluso, Andrea .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2015, 17 (06) :4750-4756

[7] The dynamic, size-dependent properties of [5]-[12]cycloparaphenylenes [J].

Darzi, Evan R. ;

Jasti, Ramesh .

CHEMICAL SOCIETY REVIEWS, 2015, 44 (18) :6401-6410

[8] A New Organocatalytic Approach to Substituted Unsaturated Lactams [J].

De Rosa, Margherita ;

Talotta, Carmen ;

Soriente, Annunziata .

LETTERS IN ORGANIC CHEMISTRY, 2009, 6 (04) :301-305

[9] Tuning Cycloparaphenylene Host Properties by Chemical Modification [J].

Della Sala, Paolo ;

Talotta, Carmen ;

Caruso, Tonino ;

De Rosa, Margherita ;

Soriente, Annunziata ;

Neri, Placido ;

Gaeta, Carmine .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (18) :9885-9889

[10] Annihilation Limit of a Visible-to-UV Photon Upconversion Composition Ascertained from Transient Absorption Kinetics [J].

Deng, Fan ;

Blumhoff, Joerg ;

Castellano, Felix N. .

JOURNAL OF PHYSICAL CHEMISTRY A, 2013, 117 (21) :4412-4419

← 1 2 3 4 5 6 →