New conjugated meso-tetrathienylporphyrin-cored derivatives as two-photon photosensitizers for singlet oxygen generation

被引：17

作者：

Zhang, Xu ^{[1
]}

Abid, Seifallah ^{[1
,2
]}

Shi, Limiao ^{[1
]}

Sun, Zhipeng ^{[1
]}

Mongin, Olivier ^{[1
]}

Blanchard-Desce, Mireille ^{[3
]}

Paul, Frederic ^{[1
]}

Paul-Roth, Christine O. ^{[1
]}

机构：

[1] Univ Rennes, INSA Rennes, CNRS, ISCR,UMR 6226, F-35000 Rennes, France

[2] Univ Carthage, Fac Sci Bizerte, Tunis, Tunisia

[3] Univ Bordeaux, CNRS, UMR 5255, Inst Sci Mol, F-33405 Talence, France

来源：

DYES AND PIGMENTS | 2018年 / 153卷

关键词：

Tetrathienyl porphyrin; Fluorenyl; Two-photon absorption; Luminescence; Oxygen sensitization; NONLINEAR-OPTICAL PROPERTIES; PHOTODYNAMIC THERAPY; CROSS-SECTIONS; ELECTROCHEMICAL PROPERTIES; MOLECULAR-STRUCTURE; ORGANIC MATERIALS; PORPHYRIN; ABSORPTION; DESIGN; SENSITIZERS;

D O I：

10.1016/j.dyepig.2018.01.028

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of conjugated mesa-porphyrin dendrimers containing conjugated fluorenyl dendrons, incorporating overall either four (3) or eight (4) fluorenyl units have been synthesized and characterized. These new molecular architectures are based on a central meso-tetra(thien-2-yl)porphyrin core (IThP). Their linear optical properties, absorption and photoluminescence, as well as selected nonlinear optical properties, were investigated and compared to those of the unsubstituted meso-(thien-2-yl)porphyrin core (5) and also to those of previously reported analogues featuring 1,4-phenylene groups (1 and 2) in place of 2,5-thienylene moieties. The positive role of these thienylene linkers over phenylene linkers on the two-photon absorption (2PA) cross-sections is clearly evidenced.

引用

页码：248 / 255

页数：8

共 64 条

[1] Design of organic molecules with large two-photon absorption cross sections [J].

Albota, M ;

Beljonne, D ;

Brédas, JL ;

Ehrlich, JE ;

Fu, JY ;

Heikal, AA ;

Hess, SE ;

Kogej, T ;

Levin, MD ;

Marder, SR ;

McCord-Maughon, D ;

Perry, JW ;

Röckel, H ;

Rumi, M ;

Subramaniam, C ;

Webb, WW ;

Wu, XL ;

Xu, C .

SCIENCE, 1998, 281 (5383) :1653-1656

[2]

Bellizzi M, 2004, Z KRIST-NEW CRYST ST, V219, P129

[3] Applications of phototheranostic nanoagents in photodynamic therapy [J].

Bhaumik, Jayeeta ;

Mittal, Amit Kumar ;

Banerjee, Avik ;

Chisti, Yusuf ;

Banerjee, Uttam Chand .

NANO RESEARCH, 2015, 8 (05) :1373-1394

[4] Meso-tetrathienylporphyrins:: electrochemical and axial ligation properties [J].

Bhyrappa, P ;

Bhavana, P .

CHEMICAL PHYSICS LETTERS, 2001, 349 (5-6) :399-404

[5]

Boise F, 2017, CHEM COMMUN, V53, P12857

[6] 3H-benzophosphepine complexes:: Versatile phosphinidene precursors [J].

Borst, MLG ;

Bulo, RE ;

Gibney, DJ ;

Alem, Y ;

de Kanter, FJJ ;

Ehlers, AW ;

Schakel, M ;

Lutz, M ;

Spek, AL ;

Lammertsma, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (48) :16985-16999

[7] Thienyl-Appended porphyrins: Synthesis, photophysical and electrochemical properties, and their applications [J].

Boyle, Nicola M. ;

Rochford, Jonathan ;

Pryce, Mary T. .

COORDINATION CHEMISTRY REVIEWS, 2010, 254 (1-2) :77-102

[8] 3RD-ORDER NONLINEAR-OPTICAL RESPONSE IN ORGANIC MATERIALS - THEORETICAL AND EXPERIMENTAL ASPECTS [J].

BREDAS, JL ;

ADANT, C ;

TACKX, P ;

PERSOONS, A ;

PIERCE, BM .

CHEMICAL REVIEWS, 1994, 94 (01) :243-278

[9] Third-order nonlinear optical properties of sulfur-rich compounds [J].

Breitzer, JG ;

Dlott, DD ;

Iwaki, LK ;

Kirkpatrick, SM ;

Rauchfuss, TB .

JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (35) :6930-6937

[10] Origin of the bathochromically shifted optical spectra of meso-tetrathien-2′- and 3′-ylporphyrins as compared to meso-tetraphenylporphyrin [J].

Brueckner, Christian ;

Foss, Paul C. D. ;

Sullivan, James O. ;

Pelto, Ryan ;

Zeller, Matthias ;

Birge, Robert R. ;

Crundwell, Guy .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2006, 8 (20) :2402-2412

← 1 2 3 4 5 6 7 →