Synthesis and photophysical properties of extended π conjugated naphthalimides

被引：11
|
作者：
Remy, C. [1 ]
Allain, C. [1 ]
Leray, I. [1 ]
机构：
[1] Univ Paris Saclay, CNRS, ENS Cachan, PPSM, Paris, France
来源：
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2017年 / 16卷 / 04期
关键词：
FLUORESCENCE; ABSORPTION; DESIGN; PROBES; SENSOR;
D O I：
10.1039/c6pp00372a
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A series of pi conjugated naphthalimide derivatives having an imide group as an acceptor conjugated with a methoxy arylethynyl or a methoxyphenyl triazole as a donor were prepared by Sonogashira coupling or "click" chemistry. Their photophysical properties were investigated by steady state and time resolved fluorescence spectroscopy and modelled by TD-DFT calculations. Compound Naphth-AlkyneOMe has a high fluorescence quantum yield and displays efficient photoinduced charge transfer in solution as well as in the powder state. Compound Naphth-TriazoleOMe exhibits a very high Stokes shift and its fluorescence quantum yield is low, which can be rationalized by theoretical calculations.
引用
收藏
页码：539 / 546
页数：8
相关论文
共 50 条
  • [1] Extended π-Conjugated Pyrene Derivatives: Structural, Photophysical and Electrochemical Properties
    Feng, Xing
    Seto, Nobuyuki
    Wang, Chuan-Zeng
    Matsumoto, Taisuke
    Tanaka, Junji
    Wei, Xian-Fu
    Elsegood, Mark R. J.
    Horsburgh, Lynne
    Redshaw, Carl
    Yamato, Takehiko
    CHEMISTRYSELECT, 2016, 1 (09): : 1926 - 1932
  • [2] Photophysical properties of novel cationic naphthalimides
    Miskolczy, Zsombor
    Nyitrai, Jozsef
    Biczok, Laszlo
    Sebok-Nagy, Krisztina
    Kortvelyesi, Tamas
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2006, 182 (01) : 99 - 106
  • [3] Synthesis and evaluation of photophysical properties of Series of π-conjugated oxazole dyes
    Mahuteau-Betzer, Florence
    Piguel, Sandrine
    TETRAHEDRON LETTERS, 2013, 54 (24) : 3188 - 3193
  • [4] Synthesis and Photophysical Properties of Conjugated Fluorophores with N-Heteroaromatic Rings
    Bravo, Nestor-F.
    Cifuentes, Carlos
    Rios, Maria-C.
    Perez, Lady-J.
    Portilla, Jaime
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025,
  • [5] Weakly conjugated bacteriochlorin-bacteriochlorin dyad: Synthesis and photophysical properties
    Yu, Zhanqian
    Uthe, Brian
    Gelfand, Rachel
    Pelton, Matthew
    Ptaszek, Marcin
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2021, 25 (7-8) : 724 - 733
  • [6] Synthesis and photophysical properties of π-extended carboxyl BODIPYs: An experimental and theoretical study
    Sevinc, Gokhan
    Yildiz, Elif Akhuseyin
    Taskiran, Zeliha Pinar
    Karatay, Ahmet
    DYES AND PIGMENTS, 2025, 239
  • [7] Photophysical properties of new polymerizable 1,8-naphthalimides and their copolymers with methylmethacrylate
    Grabchev, I
    Staneva, D
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION A-A JOURNAL OF PHYSICAL SCIENCES, 2003, 58 (9-10): : 558 - 562
  • [8] Positional Isomeric π-Conjugated Polyyne Chromophores: Synthesis and Photophysical Properties
    Sun, N. -w.
    Zhai, L.
    Zuo, Y. -l.
    Yin, K.
    Zhang, J. -l.
    Xu, P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (07) : 1720 - 1726
  • [9] Synthesis and photophysical properties of pyridyl conjugated triazole appended naphthalenediimide derivatives
    Kumar, Girijesh
    Guda, Ramu
    Husain, Ahmad
    Patra, Ranjan
    Kirandeep
    Kasula, Mamatha
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2019, 18 (06) : 1333 - 1341
  • [10] Synthesis and photophysical properties of fluorescence sensing ester- and amidoamine-functionalized 1,8-naphthalimides
    Bojinov, Vladimir B.
    Georgiev, Nikolai I.
    Nikolov, Peter S.
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2008, 193 (2-3) : 129 - 138
12345