Synthesis of multi-porphyrin arrays and study of their self-assembly behaviour at the air-water interface

被引:10
|
作者
Foekema, J
Schenning, APHJ
Vriezema, DM
Benneker, FBG
Norgaard, K
Kroon, JKM
Bjornholm, T
Feiters, MC
Rowan, AE
Nolte, RJM
机构
[1] Univ Nijmegen, Dept Organ Chem, NSR Ctr, NL-6525 ED Nijmegen, Netherlands
[2] Eindhoven Univ Technol, Dept Chem, NL-5612 AZ Eindhoven, Netherlands
[3] Univ Copenhagen, Ctr Interdisciplinary Studies Mol Interact, Chem Dept Symbion, DK-2100 Copenhagen, Denmark
[4] Univ Wageningen & Res Ctr, Dept Organ Chem, NL-6703 HB Wageningen, Netherlands
关键词
porphyrins; arrays; self-assembly; air-water interface; monolayers; pi-pi stacking;
D O I
10.1002/poc.401
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of multi-porphyrin arrays were synthesized and the self-assembly behaviour of these compounds at the air-water interface was investigated by the Langmuir-Blodgett technique. It was found that as the overall area of the porphyrin molecules was increased. upon going from a mono- to bis- to a tetra- and then to hexaporphyrin species, the intermolecular stacking between the molecules also increases, resulting in more stable monolayers, In the case of the hexaporphyrin species the intermolecular interactions are so strong that monolayer formation is irreversible. All porphyrin monolayers can be transferred to a glass surface with good transfer ratios, leading to highly ordered porphyrin films in which the chromophores are arranged orthogonal to the glass surface. Copyright (C) 2001 John Wiley & Sons. Ltd.
引用
收藏
页码:501 / 512
页数:12
相关论文
共 50 条
  • [21] Self-assembly of an ultra-high-molecular-weight comb block copolymer at the air-water interface
    Zhao, Lei
    Goodman, Matthew D.
    Bowden, Ned B.
    Lin, Zhiqun
    SOFT MATTER, 2009, 5 (23) : 4698 - 4703
  • [22] Magnetic Field-Induced Self-Assembly of Conjugated Block Copolymers and Nanoparticles at the Air-Water Interface
    Park, Minkyeong
    Kang, Seulki
    Nam, Chongyong
    Narasimha, Karnati
    Lee, Won Bo
    Park, So-Jung
    ACS APPLIED MATERIALS & INTERFACES, 2022, 14 (06) : 8266 - 8273
  • [23] Quantifying Hydrogen-Bonding Interactions in the Self-Assembly of Photoresponsive Azobenzene Amphiphiles at the Air-Water Interface
    Samal, Priyanka Priyadarshani
    Maiti, Archita
    Patel, Samridhi
    Paul, Himangshu
    Chandra, Girish
    Mishra, Puneet
    Daschakraborty, Snehasis
    Nayak, Alpana
    JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2024, 15 (36): : 9193 - 9200
  • [24] Effects on the Self-Assembly of n-Alkane/Gold Nanoparticle Mixtures Spread at the Air-Water Interface
    Gagnon, Brandon P.
    Meli, M. -Vicki
    LANGMUIR, 2014, 30 (01) : 179 - 185
  • [25] Block Copolymer Strands with Internal Microphase Separation Structure via Self-Assembly at the Air-Water Interface
    Price, Eric W.
    Guo, Yunyong
    Wang, C. -W.
    Moffitt, Matthew G.
    LANGMUIR, 2009, 25 (11) : 6398 - 6406
  • [26] Self-Assembly of Covalently Linked Porphyrin Dimers at the Solid-Liquid Interface
    Habets, Thomas
    Lensen, Dennis
    Speller, Sylvia
    Elemans, Johannes A. A. W.
    MOLECULES, 2019, 24 (16):
  • [27] ANISOMETRIC GOLD NANOPARTICLE SELF-ASSEMBLY AT WATER/AIR INTERFACE
    Novotny, Filip
    Dedic, Jan
    Proska, Jan
    NANOCON 2013, 5TH INTERNATIONAL CONFERENCE, 2014, : 220 - 224
  • [28] Synthesis of a Benzenethiol-derivatized Porphyrin for Self-assembly
    Wan Jicheng
    Sun Huiqian
    Huang Xuebin
    CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (08) : 1841 - 1844
  • [29] Molecular dynamics simulation of hydroxyl substituting dialkyl benzene sulfonate self-assembly membrane at air-water interface
    Wang Y.-F.
    Yu W.-Z.
    Hu S.-Q.
    Zhongguo Shiyou Daxue Xuebao (Ziran Kexue Ban)/Journal of China University of Petroleum (Edition of Natural Science), 2011, 35 (06): : 153 - 158+163
  • [30] Fabrication of Large-Area, Transferable Colloidal Monolayers Utilizing Self-Assembly at the Air/Water Interface
    Retsch, Markus
    Zhou, Zuocheng
    Rivera, Sergio
    Kappl, Michael
    Zhao, Xiu Song
    Jonas, Ulrich
    Li, Qin
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (3-4) : 230 - 241