Amide-bridged ladder poly(p-phenylene): synthesis by direct arylation and π-stacked assembly

被引：11
作者：
Takagi, K. [1 ]
Kato, R. [1 ]
Yamamoto, S. [1 ]
Masu, H. [2 ]
机构：
[1] Nagoya Inst Technol, Dept Mat Sci & Engn, Nagoya, Aichi 4668555, Japan
[2] Chiba Univ, Ctr Analyt Instrumentat, Chiba, Chiba 2638522, Japan
来源：
POLYMER CHEMISTRY | 2015年 / 6卷 / 38期
关键词：
EFFICIENT SYNTHESIS; OPTICAL-PROPERTIES; POLYMERS; ARENES; OLIGOTHIOPHENE; CHROMOPHORES; DERIVATIVES; CYCLIZATION; OLIGOMERS;
D O I：
10.1039/c5py01154j
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Amide-bridged ladder poly(p-phenylene) was synthesized in two steps, through the polycondensation of aromatic diamines and dicarboxylic acid derivatives followed by palladium-catalyzed intramolecular direct arylation. The pi-stacked assembly of the polymer in solution was investigated along with the single crystal X-ray structure analysis of a model oligomer.
引用
收藏
页码：6792 / 6795
页数：4
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  • [1] STEREOCHEMISTRIES OF AROMATIC N-METHYLAMIDES IN CRYSTAL AND SOLUTION - TEMPERATURE-DEPENDENT CONFORMATIONAL CONVERSION AND ATTRACTING AROMATIC-AROMATIC INTERACTIONS
    AZUMAYA, I
    KAGECHIKA, H
    YAMAGUCHI, K
    SHUDO, K
    [J]. TETRAHEDRON, 1995, 51 (18) : 5277 - 5290
  • [2] High electron mobility in ladder polymer field-effect transistors
    Babel, A
    Jenekhe, SA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (45) : 13656 - 13657
  • [3] Catalytic direct arylation with aryl chlorides, bromides, and iodides: Intramolecular studies leading to new intermolecular reactions
    Campeau, LC
    Parisien, M
    Jean, A
    Fagnou, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (02) : 581 - 590
  • [4] Biaryl synthesis via direct arylation: Establishment of an efficient catalyst for intramolecular processes
    Campeau, LC
    Parisien, M
    Leblanc, M
    Fagnou, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) : 9186 - 9187
  • [5] Synthesis of Fully Soluble Azomethine-Bridged Ladder-Type Poly(p-phenylenes) by Bischler-Napieralski Reaction
    Chen, Yulan
    Huang, Weiguo
    Li, Chihong
    Bo, Zhishan
    [J]. MACROMOLECULES, 2010, 43 (24) : 10216 - 10220
  • [6] Dithienylbenzodipyrrolidone: New Acceptor for Donor-Acceptor Low Band Gap Polymers
    Cui, Weibin
    Wudl, Fred
    [J]. MACROMOLECULES, 2013, 46 (18) : 7232 - 7238
  • [7] Dual fluorescence and intramolecular charge transfer with N-phenylphenanthridinones
    Demeter, A
    Bérces, T
    Zachariasse, KA
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (19) : 4611 - 4621
  • [8] Synthesis and Characterization of Solution-Processable Ladderized n-Type Naphthalene Bisimide Copolymers for OFET Applications
    Durban, Matthew M.
    Kazarinoff, Peter D.
    Segawa, Yukari
    Luscombe, Christine K.
    [J]. MACROMOLECULES, 2011, 44 (12) : 4721 - 4728
  • [9] Hydrogen-Bonded Semiconducting Pigments for Air-Stable Field-Effect Transistors
    Glowacki, Eric Daniel
    Irimia-Vladu, Mihai
    Kaltenbrunner, Martin
    Gasiorowski, Jacek
    White, Matthew S.
    Monkowius, Uwe
    Romanazzi, Giuseppe
    Suranna, Gian Paolo
    Mastrorilli, Piero
    Sekitani, Tsuyoshi
    Bauer, Siegfried
    Someya, Takao
    Torsi, Luisa
    Sariciftci, Niyazi Serdar
    [J]. ADVANCED MATERIALS, 2013, 25 (11) : 1563 - 1569
  • [10] Oligomers and polymers based on bridged phenylenes as electronic materials
    Grimsdale, Andrew C.
    Muellen, Klaus
    [J]. MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (17) : 1676 - 1702
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