Synthesis of high Tg and organosoluble poly(N-arylene benzimidazole ether imide) copolymers by C-N/C-O coupling reaction

被引：3
|
作者：
Sidra, Lala Rukh [1 ,2 ]
Mushtaq, Nafeesa [1 ,2 ]
Chen, Guofei [1 ]
Fang, Xingzhong [1 ]
机构：
[1] Chinese Acad Sci, Key Lab Addit Mfg Mat Zhejiang Prov, Ningbo Inst Mat Technol & Engn, Ningbo 315201, Zhejiang, Peoples R China
[2] Univ Chinese Acad Sci, Beijing, Peoples R China
来源：
HIGH PERFORMANCE POLYMERS | 2018年 / 30卷 / 04期
基金：
中国国家自然科学基金;
关键词：
Poly(N-arylene benzimidazole ether imide); C-N; C-O coupling reaction; aromatic nucleophilic substitution polymerization; FUEL-CELLS; POLYBENZIMIDAZOLES; POLYIMIDES; POLYMERIZATION; MOIETIES; POLYMERS;
D O I：
10.1177/0954008317701822
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
A series of poly(N-arylene benzimidazole ether imide) copolymers PEIBIs were prepared from 1H,3H-5,5-bis-benzimidazole, bisphenol-A and 4,4-bis(4-fluorophthalimido)diphenyl ether by nucleophilic displacement polymerization. The resulting copolymers PEIBI(10-90) demonstrated moderate to good solubility in polar aprotic solvents and high glass transition temperatures (T(g)s) of 228-336 degrees C, good thermal stability with 10% weight loss temperatures in the range of 503-548 degrees C. All copolymer films showed good mechanical properties with tensile strengths of 101-130 MPa, tensile moduli of 3.3-4.0 GPa, elongations at break of 5-7%, and also presented low water uptake (0.15-0.34%). The wide-angle X-ray diffraction results revealed the amorphous nature of copolymers. The copolymer PEIBI-80 showed good balance in solubility, thermal and mechanical properties.
引用
收藏
页码：465 / 474
页数：10
相关论文
共 50 条
  • [21] Synthesis of C-N or C-C Spiroindolines via Rearrangement Coupling Reaction
    Liu, Xiaoling
    Qiao, Panpan
    Chen, Hui
    Gao, Yu
    Chen, Haijun
    ORGANIC LETTERS, 2024, 26 (45) : 9759 - 9763
  • [22] Cobalt-catalyzed intramolecular C-N and C-O cross-coupling reactions: synthesis of benzimidazoles and benzoxazoles
    Saha, Prasenjit
    Ali, Md Ashif
    Ghosh, Pokhraj
    Punniyamurthy, Tharmalingam
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (24) : 5692 - 5699
  • [23] Ni/g-C3N4 Photocatalysis: Aerobic Oxidative Coupling Reaction Leading to Amidation of Aldehydes with Amines and C-N, C-O, and C-C Cross-Coupling Reaction
    Akrami, Zahra
    Hosseini-Sarvari, Mona
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (24)
  • [24] Metal-free C-N bond-forming reaction: straightforward synthesis of anilines, through cleavage of aryl C-O bond and amide C-N bond
    Yu, Jianzhong
    Zhang, Peizhi
    Wu, Jun
    Shang, Zhicai
    TETRAHEDRON LETTERS, 2013, 54 (24) : 3167 - 3170
  • [25] A Mechanistic Insight into the Cu(II)-Catalyzed C-N and C-O Coupling Reaction of Arylglyoxylic Acids with Isatins; A DFT Investigation
    Bottoni, Andrea
    Calvaresi, Matteo
    Marforio, Tainah D.
    Pietro Miscione, Gian
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (40) : 6776 - 6782
  • [26] Green Cross-Coupling Using Visible Light for C-O and C-N Bond Formation
    Yi, Hong
    Liu, Yichang
    Lei, Aiwen
    ORGANOMETALLICS FOR GREEN CATALYSIS, 2019, 63 : 266 - 293
  • [27] Ligand-free synthesis of 2-aminoarylbenzoxazoles via copper-catalyzed C-N/C-O coupling
    Lu, Ju-You
    TETRAHEDRON LETTERS, 2020, 61 (51)
  • [28] A Photochemical Intramolecular C-N Coupling Toward the Synthesis of Benzimidazole-Fused Phenanthridines
    Bera, Shyamal Kanti
    Boruah, Palash J.
    Parida, Shraddha Saraswati
    Paul, Amit K.
    Mal, Prasenjit
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (14): : 9587 - 9602
  • [29] C-N, C-O and C-S Ullmann-Type Coupling Reactions of Arenediazonium o-Benzenedisulfonimides
    Antenucci, Achille
    Dughera, Stefano
    REACTIONS, 2022, 3 (02): : 300 - 311
  • [30] Synthesis of Macrocyclic Aromatic Amines via C-N Coupling Reaction
    Tsuchiya, Kousuke
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2011, 69 (02) : 169 - 170
12345