Synthesis and characterization of 9,9-bis(4-hydroxyphenyl and 4-aminophenyl)dibenzofluorenes: Novel fluorene-based monomers

被引:6
|
作者
Seesukphronrarak, Surasak [1 ]
Kawasaki, Shinichi [2 ]
Kuwata, Shigeki [3 ]
Takata, Toshikazu [4 ,5 ]
机构
[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Tokyo 1528552, Japan
[2] Osaka Gas Co Ltd, Adv Mat Business Promot Dept, Osaka 5540051, Japan
[3] Tokyo Inst Technol, Dept Chem Sci & Engn, Tokyo 1528552, Japan
[4] Tokyo Inst Technol, Sch Mat & Chem Technol, Yokohama, Kanagawa 2268503, Japan
[5] Tokyo Inst Technol, RIPST, Yokohama, Kanagawa 2268503, Japan
关键词
diamine monomer; dibenzofluorene; dihydroxy monomer; fluorene; polyester; polyimide; refractive index; thermal stability; 9,9-DIARYLFLUORENE MOIETY; POLYESTER; BIREFRINGENCE; POLYMERS; ABILITY; MATRIX; CHAINS; ALLOY;
D O I
10.1002/pola.29540
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Two novel 9,9-difunctionalized fluorene-type monomers, 9,9-bis(4-hydroxyphenyl- and 4-aminophenyl)-2,3:6,7-dibenzofluorenes, are synthesized by the reaction of dibenzenzofluorenone with phenol and aniline. These monomers are used for the preparation of polyester and polyimide as the typical polymers to evaluate the property change such as thermal stability caused by the benzene rings fused to the fluorene skeleton with keeping good solubility, in comparison with the polymers derived from simple fluorenone. In fact, these two new polymers have the fairly enhanced thermal stability and refractive index value along with satisfactory solubility in organic solvents, enough to emphasize the fusion effect. (c) 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019
引用
收藏
页码:2602 / 2605
页数:4
相关论文
共 50 条
  • [1] Novel fluorene-based biphenolic monomer: 9,9-bis(4-hydroxyphenyl)-9-silafluorene
    Seesukphronrarak, Surasak
    Takata, Toshikazu
    CHEMISTRY LETTERS, 2007, 36 (09) : 1138 - 1139
  • [2] Synthesis of 9,9-Bis(4-aminophenyl)fluorene-Based Benzoxazine and Properties of Its High-Performance Thermoset
    Chang, Hou Chien
    Lin, Ching Hsuan
    Tian, Yu Wei
    Feng, Yu Ren
    Chan, Li Hsin
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (11) : 2201 - 2210
  • [3] Synthesis of 9,9-bis(4-hydroxyphenyl) fluorene catalyzed by bifunctional ionic liquids
    Wei, Jialun
    Yu, Limei
    Yan, Lei
    Bai, Wei
    Lu, Xinxin
    Gao, Zhanxian
    RSC ADVANCES, 2021, 11 (52) : 32559 - 32564
  • [4] Synthesis and characterisation of 9,9-bis(4-hydroxyphenyl)-fluorene catalysed by cation exchanger
    Liu, W.
    Wang, J.
    Qiu, Q. H.
    Ji, L.
    Wang, C. Y.
    Zhang, M. L.
    PIGMENT & RESIN TECHNOLOGY, 2008, 37 (01) : 9 - 15
  • [5] Convenient synthesis of 2,7-diamino-9,9-bis(4-aminophenyl)fluorene
    Lian, GH
    Polk, MB
    SYNTHETIC COMMUNICATIONS, 1996, 26 (10) : 2031 - 2036
  • [6] Studies on Synthesis and Thermal Properties of Polycarbonate Derived from 9,9-Bis(4-hydroxyphenyl) Fluorene
    Chen, Yu-hong
    Du, Li-peng
    Wang, Kai
    Zhan, Mao-sheng
    ACTA POLYMERICA SINICA, 2016, (09): : 1273 - 1280
  • [7] 2,7-dibromo-9,9-bis(4-hydroxyphenyl)-9H-fluorene
    Nadeau, Nathalie
    McFarlane, Shaune
    McDonald, Robert
    Veinot, Jonathan G. C.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O748 - O749
  • [8] Synthesis, characterization, and electrochemical and electrical properties of novel mono and ball-type metallophthalocyanines with four 9,9-bis(4-hydroxyphenyl)fluorene
    Agirtas, M. Salih
    Altindal, Ahmet
    Salih, Bekir
    Saydam, Sinan
    Bekaroglu, Ozer
    DALTON TRANSACTIONS, 2011, 40 (13) : 3315 - 3324
  • [9] POLYARYLATES OF 9,9-BIS(4-HYDROXYPHENYL)ANTHRON-10
    VINOGRADOVA, SV
    SALAZKIN, SN
    BERIDZE, LA
    MZHELSKI.AI
    ASKADSKI.AA
    SLONIMSK.GL
    KORSHAK, VV
    VYSOKOMOLEKULYARNYE SOEDINENIYA SECTION A, 1969, 11 (01): : 27 - +
  • [10] Modulating the crystal phase of Zr-based solid acid catalysts to boost the synthesis of 9,9-bis(4-hydroxyphenyl)fluorene
    Li, Jingjie
    Wang, Lin
    Pu, Yanfeng
    Liu, Yong
    Li, Xiying
    Sun, Renren
    Xiao, Yahui
    REACTION CHEMISTRY & ENGINEERING, 2025, 10 (02): : 440 - 452