Synthesis of organosoluble aromatic poly(ether ketone)s with short perfluoroalkyl groups in the side chains

被引:1
作者
Konta, Haruki [1 ]
Maeyama, Katsuya [1 ]
机构
[1] Yamagata Univ, Grad Sch Organ Mat Sci, 4-3-16 Jonan, Yonezawa, Yamagata 9928510, Japan
关键词
Aromatic poly(ether ketone)s; Fluorinated polymer; Short perfluoroalkyl group; Thermal stability; Water; Oil repellency; Organosolubility; POLYFLUOROALKYL SUBSTANCES; SURFACE-PROPERTIES; ACRYLATE); PERFORMANCE; POLYMERS; FLUORENE; BEHAVIOR; DESIGN;
D O I
10.1007/s00289-024-05294-x
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Three types of 9,9-bis(4-hydroxyphenyl)fluorene-based diols reacted with 4,4 '-difluorobenzophenone via nucleophilic substitution polymerization to afford the corresponding aromatic poly(ether ketone)s. The resulting polyketones have excellent solubility in typical organic solvents, such as THF, CHCl3, and NMP. They also have good thermal stability above 400 degrees C (Td10). In particular, the surface tension of the polyketone, which has four C4F9 groups per repeating unit, is 18.7 mN/m, which is equal to that of PTFE. The introduction of propylene linkers and many C4F9 groups per repeating unit was effective at improving water/oil repellency.
引用
收藏
页码:12555 / 12573
页数:19
相关论文
共 50 条
[21]   Synthesis of organosoluble aromatic poly(ether ketone)-polyimide copolymers from 9-(4-aminophenyl)-9-(4-hydroxyphenyl)fluorene [J].
Mai Asano ;
Katsuya Maeyama .
Polymer Bulletin, 2024, 81 :6571-6586
[22]   Synthesis of organosoluble aromatic poly(ether ketone)-polyimide copolymers from 9-(4-aminophenyl)-9-(4-hydroxyphenyl)fluorene [J].
Asano, Mai ;
Maeyama, Katsuya .
POLYMER BULLETIN, 2024, 81 (07) :6571-6586
[23]   Highly Branched Poly(arylene ether ketone sulfone)s Bearing Flexible Sulfoalkyl Side Chains for Proton Exchange Membranes [J].
Xie, Yunji ;
Liu, Di ;
Ringuette, Anna ;
Pang, Jinhui ;
Mutlu, Hatice ;
Voll, Dominik ;
Theato, Patrick .
ACS APPLIED ENERGY MATERIALS, 2022, 6 (01) :564-572
[24]   Synthesis of aromatic poly(ether ketone)s bearing optically active macrocycles through Suzuki coupling polymerization [J].
Maeyama, Katsuya ;
Yamashita, Kenji ;
Saito, Hiromu ;
Aikawa, Shunichi ;
Yoshida, Yasuhiko .
POLYMER JOURNAL, 2012, 44 (04) :315-320
[25]   Synthesis of aromatic poly(ether ketone)s bearing optically active macrocycles through Suzuki coupling polymerization [J].
Katsuya Maeyama ;
Kenji Yamashita ;
Hiromu Saito ;
Shunichi Aikawa ;
Yasuhiko Yoshida .
Polymer Journal, 2012, 44 :315-320
[26]   Synthesis of aromatic poly(ether ketone)s bearing 9,9-dialkylfluorene-2,7-diyl units through nucleophilic aromatic substitution polymerization [J].
Maeyama, Katsuya ;
Ito, Shin-nosuke .
POLYMER BULLETIN, 2018, 75 (12) :5763-5776
[27]   Synthesis and properties of novel random copolymers of poly (ether ketone ether ketone ketone)-poly(ether ketone imide) [J].
Huang, Bin ;
Sun, Yongfeng ;
Wang, Guixia ;
Cai, Mingzhong .
JOURNAL OF POLYMER RESEARCH, 2013, 20 (02)
[28]   Synthesis of organosoluble chitosan derivatives with polyphenolic side chains [J].
Morimoto, Minoru ;
Nakajima, Takahiro ;
Ishikura, Masayuki ;
Shigemasa, Yoshihiro ;
Ifuku, Shinsuke ;
Saimoto, Hiroyuki .
CARBOHYDRATE POLYMERS, 2012, 90 (03) :1259-1264
[29]   Synthesis and properties of novel copolymers of poly(ether ketone biphenyl ketone ether ketone ketone) and poly(ether ketone sulfone amide) [J].
Wang, Yu ;
Wang, Pingping ;
Xu, Qiang ;
Yan, Tao ;
Cai, Mingzhong .
JOURNAL OF POLYMER RESEARCH, 2014, 21 (08)
[30]   All-Atom Molecular Dynamics Simulations of the Temperature Response of Poly(glycidyl ether)s with Oligooxyethylene Side Chains Terminated with Alkyl Groups [J].
Terada, Erika ;
Isono, Takuya ;
Satoh, Toshifumi ;
Yamamoto, Takuya ;
Kakuchi, Toyoji ;
Sato, Shinichiro .
NANOMATERIALS, 2023, 13 (10)