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
[31]   Synthesis and properties of poly(aryl ether ketone)s with 2,6-diphenylpyridyl moieties and 4-trifluoromethylphenyl side groups [J].
Li, Xiao ;
Liu, Xiao-Ling ;
Cheng, Li-Ji ;
Jiang, Jian-Wen ;
Sheng, Shou-Ri .
JOURNAL OF FLUORINE CHEMISTRY, 2014, 157 :30-34
[32]   Novel poly(arylene ether ketone)s containing sulfonic/carboxylic groups: Synthesis and properties [J].
Guo, Meimei ;
Liu, Baijun ;
Guan, Shaowei ;
Liu, Chang ;
Qin, Hongyi ;
Jiang, Zhenhua .
JOURNAL OF MEMBRANE SCIENCE, 2010, 362 (1-2) :38-46
[33]   Synthesis of Organosoluble Poly(arylene ether)s via Ullmann Etherification Polymerization [J].
Tanaka, Soichi ;
Maeyama, Katsuya .
CHEMISTRY LETTERS, 2023, 52 (04) :296-298
[34]   Synthesis and Characterization of Copolymers of Poly(aryl ether ketone amide) and Poly(aryl ether ketone ketone) [J].
Zhu, Meihua ;
Sun, Yongfeng ;
Cai, Mingzhong .
HIGH PERFORMANCE POLYMERS, 2010, 22 (07) :763-778
[35]   Synthesis and characterization of novel copolymers of poly(ether ketone ketone) and poly(ether ketone sulfone imide) [J].
Huang, Bin ;
Cheng, Shaojuan ;
Xi, Qin ;
Cai, Mingzhong .
POLYMER BULLETIN, 2012, 69 (06) :661-673
[36]   Trifluoromethylation of Carbonyl Groups in Aromatic Poly(ether ketone)s: Formation of Strongly Polar yet Surface-Hydrophobic Poly(arylenenecarbinol)s [J].
Leroux, Flavien ;
Bennett, Roger A. ;
Lewis, David F. ;
Colquhoun, Howard M. .
MACROMOLECULES, 2018, 51 (09) :3415-3422
[37]   Novel soluble aromatic poly(ether amide sulfone amide ether ketone ketone)s by electrophilic solution polycondensation [J].
Ding, Nengwen ;
Chen, Mengfei ;
Cai, Mingzhong .
HIGH PERFORMANCE POLYMERS, 2011, 23 (02) :132-140
[38]   Microwave Promoted Synthesis and Characterization of Isomeric Poly(ether ether ketone)s [J].
Li, Man ;
Zhang, Aiqing ;
Yin, Jun ;
Liew, Kong Yong .
POLYMER ENGINEERING AND SCIENCE, 2011, 51 (01) :23-27
[39]   SYNTHESIS AND PROPERTIES OF AROMATIC POLY(ETHER SULFONE)S AND POLY(ETHER KETONE)S BASED ON METHYL-SUBSTITUTED BIPHENYL-4,4'-DIOLS [J].
KEITOKU, F ;
KAKIMOTO, MA ;
IMAI, Y .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1994, 32 (02) :317-322
[40]   Synthesis of novel poly(phthalazinone fluorenyl ether ketone ketone)s with improved thermal stability and processability [J].
Bao, Feng ;
Zong, Lishuai ;
Li, Nan ;
Song, Yuanyuan ;
Pan, Yunxing ;
Wang, Jinyan ;
Jian, Xigao .
THERMOCHIMICA ACTA, 2020, 683