Properties of Poly(arylene ether ketone)s Containing N-Alkylcarbazole in Main Chains

doi:10.11944/j.issn.1000-0518.2015.04.140253

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (4): 379-385.DOI: 10.11944/j.issn.1000-0518.2015.04.140253

• Full Papers • Previous Articles Next Articles

Properties of Poly(arylene ether ketone)s Containing N-Alkylcarbazole in Main Chains

WANG Feifei^{a, b}, WANG Zhipeng^{a, b}, WANG Honghua^a, ZHOU Guangyuan^{a, *}

^aKey Laboratory of Polymer Ecomaterials,Changchun Institute of Applied Chemistry,Chinese Academy of Science,Changchun 130022,China
^bUniversity of Chinese Academy of Science,Beijing 100049,China

Received:2014-07-21 Revised:2014-09-15 Published:2015-04-10 Online:2015-04-10
Contact: Corresponding author:ZHOU Guangyuan, professor; Tel/Fax:0431-85262204; E-mail:gyzhou@ciac.ac.cn; Research interests:poly(arylene ether ketone)s with high performance, polyolefin, biodegradable polyesters
Supported by:
Supported by Jilin Province Science and Technology Development Program(No.20130204029GX)

Abstract

Abstract:

Several basic physical properties of poly(arylene ether ketone)s containing N-alkylcarbazole(PPCzE, PPCzB and PPCzH) were studied in comparison with the corresponding analog, commercialized phenolphthalein poly(ether ketone)(PEK-C). Strong UV absorption and blue light emission ability are exhibited by these polymers due to the introduction of carbazole structure. The water contact angle of polymers(87°~103°) is greater than that of PEK-C(76°), because of the hydrophobic nature of alkyl groups. While at the same time, these polymers have higher water uptake capabilities than PEK-C which is probably due to their larger chain distance. In addition, these polymers exhibit good dimensional stability(linear thermal expansion coefficient 6.4×10^-5 ℃^-1) and electrical insulating(volume resistivity 10¹⁶ Ω·cm) property. Young's modulus, tensile strength and elongation at break of these polymers are in the range of 1.9~2.0 GPa, 72.5~75.0 MP and 6.5%~7.2%, respectively. Dynamic mechanical analysis shows that PPCzE remains good tensile property at the temperature up to 225 ℃.

Key words: poly(arylene ether ketone), carbazole, side alkyl, fluorescent, water contact angle, tensile property

CLC Number:

O633.1

WANG Feifei, WANG Zhipeng, WANG Honghua, ZHOU Guangyuan. Properties of Poly(arylene ether ketone)s Containing N-Alkylcarbazole in Main Chains[J]. Chinese Journal of Applied Chemistry, 2015, 32(4): 379-385.

References

[1] Rose J B,Staniland P A. Thermoplastic Aromatic Polyetherketones:US,4320224.X[P],1982-03-16.
[2] Hergenrother P M. The Use, Design, Synthesis, and Properties of High Performance/High Temperature Polymers:An Review[J]. High Perform Polym ,2003,15(1):3-45.
[3] ZHAO Chun,ZHANG Yulong. Poly(ether ether ketone)[M]. Beijing:Chemical Industry Press,2008:141-163(in Chinese). 赵纯,张玉龙. 聚醚醚酮[M]. 北京:化学工业出版社,2008:141-163.
[4] Sumiko M,Nobuhiro K,Toshikazu T. Synthesis and Properties of Novel Aromatic Poly(thioether-ketone)s as Sulfur-Containing High-Performance Polymers[J]. Macromolecules ,2001,34(9):2848-2853.
[5] Howard M C,Philip H,Francoics P V, et al . Reversible, Nondegradative Conversion of Crystalline Aromatic Poly(ether ketone)s into Organic-Soluble Poly(ether dithioketal)s[J]. Macromolecules ,2009,42(6):1955-1963.
[6] JIAN Xigao,WANG Jinyan. Progress on High Performance Engineering Plastics Containing Phthalazinone Moieties and Their Applications[J]. Mater China ,2012,31(2):16-23(in Chinese). 蹇锡高,王锦艳. 含二氮杂萘酮联苯结构高性能工程塑料研究进展[J]. 中国材料进展,2012,31(2):16-23.
[7] Hergenrother P M,Jensen B J,Havens S J. Poly(arylene ether)[J]. Polymer ,1988,29(2):358-369.
[8] Mami O,Toshikazu T,Takeshi E. Synthesis of a Novel Naphthalene-Based Poly(arylene ether ketone) with High Solubility and Thermal Stability[J]. Macromolecules ,1994,27(12):3447-3448.
[9] ZHANG Haichun,CHEN Tianlu,YUAN Yagui. Synthesis of Novel Poly(ether ketone) Containing Phenolphthalein:CN,85108751.X[P],1987-06-03(in Chinese). 张海春,陈天禄,袁雅桂. 合成带有酞侧基的聚醚醚酮:中国,85108751.X[P],1987-06-03.
[10] Andria F,Eric F. Soluble, Semi-crystalline PEEK Analogs Bsed on 3,5-Difluorobenzophenone:Synthesis and Characterization[J]. Polymer ,2012,53(12):2327-2333.
[11] Wang F F,Wang Z P,Wang H H, et al . Synthesis and Characterizations of Soluble PAEKs with High Glass Transition Temperature Based on 3,6-Bi(4-fluorobenzoyl)- N -alkylcarbazole[J]. Polym Int ,2015,64(2):258-266.
[12] ZHANG Feifei,ZHOU Chenghe,YAN Jianping. New Progress of Researches in Carbazole Compounds[J]. Chinese J Org Chem ,2010,30(6):783-796(in Chinese). 张飞飞,周成合,颜建平. 咔唑类化合物研究新进展[J]. 有机化学,2010,30(6):783-796.
[13] BA Jinyu. Preparation and Properties of Low Dielectric Constant Poly(aryl ether ketone)s Containing Long Aliphatic Side Chains[M]. Changchun:Jilin University,2008(in Chinese). 巴金玉. 含长脂肪侧链的低介电常数聚芳醚酮的制备及性能研究[M]. 长春:吉林大学,2008.

[1]	Jia-Mei GENG, Su-Fang MA, Wen LIU, Hai-Peng DIAO, Zhi-Fang WU, Si-Jin LI. Liver-Targeted Fluorescent Probes for Specific Detection of ONOO^- in HepG2 Cells [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 441-448.
[2]	Song-Song XUE, Zheng-Feng XIE, Jia-Wei HE, Tian-Yi ZHANG, Bao-Ping XIA, Yu-Qin LI. Synthesis of Sulfonylhydrazone Probe with High Selectivity and Rapid Identification of Hg（Ⅱ） Ion and Its Application in Adsorption [J]. Chinese Journal of Applied Chemistry, 2022, 39(5): 760-768.
[3]	Rui HUANG, Chang-Qing YE, Ya-Jun LI, Mong-Feng CHIOU, Da-Liang LI, Hong-Li BAO. Progress of Mitochondria⁃Targeted Near⁃Infrared HClO/ClO^- Fluorescent Probes [J]. Chinese Journal of Applied Chemistry, 2022, 39(3): 407-424.
[4]	Cheng-Lu ZHANG, Yi-Ming WANG, Zhi-Xuan REN, Lu LI, Yu-Qing LI, Fu-Lu SONG. Fluorescent Probe for Rapid Detection of H₂S with Benzimidazole Naphthalimide as the Core [J]. Chinese Journal of Applied Chemistry, 2022, 39(3): 489-497.
[5]	Si-Wei YU, Liang-Peng WANG, Ri-Zhe JIN, Chuan-Qing KANG. Recognition of ClO^－ and Cellular Imaging with Xanthene-based Fluorescent Probes [J]. Chinese Journal of Applied Chemistry, 2022, 39(12): 1903-1911.
[6]	HUANG Yi-Wen, WANG Li-Yan, ZHAO Bing, SONG Bo. Synthesis of Water Soluble Methoxynaphthene Hemicine for Detection of Chromium(Ⅲ) Ion [J]. Chinese Journal of Applied Chemistry, 2021, 38(11): 1503-1511.
[7]	LIU Qiao-Ling, REN Bo-Rong, LIU Rui-Rong, LI Yu-Xia, WANG Gui-Xiang, REN Zi-Wei, DONG Chuan. N-Doped Carbon Dots with Ratio Fluorescent Detection for Ag⁺ [J]. Chinese Journal of Applied Chemistry, 2021, 38(11): 1512-1520.
[8]	CHEN Songhua, CHEN Xin, LIU Yongqi, HE Meiyun, FU Shanshan, PENG Li, YANG Jien. Self-assembly and Luminescence Properties of Intramolecular Charge Transfer Compound of Carbazole Derivatives [J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1022-1029.
[9]	DONG Zhiyun, LIU Yang, WANG Yingjin, ZHAO Sanhu, XI Fugui. Naphthalimide-Benzimidazolium Based Fluorescent Chemosensor for Highly Selective Recogniton of H₂PO^-₄ [J]. Chinese Journal of Applied Chemistry, 2020, 37(7): 839-846.
[10]	XIE Xingqin. Interaction Mechanism Between Thiourea Aryl Iridium Anticancer Complex and Bovine Serum Albumin [J]. Chinese Journal of Applied Chemistry, 2020, 37(5): 604-610.
[11]	CAI Fengze, XU Yongling, ZHOU Le, XU Bingsong, CHEN Hao, SUN Jianqiang, LI Di, WANG Hui. Synthesis and Properties of Red-Emitting Fluorescence Probe for Viscosity Detection [J]. Chinese Journal of Applied Chemistry, 2020, 37(4): 440-446.
[12]	DONG Ziyue, ZHOU Xiaoxia, ZHAO Xiaohui, YE Daying, AN Yue. A Heterocyclic Aromatic Halide Small Molecule Fluorescent Probe for the Detection of 2,4,6-Trinitrophenol [J]. Chinese Journal of Applied Chemistry, 2020, 37(3): 332-339.
[13]	ZENG Huijuan, LIN Meijuan, LIU Chao, CHEN Longjie, ZHANG Yushan, LING Qidan. White Phosphorescent Star-Shape Polymers Derived from Poly(fluorene-carbazole) with Green-Yellow Iridium Complex as the Cores [J]. Chinese Journal of Applied Chemistry, 2020, 37(1): 16-23.
[14]	DONG Zhiyun, ZHANG Xiaoyu, ZENG Zhengquan, XI Fugui. Anthracene-Benzimidazolium Based Fluorescent Chemosensor for Highly Selective Recogniton of H₂PO₄^- [J]. Chinese Journal of Applied Chemistry, 2020, 37(1): 80-87.
[15]	GAO Man, HE Xin, CUI Jingnan, LIU Tao, TIAN Zhenhao, HE Shengui. A Coumarin-Based Fluorescent Probe for Rapid Detection of Endogenous Formaldehyde [J]. Chinese Journal of Applied Chemistry, 2019, 36(9): 1053-1060.

Properties of Poly(arylene ether ketone)s Containing N-Alkylcarbazole in Main Chains

RichHTML

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments