Novel fluorinated polyimides derived from 9,9-bis(4-amino-3,5-difluorophenyl)fluorene and aromatic dianhydrides

被引:36
作者
Wang, Chenyi [1 ]
Zhao, Xiaoyan [1 ]
Li, Guang [1 ]
Jiang, Jianming [1 ]
机构
[1] Donghua Univ, Coll Mat Sci & Engn, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 201620, Peoples R China
关键词
Fluorinated polyimides; Solubility; Dielectric constant; Optical transparency; SOLUBLE POLYIMIDES; POLY(ETHER IMIDE)S; THERMAL-PROPERTIES; POLYAMIDES;
D O I
10.1016/j.polymdegradstab.2009.06.013
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel fluorinated polyimides (PIs) were prepared from 9,9-bis(4-amino-3,5-difluorophenyl)fluorene with three aromatic dianhydrides via a one-step high-temperature polycondensation procedure. These obtained PIs showed excellent solubility and could be readily soluble in a variety of organic solvents such as NMP, DMAc, DMF, CHCl3, CH2Cl2 and THF. All the PIs could afford flexible and strong films with low dielectric constants (2.62-2.79 at 1 MHz) and low moisture absorptions (0.18-0.41%). Thin films of these PIs exhibited high optical transparency and light color, with the cutoff wavelength at 341-355 nm and transmittance higher than 80% at 450 nm. Meanwhile, these PIs possessed eminent thermal stability, with decomposition temperatures (T-d) above 570 degrees C in both air and nitrogen atmospheres and glass transition temperatures (T-g) beyond 376 degrees C. Moreover, these fluorinated PI films showed low surface free energy and hydro-oleophobic character. The contact angles on the films for water and glycerol were in the range of 102.3-107.9 degrees and 94.0-100.3 degrees, respectively. In comparison with the analogous PI non-containing fluorine group, these fluorinated PIs showed better solubility, higher optical transparency, lower dielectric constants and lower surface free energy. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1746 / 1753
页数:8
相关论文
共 38 条
[21]   Highly refractive and transparent polyimides derived from 4,4'-[m-sulfonylbis(phenylenesulfanyl)]diphthalic anhydride and various sulfur-containing aromatic diamines [J].
Liu, Jin-gang ;
Nakamura, Yasuhiro ;
Suzuki, Yasuo ;
Shibasaki, Yuji ;
Ando, Shinji ;
Ueda, Mitsuru .
MACROMOLECULES, 2007, 40 (22) :7902-7909
[22]   Synthesis and properties of soluble fluorinated poly(ether imide)s with different pendant groups [J].
Liu, Yu ;
Zhang, Yunhe ;
Guan, Shaowei ;
Li, Long ;
Jiang, Zhenhua .
POLYMER, 2008, 49 (25) :5439-5445
[23]   Low dielectric constant polymers for microelectronics [J].
Maier, G .
PROGRESS IN POLYMER SCIENCE, 2001, 26 (01) :3-65
[24]   POLYIMIDE DERIVED FROM 2,2'-BIS(TRIFLUOROMETHYL)-4,4'-DIAMINOBIPHENYL .1. SYNTHESIS AND CHARACTERIZATION OF POLYIMIDES PREPARED WITH 2,2-BIS(3,4-DICARBOXYPHENYL)HEXAFLUOROPROPANE DIANHYDRIDE OR PYROMELLITIC DIANHYDRIDE [J].
MATSUURA, T ;
HASUDA, Y ;
NISHI, S ;
YAMADA, N .
MACROMOLECULES, 1991, 24 (18) :5001-5005
[25]   Synthesis and properties of soluble polyimides based on isomeric ditrifluoromethyl substituted 1,4-bis(4-aminophenoxy)benzene [J].
Qiu, Zhiming ;
Wang, Junhua ;
Zhang, Quanyuan ;
Zhang, Suobo ;
Ding, Mengxian ;
Gao, Lianxun .
POLYMER, 2006, 47 (26) :8444-8452
[26]   Synthesis and properties of organosoluble polyimides based on 2,2′-diphenoxy-4,4′,5,5′-biphenyltetracarboxylic dianhydride [J].
Qiu, ZM ;
Zhang, SB .
POLYMER, 2005, 46 (05) :1693-1700
[27]   Synthesis and characterization of new polyimides containing pendent pentadecyl chains [J].
Sadavarte, Nilakshi V. ;
Halhalli, Mahadeo R. ;
Avadhani, C. V. ;
Wadgaonkar, Prakash P. .
EUROPEAN POLYMER JOURNAL, 2009, 45 (02) :582-589
[28]   Synthesis and properties of fluorinated polyimides from a new unsymmetrical diamine:: 1,4-(2′-trifluoromethyl-4′,4"-diaminodiphenoxy)benzene [J].
Shao, Yu ;
Li, Yan-Feng ;
Zhao, Xin ;
Wang, Xiao-Long ;
Ma, Tao ;
Yang, Feng-Chun .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (23) :6836-6846
[29]  
Souheng Wu, 1971, Journal of Polymer Science, Polymer Symposia, P19
[30]   Low dielectric polyimide/poly(silsesquioxane)-like nanocomposite material [J].
Tsai, MH ;
Whang, WT .
POLYMER, 2001, 42 (09) :4197-4207