Synthesis and properties of novel organosoluble polyimides derived from bis[3-(4-amino-2-trifluoromethylphenoxy) phenyl] ether

Yang, Fengchun; Zhao, Jiujiang; Li, Yanfeng; Zhang, Shujiang; Shao, Yu; Shao, Hao; Ma, Tao; Gong, Chenliang

doi:10.1016/j.eurpolymj.2009.03.021

Cited by 35 publications

(13 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Recently, considerable attention has been devoted to fluorinated aromatic polyimides, especially trifluoromethyl‐containing polyimides,25–36 which are usually derived from trifluoromethyl‐substituted bis(ether amine)s. It has been demonstrated that the introduction of bulky trifluoromethyl pendant groups into the polyimide backbone results in great benefits in terms of improving polymer solubility as well as optical transparency and dielectric performance, which is attributed to the low polarizability of the CF bond and the increase in free volume.…”

Section: Introductionmentioning

confidence: 99%

Organosoluble, low‐dielectric‐constant fluorinated polyimides based on 9,9‐bis[4‐(4‐amino‐2‐trifluoromethyl‐ phenoxy)phenyl]xanthene

Sheng

Lai

et al. 2011

Polymer International

View full text Add to dashboard Cite

A new trifluoromethylated bis(ether amine) monomer, 9,9-bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]xanthene (BATFPX), was prepared through the nucleophilic aromatic substitution reaction of 2-chloro-5-nitrobenzotrifluoride and 9,9-bis(4-hydroxyphenyl)xanthene in the presence of potassium carbonate, followed by catalytic reduction with hydrazine and Pd/C in ethanol. A series of novel fluorinated polyimides were synthesized from BATFPX with various commercially available aromatic tetracarboxylic dianhydrides by one-step polycondensation in m-cresol. The resulting polyimides were readily soluble in many organic solvents such as N,N-dimethylacetamide and tetrahydrofuran, and afforded transparent, flexible and strong films with low moisture absorption (0.28-0.51%), low dielectric constant (2.85-3.26 at 1 MHz) and good optical transparency with UV-visible absorption cut-off wavelengths at 352-410 nm. All the polyimides were amorphous and exhibited high thermal stability, with glass transition temperatures of 282-330 • C, 5% weight loss temperatures above 520 • C in nitrogen or air and char yields higher than 55% at 800 • C in nitrogen. Also, these polyimides had good mechanical properties with tensile strengths of 93-118 MPa, elongations at break of 9-16% and initial moduli of 2.07-2.58 GPa.

show abstract

Section: Introductionmentioning

confidence: 99%

Organosoluble, low‐dielectric‐constant fluorinated polyimides based on 9,9‐bis[4‐(4‐amino‐2‐trifluoromethyl‐ phenoxy)phenyl]xanthene

Sheng

Lai

et al. 2011

Polymer International

View full text Add to dashboard Cite

show abstract

“…Among various side groups, trifluoromethyl is the most popular one used to improve the solubility and not dramatically destroy the inherent thermal stability of polyimides . Polyimides containing trifluoromethyl side groups reported recently are most highly soluble in strong polar solvent DMAc, and some even dissolve in the low boiling point solvent CHCl 3 or CH 2 Cl 2 . However, the cost of introducing trifluoromethyl into polyimides is ordinarily increased and limited their wide applications.…”

Section: The Effects Of Side Groups On Physical Properties Of Polyimidesmentioning

confidence: 99%

“…Here, we compare the effects of various side groups, including aromatic groups, trifluoromethyl, aromatic heterocyclic groups, tert ‐butyl, and linear alkyls on the thermal stability of the corresponding polyimides. Polyimides with aromatic side groups or trifluoromethyl usually keep their inherent high thermal stability, for example, polyimides containing phenyls or naphthyls are stable up to 519 °C and ones containing trifluoromethyls are stable up to 500 °C . However, polyimides containing aromatic heterocyclic groups or linear alkyls often display relatively low thermal stability, for example, polyimides with side pyridyl showed an obvious decomposition at around 300 °C, and ones with –C 12 H 25 started to decompose at about 400 °C .…”

Section: The Effects Of Side Groups On Physical Properties Of Polyimidesmentioning

confidence: 99%

Polyimides with side groups: Synthesis and effects of side groups on their properties

Lee

Huang

Yan

2016

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

Polyimides are a class of well‐known high‐performance polymers combined the excellent mechanical, electrical, and thermal properties and widely applied in many high‐tech fields. Traditional polyimides can only be processed in the state of soluble intermediates with a hazardous step of cyclodehydration and elimination of a nonvolatile polar solvent. Therefore, a great effort has been devoted to the development of soluble polyimides that can be processed in the full imidation state. The incorporation of side groups into the polyimide backbone is an efficient approach to resolve above problems with a little sacrifice of its inherent merits. The subtle variation of side groups in polyimide backbones has allowed researchers to tune their final properties. In particular, some special side groups can endow polyimides the specific property or functionality to broaden their application fields. In this article, we summarize the synthesis of polyimides with side groups in recent 20 years and further discuss the effect of side groups on their physical and specific properties. The future research directions of polyimides with side groups are also discussed. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 533–559

show abstract

“…The preparation of BHD was carried out according to the procedure given in the literature [31]. 1 H NMR spectrum of BHD showed a signal at 10.84 ppm related to the phenolic hydroxyl.…”

Section: Synthesis and Characterization Of Diamine (Tfia)mentioning

confidence: 99%

Novel para-linked and CF3-substituted poly(amide-ether-imidazole)s: Solubility, optical and thermal properties

Ghaemy

Berenjestanaki

2012

Journal of Fluorine Chemistry

View full text Add to dashboard Cite

Synthesis and properties of novel organosoluble polyimides derived from bis[3-(4-amino-2-trifluoromethylphenoxy) phenyl] ether

Cited by 35 publications

References 19 publications

Organosoluble, low‐dielectric‐constant fluorinated polyimides based on 9,9‐bis[4‐(4‐amino‐2‐trifluoromethyl‐ phenoxy)phenyl]xanthene

Organosoluble, low‐dielectric‐constant fluorinated polyimides based on 9,9‐bis[4‐(4‐amino‐2‐trifluoromethyl‐ phenoxy)phenyl]xanthene

Polyimides with side groups: Synthesis and effects of side groups on their properties

Novel para-linked and CF3-substituted poly(amide-ether-imidazole)s: Solubility, optical and thermal properties

Contact Info

Product

Resources

About