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Abstract

Fluorinated in situ polymerization of monomeric reactants (PMR) polyimide resins with improved melt processability and impact toughness were prepared from the diethyl ester of 3,3^',4,4^'-benzophenonetetracarboxylic acid and the aromatic diamine 4,4^'-bis(4-amino-2-trifluoromethylphenoxy)biphenyl (6FBAB) with the monoethyl ester of 5-norbornene-2, 3-dicarboxylic acid as the molecular-weight-controlling and reactive endcapping agent. Effects of the calculated molecular weights (calc’d M _n values) on the resin melt processability and the thermal and mechanical properties of the thermally cured polyimides were systematically investigated. It was found that the fluorinated PMR resins with calc’d M _n of ≤ 2500 g mol^-1 exhibited higher melt processability than the conventional PMR-15. After thermally cured, the thermoset polyimides displayed high thermal stability with the decomposition temperature at 5% weight loss (T ₅) of > 62; 450^°C, the glass transition temperature (T _g) of 273—326^° C, and good mechanical properties. Carbon-fiber-reinforced composites fabricated from the representative polyimide showed outstanding mechanical properties both at ambient and elevated temperatures as well as high impact toughness at room temperature.

Keywords

Fluorinated PMR polyimide resins melt processability thermal properties mechanical properties

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References

Serafini TT , Delvigs P. and Lightsey GR Thermally stable polyimides from solutions of monomeric reactants. J Appl Polym Sci 1972;. 16: 905-915.

Pater RH Thermosetting polyimides: a review. SAMPE J 1994; 30: 29-38.

Meador MA Recent advances in the development of processable high-temperature polymers . Annu Rev Mater Sci 1998; 28: 599-630.

Wilson D. PMR-15 processing, properties and problems-a review. Br Polym J 1988; 20: 405-416.

Yokota R. , Yamamoto S. , Yano S. , et al. Molecular design of heat resistant polyimides having excellent processability and high glass transition temperature. High Perform Polym 2001; 13: S61-S72.

Simone CD and Scola DA Phenylethynyl end-capped polyimides derived from 4,4'-(2,2,2-trifluoro-1-phenylethylidene)diphthalic anhydride, 4,4'-(hexafluoroisopropylidene) diphthalic anhydride, and 3,3',4,4'-biphenylene dianhydride: structure-viscosity relationship. Macromolecules 2003; 36: 6780-6790.

Smith Jr JG , Connell JW , Hergenrother PM , Ford LA and Criss JM Transfer molding imide resins based on 2,3,3', 4'-biphenyltetracarboxylic dianhydride, Macromol Symp 2003; 199: 401-418.

Tamai S. , Yamashita W. and Yamaguchi A. Processable poly (keto-imide)s having bulky pendent ether groups. High Perform Polym 1998; 10: 1-10.

Chen JS , Qu XM , Liu JG , Yang HX , Fan L. and Yang SY Novel phenylethynyl-endcapped polyimide oligomers: synthesis and characterization . Polym Eng Sci 2008; 48: 918-924.

10.

Chuang KC , Vannucci RD , Ansari I. , Cerny LL and Scheiman DA High flow addition curing polyimides. J Polym Sci Part A: Polym Chem 1994; 32: 1341-1350.

11.

Wang K. , Yang SY , Fan L. , Zhan MS and Liu JG Preparation and properties of molecular-weight-controlled polyimides derived from 1,4-bis(4-amino-2-trifluoromethylphenoxy)-benzene and 4,4'-oxydiphthalic anhydride. J Polym Sci Part A: Polym Chem 2006; 4: 1997-2006.

12.

Zuo HJ , Chen JS , Hu AJ , Fan L. and Yang SY Meltable phenylethynyl-capped oligoimide resins derived from 1, 4-bis(4-amino-2-trifluoromethylphenoxy)benzene and 3,4'-oxydianiline. Eur Polym J 2007; 43: 3892-3903.

13.

Chen JS , Zuo HJ , Fan L. and Yang SY Synthesis and properties of novel meltable fluorinated aromatic oligoimides endcapped with 4-phenylethynylphthalic anhydride, High Perform Polym 2009; 21: 187-204.

14.

Yang CP , Hsiao SH and Hsu MF Organosoluble and light-colored fluorinated polyimides from 4,4'-Bis(4-amino-2-trifluoromethylphenoxy) biphenyl and aromatic dianhydrides. J Polym Sci Part A: Polym Chem 2002; 40: 524-534.

15.

Yang CP , Su YY and Chen YC Colorless poly(ether-imide)s deriving from 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride(BPADA) and aromatic bis(ether amine)s bearing pendent trifluoromethyl groups. Eur Polym J 2006; 42: 721-732.

16.

Yang CP and Su YY Colorless polyimides from 2,3, 3'4'-biphenyltetracarboxylic dianhydride (α-BPDA) and various aromatic bis(ether amine)s bearing pendent trifluoromethyl groups . Polymer 2005; 46: 5797-5807.

17.

Yang CP and Su YY Novel organosoluble and colorless poly(ether imide)s based on 3,3-bis[4-(3,4-dicarboxyphenoxy)phenyl]phthalide dianhydride and aromatic bis(ether amine)s bearing pendent trifluoromethyl groups. J Polym Sci Part A: Polym Chem 2006 ; 44: 3140-3152.

18.

Wang K. , Fan L. , Liu JG , Zhan MS and Yang SY Preparation and properties of melt-processable polyimides based on fluorinated aromatic diamines and aromatic dianhydrides. J Appl Polym Sci 2008; 107: 2126-2135.

19.

Jordan K. and Iroh JO Effect of isothermal aging on the imidization of PMR-15. Polym Eng Sci 1996; 36: 2550-2555.

20.

Tung CM and Dynes PJ Relationship between viscoelastic properties and gelation in thermosetting systems. J Appl Polym Sci 1982; 27: 569-574.

21.

Xiao TJ , Gao SQ , Hu AJ , Wang XC and Yang SY Thermosetting polyimides with improved impact toughness and excellent thermal and thermo-oxidative stability. High Perform Polym 2001; 13: 287-299.

22.

Johnston NJ , Srinivasan K. and Pater RH Toughening of PMR composites by gradient semi-interpenetrating networks, Proc 37th SAMPE Symp and Exhibition 1992; 37: 690-704.

Fluorinated PMR polyimides with improved melt processability and impact toughness

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