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Abstract

A novel carborane-containing imide monomer (CB-PEPA) was synthesized and used as a modifier for phenylethynyl-terminated imide oligomer (PI-mPDA) to study the effect on the performance of the oligomers and thermosetting polyimide materials. The curing behavior of the blends of CB-PEPA and PI-mPDA was investigated by differential scanning calorimetry (DSC). It showed that CB-PEPA had a melting point at 183°C. Nonisothermal DSC showed that imide monomer had higher activation energy than that of bifunctional imide oligomer. Rheometer study showed that the monomer CB-PEPA could be used as a reactive diluent for PI-mPDA to reduce the minimum melt viscosity and broaden the process window of imide system. Thermogravimetric analysis showed that the char yield of resin increased with the addition of CB-PEPA. The resin derived from a 25 wt% CB-PEPA loading in PI-mPDA exhibited a high char yield of 81.0% at 800°C in nitrogen. Due to the steric hindrance and rigid group of carborane, the T_g of composites also increased with the addition of CB-PEPA. Composites derived from a 10 wt% CB-PEPA loading in PI-mPDA exhibited the relatively higher flexural strength and interlaminar shear strength.

Keywords

Carborane imide monomer modifier melt processability thermal and mechanical properties

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References

Fan

. Thermoset polyimide matrix resins with improved toughness and high T_g for high temperature carbon fiber composites. High Perform Polym 2011; 23: 281–289.

Zhang

. Synthesis and properties of novel organosoluble polyimides derived from 1,4-bis[4-(3,4-dicarboxylphenoxy)]triptycene dianhydride and various aromatic diamines. Polymer 2007; 48: 6246–6253.

Liaw

Wang

Huang

. Advanced polyimide materials: syntheses, physical properties and applications. Prog Polym Sci 2012; 37: 907–974.

Roberts

Apple

Wnek

. Curing chemistry of phenylethynyl-terminated imide oligomers: synthesis of 13C-lableled oligomers and solid-state NMR studies. J Polym Sci A: Polym Chem 2000; 38: 3486–3497.

Sun

Wang

. Phenylethynyl-terminated imide oligomers derived from thioetherdiphthalic anhydride isomers with decreased melt viscosities. High Perform Polym 2016; 28: 927–935.

Simone

Scola

. Modification of PETI-5 K imide oligomers: effect on viscosity. High Perform Polym 2003; 15: 473–501.

Zhou

Chen

Kanbara

. Isomeric dianhydrides based modified phenylethynyl-terminated addition-type imide oligomers. High Perform Polym 2005; 17: 193–212.

Meng

Yan

. Thermosetting polyimides and composites based on highly soluble phenylethynyl-terminated isoimide oligomers. RSC Adv 2014; 4: 37458–37469.

Yang

Fan

. Fluorinated phenylethynyl terminated imide oligomers with reduced melt viscosity and enhanced melt stability. Polymer 2011; 52: 138–148.

10.

Rao

Dang

Zhou

. Design and synthesis of a tribranched phenylethynyl-terminated aryl ether compound and its use as a reactive diluent for PETI-5. J Polym Sci Part A: Polym Chem 2007; 45: 4844–4854.

11.

Ohta

Goto

Endo

. New synthetic method of 1,2-diaryl-1,2-dicarba-closo-dodecaboranes employing aromatic nucleophilic substitution (S_NAr) reaction. Tetrahedron Lett 2005; 46: 483–485.

12.

Men

Cheng

Chen

. Curing behavior and thermal properties of epoxy resin cured by aromatic diamine with carborane. High Perform Polym 2014; 27: 497–509.

13.

Walker

JBE

Rice

Beacher

. Preparation and properties of monolithic and composite ceramics produced by polymer pyrolysis. Am Cer Soc Cer Bull 1983; 62: 916–923.

14.

Kolel-Veetil

Keller

. Formation of elastomeric network polymers from abient heterogeneous hydrosilations of carboranylenesiloxane and branched siloxane monomers. J Polym Sci A: Polym Chem 2006; 44: 147–155.

15.

Sundar

Keller

. Linear diacetylene polymers containing bis(dimethylsilyl)phenyl and/or bis(tetramethyldisiloxane)carborane residue: their synthesis, characterization and thermal and oxidative properties. J Polym Sci Part A: Polym Chem 1997; 35: 2387–2394.

16.

Zeng

. Synthesis and characterization of carborane-containing polyester with excellent thermal and ultrahigh char yield. J Appl Polym Sci 2016; 133(46): 44202. DOI: 10.1002/app.44202.

17.

Xing

Zhang

. Syntheses of novel soluble carborane polyimides with ultrahigh thermal stability. Polym Int 2015; 64: 1715–1721.

18.

Cheng

Han

Wang

. Oxidatively stable thermosets derived from thermal copolymerization of acetylene-terminated imide monomer with an acetylenic monomer containing carborane. Polymer 2017; 115: 96–105.

19.

Sheng

Zong

Yuan

. Synthesis and thermal properties of an acetylenic monomer containing boron and silicon. RSC Adv 2016; 6: 88403–88410.

20.

Kissinger

. Reaction kinetics in differential thermal analysis. Anal Chem 1957; 29: 1702–1706.

21.

Kissinger

. Variation of peak temperature with heating rate in differential thermal analysis. J Res Nat Bur Stand 1956; 57: 217–221.

22.

Ozawa

. A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn 1965; 38: 1881–1886.

23.

Seurer

Vij

Haddad

. Thermal transitions and reaction kinetics of polyhedral silsesquioxane containing phenylethynylphthalimides. Macromolecules 2010; 43: 9337–9347.

24.

Morgan

. Thermal cure of phenylethynyl-terminated AFR-PEPA-4 imide oligomer and a model compound. J Appl Polym Sci 2006; 101: 4446–4453.

25.

Yue

. Thermal curing of novel carborane-containing phenylethynyl terminated imide oligomers. RSC Adv 2015; 5: 98010–98019.

26.

Roller

Gillham

. Linear polycarboranesiloxanes. Polym Eng Sci 1974; 14: 567–572.

27.

Keller

. Oxidative protection of carbon fibers with poly(carborane-siloxane-acetylene). Carbon 2002; 40: 225–229.

28.

Huang

Zhang

. Greatly enhanced thermo-oxidative stability of polybenzoxazine thermoset by incorporation of m-carborane. J Polym Sci Part A: Polym Chem 2015; 53: 973–980.

Synthesis and characterization of a carborane-containing monofunctional imide monomer as a modifier for imide oligomer

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