Polyimidazopyrrolones: A new route to ladder polymer

Bell, Vernon L.; Pezdirtz, G. F.

doi:10.1002/pol.1965.110031202

Cited by 92 publications

(32 citation statements)

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“…[1][2][3][4][5][6] However, the poor processability caused by the rigidity of polymer backbone limits their practical application in advanced technology. Improvement in the processability of polypyrrolones was attempted by polycondensation of biphenyl or bridged biphenyl dianhydrides with corresponding aromatic tetraamines to yield semi-ladder structures, 3,[5][6][7][8] or by incorporation of imide or imidazole segment into polymer backbone to produce linear poly(benzimidazo-pyrrolone-imide)s. 3,9,10 The copolymer consisting of pyrrolone and imide segments resulted in, to some extent, improvements in solubility without sacrificing thermal and mechanical properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of PMR type poly(benzimidazopyrrolone‐imide)s

Wang

et al. 2001

J of Applied Polymer Sci

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PMR type poly(benzimidazopyrrolone-imide) or poly(pyrrolone-imide) (PPI) matrix resin was synthesized using the diethyl ester of 4,4Ј-(hexafluoroisopropylidene)-diphthalic acid (6FDE), 3,3Ј-diaminobenzidine, para-phenylenediamine, and monoethyl ester of cis-5-norbornene-endo-2,3-dicarboxylic acid (NE) in anhydrous ethyl alcohol with N-methylpyrrolidone. The homogeneous matrix resin solution (40 -50% solid) was stable for a storage period of 2 weeks and showed good adhesion with carbon fibers, which ensured production of prepregs. The chemical and thermal processes in the polycondensation of the monomeric reactant mixture were monitored by Fourier transform infrared spectroscopy, thermogravimetric analysis, differential scanning calorimetry, scanning electron microscopy, etc. Thermosetting PPI as well as short carbon fiber-reinforced polymer composites was accomplished at optimal thermal curing conditions. The polymer materials, after postcuring, showed excellent thermal stability, with an initial decomposition temperature Ͼ 540°C. Results of MDA experiments indicate that the materials showed Ͼ 70 -80% retention of the storage modulus at 400°C and glass transition temperatures as high as 440 -451°C.

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Section: Introductionmentioning

confidence: 99%

Synthesis and properties of PMR type poly(benzimidazopyrrolone‐imide)s

Wang

et al. 2001

J of Applied Polymer Sci

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“…2,6-Pyridinedicarboxyl chloride (16.32 g, 0.08 mol), dissolved in 20 mL of dry DMF, was then added dropwise to the reaction mixture over a period of 2 h. After the reaction was allowed to continue for 6 h, the reaction mixture was poured into 400 mL of water. The precipitate was filtered, dried, and recrystallized from DMF-H 2 …”

Section: Synthesis Of 26-bis[(m-nitro-p-aminophenyl) Carboxamido]pyrmentioning

confidence: 99%

“…[1][2][3][4][5][6][7] Therefore, some efforts to improve the processability and flexibility of polypyrrolones, including the polycondensation of biphenyl or bridged biphenyl dianhydrides with aromatic tetraamines to yield semiladder structures [4][5][6]8 and the incorporation of imide or imidazole segments into the polymer backbone to produce linear poly(benzimidazopyrrolone imide)s, 4,[9][10][11][12] have been made; these studies have found that copolymers consisting of pyrrolone and imide segments resulted in, to some extent, an improvement in the processability without the sacrifice of thermal and mechanical properties. However, the poor processability and flexibility of polypyrrolones is still an unanswered problem.…”

Section: Introductionmentioning

confidence: 98%

Synthesis and properties of novel poly(benzimidazopyrrolone amide)s containing pyridine moieties

Wang

Gong

et al. 2008

J of Applied Polymer Sci

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A series of new poly(benzimidazopyrrolone amide) (PPA) copolymers were synthesized by a two-step procedure, which was the solution polycondensation of a novel pyridine-containing tetraamine with various aromatic dianhydrides at a room temperature and cyclization of the resulting prepolymers at a high temperature, respectively. The resulting prepolymers from the solution polycondensation, that is, poly(amide amino acid)s (PAAAs), had inherent viscosities of 0.82-0.91 dL/ g; then, tough and flexible PPA films could be successfully prepared by the casting of the PAAA solutions onto a glass substrate followed by thermal curing with a program temperature procedure up to 3508C. The obtained PPA films exhibited not only excellent thermal properties with onset decomposition temperatures in the range 502-5218C, glass-transition temperatures in the range 299-3378C, and residual weight retentions at 7008C in air of 29.1-34.8% but also good mechanical properties with tensile strengths of 102.1-115.9 MPa and elongations at break of 6.8-7.4%.

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“…Two additional types, or classes, of polymers have been reported recently which are structurally related to both PBI and PI ( References 19,20,21,22 and 23). These also appear to have outstanding thermal behavior.…”

Section: Introductionmentioning

confidence: 99%