A novel benzimidazole‐containing phthalonitrile monomer with unique polymerization behavior

Abstract

A novel benzimidazole-containing phthalonitrile monomer (BIPN) was synthesized. The chemical structure of BIPN was confirmed by various spectroscopic techniques. Differential scanning calorimetry measurement revealed that the self-promoted polymerization reaction of the BIPN proceeds extremely sluggish and showed low polymerization exothermic effect. Subsequent rheological measurement displayed that the BIPN was able to keep a stable and low melt viscosity for 4 h at 300 C, 2 h at 310 C, and 50 min at 330 C. The derived BIPN polymers showed excellent thermal properties revealed by thermogravimetric analysis, which were better than those of the corresponding polymer derived from phthalonitrile monomer without benzimidazole moiety. IR analysis confirmed the occurrence of the triazine ring within the polymer crosslinking sites. V C 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: [4977][4978][4979][4980][4981][4982] 2012

Systematic study on highly efficient Thermal Synergistic Polymerization effect between alicyclic imide moiety and phthalonitrile: Scope, Properties and Mechanism

“…However, the polymerization of the neat resin is extremely sluggish, which limits their wide application [4][5]8]. To address this problem, considerable research efforts have been expended on the development for effective additions to accelerate the curing rate, for instance, Lewis acids such as phenols [7], strong organic acid [12], benzimidazole [8] and hydrogen imide [9], or Lewis bases such as organic amine [4].…”

“…In addition, phthalonitrile monomers and oligomers possess a low complex melt viscosity (0.01~1 Pa.s) which enables facile processing by cost effective, non-autoclavable processing techniques [8][9][10]. The combination of good processability and excellent high-temperature properties makes the phthalonitirles attractive for many military and civilian advanced technological applications [1][2][3][4][5][6][7][8][9][10][11].…”

Preparation of poly{styene-co-4-(4-vinylphenoxy) phthalonitrile} nicrospheres by a new approach of “co-dissolution” and its function development

“…[20][21][22][23] Furthermore, 4-(4-vinylphenoxy) phthalonitrile is solid state at the preparation temperature. Thus we choose it as a representative solid functional vinyl monomer in this article.…”

The curing behavior and properties of phthalonitrile resins using ionic liquids as a new class of curing agents

“…In order to address this problem, considerable research efforts have been expended on the development for the curing agent. To date, lots of Lewis acids/bases curing agent, such as metallic salts, strong organic acids, strong organic acids/amine salts and active hydrogen-containing heterocyclic structures have been developed and used [8][9][10][11][12][13][14][15][16][17]. In addition to the traditional Lewis acids/bases, our laboratory also reported the cooperative curing effect between phthalonitrile and methyl tetrahydrophthalic anhydride end-capped imide compound (MODA) [18,19].…”