p-Xylylenediamine and New Polyimides Derived from It

Zhubanov, K. A.; Abildin, T. S.; Bizhanova, N. B.; Zhubanov, B. A.; Кравцова, В. Д.

doi:10.1023/b:rjac.0000008307.50543.8b

Cited by 5 publications

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“…Dianhydrides of tricyclodecentetracarboxylic acid are the initial monomers for the preparation of various thermostable polymers, including polyimides [20,21]. Earlier polyimides based on p-XDA and the dianhydride could not be synthesized efficiently due to the absence of any effective synthetic procedures (Sheme 2).…”

Section: Resultsmentioning

confidence: 99%

p-Xylylenediamine and Its New Polyimides

et al. 2016

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p-Xylylenediamine was synthesized with high yield through a hydrogenization of dinitrile of terephthalic acid. The effect of catalyst and solvent on the yield of the product was studied. The hydrogenization was carried out on skeletal catalysts based on alloy of Reney nickel Ni:Al (1:1) in aliphatic alcohols (C1-C4) at 4.0 MPa and 60 oC. New alkanearomatic polyimides were synthesized by one-step polycondensation of p-xylylenediamine and dianhydride of tricyclodecentetracarboxylic acid in the presence of isonicotinic acid as a catalyst in nonpolar amide solvents at 110-120 oC. The films based on the synthesized polyalkanimides are stable with 70-80 MPa breaking strength and 30-40% elongation. The glass transition temperature of the polymers is within 265-280 oC temperature range, the temperature of decomposition is above 340 oC. The tangent of dielectic loss of the films at 1 kHz and 25 oC is 0.002-0.004, the dielectric permitivity is about 3.22-3.35.

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Section: Resultsmentioning

confidence: 99%

p-Xylylenediamine and Its New Polyimides

et al. 2016

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“…However, in [6,12] we showed that the polycondensation in polar aprotic amide solvents in the presence of catalytic amounts of INA allows preparation of PIs with high viscosity characteristics. In this paper, we consider the specific features of polymer preparation in the presence of INA and TPP.…”

Section: Methodsmentioning

confidence: 96%

“…The effect of the acidic ester is similar to that of the acid; the mechanism of polycondensation activation with carboxylic (in particular, pyridinecarboxylic) acids was discussed previously [13]. As solvent we chose MP in which PIs of the highest molecular weight are obtained (at 140 3180oC) [12].…”

Section: Methodsmentioning

confidence: 99%

Chlorinated polyimides

Zhubanov¹,

Кравцова²,

Mukhamedova³

2004

Russ J Appl Chem

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Photoinitiated reaction of maleic anhydride with chlorobenzene and o-chlorotoluene in the presence of a sensitizer (benzophenone) was studied with the aim to prepare chlorinated tricyclodecenetetracarboxylic dianhydrides. New halogenated polyimides were prepared by the reactions of these products with various diamides in N-methyl-2-pyrrolidone in the presence of catalysts.The chemistry of halogenated macromolecular compounds is a specific field of the polymer chemistry. It attracts researchers' attention because these compounds exhibit specific, often unique properties; this makes them indispensable in the modern engineering, medicine, and other fields. A particular place among such compounds is occupied by polyimides (PIs).By now, the most studied are aromatic PIs. At the same time, certain studies show that alicyclic polyimides are also promising thanks to a favorable combination of chemical, physicomechanical, dielectric, and other properties [1,2]. Some recent papers are devoted to fluorinated PIs; data on chlorinated PIs are virtually lacking.The Diels3Alder reaction occurring upon sensitized UV irradiation of solutions of maleic anhydride (MA) in aromatic hydrocarbons yielded the corresponding chlorinated dianhydrides:76 M O C C = = O O 8 e i g g 9 e i RR c c K C C = = O O O, hn 4 where R = H, Cl; R`= H, CH 3 .In this work we studied the specific features of preparation of chlorinated dianhydrides and PIs derived from them. EXPERIMENTALThe starting compounds and solvents were purified by standard procedures. The IR spectra were recorded on an IR-25 spectrometer; samples of the monomers were prepared as KBr pellets, and samples of the polymers, as 335-mm films. The 1 H NMR spectra were recorded on a Tesla BS-487B spectrometer in deuteroacetone (working frequency 80 MHz, internal reference hexamethyldisiloxane).The reduced viscosities of 0.5% solutions of PI were measured in an Ubbelohde viscometer at 25oC in DMSO. Thermogravimetric analysis of the polymers was performed on a TGA SDTA Metler Toledo device at a heating rate of 8 deg min 31 . The temperatures of the onset of polymer degradation, T o.d , were calculated from the TG curves.The physicomechanical (tensile strength, relative elongation) and dielectric (dielectric loss tangent, dielectric permittivity) characteristics were studied under standard conditions [3,4].The dianhydrides were prepared by the Diels3Alder reaction upon irradiation of saturated solutions of MA in appropriate hydrocarbons in the presence of a sensitizer, benzophenone. 7-Chlorotricyclo[4.2.2.0 2,5 ]dec-7-ene-3,4,9,10-tetracarboxylic dianhydride [adduct of chlorobenzene (CB) and MA, ACB] was prepared in a temperature-controlled quartz glass reactor upon irradiation of a solution of MA (225.41 g, 2.30 mol) in 1000 ml of CB, containing 45.53 g (0.25 mol) of benzophenone, with a PRK-2M mercury quartz lamp (375 W) for 25 h. In the course of irradiation, a colorless crystalline precipitate formed, which was filtered off, recrystallized from acetic anhydride, washed with anhydrous diethy...

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“…Synthesis of microcapsules.Synthesis of silica-organic capsules obtain by sol-gel techniques, by reaction with silica-organic in the formation of silicone water-shell polymer due to evaporation of alcohol from the reaction according to the following equation: Synthesis of polyurethane (PU) microcapsule for photopolymerizable monomer TMPTA occurs due to the polymerization reaction at the interface polycondensation of the emulsion water in toluene.One of the monomers -isophoronediisocyanate dissolved in the external solution (toluene), and propylene glycol (PPG) dissolved in the internal aqueous solution, wherein the polymerization reaction proceeds according to the following reaction equation: Polymerization of monomer occurs by UV irradiation, the polymerization initiator is Darocur®1173 [4][5][6][7][8][9][10].…”

Section: Experimental Partmentioning

confidence: 99%

Production of Self-Healing PI Polymeric Films with Encapsulated TMPTA in PU Microparticles

Tleubayeva

Khudaibergenov

Iskakov

et al. 2014

AMM

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The ability of polymeric coatings to self-heal from mechanical damage is explored in this paper. Polymeric coatings with self-healing property isoneof the important aspects in science. It can be used in industries such as oil industry (protect against corrosion), mechanical engineering, aircraft, etc. The PU microparticles were synthesized on the basis of PPG and TDI with a method of interfacial polycondensation at the interface water-benzene. Further to study the surface morphology of the microcapsules with healing agent (TMPTA) obtained PU was applied the method of scanning electron and atomic force microscopy. The PU microparticles hollow inside have regular spherical shape with a diameter of 5-10 μm with a dense and smooth polymeric shell. The resulting polyimide – polyurethane (PI – PU) composites have high potential to regenerate damaged surfaces not only on the surface and also in the volume of composite.

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p-Xylylenediamine and New Polyimides Derived from It

Cited by 5 publications

References 0 publications

p-Xylylenediamine and Its New Polyimides

p-Xylylenediamine and Its New Polyimides

Chlorinated polyimides

Production of Self-Healing PI Polymeric Films with Encapsulated TMPTA in PU Microparticles

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