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Pyromellitic Dianhydride (pyromellitic + dianhydride)
Selected AbstractsBenzoxazine containing polyester thermosets with improved adhesion and flexibilityJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 19 2010Alev Tuzun Abstract High molecular weight polyesters containing thermally curable benzoxazine units in the main chain have been synthesized. For this purpose, first the diol functional monomer is synthesized through the Mannich and subsequent ring closure reactions of bisphenol-A, paraformaldehyde, and 5-amino-1-pentanol. Polycondensation of the resulting benzoxazine and pyromellitic dianhydride or 4-4,-(hexafluoroisopropylidene) diphatalic anhydride with or without dibutyltin laurate yielded the corresponding polyesters with the molecular weights between 5800 and 7000 Da. The structures of the precursor diol monomer and the resulting polyesters are confirmed by Fourier transform infrared spectroscopy and proton nuclear magnetic resonance spectroscopy analysis. Curing behavior of both the monomer and polymers has also been studied by differential scanning calorimetry. Flexible films of the polyesters were obtained by solvent casting on tin plates and crosslinked by heating in the absence of any catalyst. The cured films exhibited high flexibility and adhesion on the tin plates as determined by ASTM and DIN tests. Thermal properties of the cured polymers were also investigated by thermogravimetric analysis (TGA). © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 4279,4284, 2010 [source] Synthesis of nonlinear optical polyimides containing azodiamine derivative chromophores and their electrooptic and thermal propertiesJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 14 2002Yuming Zhou Abstract Some thermally stable second-order nonlinear optical (NLO) polyimides were synthesized. The polyimides were prepared by the ring-opening polyaddition of 4,4,-(hexafluoroisopropylidene) diphthalic anhydride and pyromellitic dianhydride with two aromatic azodiamine derivatives as the NLO chromophores. These chromophores, based on a nitro group connected with azobenzene as the acceptor end of a donor,,-bridge,acceptor chromophore and a diamine group as the donor end, had specific chemical stability. On the basis of ZERNER'S INDO methods, according to the sum-over-states formula, a program for the calculation of nonlinear second-order optical susceptibilities was devised. The resulting polyimides had high number-average and weight-average molecular weights of up to 26,000 and 53,500, respectively, and a large glass-transition temperature of 248 °C. With an in situ poling and temperature ramping technique, the optimal temperatures (Topt's) for corona poling were obtained for the largest second-order NLO response. The electrooptic coefficient (,33) of a polyimide at a wavelength of 830 nm was up to 21 pm/V after corona poling under its Topt, and the value remained at elevated temperatures (>90.6% was retained at 240 °C for >120 h). The thermal stability of the NLO polyimides was studied with UV spectrometry after poling of the films. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 2478,2486, 2002 [source] Synthesis and characterization of novel polyimide from bis-(3-aminophenyl)-4-(trifluoromethyl)phenyl phosphine oxideJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 19 2001Kwang Un Jeong Abstract A novel diamine, bis-(3-aminophenyl)-4-(trifluoromethyl)phenyl phosphine oxide (mDA3FPPO), containing phosphine oxide and fluorine moieties was prepared via the Grignard reaction from an intermediate, 4-(trifluoromethyl)phenyl diphenyl phosphine oxide, that was synthesized from diphenylphosphinic chloride and 4-(trifluoromethyl)bromobenzene, followed by nitration and reduction. The monomer was characterized by Fourier transform infrared (FTIR), 1H NMR, 31P NMR, 19F NMR spectroscopies; elemental analysis; melting point measurements; and titration and was used to prepare polyimides with a number of dianhydrides such as pyromellitic dianhydride (PMDA), 5,5,-[2,2,2-trifluoro-1-(trifluoromethyl)ethyliden]-bis-1,3-isobenzofuranedione (6FDA), 3,3,,4,4,-benzophenone tetracarboxylic dianhydride (BTDA), and 4,4,-oxydiphthalic dianhydride (ODPA). Polyimides were synthesized via a conventional two-step route; preparation of polyamic acids, followed by solution imidization, and the molecular weight were controlled to 20,000 g/mol. Resulting polyimides were characterized by FTIR, NMR, DSC, and intrinsic viscosity measurements. Refractive-index, dielectric constant, and adhesive properties were also determined. The properties of polyimides were compared with those of polyimides prepared from 1,1-bis-(4-aminophenyl)-1-phenyl-2,2,2-trifluoroethane (3FDAm) and bis-(3-aminophenyl) phenyl phosphine oxide (mDAPPO). The polyimides prepared from mDA3FPPO provided high glass-transition temperatures (248,311 °C), good thermal stability, excellent solubility, low birefringence (0.0030,0.0036), low dielectric constants (2.9,3.1), and excellent adhesive properties with Cu foils (107 g/mm). © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 3335,3347, 2001 [source] In situ Preparation of Polyimide Composites Based on Functionalized Carbon NanotubesMACROMOLECULAR MATERIALS & ENGINEERING, Issue 2 2009Rohit Srivastava Abstract Three series of composite films based on polyimide and MWNTs were prepared by conversion of pyromellitic dianhydride and 4,4,-oxydianiline in the presence of the nanotubes, followed by thermal imidization. Carboxy- and amino-functionalized as well as unmodified nanotubes were used. It was demonstrated that just 0.5 wt.-% of nanotubes increased the tensile properties of the composite films distinctly. Surprisingly, a significant influence of the functional groups on the mechanical performance of the composite films could not be demonstrated. However, it was shown that functional groups may reduce the conductivity of the films. Furthermore, the influence of ultrasonication is discussed. [source] Polyimide nanocomposites: Comparison of their properties with precursor polymer nanocompositesPOLYMER ENGINEERING & SCIENCE, Issue 12 2001Jin-Hae Chang A precursor poly(amic acid) was obtained by solution polymerization of pyromellitic dianhydride and benzidine in N, N-dimethylacetamide. Poly(amic acid)/Organoclay hybrids were prepared by the solution intercalation method with dodecylamine-montmorillonite. A polyimide hybrid was obtained from poly(amic acid) hybrid by heat treatment at various temperatures. The film type polyimide hybrids showed better thermal properties than poly(amic acid) hybrids. Also, the thermal stability of the two polymer hybrids were enhanced linearly with increasing clay content from 0 to 8 wt%. Tensile properties and gas barriers of the hybrids, however, were enhanced remarkably compared to pristine polymers. Intercalations of the polymer chains in clar were examined through wide angle X-ray diffraction (XRD) and electron microscopy (SEM and TEM). Transmission electron microscopy revealed that a partially exfoliated structure had been obtained from polyimide/organo-clay hybrids. [source] Polycondensation of lactic acid catalyzed by organic acid anhydridesPOLYMER INTERNATIONAL, Issue 10 2007Yanbin Bai Abstract Poly(lactic acid) was prepared by the utilization of the acid anhydrides cis -butenedoic anhydride, phthalic anhydride and pyromellitic dianhydride as catalysts. The effect of the amount of catalyst, temperature and reaction time on the polymerization was investigated in detail. The results show that the acid anhydride catalysts are very efficient in bulk polycondensation, giving poly(D,L -lactic acid) with average molecular weights (Mw) of (1.7,2.3) × 104 in high yield. Copyright © 2007 Society of Chemical Industry [source] Synthesis and dissociation of amine-blocked diisocyanates and polyurethane prepolymersPOLYMER INTERNATIONAL, Issue 3 2002T Philip Gnanarajan Abstract Substituted N -methylanilines are shown to act as blocking agents for toluenediisocyanate. N -methylaniline-, N -methyl- p -anisidine- and N -methyl- p -nitroaniline-blocked toluene diisocyanates have been prepared and characterized by FTIR, 1H NMR and 13C NMR spectroscopies, and nitrogen content analysis. A new method for determining the minimum deblocking temperature of the blocked isocyanate is described. The method has advantages in that it can be used to find the minimum deblocking temperature of even non-volatile blocking agents. The minimum deblocking temperature of the adducts is found to be in the following order: N -methyl- p -anisidine,TDI adduct,<,N -methyaniline,TDI adduct,<,N -methyl- p -nitroaniline,TDI adduct. The anilines exhibit the same trend when they block a polyurethane prepolymer prepared using polypropylene glycol of molecular weight 2000,g,mol,1 and tolylene-2,6-diisocyanate. The deblocking temperatures are lower in the case of blocked prepolymers than in the blocked adducts. The blocked adducts and prepolymers are reacted with pyromellitic dianhydride (PMDA) in dimethylpropylene urea (DMPU) and the evolution of carbon dioxide is monitored to study the completion of imidization. The reaction time is in accordance with the deblocking ability of the adducts. The regeneration of the blocking agent is confirmed by gas chromatography. © 2002 Society of Chemical Industry [source] Correlation between hydrogen-bonding interaction and mechanical properties of polyimide fibersPOLYMERS FOR ADVANCED TECHNOLOGIES, Issue 4 2009Xiangyang Liu Abstract Novel co-polymerization polyimide (PI) fibers based on 4,4,-oxydianiline (ODA)-pyromellitic dianhydride (PMDA) were prepared. 2-(4-Aminophenyl)-5-aminobenzimidazole (PABZ) containing the NH group was introduced into the structure of the fibers as the proton donor. The results of Fourier transform infrared (FTIR) and dynamic mechanical analysis (DMA) showed that hydrogen bonding occured between the NH group and chains, which strongly enhanced interchain interaction. This hydrogen bonding interaction increased the tensile strength and initial modulus of the PI fibers up to 2.5 times and 26 times, respectively, compared to those of homo-PI PMDA-ODA fibers with no hydrogen-bonding interaction because of the absence of proton donors after the imidization process. In the mean time, glass transition temperature (Tg) of the modified PI fibers was found to be 410,440°C, which was higher than that of the homo-PI PMDA-ODA fibers. From the result, a novel access to molecular design and manufacture of high performance PI fibers with good properties could be provided. Copyright © 2009 John Wiley & Sons, Ltd. [source] Microwave-assisted synthesis and characterization of heterocyclic, and optically active poly(amide-imide)s incorporating L -amino acidsPOLYMERS FOR ADVANCED TECHNOLOGIES, Issue 12 2008Abdol R. Hajipour Abstract N,N,-Pyromelliticdiimido-di- L -alanine (1), N,N,-pyromelliticdiimido-di- L -phenylalanine (2), and N,N,-pyromelliticdiimido-di- L -leucine (3) were prepared from the reaction of pyromellitic dianhydride with corresponding L -amino acids in a mixture of glacial acetic acid and pyridine solution (3/2 ratio) under refluxing conditions. The microwave-assisted polycondensation of the corresponding diimide-diacyl chloride monomers (5,7) with 4-phenyl-2,6-bis(4-aminophenyl) pyridine (10) or 4-(p -methylthiophenyl)-2,6-bis(4-aminophenyl) pyridine (12) were carried out in a laboratory microwave oven. The resulting poly(amide-imide)s were obtained in quantitative yields, and they showed admirable inherent viscosities (0.12,0.55 dlg,1), were soluble in polar aprotic solvents, showed good thermal stability and high optical purity. The synthetic compounds were characterized by IR, MS, 1H NMR, and 13C NMR spectroscopy, elemental analysis, and specific rotation. Copyright © 2008 John Wiley & Sons, Ltd. [source] Structural characterization of silica modified polyimide membranesPOLYMERS FOR ADVANCED TECHNOLOGIES, Issue 1 2006Mehtap Safak Boroglu Abstract Polyimide and hybrid polyimide-siloxane were synthesized by polycondensation, imidization, and sol-gel reaction. The polyimides were prepared from pyromellitic dianhydride (PMDA) and 4,4-oxydianiline (ODA) in N -methyl-2-pyrollidone (NMP). Trimethoxyvinyl silane (TMVS) was used as a source of silica. Their surface morphologies, structures and thermal performances were determined using scanning electron microscopy (SEM), infrared spectroscopy (IR), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The results showed that the silica particles were finely and rather homogeneously dispersed in polymers. The glass transition temperature (Tg) of hybrid membrane materials increased with the increasing silica content. TGA analysis showed that polyimides were thermally stable with silica. Modified polyimide-siloxane films, thermal characteristics were found to be better than the polyimide films without silica. Copyright © 2006 John Wiley & Sons, Ltd. [source] Preparation and characterization of a polyimide nanofoam through grafting of labile poly(propylene glycol) oligomerPOLYMERS FOR ADVANCED TECHNOLOGIES, Issue 7 2004Sang Hyub Han Abstract Preparation of a polyimide nanofoam (PI-F) for microelectronic applications was carried out using a polyimide precursor synthesized from poly[(amic acid)-co-(amic ester)] and grafted with a labile poly(propylene glycol) (PPG) oligomer. Polyimide precursor was synthesized by partial esterification of poly(amic acid) (PAA) derived from pyromellitic dianhydride (PMDA) and 4,4,-oxydianiline (ODA). The precursor was then grafted with bromide-terminated poly(propylene glycol) in the presence of K2CO3 in hexamethylphosphoramide and N -methylpyrrolidone, imidized at 200°C in nitrogen and the product was subsequently decomposed in air at 300°C to eliminate the labile PPG oligomer to produce PMDA/ODA polyimide nanofoam. Nuclear magnetic resonance spectroscopy (1H-NMR) and Fourier transform infrared spectroscopy (FT-IR) techniques were used to characterize the formation of polyimide precursor and extent of grafting of PPG with polyimide. The results of thermogravimetric analysis (TGA) showed three step decomposition of nanofoam with the removal of PPG at 350°C and decomposition of polyimide at around 600°C. The polyimide nanofoams were also characterized by small angle X-ray scattering (SAXS), field-emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM). The morphology showed nanophase-separated structures with uniformly distributed and non-interconnected pores of 20,40,nm in size. Dynamic mechanical analysis (DMA) indicated higher storage modulus for the foamed structure compared to the pure PI with reduction in loss tangent for the former system. Copyright © 2004 John Wiley & Sons, Ltd. [source] | ||||||||||