Synthesis and properties of aromatic polyimide,poly(benzoxazole imide), and poly(benzoxazole amide imide)

Two series of heterocyclic aromatic polymers were synthesized from 4,4′‐(4,4′‐isopropylidenediphenoxy)bis(phthaltic anhydride) and 2,2′‐bis(3,4‐dicarboxyphenyl)hexafluoropropane dianhydride by two‐step method. The inherent viscosities were in the range of 24–45 cm³/g. The effects of the rigid benzoxazole group in the backbone of copolymer on the thermal, mechanical, and physical properties were investigated. These polymers exhibit good thermal stability. The temperatures of 5% weight loss (T₅) of these polymers are in the range of 403–530°C in air and 425–539°C in nitrogen. The chard yields of these polymers are in the range of 15–24% in air and 54–61% in nitrogen. These polymers also have high glass‐transition temperatures and a low coefficient of thermal expansion and good mechanical properties. The poly(benzoxazol imide) has a higher tensile strength and modulus than those of neat polyimide. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Synthesis and characterization of Schiff‐base‐containing polyimides

Benzyl bisthiosemicarbazone and its complexes with nickel (NiLH₄) and copper (CuLH₄) were used as diamine monomers for the synthesis of new Schiff‐base polyimides. The solution polycondensation of these monomers with the aromatic dianhydrides afforded metal‐containing Schiff‐base polyimides with inherent viscosities of 0.98–1.33 dL/g (measured in N‐methyl‐2‐pyrrolidone at 25°C). The polyimides were generally soluble in a wide range of solvents such as N,N‐dimethylformamide, N,N‐dimethylacetamide, tetrahydrofuran, dimethyl sulfoxide, tetrachloroethane, hexamethylene phosphoramide, N‐methyl‐2‐pyrrolidone, ethyl acetate, and pyridine at room temperature. The initial degradation temperatures of the resultant polyimides fell in the range of 220–350°C in nitrogen with char yields ranging from 36 to 64% at 700°C. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Synthesis of a novel benzoxazine‐containing benzoxazole structure and its high performance thermoset

A novel benzoxazine containing benzoxazole structures (Boz‐BOA) was synthesized and its thermoset [P(Boz‐BOA)] was prepared. For comparison, another benzoxazine‐based 4,4′‐diamine diphenyl methane (Boz‐MDA) was also synthesized using a simplified procedure. The structure of Boz‐BOA and Boz‐MDA was confirmed by Fourier transform infrared (FTIR) and ¹H‐NMR. Using FTIR and differential scanning calorimetric scans method, the curing behavior of Boz‐BOA was probed, and the structure of P(Boz‐BOA) was addressed, which was similar to that of P(Boz‐MDA). Data of dynamic mechanical analysis showed that P(Boz‐BOA) exhibited a better modulus retention at high temperature than P(Boz‐MDA), which was attributed to benzoxazole structure restricting the mobility of chains, even at high temperature. P(Boz‐BOA) also exhibited high glass transition temperature (T_g), excellent thermal stability, and low coefficient of thermal expansion value at wide temperature range. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Synthesis and characterization of new optically active poly(amide‐imide‐urethane) thermoplastic elastomers,derived from 4,4′‐(hexafluoroisopropylidene)‐N,N′‐bis(phthaloyl‐L‐leucine‐p‐aminobenzoic acid) and PEG‐MDI

A new class of optically active poly(amide‐imide‐urethane) was synthesized via two‐step reactions. In the first step, 4,4′‐methylene‐bis(4‐phenylisocyanate) (MDI) reacts with several poly(ethylene glycols) (PEGs) such as PEG‐400, PEG‐600, PEG‐2000, PEG‐4000, and PEG‐6000 to produce the soft segment parts. On the other hand, 4,4′‐(hexafluoroisopropylidene)‐N,N′‐bis(phthaloyl‐L ‐leucine‐p‐amidobenzoic acid) (2) was prepared from the reaction of 4,4′‐(hexafluoroisopropylidene)‐N,N′‐bis(phthaloyl‐L ‐leucine) diacid chloride with p‐aminobenzoic acid to produce hard segment part. The chain extension of the above soft segment with the amide‐imide 2 is the second step to give a homologue series of poly(amide‐imide‐urethanes). The resulting polymers with moderate inherent viscosity of 0.29–1.38 dL/g are optically active and thermally stable. All of the above polymers were fully characterized by IR spectroscopy, elemental analyses, and specific rotation. Some structural characterization and physical properties of this new optically active poly(amide‐imide‐urethanes) are reported. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 91: 2288–2294, 2004     

Synthesis and characterization of novel polyimides starting from 1,2‐bis(p‐dimethylaminobenzylideneimino)alkane homologues and various dianhydrides

The objective of this research was the preparation of polyimides from 1,2‐bis(p‐dimethylaminophenylimino)alkane homologues and various dianhydrides in N‐methylpyrrolidone by one‐stage polycondensation. The monomers were prepared via condensation of p‐dimethylaminobenzaldehyde and the corresponding diamines, 1,4‐diaminobutane, 1,3‐diaminopropane and 1,2‐diaminoethane. The influence of the incorporation of this moiety into the polymer backbone on the properties of the polyimides has been evaluated. The thermogram of the polyimides indicated that PI‐10 to PI‐32 had T_g values ranging from 181 to 290 °C. The inherent viscosities of the polymers ranged from 0.99 to 2.05 dl g^?1, and the highest solubility was obtained without significant loss of the thermal properties. Copyright © 2004 Society of Chemical Industry     

Synthesis and characterization of new aromatic polyesters containing pendent naphthyl units

Two bisphenols, viz., 4,4′‐[1‐(2‐naphthalenyl)ethylidene]bisphenol and 4,4′‐[1‐(2‐naphthalenyl) ethylidene]bis‐3‐methylphenol were prepared by condensation of commercially available 2‐acetonaphthanone with phenol and o‐cresol, respectively. A series of new aromatic polyesters containing pendent naphthyl units was synthesized by phase‐transfer‐catalyzed interfacial polycondensation of these bisphenols with isophthaloyl chloride, terephthaloyl chloride, and a mixture of isophthaloyl chloride/terephthaloyl chloride (50 : 50 mol %). Inherent viscosities of polyesters were in the range 0.83–1.76 dL g⁻¹, while number average molecular weights (M_n) were in the range 61,000–235,000 g mol⁻¹. Polyesters were readily soluble in organic solvents such as dichloromethane, chloroform, tetrahydrofuran, m‐cresol, pyridine, N,N‐dimethylformamide, N,N‐dimethylacetamide, and 1‐methyl‐2‐pyrrolidinone at room temperature. Tough, transparent, and flexible films were cast from a solution of polyesters in chloroform. X‐Ray diffraction measurements displayed a broad halo at 2θ ≅ 19° indicating the amorphous nature of polyesters. Glass transition temperatures of polyesters were in the range 209–259°C. The temperature at 10% weight loss (T₁₀), determined by TGA in nitrogen atmosphere, of polyesters was in the range 435–500°C indicating their good thermal stability. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Synthesis and characterization of imine polymers containing aliphatic and aromatic groups and some of Schiff base‐metal complexes

In this study, the oxidative polycondensation reaction conditions of 2,2′‐[(2,5‐dichloro‐1,4‐phenylene)bisnitrilomethylylidene]diphenol (DCPMDP) were studied between 40 and 90°C using different times and concentrations in the alkaline medium to determine effect on the yield of these parameters. Polymerization of 2,2′‐piperazine‐1,4‐diylbis[propane‐3,1‐diylnitrilomethylylidene]diphenol (PDMDP) was performed at two steps with graft polycondensation method. Additionally, seven different metal complexes were also synthesized from PDMDP with some metal salts. The structures of the compounds were confirmed by UV–vis, FT‐IR, ¹H and ¹³C NMR spectroscopy analyses. The characterization was made by TG‐DTA, size exclusion chromatography (SEC), elemental analysis, and solubility tests. HOMO‐LUMO energy levels and electrochemical band (E_g′) gaps were determined from cyclic voltammetry (CV) measurements. Also, optical band (E_g) gaps were calculated from UV–vis measurements. Electrical conductivity of doped and undoped monomer and oligomer were measured by four‐point probe technique using an electrometer. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Synthesis and characterization of some aromatic polyimides

The diamine 2‐methyl‐1,3‐bis(4‐aminophenyloxy)benzene was prepared via a nucleophilic substitution reaction and was characterized with Fourier transform infrared, elemental analysis, and ¹H‐ and ¹³C‐NMR spectroscopy. The prepared diamine was also characterized with single‐crystal analysis. The geometric parameters of C₁₉H₁₈N₂O₂ were in the usual ranges. The dihedral angles between the central phenyl ring and the two terminal aromatic rings were 88.9 and 91.6°. The crystal structure was stabilized by N? H···N hydrogen bonds. The diamine was then polymerized with 3,3′,4,4′‐benzophenone tetracarboxylic acid dianhydride, 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride, 3,4,9,10‐perylenetetracarboxylic acid dianhydride, and pyromellitic dianhydride by either a one‐step solution polymerization reaction or a two‐step procedure. These polymers had inherent viscosities ranging from 0.61 to 0.85 dL/gm. Some of the polymers were soluble in most common organic solvents even at room temperature, and some were soluble on heating. The degradation temperatures of the resultant polymers fell in the range of 260–500°C in nitrogen (with only 10% weight loss). The specific heat capacity at 200°C ranged from 1.0 to 2.21 J g^?1 K^?1. The temperatures at which the maximum degradation of the polymer occurred ranged from 510 to 610°C. The glass‐transition temperatures of the polyimides ranged from 182 to 191°C. The activation energy and enthalpy of the polyimides ranged from 44.44 to 73.91 kJ/mol and from 42.58 to 72.08 kJ/mol K, respectively. The moisture absorption was found in the range of 0.23–0.71%. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

New soluble polyamides and polyimides containing polar functional groups: pendent pyrazole rings with amino and cyano groups

A series of aromatic polyamides and polyimides containing pendent pyrazole rings with amino and cyano groups were prepared from a new monomer, 1-(2,4-diaminophenyl)-3-phenyl-4-cyano-5-aminopyrazole, which was prepared from (chloromethylene)propanedinitrile and 2,4-dinitrophenyl hydrazine with two steps. In addition, model compounds were synthesized and characterized by elemental analyses, Fourier transform infrared (FTIR), and nuclear magnetic resonance (NMR) spectroscopy. The amino and cyano groups on the pyrazole ring were not affected during the polymerization process. The synthesized polymers, with intrinsic viscosities of 0.33–0.53 dL/g, were soluble in various organic solvents. They showed no T_g values before degradation, and the 5% weight loss temperature of the polyamides and the polyimides occurred at approximately 420 and 470 °C, respectively. They also underwent no thermal transitions, such as degradation or crosslinking, up to 440 °C in spite of the presence of pendent amino and cyano groups.     

Synthesis and characterization of new soluble polyamides from an unsymmetrical diamine bearing a bulky triaryl pyridine pendent group

New unsymmetrical diamine monomer containing triaryl pyridine pendent group, 2,4‐diaminophenyl [4‐(2, 6‐diphenyl‐4‐pyridyl) phenyl]ether, was synthesized via aromatic substitution reaction of 1‐chloro‐2,4‐dinitrobenzene with 4‐(2,6‐diphenyl‐4‐pyridyl) phenol, followed by Pd/C‐catalyzed hydrazine reduction. Five Polyamides (PA) were prepared by the phosphorylation polycondensation of different dicarboxylic diacids with the diamine. Inherent viscosities of PAs were in the range 0.51–0.59 g/dL indicating formation of medium molecular weight polymers. The weight and number average molecular weights of a PA, (PA‐d), determined by GPC were 6944 g/mol and 17,369 g/mol, respectively. PAs exhibited glass‐transition temperatures (T_g) in the range 140–235°C. These polymers, essentially amorphous, were soluble in polar aprotic solvents such as DMF, NMP, DMAc, DMSO, pyridine, m‐cresol, and THF. The initial decomposition temperatures (T_i) of PAs, determined by TGA in air, were in the range 300–380°C indicating their good thermal stability. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Synthesis and characterization of novel Schiff‐base polyamides from copper/benzil bisthiosemicarbazone complexes

A new copper‐containing Schiff‐base diamine, benzil bis(thiosemicarbazonato)copper(II) (CuLH₄), was synthesized in two steps from benzil bisthiosemicarbazone (LH₆). The ligand LH₆ and the complex CuLH₄ were characterized with Fourier transform infrared spectroscopy, ¹H‐NMR, and elemental analysis. CuLH₄ was used to prepare novel polyamides. The low‐temperature solution polycondensation of the complex CuLH₄ with various aromatic and aliphatic diacid chlorides afforded copper‐containing Schiff‐base polyamides with inherent viscosities of 0.25–0.36 dL/g in N,N‐dimethylformamide (DMF) and 0.75 dL/g in H₂SO₄ at 25°C. The polyamides were generally soluble in a wide range of solvents, such as DMF, N,N‐dimethylacetamide, tetrahydrofuran, dimethyl sulfoxide, ethyl acetate, tetrachloroethane, hexamethylene phosphoramide, N‐methylpyrrolidone, and pyridine. Thermal analysis showed that these polyamides were practically amorphous, decomposed above 270°C, and exhibited 50% weight loss at and above 400°C. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Enhanced solubility of novel poly(benzoxazole)s with a soft linkage and a rigid pendant group

Aromatic poly(benzoxazole)s are a class of rigid‐rod conjugated polymers. However, their poor solubility in organic solvents limits potential applications. Thus, a good method that can address this dilemma is needed, given that existing methods involve models with either poor solubility but good thermal stability or good solubility but poor thermal stability. In this paper we report a novel aromatic poly(benzoxazole) with a soft linkage and a rigid pendant group. Structural characterizations of the polymers via Fourier transform infrared and proton nuclear magnetic resonance spectroscopy reveal the formation of a benzoxazole ring and an imide ring. The introduction of rigid pendant groups improved the solubility and enhanced the thermal stability of the polymer, which was impaired by the incorporation of the soft linkage. Most of these polymers are soluble at room temperature or when heated in dimethyl sulfoxide, N,N‐dimethylformamide or N,N‐dimethylacetamide. Some polymers can even be dissolved in m‐cresol and tetrahydrofuran. A 10% weight loss in these polymers was observed at temperatures over 410 °C. Moreover, the incorporation of the imide pendant group increased the conjugation length of the polymer structural unit and accelerated electron delocalization. Copyright © 2012 Society of Chemical Industry     

Organosoluble asymmetric aromatic polyamides bearing pendent phenoxy groups

This study focuses on the synthesis and characterization of new polyamides based on an aromatic asymmetric diamine‐containing phenoxy‐substituted benzophenone segment. Low‐temperature solution polycondensation reactions of this diamine with various aromatic diacid chlorides containing ether, hexafluoroisopropylidene or diphenylsilane groups resulted in polyamides with molecular weights in the range 102 900–113 200 g mol^?1. The structures of these monomers and the corresponding polymers were fully confirmed using elemental analysis and infrared and NMR spectroscopy. All polyamides were easily soluble at room temperature in polar aprotic solvents and even in less polar solvents such as tetrahydrofuran. The polymers showed excellent thermal stability, up to 385 °C, and displayed glass transition temperatures in the range 225–256 °C. All the polymers presented blue florescence upon irradiation with UV light and thus show promise for applications in electroluminescent devices. Copyright © 2011 Society of Chemical Industry     

Synthesis and properties of fluorinated aromatic poly(amide imide)s based on 4,4′‐bis(4‐amino‐2‐trifluoromethylphenoxy)benzophenone and various bis(trimellitimide)s

A CF₃‐containing diamine, 4,4′‐bis(4‐amino‐2‐trifluoromethylphenoxy)benzophenone ( 2 ), was synthesized from 4,4′‐dihydroxybenzophenone and 2‐chloro‐5‐nitrobenzotrifluoride. Imide‐containing diacids ( 3 and 5B_a – 5B_g ) were prepared by the condensation reaction of aromatic diamines and trimellitic anhydride. Then, two series of novel soluble aromatic poly(amide imide)s (PAIs; 6A_a – 6A_k and 6B_a – 6B_g ) were synthesized from a diamine ( 4A_a – 4A_k or 2 ) with the imide‐containing diacids ( 3 and 5B_a – 5B_g ) via direct polycondensation with triphenyl phosphate and pyridine. The aromatic PAIs had inherent viscosities of 0.74–1.76 dL/g. All of the synthesized polymers showed excellent solubility in amide‐type solvents, such as N‐methyl‐2‐pyrrolidone and N,N‐dimethylacetamide (DMAc), and afforded transparent and tough films by DMAc solvent casting. These polymer films had tensile strengths of 90–113 MPa, elongations at break of 8–15%, and initial moduli of 2.0–2.9 GPa. The glass‐transition temperatures of the aromatic PAIs were in the range 242–279°C. They had 10% weight losses at temperatures above 500°C and showed excellent thermal stabilities. The 6B series exhibited less coloring and showed lower yellowness index values than the corresponding 6A series. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102:3641–3653, 2006     

Synthesis and thermal,mechanical and gas permeation properties of aromatic polyimides containing different linkage groups

Two series of aromatic polyimides containing various linkage groups based on 2,7‐bis(4‐aminophenoxy)naphthalene or 3,3′‐dimethyl‐4,4′‐diaminodiphenylmethane and different aromatic dianhydrides, namely 4,4′‐(4,4′‐isopropylidenediphenoxy)bis(phthalic anhydride), 4,4′‐(hexafluoroisopropylidene)bis(phthalic anhydride), 3,3′,4,4′ benzophenonetetracarboxylic dianhydride, 9,9‐bis[4‐(3,4‐dicarboxyphenoxy)phenyl]fluorene dianhydride and 4,4′‐(4,4′‐hexafluoroisopropylidenediphenoxy)bis(phthalic anhydride), were synthesized and compared with regard to their thermal, mechanical and gas permeation properties. All these polymers showed high thermal stability with initial decomposition temperature in the range 475–525 °C and glass transition temperature between 208 and 286 °C. Also, the polymer films presented good mechanical characteristics with tensile strength in the range 60–91 MPa and storage modulus in the range 1700–2375 MPa. The macromolecular chain packing induced by dianhydride and diamine segments was investigated by examining gas permeation through the polymer films. The relationships between chain mobility and interchain distance and the obtained values for gas permeability are discussed. © 2014 Society of Chemical Industry     

Synthesis and properties of novel aromatic copolyamides containing chloro‐substituted phthalazinone moiety in the main chain

A series of novel copolyamides were synthesized by the direct polycondensation of 1,2‐dihydro‐2‐(4‐carboxyphenyl)‐4‐[3‐chloro‐4‐(4‐carboxyphenoxyl)phenyl]‐phthalazinone ( 1 ), terephthalic acid (TPA) with three commercial diamines. The inherent viscosities of the polyamides were between 0.82 and 1.86 dL/g. When the molar ratios of 1 and TPA were higher than 1 : 1, the polymers were soluble in some polar aprotic solvents such as N‐methyl‐pyrrolidone and N,N‐dimethyl acetamide etc. These polymers were amorphous with 10% weight loss temperatures in N₂ above 490°C and their glass transition temperatures were above 269°C. Some films of the polymers were pale yellow and transparent with tensile strengths up to 147.8 MPa, initial modulus up to 2.56 GPa and elongations at break values up to 9.8%, which depended on the repeating unit structures. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007     

Synthesis and properties of new poly(ether imides) based on pyridine‐containing aromatic dianhydride and diamine monomers

A series of novel aromatic poly(ether imides) with inherent viscosities of 0.48–0.70 dL/g and weight‐average molecular weights of 18,800–40,500 g/mol were successfully prepared from two dianhydride and two diamine monomers containing pyridine moiety via both two‐step method and one‐step method. Comparison of the one‐step and the two‐step methods for the preparation of poly(ether imides) was carried out and shown that poly (ether imides) obtained via one‐step method exhibited higher molecular weights than the similar polymers prepared through two‐step process. Poly(ether imide) resins obtained via both one‐step and two‐step methods with subsequent chemical dehydration showed good solubility not only in high boiling point solvents but also in low boiling point solvents. High‐quality poly(ether imide) films could be obtained via the two‐step method with subsequent thermal imidization, which exhibited excellent thermal properties with glass transition temperatures of 239–278°C, initial decomposition temperatures of 540–574°C, residual weight percent at 800°C of 64.5–69.3% under nitrogen, good thermo‐oxidative stability with initial decomposition temperatures of 521–544°C, residual weight percent at 800°C of 33.6–51.1% under air atmosphere, outstanding mechanical properties with tensile strengths in the range of 104.6–109.4 MPa, tensile modulus in the range of 1.92–2.58 GPa, and elongation at break from 6.9 to 8.0%, as well as good transparency with cutoff wavelengths of 386–392 nm and low dielectric constants of 2.80–2.92 at 1 MHz. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Synthesis,characterization, and properties of novel fluorine containing aromatic polyamides

A series of novel fluorine containing aromatic polyamides were synthesized by the direct polycondensation of various fluorine containing aromatic diamines and commercially available 5‐t‐butyl isophthalic acid. These polyamides have good solubility in several organic solvents such as dimethylformamide, N,N‐dimethylacetamide, 1‐Methyl‐2‐pyrrolidone, dimethyl sulfoxide, and tetrahydrofuran. The synthesized polymers exhibited inherent viscosities up to 0.93 dL/g and M_w up to 1,52,000 with PDI of 2.49. The polyamides exhibited good thermal stability up to 489°C for 10% weight loss in nitrogen and high glass transition temperature up to 273°C. Dynamic mechanical analysis showed a very good retention of storage modulus up to the glass transition temperature. The tan δ peak value at 1 Hz was used to calculate the T_g and these values are in good agreement with differential scanning calorimetry data. The polyamide films were flexible with tensile strength up to 72 MPa, elongations at break up to 14%, and modulus of elasticity up to 1.39 GPa depending on the exact repeating unit structure. X‐ray diffraction measurements indicate that these polyamides are semicrystalline. Rheology study showed same trend of melt viscosity behavior with different shear rate for all polymers. Water absorption study indicates the hydrophobic nature of the polymer. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Synthesis and characterization of novel antimicrobial polymers containing pendent triclosan moieties

Novel antimicrobial copolymers were produced by first converting the commodity biocide, triclosan (TCS), to an epoxy-functional derivative, 2-((5-chloro-2-(2,4-dichlorophenoxy)phenoxy) methyl)oxirane (ETCS), and then reacting ETCS with polyethylenimine (PEI). While neither ETCS or PEI showed high antimicrobial activity toward either the Gram-positive bacterium, Staphylococcus epidermidis, or the Gram-negative bacterium, Escherichia coli, some the copolymers showed very high activity toward both bacteria. Antimicrobial activity for these copolymers was found to be highly dependent on both the molecular weight of the PEI utilized and the concentration of pendent groups derived from ETCS. In general, decreasing PEI molecular weight and increasing TCS pendent group concentration increased antimicrobial activity. Surface tension measurements showed that the molecular parameters affecting antimicrobial activity also affected surface activity in a similar fashion. Thus, it was speculated that the mechanism of antimicrobial activity associated with these copolymers involves interaction of the copolymers with the bacterial cell wall. A comparison of the antimicrobial activity of the most effective copolymers to TCS showed that the copolymers were more effective toward E. coli than pure TCS when compared using an equivalent TCS content (i.e. TCS pendent group content for the copolymers). This characteristic coupled with the fact that the TCS-containing copolymers are highly aqueous soluble liquids as opposed to a crystalline solid of limited solubility may afford utility of these copolymers for a variety of applications.     

Synthesis of soluble and thermally stable polyamides from diamine containing (quinolin‐8‐yloxy) aniline pendant group

A novel diamine monomer having pendant 4‐(quinolin‐8‐yloxy) aniline group was successfully synthesized via aromatic substitution reaction of 8‐quinolinol with p‐fluoronitrobenzene followed by Pd/C catalyzed hydrazine reduction, amidation reaction between 4‐(quinolin‐8‐yloxy) aniline and 3,5‐dinitrobenzoylcholoride followed by Pd/C catalyzed hydrazine reduction. The diamine monomer was fully characterized by using FTIR, ¹H‐NMR, ¹³C‐NMR, and elemental analysis. The diamine monomer was polymerized with various aromatic and aliphatic dicarboxylic acids to obtain the corresponding polyamides. The polyamides had inherent viscosity in the range of 0.30–0.41 dL/g and exhibited excellent solubility in the polar aprotic solvents such as DMAc, NMP, N,N‐dimethylformamide, Pyridine, and DMSO. The glass transition temperatures (T_g) of the polymers are high (up to 313°C) and the decomposition temperatures (T_i) range between 200 and 370°C, depending on the diacids residue in the polymers backbone. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010