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  • 1
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Aromatic polyamides (aramids) having pendant t-butyl group were synthesized by the direct polycondensation of 5-t-butylisophthalic acid with various aromatic diamines in N-methyl-2-pyrrolidone (NMP) using triphenyl phosphite and pyridine as condensing agents. The aramids having inherent viscosities of 0.6-2.4 dL/g were obtained in quantitative yields. These polymers were readily soluble in various solvents such as NMP,N,N-dimethylacetamide, dimethyl sulfoxide, and pyridine, and gave transparent, tough and flexible films by casting from the NMP solutions. The aramids had glass transition temperatures between 250 and 330°C, and started to lose weight around 350°C, with 10% weight loss being recorded at about 450°C in air.
    Additional Material: 1 Ill.
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  • 2
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polyarylates containing a t-butyl pendant group were prepared from 5-t-butylisophthaloyl chloride and various bisphenols through the phase-transfer catalyzed two-phase polycondensation. The polyarylates having inherent viscosities up to 3.1 dL/g were obtained quantitatively. They were readily soluble in various solvents such as chloroform, m-cresol, and pyridine. Coloreless, transparent, and flexible films could be cast from the chloroform solutions of the polymers. The polyarylates had glass transition temperatures between 210 and 320°C, and did not lose weight below 350°C, with 10% weight loss being recorded at 395-450°C in air.
    Additional Material: 1 Ill.
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  • 3
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Five diimide-dicarboxylic acids were prepared from benzophenone-3,3′,4,4′-tetracarboxylic dianhydride and glycine, β-analine, 4-aminobutyric acid, 6-aminocaproic acid, and 11-aminoundecanoic acid. New aromatic-aliphatic polyamide-imides were prepared by the direct polycondensation of these diacids with aromatic diamines using triphenyl phosphite in N-methyl-2-pyrrolidone (NMP)-Pyridine solution in the presence of calcium chloride. The resulting polymers were characterized by inherent viscosity, infrared spectra, elemental analyses, solubility, differential scanning calorimetry (DSC), thermogravimetry, and wideangle x-ray diffraction measurements.
    Additional Material: 4 Ill.
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  • 4
    ISSN: 0887-624X
    Keywords: N-phenyl-3,3-bis[4-(p-aminophenoxy)phenyl] phthalimidine ; N-phenyl-3,3-bis (4-hydroxyphenyl) phthalimidine ; polyamides ; polyimides ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: N-Phenyl-3,3-Bis[4-(p-aminophenoxy)phenyl] phthalimidine (II) was used as a monomer with various aromatic dicarboxylic acids and tetracarboxylic dianhydrides to synthesize polyamides and polyimides, respectively. The diamine II was derived by a nucleophilic substitution of N-phenyl-3,3-bis(4-hydroxyphenyl) phthalimidine with p-chloronitrobenzene in the presence of K2CO3 and then hydro-reduced. Polyamides IVa-g having inherent viscosities of 0.55-1.64 dL/g were prepared by the direct polycondensation of the diamine II with various aromatic diacids using triphenyl phosphite and pyridine as condensing agents. All the aromatic polyamides were amorphous and readily soluble in various polar solvents such as N,N-dimethylacetamide (DMAc), N,N-dimethylformamide, dimethylsulfoxide, and N-methyl-2-pyrrolidone (NMP). Transparent and flexible films of these polymers could be cast from the DMAc solutions. These aromatic polyamides had glass transition temperatures in the range of 293-319°C and 10% weight loss occurred up to 480°C. The polyimides were synthesized from diamine II and various aromatic dianhydrides via the two-stage procedure that included ring-opening polyaddition in DMAc to give poly(amic acid)s, followed by thermal or chemical conversion to polyimides. Most of the aromatic polyimides obtained by chemical cyclization were found to be soluble in NMP, m-cresol, and o-chlorophenol. These polyimides showed almost no weight loss up to 500°C in air or nitrogen atmosphere. © 1994 John Wiley & Sons, Inc.
    Additional Material: 4 Ill.
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  • 5
    ISSN: 0887-624X
    Keywords: 3,3-bis[4-(4-aminophenoxy)phenyl]phthalide ; aromatic polyamides ; soluble aromatic polyimides ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 3,3-Bis[4-(4-aminophenoxy)phenyl]phthalide (II) was used as a monomer with various aromatic dicarboxylic acids and dianhydrides to synthesize polyamides and polyimides, respectively. The diamine II was derived by a nucleophilic substitution of phenolphthalein with p-chloronitrobenzene in the presence of K2CO3. Polyamides IVa-g having inherent viscosities of 0.77-2.46 dL/g were prepared by the direct polycondensation of diamine II with diacids IIIa-g using triphenyl phosphite and pyridine as condensing agents. The polyamides were readily soluble in a variety of solvents such as N, N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAc), and N-methyl-2-pyrrolidinone (NMP) and afforded transparent and flexible films from the polymer solutions. These polymers had glass transition temperatures (Tgs) in the 227-307°C range and 10% weight loss temperatures occurred up to 450°C. Polyimides VIa-e based on diamine II and various aromatic dianhydrides Va-e were synthesized by the two-stage procedure that included ring-opening, followed by thermal or chemical conversion to polyimides. Most of the polyimides obtained by chemical cyclodehydration procedure were found to soluble in DMF, NMP, o-chlorophenol, and m-cresol. The Tgs of these polyimides were in the 260-328°C range and showed almost no weight loss up to 500°C under air and nitrogen atmosphere. © 1994 John Wiley & Sons, Inc.
    Additional Material: 2 Ill.
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  • 6
    ISSN: 0887-624X
    Keywords: poly(amide-imide)s ; direct polycondensation ; 1,5-bis(4-aminophenoxy) naphthalene ; 1,5-bis(4-trimellitimidophenoxy) naphthalene ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New bis(phenoxy)naphthalene-containing poly(amide-imide)s having an inherent viscosity in the range of 0.62-1.09 dL/g were prepared by the direct polycondensation of 1,5-bis(4-trimellitimidophenoxy) naphthalene (I) and various aromatic diamines using triphenyl phosphite and pyridine as condensing agents in N-methyl-2-pyrrolidone (NMP) in the presence of calcium chloride. The diimide-diacid (I) was prepared by the condensation of 1,5-bis(4-aminophenoxy) naphthalene and trimellitic anhydride. Most of the polymers were soluble in aprotic solvents such as NMP and N,N-dimethylacetamide (DMAc), and afforded transparent, flexible and tough films upon casting from DMAc solutions. Measurements of wide-angle X-ray diffraction revealed that those polymers containing p-phenylene or oxyphenylene groups were characterized as crystalline polymers. Tensile strength and initial moduli of the polymer films ranged from 61-86 MPa and 1.83-2.21 GPa, respectively. Glass transition temperatures of the polymers were in the range of 231-340°C. The melting points of the crystalline polymers ranged from 375-430°C. The 10% weight loss temperatures were above 512°C in nitrogen and 481°C in air. © 1993 John Wiley & Sons, Inc.
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  • 7
    ISSN: 0887-624X
    Keywords: 1,5-bis(4-aminophenoxy)naphthalene ; poly(amic acid) ; properties of polyimide ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Novel aromatic polyimides containing bis(phenoxy)naphthalene units were synthesized from 1,5-bis(4-aminophenoxy)naphthalene (APN) and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition in a polar solvent such as N,N-dimethylacetamide (DMAc) to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities between 0.72 and 1.94 dL/g, depending on the tetracarboxylic dianhydrides used. Excepting the polyimide IVb obtained from 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), all other polyimides formed brown, flexible, and tough films by casting from the poly(amic acid) solutions. The polyimide synthesized from BPDA was characterized as semicrystalline, whereas the other polyimides showed amorphous patterns as shown by the x-ray diffraction studies. Tensile strength, initial moduli, and elongation at break of the APN-based polyimide films ranged from 105-135 MPa, 1.92-2.50 GPa, and 6-7%, respectively. These polyimides had glass transition temperatures between 228 and 317°C. Thermal analyses indicated that these polymers were fairly stable, and the 10% weight loss temperatures by TGA were recorded in the range of 543-574°C in nitrogen and 540-566°C in air atmosphere, respectively. © 1993 John Wiley & Sons, Inc.
    Additional Material: 6 Ill.
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  • 8
    ISSN: 0887-624X
    Keywords: poly(amide-imide)s ; direct polycondensation ; 2,3-bis (4-aminophenoxy) naphthalene ; 2,3-bis (4-trimellitimidophenoxy) naphthalene ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The new polymer-forming diimide-diacid, 2,3-bis(4-trimellitimidophenoxy) naphthalene (I), was readily obtained by the condensation reaction of 2,3-bis (4-aminophenoxy) naphthalene with trimellitic anhydride. A series of novel aromatic poly (amide-imide)s were prepared by the direct polycondensation of diimide-diacid I with various aromatic diamines using triphenyl phosphite in N-methyl-2-pyrrolidone (NMP)/pyridine solution containing dissolved calcium chloride. The resultant polymers have inherent viscosities in the range of 0.65-1.02 dL/g at 30°C in N, N-dimethylacetamide. These polymers were readily soluble in various organic solvents and could be cast into transparent, tough, and flexible films. Their casting films showed tensile strength at break up to 86 MPa, elongation to break of 5-9%, and initial moduli up to 2.35 GPa. The wide-angle X-ray diffraction revealed that those polymers containing p-phenylene or p-oxyphenylene group are partially crystalline, and the other polymers are evidenced as amorphous patterns. These polymers show a glass transition in the range of 213-290°C in their differential scanning calorimetry (DSC) traces. The thermal stability of the polymers was evaluated by thermogravimetry analysis, which showed the 10% weight-loss temperatures in the range of 508-565°C in nitrogen and 480-529°C in air atmosphere. © 1994 John Wiley & Sons, Inc.
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  • 9
    ISSN: 0887-624X
    Keywords: poly(amide-imide)s ; 9,9-bis (4-hydroxyphenyl) fluorene ; 9,9-bis[4-(4-aminophenoxy) phenyl] fluorene ; triphenyl phosphite ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A dicarboxylic acid (I) was prepared from the condensation of 9,9-bis[4-(4-aminophenoxy) phenyl] fluorene and trimellitic anhydride. A new family of poly(amide-imide)s having inherent viscosities of 0.75-1.04 dL/g was prepared by the triphenyl phosphite activated polycondensation from the diimide-diacid I with various aromatic diamines in a medium consisting of N-methyl-2-pyrrolidone (NMP), pyridine, and calcium chloride. Most of the resulting polymers showed an amorphous nature and were readily soluble in polar solvents such as NMP and N,N-dimethylacetamide. All the soluble poly(amide-imide)s afforded transparent, flexible, and tough films. The glass transition temperatures of these polymers were in the range of 262-325°C and the 10% weight loss temperatures were above 525°C in air. © 1994 John Wiley & Sons, Inc.
    Additional Material: 4 Ill.
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  • 10
    ISSN: 0887-624X
    Keywords: 1,7-bis(4-aminophenoxy)naphthalene ; poly(amic acid) ; polyimide ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The novel diamine, 1,7-bis(4-aminophenoxy)naphthalene (1,7-BAPON), was synthesized and used to prepared polyimides. 1,7-BAPON was synthesized through the nucleophilic displacement of 1,7-dihydroxynaphthalene with p-fluoronitrobenzene in the presence of K2CO3 followed by catalytic-reduction. Polyimides were prepared from 1,7-BAPON and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities of 0.74-2.48 dL/g. Most of the polyimides formed tough, creasible films. These polyimides had glass transition temperatures between 247-278°C and their 10% weight loss temperatures were recorded in the range of 515-575°C in nitrogen atmosphere. © 1995 John Wiley & Sons, Inc.
    Additional Material: 4 Ill.
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