Abstract
A new diimide-diacid monomer, N,N′ -bis(4-carboxyphenyl)-4,4′-oxydiphthalimide (I), was prepared by azeotropic condensation of 4,4′-oxydiphthalic anhydride (ODPA) and p-aminobenzoic acid (p-ABA) at a 1:2 molar ratio in a polar solvent mixed with toluene. A series of poly (amide-imide)s (PAI, IIIa-m) was synthesized from the diimide-diacid I (or I′, diacid chloride of I) and various aromatic diamines by direct polycondensation (or low temperature polycondensation) using triphenyl phosphite and pyridine as condensing agents. It was found that only IIIk-m having a meta-structure at two terminals of the diamine could afford good quality, creasable films by solution-casting; other PAIs III using diamine with para-linkage at terminals were insoluble and crystalline; though IIIg-i contained the soluble group of the diamine moieties, their solvent-cast films were brittle. In order to improve their to solubility and film quality, copoly(amide-imide)s (Co-PAIs) based on I and mixtures of p-ABA and aromatic diamines were synthesized. When on equimolar of p-ABA (m=1) was mixed, most of Co-PAIs IV had improved solubility and high inherent viscosities in the range 0.9-1.5 dl g-1; however, their films were still brittle. With m=3, series V was obtained, and all members exhibited high toughness. The solubility, film-forming ability, crystallinity, and thermal properties of the resultant poly(amide-imide)s were investigated.
| Original language | English |
|---|---|
| Pages (from-to) | 406-416 |
| Number of pages | 11 |
| Journal | Polymer International |
| Volume | 51 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2002 May 1 |
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All Science Journal Classification (ASJC) codes
- Polymers and Plastics
- Organic Chemistry
- Materials Chemistry
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Synthesis and properties of poly(amide-imide)s based on N,N′-bis(4-carboxyphenyl)-4,4′-oxydiphthalimide, p-aminobenzoic acid and various aromatic diamines. / Yang, Chin Ping; Chen, Ruei Shin; Hung, Kuei Shi; Woo, Eamor M.
In: Polymer International, Vol. 51, No. 5, 01.05.2002, p. 406-416.Research output: Contribution to journal › Article
TY - JOUR
T1 - Synthesis and properties of poly(amide-imide)s based on N,N′-bis(4-carboxyphenyl)-4,4′-oxydiphthalimide, p-aminobenzoic acid and various aromatic diamines
AU - Yang, Chin Ping
AU - Chen, Ruei Shin
AU - Hung, Kuei Shi
AU - Woo, Eamor M.
PY - 2002/5/1
Y1 - 2002/5/1
N2 - A new diimide-diacid monomer, N,N′ -bis(4-carboxyphenyl)-4,4′-oxydiphthalimide (I), was prepared by azeotropic condensation of 4,4′-oxydiphthalic anhydride (ODPA) and p-aminobenzoic acid (p-ABA) at a 1:2 molar ratio in a polar solvent mixed with toluene. A series of poly (amide-imide)s (PAI, IIIa-m) was synthesized from the diimide-diacid I (or I′, diacid chloride of I) and various aromatic diamines by direct polycondensation (or low temperature polycondensation) using triphenyl phosphite and pyridine as condensing agents. It was found that only IIIk-m having a meta-structure at two terminals of the diamine could afford good quality, creasable films by solution-casting; other PAIs III using diamine with para-linkage at terminals were insoluble and crystalline; though IIIg-i contained the soluble group of the diamine moieties, their solvent-cast films were brittle. In order to improve their to solubility and film quality, copoly(amide-imide)s (Co-PAIs) based on I and mixtures of p-ABA and aromatic diamines were synthesized. When on equimolar of p-ABA (m=1) was mixed, most of Co-PAIs IV had improved solubility and high inherent viscosities in the range 0.9-1.5 dl g-1; however, their films were still brittle. With m=3, series V was obtained, and all members exhibited high toughness. The solubility, film-forming ability, crystallinity, and thermal properties of the resultant poly(amide-imide)s were investigated.
AB - A new diimide-diacid monomer, N,N′ -bis(4-carboxyphenyl)-4,4′-oxydiphthalimide (I), was prepared by azeotropic condensation of 4,4′-oxydiphthalic anhydride (ODPA) and p-aminobenzoic acid (p-ABA) at a 1:2 molar ratio in a polar solvent mixed with toluene. A series of poly (amide-imide)s (PAI, IIIa-m) was synthesized from the diimide-diacid I (or I′, diacid chloride of I) and various aromatic diamines by direct polycondensation (or low temperature polycondensation) using triphenyl phosphite and pyridine as condensing agents. It was found that only IIIk-m having a meta-structure at two terminals of the diamine could afford good quality, creasable films by solution-casting; other PAIs III using diamine with para-linkage at terminals were insoluble and crystalline; though IIIg-i contained the soluble group of the diamine moieties, their solvent-cast films were brittle. In order to improve their to solubility and film quality, copoly(amide-imide)s (Co-PAIs) based on I and mixtures of p-ABA and aromatic diamines were synthesized. When on equimolar of p-ABA (m=1) was mixed, most of Co-PAIs IV had improved solubility and high inherent viscosities in the range 0.9-1.5 dl g-1; however, their films were still brittle. With m=3, series V was obtained, and all members exhibited high toughness. The solubility, film-forming ability, crystallinity, and thermal properties of the resultant poly(amide-imide)s were investigated.
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U2 - 10.1002/pi.870
DO - 10.1002/pi.870
M3 - Article
AN - SCOPUS:0036570526
VL - 51
SP - 406
EP - 416
JO - Polymer International
JF - Polymer International
SN - 0959-8103
IS - 5
ER -