Infrared determination of noncyclic imides and polyimides

Shalaby, Shalaby W.; McCaffery, Edward L.

doi:10.1021/ac60260a001

Cited by 11 publications

(8 citation statements)

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“…The large volume shrinkage in the imidization reaction is presumably due to the poor solubility of PI backbones. In addition, the formation of inter‐chain imides can be considerable . The inter‐chain imide formation has been proposed as a side product of the dehydration process .…”

Section: Resultsmentioning

confidence: 99%

Rigid Polyimide Networks End‐Linked with Tri‐ and Tetra‐armed Crosslinkers

Yoshihara

Hosono

Ohshima

et al. 2014

Macro Chemistry & Physics

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Rigid polymer networks with aromatic polyimide (PI) backbones end‐linked with symmetric crosslinkers are designed. 1,3,5‐Tris(4‐aminophenyl)benzene (TAPB) and tetra(4‐aminophenyl)methane (TAPM) are used as the crosslinkers. Whereas TAPB has three reactive amines at planar threefold symmetric (C3) positions, TAPM has four amines at tetragonal (S4) positions. Poly(amide acid) (PAA) precursors are end‐linked with TAPB or TAPM to make PAA networks. The crosslinking reaction efficiencies and mechanical properties of the PAA gels are investigated by the sol fraction method and compressive stress–strain tests, respectively. The PAA gels are successively transformed to PI gels through chemical imidization treatments. From the swelling behavior, it is found that the PI gels have high void contents up to 70%.

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Section: Resultsmentioning

confidence: 99%

Rigid Polyimide Networks End‐Linked with Tri‐ and Tetra‐armed Crosslinkers

Yoshihara

Hosono

Ohshima

et al. 2014

Macro Chemistry & Physics

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“…All these polyamides reported thus far have been limited to those with cyclic imide structures with a single exception of noncyclic polyimides whose preparation from ordinary monoamines and diacid chlorides was briefly described in the literature. 6 The diacylation of amines, however, generally proceeds rather sluggishly, which appeared to be associated with the difficulty in attaining high molecular weight by this polymerization. In our preliminary experiments,' the possibility of preparing an open-chain polyimide was shown by utilizing the specific nature of the amino group of an 0-substituted hy droxylamine.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of an open‐chain polyimide from benzyloxyamine and terephthaloyl chloride

Kurita

Yamakawa

Iida

et al. 1989

J. Polym. Sci. A Polym. Chem.

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A procedure for synthesizing an open‐chain polyimide has been developed. O‐Substituted hydroxylamines were found to behave as difunctional nucleophiles in acylation under appropriate conditions, and thus the reaction of equimolar amounts of benzyloxyamine and terephthaloyl chloride gave rise to the corresponding novel type of polyimide, an open‐chain polyimide. The results of polymerization under various conditions indicated the reaction to proceed efficiently in N, N‐dimethylacetamide in the presence of an acid acceptor system composed of double the molar quantity of triethylamine and the molar quantity of pyridine to give the polyimide with a high molecular weight. In contrast to the conventional polyimides having cyclic imide structures, the resulting open‐chain polyimide exhibited remarkable solubility in common organic solvents and a low glass transition temperature.

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“…However, little is known about the synthesis and properties of aromatic polyimides having non-cyclic imide structures. 2 Recently, Kurita et al 3.4 reported the synthesis of an open-chain polyimide with number-average molecular weight (Mn) of 1.25 x 10 4 g mol-1 by the solution polycondensation of an unique monomer benzyloxyamine with terephthaloyl chloride. In contrast to the conventional cyclic polyimides, this non-cyclic polyimide having bulky and flexible pendant benzyloxy groups has considerably low glass transition temperature (Tg) of 87°C and relatively low decomposition temperature around 200°C in air, but is quite readily soluble even in ordinary organic solvents.…”

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confidence: 99%

Synthesis and Characterization of N-Phenylated Wholly Aromatic Non-Cyclic Polyimides from N,N′-Diphenylphthalimidoyl Chlorides and Phthalic Acids

Saegusa

Inoo

Nakamura

1993

Polym J

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ABSTRACT:A novel class of polyimides, N-phenylated wholly aromatic non-cyclic polyimides, was synthesized by the low-temperature solution and two-phase phase-transfer catalyzed polycondensations of new aromatic bis(imidoyl chloride )s, N,N' -diphenylisophthalimidoyl chloride and N,N' -diphenylterephthalimidoyl chloride, with aromatic dicarboxylic acids, isophthalic acid and terephthalic acid. The resulting polyimides were all white in color and had reduced viscosities of 0.11-0.14 dl g -1. Compared with the conventional polyimides having cyclic imide structures, these N-phenylated non-cyclic polyimides exhibited better solubility in various organic solvents, reduced crystallinity and lower glass transition temperatures and thermal stability. The reduced viscosity of a typical polyimide decreased rapidly upon UV light irradiation, indicating the occurrence of photodegradation. Before the polymer synthesis, the effects of reaction medium, organic and inorganic bases and phase-transfer catalyst were studied on the solution and two-phase reactions of N,N'

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Infrared determination of noncyclic imides and polyimides

Cited by 11 publications

References 1 publication

Rigid Polyimide Networks End‐Linked with Tri‐ and Tetra‐armed Crosslinkers

Rigid Polyimide Networks End‐Linked with Tri‐ and Tetra‐armed Crosslinkers

Synthesis and properties of an open‐chain polyimide from benzyloxyamine and terephthaloyl chloride

Synthesis and Characterization of N-Phenylated Wholly Aromatic Non-Cyclic Polyimides from N,N′-Diphenylphthalimidoyl Chlorides and Phthalic Acids

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