Solid-State Polymerization of Some Diacetylenic Nylon Salts

Aoba, Kazuhiro; Okada, Shuji; Shimada, Satoru; Matsuda, Hiro; Nakanishi, Hachiro

doi:10.1080/10587259808044311

Cited by 4 publications

(1 citation statement)

References 6 publications

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“…To promote the condensation reaction of ammonium carboxylate, heat treatment is known to be effective. Solidstate condensation reactions of !-aminoalkanoic acid 18) and salts of ,!-diaminoalkane and alkanedioic acid 19,20) have been reported to progress at high temperature depending on According to the heat of the polymerization reaction of crystals measured by DSC, almost no heat of reaction was observed for polymerized NCs and the conversion of the NCs was concluded to be almost quantitative. However, the conversion of polymerized FMCs was estimated to be 97% indicating that monomers remained in the FMCs.…”

Section: Resultsmentioning

confidence: 99%

Fixation of Surface-Modified Polydiacetylene Nano/Microcrystals on Substrates

Kinemuchi¹,

Moritani²,

Tatewaki³

et al. 2011

Jpn. J. Appl. Phys.

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Polydiacetylene nanocrystals (NCs) and fibrous microcrystals (FMCs), whose surfaces were modified by carboxyl groups, were prepared by radical-initiator-induced solid-state polymerization of NCs and FMCs of 1,6-di(N-carbazolyl)-2,4-hexadiyne using 2,2'-azobis2-[N-(2-carboxylethyl)amidino]propane. The NCs and FMCs could be attached to glass substrates modified by amino groups when the glass substrates were immersed into NC and FMC dispersions of N,N-dimethylformamide. However, the adhesive force was weak and the ultrasonic treatment almost removed the NCs and FMCs. On the other hand, after heat treatment of the NCs and FMCs weakly bonded on the glass substrates, we found that 81% of the NCs and 56% of the FMCs remained on the substrates after sonication. The annealing process seemed to accelerate the condensation reaction between crystals and the substrates to form covalent bonds.

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Section: Resultsmentioning

confidence: 99%

Fixation of Surface-Modified Polydiacetylene Nano/Microcrystals on Substrates

Kinemuchi¹,

Moritani²,

Tatewaki³

et al. 2011

Jpn. J. Appl. Phys.

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Solid-State Reactions of Crystals Containing Two Kinds of Polymerizable Moieties of Diene and Diyne

Odani

Okada

Kabuto

et al. 2009

Crystal Growth & Design

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We have investigated that photoreactivities of a series of diynediammonium dienecarboxylates in the crystalline state. In the case of 4,4′-butadiynedibenzylammonium disorbate, almost all diene moieties were polymerized during photoirradiation for 8 h. On the other hand, the conversion of diyne moieties was still low. Crystal structure of the monomer crystal indicates that the alignment of diene moieties is very similar to those of topochemically polymerizable crystals of diene derivatives. Even though the translation distance of diyne moieties is also suitable for the polymerization, the tilt angle is different from the ideal angle. It is the reason why the conversion of diyne moieties was low. By X-ray single-crystal structure analysis of the polymer crystal, we confirmed that the polymerization proceeded via topochemical reaction mechanism indeed. On the other hand, photodimerization of diene moieties in the crystals of 2,4-hexadiyne-1,6-diammonium (E,E)-muconate occurred because of the face-to-face alignment of dienes at a distance of 3.8 Å.

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