Solid state polymerization of cyanoacetylene into conjugated linear chains under pressure

Aoki, Katsutoshi; Kakudate, Y.; Yoshida, Masatake; Usuba, S.; Fujiwara, S.

doi:10.1063/1.457130

Cited by 45 publications

(36 citation statements)

References 19 publications

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“…At wavelengths tons of unstated wavelength (Yuzhakova et al 1984). There shorter than 230 nm, a linear geometry is proposed while are, however, numerous reports on the analysis of HC 3 N polymers produced by thermal means , Matsumura et al 1984, 1985a, with catalysts (Wallach and Manassen 1969, Delts et al 1981, Carlini 1984, under pressure (Aoki et al 1989), and by simple exposure to base (Delts et al 1981).…”

Section: Mixing Ratiomentioning

confidence: 98%

Titan Haze: Structure and Properties of Cyanoacetylene and Cyanoacetylene–Acetylene Photopolymers

Clarke¹,

Ferris²

1997

Icarus

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Section: Mixing Ratiomentioning

confidence: 98%

Titan Haze: Structure and Properties of Cyanoacetylene and Cyanoacetylene–Acetylene Photopolymers

Clarke¹,

Ferris²

1997

Icarus

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“…10,11 The breakages of triple bond of the a) Electronic mail: zoubo@jlu.edu.cn ethynyl group in acetylene, cyanoacetylene, and phenylacetylene are evidenced when pressure exceeds 4.2, 1.4, and 8 GPa, respectively. [12][13][14] Hydrogen cyanide, cyanogen, and tetracyanoethylene polymerize progressively through saturating C≡N triple bonds upon compression above 1.3, 3.5, and 14 GPa, respectively. [15][16][17] The polymer of perdeuterated acrylic acid is produced upon decompression from 7.21 GPa, different from the conventional ones.…”

Section: Introductionmentioning

confidence: 99%

Effect of pressure on heterocyclic compounds: Pyrimidine and s-triazine

Xiong

et al. 2014

The Journal of Chemical Physics

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We have examined the high-pressure behaviors of six-membered heterocyclic compounds of pyrimidine and s-triazine up to 26 and 26.5 GPa, respectively. Pyrimidine crystallizes in Pna2₁ symmetry (phase I) with the freezing pressure of 0.3 GPa, and transforms to another phase (phase II) at 1.1 GPa. Raman spectra of several compression-decompression cycles demonstrate there is a critical pressure of 15.5 GPa for pyrimidine. Pyrimidine returns back to its original liquid state as long as the highest pressure is below 15.1 GPa. Rupture of the aromatic ring is observed once pressure exceeds 15.5 GPa during a compression-decompression cycle, evidenced by the amorphous characteristics of the recovered sample. As for s-triazine, the phase transition from R-3c to C2/c is well reproduced at 0.6 GPa, in comparison with previous Raman data. Detailed Raman scattering experiments corroborate the critical pressure for s-triazine may locate at 14.5 GPa. That is, the compression is reversible below 14.3 GPa, whereas chemical reaction with ring opening is detected when the final pressure is above 14.5 GPa. During compression, the complete amorphization pressure for pyrimidine and s-triazine is identified as 22.4 and 15.2 GPa, respectively, based on disappearance of Raman lattice modes. Synchrotron X-ray diffraction patterns and Fourier transform infrared spectra of recovered samples indicate the products in two cases comprise of extended nitrogen-rich amorphous hydrogenated carbon (a-C:H:N).

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“…1 Some examples have been reported for simple molecules containing double or triple bonds which react both in the liquid ͑butadiene 1 ͒ and in the solid phase ͓cyanogen, 2 acetylene, 3-6 cyanoacetylene, 7 CO ͑Ref. The application of suitable external pressures to a solid allows us to finely tune the distances and the relative orientations of nearest neighbor molecules.…”

Section: Introductionmentioning

confidence: 99%

High pressure reactivity of solid furan probed by infrared and Raman spectroscopy

Ceppatelli

Santoro²,

Bini³

et al. 2003

The Journal of Chemical Physics

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High pressure reactivity of solid benzene probed by infrared spectroscopyThe behavior of crystalline furan has been investigated, at room temperature, along the 0-47-0 GPa pressure cycle by using IR and Raman spectroscopy. These data, joint to high pressure low temperature IR data, allow the identification of two solid phases in the 1.2-12 GPa pressure range: the low-pressure orientationally disordered phase IV and the high-pressure ordered phase III. Above 10-12 GPa solid furan starts to chemically transform. The threshold pressure for the transformation is much lower than in benzene, as expected according to the minor stability of the heteroaromatic ring. The reaction proceeds continuously along the compression path, but it becomes complete only with releasing pressure, and a yellow-brownish sample is recovered. This compound was identified as an amorphous hydrogenated carbon ͑a-C:H͒ containing alkylpolyether type segments, alcoholic functions, and CvO bonds. The presence of these new chemical species attests to the opening of the original furan rings and to the transfer of hydrogen atoms. The reaction seems to be very similar to that induced in crystalline benzene. This comparison indicates a general behavior for the reactivity under ultrahigh pressures of the whole class of aromatic compounds.

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Solid state polymerization of cyanoacetylene into conjugated linear chains under pressure

Cited by 45 publications

References 19 publications

Titan Haze: Structure and Properties of Cyanoacetylene and Cyanoacetylene–Acetylene Photopolymers

Titan Haze: Structure and Properties of Cyanoacetylene and Cyanoacetylene–Acetylene Photopolymers

Effect of pressure on heterocyclic compounds: Pyrimidine and s-triazine

High pressure reactivity of solid furan probed by infrared and Raman spectroscopy

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