One-dimensional conjugated carbyne - synthesis and properties

K. Akagi; M. Nishiguchi; H. Shirakawa; Y. Furukawa; I. Harada

doi:10.1016/0379-6779(87)90798-3

One-dimensional conjugated carbyne - synthesis and properties

K. Akagi^*, M. Nishiguchi, H. Shirakawa, Y. Furukawa, I. Harada

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

80 Citations (Scopus)

Abstract

Novel synthetic method of one-dimensional conjugated polyyne so-called carbyne is presented. Synthetic strategy employed is a dehydrochlorination of stereospecifically chlorinated polyacetylene, (CHCl)_x, synthesized through prolonged FeCl₃-doping. In the dehydrochlorination using DBU as a strong base, usage of polar solvent such as DMSO or DMF was confirmed essential. It was elucidated from spectroscopic measurements that the dehydrochlorination proceeds via two steps of trans-elimination of HCl to yield carbyne but not cumulene, and that carbynes formed are composed of polyyne segments with various chain lengths ranging from n_C≡C = 10 to 65. Electrical conductivity of the carbyne was enhanced by 10⁷ times upon I₂-doping to give a maximum value of 1.6 × 10^-1 S/cm^-1.

Original language	English
Pages (from-to)	557-562
Number of pages	6
Journal	Synthetic Metals
Volume	17
Issue number	1-3
DOIs	https://doi.org/10.1016/0379-6779(87)90798-3
Publication status	Published - 1987 Jan
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

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10.1016/0379-6779(87)90798-3

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@article{9f490b954e7c41f8895f1d36dce2a6d3,

title = "One-dimensional conjugated carbyne - synthesis and properties",

abstract = "Novel synthetic method of one-dimensional conjugated polyyne so-called carbyne is presented. Synthetic strategy employed is a dehydrochlorination of stereospecifically chlorinated polyacetylene, (CHCl)x, synthesized through prolonged FeCl3-doping. In the dehydrochlorination using DBU as a strong base, usage of polar solvent such as DMSO or DMF was confirmed essential. It was elucidated from spectroscopic measurements that the dehydrochlorination proceeds via two steps of trans-elimination of HCl to yield carbyne but not cumulene, and that carbynes formed are composed of polyyne segments with various chain lengths ranging from nC≡C = 10 to 65. Electrical conductivity of the carbyne was enhanced by 107 times upon I2-doping to give a maximum value of 1.6 × 10-1 S/cm-1.",

author = "K. Akagi and M. Nishiguchi and H. Shirakawa and Y. Furukawa and I. Harada",

note = "Funding Information: ACKNOWLEDGEMENTS Work at University of Tsukuba was supported by a Grant-in-Aids of special research projects on organic thin films for information conversion (No. 60111003, 61103003) and in part on properties of molecular assemblies (No. 60104001) from the Ministry of Education, Science and Culture.",

year = "1987",

month = jan,

doi = "10.1016/0379-6779(87)90798-3",

language = "English",

volume = "17",

pages = "557--562",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier BV",

number = "1-3",

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TY - JOUR

T1 - One-dimensional conjugated carbyne - synthesis and properties

AU - Akagi, K.

AU - Nishiguchi, M.

AU - Shirakawa, H.

AU - Furukawa, Y.

AU - Harada, I.

N1 - Funding Information: ACKNOWLEDGEMENTS Work at University of Tsukuba was supported by a Grant-in-Aids of special research projects on organic thin films for information conversion (No. 60111003, 61103003) and in part on properties of molecular assemblies (No. 60104001) from the Ministry of Education, Science and Culture.

PY - 1987/1

Y1 - 1987/1

N2 - Novel synthetic method of one-dimensional conjugated polyyne so-called carbyne is presented. Synthetic strategy employed is a dehydrochlorination of stereospecifically chlorinated polyacetylene, (CHCl)x, synthesized through prolonged FeCl3-doping. In the dehydrochlorination using DBU as a strong base, usage of polar solvent such as DMSO or DMF was confirmed essential. It was elucidated from spectroscopic measurements that the dehydrochlorination proceeds via two steps of trans-elimination of HCl to yield carbyne but not cumulene, and that carbynes formed are composed of polyyne segments with various chain lengths ranging from nC≡C = 10 to 65. Electrical conductivity of the carbyne was enhanced by 107 times upon I2-doping to give a maximum value of 1.6 × 10-1 S/cm-1.

AB - Novel synthetic method of one-dimensional conjugated polyyne so-called carbyne is presented. Synthetic strategy employed is a dehydrochlorination of stereospecifically chlorinated polyacetylene, (CHCl)x, synthesized through prolonged FeCl3-doping. In the dehydrochlorination using DBU as a strong base, usage of polar solvent such as DMSO or DMF was confirmed essential. It was elucidated from spectroscopic measurements that the dehydrochlorination proceeds via two steps of trans-elimination of HCl to yield carbyne but not cumulene, and that carbynes formed are composed of polyyne segments with various chain lengths ranging from nC≡C = 10 to 65. Electrical conductivity of the carbyne was enhanced by 107 times upon I2-doping to give a maximum value of 1.6 × 10-1 S/cm-1.

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DO - 10.1016/0379-6779(87)90798-3

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SP - 557

EP - 562

JO - Synthetic Metals

JF - Synthetic Metals

IS - 1-3

ER -

One-dimensional conjugated carbyne - synthesis and properties

Abstract

ASJC Scopus subject areas

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