Organic compounds -- part of the class 532-570 series – Organic compounds
Patent
1991-06-17
1992-12-29
Gerstl, Robert
Organic compounds -- part of the class 532-570 series
Organic compounds
549 15, 549 30, 549 32, 549 36, 549 39, C07D42114, C07D41914
Patent
active
051752808
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
This invention relates to a novel thia- and/or selenafulvalenyl group-containing compound and an electrically conductive complex containing this novel compound as an electron donor, and more specifically to a novel thia- and/or selenafulvalenyl group-containing compound having (i) the advantages of electron donating nature and capability of giving an electrically conductive complex when only mixed with an electron acceptor and (ii) the advantages of excellent thermal stability, etc., and an electrically conductive complex containing this novel compound as an electron donor.
TECHNICAL BACKGROUND
Although organic compounds have been generally considered to be insulating materials, researches are being energetically conducted in order to discover an organic compound having electrical conductivity. As an organic electrically conductive compound, there is known a charge-transfer complex in which an electron donor and an electron acceptor are bonded to each other due to charge transfer between these two members.
It is already known that complexes obtained by reacting a variety of electron acceptors with compounds having a thiafulvalene skeleton such as tetrathiafulvalene (TTF), tetramethyltetrathiafulvalene (TMTTF), bisethylenedithiotetrathiafulvalene (BEDTTTF), etc., exhibit relatively good electrical conductivity [a Japanese periodical "Kagaku Sosetsu", Vol. 42, page 59 (1983)].
However, among the above electron-donating compounds having a thiafulvalene skeleton, TTF has the following defect: It is inferior in thermal stability due to its low melting point of 115.degree. to 119.degree. C. and cannot be applied to a part exposed to a high temperature, and the area for its use is hence limited. TMTTF and BEDTTTF have excellent thermal stability over TTF, but have the following defect: these compounds have no sufficient electron donating nature, and cannot form a complex when only directly mixed with a generally used electron acceptor, and it is required to employ a complicated method such as an electrolytic crystallization method, or the like, in order to form a complex.
As described above, no organic compound has been found so far which has good electron donating nature, the capability of directly forming a complex with an electron acceptor and excellent thermal stability.
Therefore, it is a first object of this invention to provide a novel organic compound having good electron donating nature, the capability of directly forming a complex with an electron acceptor and excellent thermal stability.
Further, it is a second object of this invention to provide an electrically conductive complex containing, as an electron donor, a novel organic compound having good electron donating nature, the capability of directly forming a complex with an electron acceptor and excellent thermal stability.
DISCLOSURE OF THE INVENTION
The present inventors have made a diligent study to achieve the above objects and as a result, found the following. (1) The organic compound of the general formula (I), in which each of the two ends is terminated with a specific thia- and/or selenafulvalenyl group and each group is bonded with a specific aromatic divinyl group, has good electron donating nature, the capability of directly forming a complex with an electron acceptor and excellent thermal stability. And, (2) a complex containing the organic compound of the general formula (I) as an electron donor, which is obtained by reacting this electron donor with an electron acceptor and has a specific molar ratio between the electron donor and the electron acceptor, has electrical conductivity. This invention has been completed on these findings.
That is, this invention has its gist in a thia- and/or selenafulvalenyl group-containing compound of the general formula (I), ##STR2##
wherein:
each of X.sub.1, X.sub.2, X.sub.3, X.sub.4, X'.sub.1, X'.sub.2, X'.sub.3 and X'.sub.4 is independently S or Se,
Y is an electron donating or electron accepting substituent having a size which is not so large as to prevent molecular overlappi
REFERENCES:
patent: 4691028 (1987-09-01), Inokuchi
Kawabata Kazushige
Mizutani Makoto
Tanaka Keiji
Gerstl Robert
Idemitsu Kosan Co. Ltd.
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