Pyrrole monomer

Organic compounds -- part of the class 532-570 series – Organic compounds – Azo

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Details

548560, 548561, 548562, 25229961, 25229968, C07C24508, C09B 2940, C07D20730

Patent

active

052782956

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

The present invention relates to a novel pyrrole monomer, a process for production thereof and to a functional polymer membrane. More particularly, it relates to a conductive polymer membrane having liquid crystal molecules in its side chain.


DESCRIPTION OF RELATED ART

Organic conductive polymers having hetero atoms such as polypyrrole, polythiophene, polyaniline have been subjects of studies different from polyacetylene because the former have stable electrical conductivity in atmospheric conditions. Recently, research efforts have been conducted to bring organic materials to the market of electrical materials, for example, development of secondary batteries having a polyaniline anode, aluminum solid electrolytic condenser having a polypyrrole as an electrolyte. Taking this opportunity, defects of organic materials such as durability, reliability or the like have been gradually reconsidered. Further, investigation of the function of conductive polymer having organic functional molecules (e.g., electronic, electric, optical function etc.) as substituents has been carried out.
It is also known that liquid crystal polymers such as polyamides, polyester, and polyester amides have been studied as an engineered plastic material due to their high strength and high elasticity. Fundamental and development research have been conducted on such polymers as engineering plastics. Further, not only main-chain liquid crystal polymer, but side-chain liquid crystal polymer have been briskly studied. These side-chain polymers have purpose different from that of the main-chain liquid crystal polymer, and may be used as a transducer which can convert change of external information such as light, heat, electricity, strength into different energy utilizing side-chain liquid crystal molecules. For example, application of reversible phase change of liquid crystal corresponding to the change in electric field for liquid crystal display, sensor utilizing change upon heat and the like.
Technique utilizing orientation of polymer liquid crystal for production of conductive polymer film will be shown below.
(1) Conductive polymer film is obtained by adding and by heating polymer liquid crystal and pyrrole monomer and AlCl.sub.3 (U.S. Pat. No. 4,772,421).
(2) Conductive polymer film is obtained by adding a photopolymerization initiator to liquid crystal molecules with cross-linking group introduced at the end, and applying electric field to orientate and fixing the orientation (Japanese Patent Laying-Open No. 223906/1987).
(3) The methods for producing conductive film utilizing orientation of previously mixed low-molecular weight liquid crystals are as follows.
(a) Conductive material is obtained by mixing liquid crystal molecules with, for example, molten polyester, followed by cooling and molding the resultant (Ger. Offen. DE 3,613,701).
(b) Liquid crystal molecules, electrolyte, pyrrole are added in a solvent, which is subjected to electrolytic polymerization (Ger. Offen. DE 3,533,242).
However, the method (1), wherein the oriented film of the liquid crystal polymer is previously prepared, and said film is contacted with acetylene or pyrrole, has a defect of requiring a long period of time for polymerization. The method (2) provides very low electrical conductivity (i.e., 6.times.10.sup.-7 S/cm) due to the deficiency of conjugated double bond chain. In the method (3)(a), it is troublesome to heat polyester to its melting temperature. The method (3)(b) has defect that it required liquid crystal molecule five time the amount of the solvent (37 times the amount of pyrrole).
The present invention provides a novel conductive polymer membrane having two characteristics, i.e., electrical conductivity and liquid crystal property in the same matrix. The present invention also provides a novel pyrrole monomer derivative for the above purpose.


SUMMARY OF THE INVENTION

The present invention relates to a compound represented by the general formula [I]: ##STR2## {wherein R.sub.1 and R.sub.2 are selected to that R

REFERENCES:
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patent: 4129573 (1978-12-01), Bellus et al.
patent: 4342692 (1982-08-01), Suh et al.
patent: 5082856 (1992-01-01), Taniguchi et al.
Lee, J. Amer. Chem. Soc., vol. 88, pp. 3440-3441 (1966).

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