Polycarbon sulfide, process for preparing the same and...

Chemistry: electrical current producing apparatus – product – and – Current producing cell – elements – subcombinations and... – Electrode

Reexamination Certificate

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C429S231800, C429S212000

Reexamination Certificate

active

06709787

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a polycarbon sulfide usable as an active material for a battery, a process for preparing the same and a nonaqueous electrolytic battery comprising the same.
BACKGROUND OF THE INVENTION
With the rapid expansion of portable electronic devices on the market, batteries to be used as power supplies thereof are more severely demanded to have higher performance. Besides, the development of batteries, which are more friendly to the global environment, is required. Under such circumstances, sulfur and its derivatives, which have a higher capacity, are more cost effective and give less loads on the environment, are expected to be promising as active materials for the positive electrodes of nonaqueous electrolytic batteries (primary batteries or secondary batteries).
If it is possible to utilize the two electron reaction of sulfur for a battery, sulfur will be an active material having an energy density as high as 1675 mAH/g theoretically. However, since sulfur is highly insulating and poor in reversibility, alkali metal-sulfur batteries have low capacity factors in practical use in the present state of art. In addition, the alkali metal-sulfur batteries can be used only under high temperature atmospheres, which leads to the corrosion of battery cases and the like due to the high activity of sulfur or its derivatives. Thus, it is hard to apply such batteries to miniature batteries for use in appliances.
In the meantime, inorganic sulfur compounds soluble in organic solvents, such as the sulfides of alkali metals are also used as active materials for the positive electrodes of batteries (see JP-A-57-145272, etc.). Porous carbon electrodes are used as the positive electrodes of batteries using the above inorganic sulfur compounds. These batteries are able to discharge at a larger quantity of current than the conventional sulfur batteries, but they are used mainly as primary batteries because carbon composing the electrodes is subject to deterioration during the discharge.
Further, organic sulfur compounds comprising carbon, sulfur, etc. as main constitutive elements have been investigated in possibility of usage as active materials for positive electrodes. For example, WO85/01293 (corresponding to JP-A-60-502213) proposes an organic sulfur compound represented by the formula: (R
a
CS
b
)
b
wherein R is a hydrogen, an alkali metal or a transition element. The present inventors have examined the syntheses of the organic sulfur compounds disclosed in the same publication and found that they have the following problems.
That is, it is impossible to perfectly substitute halogen atoms or hydrogen atoms with sulfur atoms in the synthesis by adding sulfur to a polymer such as a halogenated polyethylene (e.g. polytetrafluoroethylene, polytrifuluorochloroethylene or the like) or polyacetylene. Therefore, the resultant organic sulfur compounds tend to have many halogen atoms, hydrogen atoms or the like remaining in the molecules. In addition, it is impossible to control the amount of sulfur to be added, and therefore, it is very difficult to produce a compound having an uniform structure. This problem is manifest from the facts that the organic sulfur compounds synthesized in Examples 1 to 3 and 7 in WO85/01293 contain many elements other than carbon and sulfur.
Example 6 of WO85/01293 describes a product of the composition formula: CS
0.98
H
0.009
, which is composed of substantially two kinds of elements, i.e., carbon and sulfur. The present inventors have carefully examined the product and found that the synthesis described in Example 6 affords a mixture of an organic sulfur compound having a low sulfur content and a polysulfide compound. Since the polysulfide compound can not be removed by washing with water, it seems that the composition formula of the product described in Example 6 expresses an average composition of the above mixture, as a matter of fact. In addition, since the polymer containing no unsaturated bond is used as the starting material, the carbon backbone of the synthesized organic sulfur compound having a low sulfur content is essentially a carbon chain with saturated bonds, and further, since the number of the disulfide linkages (C—S—S—C) with the carbon backbone present in the molecule is small, such an organic sulfur compound has difficulties in reversible charge and discharge, and also has poor discharge capacity. In other words, it is impossible that the synthesis described in WO85/01293 affords an organic sulfur compound consisting of two kinds of elements, i.e., carbon and sulfur and having a high capacity and a high sulfur content.
As another type of compound, an organic sulfur compound represented by the formula: (CS
w
)
p
wherein w is a number of 2.5 to about 50, and p is a number of 2 or more attracts attentions because the compound has an energy density as high as 1000 to 1600 mAh/g. Skotheim et al. use this compound as an active material for the positive electrode of a nonaqueous electrolytic battery and propose a secondary battery capable of having a high capacity at room temperature (see U.S. Pat. No. 5,441,831 (corresponding to JP-A-7-29599), WO96/41388 (corresponding to JP-A-11-506799), WO96/41387 (corresponding to JP-A-11-514128), etc.). This organic sulfur compound can be produced by any of the following methods: a method comprising reacting sodium sulfide with sulfur, followed by a reaction with an organic chloride compound; and a method comprising reacting acetylene with sulfur in a solution of metal sodium in ammonia; other is by reacting carbon disulfide with dimethylsulfone in the presence of metal sodium as a catalyst. This organic sulfur compound is characterized in that the molecular structure has a backbone having a conjugated structure formed mainly by carbon atoms and a structure represented by the formula —S
m
— (m≧3) (hereinafter referred to as polysulfide segment) bonded to the backbone.
However, it is impossible to design the molecule of the above organic sulfur compound of the formula: (CS
w
)
p
in the course of the synthesis, and therefore, it is difficult to control the sulfur content of the resultant compound. Thus, there remains a problem in that organic sulfur compounds having uniform structures can not be obtained.
Further, the produced compounds usually contain a large amount of polysulfide compounds having low or high molecular weights, and such a tendency is observed that, as the value of p in the formula: (CS
w
)
p
increases, the ratio of the above conjugated structure decreases and the ratio of the polysulfide compound increases. Particularly in case of a battery using an electrolytic solution (liquid electrolyte), the polysulfide compound or the polysulfide segment in the molecule of the above organic sulfur compound is decomposed in the course of charge and discharge and easily dissolved in the electrolytic solution, which results in the significant factors of lowering the stability of the compound and the stability of the battery comprising such a compound. As a result, the self-discharge of the compound itself becomes relatively large, and further, a metal sulfide which inhibits the reversibility of charge and discharge is formed, so that the cyclic life of the battery becomes shorter.
DISCLOSURE OF THE INVENTION
The first object of the present invention is to provide a polycarbon sulfide which has high reversibility and high capacity as an active material for electrodes and also has excellent stability.
The second object of the present invention is to provide a process for preparing the above specified excellent polycarbon sulfide.
The third object of the present invention is to provide a high-capacity nonaqueous electrolytic battery which is excellent in cyclic charge and discharge performance and reliability, using such an excellent polycarbon sulfide as an active material.
The present inventors have intensively researched in order to achieve the above objects, and found out a process for preparing a novel organic sulfur compound (polycarbon sulfide) from an organ

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