Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1994-09-22
1996-09-17
Springer, David B.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
548549, C07D207448, C07D207452
Patent
active
055569919
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a maleimide compound with improved storage stability which is hard to discolor. More particularly, it relates to a maleimide compound useful as a raw material for producing a heat resistant polymer such as AS resin, ABS resin and the like.
BACKGROUND ART
A maleimide compound is solid or liquid at room temperature so it is stored in various forms. For example, a solid maleimide is handled in the form of tablets, flakes, powders, etc. at room temperature and the forms thereof during storage such as flake container bags, drum containers, gallon containers, paper bags, tank containers are varied. Maleimide compound in heated molten state is stored in storage tanks in a liquid state.
There has been a problem that the color of the maleimide compound is changed gradually to a blown color, and sometimes into a slightly bluish black brown color, when it is stored in such a solid or liquid state. The rate of discoloration of the maleimide compound varies depending on state, form and storage conditions of the stored maleimide compound, and the discoloration of the maleimide compound during its storage is inevitable although it can occur quickly or slowly.
Discoloration of the maleimide compound is an important problem when used. That is, since the maleimide compound itself is a kind of raw monomer used for improving heat resistance of various thermoplastic resins such as styrene type resins, e.g., AS resin and ABS resin, methyl methacrylate resins, and vinyl chloride resins, etc., the discoloration of the maleimide compound makes the various thermoplastic resins discolored, and as a natural result, the commercial value of the thermoplastic resins decreases considerably. Thus it is necessary to solve the discoloration problem just mentioned above.
Accordingly, an object of the present invention is to provide a stabilized maleimide compound which is hard to discolor during its storage.
DISCLOSURE OF INVENTION
The above object can be attained by a maleimide compound with improved storage stability wherein the content of primary amines is not more than 500 ppm.
The above object can also be attained by a maleimide compound with improved storage stability wherein the content of primary amines is not more than 500 ppm and the content of maleic anhydride is in the range of 5 to 2,000 ppm.
The above object can further be attained by a maleimide compound with improved storage stability wherein the content of primary amines is not more than 500 ppm and the content of 2-amino-N-substituted succinimide compounds is not more than 300 ppm.
We have extensively studied about a cause for discoloration of the maleimide compound in order to solve the above-mentioned problem, to find that the discoloration of She maleimide compound is not occurred by the change in the quality of the maleimide compound itself rather than by the presence of the amines contained in the maleimide compound and used as a raw material for synthesizing the maleimide compound, and further that the discoloration speed is considerably enhanced by the existence of a small amount of chlorine compounds contained in the maleimide compound.
Further, it has also been found that if a volatile organic solvent exists in a maleimide compound, the organic solvent in the maleimide compound evaporates from the surface of the solid maleimide compound during its storage and at the same time, the amines and chlorine compounds contained therein are concentrated on the solid surface, thereby causing the promotion of discoloration of the maleimide compound.
Furthermore, we have studied about how the extent of discoloring the maleimide compound is effected by each of the components, to find that a maleimide compound excellent in storage stability which is extremely hard to discolor can be obtained by controlling the content of each component within a specific range. Thus, the present invention has been completed.
BEST MODE FOR CARRYING OUT THE INVENTION
Specifically, the present invention is to provide a maleimide compound wit
REFERENCES:
patent: 4623734 (1986-11-01), Kita et al.
patent: 4851547 (1989-07-01), Kita et al.
patent: 5045233 (1991-09-01), Kita et al.
Kishino Kazuo
Kita Yuichi
Nakagawa Koichi
Behr Esq. Omri M.
Nippon Shokubai Co. , Ltd.
Springer David B.
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