Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-03-16
1999-12-07
Morris, Patricia L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D24918
Patent
active
05998628&
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to nonexplosive preparations of 1-hydroxy-benzotriazole which consist of neutralized 1-hydroxy-benzotriazole and water. They are prepared by reaction of unneutralized 1-hydroxy-benzotriazole with hydroxides, bicarbonates or carbonates of alkali metals or alkaline earth metals to the neutral point in aqueous solution. The preparations according to the invention may be present as a solution, suspension or paste, depending on the solubility of the neutralized 1-hydroxy-benzotriazoles and on the temperature. The preparations according to the invention do not constitute an explosion hazard in the meaning of the law of the Federal German Republic on substances constituting an explosion hazard, of 17.04.1986 (Bundesgesetzblatt [Federal Law Gazette] page 577).
1-Hydroxy-benzotriazole is used for reducing the racemization in peptide syntheses, in particular in syntheses by the dicyclohexyl-carbodiimide or the active ester method. Furthermore, it serves as particularly effective mediator substance in an enzymatic bleaching process by atmospheric oxidation in the paper and pulp industry. In the same manner as the unsubstituted parent substance, methyl-substituted 1-hydroxy-benzotriazoles, for example 1-hydroxy-4-methyl-benzotriazole or 1-hydroxy-5-methyl-benzotriazole or mixtures of the two compounds, are also suitable for this purpose. The preparations according to the invention are suitable for these purposes, both in the unneutralized form obtainable again by acidification or directly in the form of the preparations according to the invention, in which the 1-hydroxy-benzotriazoles are present in the form of their alkali metal or alkaline earth metal salts. The explosion-proof nature of the preparations according to the invention plays an important role in the storage, the transport and the handling of the stated substances.
It is known that 1-hydroxy-benzotriazoles are substances which constitute an extreme explosion hazard. Particularly during drying, milling, sieving or during, heating or on contact with ignition sources or hot surfaces, there are therefore risks of accidents due to spontaneous decomposition reactions. Accordingly, the handling of such substances is subject to particular regulations. The use of pure 1-hydroxy-benzotriazoles in practice is thus greatly restricted or even made impossible by their thermal and mechanical sensitivity.
There has been no lack of effort to eliminate or at least to reduce the explosion hazard of 1-hydroxy-benzotriazoles by additives, so-called desensitizers. The addition of water alone is not sufficient here. The reduction or a limited elimination of the explosion hazard was achieved by mixing with fine-particled solids (DE-OS (German Published Specification) 31 17 985). However, the range of use of such mixtures is restricted in an often undesired manner by the additives. In addition, especially the careful mixing and the necessity of the fine-particled nature of the additives require a certain effort, which is expensive and moreover does not eliminate tile flammability of the mixture in most cases.
In detailed investigations of behavior of, for example, sodium 1-hydroxy-benzotriazole towards thermal and mechanical stress, it was found that dried, anhydrous 1-hydroxy-benzotriazole sodium salt is likewise thermally sensitive and impact-sensitive but not sensitive to friction. Further investigations have finally shown that preparations of the alkali metal or alkaline earth metal salts of 1-hydroxy-benzotriazole with water are to be regarded as constituting neither a thermal nor a mechanical explosion hazard. Forms of 1-hydroxy-benzotriazole which can be handled without danger are thus provided.
The invention relates to nonexplosive preparations of 1-hydroxy-benzotriazole, consisting of 5 to 90%, relative to the total weight of the preparations, of mainly neutralized 1-hydroxy-benzotriazole of the formula ##STR2## in which R.sup.1 and R.sup.2, independently of one another, represent hydrogen or methyl and cation or H.sup..sym. whereby M.sup..s
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Fiege Helmut
Hagedorn Ferdinand
Bayer Aktiengesellschaft
Morris Patricia L.
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