DE138939C - - Google Patents

Description

IMPERIAL

PATENT OFFICE,

In the patent 73089 a method for the preparation of a new, called Jonon Described odoriferous substance, which consists in the fact that citral and acetone are replaced by alkaline Agents first of all condensed into a new ketone, the pseudo-jonon, and the pseudo-jonon then by acids in. a with this isomeric ketone, the actual ionone, converted.

In the patent specification 75120 it is already stated that as citral both those based on synthetic Ways to be represented like those naturally occurring in various essential oils Citrale can be used, although according to recent studies they are not identical in all respects. In the French patent 260319 (Ri tier's Renseignements spe'ciaux, 1896, no.119) is it has also been shown that the substances contained in the separation of the citral from the citral are obtained Oils can avoid losses if they are used instead of citral raw oils themselves, e.g. B. the lemongrass oil, as a starting material for the production of ionon-containing Used fragrances. In the same way, in the first part of the procedure, one can use the Patent 73089 avoid a loss of pseudo-jonon if one according to the mentioned French patent fails to boil it out, rather that by Condensation of the citral-containing oils with acetone obtained product, from which only the highly volatile Portions need to be removed directly from the transformation with acids or acidic ones Subjects to salting. If you do this according to the description of the patent specification 73089, it turns out that in an operation only part of the Pseudojonons is rearranged and it leads to the complete rearrangement of the condensation product existing pseudo-jonons requires a multiple repetition of this part of the procedure.

It has now been found that this inconvenience can be remedied and the representation more ionic Fragrances compared to the example of patent specification 73089 while achieving greater The yield can be simplified and made cheaper by increasing the Acid effect by increasing the concentration of sulfuric acid and lengthening it the duration of the action a complete relocation of the intermediate product in one operation causes.

It was further found that the violet substances, which can be achieved by modifying the procedure of patent 73089

*) Previous additional patents: 75120; 122466; 127424; 129027; 132222; 133563; 134672 and 138100.

obtained from the ionon of this patent by higher boiling point and higher specifics Differentiate weight. It has been found that these deviations from the Partly due to the fact that the product of this process, in addition to ionic substances, of high boiling point and high specific gravity, but also partly because that is the ion, which is known from the veneer oil of this process Procedure, e.g. B. by fractional distillation or with the aid of bisulfite or substituted Can isolate ammonia, shows a higher content of β-ionone than that exactly Jonon shown according to the example of patent 73089.

This increase in the content of β-ionone in the ionone is also due to that mentioned above Increase in the sulfuric acid effect is conditional.

The inversion means listed in French patent specification 260319: solutions of arsenic acid or ferric chloride, the latter of which is due to that which occurs during cooking Hydrochloric acid is split off, but this effect cannot be achieved.

The crude product of the present process can now be purified by fractionated distillation will. If only the low-boiling parts are separated from the raw product, in this way one obtains a product which, besides the ion (α-ion and β-ion), is even higher receives boiling products. But by further fractionation one can also use the ion of the product itself boil out in a technically pure state and continue to do so Fractionations also enrich the β-ion in the product at will.

Because in these products the high-boiling constituents of the Raw product is added and that the content of β-ionone in it can be increased at will you can get variations in the nuance of the violet odor.

Example: 5 kg lemongrass oil, 10 kg alcohol, 6 kg acetone and 10 l concentrate chlorinated lime solution (which supplies the alkaline agent necessary for condensation by separating finely divided hydrated lime) are boiled for 6 hours on the reflux condenser, then excess amounts of alcohol, acetone, etc. at 80 ⁰ to 90 distilled off and the residue from the .OeI, isolirte with. overheated steam. About 500 g of first runnings are removed and about 3.5 kg of raw pseudo-jonone are obtained. The latter is now with. a solution of 7 kg of monosodium sulfate in 36 liters of water (which corresponds to about 7 percent sulfuric acid, since the monosodium sulfate disintegrates in aqueous solution into sulfuric acid and sodium sulfate) is boiled with stirring until the rearrangement is complete, which takes about 100 hours . At this ratio, 1.5 to 1.75 kg of artificial veneer oil (crude ionone) are obtained. . '

This crude ionone can be purified by fractional distillation to obtain the fields under 12 mm pressure 125-140 ⁰ Antheile boiling or by subjecting it one of the known methods for the cleaning ionone. The ionone to be obtained in this way has a significantly higher β-ionone content than the ionone to be obtained according to the example of patent specification 73089.

Claims (1)

Patent claim:
Further development of the process for the preparation of a fragrance called ionon, protected by patent 73089, consisting in the fact that the oil made from citral oils, e.g. B. lemongrass oil, raw pseudojonon to be obtained is boiled with sodium bisulfite solution until the raw reaction product exaggerated with water vapors shows a specific gravity of 0.940 to 0.950.