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US 4,226,784 AGranted
2- and 5-Aminoalkylamino anthraquinone dyes useful as basic dyes in coloring hair
AssigneeL'oreal
InventorsGregoire Kalopissis, Andree Bugaut
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AssigneeL'oreal
InventorsGregoire Kalopissis, Andree Bugaut
Estimating the term…
A compound of the formula A-NR--(CH.sub.2).sub.n --NHR' wherein R and R' are hydrogen, n is a whole number between 2 and 6 inclusive and A is selected from (1) anthraquinonyl per se wherein NR-(CH.sub.2).sub.n --NHR' is in position 2 or (2) anthraquinonyl of the formula ##STR1## wherein R.sub.1 and R.sub.2 are selected from hydrogen and lower alkyl, and the NR--(CH.sub.2).sub.n --NHR' chain is in position 5. The compound is useful as a basic dye in coloring the hair.
A compound of the formula
1,4-diamino-5-.gamma.-aminopropylamino anthraquinone.
Dependencies are inferred from the claim text.
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From the US filing history. Foreign family members aren’t listed.
Nitro or nitroso dyes
Ketones, e.g. benzophenone: quinones
Preparations for styling the hair, e.g. by temporary shaping or colouring: preparations for temporary colouring the hair, e.g. direct dyes
Iso-indoles; Hydrogenated iso-indoles: with oxygen atoms in positions 1 and 3, e.g. phthalimide
Term ended 7 Oct 1997 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.
This invention relates to new coloring compositions for dyeing hair.
The object of the present invention is to provide a new article of manufacture consisting of a coloring composition for human hair. This composition is essentially characterized by the fact that it contains, in solution, at least one compound having the following general formula:
A--NR--(CH.sub.2).sub.n --NHR' (I)
In order that the invention may be better understood, several examples of the preparation and use of the dyes according to Formula (I) will now be described, purely by way of illustration without limiting the scope of the invention to the details thereof.
The reaction used in preparing this compound may be diagrammatically represented in the following manner: ##STR7##
A toluenic solution of 4-methylamino-1-bromo anthraquinone is heated to reflux for several hours with an excess of ethylenediamine. After cooling, the toluenic solution is treated several times with a solution of normal hydrochloric acid. The hydrochloric extracts are collected, and then rendered alkaline in order to liberate the desired base, which is extracted by means of ethyl acetate. Oxalic acid is added to this ethyl acetate solution and the desired amine is precipitated in the form of oxalate which is then dried.