Diazamerocyanines for dyeing keratinous fibers
AssigneeL'oreal
InventorsGerard Lang, Andree Bugaut
Life of this patent
Estimating the term…
Abstract
Some novel diazo compounds, and salts thereof, useful for dyeing keratinous fibers, particularly human hair are disclosed. Illustrative of these compounds are the methyl sulfate salts of 1'-(4'-N,N-dimethylaminobenzene) 2-azo 4-cyano 1-methyl pyridinium methyl sulfate and 1'-(4'-amino 8'-hydroxy naphthalene) 2-azo 1-methyl pyridinium. Hair setting lotions, hair dye compositions and hair lacquers containing these compounds, preferably in alcoholic solutions, are also disclosed.
Claims14
A dye composition for dyeing keratinous fibers comprising an aqueous solution having a pH of between about 3 and about 8, of from about 0.0001 to about 5% by weight of at least one diazamerocyanine dye, including the mesomorphic forms thereof, having the formula
- A=N--N=B
- wherein
- A represents a nitrogen heterocycle selected from the group consisting of ##SPC80##
- wherein
- R represents a member selected from the group consisting of lower alkyl having 1-4 carbon atoms and phenyl;
- X represents a member selected from the group consisting of sulfur, --NR'--, wherein R' represents lower alkyl having 1-4 carbon atoms, --CR'.sub.9 =CR'.sub.10 wherein R'.sub.9 is hydrogen, alkyl of 1 to 4 carbon atoms or cyano and wherein R'.sub.10 is hydrogen or alkyl of 1 to 4 carbon atoms, and --C(R")(R")--, wherein each R" is independently selected from the group consisting of hydrogen and lower alkyl having 1-4 carbon atoms;
- Z represents a member selected from the group consisting of --CH=CH-- and --NR'", wherein R'" represents lower alkyl having 1-4 carbon atoms,
- R.sub.7 represents a member selected from the group consisting of hydrogen, lower alkyl having 1-4 carbon atoms, cyano and phenyl,
- R.sub.8 represents a member selected from the group consisting of hydrogen, halogen and lower alkyl having 1-4 carbon atoms, provided that R.sub.7 and R.sub.8, when taken together with the carbon atoms to which they are linked, represent benzene;
- B represents a member selected from the group consisting of
- i. 1-phenyl-3-methyl-5-pyrazolone,
- ii. a cycle of the formula ##SPC81##
- wherein
- Y represents a member selected from the group consisting of oxygen and ##EQU1## wherein R.sub.1 and R.sub.2 each independently represent a member selected from the group consisting of hydrogen, lower alkyl having 1-4 carbon atoms, hydroxyalkyl having 1-4 carbon atoms and phenyl, and Z.sup.- is an anion derived from a member selected from the group consisting of an inorganic acid and an organic acid,
- R.sub.3 represents a member selected from the group consisting of hydrogen, lower alkyl, lower alkoxy and phenylcarbamyl,
- R.sub.4 and R.sub.6 each independently represent a member selected from the group consisting of hydrogen, lower alkyl having 1-4 carbon atoms and lower alkoxy having 1-4 carbon atoms, and
- R.sub.5 represents a member selected from the group consisting of hydrogen, halogen, alkyl of 1 to 4 carbon atoms, nitro, amino, acetylamino;
- R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached being benzene or hydroxybenzene,
- iii. a cycle having the formula ##SPC82##
- wherein
- R.sub.1 and R.sub.9, together with the nitrogen and carbon atoms to which they are attached, represent morpholine in which case R.sub.10 is hydrogen and R.sub.2 represents a member selected from the group consisting of hydrogen and lower alkyl having 1-4 carbon atoms, and
- wherein
- R.sub.2 and R.sub.10, when taken together with the nitrogen and carbon atoms to which they are attached, represent morpholine in which case R.sub.9 is hydrogen and R.sub.1 represents a member selected from the group consisting of hydrogen, lower alkyl having 1-4 carbon atoms and acyl having 2 to 5 carbon atoms, and R.sub.11 represents a member selected from the group consisting of hydrogen and lower alkyl having 1-4 carbon atoms, and
- iv. a cycle having the formula ##SPC83##
- wherein
- R.sub.1, r.sub.2, r.sub.9, r.sub.10 and R.sub.11 have the meaning given above and X.sup.- represents an anion derived from a member selected from the group consisting of an inorganic acid and an organic acid.
Dependencies are inferred from the claim text.