2,3-disubstituted primary para-phenylenediamines and process for oxidation dyeing of keratin fibers
AssigneeL'oreal
InventorLaure Ramos-Stanbury
Life of this patent
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Abstract
Disclosed herein are para-phenylenediamine compounds of formula (I), and their salts and solvates: wherein R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6- or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, the ring being optionally substituted, with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent. Compositions comprising these compounds and processes of making them, as well as processes and kits for dyeing keratin fibers are also disclosed.
Claims34
A para-phenylenediamine compound chosen from compounds of formula (I), and physiologically acceptable solvates and acid salts thereof:
- wherein R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be substituted,
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent, and
- with the further proviso that the para-phenylenediamine compound is not chosen from the following compounds:
A process for the synthesis of a para-phenylenediamine compound of formula (I):
- wherein:
- R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be substituted,
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent, and
- with the further proviso that the para-phenylenediamine compound is not chosen from the following compounds:
- the process comprising reducing the corresponding intermediate compound of formula (II):
- wherein:
- R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be substituted;
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent;
- and
- R3 is chosen from hydrogen, sulphonic groups, and C1-C4 linear or branched alkyl radicals,
- with the proviso that the compounds of formula (II) are not chosen from the following:
An intermediate compound of formula (II):
- wherein
- R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6- or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be optionally substituted;
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent;
- and
- R3 is chosen from hydrogen, sulphonic groups, and C1-C4 linear or branched alkyl radicals,
- with the proviso that the compounds of formula (II) are not chosen from the following:
A composition for the oxidation dyeing of keratin fibers, comprising, in a medium suitable for dyeing, at least one para-phenylenediamine compound chosen from para-phenylenediamine compounds of formula (I) and their physiologically acceptable solvates and acid salts:
- wherein R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be optionally substituted,
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent, and
- with the further proviso that the at least one para-phenylenediamine compound is not chosen from:
A process for the oxidation dyeing of keratin fibers, comprising applying at least one dye composition to the keratin fibers for a period of time sufficient to develop a desired coloration, either by exposure to the air, or using at least one oxidizing agent, optionally in the presence of at least one oxidation catalyst;
- wherein the at least one dye composition comprises, in a medium suitable for dyeing, at least one para-phenylenediamine compound chosen from para-phenylenediamine compounds of formula (I) and their physiologically acceptable solvates and acid salts:
- wherein R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be optionally substituted,
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent, and
- with the further proviso that the at least one para-phenylenediamine compound is not chosen from the following:
A multicompartment dyeing kit, comprising at least one first compartment containing at least one dye composition, and at least one second compartment containing at least one oxidizing composition;
- wherein the at least one dye composition comprises, in a medium suitable for dyeing, at least one para-phenylenediamine compound chosen from para-phenylenediamine compounds of formula (I) and their physiologically acceptable solvates and acid salts:
- wherein R1 and R2 form, together with the carbon atoms to which they are attached, a 4-, 5-, 6-, or 7-membered ring, wherein the ring comprises carbon atoms and, optionally, one or two atoms chosen from oxygen and nitrogen, it being possible for the ring to be optionally substituted,
- with the proviso that when the ring comprises two atoms chosen from oxygen and nitrogen, these two atoms are non-adjacent, and
- with the further proviso that the at least one para-phenylenediamine compound is not chosen from the following:
Dependencies are inferred from the claim text.