Back to results
US 5,169,403 AGranted
Direct dyes having a quaternary center with a long aliphatic chain
AssigneeClairol Incorporated
InventorsAlexander Chan, Yuh-Guo Pan
Life of this patent
Estimating the term…
Abstract
Direct dyes having a quaternary center with a long aliphatic chain, compositions containing those dyes, and the process of using them to dye hair are disclosed. These dyes have a higher affinity for hair and are more shampoo stable than conventional direct dyes, and produce pleasing uniform dyeing.
Claims20
A dye composition comprising:
- (a) a tinctorially effective amount of at least one nitroaniline dye compound of the formula (I):
- Q--NR.sub.6 (CH.sub.2).sub.n --N.sup.+ R.sub.1 R.sub.2 R.sub.3 X.sup.-
- or cosmetically acceptable salts thereof, wherein
- Q is a nitrobenzene of the formula (II):
- ##STR12## n is 2 to 12;
- R is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, C.sub.1-6 polyhydroxyalkyl, halogen, C.sub.1-6 alkoxy, halogenated C.sub.1-3 alkyl, polyhalogenated C.sub.1-3 alkyl, CN, CONH.sub.2, SO.sub.3 H, or COOH;
- R.sub.1 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.2 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.3 is a C.sub.8-22 aliphatic chain;
- R.sub.6 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- and
- X.sup.- is a monovalent or divalent anion;
- (b) a cosmetically acceptable carrier that is compatible with the dye compound of formula (I);
- and
- (c) at least one adjuvant or additive selected from the group consisting essentially of surface active agents, alkalizing agents, chelating agents and perfumes.
12 more elements
A dye composition comprising:
- (a) a tinctorially effective amount of at least one nitroaminophenol dye compound of the formula (I):
- Q--NR.sub.6 (CH.sub.2).sub.n --N.sup.+ R.sub.1 R.sub.2 R.sub.3 X.sup.-
- or cosmetically acceptable salts thereof, wherein
- Q is a nitrophenol of the formula (IV):
- ##STR15## n is 2 to 12;
- R is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, C.sub.1-6 polyhydroxyalkyl, halogen, C.sub.1-6 alkoxy, halogenated C.sub.1-3 alkyl, polyhalogenated C.sub.1-3 alkyl, CN, CONH.sub.2, SO.sub.3 H, or COOH;
- R.sub.1 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.2 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.3 is a C.sub.8-22 aliphatic chain;
- R.sub.6 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- and
- X.sup.- is a monovalent or divalent anion;
- (b) a cosmetically acceptable carrier that is compatible with the dye compound of formula (I);
- and
- (c) at least one adjuvant or additive selected from the group consisting essentially of surface active agents, alkalizing agents, chelating agents and perfumes.
12 more elements
A process for dyeing hair that comprises applying to the hair a dye composition that comprises:
- (a) a tinctorially effective amount of at least one nitroaniline dye compound of the formula (I):
- Q--NR.sub.6 (CH.sub.2).sub.n --N.sup.+ R.sub.1 R.sub.2 R.sub.3 X.sup.-
- or cosmetically acceptable salts thereof, wherein
- Q is a nitrobenzene of the formula (II):
- ##STR16## n is 2 to 12;
- R is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, C.sub.1-6 polyhydroxyalkyl, halogen, C.sub.1-6 alkoxy, halogenated C.sub.1-3 alkyl, polyhalogenated C.sub.1-3 alkyl, CN, CONH.sub.2, SO.sub.3 H, or COOH;
- R.sub.1 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.2 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.3 is a C.sub.8-22 aliphatic chain;
- R.sub.6 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- and
- X.sup.- is a monovalent or divalent anion;
- (b) a cosmetically acceptable carrier that is compatible with the dye compound of formula (I);
- and
- (c) at least one adjuvant or additive selected from the group consisting essentially of surface active agents, alkalizing agents, chelating agents and perfumes.
12 more elements
A process for dyeing hair that comprises applying to the hair a dye composition that comprises:
- (a) a tinctorially effective amount of at least one nitroaminophenol dye compound of the formula (I):
- Q--NR.sub.6 (CH.sub.2).sub.n --N.sup.+ R.sub.1 R.sub.2 R.sub.3 X.sup.-
- or cosmetically acceptable salts thereof, wherein
- Q is a nitrophenol of the formula (IV):
- ##STR19## n is 2 to 12;
- R is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, C.sub.1-6 polyhydroxyalkyl, halogen, C.sub.1-6 alkoxy, halogenated C.sub.1-3 alkyl, polyhalogenated C.sub.1-3 alkyl, CN, CONH.sub.2, SO.sub.3 H, or COOH;
- R.sub.1 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.2 is C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- R.sub.3 is a C.sub.8-22 aliphatic chain;
- R.sub.6 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, or C.sub.1-6 polyhydroxyalkyl;
- X.sup.- is a monovalent or divalent anion;
- and
- (b) a cosmetically acceptable carrier that is compatible with the dye compound of formula (I);
- and
- (c) at least one adjuvant or additive selected from the group consisting essentially of surface active agents, alkalizing agents, chelating agents and perfumes.
12 more elements
Dependencies are inferred from the claim text.