IP Library Granted Patent US 9,060,953
Granted Patent B2
US 9,060,953 · App. 14/306,430 · Granted Jun 23, 2015

1-hexyl-1

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Quick Facts
Patent No.
US 9,060,953
App. No.
14/306,430
Granted
Jun 23, 2015
Kind
B2
Abstract

1-hexyl-1H-pyrazole-4,5-diamine hemisulfate, as represented in formula (IX-a), and its use in oxidative dyeing composition. This pyrazole salt was found to combine good stability as raw material and good shade intensity with a range of common couplers when formulated in hair dyeing composition.

Claims (4)

1. A composition for the oxidative dyeing of human keratin fibers comprising 1-hexyl-1H-pyrazole-4,5-diamine hemisulfate as a primary intermediate; wherein the composition is stored for at least 23 days before usage.

2. The composition according to claim 1 , further comprising one or more couplers selected from the group consisting of: resorcinol, 4-chlororesorcinol, 2-chlororesorcinol, 2-methylresorcinol, 4,6-dichlorobenzene-1,3-diol, 2,4-dimethylbenzene-1,3-diol, m-aminophenol, 4-amino-2-hydroxytoluene, 2-methyl-5-hydroxyethylaminophenol, 3-amino-2,6-dimethylphenol, 3-amino-2,4-dichlorophenol, 5-amino-6-chloro-o-cresol, 5-amino-4-chloro-o-cresol, 6-hydroxybenzomorpholine, 2-amino-5-phenylphenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 2-amino-5-ethoxyphenol, 5-methyl-2-(methylamino)phenol, 2,4-diaminophenoxyethanol, 2-amino-4-hydroxyethylaminoanisole, 1,3-bis-(2,4-diaminophenoxy)-propane, 2,2′-(2-methyl-1,3-phenylene)bis(azanediyl)diethanol, benzene-1,3-diamine, 2,2′-(4,6-diamino-1,3-phenylene)bis(oxy)diethanol, 3-(pyrrolidin-1-yl)aniline, 1-(3-(dimethylamino)phenyl)urea, 1-(3-aminophenyl)urea, 1-naphthol, 2-methyl-1-naphthol, 1,5-naphthalenediol, 2,7-naphthalenediol or 1-acetoxy-2-methylnaphthalene, 4-chloro-2-methylnaphthalen-1-ol, 4-methoxy-2-methylnaphthalen-1-ol, 2,6-dihydroxy-3,4-dimethylpyridine, 2,6-dimethoxy-3,5-pyridinediamine, 3-amino-2-methylamino-6-methoxypyridine, 2-amino-3-hydroxypyridine, 2,6-diaminopyridine, pyridine-2,6-diol, 5,6-dihydroxyindole, 6-hydroxyindole, 5,6-dihydroxyindoline, 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, 1,2,4-trihydroxybenzene, 2-(benzo[d][1,3]dioxol-5-ylamino)ethanol (also known as hydroxyethyl-3,4-methylenedioxyaniline), physiologically compatible water-soluble salts thereof and mixtures thereof.

3. The composition according to claim 2 , further comprising one or more aditional primary intermediates selected from the group consisting of: toluene-2,5-diamine, p-phenylenediamine, N-phenyl-p-phenylenediamine, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2-hydroxyethyl-p-phenylenediamine, hydroxypropyl-bis-(N-hydroxyethyl-p-phenylenediamine), 2-methoxymethyl-p -phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, 2,2′-(2-(4-aminophenylamino)ethylazanediyl) diethanol, 2-(2,5-diamino-4-methoxyphenyl)propane-1,3-diol, 2-(7-amino-2H-benzo[b][1,4]oxazin-4(3H) -yl)ethanol, 2-chloro-p-phenylenediamine, p-aminophenol, p -(methylamino)phenol, 4-amino-m-cresol, 2-methoxy-p-phenylenediamine, 2,2′-methylenebis-4-aminophenol, 2,4,5,6-tetraminopyrimidine, 2,5,6-triamino-4-pyrimidinol, 1-hydroxyethyl-4,5-diaminopyrazole sulfate, 4,5-diamino-1-methylpyrazole, 4,5-diamino-1-ethylpyrazole, 4,5-diamino-1isopropylpyrazole, 4,5-diamino-1-butylpyrazole, 4,5-diamino-1-pentylpyrazole, 4,5-diamino-1-benzylpyrazole, 2,3-diamino-6,7-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one dimethosulfonate, physiologically compatible water-soluble salts thereof, and mixtures thereof.

4. An oxidative hair dyeing kit comprising a tint component, the tint component comprising 1-hexyl-1H-pyrazole-4,5-diamine hemisulfate as a primary intermediate, wherein the tint component is stored for at least 23 days before usage.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2021
From: NOXELL CORPORATION
To: WELLA OPERATIONS US, LLC
Reel/Frame 056339/0928 →
RELEASE OF SECURITY INTEREST Recorded Apr 16, 2018
From: JPMORGAN CHASE BANK, N.A.
To: NOXELL CORPORATION
Reel/Frame 045950/0161 →
SECURITY INTEREST Recorded Jun 29, 2017
From: NOXELL CORPORATION
To: JPMORGAN CHASE BANK N.A.
Reel/Frame 043340/0685 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE NAME OF ASSIGNOR PREVIOUSLY RECORDED ON REEL 040437 FRAME 0133. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 15, 2016
From: THE PROCTER AND GAMBLE COMPANY
To: GALLERIA CO.
Reel/Frame 040941/0637 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2016
From: GALLERIA CO.
To: NOXELL CORPORATION
Reel/Frame 040436/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2016
From: PROCTER AND GAMBLE COMPANY
To: GALLERIA CO.
Reel/Frame 040437/0133 →
IP SECURITY AGREEMENT Recorded Oct 4, 2016
From: NOXELL CORPORATION
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 040224/0630 →