SE328090B - - Google Patents
Info
- Publication number
- SE328090B SE328090B SE16565A SE16565A SE328090B SE 328090 B SE328090 B SE 328090B SE 16565 A SE16565 A SE 16565A SE 16565 A SE16565 A SE 16565A SE 328090 B SE328090 B SE 328090B
- Authority
- SE
- Sweden
- Prior art keywords
- radical
- hydrogen
- alkyl
- formula
- tautomers
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/413—Indoanilines; Indophenol; Indoamines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises naphthoquinone imines (I) having the formula <FORM:1097271/C4-C5/1> and tautomers thereof, wherein n is 1-3, which are obtained by condensing 5,8-dihydroxy-1,4-naphtho quinone with the appropriate alkylene polyamine and (2) having the formula <FORM:1097271/C4-C5/2> and tautomers thereof wherein R represents a hydroxyalkyl aminoalkyl radical or a phenyl radical bearing an amino group -NR1R2 wherein either R1 is alkyl and R2 is hydrogen or alkyl or R1 and R2 are hydrogen or monoor poly-hydroxyalkyl, at most one of R1 and R2 being hydrogen, the formula <FORM:1097271/C4-C5/3> and tautomers thereof wherein R1 is -alkylene-or -(alkylene-NH)n-alkylene-, n being 1 to 3, or the formula <FORM:1097271/C4-C5/4> and tautomers thereof, wherein X is a monovalent radical R or a divalent radical -R1-or -R1-R1-, r being 1 or 2 according to the valency of X and R and R1 are the heterocyclic groups; 2-pyridyl, 3-pyridyl, 6-amino-2-pyridyl, 2 - methyl - 4 - thiazodyl, 4 - quinolyl, 7-quinolyl, 2 - imidazolyl, 5 - benzimidazolyl, 2-benthiazolyl or 2-naphtho-(1,2)-thiazolyl. The imines of (2) and other analogous naphthoquinone imines are prepared by condensing a primary mono- or di-amine with 5-amino-8-hydroxy - 1,4 - naphthoquinone - 1 - imine (NI); condensation of the di-amine with two moles of NI yield a bis-naphthoquinone imine. Numerous examples are given of the condensation of NI with primary alkyl amines, N-hydroxyethyl ethylene diamine, polyhydroxy alkyl amines, alkylene polyamines, hydroxy and alkoxy aromatic amines, hydroxy alkyl phenylene diamines, dialkylamino aromatic amines, nitro anilines, amino benzyl alcohols, and heterocyclic amines. NI is prepared by reacting 1,5-dinitro naphthalene with sulphuric acid and purified by heating it in an aqueous solution of a secondary or tertiary alkanolamine followed by precipitation with brine. The NI may be sulphonated by adding the imine in powder form to oleum at 25-30 DEG C. The various imines and others of the general formula <FORM:1097271/C4-C5/5> and tautomers thereof wherein X is a monovalent radical -R or a divalent radical -R1-, wherein R is hydrogen or a monovalent aliphatic, cycloaliphatic, aryl, aralkyl or heterocyclic radical and R1 is a divalent aliphatic, cycloaliphatic, arylene, aralkyl or heterocyclic radical, r is 1 or 2 depending on X and A, B, C, D, E and G are hydrogen, chlorine, bromine, sulpho, alkyl or -HNR, where R is as defined above and wherein A and B may also be hydroxy, may be used for hair dyeing (see Division D1).ALSO:Human hair is dyed on the head with a substantive naphthoquinone imine represented by the formula <FORM:1097271/D1-D2/1> wherein X is a monovalent radical -R or divalent radical -R\svwherein R is hydrogen or a monovalent aliphatic, cycloaliphatic, aryl, aralkyl or heterocyclic radical and R\sv is a divalent aliphatic, cycloaliphatic, arylene, aralkyl or heterocyclic radical, r is 1 or 2 depending on the value of X and A, B, C, D, E and G are hydrogen, chlorine, bromine, sulpho, alkyl or -HNR where R is as above defined and wherein A and B may also be hydroxy. The dyes may be used in aqueous media which are acid or alkaline, alone or with other direct dyes and/or with oxidation dyes, including nitro, azo, phenolic and anthraquinone dyes and phenylene diamines. The oxidation dyes are used in conjunction with H2O2 or urea peroxide. The dyes may be used together with conventional anionic, cationic or non-ionic surfactants and with thickening agents. Numerous examples are given.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US34510764A | 1964-02-17 | 1964-02-17 | |
US37383864A | 1964-06-09 | 1964-06-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
SE328090B true SE328090B (en) | 1970-09-07 |
Family
ID=26994257
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE16565A SE328090B (en) | 1964-02-17 | 1965-01-08 |
Country Status (5)
Country | Link |
---|---|
CH (1) | CH480838A (en) |
DE (1) | DE1467837A1 (en) |
FR (1) | FR1555464A (en) |
GB (1) | GB1097271A (en) |
SE (1) | SE328090B (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU58848A1 (en) * | 1969-06-11 | 1971-03-09 | ||
LU59063A1 (en) * | 1969-07-08 | 1971-03-09 | ||
LU61889A1 (en) * | 1970-10-19 | 1972-06-28 | ||
NL174562C (en) * | 1970-12-11 | 1984-07-02 | Oreal | METHOD FOR PREPARING A P-AMINOPHENYLBENZOCHINONIMINE, METHOD FOR PREPARING A PAINT PREPARATION, AND METHOD FOR PREPARING A COLOR REINFORCEMENT FOR HUMAN HAIR |
IT1027008B (en) * | 1970-12-21 | 1978-11-20 | Oreal | KERATIN FIBRF INDOPHENOLS PARTICALLY OF HUMAN HAIR |
LU75425A1 (en) * | 1976-07-21 | 1978-02-08 | ||
GB2159828B (en) * | 1984-04-20 | 1987-10-21 | Shiseido Co Ltd | Naphthalene derivatives and hair dye compositions containing them |
JP2001288054A (en) * | 2000-04-07 | 2001-10-16 | Kao Corp | Hair dye |
-
1965
- 1965-01-05 CH CH6065A patent/CH480838A/en not_active IP Right Cessation
- 1965-01-05 FR FR1555464D patent/FR1555464A/fr not_active Expired
- 1965-01-06 GB GB64165A patent/GB1097271A/en not_active Expired
- 1965-01-08 DE DE19651467837 patent/DE1467837A1/en active Pending
- 1965-01-08 SE SE16565A patent/SE328090B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE1467837A1 (en) | 1968-12-12 |
GB1097271A (en) | 1968-01-03 |
FR1555464A (en) | 1969-01-31 |
CH480838A (en) | 1969-11-15 |
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