-
公开(公告)号：FR1473843A
公开(公告)日：1967-03-24
申请号：FR14059
申请日：1965-04-21
Applicant: OREAL
Inventor： BUGAUT , GHILARDI JULIANA
IPC: A61K20060101 , A61K38/43 , C07C20060101 , C09F20060101 , D06P3/04 , D06P3/14
Abstract: The invention comprises a substituted p-phenylene diamine of formula prepared by reducing 1-methoxy-2-nitro-4,6-dimethyl-benzene to 1-methoxy-2-amino-4,6-dimethylbenzene, nitrating this to introduce a nitro group into the 5-position after first protecting the 2-amino group, liberating the 2-amino group and reducing the 5-nitro group. A preferred method involves reducing and acetylating 1-methoxy-2-nitro-4,6-dimethyl benzene to produce 1-methoxy-2-acetamido-4,6-dimethyl benzene, then nitrating with nitric acid to give 1 - methoxy - 2 - acetamide - 5 - nitro-4, 6-dimethyl benzene, de-acetylating the product with HCl and reducing the 5-nitro group. The substance is utilizable in hair dyeing (see Division D1).ALSO:Keratinic fibres, particularly human hair, are dyed using a composition containing as essential component 1-methoxy-2,5-diamino-4,6-dimethyl benzene in the presence of an oxidising agent, e.g. H2O2. The composition may also contain other dyestuffs, thickening agents and/or surface active agent and preferably has a pH of 8-10.
-
公开(公告)号：FR1454314A
公开(公告)日：1966-07-22
申请号：FR1454314D
申请日：1965-11-18
Applicant: OREAL
Inventor： KALOPISSIS GREGOIRE , BUGAUT
IPC: A61K20060101 , A61K8/41 , A61Q5/06 , C07C20060101 , C09B51/00 , D06P3/02
Abstract: The invention comprises 1-(2-hydroxyethyl)-amino - 2 - nitro - 4 - (2 - hydroxyethyl) - methyl-amino - benzene and 1 - amino - 2 - nitro - 4(2-hydroxyethyl) methylamino benzene. The compounds are prepared by refluxing 1-amino-2-nitro - 4 - methylamino - benzene with an ethylene halohydrin. The dihydroxy compound may also be prepared by refluxing 1-amino-2-nitro - 4 - methylacetylamino - benzene with 2-chloroethyl chloroformate, deacetylating with conc. HCL, and then refluxing the product, with or without a prior treatment with potash to cause hydroxyethylation in position 1, with an ethylene halohydrin. Ethylene bromohydrin is the preferred halohydrin.ALSO:The invention comprises 1-(2-hydroxyethyl) amino - 2 - nitro - 4 - (2 - hydroxyethyl)-methylamino-benzene and 1 - amino - 2 - nitro-4 - (2 - hydroxyethyl) methylamino - benzene. The compounds are prepared by refluxing 1-amino - 2 - nitro - 4 - methylamino - benzene with an ethylene halohydrin. The dihydroxyethyl compound may also be prepared by refluxing 1 - amino - 2 - nitro - 4 - methylacetylamino-benzene with 2-chloroethyl formate to give the 2-chloroethyl ester of (2-nitro-4-methylacetylamino) - phenylcarbamic acid, deacetylating with concHCl, and then refluxing the product, with or without a prior treatment with potash to cause hydroxyethylation in position 1, with an ethylene halohydrin. Ethylene bromohydrin is the preferred halohydrin.ALSO:Compositions containing 1-(2-hydroxyethyl) amino-2-nitro -4-(2-hydroxyethyl)-methylamino benzene are used to dye hair. The composition may also include other nitro, azo or anthraquinone dyes. The dyes are preferably used at alkaline pH. Other additives that may be present include organic solvents, detergents and lacquers. The dyes do not require the presence of an oxidising agent.
-
-
公开(公告)号：FR1430089A
公开(公告)日：1966-03-04
申请号：FR961661
申请日：1964-01-27
Applicant: OREAL
Inventor： KALOPISSIS GREGOIRE , BERTRAND JACQUES , BUGAUT
Abstract: The invention comprises anthraquinones of the formula where Z is p-phenylene, and R and R1 are alkyl of 1-4 carbon atoms or together with the nitrogen atom form a heterocyclic ring. The corresponding quaternary ammonium salts and acid addition salts are also claimed. The compounds are prepated by reacting 1,4-diamino - 5 - nitro - anthraquinone with a compound of the formula The compounds, and in addition those wherein Z is (CH2)n where n is 2-6 are used to dye keratinic fibres.ALSO:Compositions for the dyeing of keratinic fibres comprise a compound of the formula where 2 is -(CH2)n- or P-phenylene, n is 2-6 and R and R1 is alkyl of 1-4 carbon atoms or form a ring with the nitrogen atom, or an acid addition or quaternary ammonium salt thereof, together with a solvent for the anthraquinone compound. Examples describe the lyeing of air from solutions of dye in aqueous sodium carbonate, aqueous lactic acid, and an aqueous solution containing P-toluylenediamine, m-diaminoanisole sulphate, resorcinol, m-aminophenol, P-aminophenol, ethylenediamine tetraacetic acid, ammonium thioglycolate and ammonia. Compositions comprising an aqueous solution of 1,4-diamino-5-(a -dimethylaminopropyl) amino-anthraquinone are disclaimed excepting those which also contain a wetting, dispersing or penetrating or hair-swelling agent, an emollient or a perfume.
-
-
Patent Agency Ranking
公开(公告)号：FR1461395A
公开(公告)日：1966-02-25
申请号：FR16140
申请日：1965-05-06
Applicant: OREAL
Inventor： KALOPISSIS GREGOIRE , BUGAUT
IPC: A45D20060101 , A61K20060101 , C07C20060101 , C07C215/76 , C07C237/00 , C09B51/00 , D06P3/14
Abstract: 1,143,589. 2 - Amino - 4 - hydroxytoluene. L'OREAL. 7 April, 1966 [6 May, 1965], No. 3274/68. Divided out of 1,143,588. Heading C2C. 2 - Amino - 4 - hydroxytoluene is prepared by reacting p-cresol with a compound capable of protecting the phenol function, nitrating the benzene ring of the reaction product in mposition with respect to the protected phenol function, reducing the nitro group to an amino group and then liberating the phenol function. In the example 4-hydroxytoluene is reacted with methane sulphochloride, the mesylated product is dissolved in sulphuric acid and nitrated with a mixture of nitric and sulphuric acids, the nitrated product is reduced with tin and hydrochloric acid and the amino compound produced is hydrolysed with sodium hydroxide to obtain 2-amino-4-hydroxy-toluene.
-
-
公开(公告)号：FR1458155A
公开(公告)日：1966-03-04
申请号：FR14482
申请日：1965-04-23
Applicant: OREAL
Inventor： KALOPISSIS G , BUGAUT
IPC: A61K20060101 , A61K8/41 , A61Q5/06 , C07C20060101 , C09B51/00 , D06P1/19 , D06P3/14
Abstract: The invention comprises compounds of the formula and their acid addition salts, where R1 is H or CH3, R is CH3 or CH2CH2OH and n is 1-4. The salts may be hydrochlorides. The compounds wherein R1 is H and R is CH3 are prepared by reacting 1-methylamino-2-nitro-4-amino benzene with a compound of the formula X(CH2)nCONH2, where X is Cl or Br, and hydrolysing the product. The compounds wherein R and R1 are both H are prepared by methylating the primary amino group of a compound of the formula after first protecting one of the hydrogen atoms on the amino group, liberating the protected hydrogen atom and hydrolysing the CONH2 group. The compounds wherein R1 is CH3 and R is CH2CH2OH are prepared by reacting 1-amino-2-nitro-4-methylamino benzene with a compound of the formula X(CH2)nCONH2, reacting the product with a compound of the formula XCOOCH2CH2X, hydrolysing the CONH2 group and converting the NHCOOCH2CH2X group to NHCH2CH2OH by alkaline hydrolysis. The compounds wherein R1 is H and R is CH2CH2OH are prepared by acylating the 4-amino group of 1-amino-2-nitro-4-amino benzene, reacting the product with a compound of the formula XCOOCH2CH2X, hydrolysing the group in the 4-position, reacting the product with a compound of the formula X(CH2)nCONH2, hydrolysing the group in the 4-position and converting the NHCOOCH2CH2X group to NHCH2CH2OH by alkaline hydrolysis.ALSO:The invention comprises compounds of the formula and their acid addition salts, where R1 is H or CH3, R is CH3 or CH2CH2OH and n is 1-4. The salts may be hydrochlorides. The compounds wherein R1 is H and R is CH3 are prepared by reacting 1-methylamino-2-nitro-4-amino benzene with a compound of the formula X(CH2)nCONH2, where X is Cl or Br, and hydrolysing the product. The compounds wherein R and R1 are both H are prepared by methylating the primary amino group of a compound of the formula after first protecting one of the hydrogen atoms on the amino group, liberating the protected hydrogen atom and hydrolysing the CONH2 group. The compounds wherein R1 is CH3 and R is CH2CH2OH are prepared by reacting 1 - amino - 2 - nitro - 4 - methylaminobenzene with a compound of the formula X(CH2)nCONH2, reacting the product with a compound of the formula XCOOCH2CH2X, hydrolysing the CONH2 group and converting the NHCOOCH2CH2X group to NHCH2CH2OH by alkaline hydrolysis. The compounds wherein R1 is H and R is CH2CH2OH are prepared by acylating the 4-amino group of 1-amino-2-nitro-4-amino benzene, reacting the product with a compound of the formula XCOOCH2 CH2X, hydrolysing the group in the 4-position, reacting the product with a compound of the formula X(CH2)nCONH2, hydrolysing the group in the 4-position and converting the NHCOOCH2 CH2X group to NHCH2CH2OH by alkaline hydrolysis.ALSO:Compositions for dyeing hair contain a compound of the formula or an acid addition salt thereof, e.g. a hydrochloride, where R1 is H or CH3, R is CH3 or CH2CH2OH and n is 1-4. The dyes are preferably applied from an aqueous solution of pH 3-10. Other dyes may be present in the composition.
-
公开(公告)号：FR1430091A
公开(公告)日：1966-03-04
申请号：FR962659
申请日：1964-02-05
Applicant: OREAL
Inventor： KALOPISSIS GREGOIRE , BERTRAND JACQUES , BUGAUT
Abstract: 1,050,863. Anthraquinone dyestuffs. L'OREAL. Feb. 5, 1965 [Feb. 5, 1964], No. 5144/65. Heading C4P. [Also in Division D1] The invention comprises 1-hydroxy-2,4-di-(pdimethylaminophenylamino) anthraquinone and quaternary salts derived therefrom having the general formula wherein R 1 is a C 1 -C 4 alkyl radical and A- is an anion e.g. an iodide or methosulphate anion. The compound 1-hydroxy 2,4-di-(p-dimethylarninophenyl amino) anthraquinone is prepared by reacting N,N-dimethyl-p-phenylene diamine with 1,2,4-trihydroxyanthraquinone in presence of boric acid and this compound is converted to the quaternary salts by reacting with quaternizing agents e.g. methyl iodide or methyl sulphate. The quaternary salts may be used to dye keratinic fibres e.g. human hair alone or in admixture with other basic dyes.
-
-
-
-
-
-
-
-
-
Search Results
11
records
(took 0.018 seconds)
