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公开(公告)号：CA1094568A
公开(公告)日：1981-01-27
申请号：CA283928
申请日：1977-08-02
Applicant: HOECHST AG
Inventor： STEUERNAGEL HANS H , HOYER ERNST , MEININGER FRITZ
IPC: C07D231/24 , C07D231/26 , C07D231/46 , C09B62/507 , C07C141/18
Abstract: of the disclosure: An improved and novel process had been found for the esterification of aminophenol, amino-benzanilide and pyrazolone compounds containing a .beta.-hydroxyethylsulfonyl group, by means of sulfuric acid or sulfur trioxide which improvement is characterized by that the esterification is performed in a machine which is operating with a kneading action and effect, using per mol .beta.-hydroxyethylsulfonyl compound 1 to 2.5 times the equivalent molar amount of concentrated sulfuric acid, oleum or sulfur trioxide. This novel process has the great advantage that great amounts of sulfuric acid are saved which could charge the waste water, also in form of sodium sulfate formed after the required neutralization. Furthermore, the .beta.-sulfatoethyl-sulfonyl compounds formed as end-products in the esterification process are prepared by this novel process in higher yields, in a higher degree of esterification rate and in a higher purity. They are obtained in form of a powder or plastic mass from the kneading machine, which is well transportable and storable, and can advantageously used in the form of this consistency, without intermediate isolation of the pure .beta.-sulfato compound itself, directly ?r the preparation of azo dyestuffs which are poor of inert salts, possess a high tinctorial strength and purity.
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公开(公告)号：CA786335A
公开(公告)日：1968-05-28
申请号：CA786335D
Applicant: HOECHST AG
Inventor： MEININGER FRITZ , STEUERNAGEL HANS H
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公开(公告)号：BR8204702A
公开(公告)日：1983-08-02
申请号：BR8204702
申请日：1982-08-10
Applicant: HOECHST AG
Inventor： MEININGER FRITZ , STEUERNAGEL HANS H
Abstract: 1. Water-soluble monoazo compounds of the general Formula (1) see diagramm : EP0071985,P29,F3 with at least two groups imparting solubility in water and in which : R**1 is a hydrogen atom, an alkyl group of 1 to 4 C atoms, an alkoxy group of 1 to 4 C atoms or a chlorine atom ; R**2 is a hydrogen atom, an alkyl group of 1 to 4 C atoms or an alkoxy group of 1 to 4 C atoms ; D is a group of the Formula (2a) or (2b) : see diagramm : EP0071985,P29,F4 see diagramm : EP0071985,P29,F5 in which the group -SO3 M is in each case in the orthoposition relative to the azo group, and M is a hydrogen atom or an equivalent of a monovalent, divalent or trivalent metal ; R is the methyl group, a carboxy group of the formula -COOM with M of the above-mentioned meaning or a carbalkoxy group of 1 to 4 C atoms ; moieties R**1 , R**2 and R can be identical to or different from one another ; K is a phenyl radical which can be substituted by 1, 2 or 3 substituents from the group comprising sulfo, carboxy, sulfamoyl, carbamoyl, alkyl of 1 to 4 C atoms, alkoxy of 1 to 4 C atoms and chlorine, and optionally substituted by a group of the formula -SO2 -Y' in which : Y' represents the beta-hydroxyethyl group or is a group Y of the meaning indicated below, or K is a monosulfonaphthyl, disulfonaphthyl or trisulfonaphthyl group, and Y is the vinyl group or an ethyl group which contains, in the beta-position, a radical which can be eliminated under alkaline conditions as an anion ; disclaimed, however, is the compound corresponding to the general Formula (1) in which Y represents the beta-sulfatoethyl group and this group -SO2 -Y is bonded in the p-position relative to the amino group, R**1 and R**2 both denote hydrogen, D represents a radical of the Formula (2a), R is a carboxy group and K represents the 2,5-disulfophenyl radical.
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公开(公告)号：CA1098901A
公开(公告)日：1981-04-07
申请号：CA283929
申请日：1977-08-02
Applicant: HOECHST AG
Inventor： STEUERNAGEL HANS H , HOYER ERNST
IPC: C07C67/00 , C07C313/00 , C07C315/04 , C07C317/36 , C07D263/58 , C09B62/503 , C09B62/507 , C09B62/51 , C07C147/10 , C09B45/14
Abstract: of the disclosure: An improved and novel process has been found for the esterification of amino-benzoxazolone compounds containing a B-hydroxyethylsulfonyl group, by means of sulfuric acid or sulfur trioxide, with simultaneous or subsequent hydrolytic cleavage of the oxazolone ring, wherein the esterification and optional hydrolytic ring cleavage are performed in a machine which is operating with a kneading action and effect, using per mol of B-hydroxyethylsulfonyl compound 1 to 20 times the equivalent molar amount of concentrated sulfuric acid, oleum or sulfur trioxide. This novel process has the great advantage that great amounts of sulfuric acid are saved which would contaminate the waste-water, also in form of sodium sulfate formed after the required neutralization. Furthermore, the B-sul-fatoethylsulfonyl compounds formed as end-products in the esterification process are obtained in higher yields, in a higher esterification rate and in a higher purity. They may be obtained in form of a powder or plastic mass, which is well transportable and storable, and can advantageously be used, if ring cleavage had taken place, without intermediate isolation of the pure sulfato compound itself, directly for the preparation of azo dyestuffs which are poor of inert salts, possess a high tinctorial strength and purity.
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公开(公告)号：CA724137A
公开(公告)日：1965-12-21
申请号：CA724137D
Applicant: HOECHST AG
Inventor： MEININGER FRITZ , STEUERNAGEL HANS H
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Patent Agency Ranking
公开(公告)号：CS231998B2
公开(公告)日：1985-01-16
申请号：CS593782
申请日：1982-08-10
Applicant: HOECHST AG
Inventor： MEININGER FRITZ , STEUERNAGEL HANS H
Abstract: 1. Water-soluble monoazo compounds of the general Formula (1) see diagramm : EP0071985,P29,F3 with at least two groups imparting solubility in water and in which : R**1 is a hydrogen atom, an alkyl group of 1 to 4 C atoms, an alkoxy group of 1 to 4 C atoms or a chlorine atom ; R**2 is a hydrogen atom, an alkyl group of 1 to 4 C atoms or an alkoxy group of 1 to 4 C atoms ; D is a group of the Formula (2a) or (2b) : see diagramm : EP0071985,P29,F4 see diagramm : EP0071985,P29,F5 in which the group -SO3 M is in each case in the orthoposition relative to the azo group, and M is a hydrogen atom or an equivalent of a monovalent, divalent or trivalent metal ; R is the methyl group, a carboxy group of the formula -COOM with M of the above-mentioned meaning or a carbalkoxy group of 1 to 4 C atoms ; moieties R**1 , R**2 and R can be identical to or different from one another ; K is a phenyl radical which can be substituted by 1, 2 or 3 substituents from the group comprising sulfo, carboxy, sulfamoyl, carbamoyl, alkyl of 1 to 4 C atoms, alkoxy of 1 to 4 C atoms and chlorine, and optionally substituted by a group of the formula -SO2 -Y' in which : Y' represents the beta-hydroxyethyl group or is a group Y of the meaning indicated below, or K is a monosulfonaphthyl, disulfonaphthyl or trisulfonaphthyl group, and Y is the vinyl group or an ethyl group which contains, in the beta-position, a radical which can be eliminated under alkaline conditions as an anion ; disclaimed, however, is the compound corresponding to the general Formula (1) in which Y represents the beta-sulfatoethyl group and this group -SO2 -Y is bonded in the p-position relative to the amino group, R**1 and R**2 both denote hydrogen, D represents a radical of the Formula (2a), R is a carboxy group and K represents the 2,5-disulfophenyl radical.
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公开(公告)号：CA1084047A
公开(公告)日：1980-08-19
申请号：CA283916
申请日：1977-08-02
Applicant: HOECHST AG
Inventor： HOYER ERNST , STEUERNAGEL HANS H , WAGNER DIETER
IPC: C09B43/24 , C09B62/503 , C09B1/34 , C09B45/18 , C09B47/04
Abstract: Improved process for the sulfatation of the hydroxy group of a .beta.-hydroxy-ethylsulfonyl group present in compounds selected from the dyestuff class which comprises carrying out the reaction in a machine operating with a kneading action and effect and with the use of only 1 to 5 times the equimolar amount of a concentrated sulfuric acid, of oleum or sulfur dioxide itself. The .beta.-sulfatoethylsulfonyl group containing dyestuffs, thus prepared have a high purity and are obtained in a high yield and esterification rate. Above all, the novel process is distinguished by a highly reduced salt and acid content of the waste water.
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公开(公告)号：CA725153A
公开(公告)日：1966-01-04
申请号：CA725153D
Applicant: HOECHST AG
Inventor： KLAPPERT ERNST , MEININGER FRITZ , STEUERNAGEL HANS H
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公开(公告)号：CS232734B2
公开(公告)日：1985-02-14
申请号：CS608382
申请日：1982-08-19
Applicant: HOECHST AG
Inventor： MEININGER FRITZ , SCHWAIGER GUENTHER , STEUERNAGEL HANS H
Abstract: 1. Water-soluble monoazo compounds of the general Formula (1) see diagramm : EP0072557,P22,F3 in which D is a group of the Formula (2a) or (2b) see diagramm : EP0072557,P22,F4 see diagramm : EP0072557,P22,F5 in which M is a hydrogen atom or the equivalent of a monovalent, divalent or trivalent metal ; R**1 is a hydrogen atom, an alkyl group of 1 to 4 C-atoms, an alkoxy group of 1 to 4 C-atoms or a chlorine atom ; R**2 is a hydrogen atom, an alkyl group of 1 to 4 C-atoms or an alkoxy group of 1 to 4 C-atoms, the formula radicals R**1 and R**2 can have meanings which are identical to one another or different from one another, R is the methyl group, a carboxy group or a carbalkoxy group of 2 to 5 C-atoms, K is a phenyl radical or naphthyl radical, both of which can be substituted by 1, 2 or 3 substituents from the group consisting of sulfo, carboxy, sulfamoyl, carbamoyl, alkyl of 1 to 4 C-atoms, alkoxy of 1 to 4 C-atoms and chlorine, and optionally by a group of the formula -SO2 -Z in which Z represents the beta-hydroxyethyl group or a group Y of the meaning given below, Y is the vinyl group or an ethyl group containing in the beta-position a radical which can be eliminated as an anion under alkaline conditions, p represents the number zero or 1, but is mandatorily 1 if the formula radical K is not substituted by the group -SO2 -Y.
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公开(公告)号：CA1097620A
公开(公告)日：1981-03-17
申请号：CA317966
申请日：1978-12-14
Applicant: HOECHST AG
Inventor： STEUERNAGEL HANS H
IPC: C09B45/14 , C09B62/515 , D06P3/10 , D06P3/66 , D06P1/10
Abstract: Water-soluble copper, cobalt and chromium complex monoazo compounds of which the metal-free monoazo compound contains as diazo component an aminophenol or aminonaphthol compound substituted by a fiber-reactive radical of the vinyl sulfone series, the aminophenol possibly being substituted by a lower alkyl, lower alkoxy, nitro, sulfonic acid group, or a chlorine or bromine atom and the naphthol possibly being substituted by a sulfo group, and as coupling component a 6sulfonaphthol (8) which may be substituted by a sulfo group in the adjacent aromatic nucleus and must be substituted by the monoamide radical of succinic acid, glutaric acid or adipic acid. They are prepared by diazotization of the corresponding aniline and naphthylamine compounds containing, in o-position to the amino group, a hydrogen atom, a hydroxy group or a lower alkoxy group, with subsequent coupling with the above coupling component and transformation into the metal complex compounds by an agent donating copper, cobalt or chromium, optionally in the presence of an oxidant. The coupling components can be prepared by reacting the corresponding aminonaphthol monoor disulfonic acids with a dihalide or anhydride of succinic acid, glutaric acid or adipic acid. The metal complex compounds have outstanding dyestuff - 1a properties. They have a good solubility in water and are especially suitable for dyeing fiber materials of natural and regenerated cellulose, of natural, regenerated or synthetic polyamides or polyurethanes as well as leather. The dyeings display very good fastness to light and to wet processing, a high color strength and portions of the dyestuff which have not been fixed on the fiber can be washed off easily.
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