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    • 98. 发明专利
    • FR94110E
    • 1969-07-04
    • FR102294
    • 1967-04-11
    • MARTIN MARIETTA CORP
    • C09B35/03C09B45/02C09BD06P
    • 1,145,655. Azo dyes containing a thiosulphate group. MARTIN-MARIETTA CORP. 5 April, 1967 [11 April, 1966], No. 15582/67. Addition to 1,083,165. Heading C4P. The invention comprises (a) azo dyestuffs of the formula wherein X is the #portion of an a-unsubstituted #-keto acid or ester; Y is H, halogen, CH 3 , C 2 H 5 , CH 3 O, C 2 H 5 O or the radical of a sulphonamide; Z is H, Na, K, or NH 4 ; R 1 is H, halogen, C 2 H 5 , CH 3 O, C 2 H 5 O or phenoxy; E is a radical of the phenylene or naphthylene series; and in which the SSO 3 Z group is in m or p position to the N attached to the benzene nucleus; (b) 1: 1 Cu, Co, Cr, Ni or Fe, 1: 2 Cr, Co or Ni complexes of azo dyes of the formula in which the NHSO 2 group is located m or p to the azo group, R 2 is a metallizable group o to the azo group, R 3 is H, halogen, CH 3 or CH 3 O in m or p to the azo group, and in which the SSO 3 Z group is in m or p-position to the N attached to the benzene nucleus; (c) a metal complex resulting from the reaction of 1 mol. of a dye of formula with 2 mols. of a compound of formula and 2 atomic proportions of Co, Cr or Ni, said reactants being in solution; wherein J is the radical of a diazo compound having a metallizable substituent on an aromatic portion thereof; a ring C atom of which aromatic portion is linked to the C atom of the pyrazolone ring via an azo group of the radical of the diazo compound, and in which the metallizable substituent is located o to said azo group; (d) an azo dye of the formula and (e) an azo dye of the formula The dyes may be obtained by diazotizing the appropriate amines and coupling with the appropriate pyrazolone coupling component and when required, metallizing the resulting azo dye. Examples are given for the production of the dyes.
    • 99. 发明专利
    • Azo dyestuffs and method for making same
    • GB1145655A
    • 1969-03-19
    • GB1558267
    • 1967-04-05
    • MARTIN MARIETTA CORP
    • C09B35/03C09B45/02
    • 1,145,655. Azo dyes containing a thiosulphate group. MARTIN-MARIETTA CORP. 5 April, 1967 [11 April, 1966], No. 15582/67. Addition to 1,083,165. Heading C4P. The invention comprises (a) azo dyestuffs of the formula wherein X is the #portion of an a-unsubstituted #-keto acid or ester; Y is H, halogen, CH 3 , C 2 H 5 , CH 3 O, C 2 H 5 O or the radical of a sulphonamide; Z is H, Na, K, or NH 4 ; R 1 is H, halogen, C 2 H 5 , CH 3 O, C 2 H 5 O or phenoxy; E is a radical of the phenylene or naphthylene series; and in which the SSO 3 Z group is in m or p position to the N attached to the benzene nucleus; (b) 1: 1 Cu, Co, Cr, Ni or Fe, 1: 2 Cr, Co or Ni complexes of azo dyes of the formula in which the NHSO 2 group is located m or p to the azo group, R 2 is a metallizable group o to the azo group, R 3 is H, halogen, CH 3 or CH 3 O in m or p to the azo group, and in which the SSO 3 Z group is in m or p-position to the N attached to the benzene nucleus; (c) a metal complex resulting from the reaction of 1 mol. of a dye of formula with 2 mols. of a compound of formula and 2 atomic proportions of Co, Cr or Ni, said reactants being in solution; wherein J is the radical of a diazo compound having a metallizable substituent on an aromatic portion thereof; a ring C atom of which aromatic portion is linked to the C atom of the pyrazolone ring via an azo group of the radical of the diazo compound, and in which the metallizable substituent is located o to said azo group; (d) an azo dye of the formula and (e) an azo dye of the formula The dyes may be obtained by diazotizing the appropriate amines and coupling with the appropriate pyrazolone coupling component and when required, metallizing the resulting azo dye. Examples are given for the production of the dyes.
    • 100. 发明专利
    • Azo dyestuffs
    • GB1112875A
    • 1968-05-08
    • GB4405266
    • 1966-10-03
    • BAYER AG
    • HANKE HANS-GERHARDOERTEL GUENTERHOLTSCHMIDT HANS
    • C09B35/02C09B35/03
    • The invention comprises azo dyestuffs of the general formula wherein A is an aromatic-carbocyclic or -heterocyclic radical or a copper phthalo-cyanine residue (Cu-Pc), R is H, alkyl, aralkyl, aryl, or carboxylic acid ester radical, R1 is C2-C10 straight or branched chain alkylene radical which may be substituted, R2 is H or C1-C4 alkyl radical, R3 is C1-C4 alkyl or alkenyl radical, n is 1 or 2 and when A is CuPc n is 1, 2, 3 or 4. R1, which is preferably ethylene or propylene, may be substituted by aryl, cycloalkyl, ether, thioether or halogen and A is preferably a benzene, naphthalene, thiazole, benzothiazole, imidazole or benzimidazole radical which may be substituted by sulphonic or carboxylic acid groups, sulphonamide, sulphone, carboxylic acid ester, nitro, substituted or acylated amino groups, cyano, halogen, trifluoromethyl, alkyl, alkoxy, cyanoalkyl, cyanalkoxy or further azo groups. They are prepared by (a) diazotizing an appropriate aromatic-carbocyclic or heterocyclic or CuPc diazo compound with an appropriate pyrazolone coupling component or (b) reacting an appropriate azo dye containing an -R1-OH group in the 1-pyrazolone position with a compound OCN-CH(R2)-OR3 in an organic solvent which is inert to isocyanates. The dyes give yellow, orange, red and green shades on wool, silk, leather and synthetic polyamides, natural or regenerated cellulose at elevated temperatures.