Preparation of bisazo dye from 5-(2-anilino-4-halo-1,3,5-triazin-6-yl-amino)-aniline 2-sulfonic acid and 1-amino-8-naphthol-3(4),6- disulfonic acid uses saline aqueous solution in diazotization

    公开(公告)号:DE19857594A1

    公开(公告)日:2000-06-15

    申请号:DE19857594

    申请日:1998-12-14

    Applicant: BASF AG

    Abstract: In the preparation of bisazo dyes (I) by diazotizing a 5-(2-anilino-4-halo-1,3,5-triazin-6-yl-amino)-aniline 2-sulfonic acid (II) and double coupling with 1-amino-8-naphthol-3(4),6-disulfonic acid without isolating the monoazo dye, diazotization of the amine is carried out in an aqueous solution containing over 40 g/l sodium or potassium chloride. In the preparation of bisazo dyes of formula (I) by diazotizing a 5-(2-anilino-4-halo-1,3,5-triazin-6-yl-amino)-aniline 2-sulfonic acid (II) of the formula D-NH2 and double coupling with 1-amino-8-naphthol-3(4),6-disulfonic acid (III) without isolating the monoazo dye, diazotization of the amine is carried out in an aqueous solution containing over 40 g/l sodium or potassium chloride. D = a group of formula (IV); Hal = fluorine (F) or chlorine (Cl); Z = hydrogen (H) or optionally substituted (m)ethyl; R = H or hydroxysulfonyl (SO3H); R = H, (m)ethyl, Cl, carboxyl (COOH), SO3H, vinylsulfonyl or SO2C2H4Q; R = H, methyl, COOH or SO3H; R = H, (m)ethyl or SO3H; and Q = a group eliminated by alkali.

    Multicomponent dye mixt for textiles e.g. polyester dyeing - contg six or more di:amino-pyridine deriv mono:azo dyes, giving temp-independent exhaustion properties for fabrics of cellulose ester] or polyamide

    公开(公告)号:DE4241116A1

    公开(公告)日:1994-06-09

    申请号:DE4241116

    申请日:1992-12-07

    Applicant: BASF AG

    Abstract: The mixts. contain at least six (6-12) similarly coloured 2,6-diamino-3-azo-5-cyano-6-methylpyridine deriv. dyes of formula (I), D = residue of a diazo component of the aniline, aminothiophene, amino(iso)thiazole or aminobenzisothiazole series; one of X1, X2 = NH2, and the other = -NR1-L-O-R2; L = 2-8C alkylene (opt. interrupted by 1 or 2 ether O functions); R1 = H or 1-4C alkyl (opt. substd. by OH, 1-4C alkoxy or 1-8C alkanoyloxy); R2 = H, 1-4C alkyl, benzyl, phenyl or 1-8C alkanoyl. More specifically, D = gp. of formula (IIa)-(IIe), esp. (IIb)-(IId), where Z1 = H, NO2, CN, 1-9C alkoxycarbonyl or 1-9C alkylamino carbonyl (both opt. interrupted by 1 or 2 ether O functions), CF3, 1-4C alkylsulphonyl, 3-(1-4C alkyl)-1,2,4-oxadiazol-5-yl or 3-phenyl-1,2,4-oxadiazol-5-yl; Z2 = H, Cl, Br, CN, Me, OMe, OEt, phenylazo or benzoyl (opt. substd. by Me, OMe or Cl); Z3 = H, CN, Cl, Br or 1-9C alkoxycarbonyl (opt. interrupted by 1 or 2 ether O); or Z2+Z3 = -CO-NA'-CO-; A' = H or 1-4C alkyl; Z4 = CN, CHO, NO2, 1-9C alkoxycarbonyl (opt. interrupted by 1 or 2 ether O), phenylazo (opt. substd. by CN) or A2-C(CN)=CH-; A2 = CN, CHO, 1-9C alkoxycarbonyl (opt. interrupted by 1 or 2 ether O); Z5 = H, 1-4C alkyl, 1-4C alkoxy, phenyl or benzyl (both opt. substd. by Me, OMe or Cl), 1-4C alkylsulphonyl, Cl, Br or 1-9C alkoxycarbonyl (opt. interrupted by 1 or 2 ether O; Z6 = 1-4C alkyl, phenyl or benzyl (both opt. substd. by Me, OMe or Cl), CN, NO2, 1-9C alkoxycarbonyl (opt. interrupted by 1 or 2 ether O) or 1-4C alkylsulphonyl; Z7 = 1-4C alkyl, phenyl or benzyl (both opt. substd. by Me, OMe or Cl) or 1-4C alkylsulphonyl; Z8 = NO2, CN or 1-4C alkylsulphonyl; R2 = 1-5C alkanoyl (esp. acetyl); L = 4-8C alkylene interrupted by 1 or 2 ether O. The mixts. are prepd. e.g. by: (1) reacting 2,6-dichloro-3-cyano-4-methyl pyridine with NH3 to give a mixt. of 2-chloro-3-cyano-4-methyl-6-aminopyridine and the corresp. 2-amino-6-chloro cpd. in molar ratio 3:17 to 2:3; (2) reacting the mixt. with amines of formula R1-NH-L-OR3 (R3 = H, 1-4C alkyl, benzyl or phenyl, R3 is H in the amine(s) to give a mixt. of 2-(NR-L-OH)-3-cyano-4-methyl-6-aminopyridines and the corresp. 2-amino-6-(NR'-L-OH) cpds.; (3) O-acylating with a 1-8C alkanoic acid (opt. in presence of mineral acid); and (4) coupling with a diazonium salt derived from DNH2. USE/ADVANTAGE - Use of the mixt. for dyeing or printing textiles is claimed. Typically they are used with fibres or fabrics of cellulose ester, polyamide, polyester-cellulose or -wool blends or esp. polyester, e.g. giving blue, violet, red, orange, brown or yellow shades. Unlike the individual dyes (I) or known mixts. of up to 4 cpds. (I) (see US4855412/3, EP-201896), the exhaustion behaviour of the present mixts. is virtually independent of temp. the mixts. also have high exhaustion and very low tendency to recrystallise in dispersed form.

    FARBSTOFFE MIT THIOPHENRESTEN.
    5.
    发明专利

    公开(公告)号:DE3670857D1

    公开(公告)日:1990-06-07

    申请号:DE3670857

    申请日:1986-05-12

    Applicant: BASF AG

    Abstract: The compounds of the general formula I where X is fluorine, chlorine, bromine, SO2E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C1-C4-alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula -CH=B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.

    8.
    发明专利
    未知

    公开(公告)号:BR8602155A

    公开(公告)日:1987-01-13

    申请号:BR8602155

    申请日:1986-05-13

    Applicant: BASF AG

    Abstract: The compounds of the general formula I where X is fluorine, chlorine, bromine, SO2E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C1-C4-alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula -CH=B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.

    AZO DYESTUFFS OF THE ISOTHIAZOLE SERIES

    公开(公告)号:DE3461193D1

    公开(公告)日:1986-12-11

    申请号:DE3461193

    申请日:1984-08-13

    Applicant: BASF AG

    Abstract: Compounds of the general formula I where X is unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, Y is chlorine, bromine, carbamyl or cyano, Z is hydrogen, carbamyl, cyano or acetyl, R is hydrogen or C1-C3-alkyl, R1 and R3 independently of one another are each hydrogen or unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, R2 is hydrogen or unsubstituted or substituted alkyl and R1 and R2, together with the nitrogen atom, form a saturated 5-membered or 6-membered ring, are particularly useful for dyeing textile fibers.

Patent Agency Ranking