• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Azo dye of the formula <IMAGE> (1) wherein X represents an alpha , beta -dichloropropionyl or alpha , beta -dibromopropionyl group or an alpha -chloroacryloyl or alpha -bromoacryloyl group, Y represents hydrogen, chlorine, low molecular alkyl or alkoxy or a sulpho group, Z represents an OH group or a radical of the m-sulphobenzene series, R represents a substituted or unsubstituted alkyl radical of 1 to 8 carbon atoms, and m is 1 or 2, and wherein the group -NH-X is in meta- or para-position to the azo group. These dyes give strong, brilliant, and bright yellow dyeings on cotton, regenerated cellulose, and natural or synthetic polyamide materials, characterized by excellent light fastness and good wet fastness.
    公开号:SU871736A3
    申请号:SU762383051
    申请日:1976-07-19
    公开日:1981-10-07
    发明作者:Де Монтмоллин Рене；Мойзецаль Дитер
    申请人:Циба-Гейги Аг (Фирма)；
    IPC主号:
    专利说明:

    Z, Y, m have the indicated meanings, combined with the aero composition of the general formula
    SNS
    .. CIONH2
    I r
    where R has the indicated meanings.
    Example 1. 11.6 g (0.02 mol) of 1-amkno-2-sulfo-5-a 0-dnbromopropionylaminobenzene (wet) is suspended in 100 ml of water at room temperature. 3 g of potassium bromide was added to the suspension, then the mixture was acidified with 5 ml of 10N. hydrochloric acid and 40 ml of 1N are added dropwise. sodium nitrite solution. Upon termination of the diazotized insignificant excess of nitrite is decomposed by sulfamic acid. 5.75 g (0.02 mol) of 1-ethyl-4-methyl-6-hydroxy-2-pi. Ms-don-3-carbonamide (wet) is dissolved in 100 ml of water with 4 ml of Yun. caustic soda solution when heated and cooled to room temperature. The solution of the color-forming component is slowly poured into the suspension of the above diazo component with stirring. The resulting solution is acidified with 2N. caustic soda solution to pH 6, the dye is precipitated by the addition of sodium chloride, filtered and dried in vacuum at 50 C. The dye dyes nylon or wool in the cleaning, gives greenish-yellow shades of high light fastness.
    Light resistant stains on the material are obtained if, in the above example, instead of 1-amnno-2-sulfo-5-a, ft-dibromopropyl-aminobenzene, an equivalent amount of 1-amino-2-sulfo-5-0, (dichloroproshonyl-aminobenzene or 1-amino- 2,6-disulfo-4-a, / 3-dibromopropane: nilaminobenzene.
    one
    Other yellow dyes with similar properties are obtained when ordered below, in column 1, the diazo components are brought into contact with the two color-forming components (azocomponents) indicated in column 2.
    .

    I VgSN-SNpVg
    HF СО-СНВг-ННВГ
    SNS

    dHj
    xV
    Co: NH
    CH CH CHZ
    SNS xWC0
     CH
    / H
    CHj CHj
    CHj
    Vconh2
    HO t
    Cahg
    ADHD
    (iHgBr
    $ OZN
    od-Hir-
    HN-CO-CBr (ll2. $ OZN
    (Jh "
    CONH2
    HO, 0
    (H2- (1H - ((H2)
    CoH
    CH,
    J., cora
    Asw-
    -w
    HO Y 0
    CjHg Example2. 40r paste (0.02 mol) of 2-amino-4-chloro-5-a, -dibromopropylamino-4-methyl-3-sulfo-1,1-diphenylsulfone is suspended in 500 ml of water. 15 ml of 4N is added to the suspension. solution of a-naphthalenesulfonic acid and at 30 ° C was added dropwise 5 ml of 4 n. sodium nitrite solution. At the end of the dosing, pour 5.8 g (0.02 mol) of the humid 1-ETSH1-4-methyl-6-hydroxy-2-pyridone-3-carbonamide and adjust the pH to 4-5 with the addition of 5.5 g of NaHCOs. The reaction mixture is then adjusted to pH 12 with sodium hydroxide solution at 10 ° E to remove hydrogen bromide, kept at pH 12 for 30 minutes, and then adjusted to pH 7 with hydrochloric acid. O6 -bromo-macroshiloyl dye is precipitated by adding potassium chloride, 6tf} unstrivayut and dried in vacuum at 50 g. Dye paints nylon and wool in deep yellow tones. A dye with similar properties is obtained if, in the above example, instead of 2 o-o-4-chloro-5-0 (, |} -dibropropionipamino-4-methyl-3-sulfo-1, 1-diphenylsulfone), an appropriate amount of 2-amino- 5-a, dibromo propionylamino-4-methyl-3-sulfo-1,1-daphenylsulfone. EXAMPLE 3 A compound of the following formula SOjH 3 o, (iH2-CH- (CH2) 5-CH5 Cnvr- CIABr 7.1 g (0.01 mol) of salt-containing 1-amino-2-sulfo-5- (4-dibromopropylaminobenzoyl) -benzene is suspended at 25 ° C in 20 ml of water, adjusted to pH 8 and homogenized with 10 ml (0, 01 mol) 1N sodium hydroxide solution and 0.5 g of potassium bromide. The suspension is mixed with 3 ml (0.03 mol) of a Yun hydrochloric acid solution and diazotized at room temperature. The diazotization is completely finished in 30 minutes. 29.1 ml are slowly added to the acidic diazosuspension ( 0.01 mol) alkaline solution of 1-ethylhexyl-4-methyl-6-hydroxy-2-pyridine-3-carboxamide.
    权利要求:
    Claims (1)
    [1]
    Claim
    A method of obtaining an active azo dye of the general formula ^ OjZ ¢ 1¼ where
    Y
    T o to
    R m = 1-2, and the group of the para position
    X t-1 α, β-dichloro- or a, 0-dibromopropionyl, a-chloro or a-bromoacryloyl;
    hydrogen, chlorine, C 2 -C 8 alkyl, alkoxy or sulfo group; oxy group or residue of jn-sulfo benzene;
    Cj-C-alkyl;
    NH-X is in the meta or azo group, distinguished by the fact that previously
    X * mJ where X 1 is acyl;
    Z, Y, m have the indicated meanings, combine with the azo component of the general formula
    where R has the indicated meanings. Priority by signs:
    • 07.25.75 - with m «1;
    06/14/76 - with m = 2.
    类似技术:
    公开号 | 公开日 | 专利标题
    SU871736A3|1981-10-07|Method of preparing active azodye
    US3947435A|1976-03-30|Disazo acid compounds containing one sulphonic acid group and one phosphonic or methyl-phosphinic acid group
    US2374157A|1945-04-17|Red monazo wool dyes
    US2228415A|1941-01-14|Azo dyes
    KR900004223B1|1990-06-18|Process for the preparation of reactive disazo dyes
    US3594363A|1971-07-20|Diazo dyes for nylon
    US2370500A|1945-02-27|Direct blue azo dyes
    GB949316A|1964-02-12|New polyazo dyestuffs
    US3310551A|1967-03-21|Azostilbene dyestuffs
    US3301847A|1967-01-31|Reactive disazo dyestuffs
    US2799671A|1957-07-16|Monoazo dyestuffs
    US3925350A|1975-12-09|Phenyl-azo-indole compounds
    US2228416A|1941-01-14|Azo dyes
    US2248151A|1941-07-08|Production of substantive azo dyestuffs
    US2458776A|1949-01-11|Disazo dyestuffs and a process for their manufacture
    US2476261A|1949-07-12|Process for the manufacture of asymmetrical polyazo-dyestuffs
    US1849572A|1932-03-15|Disazo-dyestuffs and process of making same
    US2829142A|1958-04-01|Metallisable monoazo dyestuffs
    US2650916A|1953-09-01|Disazo dyestuffs
    SU556734A3|1977-04-30|Method of dyeing textile material from wool or synthetic polyamide fibers
    US2448158A|1948-08-31|Green tetrakisazo dyes
    US2205481A|1940-06-25|Monoazo dyestuffs
    US1965201A|1934-07-03|Azo dyes and methods for their preparation
    US3585183A|1971-06-15|Phenyl-azo-naphthol dyes containing a disulfimide group
    US2076921A|1937-04-13|Azo: dyestuffs
    同族专利:
    公开号 | 公开日
    FR2318909B1|1978-05-05|
    DE2633255A1|1977-02-17|
    US4382890A|1983-05-10|
    JPS5215522A|1977-02-05|
    AU507318B2|1980-02-14|
    AU1618376A|1978-01-26|
    GB1540914A|1979-02-21|
    HK55984A|1984-07-27|
    NL7608222A|1977-01-27|
    AT344293B|1978-07-10|
    JPS604222B2|1985-02-02|
    ATA544876A|1977-11-15|
    FR2318909A1|1977-02-18|
    DE2633255C2|1984-03-01|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    CH552035A|1968-07-15|1974-07-31|Ciba Geigy Ag|METHOD OF MANUFACTURING AZO DYES.|
    US4001205A|1968-07-15|1977-01-04|Ciba-Geigy Ag|Water-soluble, fiber-reactive phenylazodihydroxy, methyl, cyanopyridine dyestuffs|
    CH599314A5|1968-09-24|1978-05-31|Ici Ltd|
    CH552661A|1968-11-12|1974-08-15|Ciba Geigy Ag|PROCESS FOR PRODUCING NEW AZO DYES.|
    US3926944A|1969-12-22|1975-12-16|Ici Ltd|Water-soluble cellulose reactive azo dyestuffs containing 3-azo-2-hydroxy-N-subnstituted pyrid-6-one radical|
    CA961032A|1970-08-19|1975-01-14|Gert Hegar|Azo compounds, their manufacture and use|
    GB1353474A|1970-11-25|1974-05-15|Ici Ltd|Azo dyestuffs|
    CA972353A|1970-12-22|1975-08-05|Ciba-Geigy Ag|Azo compounds, their manufacture and use|
    US3725303A|1971-02-08|1973-04-03|Universal Oil Prod Co|Bimetallic catalyst for use in reducing-oxysulfur compounds|
    BE787350A|1971-08-10|1973-02-09|Ciba Geigy|NITROGEN COMPOUNDS, THEIR METHOD OF PREPARATION AND THEIR USE|
    US3956263A|1971-11-18|1976-05-11|Ciba-Geigy Ag|4-Methyl-2,6-dihydroxy-3-cyanopyridine containing dyestuffs|EP0062607B1|1981-03-27|1986-04-23|Ciba-Geigy Ag|Monoazo dyestuffs, their praparation and their use|
    JPH0158260B2|1982-01-22|1989-12-11|Muta Myusuzaki Fuijikai Kutato Intezetsuto|
    DE59509976D1|1994-08-30|2002-02-07|Ciba Sc Holding Ag|Azo dyes, processes for their preparation and their use|
    EP0726296B1|1995-02-10|2001-08-16|Ciba SC Holding AG|Azo dyestuffs|
    CN102268193B|2011-06-29|2016-06-08|天津德凯化工股份有限公司|A kind of hair Yellow active dye and preparation method thereof|
    CN106349744A|2016-08-24|2017-01-25|天津德凯化工股份有限公司|Yellow active dye with high brightness and preparation method of yellow active dye|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    CH973375A|CH613224A5|1975-07-25|1975-07-25|Process for the preparation of novel fibre-reactive dyes|
    CH752076|1976-06-14|
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