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US1590042A - Trisazo dyestuffs and process of making same - Google Patents

Trisazo dyestuffs and process of making same Download PDF

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Publication number
US1590042A
US1590042A US45695A US4569525A US1590042A US 1590042 A US1590042 A US 1590042A US 45695 A US45695 A US 45695A US 4569525 A US4569525 A US 4569525A US 1590042 A US1590042 A US 1590042A
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United States
Prior art keywords
parts
making same
trisazo
dyestuffs
naphthylenediamin
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Expired - Lifetime
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US45695A
Inventor
Laska August Leopold
Weber Fritz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CORP OF CHEM FAB GRIESHEIM ELE
CORPORATION OF CHEMISCHE FABRIK GRIESHEIM-ELEKTRON
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CORP OF CHEM FAB GRIESHEIM ELE
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38Trisazo dyes ot the type
    • C09B35/44Trisazo dyes ot the type the component K being a hydroxy amine
    • C09B35/46Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol

Definitions

  • the new dyestuffs are, when dry, bluish black bodies, soluble in water to a deep dark solution, yielding upon reduction with stannous chloride an arylamin, the l-hydroxy-2. 7.8-triaminonaphthalene-3.6.-disulfonic acid, a para diamin base and a triaminonaphthalene, dyeing cotton and wool in bluish black shades and therefore especially adapted for dyeing mixed fabrics of cotton and wool.
  • the dyestuffs where the diamin base used belongs to the diphenyl series and the naphthylenediamin used is 1.5-naphthylenediamin, are especially valuable.
  • the new dyestulfs may be obtained by combining at first one molecular proportion of the tetrazo compound of a para-diamin base in mineral acid solution with the 1.8 aminonaphthol-3.6-disulfonie acid and then combining the intermediate body, thus formed, in the usual manner with a monodiazo compound and a heteronuclear alph anaphthylenediamin, this term including 1.5- and 1.8-naphthylenediamin.
  • the intermediate body may be at first combined with the na hthylenediamin and then with the monodiazo compound.
  • the new products are distinguished by the diiferenoe of shades and by dyeing half-woollen goods in shades of fuller overshine, retaining the beautiful bluish tone and not changin like those to a reddish black under artificial light.
  • diamin base and atriaminonaphthalene dye ing cotton and --wool in bluish black shades and therefore especially adapted for dyeing mixed :fabrics of cotton and wool.
  • a process of making trisazo dyestulfs' consistingin combining at first one molecular proportion of a tetrazo compound in mineral acid solution -w1th the 1.8-aminonaphthol-3.6-disulfonic acid and then combining the intermediate product, thus formed, with a monodiazo compound and a .heteronuclear alpha naphthylenediamin.
  • a process of making a trisazo dyestufl? consisting in combining at first one molecular proportion of tetrazotized benzidin in mineral acid solution with the 1.8-aminonaphthol-3.6-disulfonic acid and then combining the intermediate roduct,thus formed,

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Description

Patented June 22, 1926.
UNITED- STATES PATENT OFFICE.
AUGUS'I LEOPOLD LASKA AND FRITZ WEBER, 0F OFFENBACH-ON-Tfllfd-MAIN, GER- MANY, ASSIGNORS TO CORPORATION OF CHEMISCHE FABRIK GRIESHEIIMI-ELEK TRON, OF FRANKFORT-ON-THE-MAIN, GERMANY. v
TRISAZO DYESTUFFS AND PROCESS OF MAKINGL'SAME.
Ho Drawing. Application filed July 23, 1925, Serial No. 45,695, and in Germany November 15, 1924.
BOgN
The new dyestuffs are, when dry, bluish black bodies, soluble in water to a deep dark solution, yielding upon reduction with stannous chloride an arylamin, the l-hydroxy-2. 7.8-triaminonaphthalene-3.6.-disulfonic acid, a para diamin base and a triaminonaphthalene, dyeing cotton and wool in bluish black shades and therefore especially adapted for dyeing mixed fabrics of cotton and wool.
The dyestuffs, where the diamin base used belongs to the diphenyl series and the naphthylenediamin used is 1.5-naphthylenediamin, are especially valuable.
The new dyestulfs may be obtained by combining at first one molecular proportion of the tetrazo compound of a para-diamin base in mineral acid solution with the 1.8 aminonaphthol-3.6-disulfonie acid and then combining the intermediate body, thus formed, in the usual manner with a monodiazo compound and a heteronuclear alph anaphthylenediamin, this term including 1.5- and 1.8-naphthylenediamin. As an alternative, the intermediate body may be at first combined with the na hthylenediamin and then with the monodiazo compound.
Compared with the analogous dyestufis described in the U. S. Letters Patent No. 688,478, dated December 10, 1901, containing meta-diamins of the benzene series as' the final component, the new products are distinguished by the diiferenoe of shades and by dyeing half-woollen goods in shades of fuller overshine, retaining the beautiful bluish tone and not changin like those to a reddish black under artificial light.
temperatures in Centigrade degrees.
Example.
18.4: parts of benzidin are diazotized in the usual manner with 57 parts of hydrochloric acid of 20 B. and 13.8 parts of sodium nitrite. While stirring and cooling, a neutral solution of 34.1 parts of 1.8.3.6 amino-naphtholdisulfonic acid (monosodium-salt) is slowly poured in. When the combination is complete, the intermediate body or product, thus obtained, is combined with a solution of diazo-benzene, prepared from 9.3 parts of anilin, 150 parts of water, 28.5 parts of hydrochloric acid of 20 B. 6.9 parts of sodium nitrite and ice, and made alkaline with carbonate of soda. hen no more unchanged diazobenzene can be detected, a solution of 16.55 parts of 1.5- naphthylenediamin in 700 parts of water and 24 parts of hydrochloric acid of 20 N B. are poured in. After stirring for about five hours at 10-15 O. the combination is complete. The dyestufi', corresponding probably to the formula: j
naphthylenediamin. All these d estuffs yield upon half-woollen goods bluis black shades of a full overshine.
'Now what we claim and desire to secure by Letters Patent .is the following:
1. As "new compounds trisazo dyestuffs having probably the general formula:
which are, when dry, bluish black bodies, soluble in water to a deep dark solution,
yielding upon reduction withstannous chloride an arylamin, the 1-hydroxy-2.7.8-tri- 'aminonaphthalene-ii.G-disulfonic acid, a para,
diamin base and atriaminonaphthalene, dye ing cotton and --wool in bluish black shades and therefore especially adapted for dyeing mixed :fabrics of cotton and wool.
.2. A process of making trisazo dyestulfs' consistingin combining at first one molecular proportion of a tetrazo compound in mineral acid solution -w1th the 1.8-aminonaphthol-3.6-disulfonic acid and then combining the intermediate product, thus formed, with a monodiazo compound and a .heteronuclear alpha naphthylenediamin.
3. As new compounds trisazo dyestuffs having probably the general formula:
which are, when dry, bluish black bodies, soluble in water to a deep dark solution, yielding upon reduction with stannous chlonix, on- Nu}: LII-NU S0;Na OiNa Nn-N which is,when dry,a bluish black body soluble in water toa deep dark solution, yielding upon reduction with stannous chloride, anilin, the l-hydroxy-2.7.8-triaminonaphthalene-3.6-disultonic acid, benzidin and a triaminonaphtlialene dyeing cotton and wool in bluish black sha es and therefore especially adapted for dyeing mixed fabrics of cotton and wool.
6. A process of making a trisazo dyestufl? consisting in combining at first one molecular proportion of tetrazotized benzidin in mineral acid solution with the 1.8-aminonaphthol-3.6-disulfonic acid and then combining the intermediate roduct,thus formed,
with diazobenzene an 1.5-naphthylenediamin.
In testimony, that we claim the foregoing as our invention we have signed our names, this 7th day of u1y1925.
AUGUST LEOPOLD LASKA. FRITZ WEBER.
rec
US45695A 1924-11-15 1925-07-23 Trisazo dyestuffs and process of making same Expired - Lifetime US1590042A (en)

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DE1590042X 1924-11-15

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