close

Вход

Забыли?

вход по аккаунту

?

Патент USA US3030362

код для вставки
3,030,352
,.
1C@
Patented Apr. 17, 1962
1
2
3,030,352
of the sequestering agent tetrasod-ium salt of ethylene
diamine~tetra~acetic acid. This partial demetallisation
may also be elfected by simply mixing the sequestering
NEW CUPRIFEROUS TRISAZO DYESTUFFS AND
A PROCESS FOR THEIR PREPARATION
agent with the isolated and dried dicupric compound or
Marcel Jirou, Sotteville-les-Rouen, and Vasili Urne,
by addition of the same agent of the dyebath.
Rotten, France, assignors to Compagnie Francaise des 5
The cupriferous complexes containing one to two
Matieres Color-antes, Paris, France, a company of
France
atoms of metal per molecule of trisazo compound are
especially well suited for dyeing vegetable ?bres in shades
No Drawing. Filed Apr. 16, 1959, Ser. No. 806,760
fastto light and to Washing.
9 Claims. (Cl. 260—145)
10
The following examples, in which the parts indicated
are parts by weight, illustrate the present invention with
The present invention relates to the copper complexes
out restricting it.
of the trisazo dyestuffs of the general formula:
I
SOaH
SOzH
in which R represents the residue of an acylaminohy
droxynaphthalene-sulphonic acid coupled in the ortho po
sition to the hydroxyl group.
Example 1
109.4 parts of the trisazo dyestu? of the formula
OOH:
OH
I
0 5H!
SOaH
These complexes can be prepared by dealkylating met
allisation of the dyestutfs of the general formula
as the sodium salt are dissolved in 2400 parts of water
at ‘90° C. This solution is treated with 10 parts of
O-alkyl
in which R has the same signi?cance as above, by means
sodium bicarbonate. A solution of 30 parts of crystal
of compounds of divalent copper. The O-alkyl group is
line copper sulphate in 150 parts of water to which 56.5
converted into an hydroxyl group by hydrolysis and the- 45 parts of 20% by volume ammonia have been added, is
COPPBI‘ becomes attached to the hydroxyl groups in the
slowly added. The mixture is heated for 10 hours at
OI‘thO-OIthO' POsition t0 the 320 linkage1
90-92“ C. and the metallised dyestuif is precipitated by
When represents a radical of the formula
the addition of sodium chloride, ?ltered and dried. This
dyestu? only contains one atom of metal in its molecule.
Hots”
NH'acyl
50 It dyes cellulosic ?bres a bluish green shade.
Example 2
(‘)H
The dyestu?' employed in Example I is replaced by
the excess copper which may possibly be present in the 55 the same weight of the trisazo compound of the formula:
00m
011
metallisation medium is ?xed in its turn. For example, 65 The procedure of Example llis followed, but 50 parts
cupriferous compounds containing two atoms of copper ' of copper sulphate are _used instead of _30 parts. A
per molecule of dyestuff may be obtained and the solucupric compound 1s obtained which contains two atoms
bility of the latter is not thereby reduced. These 2:1
of metal in Its molecule and whlch dyes cellulosic ?bres
complexes can be used for the preparation of complexes
greenlsh blue.
Example 3
_
containing only one atom of copper per molecule of 70
To
the
reaction
mixture
resulting
from
the
metall1sa—
trisazo dyestuff, and for this result it is su?icient to
tion described in Example 2 is added a concentrated solu
treat the dicupric compounds at 80° C. with a solution
aoeaaee
4%
tion of the tetrasodium salt of ethylenediamine-tetra
acetic acid in such quantity that its concentration in the
mixture is equal to 1%. After 30 minutes’ agitation at
80—85"v C., the dyestu? is isolated by the addition of
hydroxy-azo grouping resulting from the hydrolysis of
the o-methoxyo’-hydroXy-azo-grouping.
2. Cupriferous derivatives of trisazo dyestu?s of the
general formula:
SOgH'
sodium chloride.
The copper complex obtained only
in which R representsa member selectedfrom the group
consisting of the‘ acetylamino-l-hydroXy-monosulpho-2
contains one atom of metalper molecule of azo dyestutf.
It dyes cellulosic ?bres a shade which is a little vbluer 15 naphthyl, methoxy - carbonylamino-l-hydroxy - monosul
than that given by the dicupric compound.
pho-Z-napht-hyl, ethoxycarbonylamino-l-hydroxy - mono
sulpho-Z-naphthyl and benzoylamino-l-hydroXy-monosul
Example 4
pho-2~naphthyl groups, which derivatives contain one to
The copper complex of the trisazo dyestu?- of the .720 two atoms of copper per molecule of dyestuif, one of
them ‘forming a coordination complex withpthe o:o’-di
formula:
OOH;
I
solar
OH NHOOGH3
‘ ,
SOaH
is prepared according to the directions in Example 1.
SOQH
hydroxy-azo grouping resulting from the hydrolysis of
the o-methoxy-o'-hydroXy-azo-grouping.
The dyestu? obtained only contains one atom of copper '30
3. The cupriferouscomplex of the trisazo dyestu? of
in the molecule and dyes cellulosie ?bres green.
the formula:
803E
We claim:
1. Cupriferous derivatives of trisazo dyestu?s of the
general formula:
in which an atom of divalent pcoppervis attached to the
dyestuif by the o.o'-methoxy group.
OCH;
N=NTR
.
I
I
,
$0311
in which R represents a member selected from the group
consisting of ,the acetylamiuo-1-hydroxy;monosulpho-2¢
4. The cupriferous complex‘ of the trisazo dyestuff of
the formula:
OCHa
naphthyl, methoxy - carbonylamino-l-hydroxy - monosul
pho-2-naphthyl, ethoxycarbonylamino-l-hydroxy - mono
sulpho-Z-naphthyl and benzoylamino-l-hydroxy-monosul
OH
in which‘ at atom of divalent copper is attached to the
dyestu? by the o.o'-methoxy group.
5. The cupriferous complex of the trisazo dyestu? of
- pho-2~naphthy1 groups, which derivatives contain one to 65 the general formula:
OOHa
|
0H NHCOCHB
i
sop:
S0311
803E
in which an atom of divalent copperis attached ‘to the
two atoms of copper per’ molecule of dyestui‘f, one of
them forming a coordination complex with the o:o'-di- 75 dyestuif by the o.o’-methoxy group. W
3,030,352
5
6
6. Cupriferous derivatives of the trisazo dyestuif of
the formula:
8. A process for the preparation of a cupriferous com
plex containing 1 atom of copper per molecule of dye
(lm?a
SIOQH
OH
H038
NH
60
(lluHg
303E
containing two atoms of copper.
7. A process for the preparation of a cupriferous com-
stuii which comprises effecting a dealkylating coppering
of a dyestulf of the general formula:
0 —0 Ha
plex containing 1 atom of copper per molecule which
comprises eifecting a dealkylating coppering of a dye
stu? of the general formula:
OH
0311
R’ represents a member selected from the group con
sisting of the acetylamino, methoXy-carbonylamino, eth
oxy-carbonylamino and benzoylamino groups in the pres~
SOBH
in which R represents a member selected from the group
ence of excess copper, and then e?ecting a demetallisa
consisting of the acetylamino-l-hydfoXy-monoslllphoa-
tion of the dicupric derivative by treating said compound
naphthyl’ methoxy ' carbonylammojl'hydmxy 'monosul‘
with a heated solution of the tetrasodium salt of ethyl
phO-Z-naphthyl, ethoxycarbonylanf‘lm"l'hydroxy ' mono‘ 35 ene-diamine-tetra-acetic acid in an alkaline medium.
sulpho-Z-naphthyl and benzoylamino-l-hydroxymonosul-
pho-2-naphthyl groups by reacting said dyestut‘r‘ in aheated alkaline medium with a compound of divalent copper
9 A
1 .
d .
in the ratio of 1 atom of copper Pel- molecule of dyestuff.
40 enediamine tetra-acetic acid.
References Cited in the ?le of this patent
UNITED STATES PATENTS
1,901,393
2,381,599
2,779,756
2,794,798
2,834,773
1933
1945
1957
1957
Bissell ______________ __ Dec. 24, 1957
Scalera ______________ .__ May 13, 1958
955,715
Germany ____________ .__ Ian. 10, 1957
2,817,656
1 .
8 .
h. h h
d
" _ PFOCeZSS as 6 mm?’ m cfnm, “1 w m t e 6'
metallisatron 111 an alkaline medium 1s effected by means
of an aqueous solution of the tetrasodium salt of ethyl
Glietenberg __________ __ Mar. 14,
Krebser et a1__________ .._ Aug. 7,
Riat ______________ __,__ Jan. 29,
Durig _______________ __ June 4,
FOREIGN PATENTS
OTHER REFERENCES
Taylor, A.: “Organic Chelating Agents as Aids to In~
dustry,” Chemistry and Industry, No. 41, Oct. 20, 1956,
pages 1131-1135.
Документ
Категория
Без категории
Просмотров
0
Размер файла
238 Кб
Теги
1/--страниц
Пожаловаться на содержимое документа