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Патент USA US2110394

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Patented Mar. 8, 1938 '
2,110,394 ‘
UNITED STATES
PATENT OFFICE
2,110,394
LEATHER DYED 'WITH MONO- 0R DISAZO
DYESTUFFS
Ernst Fellmer, Leverkusen-I. G. Werk, Gustav
Mauthe, Oologne-Holweide, and ‘Hermann
Noerr, Leverkusen-I. G. Werk, Germany, *as
signors to General Aniline Works, Inc., New
York, N. Y., a corporation of Delaware
N0 Drawing. Application March 18,1936, Serial
No. 69,592. In Germany March‘23,,1935
4 Claims.
The present invention relates to leather dyed
with certain mono- or disazodyestuffs, more par
ticularly it relates to leather which has been
dyed with mono- or disazodyestu?s of the general
formula:
on the grain side and on the ?esh side a distinct 5
’
pound derived from a monamine or monamines
respectively, B.’ stands for a 2-aminonaphthol
coupling component or a substitution product
thereof, especially of such a substitution product
16 ingwhich a hydrogen atom of the amino group
is substituted by alkyl or aryl or substituted
alkyl or aryl, e. g. the sulfo or carboxylic acids
dyeing'of they cut, without change of the char
acteristic greenish color of the chrome leather
in the interior of the cut. After glacé ?nishing
such leathers exhibit an improvement of covering
and equalizing properties in comparison with 10
leathers dyed withldyestu?’s which do 5not dye
in the'grain in the manner "described. Further,
the ?esh side can be easily ground off, an opera
tion which is usual inpmany' cases, without pro 15
ducing a bad and, ununiform appearance by the
standing out of undyed ?bers.
.
Example 2.-100 kgs. of dry and ground off
thereof, and n stands for a whole number, such
as for 1, 2, 3 or 4 etc.
chrome calf velours leather are dyed, after a
In dyeing chrome leather, it is desired not
only to dye the surface of the leather, but also
good egging in 500 kgs. of hot water, with 5 kgs. 20
of the dyestu?‘ obtained from diazotized sul
to give an even shade to the cut of the leather
to a certain depth of penetration, while the zone
fanilic acid coupled in an alkaline medium with
1 molecular proportion of a mixture of 60%
of the cross-cut remaining undyed is intended
25 to retain the pure greenish chrome color.
Of particular technical importance are dyeings
of this kind on leathers, the grain side or ?esh
side of which is more or less ground off after the
30 dyeing.
In accordance with the present invention the
desired effect is attained to an excellent degree,
when in the dyeing process mono- or disazodye
stuffs of the above identi?ed formula are used,
35 the dyeing per se being performed according to
the standard methods of dyeing leather, as is
more fully described in the annexed examples.
If desired the mono- or disazodyestu?s of the
above identi?ed formula can be used in mixture
40 with other acid or substantive dyestuffs.
The invention is illustrated by the following
examples, without being restricted thereto:
Example 1.—100 kgs. of neutralized chrome
45
hour, the. dyestuif has been absorbed almost -
without residue. Stuffing of the leather is then
effected. In. this manner, there is obtained a
dyeing of a useful brown' shade, which exhibits
In the said formula R stands for the radical of
10 an aromatic diazo compound or a diazoazo com-'
20
(01. 8-5) ’
calf leather are introduced into a drum with
about 300 kgs. of water at 60° C. A dyestuif so
lution is gradually added prepared from 1 kg.
of the dyestuif from diazotized p-sulfanilic acid
coupled with phenyl gamma acid (alkaline cou
50 pling) and 25 kgs. of hot water. After half an
phenyl-gamma-acid and 40% phenyl-J-acid. In
order entirely to exhaust the dye bath, it is acidi 25
fled with formic acid, and ?nally, as usual for
velours leather, the latter is subjected to some
degree of stu?‘ing.
There are obtained dyeings of a reddish brown 30
shade, which exhibit a very strong dyeing in
the grain. The leathers dyed in this manner
show a good fastness to grinding 01f and to water,
and there is not the lightening of shade, which
in other cases is a troublesome result of re 35
grinding.
,
Example'3.-—l00 kgs. of chrome tanned and
neutralized horse leather are dyed in a bath with
0.75 kgs. of the dyestuff from diazotized 4l-ni
traniline-2-sulfonic acid coupled with phenyl 40
gamma acid (acid coupling) with the addition
to the bath of 0.75 kgs. of direct deep black E
extra (Schultz Farbstofftabellen 1931, p. 271),
and then stuffed. The leather dyed in this man- 45
ner gives a black shade with a deep dyeing in
the grain, so that it is possible to grind off the
grain, as is usual in the manufacture of horse
leather, without rendering visible undyed inte
rior zones.
50
2
2,110,394 1
The-following table ‘contains some further examples and the shades obtained on leather:
Diazo components 7
Coupling oombonents "
5
'
v
'
7
line coupling)
consisting of radicals of 2-aminonaphthol-c0u
Brown
' Dung components and 0f N-substitution Products
‘
thereof, and n stands for a whole niimber.
Plm?iféwd (alkalm 3“
D° -------------
z-na hthylamine-4.8-di1o
the group consisting of radicals of diam and
7‘ diazoazo compounds ‘derived from monamines, R’
stands _ for a member selected from the group‘
Shadev
_
‘ O-Sulphanilio acid_'_ _____ __ Phenyl gamma acid (alka-
1
in which R. stands for a member selected from'
7
Phpnyl gamma acid (alka-
sul onic acid
7
lme coupling)‘
2. Leather ‘dyed with a dyestu? of the general
Brown
_
Q
_
'
formula:
,
‘
Amino-ambeniene;___-.'__
7
t ,
'
r,
.
-
‘2 S-aminonaphth
acld(alkaime coupling)
-3 6-di-
a
Phenglgamma acid (acid
ac
Phenyl
oouplm
gamma
in”:-acid~(acidw
~
E'nitro-Z-anisidine 4-sul
ionic acid
oouping)
.
rown
i
‘
Do __________________ __
i
,
V
ra
‘ whtl
' n " ‘
h
c
t
.
'
d f _1
Sulianilic acid ___________ ._
'
l
'
“7011i.
.
1»
r‘
--
~
YhenyigammaacidKalkaF"
line coupling)-
‘
»
*
.7
'
*
d
tize
15
'
v
_
7
if,‘
7
»
>
.
N=N
‘H0’ ' e-if‘
.
rm}
4; Léathér-dyedavitn '7
NEG
'
they ‘can also ‘be usedetogetlren'withbthenisnitable W
‘
> s
wezclaim: h -.
1. Leather dyed-*avithiatdyeistumof the-generala
‘"
'
ydyestu?having'irrthew -
‘vxfree'stateithe'following formula: ~ '
able‘ forfchrdm'etleathef; armparticularlyisuitabie
for dyeing lot-hen kindsoi’ leather?‘ especially veg
table and se'michrome :tannedrleathe‘m ‘401'
acid» orrvsubstantive J dyestu?sni. s
--Y
‘
to al'kalies'iiand aeidszand'in gener
,
d1 azo7
8 - naphthol -6 - sulionfdo' "'5; ~3
Iastness to alkalies andsacidsmzi '
a’ Tnewdyestu?smn ‘question;
i
f
'nén't inwhich one‘ hydrogen atom of the amino ' '
Besides:the?exdéilentsdyeini; iobtainedseiin at r;'
40
d1
*i'vildw‘giliili'radicaluot a} 2-aminonaphthol-ooupling compo-V
neutral rbath; 1 the‘ dye'stu?sz-rhavei a good; stability
formula-:1
h
R s an s or t e Ia ' cal o a
whol'eimmber.
:>
"
7'
a
‘
_
'
'
2.3-aminonapbtholg9e5pl-z ?’égf?fgiuhin
ionic acid (aoidmuplmg) .Jjrotnx .! i 3. LeatheredyédI'mithJhe‘dyestuffr having in
Z-(o-hydroxyethylami'no);
' ‘7 rthe?treeistateé‘iths following formula:
plimz)
'
10
.
\(smrr)
‘
I
mum“? “I monaminenof thevbenzena'series and R.’ for the
Aminoazobenzene disul
25
’
V
Ygnpvféish \grQiip-iv'isl supstituted by-aryLand 1:. stands for a‘v
Metanilic acid_ - . _'._..V_.._;
Do--.‘ ............. -;__
m
ionic acid (acidw'vupling)
acid
ionicacid
“
r
(R_;1>I=N_‘.RI)
'
Phenyi-I'acid (acid couj @3328“;
>2 - 'nitraniline-d - sulfonic
20
'
,‘
,
V brownm
i o l a t
sulioiid:
)acid (alkaline
00“
a '
4-‘niiaraniline - 2 -sulionic
,
'
Aniline _________ __, ______ __ m-Garboqnhenylgammw =Beddish :- -.
a0: a "
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