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Патент USA US2132169

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2,132,169
Patented Oct. 4‘, 1938
UNITED ‘STATES PATENT OFFlCE
7
2,132,169
PHOTOGRAPHIC DESENSITIZING
Karl Kumetat, Dessau, and Sebastian Gassner,
Leverkusen, near Cologne, Germany, assignors
to Agfa Ansco Corporation, Binghamton, N. Y.,
a corporation of New York
.
No Drawing. Application March 3, 1937, Serial I
No. 128,824. In Germany October 11, 1935
(CI. .95-88)
Our present invention relates to photographic quinone-carboxylic acids and anthraquinone-sul
.
9 Claims.
desensiti‘zing.
_
fonic acids, for example the compounds of the
formulae:
I
One of itsobjects is a/photographic desensitiz
ing bath. Another object'is'a desensitizing proc
ess for ~ light-sensitive photographic materials.
Another object are the desensitizers. Further
objects will be seen from the detailed speci?ca
tion following hereafter.
This invention is a continuation in part of our
10 application Ser. No. 104,442 ?led Oct: '7, 1936.
That application relates to a process for desensi
tizing light-sensitive silver halide emulsions by.
use of the unsubstituted and alkylated taurides of
anthraquinone-carboxylic acids and/or sulfonic‘
15
acids.
‘
~
/
.
.
This invention is based on the observation that
thererarewalsocuseful as desensitizers instead of'
the aforesaid substances other acid amides of the
anthraquinone series in which at least 1 hydrogen
The compounds may be used in a preliminary 2o
20 atom of the amide-group is replaced by a residue
containing a sulfonic or carboxylic acid gram. rbatvheoreas'a'n addition to the developer. Where
t
“ewe-When only 1 hydrogen atom ofltheamidei'group
_ is‘ thus replifia'd'the other hydrogen atom may '
also be‘ replaced by any other organic residue, for
25 example‘ an alkyl or aryl residue. For example
the amino group may be substituted as follows:'
they are used in a preliminary bath the desensi
tizing effect may be considerably enhanced by ad
dition of sodium sul?te.
»
The following examples illustrate the invention:
(1) 1 gram of the sggiium..salt..of~anthraqui
nnone-2-sulfosarcosideand 25 grams of anhydrous '
sodium sul-fite are dissolved in 1 litre of water.
‘
Glyeocoll
Thephotographiclayers are bathed for 2 gnigutesn~
fin-this» solution, after yvhichsthey‘mafbe devel- 30
oped in the bright-green light.
Sarkosino
.
(2) 0.75 gram of the sodium salt of anthraqui
none-2-carboxylsarcoside,and 25 grams of anhy
drous sodium 'sul?t'e" are dissolved in 1 litre of
W /\/Water/.
The photographic layers are bathed for 35
2' minutes in this solution, after which they may
be developed in the bright-green light. ’
lN-oni-coon
Phenyglycinc
r
(3) Ortho-chromatic and panchromatic photo
graphic layers are developed in l litre of a devel
oper of the ‘following composition:
1
c
atomomsom
CH1
'
"
Phonyltaurine
litre ofwater,
8 grams of
,
v
-
-
'
I‘
-
'
sulfate,
'
l
‘
'
-
.125 grams of anhydrous sodium sul?te,
'
—1!:
v
‘
'
1-hydroxy-4-methylaminobenzene- . ~
' soin
5.8 grams of anhydroushso'dium carbonate; '
-2.5 grams of potassium bromide,
/
,
oon
sulfopheny'lglycide.
I Substances suitable for
'
v
‘
'
0.4 gram of the sodium salt of anthraquinone-2
-
in the invention
50. are, for instance, the sarcosides of-the anthra-v
,
.
'
I (_4)' Ortho-‘chromatic and panchromatic photo-“I 50 '
2
2,182, 169
, .
graphic layers are developed in one litre of a de
veloper of the following composition:
1 litre of water,
8 grams of l-hydroxy-li-methylaminobenzene
_
sulfate,
'
'
125 grams of anhydrous sodium sul?te.
5.8 grams of anhydrous sodium carbonate,
2.5 grams of potassium bromide,
10 0.75 gram of the sodium salt of anthraquinone-_2
sulfophenyltauride.
What we claim is:
a
selected from the group consisting of amides the
nitrogen of which is linked to a radical selected
from aliphatic and aryl radicals containing a.
carboxyl group, amides the nitrogen of which is
directly attached to an aryl radical and linked
to a radical selected from aliphatic and aryl
radicals containing a carboxyl group and amides
the nitrogen of whichis directly ‘attached to
an alkyl radical and linked to a radical selected
from aliphatic and aryl radicals containing a
carboxyl group, and an alkali sul?te.
5. A process of desensitizing a light-sensitive
silver halide emulsion, which comprises develop
said» silver halide emulsion in a bath con
silver halide emulsion which comprises treating 'ing
taining developing agents and a compound se 15
15 said silver halide emulsion with a compoundse
lected from the group consisting of N-aryl
lected from the group consisting of N-aryl
taurides
and amides of one of the group con
taurides and amides of one of the group con
sisting of anthraquinone carboxylic acids andv sisting of anthraquinone carboxylic acidsand,
anthraquinone sulfonic acids, said amides being anthraquinone sulfonic acids, said amides being
20 selected from the group consisting'ofamidesthe selected from the group consisting'of amides the 20
nitrogen of which is linked to a radical selectedv‘nitrogen of which is linked to a radical selected
‘aliphatic and aryl’ radicals containing a
from aliphatic and aryl radicals containing a from
carboxyl group, amides the nitrogen of which is carboxyl group, amides the nitrogen of which
directly attached to an aryl radical and linked is directly attached to an aryl radical and linked
1. A process of ,desensitizing a light-sensitive
to a radical selected from aliphatic and aryl
radicals containing a carboxyl group, and amides
the nitrogen of which is directly attached to an
alkyl radical and linked to a radical selected
from aliphatic and aryl radicals containing a
to a radical selected from aliphatic and aryl‘
radicals containing a carboxyl group, and amides
the nitrogen of which is directly attached to -
an alkyl radical and linked to' a'radical selected
from aliphatic and aryl radicals containing a
carboxyl group.
‘ carboxyl group.‘
2. A process of desensitizing a light-sensitive
silver halide emulsion which comprises treating
said silver halide emulsion with a compound se
lected from the group consisting of N-aryl
taurides and amides of one of the group con
sisting of anthraquinone carboxylic acids and
anthraquinone sulfonic acids, said amides being
selected from the group consisting of amides the
nitrogen of which is linked to a radical selected
from aliphatic and aryl radicals containing a
carboxyl group, amides the nitrogen of which
is directly attached to an aryl radical and linked
to a radical selected from aliphatic and aryl
radicals containing a carboxyl groupJand amides
the nitrogen of which is- directly attached toan
-
-
6. A_ process of desensitizing a light-sensitive
silver halide emulsion, which comprises develop
ing said silver halide emulsion in a bath contain
ing developing agents, a compound selected from
the group consisting of N-aryltaurides and amides
of one of the group consisting of anthraquinone
carboxylic acids and anthraquinone sulfonic
acids, said amides being selected from the group
consisting of amides the nitrogen of which is'
linked to a radical selected from aliphatic and 40
aryl radicals containing a carboxyl group, amides
the nitrogen of which is directly attached to an
aryl radical and linked to a radical selected from
aliphatic and aryl radicals containing a carboxyl
group, and amides the nitrogen of which is direct 45
alkyl radical and linked to a radical selected
from aliphatic and aryl radicals containing a
ly'attached to an alkyl radical and linked toga , a,
carboxyl gi'oup, and with an alkali sul?te.‘ ,
w 3. 'A process of desensitizing a light-sensitive
containing a carboxyl group, and an alkali sul?te.
50 silver halide emulsion which comprises immers
ing said silver halide emulsion'be‘?niewdevelop
radical selectéT?‘omnaiiphatiaandsarylsradicals
‘I. A bath for desensitizing 'a light-sensitive
silver halide emulsion comprising a compound
selected from the group consisting of N-aryltau
ment in a preliminary bath containing a com- ' rides and amides of one of the group consisting of
anthraquinone carboxylic acids and anthra
“'rs'r-Tomllndkselected
' N-aryltavuri‘de‘smndi'amides
from the group?consisting
of one vof the" group
of aélllm?né
_
iultl'mcka?idsrsaldjmldes
_
_
being Selected
amidewégogen
consisting of anthraquinone carboxylic acids and ffdhfthe' group consisting of
‘ ‘iii-~““ "“
anthraquinone sulfonic acids, said amides being of which is linked to a radical selecte
selected from the 'grouprcoiiisting of amides the phatic and aryl radicals containing a carboxyl
nitrogen of which is linked to'a‘raidieals?cted ‘ group, amides the nitrogen of which is directly
from ‘aliphatic and aryl radicals containing\\w rattached to an aryl radical and linked to a radical
carboxyl ‘group, amides the nitrogen of which is ' selectedffremealiphatic and aryl radicals ‘contain
as
directly attached to an aryl radical and linked
to a radical selected from aliphatic. and aryl
radicals containing a carboxyl group, and amides
the nitrogen of which is directly attached to an
vallcyl radical and linked to a radical selected
from aliphatic and aryliradicals containing a
carboxyl group.
-
_
- 4. A process of desensitizing a light-sensitive
silver halide emulsion, which comprises immers
70 ing said silver halide emulsion before develop
ing a carboxyl group,and amides thenitrogen of - I
which is directly attached?toran alkyl radical and’
linked to a radical selected ‘from aliphatic and
aryl radicals containing a carboxyl group, and an
alkali sul?te.
-
-
i
8. A developer for developing light-sensitive
silver halide emulsion‘layers comprising develop
ing agents and as a desensitizer a compound se
lected from the group consisting of- N-aryltaurides
and amides of one of the group consisting of an 70
ment in a preliminary bath containing a com
thraquinone carboxylic acids andanthraquinone
pound selected from the group consisting of
consisting of anthraquinone carboxylic acids and
sulfonic acids, said amides being selected‘ from the
group consisting of amides the nitrogen of which
is linked to a radical selected from aliphatic and
anthraquinone 'sulfonic acids, said amidm being
aryl radicals containing a carboxyl group, amides 18/’
N-aryltaurides and amides of one of the group
3
2,182, 169
the nitrogen of which is directly attached to an group consisting of amides the nitrogen of which
is linked to a radical selected from aliphatic and
aryl radicals containing a carboxyl group, amides
group, and amides the nitrogen of which is direct- - the nitrogen of which is directly attached to an
ly attached to an alkyl radical and linked to a aryl radical and linked to a radical selected from 5
aryl radical and linked to a radical selected from
aliphatic and aryl radicals containing a carboxyl
radical selected from aliphatic and aryl radicals
aliphatic and aryl radicals containing a 'carboxyl ,
containing a carboxyl group.
group, and amides the nitrogen 01' which is di
rectly attached to an alkyl radical and linked to
a radical selected from aliphatic and aryl radi
'
9. A developer for developing light-sensitive
silver halide emulsion layers comprising develop
10 ing agents, as a desensitizer a compound selected
from the group consisting of N-aryltaurides and
amides of one of the group consisting of anthra
quinone carboxylic acids and anthraquinone sul
fonic acids, said amides being selected from the
cals containing a carboxyl group, and an alkali 10
sul?te.
'
'
'
KARL KUMETAT.
'
SEBASTIAN GAS8NER.'
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