DE1572099A1 - Photographic gelatinous coating compound - Google Patents

Description

This invention relates to photographic, gelatinous, smooth clothing, the dadurob. terized i "t _t DA8" ie a compound of formula dor ftllgeisol UEN

HOOH ₂ CHCH ₂ O - (C _{n2n01 2}

OH CH

where η denotes the whole 2 number 3 or 4 and α denotes • Ine gans · number of niobt more intimate than »5 stands, contains

Einselnea relates to the underlying invention, the weaving "in the new" oh & uaunge "and antiechnuswaittele in a photo above _{for the} latlnö" n Saulslon or solution. The door-lying surface lies close to the task at hand, "to produce a long, photographic, gelatinous emulsion or solution," which makes it possible to produce a photo-flat, sensitive, photo-sensitive material in an effective and technically stable manner.

Del der Korotell τοη llcbteapfindliohen » rich photographic materials is the

209818/1040

BATH ORIGINAL

The gelatinous liquid or glue (emulsion or solubilization) is a very difficult job.It is necessary to mix such a mixture, for example, in the stage of preparing an aqueous gelatin solution, the stage of adding a water-soluble halide and a water-soluble silver nitrate (silver nitrate) eu the aqueous gelatin solution and the 3tufs of Besohlchtens a base old the resulting emulsion au handle * It is well known, dal the gelatinöoe emulsion or solution tends very sum foams, provides hmen which often serious problems in the implementation of Yerfahren & ttaSn &"for example, the components Αλτ emulsion are not fully dissolved or uniformly dispersed due to the foam formed as a result of the phenomenon mentioned. Furthermore, in the formation of the silver halide by the addition of a halide and a silver particle in an aqueous gelatin solution, a heterogeneous reaction takes place due to the foam in the liquid surface, which results in the formation of coarse silver halides, so-called coarse grains, which are the The cause of undesired formation of sole is "Furthermore, if a substrate is coated with a carrier old with an oily emulsion, the layer obtained is immeasurably unevenness or hairy constellation, which is appropriate for the photographic product."

Furthermore, the 1st Sohautaphänomen a large Hlndernla _r vtn "a greater production of a photosensitive material fotografiechen intends jet" Venn 203818/10 /, 0

the speed of a watcher is increased »becomes due Boh & uaen so lively "that the su touching" content luaaaaen old dea 3ohaua from dea vessel overflows. In addition, a foam that has once formed does not disappear in a short tent Therefore iat ·· difficult to divide ·· through visual · inspection · whether the aulsionskoaponenton (* .B. gelatin, halide and silver nitrate) have been dissolved. It is also necessary that the most modern equipment is sufficient cueätcllohen space according to the vorauaoichtlicben Amount of educated «Soh & ua · Must be demented • 1 · in inhospitable Veiee in enlarged dimensions « be set.

In order to eliminate the above-described foam phanoa, various antifoam agents have been proposed. However, the antifoam agents are generally still unsatisfactory. For example, non-O ₅ - C ₈ alcohols are inhibited in large quantities because of their inadequate anti-foaming activity. In addition, the use of solobor alcohols in a yoto pilgrimage is very dangerous, since the procedures in such a factory are mainly carried out in closed trees these alcohols can be vaporized and · ollicon oils are included in their anti-obstruction effect.

Y, n would now be found ₍ that defines connections luv above

The general formula is used as a decontamination and anti-depressant agent that can be used in photographic, gelatinous, liquid coating cups the compounds alo 2ntechUuaun @ e ~ and anti- «obauiKilttel» are set in accordance with the present invention for any gelatin-containing liquid adhesives which are used in photographic technology -Emulelons (velobe Tereohleierte ** foggad "8ilberhalogenidkri * tall" contain) and not light-sensitive gelatin-containing emulions or solutions "which are used on the coating eu Unterachlohten, intermediate layers, Vorftükerungeeehichten and other auxiliary layers n · In the neo-following ovulation, sometimes on the sobttuaen of a llohteitpfindllohen oilatine-silver balOfienid-fotografiecben-EBiuleion Besug · Eb is well understood, however, that the description only takes place atapieloweiae «, and that any idea of success is based on the present invention. Flat liquid mixtures can be used as soon as they cause foaming due to the action of the OeMine.

The compounds of the above general formula are not to me of their Entochüuounße- and AAtiaeh-x.wfri / iin ··

? 09fi18 / 1C; P _BAD . ORIGINAL

but also with regard to their own surface-active properties. Accordingly, it can also be used as an anti-stress-reliever agent in photographic emulsions or solutions, and was without any adverse effects on the photographic properties of the said photographic columns or solutions when a combination of the above general porosity in an aqueous solution If “an ecMuncndee surface-active” gown contains old unwanted foaming properties, not only the foaming effect of the “surface-active kittola” is reduced * but also • a certain amount of dread ”is replaced. Ueshalb prevent connections genäö the above allgaiioinen Forftsl ₉ if si "grow old in combination saponin od" r Hatriuniso * used aayldodecyleulfoeuaoinat "dio both euegestlonnet hinaiobtlioh the Yertellbarköit are, but often different Baehteile la regard had on her Schaumvemögen that Sohüumen" without dßö the preferred properties of the compounds mentioned, that "the conduction capacities are adversely affected" and eliminate the foam that was once formed.

The bonds of the above general forasl can be made in general by dad 2 Get sines £ plchlorhydrino with sinea get one glycols in the presence of an acidic catalyst (e.B « acid) are condensed, resulting in polyoxyalkylenes bis- (3-chloro-2-oxypropyl) -ftther old of an alkali

and then the called Xther bit of an aqueous 209818 / 10A0

ORIGINAL BATHROOM - 6 -

Odtr Alkftlilöeung is hydrolyzed · Typical examples of the! connections iind the following. Tabel

BAD OBiü.NAL

209818/1040

O - Mr. η Z aiii
Λ • C. 56.41 Elemental analyzes 9.86 9.86 OH>
found calculated 11.83 average
Jiolekular ^ ewicht 573 I. 3 7th 53.31 10.15 10.04 * - 11.74 7.88 found compute 1 863 II 3 12th 58.93 5 ^ a si
calculated found reohnet . 10.05 10.91 7.69 5.35 580 1,164 Jf III 3 17th 60.10 56.62 10.25 10.69 5.60 3.16 Ö35 2.151 IV ' "" 3 34 61.21 58.44 10.16 10.31 3.09 2.14 1,210 3,186 Y 3 52 60.93 53.83 10.36 10.52. 2.04 10.14 2,200 671 YI 4th 7th 63 * 22 60.30 10.65 10.80 9.98 5.79 3-330 1,176 BAD ORlGlNA ΤΙΣ 4th 14th 61.06 5.54 630 60.86 • 1,230 63.34

OemäS of the present invention compounds have been mentioned kind dervorstehend either al · such or in o;? N a 1 * solution water or in a water-soluble organic Lusungamlttel such as a lower alcohol in one or more desired levels dor AV "to hrenafolge

Manufacture of light-sensitive silver halide contents

eineaetst ·

photographic materials. The amount of the compound added is preferably about 0 ₉ 01 ~ to g / l of the photographic emulsion or. ttaung * eu which the connection should be suggested »However, the amount can vary more or less in certain cases. The compound is preferably added prior to the stage at which foam formation is anticipated. There is nothing against it, however, the compound is sprayed directly over a portion in which foam is formed the gelatine is to be dissolved "The compound can also be added" while the gelatine is stirred and dissolved.

If the compound is to be used for a light-sensitive gelatine-bilber halide-photograph-hole etaulaion, it can preferably be added either before, during or after the maturation process. You can AUOH nu be given at> r supernatant PlUssigkolt is formed the vUhrsnd precipitation of lichteapfindlichon Sllbsrhnlogsnldkrint-aie "In this way, a lichteapn: '';. i.-s-, e

209818/10 / * ·?

Gelftine-Silberbalogeaid-fotografiecha-Eauloion herge ~ etellt are "dl" free from undesirable humiliation, and "has succeeded in making it possible without adversely affecting photographic properties." liohtenpfindlichoa ailberhalogenida & ltlges photographic Material you excellent quality with improved Establish profitability of production.

In order to ensure the effectiveness of the compounds according to the present invention, the following reports will be given on correspondingly carried out tests!
A surface stresses

Using compound IV "the lot" mentioned in the table above and ale control using Stolyoiypropylea-polyoxyätttyleneglyool, in which the polyoxypropylene part. Durohsohnlttliohea molecular weight of 1,000 »ufweiat * and the polyoxyethylene part 20%. £ de« gesautexi molecular weight eueeacbt (Pluronioe) », several solutions with a content of O ₉ OOI $, O ₉ Ot $, and 0.1 ^ were produced from these solutions The surface tension was measured using a "Du HoUy ¹ S" surface cohesion measuring device "and the following results were obtained"

used temperature surface tension (dyn / cci) coat (QO) _| 0.001 '/ 0.01 j> 0.1 / ·

Compound 20 45.4 37.7 33.8 (IV)

Control 25 53.6 47.5 41.1

209Ö18 / 1040 BAD ORIGINAL - ₁₀ -

The ·· "result", "igt that dleVerbin & clothes geattfl the present invention in recorded Weis · the ability beeittt _t herabsueetzon the surface tension *

B Schluaungateeti

Connection of YXI and all the control batans in the above Tersuoh A «inactivated polyoxypropylene-polyoxyethylene glycol the anti-fouling effect and anti • on impact investigated.

50 μl of a 7-year aqueous oelatin solution were placed in a 100 μl cylinder. 4 μl of the oil or aqueous solution of the aforementioned compound and the glycol were added to the solution. Di "geaiachte Löeung wurdo geeehüttelt at 40 ⁰ C. Pas Schäuaen was geaeeeen on the basis of the Sctaauia-YOlumans. The results are shown in the following table «

used ·
middle SohauBvoluaen (al)
after, ^ ₁ ? H ^ ¹ * nnch 5 Hin 27 without 2u »ats 32. O·? Connection (TXI) 1 3 control 4th

Aue of the above table lot kl & r can be seen, since the gate binding Remarkably pertinent to the present invention hinaiohtlioh der £ ntaohäumn ^ e «ir] cung and the Anti-overthrow effect lot

209818 / 10A0 - 11 -

The following examples are certain jLuaf'.lhrungformnen, to which the thought of invention was applied " The invention is not intended to apply to the execution besohränkt ββίη.

1t

10 kg of photographic gelatin and 1,000 liters of water (deionized) were placed in a syllable-thin vessel with a diameter of 2 m and a height of 2 m, and the gelatin was swollen. This vessel became 200% of the compound. II train of (IGT. Dio Hieohung was stirred at a Cteachwlndlgkeit of 3GO TFPA 50 Hin "long, where dl 'temperature was ⁰ C contents on SO. The height of the Sohauaes formed on the emulsion was geneasen" wherein the n & ohfolgende result was obtained " what * it compared "the case indicated let, in de" the connection ZI was used nioht.

High dose of foam With to:. * Ts of the opening IX 0.2 approx

without 2ttsats of the connection XX $ approx

The aneata for which compound IX was used »could old only little education can be carried out »dl« disappeared within a minute. On the other hand, the eontrollanaata suffered with noticeable foaming »they are not once after 5 hin · disappeared «In the latter case it was Sohttery, in a visual way, the dissolution of the gelatins to state "Yes, you answered & n case was no reinforcement the foaming observed even in the intestine when ale

fi have been assigned to 500 Upa

BAD ORiGlMAL "'

Belopl «I g |

In the Verfahrenaeebritt of train · dos Silbernitratee niteh in Htratellung einor hocheapfindllohen photographic Itgatireaulolon 2 ml einsr jarigen 1 # owned v luaung the joint IT 100 SiX is Boulslan sugegeben "The ■ Eauleion was then Maren with a known Pttllungeaittel (Haphtbalinwulfonaiture-Porsaalinecrs ) rereetstf among other things to bring about the precipitation of the lichtatapfindlichen Silberbalo * genidkriotall · The Schauazuajt -nd the Emulfiion was observed, whereby no wosentlieb "could be determined * I" VerX & uf the • division samples were occasionally entnoaasn and subjected to the U teet, like him was described under 5 above. The J & r & dbniese specified in the nacbfolgoad were obtained

- 13 -

2 0 9 8 1 8 / T 0 / »0

HV ORIGINAL

Kenge dee Schaunes after adding τοη Sil bereal »(ml)

after 1 _f 5 Hin.

aach Hin.

Set of the Schsunes after the first dispersion of the emulsion (al)

after 1 »5

after 5

Kengo dea Ccheunots
after finished division
aar £ aulslon (al)

after 1.5
There.

well ice 5
There.

CO
C3
Kit Zuaate ά · τ O O O O $ 1 - 26th O § Connection IY D. ζ without sowing * 21 7th 26th 17th H

NJ O CO CO

~ 14 -

The sowing ", btl de" dl · connection ZV was used, was completely devoted to the formation of foam during the division of the photographic eaulaion. The foaming after the completion of the caulelon was due to the fact that an amount or less of compound 17 was lost during the search for water. "

Beta game 3 1 ₁

1.5 oil of a 4 pound aqueous solution and 4 »5 al a 1 ^ igen wüearigoa lbeung of the compound IXI were

BU 50 as a high level of photogrftfiohen

eaultion given · al »controls was another only adt Saponln added · Aufierdoa was another solution which did not contain any of the named on 2ueätae

These three Ssuleionen were described as in "Example 2 beechriöben ctuageaetst" where the following results were obtained "

used Sofcaumaen & e (al)

yittel _| after 1 »5 I-ün. after 5 -Tin «

without Zuaata 30 24 »5

fiaponin 100 62

Saponln and 4 4 Compound (III)

The emulsions were each applied to a pilobaaia and then dried. The photosensitive photographic IPilae obtained were subjected to a sensitization process, the following being the case. were, _209818/1040

BATH

uses ·· fotografieobe veils photographically * α Middle Egmftndlichkalt (Fog) Osaana

Without additives 100 0.10 0.66 Saponln 100 O ₉ to 0.65

Saponin and Compound (III5 105 0.11 0.68 Since it follows that this S ¹ IIm * var vie follows ι Emulsion »type thi £ l« loh »activity C ο not (liner et orn-

education T>

ohn.9 Zuaatjs The coating was largely rough

bsw «coarse and vigorous odor uit Coaetbilduag «. Commercially practical worthless·

Kit Zueats of little none

only saponin

Kit additions from _n "

Daponin and Vor
am * (ill)

From the above, i "t clear ereicbtlioh is DE9 geattl verbindert the invention, a SobauabilAung the Znuleionen ''s looking without daf any Kachteiligen effects! I igensob the fotografiaoben £ & FTON the Eaulslonen .eintreten" ΟοΒώβ the invention iet ta aößlioh, photographic products of good wualit t herauoteilen .

Example 4t

3 al of a 4 / £ aqueous solution of Sodiumieoanyl-

including dodeoylsulfoeuooinate (caobfollowing ^ as ⁿ 3 ^H ) and 6 sheets

wäsarigon solution of the compound TII were su 100 a photographic oilatine silver chloride Eaulßioa g © ~ give «ΣΙτλ T« iX of the mixture ale sample was taken

and dae it SchimaTernögen in the same Veise vie 209818 / 10Ao

ORIGlNAL BATHROOM

.ί ■ - - \ » π'i 1 0 min, 42.0 Bl 25th »5 nl 72.6 ml 66 .3 αϊ

in example 2 beeobrlebea geaeoaen, where dl · subsequent Results were obtained. Au3erden »was used as a Zontroll * the above Eoulcion adt sus & ts of only "3" rervt tide t »

With Zua & ts from «S ¹¹ and Ver

binding VII

With 2ueat · from only "S ·

An9Chli "8etid vurd · dl" Jüeuleion nit Zxioatt τοπ "G" and the connection OCI coated on a baryta paper, · Xii9 he "hold · Emileionaecbicht wurd" Veit Orbin old one Schutüetauleion containing t aX a Iv'igen. väaarigen Iiöaxin ^ the compound YXX and 0.5 as a 4 ^ igon väearigea

(repelleno ^ ') Solution clay "ü · beeoMcbtet · Keiu Abveissn ^ uad no" Ua * gletohesslgieit were observed in the HfiÜ-auf-HaS-Doppelbeachihten. When Jedocb elno L'ohutzechiobt, which only holds "S" ea & holds on the «Eauleioneeohicht, which also only contains » ΰ * , was applied, a rejection and «ine

observe "

ORIGINAL BATHROOM 209818/1040

Claims (1)

Claims 1. Potografiecbe, Gelatinehaltige Beechiobtungsaaeee »d a d. urob gekonnseicbaet that »io one Connection of the geneinea yonael HIGH ₂ CHOH ₂ O • (C _n H _2n O) ₀ - Ca ₂ CHCK ₂ OH OH OH where η means the Gaiisse Zftbl 3 odor 4 and α for • an integer number of not less & 1 » 5 βtobt, unbeaten · 2 · Potografiscbe, gtlntinebaltigo Beeobiobtuns *? SeL * öe according to Claim 1 »because of the fact that the Beecbiobtun ααββ · a Xiobteapfindlicbe, fotografieöbe OeI ^ -tine-Silberbalogenid-isßulalon let » 209818 / 10A0