DE726611C - Process for the preparation of halogen silver emulsion layers with dye formers for color photography - Google Patents

Process for the preparation of halogen silver emulsion layers with dye formers for color photography

Info

Publication number
DE726611C
DE726611C DEI54395D DEI0054395D DE726611C DE 726611 C DE726611 C DE 726611C DE I54395 D DEI54395 D DE I54395D DE I0054395 D DEI0054395 D DE I0054395D DE 726611 C DE726611 C DE 726611C
Authority
DE
Germany
Prior art keywords
preparation
emulsion layers
silver emulsion
color photography
halogen silver
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEI54395D
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German (de)
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI54395D priority Critical patent/DE726611C/en
Application granted granted Critical
Publication of DE726611C publication Critical patent/DE726611C/en
Expired legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32—Colour coupling substances
    • G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific

Description

Verfahren zur Herstellung von Halogensilberemulsionsschichten mit Farbstoffbildnern für Farbenphotographie lm Patent 725 872 wurde ein Verfahren zur Herstellung von Halogensilberemulsionsschichten beansprucht, das dadurch gekennzeichnet ist, daß man der Emulsion an einem beliebigen Zeitpunkt Farbstoffbildner zusetzt, die- eine aliphatische Kohlenstoffkette mit mehr als 5 Kohlenstoffatomen enthalten.Process for the production of halogen silver emulsion layers with Dye formers for color photography. In patent 725,872, a method for Production of halogen silver emulsion layers claimed, which is characterized is that dye formers are added to the emulsion at any point in time, which contain an aliphatic carbon chain with more than 5 carbon atoms.

Es wurde nun gefunden, daß man zu besonders wertvollen diffusionsechten Präparaten im Sinne des Hauptpatents gelangt, wenn man in die aliphatische Kette eine oder mehrere wasserlö.slichmachende Gruppen, z. B. Carboxyl-, Sulfosäuregruppen oder mehrere Oxygruppen, einführt. So. ist es möglich, Farbstolfbildner, die entweder an sich-ivasserunlijslich sind und auch keine wasserlöslichen Salze bilden oder die durch die Einführung der aliphatischen, diffusionsechtmachenden Kohlenstoffkette ihre Wasserlöslichkeit verloren haben, wasserlöslich zu machen oder zur Bildung wasserlöslicher Salze zu befähigen, ohne daß dadurch die Gefahr entsteht, daß sie ans Gelatineschichten beim Behandeln dieser mit wäßrigen Lösungen diffundieren. Besonders eignen sich solche Farbstaifbildner, deren diffusionsechtmachender aliphatischer Rest eine Doppelbindung aufweist, da sich diese Doppelhindungen besonders leicht sulfonieren lassen, und zwar unter solchen Bedingungen. die eine Sulfonierung an nicht erwünschten Stellen ausschließen.It has now been found that particularly valuable diffusion-resistant ones can be obtained Preparations within the meaning of the main patent get into the aliphatic chain one or more water-solubilizing groups, e.g. B. carboxyl, sulfonic acid groups or more oxy groups. So. it is possible to use color stolators that either are intrinsically insoluble in water and do not form any water-soluble salts or through the introduction of the aliphatic, diffusion-making carbon chain have lost their water solubility, to make water soluble or to form to enable water-soluble salts without the risk of them diffuse to the gelatin layers when they are treated with aqueous solutions. Such dye stiffeners are particularly suitable, the diffusion-proofing aliphatic Rest has a double bond, since these double bonds are particularly easy let sulfonate under such conditions. which indicate sulfonation Exclude unwanted places.

Eine andere Möglichkeit, in die aliphatische Kette eine wasserlöslichmachende Gruppe einzuführen, besteht darin, daß man die Aminogruppe eines aminogruppenhaltigen Farbstoffbildners mit einem Halogenfettsäurehalogenid umsetzt und das Halogenatom im Fettrest durch Verkochen mit \Tatriumsulfit gegen die Sulfo,gruppe austauscht. Beispiel Aminopheny#lmethylp@-razolon wird mit ölsäurechlorid kondensiert und das Kondensationsprodukt sulfoniert. Dieses Produkt, einer photographischen Halogensilb.eremulsion zugesetzt, entwickelt mit p-Dim.ethylamidoanilin Rot.Another possibility in the aliphatic chain is a water-solubilizing agent Introducing a group consists in the fact that the amino group of an amino group-containing Reacts dye former with a halogen fatty acid halide and the halogen atom in the fat residue is exchanged for the sulfo group by boiling with sodium sulfite. Example Aminopheny # lmethylp @ -razolon is condensed with oleic acid chloride and that Sulfonated condensation product. This product, a photographic halogen silver emulsion added, developed with p-dimethylamidoaniline red.

Beispiel 2 a-Oxynaphtho.esäurechlorid wird mit Oleylamin kondensiert und das Kondensationsprodukt sulfoniert. Das Kondensationsprodukt, einer photographischen Halogensilberemulsion zugesetzt, entwickelt Blau. Beispiel ; p-.@Illll)r)@#,_'r)/ ' :1)c@ta);ltltl ,':11-d mit u_Pt-:ttll- stearillsüurt@l@r,tr)ti,_1 h,u)dcnsiert und (1-ts Kon- dc@t)ati,a1@l@tolIul;t lnit Natrlunnsnllit ,trkocl)t. Das gell). Beispiel DaaTt'iaitl)ai),-@l-@c-@tearyl-.i@-amina-( 1-phcni-l- - mcthy-Ip@-raz"1,-,n i - aliinlonitrnil)r,)1)lid ,cird (-111e)' 1-1<t:,#!')@l@(@ercll)111@1Ct11 Zuges('tzt. I'_ s cNttaidah Iw. Beispiel 5 Das 4-11, @:-di,-;Irl,o51-r 1)eptoylanüno- henzoylac, tanilld - 1) - rarbc,nsäur e -e}'clohe\an ,wird ci:ic- 11:)lc)er)iilx#rcnlul@i@u) zugesetzt. Iss c-tlt @t i,-Ic,-lt l it.11). Beispiel 6 p-:lmitl@, tcc-t@@i@äureal)ilid "ird init Gier ml,lar# t1 \Ier);=( Iscdecylenbernsteinsäure- a!)hydrid unyumt/L Das Reaktionsprodukt "ird /u , i)t,@r I fal",.;ru@ilbcremulsion hinzuge- fügt t1I)Ci /ei ulner Schicht vergassen. Beim I:) dt'i- hüllchtüte12 Schicht rillt 1)-Aminf,dlln#-tit:lwlillli erhalt nLtn e111 gelbes Farlna,@tililcl. I11 d:e"ur Schicla kann man auch nach (lern l@ck;tr:rr,tcr) 5ill)eralrlti(li;lz(::tatverfahren durch IiuppIUn_@ mit 1)i<Izovel-i)iticitiligell ein gell)e@ .1,#"iurl)>rt@til)il(1 erzru@rc n. Beispiel j .@-_lrllir,- 1-Irl)r-11, 1-;-methi-1 - 5 -pyrazolon #--ird mit ! >ct:t,lc,-,@icrit)ernsteir)sättreanh5#drid llmgeret"lt- 1Oic>e@ Peahti#.n@prmiulct Iman man in so@-l:,- allxali#.#-I)c@ soli I11"'t/t=1) und'`~'#.l: -.. ." /,1 li:r:I- tl.,-i)t gielaun. Schicht mit I)-=1i)tilic,cliil)eth,-Ia; ilin %:It;i't Inc- ein rotes I#arbst,-tlibild. - tut Hilfe von ,UM man in dieser Sch1,'It( J,@ riit,_It Art#i-1- gewandert @i<tzo@:crhiritlt)1):;c r c-irl@,@1',t-@ c,@l.-r rotes Aznfarb#t,)tfbild. Beispiel 5 I-:'@mino-5-naphtüc@l .rird mit @)-I ) #t?,-, .-1- o-herahvdr"1)en/oll@ren/@@:cin@ä!Irta;n!:@.,ir-iI uu.- gesetzt. y Das alkalischer 1_Gairig Soll zttg e@cr/t und (Ii. @@ /u Uri, ;- S i.. arbeitet. Nach dur 1i(-lichtun Ica:@:. ....-. Hilfe eines ,_1)rc)n),>clt#-11 i..': .-- .. blaues Farbst910)itd er/- ug-n. Durch C-m@c@t/el: reit , i1:,_ r erhält man jt nach Art chr von- ,.,l Diazoverl)biduly ein was Ihr bhiu., I'rS.- stoffbild. Example 2 α-Oxynaphtho.esäurechlorid is condensed with oleylamine and the condensation product is sulfonated. The condensation product, added to a photographic silver halide emulsion, develops blue. Example ; p -. @ Illll) r) @ #, _ 'r) /': 1) c @ ta); ltltl, ': 11-d with u_Pt-: ttll- stearillsüurt @ l @ r, tr) ti, _1 h, u) dcnsiert and (1 -ts Kon- dc @ t) ati, a1 @ l @ tolIul; t lnit Natrlunnsnllit, trkocl) t. That really). example DaaTt'iaitl) ai), - @ l- @ c- @ tearyl-.i @ -amina- (1-phcni-l- - mcthy-Ip @ -raz "1, -, ni - aliinlonitrnil) r,) 1) lid, cird (-111e) '1-1 <t:, #!') @ L @ (@ ercll) 111 @ 1Ct11 move ( 'tzt. I'_ s cNttaidah Iw. Example 5 Das 4-11, @: - di, -; Irl, o51-r 1) eptoylanüno- henzoylac, tanilld - 1) - rarbc, nsäur e -e} 'clohe \ an , ci: ic- 11:) lc) er) iilx # rcnlul @ i @ u) is added. Eat c-tlt @ ti, -Ic, -lt l it.11). Example 6 p-: immitl @, tcc-t @@ i @ aureal) ilid "ird init greed ml, lar # t1 \ Ier); = (Iscdecylenesuccinic acid- a!) hydride unyumt / L The reaction product "ird / u, i) t, @ r I fal",.; ru @ ilbcremulsion added adds t1I) Ci / ei ulner layer forgotten. With the I :) dt'i- hüllchtüte12 layer creases 1) -Aminf, dlln # -tit: lwlillli receives nLtn e111 yellow Farlna, @ tililcl. I11 d: e "ur Schicla you can also go to (lern l @ ck; tr: rr, tcr) 5ill) eralrlti (li; lz (:: tatverfahren by IiuppIUn_ @ with 1) i <Izovel-i) iticitiligell a gell) e @ .1, # "iurl)> rt @ til) il (1 erzru @ rc n. Example j . @ -_ lrllir, - 1-Irl) r-11, 1 -; - methi-1 - 5 -pyrazolone # - will be with! > ct: t, lc, -, @ icrit) ernsteir) sättreanh5 # drid llmgeret "lt- 1Oic> e @ Peahti#.n@prmiulct Iman man in so @ -l:, - allxali #. # - I) c @ s o li I11 ': - ..' t / t = 1) and '`~'#l.." /, 1 li: r: I- tl., - i) t gielaun. Layer with I) - = 1i) tilic, cliil) eth, -Ia; ilin%: It; i't Inc - a red I # arbst, -tlibild. - does help from, UM man in this Sch1, 'It (J, @ riit, _It Art # i- 1- wandered @i <tzo @: crhiritlt) 1) :; cr c-irl @, @ 1 ', t- @ c, @ l.-r red azn color # t,) tf picture. Example 5 I -: '@ mino-5-naphtüc @ l .rird with @) - I) #t?, -,.-1- o-herahvdr "1) en / oll @ ren / @@: cin @ ä! Irta; n!: @., ir-iI uu.- set. y that alkaline 1_Gairig Should zttg e @ cr / t and (Ii. @@ / u Uri,; - S i .. is working. After d u r 1i (- lichtun Ica: @ :. ....-. Help one, _1) rc) n),> clt # -11 i .. ': .-- .. blue color 910) itd er / - ug-n. By Cm @ c @ t / el: reit, i1:, _ r you get jt according to Art chr from -,., l Diazoverl) biduly a what your bhiu., I'rS.- fabric image.

Claims (1)

PATEN-CA\SPRLTCII: Verfahl-en /11r H.-r- lo@ensilberemulsil,ri@"@l)i,-itl@_t, fll: i @rlr,:l:- photographisches Eir- "d,-r 1l,-Wahi,_1)- tenmaterial nach I'at,:a -2; A -n .rdt:r. ,. gekentizeichliet. <Iai-: clur I:r:1,I -: .i) ,., einem beliebigen Z#_i,punkt 1 ner, die ein, t als ; ..- dieser Iiettc eine c.c?._: :),.. 1- a=_.-- löslichn)aeheIlde werden.
PATEN -CA \ SPRLTCII: Malfunctions / 11r H.-r- lo @ ensilberemulsil, ri @ "@ l) i, -itl @ _t, fll: i @rlr,: l: - photographic Eir- "d, -r 1l, -Wahi, _1) - tenmaterial according to I'at,: a -2; A -n .rdt: r. ,. gekentizeichliet. <Iai-: clur I: r: 1, I -: .i),., any Z # _i, point 1 ner, the one t as ; ..- this Iiettc a cc? ._::), .. 1 - a = _.-- soluble) aeIlde will.
DEI54395D 1936-02-21 1936-02-22 Process for the preparation of halogen silver emulsion layers with dye formers for color photography Expired DE726611C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI54395D DE726611C (en) 1936-02-21 1936-02-22 Process for the preparation of halogen silver emulsion layers with dye formers for color photography

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEI0054395 1936-02-21
DEI54395D DE726611C (en) 1936-02-21 1936-02-22 Process for the preparation of halogen silver emulsion layers with dye formers for color photography

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DE726611C true DE726611C (en) 1942-10-16

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1031128B (en) * 1951-12-15 1958-05-29 Eastman Kodak Co Process for the suppression of color fog in the development of diffusion-resistant blue-green and yellow coupler-containing color photographic halogenated silver materials
DE1038559B (en) * 1955-04-05 1958-09-11 Gevaert Photo Prod Nv Process for the preparation of aroylacetarylide dye formers which are sulfonated in the arylide part
DE1051638B (en) * 1956-10-23 1959-02-26 Gen Aniline & Film Corp Photographic silver halide emulsion containing pyrazolone couplers
DE1147483B (en) * 1961-09-28 1963-04-18 Ferrania Spa Multilayer photographic material with color components for color development and process for its manufacture
DE1182068B (en) * 1960-07-26 1964-11-19 Gen Aniline & Film Corp Process for incorporating lipophilic non-diffusing couplers having an alkylphenoxy group or an alkoxyphenyl group containing 10 to 20 carbon atoms in the alkyl radical into a photographic silver halide emulsion

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1031128B (en) * 1951-12-15 1958-05-29 Eastman Kodak Co Process for the suppression of color fog in the development of diffusion-resistant blue-green and yellow coupler-containing color photographic halogenated silver materials
DE1038559B (en) * 1955-04-05 1958-09-11 Gevaert Photo Prod Nv Process for the preparation of aroylacetarylide dye formers which are sulfonated in the arylide part
DE1051638B (en) * 1956-10-23 1959-02-26 Gen Aniline & Film Corp Photographic silver halide emulsion containing pyrazolone couplers
DE1182068B (en) * 1960-07-26 1964-11-19 Gen Aniline & Film Corp Process for incorporating lipophilic non-diffusing couplers having an alkylphenoxy group or an alkoxyphenyl group containing 10 to 20 carbon atoms in the alkyl radical into a photographic silver halide emulsion
DE1147483B (en) * 1961-09-28 1963-04-18 Ferrania Spa Multilayer photographic material with color components for color development and process for its manufacture

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