DE2259871A1 - PROCESS FOR DEVELOPING A LIGHT SENSITIVE PHOTOGRAPHIC RECORDING MATERIAL - Google Patents

Description

Applicant; KONISHIROKÜ PHOTO HiJ) USTRY GO., LTD ,, 1-1o, 3-Chome, Nihohbashi-IVIuro ~ niachi, Chuo-ku, Tokyo (Japan)

Process for developing a photosensitive photographic recording material

The present invention relates to a method of developing of a photographic light-sensitive material.

It is known, that various surface active agents can be used in the field of light-sensitive photographic recording materials. If such photographic As recording materials are developed, the surfactants flow out and accumulate in the development solution. As a result, foam sometimes forms in the developing solution, which has many disadvantages has the consequence. For example, in a photographic processing company, such as a development laboratory, the Development, stopping, hardening, desilvering and fixing or combinations of these process steps carried out continuously, in most cases.

'· —2—

3 0 9 B 2 W I 0 9 8

over a long period of time, with the respective Eehanälung E.; - solutions refilled v / earth. V / hen these processing solutions vigorously stirred, but a large crowd is formed Foam in the processing solutions. This has major technical disadvantages in that the processing solutions are in the next baths are transferred, or that impurities, floating on the processing solutions cannot be completely removed by the overflow operation. Farther occurs when the foam on the surface of the photosensitive emulsion layers of the photosensitive photographic recording materials, an unequal one Development, incomplete fixation and incomplete stopping, with a so-called uneven processing is obtained. In order to overcome these disadvantages, the process has generally been carried out in such a way that defoaming agents added to the processing solutions or the photographic light-sensitive materials to be treated.

So far, many compounds from the Group of silicones, polyglycols and polyesters known. In general, however, compounds that provide excellent Have defoaming effect, insoluble or poorly soluble in water. When to contain processing solutions If water is given as a solvent, they cannot be evenly distributed in it, but they adhere to the surfaces of the photosensitive emulsion layers or agglomerate and fall out of the processing solution off, the defoaming effect is eliminated and it is difficult, the appearance of uneven development, the appearance of spots and the fluctuations in the photographic properties of the light-sensitive recording materials to prevent. When these compounds are used in light-sensitive photographic recording materials are incorporated, they will be incompletely dispersed

C) Π 0 2 A / I 0 9 6 ^{8AD 0RIG!} NAL

greed, and often they separate in the gelatin used starting with the photographic properties of the photosensitive Recording materials are adversely affected * Even if these connections are to the processing solutions could be given, they are not so easily evenly distributed or dispersed. IT According to the current one It is therefore not possible with the state of the art to achieve the desired effect sufficiently.

Taking this state of the art into account are extensive Research carried out on defoaming agents been, dii easily soluble in processing solutions are "uniform" in light-sensitive photographic recording materials can be dispersed, show a sufficient defoaming effect and their defoaming effect Do not lose while performing the processing procedures. It has now been found that, surprisingly Homopolymers or copolymers which, as polymer components, have the repeating units of the general given below Formula contain excellent defoamer that meet the requirements set out above.

The present invention accordingly provides a process for developing a photosensitive photographic material Recording material, the recording material in Contact with a processing solution is brought and at an effective amount of a defoamer for the processing system is present during processing. This procedure is in accordance with of the invention characterized ^ that the defoaming agent is a polymer which, as polymer components, has recurring units of the general formula

309824/1096 ^ÖÄ0

!
-f. CHp-C -4-

C = O OH

wherein R represents a hydrogen atom or a methyl group; iP is an anion; and ςΜ for

-1 ^ 2 or
R.

c-

a lower alkyl, phenyl or benzyl

and R, each for a lower alkyl

stands »where
group is;

a group, where, when R _{1 represents} a lower alkyl group, Rp and R ^ together can form a nitrogen-containing 5- to 6-membered heterocyclic ring; and A is a group of non-metal atoms carbon

Vpder
represents substance, nitrogen and sulfur, which together

to form a 5- to 6-membered heterocyclic ring together with -IT ^ = C- are required, contains.

The degree of polymerization of these homopolymers or copolymers is appropriate in the range from 20 to 1500.

Typical examples of the homopolymers and copolymers that as polymer components containing the repeating units of the above general formula are given below

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-C- CH ₀ -CH -4_ 2259871 ■ -6- ' I.
r <= o πττ
w VJ vjll *
I 1 f-Pi λ O-CHp-CH-CH ₂ -N ^ \ Br ^Q n ₂ each
specify, and - 5 -. I ⁵
C = O OH fi ~ \ their structural formulas are given, where n, n ₁ and
occasional average degree of polymerization
nj: n _{2 is} the molar polymerization ratio. 0-CH ₀ -CH-CH ₀ -] / "θ Cl ⁰ 1. i
CH ₃ n = 23O CH ₃
-4- CH ₂ -C 4 ^ - · · C = O OH n = 150 2. 0-CH ₀ -CH-CH ₀ -NCC ₀ H ₁ -), ΟΗ, - <Τ CH ₃
- (- CH ₀ -C 4- n = 110 C = O OH ^ ^Η 3 _{CH G}
0-CH ₂ -CH-CH ₂ -N 1 - ^X O ■ 3. / V-SO? n = 130 Cl ⁹

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ν CH-z
I J - 6 Ba ^J 2-C > ^P 2259871 n --- 220 I. OH ⁽ I.
CH, n = 280
\ CH ₃ SO ₅ ⁰ 6th -f CH ₃ -CV;
c ι u 2, n-,
C = O
I.
0 CIL © OH,) C = O
I.
V / ™ "V_ / XT OH
t Cl ⁰ 7th - <- CHp-CH -V- CH ₅ Hj) ₅ _ / _ Γ! U _ΠΤΤ — V— C = O OH J + n ₂ C = O
T 0-CH ₂ -CH-CH ₂ - : n ₂ \ jl. CL = 160 8th. - (CH ₀ -CH-V-
2 j 1I ₁
C = O OH
I (- Λ = 2: 1 1 I ^ J ⁿ l , f CH ₂ CH> _n2
O no '^ n ^'
τι - vil _o O
^J j 2, ⁿ l _no = 120 9. ⁿ i ⁺ rip = 3: 1 ¹¹ I ^: L.
OH
3-CH-CH ₂

30982W 1096

10. (p

C = O OH

0-CH ₀ -CH 0Ηρ \ (/ E-CHpCH ₂ OH Cl *

CH,

has been set out above, the invention includes as Ent «- detergents not only homopolymers, but also copolymers with other monomers such as acrylamide, N-vinylpyrrolidone, Ν, Η-dimethylacrylamide, diacetone acrylamide, acrylic acid, Methacrylic acid, methyl acrylate, t, methyl methacrylate, vinyl acetate and styrene.

The following are production examples of methods for producing the above-mentioned typical examples. bindings indicated.

Production example 1

Establishing the compound Mr. 6 mentioned for example

A mixture of 142 g (1 mole) of glycidyl methacrylate ₉ 96 g (1 mol) of trimethylamine hydrochloride, 24o g of benzyl alcohol and 0.1 g of hydroquinone was 7o minutes at 60 ° C with stirring, allowed to react. Then, the reaction mixture was poured into acetone to deposit crystals. The crystals were collected by filtration and then recrystallized from ethanol to obtain 150 g of a monomer of the formula

CH, OH ^ _n
Ch ₂ = C-COOCH ₂ CHCH ₂ N (CH ₃ ), CI = ⁵ ', I »183 C

were obtained.

-8th-

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50. 60 8th. 48 5. 90 14th .93 49. 14th 8th. 60 5. 75 15th .28

Elemental analysis:

C _ HN Cl calculated (? °):
found (<fo) :

23.8 g (0.1 mol) of the monomer thus obtained were dissolved in 60 ml of methanol. The solution obtained was with 0.1 g of azobisisobutyronitrile added and then polymerized for 4 hours under a nitrogen atmosphere. The polymerization product was in Poured in acetone, whereby a white solid polymer was precipitated. This was then dried under reduced pressure, where 22.9 g of the above-mentioned compound no. 6 with a specific viscosity of 1.50, measured as an example as a 1% aqueous solution at 30 ° C.

Production example 2

Preparation of compound no. 9 mentioned for example

A mixture of 142 g (1 mole) glycidyl methacrylate, 115.5 g (1 mol) pyridine hydrochloride, 260 g benzyl alcohol and 0.1 g hydroquinone was stirred for 8 hours at room temperature allowed to react, forming a homogeneous solution. This solution was left to stand for 12 hours at room temperature left and then treated with acetone, whereupon crystals separate out. The crystals were collected by filtration, washed with acetone and then recrystallized from ethanol to obtain 185 g of a monomer represented by the following formula became:

j OH (f. 165 ° C -> j Θ / = \ Q
CH ₂ = C-COOCH ₂ CHCh ₂ - N ^ j / '

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Elemental analysis:

C H N Cl

calculated (fo): 56.00 6.32 5.44 13.78 found (f>) : 55.79 6.53 5.26. 13.91

25.7 g (0.1 mol) of the monomer thus obtained and 3.5 g (0.03 mol) of E-vinyl-2-pyrrolidone were dissolved in 70 ml of methanol. The solution obtained was admixed with 0.1 g of azobisisobutyronitrile and then polymerized for 4 hours at 65 ° C. under a nitrogen atmosphere. The polymerization product was poured into acetone, whereby a white solid polymer was precipitated. This was then dried under reduced pressure, whereby 29.0 g of the compound No. 9 mentioned by way of example with a specific viscosity of 2.35, measured as a 1 sequence aqueous solution at 30 ° C., were obtained.

The ones mentioned above. Homopolymers and copolymers according to the present invention have molecular weights in the range from 5,000 to 200,000, preferably from 10,000 to 50,000. In the case of copolymers, the copolymerization ratio is preferably such that the amount of the repeating units represented by the above general formula is 30 molar or more.

The amounts of these substances added to the processing solutions preferably correspond to the amounts of foam-forming substances that accumulate in the processing solutions. This results clearly from the intended use of the compounds mentioned. If these connections are in one of the Layers are to be incorporated which form the light-sensitive photographic recording materials it is particularly effective to work the compounds into the outermost layers, e.g. the protective layer or the on the outermost layer on the back, which is directly

309824/1096

- ίο - '

come into contact with the machining solutions. The layers, in which the compounds have been incorporated can, however, be coated externally with other layers, as long as the release of these connections is not disturbed.

Photographic recording materials on which the process applicable to the present invention include various photosensitive materials that are processed should after the diffusion transfer process, the direct. positive process, the silver fading process and the stabilization process. Photographic recording materials include black and white and parb negative pilme, reversal positive film and copy or enlargement papers processed by conventional methods. According to the invention Compounds used are incorporated into the photographic recording materials in such a way that the compounds be dissolved in water or an organic solvent or a mixture thereof and the resulting solution to a coating liquid for making a photographic Recording material is given, the compound in one of the layers of the photographic material is incorporated. It is also possible to use the above-mentioned solution directly, if necessary after adding a coating aid, is applied to the surface of a photographic recording material. In this pail is the amount of the compound which is incorporated into the above-mentioned layer of the photographic recording material, 5 to 50 wt. # Based on the weight of the gelatin, while the amount of compound that is directly on the photographic

2 recording material is applied, 2 mg / m or more amounts to. Beneficial results can be obtained with such amounts.

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The processing solutions that are applicable according to the present invention include the various processing solutions such as pre-hardening solutions, developing solutions, stopping solutions, hardening solutions, bleaching solutions and combined solutions such as single-bath developing solutions and bleach-fixing solutions. If the above-mentioned compounds are to be added to these processing solutions, they can be added immediately to given the processing solutions werdeh _s or they can be part of the processing means to be aμfgelöst "

Typical operations to which the method of the present invention is applicable include any Development treatments such as cinema development, tank development and spray development. On the method of stirring of the processing solutions include all such known methods as circulating the solutions, stirring by means of Stirrer, the introduction of nitrogen or air, the spraying of the solutions, the vibration or rotation of the light-sensitive photographic recording materials.

When the compounds used according to the invention, the processing solution * 005 to 5 O ₉ g in an amount of 0 per liter of the processing solution are added, the formation of foam, the major drawbacks can would bring be sufficiently prevented. Another additional advantage is that an antistatic effect can be achieved using the method according to the present invention.

The method according to the invention is explained further on the basis of the following examples, with comparative tests being carried out with regard to the defoaming capacity. The defoaming agent can be added to the processing solutions and / or recording materials. The term "lower" preferably includes GrugEn with 1-6, in particular 1-4. _1?

Carbon atoms. "

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Comparative experiment

Developer samples (I), (II) and (III.) With those in the following The compositions given in the table were tested for their foaming capacity by the shaking method. The samples having the compositions (I), (II) and (III) are each with sodium dodecylbenzenesulfonate as one Compound has been added, which corresponds to a foaming surfactant composed of a photosensitive photographic recording material flows out. the Sample (II) has additionally been admixed with compound no. 1 mentioned as an example as a defoaming agent. The sample (III) is additionally with a high molecular weight quaternary amino salt trimethyl (vinyloxymethyl) ammonium p-toluenesulfonat (average molecular weight about 50,000) has been added as a control defoaming agent

-13-

309824/109 6

To sum up
the sample (D ml 800 ml ml (III) ml water G : 3.8 G 800 ml G Benzyl alcohol 800 ml G 2.0 G 3.8 G Sodium hexa-
methaphosphate, 3.8 S. 2.0 G 2.0 G Sodium sulfate
(anhydrous) 2.0 S. 50.0 G 2.0 G sodium
(Monohydrate) 2.0 ml. 1.0 ml 50.0 ml Potassium bromide 50.0 G' 5.5 G 1.0 G Sodium hydroxide
(1 $ aqueous
solution) 1.0 5.0 5.5 4-amino-3-methyl-N-
ethyl-N- (methy1-
sulfonamidoethyl) -
aniline 3/2 HpSO.
Monohydrate 5.5 5.0 5.0

Surfactant, sodium dodecylbenzene- 0.5 ml sulfonate (1 $ aqueous solution)

Defoaming agent (1 fo aqueous solution)

Water up to 1 liter

0.5 ml

0.5 ml

Compound No. Control (1) 0.5 ml 0.5 ml

1 liter

1 liter

The shaking method used in this example was that 20 ml of the sample solution in a test tube with an inner diameter of 20 mm, the surface of which had been cleaned. The test tube was tightly closed and subjected to a vertical movement of 25 cm 30 times in 10 seconds. The average height the foam formed above the solution was measured after 10, 30, 60 and 120 seconds, respectively. The received Results are compiled in Table 1.

-H-

30 9 824/1096

-H-

Time after foam formation by shaking

10 sec.

30 sec.

60 sec.

120 sec.

Table 1 η Ul Foam Height of 1 8 mm Uli Average 13 mm 0 mm (III) 12 mm - 9 mm 12 mm - 7 mm 6 mm 5 mm

From Table 1 it can be clearly seen that the sample (II), which had been mixed with compound no. 1 according to the invention, has the lowest foaming capacity, and that the foam formed disappears quickly. Even if a certain defoaming effect in the sample (III) is observed to which the control compound has been added, this effect is considerably less than with sample (II).

E3, a sample (I ') was prepared which is identical in composition to sample (i) with the modification that the amount of the surface-active agent is 1.5 ml. Furthermore, a sample (II ¹ ) was prepared, the composition of which coincides with that of the sample (II) with the difference that the amount of the surfactant is 1.5 ml and the amount of the compound No. 1 is 0.5 ml. These samples were each subjected to the same test as described above. The results obtained are summarized in Table 2.

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Time after foam formation by shaking

Table 2 Height of Average
Foam mi 3 mm 35 mm 2 mm 35 mm 0 mm 32- mm 0 mm 30 mm

TO sec.

30 sec.

60 sec.

120 sec.

It can be seen from Table 2 that it is not necessary * to use Compound No. 1 in a large amount. Much more this compound can have a defoaming effect itself exercise when it is used in small quantities »

Two photographic light-sensitive materials were treated with samples (I) and (II), respectively. The photographic recording materials showed completely identical photographic properties, and the addition of Compound No. 1 had no effect on the photographic properties determined "

The invention will be further developed with the aid of the following examples explained.

example 1

In an automatic developing machine in which the developer is stirred by introducing nitrogen, two light-sensitive color photographic films were developed with the developer (I) used in the comparative experiment and a developer (H ″) which is identical in its composition to that in the comparative test developer (II) used with the only difference that instead of compound no. 1 0.5 an aqueous solution of 1 ml of the following examples

30 9 8 2Λ / 1 096

game-wise named compound no. 3 were used. It the amount of foaming in each of developers (i) and (H ") due to stirring was measured by the Initiation of the gas was caused. The method used was that the developer in each case same test tube as given in the comparative experiment and nitrogen gas passed through the developer for 30 seconds became. Then after 10, 30 and 60 seconds the average amount of foam formed in the developer. The results obtained are shown in Table 3 compiled.

Table 3

Time after the foam- Average amount of foam formed by shaking the foam

Developer Developer (D (II ")

10 sec. 34 mm 3 mm

30 sec. 31 mm 2 mm

60 sec. 27 mm 0 mm

It is clear from Table 3 that the developer (II ") containing Compound No. 3 has a lower foaming property owns.

The developer (II ") also underwent the same investigation after one week of incubation. However, the degree of foaming was the same. This will confirms that the defoaming effect of the developer is increasing does not change over time. It was also found that the two developed color photographic films possessed completely identical photographic properties, i. e. no influence on the photographic properties was observed by the addition of Compound No. 3.

30982 /./10 9 6

Example 2

In this example, two automatic developing machines used for black and white copy papers. A developer (III) with the composition given below was added to the developer tank of one machine, and a stop fixer (IY) with the composition also given below was placed in the stop fix tank of the same machine filled. On the other hand, the same developer (III) was put in the other's developer tank A developing machine was added, and a stop fuser (V) with the was also added to the stop fix tank of this machine the following composition is filled in «,

Composition of the developer

water

Sodium sulfite

1-phenyl-3-pyrazolidone hydroquinone

Sodium carbonate (monohydrate) potassium bromide

Benzotriazole

Water except for

Composition of the stop fixer

water

Sodium thio sulfate (pentahydrate)

Sodium sulfite (anhydrous) glacial acetic acid

Potassium alum

Sodium hydroxide

1% aqueous solution of compound no. 9

Water except for

III

ml 800 G ml G G • ml G 40 G G G G G 0. liter 2 G liter (V) G ml 5 600 ml G 30th 100 g ' 5 0. 01 10 -5 g 0. 01 20th "5 ml 1 10 liter (IV) 7th 600 1 100 1 10 20th 10 7th - 1

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Using these two automatic developing machines, a large number of copy papers have been produced usual procedures, with the developer and the stop fix bath being replenished to the initial Concentrations were maintained. The result was such that stop fixing bath (IV) was in the one containing this bath Machine considerable foam was formed due to the formation of carbon dioxide resulting from the decomposition of the im Developer contained sodium carbonate, which was carried with the copy papers into the stop fixer, and the foam thus formed migrated to the adjacent developer tank and changed the composition of the developer. As a result, the development of the copy papers was adversely affected. In contrast the stop-fix bath containing compound no. contained hardly any foaming, and the copying papers could be successfully developed without any deterioration will. In this phase, a part of each of the two fixing developers was taken out and the Foam formation measured according to the Schiittel method used in the comparative experiment. The results obtained are compiled in Table 4.

Table 4

Point in time after Average height of foam of foam formation Stop fixer (IV) Stop fixer ~ (V)

10 sec. 14 mm 1 mm

30 sec. 10 mm 0 mm

60 sec. 9 rom 0 mm

From Table 4 it can be clearly seen that the foam formation in the case of the stop fixer (V), which contains compound no. is considerably lower than in the stopper fixation (IV).

30982 47 1 096

Example 3

In this example, two automatic developing machines (A) and (B) for black and white copier papers were used. The developer (III) used in Example 2 was added to the developer tanks of both machines. The one in the example "2 stop fix baths used were placed in the respective stop fix tanks of the two machines-given. Using these developing machines, a large number of Copier papers processed, were in the machine (A) the copier papers used in Example 2 treated. In the copying machine (B) copier papers were used that with the papers processed in machine (A) were identical with the exception of the following modification; The papers were

2
with an amount of 5 ml / m of a 2 followed by aqueous solution of compound no. 5 coated characterized been that sprayed this solution onto the surface of the emulsion layer of the print papers "and was then dried. (In the machine (A) and (B) As a result, it was found that in the developing machine (A) there were drawbacks due to foaming as described in Example 1, and the development of the copying papers was adversely affected, while that in the developing machine (B ) In this phase, samples of the stop fixers were taken as described in Example 2 and examined for foam formation by the shaking method described in Example 1. The results obtained are shown in FIG Table 5 compiled.

- 20 -

0 9 8 2 4/1096

4th mm 2 mm O mm

Table 5

Point in time according to the average height of the foam of foam formation /. \

10 sec. 18 mm

30 sec. 15 mm

60 sec. 14 mm

It is clear from Table 5 that the compound No. 5 exhibits an excellent defoaming effect even

if it has been incorporated into the copy papers.

The photographic properties of the two copy papers, which have been processed in the developing machines (A) and (B) were excellent in spite of the fact that the in the developing machine (B) processed papers with the connection Mr. 5 had been coated.

Example 4 "

In this example two automatic developing machines (A) and (B) of the type described in Example 1 were used. The developer (I) used in the comparative experiment was placed in the developer tanks of the two development machines. The developing machine (A) was used to process the photosensitive color photographic films used in Example 1, and the developing machine (B) was used to process the same photographic films, but with an amount of 20 ml / m 2 of a 0.1% solution of the Compound Kr. 6 in methanol-acetone (30:70) had been coated on the back of the film, which was then dried with hot air. In this case, the developers used in the two machines were reduced to the extent of foam formation by <I «te as a result of ~ 2% ~

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The stirring caused by the introduction of gas was investigated. The one with it method used "was to leave nitrogen gas for 30 seconds long introduced into the developer and the average height of the foam formed in the developer after 10, 30 and measured for 60 seconds as described in Example 1. The results obtained are summarized in Table 6.

Table 6

Time after stopping stirring

10 sec. 30 sec. 60 sec.

Average
Foam Height of (A) (B) 30 mm 3 mm 27 mm 2 mm 25 mm 0 mm

From this example it can be seen that even if the back of a photographic image is connected to compound no has been coated, the foam formation can be effectively prevented.

It was also found that the compound Mr. 6 the photographic properties of the developed photographic film are not adversely affected.

Patent claims:

30982A / 1096

Claims (8)

7o7 oil Applicant: KONISHIROKU PHOTO INDUSTRY CO., LTD., 1-1 ο, 3-Chome, Nihonbashi-Muro-machi, Chuo-ku, Tokyo (Japan) Process for developing a light-sensitive photographic recording material. Claims: 1. Process for developing a photosensitive photographic Recording material, wherein the recording material in contact with a machining solution is brought and when processing an effective amount of a defoaming agent for the processing system is present, characterized in that the de-foaming agent is a polymer is the polymer component repeating units of the general formula ² I. C = O OH
O-CII ₂ -CH-CH ₂ -Cr 'X ^e wherein R represents a hydrogen atom or a methyl group; XP is an anion; and qr for 309824/1096 stands, where E-, a lower alkyl, phenyl or Is benzyl group; Rp and R, each for a lower one Alkyl group, where when Rj is a lower Represents alkyl group, Rp and R ,. a nitrogenous one 5- to 6-membered heterocyclic ring can form; and A is a group of the light metal atoms Represents carbon, nitrogen and / or sulfur, which together with -] \ r = C- to form a 5- to 6-membered heterocyclic ring are required, · contains. 2. Terfahren according to claim 1, characterized in that the polymer is a homopolymer. 3. The method according to claim 1, characterized in that the polymer is a copolymer which is used as comonomer units Acrylamide, if-vinyl pyrrolidone, ΪΓ, JsT-dimethyl- - acrylamide * Diaeetonacrylamide, acrylic acid, methacrylic acid, Methyl acrylate, methyl methacrylate, vinyl acetate or contains styrene. 4. Terfahren according to any one of claims 1 to 3, characterized in that the polymer gate of the processing Processing solution is added, 5. The method according to any one of claims 1 to 4, characterized 309824/1096 characterized in that the polymer is incorporated into one of the layers of the light-sensitive photographic recording material was incorporated in such a way that it can be removed during processing. 6. The method according to any one of claims 1 to 5, characterized in that the processing solution is a pre-hardening solution, Developing solution, hardening solution, bleaching solution, stopping solution, fixing solution, or a combination thereof is. 7. Polymer containing, as polymer components, v / recurring units of the general formula -ir CHp-C -) - C = O OH wherein R represents a hydrogen atom or a methyl group; XP is an anion; and qr for - R ₀ or - \ r where R- is a lower alkyl, phenyl or benzyl group; R _? and R- each represent a lower alkyl group, where when R | represents a lower alkyl group, Rp and R-. a nitrogen-containing 5- to 6-membered heterocyclic ring 30982A / 1096 can form; and A is a group of the non-metal atoms carbon, nitrogen and / or sulfur, which together with -IH = C- to form a 5- "to 6-membered heterocyclic ring are required. 8. Use of a polymer that acts as polymer units repeating units of the general formula C = O OH
0-CH ₂ -CH-CH ₂ -QT wherein R represents a hydrogen atom or a methyl group; X ^ is an anion; and qr for ^E l where R. is a lower alkyl, phenyl or benzyl group; Rp and R, each represent a lower alkyl group, where, when R- represents a lower alkyl group, R ₀ and R can form a nitrogen-containing 5- to 6-membered heterocyclic ring; and A is a group of the non-metal atoms carbon, nitrogen and / or 309 824/1096 36 Represents sulfur, which together with -If * = G- to Formation of a 5- to 6-membered heterocyclic ring are required, contains, as a defoaming agent for machining solutions for light-sensitive photographic recording materials. Dr. T / I-M 30 9 824/10 9 6