DE1572175A1 - Photosensitive photographic composition - Google Patents

Description

My nudes β 80-j

Sankyo Company Ltdo, Tokyo (Japan)

and
Konishiroku Photo Industry C # ₀ Ltd _0? Tokyo (Japan)

photosensitive photographic composition

The invention relates to a photographic light-sensitive composition _s with a group of neighboring = contains, as light-sensitive component, a chemical compound-stated structure,

A main object of the invention i Bt a lichtempfindlish © composition! which provides a stable image of good color quality and storability with a simple working method = Further additional advantages and features of the invention emerge from the following description "

was in Photcgraphie been eim.! However Ansahl liohtsmpfindlicher compounds including Halogensilber- and diazo UOW "known .edenen contempt-in Foraien were verwandet ,, All these known L ^ htempfindlichen connections v / eieen various disadvantages _a £ iii9 photosensitive

90 988 1/1 2 Λ ij
BATH ORIGINAL

Composition containing as a photosensitive component silver halide, 1st Z ₀ B ₀ extremely widespread in the field of Photographic However, the preparation of this photosensitive silver halide compound requires complicated operations and Einrichtungenο In addition, the important as a starting material of silver very costly. The current use of such a halosilver-containing composition usually requires a series of wet treatments including development and fixing "

The diazo type photosensitive composition, although cheaper, does not have good quality and also requires difficult wet treatments or the use of annoying ammonia vapor. In addition, it does not have a long shelf life. A binary photosensitive composition containing diarylamine and halogenated! Hydrocarbon, is also known, however, because of it-he'olichen toxicity dws hslogenierten hydrocarbon practically difficult to use "ErfinaungßgemäS is ηό a light received ±: ^λ Λ, the Susaismensetzung provided that the enumerated disadvantage"? does not have »The er ~ fin & imgsgamäSe lentempf.inäliche Verbiiid-mg with a group of the- sngegehoRfir ,. S-structure i? Ru n & hz- > ⁱ ii ⁱ t £; c-halal and can be easily synthesized by simple methods; will?!, In addition, the result?

bilas B ± \ ä ? ut-3t * ^ a ^^ iialt'P ^ * 1

BATH ORIGINAL

In the following the invention is explained in detail ο one The photosensitive photographic composition of the present invention has a chemical as a photosensitive component Compound which in its molecular structure is one by the contains the group shown below

or

Y) O-

where X is an oxygen or sulfur atom and Z is an oxygen or sulfur atom or a group = H-Y in which Y lower alkyl, aryl or aralkyl is »Typical compounds, which are useful as photosensitive components in the present invention are generally identified by any of the following general formulas (I) to (III):

(I)

0-9881 / 1249

BAD ORiGiNAL

wherein X is an oxygen or sulfur atom; R ₁ and R «, which can be the same or different, straight-chain or branched lower alkyl, phenyl which can optionally be substituted by lower alkyl, lower alkoxy, halogen, amino, substituted amino, nitro, cyano or alkoxycarbonyl, or phenylalkyl, where the phenyl moiety can be substituted by lower alkyl, lower alkoxy, halogen, substituted amino, nitro, cyano or alkoxycarbonyl, R is cyano, acyl or alkoxycarbonyl and R. is cyano, alkoxycarbonyl, nitro, acyl or substituted or unsubstituted carbamoyl

where Z is an oxygen or sulfur atom or a group * <NY (in which Y is lower alkyl, aryl or aralkyl) and R and R. have the same meaning as in the general formula (.;) = The Pheny! group The groups of the general formula (II) are optionally substituted by lower alkyl or the like

909881/124

_BATH

wherein X, R ₁ , R ₂ SR * and R. have the meanings given above.

Typical compounds that fall into the category of the above general Formula (I) are the following:

Compound I.

H ₅ C ₂ OOO

153

1,3-dibenzyl-6- [cyano- (ethoxycarbonyl) -methyl] -1,2,3,6-tetrahydrocycloheptimidazol-2-one

Compound II

P »143 ⁰ O

BATH ORIGINAL 909881/1249

1,3-dibenzyl-6- [cy8jio- (hexyloxycarbonyl) -methylj-1,2,3,6-tetrahydrocycloheptimidazol-2-one

Compound III

H ₂ IOC

1,3-Dlbenzyl-6- (carbaraoylcyano-ethyl) -1,2,3t 6-tetrahydrocyoloheptioidazol-2-one

Compound IV

V = /

1,3-BibenEyl-6-dioyanoBethyl-1,2 »3 ₉ 6-tetrahydro6yoloheptiiidazol-2-one

P - 2O3 ^U C

gradually becomes pale when heated

Red

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BATH

Compound V

H ₅ O ₂ OOO

1,3-Dibtnyl-6- (ethoxycarbonylnitroeethyl) -1,2,3 * 6-t6trahydrooyoloh "ptinida" ol-2-one

Connection YI

langeaae Zenetsung at «Erhiteen

1,3-dianieyl ~ 6-dioyanc »ethyl-1,2,3,6-

909881/1249

Compound VII

H ₅ C ₂ OOC

H ₅ C ₂ OOC

oily

1, S-dibenzyl-e-diethoxycarbonylmethyl-1,2,3 »6-th trahydrooyclohept imidajüol-2-one

All of these compounds I to VII are new compounds, the not yet described in the previously known literature ο They can be prepared by reacting a 1,3-disubstituted S-oxooycloheptaimidazolinium halide of the formula

(wherein H _1. and R "have the meanings defined above and X 'is a halogen or acid radical), with an active methylene compound of the formula

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BATH O.

(where R, and R have the preceding meaning) in the presence of a condensing agent Example A describes the preparation of the compound I »

Example A.

To 0.07 g in 30 ml of ethanol covet sodium are added 0.35 g Äthyleyanoazetat, and the obtained Iiösung is 1 g dissolved in 50 ml of ethanol i ^ dibenzyl - ^ - oxo-oyeloheptairaidazoliniumchlorid attached. The mixture is stirred at room temperature for 15 minutes, "A white, crystalline Maast is collected by filtration, washed with ethanol and dried" Bs, 1 g of 1,3-Blbenzyl-6- [cyano (äthoxyearbonyl) -aethylj- 1.2 , 3 $ 6-tetrahydrocycloheptaimidazol-2> get on «

Typical compounds that fall into the category of general Formula (II) are the following:

Compound VIII

CN

reddened at around H5 ° C

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BATH ORIGINAL

B: ls- (2-phenyl-6H-cycloflspto: iazol "S ~ y: J-malononitriX

Compound IX

<x

guesses Bioh at around 145 ⁰ O

Ethyl-bis- {2-pixenyl-5H ~ Qyolohep1; o3: a2! Ol-6 ~ yl} -cyanoasetate

link

COHH,

turns red at about 145 C.

Bis- (2-phenyl-6H-oycloheptoxazol-6-yl) ~ cyanoacetamide

098 81/1249

BAD ORiGiNAL Compound XX

! ti H,

reds see around 142-143 O

Bie- ( lp-tolyl ~ 2-pnenyl-1,6 ~ dihydrooyoloheptiraidazol ~ 6-yl) »alononitrile

These compounds VIII to XI are new compounds and • can be prepared by reacting a cycloheptatrlenium compound of the formula

(wherein X ¹ and Z are as defined above) mi ϊ an active methylene compound of the formula R _T -CH _o ~ R _f (wcrin R. and R. just case, the above-mentioned E.edeutung have 'in the presence of a Kondeneaticnsaittels to Veransehauliehung the production method of compound VII is written in example BL

909881/1249

Example B.

To 8 g of metallic sodium dissolved in 100 ml of ethanol, add 2 _{t of} malonitrile and 10 g of 2-phenyl-o: xazolotropiliuffl-monomethyl sulfate. The resulting solution is stirred at room temperature for 6 hours. The deposited crystals are filtered off and gev / asehenc with ethanol. The mass is mixed with chloroform and washed twice with Y / aeeer. The chloroform layer is dried over anhydrous sodium sulfate, then treated with activated charcoal and be5. a bath temperature of at most 50 ⁰ O under reduced D :: * uck- lccnzentriert, The crystalline residue is mixed with benzene and then filtered off. 50 g of Bi8- (2-phenyl-6H-cycloheptoxazol-6 »yl) malononitrile are obtained

A typical compound belonging to the category of general formula (III) is the following:

Compound XII

BATH ORIGINAL

N-methyl-bis-O, 3-dibenzyl-1,2,3i6-tetrahydrocycloheptiraidazol-2-one-6-yl) -oyanoaoetaniid

The preparation of this compound XII is explained in Example 0 »

Example 0

To 0.2 g in 40 ml of ethanol dissolved metallic WatriOT are added 0.72 g Cyarieesigsäuremethylaraid "This Lorning be 3 ₉ g O 1 ₉ 3-dibenzyl-2-oxocycloheptaimidazoliniuia0hlorid ₉ i * i dissolved 50 ml of ethanol, and the mixture is added stirred at room temperature for 5 hours. After standing over power, it is filtered to remove the undissolved matter. The filtrate is then concentrated under reduced, liteuek =. The oily residue is dissolved in Ätbylasetat and the resulting sounding duroh a unaccompanied with Äluainiumosyä-filled column Subsequently, the solution is concentrated and the residue recrystallized av.e cyclohexane iand give 1 ₉ 0 g of N-methyl "BLS (1" 3 "äibenzyl- 1,2,3,6-tetrahydrocycloheptiraidazol-2-on-3-yl) -cyanoacetamide with the melting point at 165-167 ⁰ C is obtained ₀

The compounds listed above can develop a color when exposed to ultraviolet radiation? a composition that has one or more of two such

909881/1249

BATH ORIGINAL

Compounds containing ₉ is daber useful in the photographic art as a photosensitive Zasemmensetziang · In a known manner, the OF INVENTION & can ungggeiaäöe lichtempfinallehe aueammensetäRung aur improve their Bigsneohaften additionally contain one or more help compounds "For example, alkanolamines (e. B" Triäthanol & min) _i Polyalkylenoxycivfirbin & ttagen etc, as effective Ssjnßlbtlisatorsn be used to the Lieht "sensitivity of guoasaejiaetzung increase" Other suitable sensitizers are phenyl urethane, acrylamide, acetanilide o-Aoetänisidid "rdphenylcErbaaid, Benssalazin _f maleic anhydride, Phthalöäarsanhydrid, succinic anhydride, Weineäureanhydi-id, Ealiiusbichvomat" etc. the addition of one? aromatic amino or nitride addition as an additive serves to influence the? a3 * fct® & 8 of the image, which in the Ü, V. Irradiation of the Zuaa ^ mensstauiig calibration results in "Suitable color-controlling agents are, for example, phthalic acid, oxalic acid, benzoic acid, tartaric acid and maleaic acid" their anhydrides, m-hydroxydimothyl & niline, methyl-m-nitrogematy 2-hit? Ohydroohinonmethylätheretw. known optical brightening agents contribute effectively to the improvement of the visible brightness of the image background. Depending on the intended purpose, with regard to the known photographic techniques, many other suitable compounds can be selected.

For practical courage, an inventive step

909881/1249

BATH ORIGINAL

■ - 15 -

In high photographic composition, it is "wise, the composition in the form of one on one. Tröger repent of the photosensitive Sohioht applied. Interrogator suitable T are papers, woven fabrics, base films, metal plates to "Xm are generally eieh papers and film support. For the sake of simplicity, the term "photosensitive element" is used in the following for a photosensitive composition according to the invention which is in the form of a solvent applied to a substrate. Such a photosensitive element can be produced in a variety of ways. The simplest way is to finely distribute the light-sensitive composition, which contains the light-sensitive compound alone or neurons with any additional compound, and then rub it evenly onto the surface of the paper or the like carrier with the aid of application rollers. In small-scale production, fine filings of the photosensitive composition are rubbed onto the paper surface using cotton wool or a soft etoffettloke. It is, however, more practical and advantageous to read or to disperse the photosensitive (and the susätsliche) component in a suitable solvent, or without a binder, and then to apply the resulting solution or dispersion as a layer on a suitable support. Almost all usable in dieaer invention photosensitive compounds are soluble in ketones such as _t Asseton or Äethyläthylketon and in Bäureestern as ethyl acetate

BAD- OWQlNM- 3 U 1 6 \, ■ /] 2 /, · Z

or butyl acetate, and cyclic (^ hydrocarbons, such as Dioxane or cyclohexanone; one of these solvents can therefore conveniently be used to prepare a solution o To produce a dispersion of the photosensitive Compound, on the other hand, is water or an alcohol, since the latter is soluble in these substances to a certain extent is.

In the case of film coating, the use of a binding agent together with the light-sensitive compound is preferable Coating with a solution containing the photosensitive compound is a film-forming polymer material, which is readily soluble in the solvent used, as a binder « Acrylic resin, polystyrene, polyvinyl chloride, polyvinylidene chloride, polyvinyl butyral or similar polyvinyl resins can typically be used. as well as cellulose acetate, ethyl cellulose or other cellulose derivatives. For coating with dispersion, see as Binder water-biw. alcohol soluble polymer materials such as gelatin, gurami arabic, polyvinyl alcohol, carboxymethyl cellulose, etc.

In the preparation of the coating solution, the photosensitive compound and, if necessary, an additional one Connection simply dissolved in a suitable solvent in which the binder has already been dissolved. If a visual dispersion is to be made, a visual sensation

909881/12 4 9

BATH ORIGINAL

Liehe 'compound with a small amount of acetone ododgl * added; aqueous gelatine is added to the resulting mass and the whole thing is treated with an Ultrasehall dispersing apparatus, a ball mill, micron mill Od ₀ or the like ", whereby the desired dispersion is obtained"

The coating solution or dispersion prepared in this way can can be applied to a carrier in any known manner. The preferred coating amount is 0.5 to 5 g of the photosensitive compound per square meter of carrier. In general, a photosensitive element provides "that through." Rubbing the fine particles of a photosensitive compound or using such a compound in dispersion form, a stable image with strong Contrast, while a photosensitive element made with a solution of the photosensitive compound provides vividly colored image with good color quality, so that the composition of the present invention can be used for reproducing a Continuous image from a photographic negative Coloring (halftone negative) is usable.

When the photosensitive element imagewise ultraviolet If radiation is exposed, a color image is obtained which is fixed by heating with an increased color density, whereby there is good stability against further exposure to it. The color image obtained is fine-grained, of high image resolution and long

909881/1249

storability »In the practical application of the light sensitive element, all work processes are carried out using the trooken method executedρ so that the use of any liquid medium β is not required. So this element can easily be used without any special precautions «In particular. In the case of a photosensitive element coated with a dispersion, however, the fixation can also take place by means of a solution treatment. The reverse development of a photosensitive element according to the invention is also possible.

Since a photosensitive member according to the invention can develop color by exposure, it is useful in the so-called negative-positive method. If a positive image is desired, an original with a negative image should be used. In a special case, however, when there is excessive exposure, a reversal shift is carried out, similar to solarization in a silver photographic process, so that the photosensitive element can be used in the manner of the positive-positive method. Ultraviolet radiation is extremely effective for exposure. A mercury lamp, an arc lamp, a luminous fluorescent lamp etc. are recommended as the light source. However, Ea can also be a 'Conventional incandescent lamp in conjunction with a slide projector benu; zt be, as far as "ine sufficient brightness ir ensured; *

Since «exposed in this way · light-sensitive · element becomes <ann bia Y;

900081/1240

100 ° * 150 ⁰ Q β rhi tat, whereby the fixation takes place with simultaneous :: increase of the image density, the heating can be done by various means. For example, the light-sensitive element is wiped between hot rollers with a surface temperature at a speed of about 5 om / sck

,,. Clay about 100 ° - 130 ° C Hindu carried; Likewise, evenly heated plates can be inserted into the oven. Can fix Sum optionally AUOH a hot air chamber (120 ⁰ C] or the radiation from a Infrarotleuohte be used _c wine since the light-sensitive element is coated with an "is-

H pereion was made »instead of heating, a solution can be used

Bungetreatment can be carried out, which also fixes the image and increases the color density. Sur treatment of the exposed photosensitive element -tann x. B. tin organic solvent such as _t pyridine, tetrahydrofuran, n-propyl alcohol, etc, with an addition of any Meage Lassere sur influencing the release force of the composition are used.

In the following examples, there are various ways of using the same without restricting the concept of disclosure besohrieben.

B »l» plel 1

# 5 g of a polyatyrene resin "Stylon" (registered trademark, manufactured and sold by Dow Chemical Corp., V ₀ St-A, -)

909881/1249

are dissolved in 1 liter of methyl ethyl ketone «, the resulting 30 g of the above-mentioned compound (I) are added to the solution as a light-sensitive component «. After stirring vigorously a photosensitive solution is obtained which is applied in the amount of 50 ral / m to a photographic baryta paper and is dried ο All the processes mentioned are carried out in the yellow photographic safety light in a dark aurn carried out while avoiding the intrusion of daylight

The photosensitive element produced in this way is covered with a photographic negative bearing an original image and the resulting unit is exposed to radiation from a 1 kW high-pressure quartz mercury lamp for 5 seconds.A photochemical reaction that takes place in the exposed area of the element produces a pale image. The element is then passed through hot rollers with a surface temperature of 120 ^° C. at a speed of 5 om / sec, the image being fixed with a simultaneous significant increase in image density so stable that it shows no appreciable change even when exposed to direct sunlight for an hour

Using the so-called reverse vision, the same rj.ohi-OHpf; u: <? Lieho element ϊλιτ ISaccessing a reproduction Om

Positive-positive type can be used “On the light-sensitive element is ζ. B. placed a tracing paper carrying a handwritten original and exposed the whole thing to radiation from a mercury lamp for one minute. ^{The element is then heated to 120 °} C. by means of hot rollers, a clear positive copy of the original being obtained.

Other photosensitive members can be obtained by repeating the above-mentioned operations, if in place the compound (I) equal amounts of the compound (II), (III), (X) or (XII) are used. The image color nuano * and the specific sensitivity of these light-sensitive elements are as follows:

link Color tint of the picture apeairο sensitivity (D reddish-orange 100 (index) (II) Red 100 (III) yellow 50 (X) orange 10 (XII) orange 50

Example 2

The light-sensitive löaunp produced according to Example 1 is applied as a soleplate to a 0.12 ram thick polycarbonate film backing "Konifoil O ¹¹ (trade name, co-applicant Pirma Konishiroku Photo Industry Co., Ltd." Japan) and then dried on the resulting layer

909881/1249 BADORLGiNAL

Photosensitive film is placed on a photographic negative and the whole is exposed in the manner described in Example 1. After treating the fila according to Example 1, a transparent, grain-free positive image with high image resolution is obtained. When the original image is projected onto a screen at any magnification using a slide projector, a clearly visible image appears. The photosensitive film according to this example can be used for the production of original slides or the reproduction of microfilms ₀

Example?

The compound (X) becomes uniform in an amount of 2 g / m 2 rubbed onto the surface of a coated paper with a cotton swab. The photosensitive Paper is treated in the manner described in Example 1. After imagewise exposure and fixing by heat, a clear, orange-colored positive copy is obtained from a photo graphic negative

Example 4-

In a 2 liter vessel, 30 g of the compound (I) and 100 ml of acetone are thoroughly mixed to make a doughy Form mass su to which 1 liter of a 4 »5 # aqueous gelatin solution is added. Then all of the hatred by means of one Ultrasohall Homogenizer Model USH-I50 (manufactured and sold by Ultrasonic Industry Qo., Japan)

909881/1249

treated, being a photosensitive dispersion that gives the fine glow of the photosensitive component in gelatin contains, arises. This dispersion is used in the amount of 50 ml / a the surface of a photographic baryta paper coated and then dried. The photosensitive element thus obtained is then treated as in Example 1, wherein a clear positive image from a photographic negative is obtained. The photosensitive element used in this example is rewarded in that it is an image provides the density and contrast of which is stronger and the color connectivity is more vivid than that obtained in Example 1 Image.

Kin Alter & ativverfahren sur fixation of the produced by means of the photosensitive element of the present example The picture shows the treatment with a solvent The photosensitive element, which bears a pale image after exposure, is used for this purpose with a mixture of tetrahydrofuran and water in a ratio of 1: 1 for several tens of years Seconds treated, whereby the fixation is completed while increasing the image thickness. The frozen image is now itself stable to daylight.

Example 5

45 g of polystyrene resin is dissolved in 1 liter of methyl ethyl ketone and they arose from the connection mentioned above

909881/1? «9» ADO _R1 G _(NAL

(XII) as a light-sensitive component and 60 g of m-dimethylaminophenol as an image-color-modifying agent. The resulting mixture is vigorously stirred, a photosensitive solution being obtained, with which a photographic triacetate film base is then coated in an amount of 50 ml / m 2. The photosensitive element produced in this way is covered with a photographic negative and the whole is exposed to the ultraviolet radiation of a 1 kW mercury lamp for 10 seconds. Thereafter, the photosensitive member is passed at a rate of 5 cm / sec between hot rolls with a surface temperature of 120 ⁰ O, wherein the fixing with an increase of the image density is achieved. The purple-colored, dense image obtained is grainy, has a high screen fineness and has good color quality and a satisfactorily high density. The picture is clearly visible on a screen when the projection is enlarged. If the processes described in this example are repeated with the exception of the addition of m-methylaminophenol, an orange-colored image is produced, the density of which is insufficient for achieving a reproduction.

Example 6

In a 2 liter vessel, 30 g of the compound (I) as a light-sensitive component and 100 μl of acetone are used vigorously mixed, whereby a doughy mass is formed, which is then 1 liter of 4f5 ige aqueous gelatin solution and 5 ml of 2 # Lges "Teepol"

909881/1249 äao original

(Trademark of Shell Chemical Co ₀ , V ₀ St ₀ A; alkyl sulfate «= - wetting agent of the anionic type) is added» The whole mixture is treated by means of an ultrasonic homogenizer »in order to obtain a dispersion with the light-sensitive component dispersed therein 4 ml of triethanolamine (sensitizer), 10 ml of 1% chloromuconic acid (gelatin hardener) and 8 ml of 2% "Leucophor" (trademark of Sandoz, Switzerland; optical brightener of the diaminostilbene sulfonic acid type) are added to the dispersion. The mixture is stirred thoroughly. The light-sensitive dispersion produced in this way is then applied as a layer in the amount of 50 ml / m on a photographic baryta paper and dried »

The photosensitive element thus obtained is used in the manner described in Example 1. A clear, reddish-orange positive image is obtained from a photographic negative Example 1 "The addition of the optical brightening agent brings about an improvement in the brightness of the background _{9 so} that the image is very clearly visible"

Claims

BATH ORIGINAL

909881/1249

Claims (1)

Claims 1. Photosensitive photographic composition, thereby characterized in that it has as a light-sensitive component a chemical compound in its molecular structure contains a group represented by the following formula: where X is an oxygen or sulfur atom and Z is an oxygen or sulfur atom or a group »H-Y in which Y is lower alkyl, aryl or aralkyl » 2b composition according to claim 1, characterized in that that as a photosensitive compound a solohe of the formula BATH ORIGINAL 909881/12 4 9 Torliegt, wherein X "is in oxygen or sulfur atom, R ₁ and S _2" dl · equal to or Tereohieden "a can, straight chain" or rersweigtee lower alkyl, phenyl _r is optionally substituted by lower alkyl, lower alkoxy, halogen, amino, substituted Amino, nitro, cyano or alkoxyoarbonyl substituted • can be, or phenylalkyl, where the phenyl moiety can be substituted by lower alkyl, lower alkoxy, halogen, substituted alino, vitro, oyano or alkoxyoarbonyl, denoting R, oyano, aoyl or alkoxyoarbonyl and R. denotes cyano, alkoxyoarbonyl, vitro, acyl or substituted or unsubstituted carbeayl. A three-part solution according to claim 2, characterized in that the allyl-epiphytic bond is 1,3-dibensyl-6- [cyano- (ethoxyoarbonyI) -Mthy1] -1,2,5, e-tetrahydrocycloheptiaidamol-a-one; 1 «i-Bibeniyl-e-fcyano-Chexyloxycarbonyl) -aethyl] -1,2,3,6-tetrahytrocyoloheptiBidaeol-2-οπϊ 1,3-Bibensyl-6- (earbaaioyloyano- ■ ethyl) -1,2,3, e-tetrmhydrooycloheptieidaeol ^ -on; 1 _V 3-blbensyl- * - * ieymno «ethyl-1,2,3,6-tetrahydrooycloheptiaida« ol-2-one; 1 * 9 "Sdb"& syl- € - (ethoxycarbonylnitroaethyl) -1.2 _f 3,6-tβtrahydroeyoloheptiaidaiol-2-one; 1 ^ -Dianieyl-e-dicyanoMethyl-i, 2,3,6- 909881 / 12A9 _BAD original tetrahydroxycycloheptimidasol-2-one; and / or 1,3-dibeniyl-6-diethoxyoarbonylmethyl-1,2,3 » 6-tetrahydrooyoloheptimidazole-2-ori let. 4. Composition according to claim 1, characterized in that as the photosensitive compound, one of the formula Tor lies in which Z is an oxygen or sulfur atom or a group «HY (in which Y is lower alkyl, aryl or aralkyl) and R is cyano, acyl or alkoxy carbonyl and R. is cyano, nitro, acyl or substituted or unsubstituted oarbamoyl 5. Composition according to claim 4, daduroh marked, that the photosensitive compound Bie- (2-phenyl-6H-cyoloheptoiaaol-6-yl) ~ malononitrile, Ethyl bi- (2-phenyl-6H-cyoloheptoiaBol-6-yl) cyanoacetate; Bis- (2-phenyl-6H-oycloheptoxaEol-6-yl) -cyanoaetamide; and / or bis> (i> p-tolyl-2-phenyl-> 1,6-dihydrocyoloheptimidaeol-6-yl) -malononitrile is. 6. Composition according to claim 1, characterized in that 909881/12 that the photosensitive compound is one of the formula (III) is present, wherein X is an oxygen or sulfur atom, R, and Rg, which can be the same or different, straight chain ^ es or branched lower alkyl, phenyl, optionally substituted by lower alkyl, lower alkoxy, halogen, amino, substituted amino, nitro, cyano or alkoxyoarbonyl can be, or phenylalkyl, the phenyl part being durih lower alkyl, lower alkoxy, halogen, substituted amino, nitro, Oyano or Aikoxyearbanyl can be substituted, mean and R- cyano, acyl or alkoxyoarbonyl and R ^ cyano, Represent alkoxycarbonyl, nitro, acyl or substituted or unsubstituted carbamyl. 7ο composition according to claim 6, characterized in that the light-sensitive compound ₉ N-methyl-bending (1,3-dibanzyl-1,2,3 '6 ~ tetrahydrocyoloheptiraidazol ~ 2-on-6-yl) acetamide is -oyaao " 909881/1249 BATH ORIGINAL θο Composition according to one or more of the preceding claims, characterized in that it is in the form of a photosensitive layer applied to a support _β 9. Composition according to claim 8, characterized in that this layer also contains a sensitizer, a color-controlling and / or an οptieoh lightening agent. 1Oo composition according to claim 9, characterized in that the sensitizer triethanolamine, phenyl urethane, acrylamide aoetanilide, o-acetanisidide, diphenyl carbazide, benzazalin, maleic anhydride, phthalic anhydride ₉ succinic anhydride, tartaric anhydride, folyethylene oxide and / or can be potassium oxide and / or. 11 ο Composition according to claim 9 »characterized ₉ that phthalic acid, oxalic acid, benzoic acid, tartaric acid or their anhydrides, m-hydroxydimethylaniline, methyl-m-nitrobenzoftt or a-nitrohydroquinone methyl ether is present as the color control agent. 12 Composition according to Claim 1, characterized in that that the same is in the form of a solution in which this light-sensitive compound together with polystyrene, polyvinyl chloride, Polyvinylidene chloride, Polyriny! Butyral, Aoetylselluloa ·, 909881/1249 . - 51 - JLthylsellttloee or the like _o film-forming solvent-soluble binder is dissolved in a suitable organic solvent. 13 · Composition according to claim 1 »characterized in that that the same is in the form of a dispersion in which the photosensitive compound together with gelatin, gum arabic, polyvinyl alcohol, obocyme methyl cellulose or the like. natural or synthetic water-soluble polymer binder is dispersed in water « bath 909881/1249