JP2000275823A - Photosensitive composition and photosensitive planographic printing plate material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a photosensitive composition having high sensitivity and excellent in shelf stability by incorporating polyalkylene oxide, a haloalkyl substituted s-triazine compound or the like. SOLUTION: The photosensitive composition contains a polyalkylene oxide or a polymer having an alkyleneoxy group in a side chain, a haloalkyl substituted s-triazine compound or an oxadiazole compound, and a crosslinking agent capable of crosslinking in the presence of an acid catalyst. The polymer having an alkyleneoxy group may be contained as a principal binder component constituting the photosensitive composition and containing an alkyleneoxy group in the skeleton of the polymer or may be contained as an additive. In the case of the latter, polyethylene glycol, polypropylene glycol or the like may be used. The molecular weight of the polyalkylene oxide is preferably in the range of 100 to about 10,000.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a photosensitive composition, and more particularly to a photosensitive lithographic printing plate material utilizing the same. More specifically, the present invention relates to a photosensitive composition capable of forming an image using a laser and a photosensitive lithographic printing plate material. Further, the present invention relates to a water-soluble photosensitive composition suitable for forming a screen resist using a photosensitive water-soluble resin, a color filter, a phosphor pattern, and the like. The invention also relates to a negative photosensitive lithographic printing plate having sensitivity to light in the wavelength range of near infrared light.

[0002]

2. Description of the Related Art A photosensitive composition undergoes a chemical change in a molecular structure by a photoreaction (irradiation with ultraviolet light or visible light), and as a result, a physical phenomenon (physical property) is changed. Chemical changes caused by the action of light include crosslinking, polymerization, decomposition, depolymerization,
There are functional group conversions, etc., which are diverse such as solubility, adhesiveness, refractive index, material permeability and phase change. Such a photosensitive composition includes a printing plate, a resist, a paint, a coating agent,
Practical in a wide range of fields such as color filters.
Furthermore, it has been utilized and developed in the field of photoresist using photolithography technology (photolithography). Photoresists utilize the change in solubility due to photoreaction, and require more sophisticated material design due to the demand for higher resolution.

[0003] With respect to negative photoresists comprising a combination of a photoacid generator and an acid-curable resin, see, for example,
164,045, JP-A-3-75652, JP-A-5
Examples include, for example, 181277 publications,
As these problems, there is a problem that storage stability is not sufficient. There are two problems related to storage stability: one is that the solubility of the unexposed part changes over time and the developability deteriorates, and the other is that the sensitivity deteriorates with time. The main problem is, as a solution, for example, a method of increasing the purity of hexamethoxymethylol melamine used as a cross-linking agent has been proposed, but the purification method is complicated, or to implement on an industrial scale. Various problems remain.

A widely used type of lithographic printing plate has a photosensitive coating applied to an aluminum-based support. In this coating, the exposed coating is cured,
The unexposed coating portion is eluted during the development process. Such a plate is called a negative printing plate. Lithographic printing is based on the lipophilicity of the pattern formed on the printing plate surface and the background.
Utilizing the selective transfer of ink onto a pattern having an oleophilic surface when supplying ink and fountain solution simultaneously to a printing plate on a printing press in lithographic printing by utilizing the hydrophilic surface properties It is. The ink transferred on the pattern is then transferred to an intermediate called a blanket, and then further transferred to printing paper to perform printing.

At present, a printing plate which is mainly used in the field of lithographic printing is a PS plate (abbreviation of Presensitized Plate) provided with a photosensitive resin layer using aluminum as a support. There are two types of PS plates, negative type and positive type. In the negative type, the exposed portion is hardened, and the exposed portion is left by the developer to dissolve and remove the unexposed portion, so that the negative type is placed on an aluminum support having a hydrophilic surface. A cured film having a lipophilic surface in a form corresponding to the exposure pattern. On the other hand, the positive type is one in which the exposed portion is soluble in the developing solution, and the unexposed portion selectively forms a film on the surface of the aluminum support according to the exposure pattern.

[0006] Materials for preparing the PS plate as described above include, for example, Teruhiko Yonezawa, "Introduction to PS Plates" (published by the Printing Society of Japan) and Mototaro Nagamatsu and Hideo Inui, "Photosensitive Polymer". (Published by Kodansha) or by Ao Yamaoka and Mototaro Nagamatsu, "Photopolymer Technology" (published by Nikkan Kogyo).

In order to prepare a printing plate using the PS plate as described above, a conventional method is to print the prepared manuscript on a silver halide photographic film, prepare a film manuscript, and Exposure is performed through a film original by a contact printer equipped with a light source, and a printing pattern is formed on the surface of the support by the above-described principle.

In recent years, various types of CT which directly image-expose original data digitized by advances in computers using a laser beam without using a film on a printing plate.
P systems have been proposed by various companies, and some of them have been put into practical use. For example, JP-A-7-20629 and JP-A-7-2
No. 71029 discloses a lithographic printing plate having a photosensitive layer basically containing a resole resin, a novolak resin, an infrared absorber and an acid generator. The lithographic printing plate is exposed, for example, by a high-power semiconductor laser or the like, and the infrared absorbing agent in the photosensitive layer performs photothermal conversion to locally bring the exposed portion to a high temperature. At this time, the acid generated by the acid generator is generated. And the fact that the solubility of a resin layer composed of a resol resin and a novolak resin in a developer changes due to crosslinking and the like. In the negative type treatment, when using such a method, it is described in the above specification that the plate surface is subjected to heat treatment after exposure, in order to promote crosslinking between the resole resin and the novolak resin due to a strong acid generated in the exposed portion. This is a necessary step, but the difference in solubility between exposed and unexposed areas is not kept constant depending on the heating temperature. On the other hand, if the heating temperature is too high, unexposed portions are partially insolubilized, resulting in problems such as insufficient development.

As another example of the CTP system, for example, a method of preparing a lithographic printing plate utilizing laser ablation as described in JP-A-7-314934 and JP-A-8-48018, and JP-A-8-305007 A method for forming a flexographic printing plate is also shown, but it is necessary to use an extremely high-power laser such as a YAG laser in order to provide the exposure energy necessary to cause such ablation. is there. At present, such lasers have a short life and are expensive, and furthermore, there is a problem in removing scum scattered by ablation.

An example of a CTP printing plate capable of laser exposure utilizing a photopolymerization reaction containing a polymerizable monomer is described in, for example, Shigeki Shimizu, “Printing Magazine”, Vol. 78, p. 9, 1995. This method provides a printing plate with higher sensitivity compared to the above two types of CTP systems combining a radical generator and a photosensitizing dye, but ensures stability in the storage stability and sensitivity of the material and long-term storage stability. There was a problem that it was difficult.

Further, as a lithographic printing plate material for a CTP system having high sensitivity, there is an example of a printing plate using aluminum as a support by using a silver complex salt diffusion transfer system. For example, JP-A-5-265216 and JP-A-5-313206. JP-A-7-56345, JP-A-7-56347 and JP-A-9-6
No. 005, etc., the effectiveness of a high-sensitivity lithographic printing plate material having a structure in which a silver halide emulsion layer is provided on an aluminum support carrying physical development nuclei is also shown. A lithographic printing plate using such a silver halide photographic method has the advantage that it has sufficient exposure sensitivity with an inexpensive low-output laser and high resolution, but it is important to control the pH and temperature of the developing solution in the developing process. In addition, the plate material had to be handled in a dark room because of its high sensitivity and there was a problem in handling.

As a light source, a helium neon laser, an argon laser, a semiconductor laser, a YAG laser and the like are used in addition to a halogen lamp, a tungsten lamp, a mercury lamp, a xenon lamp, a metal halide lamp, a carbon arc, a sodium lamp and the like which have been conventionally used. In particular, it has been actively used as a light source for digital image output. Among these, semiconductor lasers, in particular, are increasing in output, longer in life and lower in price, and are mentioned as particularly preferred exposure light sources.

As an example of a photosensitive composition for forming a digital image using the above-described semiconductor laser,
JP-A-10-90885, JP-A-9-127694, JP-A-9-138500 and the like, and particularly for use as a lithographic printing plate, JP-A-7-20629, JP-A-271029, JP-A-9-244226. Examples described in gazettes and the like are given. Among these, the specification relating to a lithographic printing plate discloses a lithographic printing plate having a photosensitive layer basically containing a phenol resin, an infrared absorber, and an acid generator. Such a lithographic printing plate is exposed by, for example, a high-output semiconductor laser or the like, and utilizes the fact that the acid generated from a photoacid generator changes the solubility of a phenol resin in a developer due to crosslinking or the like. In the negative type treatment, when using such a method, it is described in the above specification that the plate surface is subjected to heat treatment after exposure, and is required for promoting crosslinking of the phenol resin by a strong acid generated in the exposed part. In the process, the difference in solubility between the exposed and unexposed portions is not kept constant depending on the heating temperature. For example, if the heating is not performed sufficiently, the exposed portion may be dissolved to the exposed portion by a developer, or conversely, If the heating temperature is too high, there is a problem that the unexposed portion is partially insolubilized and the development is not sufficiently performed. Further, there is a problem in that the photosensitive layer naturally cures due to long-term storage property, particularly storage under high-temperature conditions, and that storage sensitivity decreases.

[0014]

SUMMARY OF THE INVENTION The present invention provides a photosensitive composition which has high sensitivity as a photosensitive material, has excellent storage stability, and can be used with a light source such as a near-infrared high-power semiconductor laser. That is the task. Another object of the present invention is to provide a lithographic printing plate material having excellent image quality and printing durability, and excellent storage stability.

[0015]

The object of the present invention is to provide (1) polyalkylene oxide and haloalkyl-substituted s
A photosensitive composition comprising a triazine compound or an oxadiazole compound, and a crosslinking agent capable of crosslinking under an acid catalyst, (2) a polymer having an alkyleneoxy group in a side chain and a haloalkyl-substituted polymer And at least one s-triazine compound or oxadiazole compound, and a crosslinking agent capable of crosslinking under an acid catalyst.

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION The polymer having an alkyleneoxy group refers to a polymer having an alkyleneoxy group in the skeleton of a polymer contained as a main binder component constituting a photosensitive composition. In addition to the components, any of the additives may be included. In the latter case, for example, polyalkylene oxides such as polyethylene glycol, polypropylene glycol, and polytetraethylene glycol are exemplified. These polyalkylene oxides preferably have a molecular weight in the range of about 100 to 10,000, and may have an unsubstituted terminal group or an arbitrary substituent such as an alkyl group bonded to the terminal.

Alternatively, other examples of the polymer contained as an additive include various polymers having an alkyleneoxy group in a side chain. For example, it is preferable to use various polymers obtained by polymerizing a monomer such as oligoethylene glycol mono (meth) acrylate or polyethylene glycol mono (meth) acrylate alone or with another copolymerizable monomer. The effect is obtained. In this case, when used as a copolymer, the ratio of the monomer having an alkyleneoxy group to all the monomers is 1
% By weight or more, preferably 10% by weight or more,
When the obtained polymer is used as an additive, the effect is most remarkable and preferable.

By using such a polymer having an alkyleneoxy group in the side chain together with a haloalkyl-substituted s-triazine compound or oxadiazole compound used as a photoacid generator, the sensitivity and the solubility of unexposed areas can be improved. It is possible to give a photosensitive composition that does not change with time, which is extremely preferable.

The most effective additive for suppressing the decrease in sensitivity after storage time is polypropylene glycol. The addition of a diol type or triol type having a molecular weight in the range of about 400 to 3,000 is effective. It is the most preferable because the change is the least.

When polyalkylene oxides such as polyethylene glycol and polypropylene glycol are introduced into the photosensitive composition as the above additives, the ratio of these additives to other polymers as binder components is important. is there. That is, when the ratio of such additives exceeds 50 parts by weight with respect to 100 parts by weight of the binder component,
A problem such as stickiness of the photoreceptor surface occurs, which is not preferable. When the amount is less than 1 part by weight, the effect is hardly recognized. A range of less than parts by weight is preferred.

When a polyalkylene oxide is contained as an additive as described above, the main binder component in the photosensitive composition is, as described later, a haloalkyl-substituted s-triazine compound or an oxadiazole compound by exposure to light. It is necessary to have both the function of cross-linking using the generated acid and the function of dissolving and removing the unexposed portion with an aqueous alkali solution or the like. Examples of preferred binder components include novolak resins, polyhydroxystyrene and polyhydroxybenzal, among which, especially when polyhydroxybenzal is used as a binder for a lithographic printing plate, high printing durability is obtained. It is preferable because it gives a result.

When a polymer having an alkyleneoxy group in the side chain is contained as a main binder component constituting the photosensitive composition, a haloalkyl-substituted s-alkyl group is used as a binder component having a function as the photosensitive composition.
It is necessary to have both a function of cross-linking by using an acid generated by exposure from a triazine compound or an oxadiazole compound and a function of dissolving and removing unexposed portions with an aqueous alkali solution or the like. Examples of preferred polymers according to the present invention having both of these functions are shown in Chemical formulas 1 and 2.

[0023]

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[0024]

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The synthesis of the polyhydroxybenzal derivatives of P-1 to P-3 in Chemical Formula 1 is shown in the synthesis examples described later. In the chemical formula 2, P-4 and P-5 can be easily synthesized from monotosyl ester or monohalide having an alkyleneoxy group using polyhydroxystyrene or a copolymer thereof by a method as shown in Synthesis Examples. . P-6 and P-7 can be easily synthesized similarly using commercially available novolak resins.

In the above various examples, there is no particular limitation on the molecular weight of the polymer, but when a polymer having a molecular weight in the range of about 500 to 300,000 is used, the solubility is good, and Is preferable because the viscosity is within an appropriate range.
Further, the number of repeating alkyleneoxy groups contained in the side chain is preferably a side chain substituent in which two or more alkyleneoxy groups are repeated.

When the polymer as shown in the above example is combined with a haloalkyl-substituted s-triazine compound or oxadiazole compound, an acid is generated in the light-irradiated portion, and crosslinking is performed under an acid catalyst. ,
It is necessary to additionally include a crosslinking agent capable of crosslinking under an acid catalyst. Preferred examples of such a cross-linking agent include a cross-linking agent having a methylol group (or an alkoxymethylol group or the like) such as a resole resin or a methylol melamine derivative, whereby the polymer undergoes a cross-linking reaction to form a negative photosensitive composition. The feature is to give. Further, it is basically possible to form a negative type lithographic printing plate by applying such a photosensitive composition on a film or an aluminum support and forming a film. The most preferred cross-linking agent is hexamethoxymethylol melamine, but there is no particular problem even if a partial substitution such as tetramethoxymethylol melamine or an alkoxymethylol melamine resin is contained in the cross-linking agent as other components. .

The proportion of the repeating unit containing an alkyleneoxy group present in the polymer is 1 to 100 parts by weight of the total amount of the polymer.
It is preferably at least 5 parts by weight, particularly preferably in the range of 5 to 40 parts by weight.

The haloalkyl-substituted s according to the present invention
Preferred examples of the triazine compound or the oxadiazole compound include compounds as shown in Chemical formula 3.

[0030]

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The s-triazine compounds or oxadiazole compounds mentioned in the above examples are sensitive only to the ultraviolet region, and acid-catalyzed crosslinking such as hexamethoxymethylolmelamine using an acid generated by ultraviolet light exposure with a UV lamp or the like as a catalyst. It is characterized by activating the agent and crosslinking the polymer having a phenolic hydroxyl group.

As a fourth element constituting the photosensitive layer, a dye having an absorption in a visible light to near infrared light region is added to make the photosensitive composition and the photosensitive lithographic printing plate material visible light to near red. Photosensitivity can be imparted to any wavelength range in the outer region. Preferred examples of the dye used for such a purpose include cyanine, merocyanine, rhodanine, coumarin, and porphyrin dyes. In particular, when a high-output semiconductor laser or the like is used in the near-infrared light region, examples of the dye include a squarylium dye, a pyrylium dye, a dithiobenzylnickel complex, carbon black, and phthalocyanines in addition to the above examples. Examples of preferably used dyes are shown below.
The chemical formulas are shown below.

[0033]

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[0034]

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[0035]

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[0036]

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Although the components constituting the photosensitive composition according to the present invention have been described, the proportion of each component in the photosensitive layer has a preferable range. A preferable ratio of the s-triazine compound or the oxadiazole compound is from 1 part by weight to 50 parts by weight, and a more preferable range is from 1 part by weight to 20 parts by weight based on 100 parts by weight of the polymer. The preferred range of the resole resin or the methylol derivative such as hexamethoxymethylolmelamine as a crosslinking agent is from 5 parts by weight to 100 parts by weight.
It is in the range of parts by weight. The preferred ratio of the dye is in the range of 0.1 to 20 parts by weight, and the more preferable range is in the range of 1 to 10 parts by weight.

The elements constituting the photosensitive composition may contain other elements in addition to the above-mentioned elements for various purposes. It is also preferable to add various dyes and pigments for the purpose of enhancing the visibility of images, and to add inorganic fine particles or organic fine particles for the purpose of preventing blocking of the photosensitive composition. Further, another layer may be provided adjacent to the photosensitive layer for the purpose of protecting the photosensitive layer.

With respect to the thickness of the photosensitive layer itself when used as a lithographic printing plate material, it is preferable to form the photosensitive layer on a support with a dry thickness in the range of 0.5 to 10 microns, and more preferably 1 to 5 microns. It is extremely preferable that it is within the range, in order to greatly improve the printing durability.
The photosensitive layer is prepared by preparing a solution in which the above three components are mixed, coating the solution on a support using various known coating methods, and drying the solution. As the support, for example, a film or a polyethylene-coated paper may be used, but a more preferable support is an aluminum plate having a polished and anodized film.

In order to use the material having the photosensitive layer formed on the support as described above as a printing plate, the material is subjected to contact exposure or laser scanning exposure, and the exposed portion is crosslinked. Since the solubility in the alkaline developer decreases, pattern formation is performed by eluting the unexposed portions with the alkaline developer described below.

After the exposure, a heat treatment is preferably performed for the purpose of completing the crosslinking reaction and strengthening the resistance to the alkali developing solution.
C. to 150.degree. C.
The heating time is preferably in a range from 10 seconds to several minutes.

The alkaline developer is not particularly limited as long as it is a solution for dissolving the polymer according to the present invention, but is preferably an alkaline developer such as sodium hydroxide, potassium hydroxide, sodium silicate and sodium metasilicate. The aqueous developer in which the compound is dissolved is very preferable because it can satisfactorily selectively dissolve the unexposed portion and expose the lower support surface. After performing development processing using such an alkali developing solution, normal gumming is preferably performed using gum arabic or the like.

[0043]

EXAMPLES The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples as well as the effects. Parts in Examples are parts by weight.

Synthesis Example (Synthesis of Intermediate) 61 g (0.5 mol) of p-hydroxybenzaldehyde
And 34.5 g (0.25 g) of potassium carbonate were suspended in DMF, and the suspension was stirred at an internal temperature of 100 ° C. to give 2- (2-
62 g (0.5 mol) of chloroethoxy) ethanol were added dropwise, and the mixture was stirred at the same temperature for 6 hours. After completion of the reaction, potassium chloride was filtered off, the filtrate was concentrated, the solution diluted with ethyl acetate was washed with saturated saline containing sodium hydrogen carbonate, dried over anhydrous sodium sulfate, and the solvent was distilled off with an evaporator. . The target product p- (2- (2-hydroxyethoxy) ethoxy) benzaldehyde was obtained as a colorless oil in a yield of about 60%.

Synthesis Example (Synthesis of P-1 in Chemical Formula 1) 100 g of polyvinyl alcohol (Kuraray PVA-203, saponification degree: 84 mol%) was added to dimethylformamide (D
MF) suspended in 500 grams and 100 grams of benzene, and 4 grams of p-toluenesulfonic acid was added. At an internal temperature of 50 ° C., 50 g of m-hydroxybenzaldehyde and 30 g of the compound obtained in the synthesis example of the above intermediate were added, and the mixture was stirred for 6 hours while refluxing benzene at reflux temperature while removing azeotropic water. After performing, it cooled to room temperature. The whole was put into a large amount of ion-exchanged water, and the deposited precipitate was sufficiently washed with running water and dried by heating under reduced pressure. A small amount of the obtained polymer was collected and deuterated DMSO
And the structure was analyzed by proton NMR.
It was confirmed that the composition was constituted by the composition ratio shown by the structure of -1. Other polymers were synthesized in exactly the same manner.

Example 1 The following experiment was conducted to evaluate the storage stability of the photosensitive composition. That is, Sumitex Resin M- obtained from Sumitomo Chemical Co., Ltd. as a triazine compound represented by T-8 in Chemical Formula 3 and hexamethoxymethylolmelamine.
6, the photosensitive composition according to the present invention is formed as a photosensitive layer on an aluminum support at 40 ° C. and a relative humidity of 8
The storage stability was evaluated by storing in a humidifier maintained at 0% in a light-shielded state for 4 weeks. The sensitivity of the photoconductor was evaluated using a contact exposure meter using a high-pressure mercury lamp as a light source.
Contact exposure was performed through a film manuscript having a step wedge having a density difference of 15
After heating at 30 ° C. for 1 minute, development was carried out at room temperature for 10 seconds with a 6% sodium metasilicate aqueous solution, and the position of the step wedge among the remaining images was evaluated to evaluate. The case where there was no change in the position of the step wedge remaining after the development before and after the storage stability evaluation test was evaluated as ○, and the case where one or more steps of change were recognized was evaluated as x. The storage stability was also evaluated by the change in solubility of the photosensitive composition in an alkaline developer before and after the storage stability evaluation test. As a comparison, as a polymer other than the present invention, a phenol resin (shown polymer BRM-565 (Showa polymer, condensate of meta-cresol and formalin, average polymerization degree 21 to 2)
9)) and polyhydroxystyrene (Markarlinker, S-2P, Maruzen Petrochemical, weight average molecular weight 490)
Table 1 below also shows comparative examples using (0).

[0047]

[Table 1]

In Table 1, Comparative Example 1 prepared the above phenol resin and Comparative 2 prepared the comparative sample using the above polyhydroxystyrene. Further, polypropylene glycol (triol type, average molecular weight 60
Samples prepared by adding 0) to the binder in an amount of 15% by weight were designated as Invention Examples 5 and 6, respectively.

Example 2 The following experiment was conducted to evaluate the storage stability of the spectrally sensitized photosensitive composition. That is, the photosensitive composition according to the present invention is formed as a photosensitive layer on an aluminum support by using a triazine compound represented by T-8 in Chemical Formula 3 and a dye represented by S-6 in Chemical Formula 5, and heated at 40 ° C. The storage stability was evaluated by storing in a humidifier maintained at 80% relative humidity in a light-shielded state for 4 weeks. The change in sensitivity before and after the preservation evaluation test was measured using a reflection UV-visible-near-infrared spectrophotometer using a contact exposure device using a tungsten lamp as a light source and measuring the decrease in absorbance at 830 nm of the S-6 dye after exposure. I went by. In addition, 8 before and after heat storage
The storage stability was also evaluated by the change in absorbance at 30 nm and the change in solubility of the photosensitive composition in the alkaline developer used in Example 1 (heat treatment at 130 ° C. for 1 minute after exposure). For comparison, as a polymer other than the present invention, a phenol resin (shownol BRM-565 (Showa polymer, a condensation product of metacresol and formalin, average degree of polymerization 21 to 29)) and polyhydroxystyrene (Marcalinker) , S-2P, Maruzen Petrochemical, weight average molecular weight 4900) are also shown in Table 2 below.

[0050]

[Table 2]

The absorbance in the table indicates the absorbance at 830 nm of the polymethine dye used. The comparison of the absorbance before exposure indicates that the decrease in the value under heat storage conditions indicates that the polymethine dye is decomposed or acidified during storage. And the absorbance after exposure indicates that the absorbance of the dye was reduced by the acid generated by the exposure.

Example 3 A liquid having the following composition was used as a photosensitive composition liquid. Polymer (P-3) 10 parts by weight Triazine compound (T-6) 1 part by weight Dye (S-8) 0.1 part by weight Dioxane 100 parts by weight DMF 10 parts by weight

The photosensitive composition solution was applied and dried on an anodized aluminum plate in the same manner as in Example 2 so that the dry film thickness became 1.2 μm, thereby preparing a photosensitive planographic printing plate precursor. This is wound around a drum, and has a wavelength of 830 nm.
Using a W output semiconductor laser, perform pulse exposure,
A resolution test pattern was printed. The exposure energy on the surface of the photosensitive lithographic printing plate was 200 mJ / cm ² . After exposure, the photosensitive lithographic printing plate was removed from the drum and
After heating at 1 ° C. for 1 minute, development was performed in exactly the same manner as in Example 1 to produce a lithographic printing plate. The plate on which an image was formed in this way was coated with an aqueous solution of gum arabic and subjected to a printing test as a printing plate. Ryobi 3200 (Molton printing press) was used as the printing machine, the ink used was New Champion Boku H (Dainippon Ink), and the normal fountain solution was 1% Toho etch liquid for normal offset printing. . The ink inking property was better than at the beginning of printing, and the occurrence of background stain was not recognized throughout the printing in the non-image area. As for the printing durability, no problem occurred even when 100,000 copies were printed.

[0054]

According to the present invention, there is provided a photosensitive composition which is excellent in storability as a photosensitive material and can be used as a light source including a high-output semiconductor laser, and a lithographic printing plate material excellent in storability and printability.

Claims (4)

[Claims] 1. A photosensitive composition comprising a polyalkylene oxide and a haloalkyl-substituted s-triazine compound or oxadiazole compound, and a crosslinking agent capable of crosslinking under an acid catalyst. 2. A photosensitive composition comprising a polymer having an alkyleneoxy group in a side chain, a haloalkyl-substituted s-triazine compound or an oxadiazole compound, and a crosslinking agent capable of crosslinking under an acid catalyst. Composition. 3. The photosensitive composition according to claim 1, further comprising a dye having an absorption in a wavelength range from visible light to near-infrared light. 4. A photosensitive lithographic printing plate material utilizing the photosensitive composition according to claim 1.