Thermosetting, infrared absorbing polymers and use thereof in heat-sensitive offset printing plate

FIELD: physics.

SUBSTANCE: invention relates to a polymer which absorbs in the near infrared region, containing at least two different side infrared chromophoric groups which are covalently bonded to the main polymer chain which is soluble in resin bases, at least one of which is an indole cyanine dye and the other benz[e]indole cyanine dye. When using pre-printing coating of a photosensitive positive offset plate, stabilisation time required after production is considerably shorter and the additional process of conditioning before use is avoided. Pre-printing plates are preferably plates exposed to the image by a laser which emits in the near infrared region at wavelength between 780 nm and 850 nm.

EFFECT: improvement of operational characteristics.

11 cl, 2 tbl, 6 ex

 

The technical field to which the invention relates.

The present invention relates to film-forming polymers that contain attached to the main polymer chain soluble in the grounds of the resin, at least two side absorption in the infrared spectrum of the residue, selected from two different classes of dyes of the cyanine type; and containing heat-sensitive positive plate offset plates.

The prior art prior to the invention of

The process of offset printing is based on the General principle that the printing ink and water are immiscible. In conventional wet lithography paint, and water is simultaneously applied to the plate surface. In a positive offset plate plates hydrophobic or oleophilic image area formed after exposure and manifestation of the plate will accept printing ink, while the hydrophilic or oleophobic area without image, i.e. the background arising after exposure and manifestation will take water. Printing ink on the image is then transferred onto the surface of printing, such as paper, through an intermediate rubber cloth (offset printing).

In General, pre-press offset plates form a coating sensitive to radiation coating on anon the second aluminum substrate. The so-called conventional printing plates contain coatings that are sensitive to UV radiation, and in a positive offset plate plates solubility of the coating increases during exposure of the image, and so it can be removed by the developer to follow after exposure stage of manifestation. On the negative plates floor plates during exposure of the image is transformed into an insoluble state, and in the process of development will be deleted unexposed region.

For many years traditional UV-sensitive positive plate offset plates was based on the fact that the dissolution rate Novolac resin aqueous alkaline solutions is strongly reduced in the presence of diazomethane(DNH)sulfonates. This inhibition of dissolution caused by the formation of very stable matrix with hydrogen bonds between Novolac hydroxyl groups and sulphonate groups DNH (Arnost Reiser, Journal of Imaging Science and Technology, Volume 42, Number 1, Jan|Feb 1998, p.15-22).

When exhibiting under the action of UV radiation is fotorazlozheniya DNH patterns corresponding to interkarneval acid reaction, known as the Wolff rearrangement, which occurs with very high speed and considerable heat, creates heat burst of high intensity, which is th facilitates the efficient allocation of novolak matrix with hydrogen bonds and allows him to penetrate and dissolve under the action of aqueous alkaline developer. Also due to the formation of soluble carboxyl-products this increase in the dissolution rate can be high and can reach three orders of magnitude, which leads to very good image resolution.

Recently, the above-mentioned phenomenon of inhibiting the dissolution of Novolac resins have been used with great success in compositions for pre-press printing plates, which can be used together with new generations of technology exposure. After developments in the field of digital and laser imaging, namely the so-called technology "computer"form, or CTP, printing industry, producing artistic graphics currently require printing plates, which can be efficiently exposed with the use of these new technologies, known as laser prepress pravarasena printing plates.

Within the different types of laser pravarasena exposition of technological equipment (P technology) the most a large amount of development occurred in the exposure equipment using laser diodes emitting light at wavelengths in the near infrared (IR) region of the spectrum 780-850 nm. These systems became known as thermal system.

Prepress thermal plate and the use of equipment thermal P systems fall into two different categories: negative working and positive working.

In negative prepress plate thermal plates used IR-absorbing compounds in combination with photosensitive generators acids (irradiation-induced decomposition of latent acids of Branched) to reduce the solubility of the polymeric binder. The energy delivered by the laser, is sufficient to complete the reaction and reduce the solubility of the composition, and therefore, the reaction is terminated at the stage of heating before the manifestation of the print plate. Data pre-press plate is known as the negative plate thermal plate preheating.

In compositions for positive print working thermal plates laser light is converted into heat by the action of IR-absorbing compounds, and this heat can be used as a conventional UV-sensitive compositions DNH sulfonate/novolak direct destruction of inhibiting dissolution of the hydrogen bonds formed between the polymer binder and an infrared absorbing dye, which itself behaves as an inhibitor, and any other additional inhibitor.

In practice, the hydrogen bonds formed between the polymer binder, such as Novolac resin, and any not sensitive to IR-radiation inhibitor, can also be destroyed with heat formed directly by the laser, but this print is lastina will require very high energy to carry out this change and would not be commercially viable.

In thermal positive prepress plate precursor composition type IR-dye/novolak thus have a dual function: first, as a material converting light into heat, and, secondly, as (from)a dissolution inhibitor for Novolac resins. IR dye can be described as giving both the required effect - IR sensitivity and inhibition of dissolution.

After the processes of coating and drying production line prepress thermal plate must undergo the process of stabilization in order to achieve the education grid of hydrogen bonds, which give the desired insolubility of the coating. However, due to the weak nature of the ability of a typical IR-absorbing dyes to the formation of hydrogen bonds thermal print forms (plates), produced using the compositions for coatings containing a mixture of IR-dye and Novolac resins, form only a weak matrix, and thus the stabilization process proceeds very slowly at ambient temperatures (in comparison with the systems of DNQ/novolak). To avoid long storage times at ambient temperatures, the duration of the process may be increased due to the period of storage of large quantities of prepress plates in the furnace for conditioning when R is Guliyeva elevated temperature and relative humidity.

European patent EP 0823327 describes pre-press offset printing plate comprising a photosensitive composition showing the difference of solubility in an alkaline developer between exposed and unexposed parts, and the composition contains photothermoelectric material and high-molecular compound, the solubility of which in an alkaline developer changes by changing others, in addition to chemical parameters. Many examples, such as examples 1-10 and 74-77, discloses a photosensitive composition containing a phenolic resin/novolak, which is applied in the form of a film thickness of 2.4 g/m2on the aluminum plate, dried, and then subjected to stabilization at 55°C.

European patent EP 1024958 describes a method for the production of prepress positive thermosensitive plates without pre-heating, which includes a coating composition containing a phenolic resin, on a substrate, drying the composition and subsequent thermal treatment of the substrate with the coating, and heat treatment is carried out, at least within 4 hours, preferably at least within 48 hours, at a temperature in the range of 40-90°C., preferably at least 50°C. and not higher than 60°C. In the description of the inventors claim that they believe that if a higher temperature is neither too is Kai the time selected for the formation of stable mesh structure is too large to be of practical value. The compositions contain mixtures of phenolic resins and absorbing infrared light connections. The dry weight of film coating of the composition on the substrate lies in the range of 2.0-2.5 g/m2. Although the method is used to obtain a stable and persistent prepress offset plates, there are problems associated with high costs and production time due to the need for additional production process (from practice it is known that even at elevated temperatures, this process may exceed 10 days).

WO 02/11984 describes a composition for prepress positive photosensitive thermal offset plates without preheating, whose composition for coating includes a hydroxyl-containing polymer (for example, Novolac resin), and the production method, in which the coating weight of the composition on the substrate is less than 1.1 g/m2preferably not more than 0.9 g/m2. The patent application relates to a method for avoiding the stage of technological air-conditioning with heat treatment prepress plates after coating and drying of the plates on the production line. However, the use of such small mass of the coating in comparison with typically ispolzuemye masses of coatings can lead to a significant reduction of the service life of the plates, as, for example, the useful life time of service form and resistance to chemicals of the punching Department.

If such prepress plates are delivered to the end user prior to the completion of the stabilization process, then the process will continue at the enterprise customer, which will lead to unacceptable prisadochnym works that should be made by the consumer in the technological parameters of exposure and symptoms. On the other hand, if the manufacturer of the plates are not exactly in control of the conditioning process, it can lead to significant variation in characteristics of the same end product (ISO plate and settings manifestations). There are also obvious problems for the manufacturer associated with higher costs due to higher energy costs, increased times of the production cycle and the complexity of the software.

Despite the successes already achieved in attempts to obtain stable and persistent prepress plate, there remains a need for compositions that do not require the additional problem of the conditioning process in order to obtain a stable product.

In the above-cited patents in the compositions for coatings prepress plates used IR & rsquo; s who in the mixture or with the addition of Novolac resin, but we also know that absorbs infrared light, the connection may take the form side of the chromophore groups attached to the main polymer chain.

U.S. patent 6124425 describes coatings based on thermosetting absorbing in the near infrared spectrum of the polymer, processes for their preparation and methods of their use. The patent describes obtaining a photosensitive polymer, both negative and positive working type and obtaining offset plates containing polymers.

WO 01/94123 discloses the receipt and use of polymers containing cyanine dye, attached to the main polymer chain, the polymer further comprises about-financeasia groups attached to the same polymer chain, and optional dissolution inhibitor.

European patent EP 1186955 describes the use plenkoobrazuyushchie polymers containing infrared chromophore, upon receipt of the photomasks, predecessors photomasks, electronic parts and their predecessors. The patent does not relate to the production of offset plates.

European patent EP 1297950 describes polymers for use in obtaining offset plates containing chromophore components that absorb in the visible part of the spectrum in the wavelength interval from 400 to 780 nm. The patent refers to the attachment of the pigment is s dyes to the main polymer chain to avoid the formation of spots on the substrate offset plates.

The above-cited patent applications relate to the problems of multicomponent systems in the production or migration of the dye after him, but not to post-process conditioning. In these patent applications, all of the examples relate to the use of the chromophore of only one type, attached to the main polymer chain.

The present invention is to overcome the disadvantages of the known thermal photosensitive positive offset prepress plates, which require long-lasting post-process conditioning at elevated temperature and which does not suffer from a reduced latitudinal characteristics during their operation.

Summary of the invention

Unexpectedly, the inventors found that the joining of the two cyanine dyes of different classes to the same main polymer chain significantly improves the stabilization of the prepress plates so that it would be difficult to predict, and to such an extent that in the process of additional air conditioning is no longer needed.

In the first aspect of the invention relates to devouring in the near-infrared spectrum of the polymer comprising at least two different lateral IR chromophore group, Cova is into United with the main polymer chain is soluble in the grounds of the resin, at least one of which is indocyanine dye, and the other - benzo[e]indocyanine dye.

In one embodiment of the invention are soluble in the grounds polymer is soluble in the grounds of phenolic resin, preferably a Novolac resin.

Indocyanine dye is preferably selected from the group comprising hexaphosphate 1-butyl-2-(2-[3-[2-(1-butyl-3,3-dimethyl-1,3-dihydroindol-2-ilidene)ethylidene]-2-horselovers-1-enyl]vinyl)-3,3-dimethyl-3H-indole,

chloride 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopenten-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole or 4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopenten-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole or other salts.

Benzo[e]indocyanine dye is preferably selected from the group comprising tetrafluoroborate 2-[2-[2-chloro-3-[2-(3-ethyl-1,3-dihydro-1,1-dimethyl-2H-benzo[e]indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-3-ethyl-1,1-dimethyl-1H-benzo[e]indole or

hexaphosphate 3-butyl-2-(2-[3-[2-(3-butyl-1,1-dimethyl-1,3-dihydro-benzo[e]indol-2-ilidene)ethylidene]-2-horselovers-1-enyl]vinyl-1,1-dimethyl-1H-benzo[e]indole or other salts.

In absorbing in the near infrared spectrum of the polymer according to the invention the ratio of the total number of lateral IR x is motornih components relative to the main polymer preferably lies in the range from 1:50 to 1:3, more preferably in the range from 1:30 to 1:5.

In another aspect the invention relates to a heat-sensitive positive offset plate prepress plate comprising a substrate and absorbing in the near infrared part of the spectrum of the polymer as previously defined for a layer covering the substrate. Preferably, the dry weight of the coating in the coating layer containing absorbing in the near infrared spectrum of the polymer lies in the range of 1.4 to 1.9 g/m2.

The invention also relates to a method for producing such a printing plate, which comprises (a) coating the substrate composition in the solvent, and the composition comprises absorbing in the near infrared spectrum of the polymer, as defined previously, and (b) drying the substrate coated with the receiving plate.

The invention also relates to a method for producing a printing form from prepress heat-sensitive positive plate offset plates, as defined earlier, comprising a) exposing image prepress plates in the near infrared laser emitting at wavelengths between 780 nm and 850 nm, and (b) the manifestation of prepress plates in manifesting the solution to remove the exposed areas; and to the thus obtained printed form.

Detailed description of the invention

None of the known technical the solutions is not specified or is not supported the idea of merging two different classes of cyanine chromophores directly to the main polymer chain soluble in the grounds of the resin. It has been unexpectedly found that the addition of a second chromophore group of the cyanine dye type in soluble bases resin gives unexpected positive synergistic effect on the stabilization time for prepress plates made with this composition. This improves the stabilization process, pre-press plate to such an extent that it eliminates the need for additional process, the process terminates itself within days of storage at room temperature.

Not wishing to bound to any particular theory, the inventors hypothesized that this surprising effect in stabilizing prepress plate due to improved sterically strained, made two covalently United chromophores of different molecular structures, causing as a result, the formation of more stable matrix, which is able to resist unwanted penetration and dissolution of the unexposed areas by the developer.

Soluble in bases resin intended for use in obtaining polymeric dye used in the photosensitive composition of the present invention may be any resin used in offset plates of this type, which contains a nucleophilic group capable of interacting with the absorbent in infrakrasnoi spectrum cyanine dye. They are well known in the field, their dissolution rate in alkaline developer is increased after exposure to radiation.

It is preferable to use a phenolic resin. They are products of the condensation reaction between the corresponding phenols, for example by phenol, alkyl substituted phenols (including Cresols, Xylenol, carbonaceous, p-tert-butylphenol, p-phenylphenol and nonylphenols), diphenolate, such as bisphenol a (2,2-bis(4-hydroxyphenyl)propane, and the corresponding aldehydes, for example formaldehyde, Harlem, acetaldehyde and furfuraldehyde. The type of catalyst and the molar ratio of the reactants used in the preparation of phenolic resins, determine their molecular structure and therefore the physical properties of the resin. Used the ratio of aldehyde:phenol in the range of between 0.5:1 and 1:1, preferably from 0.5:1 to 0.8:1 and an acid catalyst is used to produce those phenolic resins, which are usually known as novolak, which are thermoplastic in nature. Higher ratio of aldehyde:phenol in excess of from 1:1 to 3:1, and the alkaline catalyst will give a class of phenolic resins, known as resale, and they are characterized by their ability to heat-curing at elevated temperatures.

More preferably, the resin used as the main polymer chain is absorbing in the near infrared spectrum of the polymer, is a Novolac resin. Depending on the method of conducting the condensation reaction can be obtained a number of phenolic materials with different structures and properties. Novolac resin may be a resin obtained by condensation in the presence of an acid catalyst, at least one compound selected from aromatic hydrocarbons, such as alkyl substituted phenol, m-cresol, o-cresol, p-cresol and at least one aldehyde selected from such aldehydes as formaldehyde or acetaldehyde. Instead of formaldehyde and acetaldehyde can be used paraformaldehyde and paraldehyde is recommended. The mass-average molecular weight Novolac resin, calculated as polystyrene, measured by gel chromatography (hereinafter designated simply as GPC) (mass-average molecular weight, measured by GPC, hereinafter will be referred to as Mw)is preferably from 1,000 to 15,000, particularly preferably from 1500 to 10000. Aromatic hydrocarbon Novolac resin preferably is a Novolac resin obtained from the condensation of at least one phenol selected from among C-alkyl substituted phenols, o-cresol, m-cresol, p-cresol and at least one compound selected from among these aldehydes, as fo is Maldegem or acetaldehyde. Among them, preferred is a Novolac resin, which is a product of the co-condensation of the aldehyde with the phenol, including m-cresol/p-cresol in a molar ratio of from 70/30 to 30/70, or with phenols, including phenol/m-cresol/p-cresol in a molar ratio of from 10 to 100/0 to 60/0 to 40. Among the particularly preferred aldehydes is formaldehyde.

Polymeric dyes can be obtained, for example, by reaction of the above resins with a mixture of two corresponding indelaware and benzo[e]indolenine infrared dyes containing reactive halogen atom, in standard conditions with flow required dehydrohalogenation. Reaction conditions similar to those described, for example, in U.S. patent 124425, WO 01/94123, European patents EP 1186955 and EP 1297950, cited above, but when using sequential or simultaneous administration of the two dyes instead of only one dye. Preferably two dye that must be attached to the main polymer chain of the resin, is injected simultaneously as a mixture.

The ratio of the total number of infrared chromophores to soluble bases resin in a suitable case has a value lying in the range from 1:50 to 1:3, preferably in the range from 1:30 to 1:5. Relationships are calculated so that, for example, 1:50 is equal to 1 part by weight of the total IR-dye is I (0,5+0,5 if both dye used in equal shares) to 50 parts by weight of novolak, ie 2% by weight, or 1:3 is 1 of all dyes to 3 parts of novolak, i.e. 33,3% by mass.

Suitable cyanine dyes containing Indology Deputy include

hexaphosphate 1-butyl-2-(2-[3-[2-(1-butyl-3,3-dimethyl-1,3-dihydroindol-2-ilidene)ethylidene]-2-hortillonages-1-enyl]vinyl-3,3-dimethyl-3H-indole,

chloride 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopenten-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole or 4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopenten-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole.

Suitable cyanine dyes containing benzo[e]Indology Deputy, include:

tetrafluoroborate 2-[2-[2-chloro-3-[2-(3-ethyl-1,3-dihydro-1,1-dimethyl-2H-benzo[e]indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-3-ethyl-1,1-dimethyl-1H-benzo[e]indole or

hexaphosphate 3-butyl-2-(2-[3-[2-(3-butyl-1,1-dimethyl-1,3-dihydrobenzo[e]indol-2-ilidene)ethylidene]-2-horselovers-1-enyl]vinyl)-1,1-dimethyl-1H-benzo[e]indole.

It is clear that in the method of producing polymers that absorb in the near infrared region of the spectrum, can be used other salts of the dyes of both types. These dyes and their salts are commercially available.

The numeric ratio of indole to benzo[e]indole formed in the polymeric dye in a suitable case is a value in which Arvale from 1:1 to 1:5, preferably in the range from 1:1 to 1:2, more preferably 1:1.

The resulting polymeric dye may be mixed in the final coverts composition with a binder resin, and suitable resins include options nofollow described above, preferably novolaks with different relations of m-cresol/p-cresol and molecular masses, to optimize the dissolution rate of the final composition.

In the composition for coating can optionally contain other optional components. Sensitive to infrared light, the composition may further include a pigment to facilitate visual inspection of the exposed and developed plate. This makes it easier as a visual determination of image defects and the use of measuring optical density. Suitable pigments are those that dissolve well in the solvent or solvent mixture used for coating. Typical examples include triarylmethane dyes and phthalocyanine dyes. Examples of preferred dyes include basic oil-soluble dyes, such as crystalware, malachite green, Victoria blue Victoria Blue, methylene blue, atheliales, basic blue 7 (Basic Blue 7), Cl basic blue 11 (Cl Basic Blue 11), Cl basic blue 26 (Cl Basic blue 26), Victoria blue R, Victoria is ini BO, soluble blue 35, butalbial and soluble blue 36. Preferably the layer forming the image contains an indicator dye, which is present in an amount of from about 0.05 to about 10 percent by weight, preferably from about 0.1 to about 5 percent by weight, based on the weight of the composition.

If necessary, the composition may be added a surfactant to provide the properties required for printing plates. Surfactants are used in order to speed up the coating on the aluminum or polyester substrate. Surfactants that may be used include fluorocarbon surfactants such as FC-430 company 3M Corporation or Zonyl Ns company DuPont, block copolymers of ethylene oxide and propylene oxide, known as Pluronic and produced by BASF, and polysiloxane surfactants, such as BYK 377 production BYK Chemie. Data surfactants improve the property coverts composition to give a good appearance during its application to the substrate, allowing you to avoid defects and the appearance of empty seats on the layer. The amount of surfactant is in the interval from 0.01 to 0.5% by weight calculated on the total weight of solids of the composition.

Photocast is sustained fashion composition, intended for use in the present invention are usually obtained by dissolving the above various components in a suitable solvent. The solvent is not specially limited if only it is a solvent which provides sufficient solubility for used components and excellent porosity of a coating film. This can be, for example, cellosolve solvent, such as methylcellosolve, ethyl cellosolve, methylcellosolve or ethylcellosolve, propylene glycol solvent, such as onomatology simple ether of propylene glycol, monotropy simple ether of propylene glycol, monobutyl simple ether of propylene glycol, acetate nanometrology simple ether of propylene glycol, acetate of monoethylene simple ether of propylene glycol, acetate monobutylether simple ether of propylene glycol or dimethyl simple broadcast dipropyleneglycol, ester solvent such as butyl acetate, amylacetate, ethyl butyrate, mutilated, ethyllactate or methyl-3-methoxypropionate, ketone solvent, such as cyclohexanone, methyl ethyl ketone or acetone, or a mixture. The proportion of solvent is usually a value in the range from 1 to 20-fold in mass relative to the total amount of the photosensitive composition. Of these solvents predpochtite the school is a mixture of acetone/onomatology simple ether of propylene glycol.

The substrate used in offset plates of the present invention, can be any lithographic substrate. This substrate can be a metal sheet or polymer film. The preferred metal substrate is a sheet of aluminum (including aluminum alloys). Particularly preferred is an aluminum substrate, which was subjected to electrochemical graining, anodizing and sedimentation separation layer. The preferred polymeric film substrate is a polyester film. For wet offset plate substrate should have a generally hydrophilic surface, wet offset plate has a hydrophilic substrate and an oleophilic photosensitive layer. Particularly preferred hydrophilic substrate for wet offset plate is an aluminum substrate, which was subjected to electrochemical graining. A rough surface can optionally be anodized with the formation of a solid surface aluminum oxide using an acid electrolyte such as sulfuric acid and/or phosphoric acid. Roughened and anodized aluminum surface can be further processed to improve the hydrophilic properties of the surface. For example, the aluminum substrate can be treated on the surface with a solution of silicate NAT the Oia at elevated temperature, for example 95°C. alternatively, may be applied phosphate processing, which includes processing the surface of the alumina phosphate solution that may further contain an inorganic fluoride. Can also be used hydrophilic polymer solutions, such as polivinilatsetatnaja acid. The preferred polymers are polivinilatsetatnaja acid and its copolymers. The ways of applying hydrophilic separation layer on the aluminum in the production of offset printing plates are well known in this field.

As a method of applying a coating of the photosensitive composition on the surface of the substrate intended for use in the present invention, preferred is a standard way, such as meniscus coating, more preferably the coating on the plate to make using a roller device for coating meniscus type, and the percentage of solids in the coating for this type of application lies in the range of 5-15% wt./wt. when using a solvent or mixture of solvents, depending on the linear speed and the rolling speed of the applicator. The coating is applied so that the dry weight of the coating was in the range of from about 1.2 g/m2to about 2.0 g/m2. More prepact the positive values were used from about 1.4 g/m 2up to about 1.9 g/m2.

Prepress offset plate of the present invention after coating is subjected to a drying process. The preferred method is a method of regulating the temperature in the drying process in several stages. At the first stage of drying that occurs in the drying chamber, the temperature interval and the duration of drying is set to drying lasted at least 10 seconds until complete drying of the photosensitive layer with a constant speed after coating. Here the end of drying at a constant speed represents the time from the beginning of the drying up until the evaporation of the coating film will not reach the stage defined by the internal diffusion. The amount of residual solvent at the completion of the first stage of drying is preferably a value ranging from 8 wt.%, more preferably in the range of 6 wt.%, by weight of a photosensitive material. Drying temperature in the first stage of drying is preferably at least 25°C and preferably at most 60°C., and more preferably at most 45°C. Then the second four stages of drying, the amount of remaining solvent is gradually reduced preferably at most up to 2 wt.%, more preferably the b is more up to 1 wt.%. Drying temperature zones in the second stage drying can be equal to or ordered so that the temperature is slowly increased and then decreased before the gate area. Ordered scheme is preferred. The temperature in these zones is preferably at least 100°C., more preferably at least 130°C., preferably at most 140°C.

After drying the substrate coated cut longitudinally with obtaining pre-press printing plates of the present invention. Then they are stored at room temperature for stabilization. As shown in the examples, such a short time of stabilization, as from 4 to 7 days, is sufficient to obtain a stable and durable prepress offset plates according to the invention.

In another aspect, the present invention relates to a positive plate offset printing plate obtained after exposure by the image exposure and processing described above prepress plate. The exposure of the image causes a change in the dissolution rate relative to the unexposed parts of the infrared light-sensitive coating and the exposed part of the coating. In the process of development of the exposed part is dissolved with the formation of the image.

The exposure can be conducted using direct laser addressable is expositional equipment (CTP technology). Examples of lasers that may be used include semiconductor diode lasers emitting in the region of wavelengths between 600 nm and 1400 nm, especially between 780 nm and 850 nm. Examples are laser diode mounting fixture to form sold by Creo under the trade mark Trendsetter, which emits at 830 nm, or Dainippon Screen PlateRite 8000 having a wavelength at the nominal output power of the laser 808 nm, but can be used any laser with sufficient power to generate the image, and whose radiation is absorbed by the composition. Additional details of the process of laser exposure is well known to specialists in this area and are discussed in detail in the aforementioned patent applications.

The sensitivity prepress plate according to the invention, the most high, when exactly corresponds to the wavelength emitted by the laser creates an image of the equipment, so that the composition prepress plates made sensitive to 830 nm, will have less sensitivity in the equipment emitting radiation at 808 nm, and Vice versa. When using polymer absorbing in the near infrared region of the spectrum according to the invention containing two different types of chromophores with different absorption peaks, the invention has an additional advantage that is protected by the required sensitivity for equipment at both wavelengths of 830 nm and 808 nm.

After exposure, the exposed plate are on automatic processor with a suitable developer composition. The composition of the developer depends on the nature of the polymer substrate, in the present invention, it is preferable alkaline aqueous solution. the pH of the developer is usually a value in the range of 11-13 with conductivity 70-80 MSM. The automatic processor depends on the model, but the manifestation is usually conducted in the temperature range of 20-25°C and dive time 25-35 seconds. The necessary conditions for the manifestation of thermal plates are well known to specialists in this field.

Hereinafter the invention will be explained in the following examples, which should not be construed as limiting the scope of the claims according to the claims.

Examples

List of materials used in examples

Rütaphen 6554 LB is a Novolac resin phenol/cresol from the company Bakelite AG

Rütaphen 744 is kretlow Novolac resin from the company Bakelite AG/

Sodium hydride (60% in mineral oil) from the firm Aldrich Chemicals/

Methyl violet 10 (crystalware) from the company Manuel Vilaseca SA

Byk 377 is a polysiloxane surfactant from the company Byk Chemie Germany.

Dye 1:

4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-or the Yong)ethylidene]-1-cyclohexen-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole.

Dye 2:

4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-1,1,3-trimethyl-1H-benzo[e]indole.

T500 is a developer for positive P plates supplied by the company Ipagsa Industrial S.L.

In all examples, except in specified parts, all parts are given by weight.

Example 1

(Confirmation of improved stabilisation time and the speed of the plate)

Obtaining polymeric dye

Preparing a solution of 150 parts of a Novolac resin Rütaphen 6564 LB 400 parts of N,N-dimethylformamide. To this solution was slowly added 0.2 parts of sodium hydride (60% in mineral oil) at 60°C, with constant stirring and under a nitrogen atmosphere. The reaction mixture was stirred for 60 minutes. To the reaction mixture was slowly added 3 parts of 4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole (dye 1, the peak absorption λmax775 nm in MeOH) and 3 parts of 4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-1,1,3-trimethyl-1H-benzo[e]indole (dye 2, λmax813 nm in MeoH), dissolved in 100 parts of N,N-dimethylformamide.

The reaction was continued for 4 hours under the atmosphere the ow of nitrogen. The solution is then cooled to room temperature and the product was isolated by precipitation in water. Then the product was collected by vacuum filtration, washed with water and dried in air.

Obtaining solution for coating

The solution for coating was prepared by dissolving 30 parts of the above polymer dye containing two different chromophore, 10 parts Rütaphen 744 LB, 0.7 parts of methyl violet, 0.1 parts Byk 377, 250 parts of acetone and 14 parts simple nanometrology ether of propylene glycol.

Getting pre-press plate

The plate was prepared by coating on canvas online on testing those and anodized substrate, which after anodizing processed in online mode in an aqueous solution of phosphate/fluoride. The transmission speed of the line was 15 meters per minute. The coating was applied using a meniscus applicator with roller diameter of 250 mm, rotating at a speed of 15 rpm, the wet Weight of the coating was 24 g/m2. The temperature of the air in the chamber for coating was 38°C.

Then the fabric was dried in a recirculating air Cabinet with four separate zones, zone 1 with a temperature of 100°C, zone 2 with a temperature of 125°C, zone 3 with a temperature of 132°C zone 4 temperature of 120°C, and the total time spent in drying the chamber was 2 minutes 30 seconds. After drying, the cloth is cut along and prepress plates piled layers without additional heat treatment. The dry weight of the cover plate lying in the range of 1.6-1.7 g/m2. Residual solvent in prepress plates was less than 1.2%.

The test plate on the sensitivity and stabilization

On prepress plate taken out of the image area of 7% of the pixels and using a series of capacity (pulses of increasing energy intervals from 80-180 MJ/cm2at 5 MJ/cm2). The output image on the print plate was carried out as at Creo Trendsetter 3244 (the wavelength at the nominal power of the laser 830 nm)and Dainippon Screen PlateRite 8000 (the wavelength at the nominal power of the laser 808 nm). Prepress plates showed on the processor Ovit Sirius, running at a speed of 1.0 m/min, using a developer Ipagas T500 at 25°C.

After development the plates were recorded temperature enlightenment plate. This temperature is defined as the magnitude of the impulse of a certain energy when the coating is completely removed, and remains clean substrate. Size of dot in % was determined using a scanning probe SS Dot 520.

After that, prepress plates were tested daily for 14 days, using the same technique, after 14 days prepress plate testirovanie once a week until the full expiration of seven weeks. The results are presented in table 1, the numeric value indicates the temperature of the enlightenment on the equipment of each type, a black circle indicates that the interval changes the size of the dot unacceptable damage to image developer, a white circle indicates that the change falls within the acceptable values.

The table shows the reduced stabilization time and improved the sensitivity of this song on the equipment used types in comparison with below presents a comparative example.

Comparative example 2

(The use of only one class of cyanine dyes containing benzo[e]Indology Deputy)

Polymeric dye was prepared according to the method of example 1 using only dye 1, but with equanimity the total concentration of the dye to the concentration of novolak.

The solution for coating and printing plate was obtained as in example 1, the same applies to the stabilization plate and testing modes. The results of these tests are shown in table 1. The table shows the increased stabilization time required for this composition.

Comparative example 3

(The use of only one class of cyanine dye containing Indology Deputy)

Polymer to acitelli was prepared according to the method of example 1 using only the dye 2, but while maintaining an equal relationship to the total concentration of the dye to the concentration of novolak.

The solution for coating and prepress plate was obtained as in example 1, the same applies to the stabilization plates and testing modes. The results of these tests are shown in table 1. The table shows the increased stabilization time required for this composition.

Comparative example 4

(Use a mixture of two polymeric dyes of examples 2 and 3)

The polymeric dyes of examples 2 and 3 were prepared again by the method of example 1. The solution for coating was prepared in accordance with the composition in example 1, except that a portion of each polymer dye were mixed so that the total amount of the two parts of polymeric dyes in the composition for coating was equal to the concentration ratio in the composition for the coating of example 1. Getting prepress plates was carried out as in example 1, the same applies to the stabilization plate and testing modes. The results of these tests are shown in table 1. The results show that the time required for stabilization is increased compared with the composition of example 1, whereas the sensitivity is about the same.

155 about 140 about
Table 1
Time daysExample 1
830 nm
Example 1
808 nm
Example 2
830 nm
Example 2
808 n
Example 3
830 nm
Example 3
808 nm
Example 4
830 nm
Example 4
808 nm
070 •70 •85 •70 •70 •85 •70 •70 •
190 •85 •90 •75 •75 •90 •80 •80 •
2110 •100 •100 •85 •85 •100 •85 •85 •
3120 • 115 •105 •90 •90 •105 •90 •90 •
4125 o125 o110 •95 •95 •110 •95 •95 •
5130 about130 about115 •95 •95 •115 •100 •100 •
6135 on135 on120 •100 •100 •120 •105 •105 •
7135 on135 on125 o100 •100 •125 o110 •110 the
8140 about140 about130 about105 •105 •130 about115 •115 •
9140 about140 about135 on110 •110 •135 on115 •115 •
10140 about140 about140 about120120140 about120 •120 •
11140 about140 about150 o130 about130 about150 o125 •125 •
12140 about140 about155 about135 on135 on125 o125 o
13140 about140 about160 about140 about140 about160 about130 about130 about
14140 a o o o o o o o o o o o o o o o o OBO o o o o o o o o o o o o o o o o o o o o o o o o o o o o about
14140 a o o o o o o o o o o o o o o o o OBO o o o o o o o o o o o o o o o o o o o o o o o o o o o o about
14140 about140 about165 Oh140 about140 about165 Oh135 on135 on
21140 about140 about165 Oh140 about140 about165 Oh135 on135 on
28140 about165 Oh140 about140 about165 Oh140 about140 about
35140 about140 about165 Oh140 about140 about165 Oh140 about140 about
42140 about140 about165 Oh140 about140 about165 Oh145 about145 about
49140 about140 about165 Oh140 about140 about165 Oh145 about145 about

Comparative example 5

(Use a mixture of Novolac resin and ecovalence related IR dyes)

The newly prepared solution for the coating of example 1, except that the portion of the polymeric dye of this example was replaced smestorage resin and two dyes. The resulting coating contained the same ratio of dye to the Novolac resin as in example 1, but the dyes were covalently bound with phenolic resin. Getting prepress plates was the same as in example 1, the same applies to the stabilization plates and testing modes. The results of these tests are shown in table 2.

The results show that the required stabilization time was significantly increased compared with the composition of example 1.

Comparative example 6

(The same composition as in example 1, but with reduced coating weight)

Prepared print form example 1, except that the dry weight of the coating was reduced to 1.0 g/m2by reducing the speed of rotation of the roller applicator for coating. Stabilizing plates and testing modes used are the same as in example 1.

The results show that the use of lower weight of the coating requires a longer stabilisation time compared with example 1.

Table 2
Time,
days
Example 5
830 nm
Example 5
808 nm
Example 6
830 nm
Example 6
808 nm
070 •70 •50 •50 •
180 •80 •60 •60 •
285 •85 •70 •70 •
390 •90 •75 •75 •
495 •95 •80 •80 •
5100 •100 •85 •85 •
6105 •105 •90 •90 •
7110 •110 •95 •95 •
8 115 •115 •100 •100 •
9115 •115 •105 •105 •
10120 •120 •110 •110 •
11125 •125 •115 •115 •
12125 •125 •120120
13130 •130 •125 o125 o
14135 •135 •125 o125 o
21135 •135 • 130 about130 about
28140 about140 about130 about130 about
35140 about140 about130 about130 about
42145 about145 about130 about130 about
49145 about145 about130 about130 about

1. The polymer that absorbs in the near infrared region of the spectrum having a main polymer chain soluble in the grounds of phenolic resin and including at least two different lateral infrared chromophore group covalently connected to the main polymer chain of the specified resin, at least one of which is indocyanine dye, and the other represents benzo[e]indocyanine dye, with respect to the total number of lateral IR chromophore groups to the main polymer chain of the specified resin comprising from 1:50 to 1:3.

2. The polymer that absorbs in the near infrared region of the spectrum, P1, characterized in that the resin is a Novolac resin.

3. The polymer that absorbs in the near infrared region of the spectrum according to claim 1, characterized in that indocyanine dye selected from the group including
hexaphosphate 1-butyl-2-(2-[3-[2-(1-butyl-N,3-dimethyl-1,3-dihydroindol-2-ilidene)ethylidene-2-horselovers-1-enyl]vinyl)-3,3-dimethyl-3H-indole;
chloride 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopenten-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole or
4-methylbenzenesulfonate 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,3 .3m-trimethyl-2H-indol-2-ilidene)ethylidene]-1-cyclopent-1-yl]ethynyl]-1,3,3-trimethyl-3H-indole or other salts.

4. The polymer that absorbs in the near infrared region of the spectrum according to claim 1, characterized in that benzo[e]indocyanine dye selected from the group including
tetrafluoroborate 2-[2-[2-chloro-3-[2-(3-ethyl-1,3-distro-1,1-dimethyl-2H-benzo[e]indol-2-ilidene)ethylidene]-1-cyclohexen-1-yl]ethynyl]-3-ethyl-1,1-dimethyl-1H-benzo[e]indole; or
hexaphosphate 3-butyl-2-(2-[3-[2-(3-butyl-1,1-dimethyl-1,3-dihydrobenzo[e]indol-2-ilidene)ethylidene]-2-horselovers-1-enyl]vinyl)1,1-dimethyl-1H-benzo[e]indole or other salts.

5. The polymer that absorbs in the near infrared region of the spectrum according to claim 1, characterized in that the ratio indocyanine dye to benzo[e]indocyanine dye lies in the range from 1:1 to 1:5, prefer the LNO in the range of from 1:1 to 1:2.

6. The polymer that absorbs in the near infrared region of the spectrum according to claim 5, characterized in that the ratio indocyanine dye to benzo[e]indocyanine dye is about 1:1.

7. The polymer that absorbs in the near infrared region of the spectrum according to any one of claims 1 to 6, characterized in that the ratio of total number of side IR chromophore groups to the main polymer chain of the specified resin has a value in the interval from 1:30 to 1:5.

8. Prepress positive photosensitive plate offset printing plate comprising a substrate and a polymer that absorbs in the near infrared region of the spectrum according to any one of claims 1 to 7 in the layer covering the substrate.

9. Prepress positive photosensitive plate offset printing plate of claim 8, in which the dry weight of the coating of the coating layer that contains a polymer that absorbs in the near infrared region of the spectrum lies in the range of 1.4 to 1.9 g/m2.

10. The method of obtaining prepress positive photosensitive plate offset printing plate, which comprises (a) coating the substrate composition in the solvent, and the composition comprises a polymer that absorbs in the near infrared region of the spectrum, according to any one of claims 1 to 7, and (b) drying the coated substrate with obtaining pre-press plate.

11. The method of obtaining printed form from prepress photosensitive positive the OI plate offset plates, comprising (a) exposing image pre-printing plate of claim 8 or 9 laser emitting in the near infrared region of the spectrum at wavelengths between 780 nm and 850 nm, and (b) the manifestation of prepress plates in manifesting the solution to remove the exposed areas.



 

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