CN108181786A - A kind of IR-sensitive composition and its printing plate precursor as made from the composition - Google Patents
A kind of IR-sensitive composition and its printing plate precursor as made from the composition Download PDFInfo
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- CN108181786A CN108181786A CN201711023755.3A CN201711023755A CN108181786A CN 108181786 A CN108181786 A CN 108181786A CN 201711023755 A CN201711023755 A CN 201711023755A CN 108181786 A CN108181786 A CN 108181786A
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C1/00—Forme preparation
- B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
- B41C1/1008—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C1/00—Forme preparation
- B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
- B41C1/1008—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
- B41C1/1025—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials using materials comprising a polymeric matrix containing a polymeric particulate material, e.g. hydrophobic heat coalescing particles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
- B41C2210/04—Negative working, i.e. the non-exposed (non-imaged) areas are removed
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
- B41C2210/06—Developable by an alkaline solution
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
- B41C2210/24—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions involving carbon-to-carbon unsaturated bonds, e.g. acrylics, vinyl polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
- B41C2210/26—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions not involving carbon-to-carbon unsaturated bonds
- B41C2210/262—Phenolic condensation polymers, e.g. novolacs, resols
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
- B41C2210/26—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions not involving carbon-to-carbon unsaturated bonds
- B41C2210/266—Polyurethanes; Polyureas
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41N—PRINTING PLATES OR FOILS; MATERIALS FOR SURFACES USED IN PRINTING MACHINES FOR PRINTING, INKING, DAMPING, OR THE LIKE; PREPARING SUCH SURFACES FOR USE AND CONSERVING THEM
- B41N3/00—Preparing for use and conserving printing surfaces
- B41N3/03—Chemical or electrical pretreatment
- B41N3/034—Chemical or electrical pretreatment characterised by the electrochemical treatment of the aluminum support, e.g. anodisation, electro-graining; Sealing of the anodised layer; Treatment of the anodic layer with inorganic compounds; Colouring of the anodic layer
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- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Thermal Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- General Physics & Mathematics (AREA)
- Printing Plates And Materials Therefor (AREA)
- Materials For Photolithography (AREA)
Abstract
The present invention provides a kind of IR-sensitive composition and using printing plate precursor made from the composition, the composition includes a kind of infrared absorbing agents and a kind of polymer of hydroxyl pyrimidine group.So that the composition can be not only the radiosensitive of 700 ~ 1300nm to maximum wavelength, and made of the composition can imaged printing form precursor also there is good resistance to the erosion of ketone, alcohols solvent, the phenomenon that being not susceptible to printed chemical attack, dissolving in use, so as to be conducive to extend the service life of lithographic printing plate precursor.
Description
Technical field
The invention belongs to offset lithography printing plate fields, and in particular to a kind of IR-sensitive composition and utilize the group
Close lithographic printing plate precursor made from object.
Background technology
The imageable element for being used to prepare surface printing plate generally comprises and is applied to carrier water-wetted surface（Or middle layer）
On one or more imageable layers, which includes one or more dispersion radiation-sensitive ingredients in a binder.
After radiant image, the exposure area of imageable layer or non-exposed areas are removed by suitable developer, expose lower section
Carrier water-wetted surface.If what is removed is exposure area, imageable element if is considered as positive image plate-making, if on the contrary,
What is removed is non-exposed region, which is considered as negative image plate-making.No matter which kind of situation, in imageable layer not by
The region of removing is ink receptive, and is then to receive water or aqueous solution by the water-wetted surface that developing process exposes（It is logical
It is often fountain solution）And repel ink.
In the prior art the radiation-sensitive ingredient for the imageable element of positive image plate-making be typically containing novolaks or
Other novolac polymer binding agents and diazonium quinone optical imaging components can image forming composition.In addition to this, also based on various phenolic aldehyde
Resin and infrared radiation absorption compound can image forming composition.In practical lithographic printing, common printing office chemicals
Pair can image forming composition have corrosion function, such as plate cleaning agents, transfer cloth detergent and fountain solution in alcohol substitute, especially
It is that have high esters, ethers or flavonoid content used in the printing process for using ultraviolet solidifiable ink
Purificant.Therefore, in order to ensure can ultraviolet curing ink normal printing, the radiosusceptibility that can be used in image forming composition
Composition must have good erosion resisting.
However, quinone di-azido compound commonly used in the prior art and phenolic resin radiation sensitive composition dissolve in
Clean galley glycol ether solvent, be unfavorable for can ultraviolet curing ink printing.Therefore, group can be imaged by how improving
Closing object has become the tolerance of solvent and printing office chemicals this field technical problem urgently to be resolved hurrily.
Invention content
The technical problem to be solved in the present invention be to overcome it is existing for lithographjic platemaking can image forming composition easily printed
The defects of brushing room chemical attack, and then a kind of IR-sensitive composition to printing office chemicals with good resistance is provided
And utilize lithographic printing plate precursor made from the composition.
The present invention solve above-mentioned technical problem technical solution be：
A kind of IR-sensitive composition, comprising：
（a）At least one infrared absorbing agents；With
（b）A kind of hydroxyl pyrimidine group（I）Polymer.
（I）
The polymer is by following structural formula（II）It represents：
— (A) m—(B)n— (II)
Wherein A represents the repetitive unit for including the hydroxy pyrimidine group, and B represents the repetition list not comprising hydroxy pyrimidine group
Member, m is 10 70 mol %, and n is 30 90 mol %.
The A repetitive units are represented comprising the carbon-to-carbon derived from one or more ethylenic bond unsaturated polymerizable monomers
The repetitive unit of main chain, and the hydroxy pyrimidine group is connected to the main chain by a bivalent organic group-L-, it is excellent
Bivalent organic group-the L- of choosing is-(C=O)-O-CH2CH2-NR1-(C=O)-NR2, and R1And R2It can independently be expressed as
Hydrogen or alkyl, aryl or cycloalkyl, that is, do not need to while identical appearance, can be alternately present, such as R1=hydrogen, R2=aryl, it is excellent
Selection of land R1=R2=hydrogen.
The B repetitive units represent the repetitive unit derived from one or more following compounds：（Methyl）Acrylic acid
Ester, (methyl) acrylamide, (methyl) acrylonitrile, styrene or styrene derivative, vinylacetate, ethenyl pyrrolidone
Ketone, vinyl alcohol, maleimide or ring-opened maleic acid acid anhydride half ester.
The hydroxyl pyrimidine group（I）The additive amount of polymer account for 50 ~ 95wt% of the composition total weight.
The wavelength absorption of the infrared absorbing agents ranging from 700 ~ 1300nm.
The infrared absorbing agents be cyanine dye, anthraquinone dye, phthalocyanine dye, quinoneimine dye or methine cyanine dyes, institute
The additive amount for stating infrared absorbing agents accounts for 0.5 ~ 10wt% of the composition total weight.
It is also possible in the IR-sensitive composition in addition comprising a kind of binding agent, the binding agent may be selected from phenolic aldehyde tree
It is one or more in ester, polystyrene or polyurethane, the additive amount of the binding agent account for the composition total weight 0.1 ~
45wt%。
Be also possible in the IR-sensitive composition in addition comprising a kind of acid agent, the acid agent may be selected from salt,
One or more in triazine, acid anhydrides, the additive amount of the acid agent accounts for 0.2 ~ 10wt% of the composition total weight.
It is also possible in the IR-sensitive composition in addition comprising a kind of background contrast's dyestuff, background contrast's dyestuff
For in ethyl violet, crystal violet, crystal violet, malachite green, brilliant green, victoria blue B, victoria blue R or victoria blue BO
It is one or more, the additive amount of background contrast's dyestuff accounts for 0.2 ~ 8wt% of the composition total weight.
A kind of lithographic printing plate precursor, by substrate carrier and coated in the substrate carrier based on claim 1-
10 any one of them IR-sensitive compositions form.
The substrate carrier is the aluminium base through electrolysis roughening and anodized.
In the present invention, the polymer of the hydroxyl pyrimidine group can be by with hydroxy pyrimidine group（Methyl）Third
Olefin(e) acid ester or（Methyl）The polymerisation of acrylamide monomer prepares.
In the present invention, the wavelength absorption of the infrared absorbing agents ranging from 700 ~ 1300nm, and further described in restriction
Infrared absorbing agents are cyanine dye, one or more, the institute in anthraquinone dye, phthalocyanine dye, quinoneimine dye, methine cyanine dyes
The additive amount for stating infrared absorbing agents accounts for 0.5 ~ 10wt% of the composition total weight, preferably 1 ~ 7wt%.Other optional infrared suctions
It receives agent to be also documented in many publications, including United States Patent (USP) 6,294,311 and 5,208,135 and its cited reference text
It offers.Currently preferred infrared absorbing agents are cyanine dyes, such as IRD-85 and IRD-67 from DKSH companies.
IR-sensitive composition of the present invention may also contain binding agent, and the binding agent is selected from phenolic resin, polyphenyl second
One or more in alkene or polyurethane, the additive amount of the binding agent accounts for 0.1 ~ 45wt% of the composition total weight.One
As for, from the perspective of never weakening imageable element sensibility, polymeric binder is typically alkali-soluble polymer, this hair
Bright preferred polymeric binder be phenolic resin, the condensation of condensation polymer, metacresol and formaldehyde including phenol and formaldehyde
Polymer, paracresol and formaldehyde condensation polymer ,/to the condensation polymer, phenol and cresols of cresols and formaldehyde
（Between, pair or/to mixture）The condensation copolymers of condensation polymer, burnt palmitic acid phenol and acetone with formaldehyde, for example derive from
The LB6564 phenolic resin of Hexion companies, the auspicious thing of the SPN452 phenolic resin of AZ electronics, inc.s and Benxi, which reach, to be changed
Work Co., Ltd BX20 phenolic resin.
IR-sensitive composition of the present invention may also contain acid agent, and the acid agent is selected from salt, triazine, acid
One or more in acid anhydride, the additive amount of the acid agent accounts for 0.2 ~ 10wt% of the composition total weight, preferably 1 ~
7wt%, more preferably 2 ~ 3wt%.Acid agent is the precursor decomposed by thermal initiation to generate Bronsted acid, according to the difference of electronegativity
Different, acid agent can be divided into non-ionic acid agent and ionic acid agent, wherein non-ionic acid agent takes including halogenated alkyl
The triazine in generation, the triazine are described in United States Patent (USP) 3,779,778, such as bis- (trichloromethyl) s-triazine of 2- phenyl -4,6-,
Bis- (trichloromethyl) s-triazine of 2,4,6- tri- (trichloromethyl) s-triazine, 2- methyl -4,6-；Non-ionic acid agent has further included
The acid anhydrides of machine acid, such as acetic anhydride, phthalic anhydride, tetrabydrophthalic anhydride, hexahydrophthalic anhydride, maleic acid
Acid anhydride, pyromellitic acid anhydride.Ionic acid agent includes salt, wherein cation is iodine, the oxidation of Liu, Phosphonium, oxygroup
Sulfonium (oxysulphoxonium), oxygroup sulfonium (oxysulphonium), quaternary ammonium salt, diazonium, Huo Arsenic, common salt
Including in diphenyl iodnium, triphenyl sulfonium salt, Arenediazonium salts, tetraalkyl ammonium salt, four aryl quaternary ammonium salts, amino acid
Salt.Currently preferred acid agent includes iodine, sulfonium, the acid anhydrides of organic acid, quaternary ammonium salt and amino acid inner salt.
IR-sensitive composition of the present invention may also contain background contrast's dyestuff, and background contrast's dyestuff is three
Arylmethane dyes, such as ethyl violet, crystal violet, crystal violet, malachite green, brilliant green, victoria blue B, victoria blue R, dimension
It is one or more in more Leah indigo plant BO.These compounds are used for distinguishing in the imageable element of development unexposed（It is unimaged）
Region and exposure（Imaging）Region.The additive amount of background contrast's dyestuff accounts for 0.2 ~ 8wt% of the composition total weight, excellent
It is selected as 0.5 ~ 6wt%.
In addition to this, IR-sensitive composition of the present invention can also include various additives in usual amounts, such as
Dispersant, moisturizer, biocide, plasticizer, surfactant, tackifier, filler for coatability or other performance
With incremental agent, pH adjusting agent, drier, antifoaming agent, preservative, antioxidant, development promoter, rheology modifiers or they
Combination or be usually used in any other additives of lithography technique.
Lithographic printing plate precursor of the present invention include substrate carrier and coated in the substrate carrier can be into
As layer, the imageable layer is that above-mentioned IR-sensitive composition is coated in the substrate carrier to be made.Specifically, be by
The IR-sensitive composition, which is dispersed or dissolved in suitable coating solvent, forms mixed solution, and using suitable equipment and
Program such as spin coating, cutter painting, rotogravure application, die coating, slit coating, rod coating, wire rod coating, roller coating or extruder hopper coating, will
The mixed solution is applied on the surface of substrate carrier, can also be by spraying to the printing of suitable support such as printing machine
Apply the IR-sensitive composition on cylinder, the coating solvent is then dried and removed in 70 ~ 160 DEG C of baking ovens to get institute
State lithographic printing plate precursor；The polymer that the selection of wherein described coating solvent is depended in the IR-sensitive composition glues
Agent and the property of other polymer materials and non-polymeric ingredients are tied, usually using condition familiar in the field of competence and technology, packet
Include acetone, methyl ethyl ketone, tetrahydrofuran, 1- methoxy-2-propanols, 2- ethyoxyls-ethyl alcohol, one kind in γ-fourth lactones or
It is a variety of.
Actually imageable element of the invention can have any form, including but not limited to printing block precursor, print
Brush pot, print nest and printer belt（Including flexible printing web）.Preferably, imageable element of the invention is to be used to form lithographic plate
The lithographic printing plate precursor of galley.
For embodiment of the present invention, the laser for the lithographic printing plate precursor of the present invention to be exposed can be with
It is diode laser, reason is that diode laser system has high reliability and low maintenance, can also use other laser
Such as gas or Solid State Laser.Power, intensity and the combination of time for exposure of laser imaging be to those skilled in the art it is aobvious and
It is clear to.The high-performance laser or the launch wavelength of laser diode used in current commercially available picture number code platemaking machine be
800 ~ 850nm, imaging device are configurable to flat logger or drum recorder, and wherein imageable element is installed to bulging
Inner or outer periphery.Preferred imaging device can from Eastman Kodak Company (Rochester, New York,
USA it) is obtained with model Kodak Trendsetter Q800 image reproductions machine, the near-infrared containing launch wavelength 830nm
The laser diode of radiation；Other optional imaging sources include Screen Holdings Co., Ltd. (Kamigyo-ku,
Kyoto, Japan) the series of PlateRite 4300 or 8600 grade series plate-making picture platemaking machine.
The imaging process generation of imageable element includes imaging（Exposure）With it is unimaged（It is unexposed）The standard of the sub-image in region
Then image-forming component rinses quasi- image-forming component for image by using suitable alkaline developer solution.The present invention's
In embodiment, the pH value of such aqueous base developers aqueous solution is generally at least 9, more preferably at least 11.The present invention is optional
Alkaline developer solution include DV-T, DV-T1, DV-T8（It can be obtained from Zhejiang Kangerda New Material Co., Ltd
）、GOLDSTAR Developer、GOLDSTAR Plus Developer、GOLDSTAR Premium Developer、
K300, K400 (can be obtained from Eastman Kodak Company）And THD-200 (can be obtained from Agfa), these alkali
Property reagent solution also typically include surfactant, chelating agent and various alkaline agents for example inorganic metasilicates, it is organic partially
Silicate, hydroxide and carbonate.
After imageable element develops, the imageable element can be washed with water and dried in any suitable manner, may be used also
With with conventional gum-solution, preferably Arabic gum handles its element, the element after imaging can also be placed in baking box into
Row baking is handled, and is toasted 7 ~ 10 minutes or is toasted 30 minutes at 120 DEG C such as at 220 ~ 240 DEG C, can further improve in this way
The running life of the image-forming component of gained.
Finally ink and fountain solution are coated on the printing surface of imageable element on lithographic offset machine and printed
Brush, by the way that image-forming component is unexposed or unremoved area absorbs ink, and exposure area and base material that is subjected to development and exposing
The water-wetted surface of carrier absorbs dampening solution, then by the printing ink transfer to suitable reception material such as cloth, paper, metal, glass
" transfer cloth " roller or on plastics, can also be used to be transferred to ink from imageable element and receive on material.
Compared with prior art, above-mentioned technical proposal of the invention has the following advantages that：
1st, IR-sensitive composition of the present invention, by introducing hydroxy pyrimidine group into polymer architecture, so that
The composition of the present invention can be the radiosensitive of 700 ~ 1300nm to maximum wavelength, be a kind of excellent IR-sensitive composition,
And lithographic printing plate precursor also has good resistance to the erosion of isopropanol or acetone made of the composition, because
This imageable layer being prepared using IR-sensitive composition of the present invention is not susceptible to be printed in use
The phenomenon that chemical attack, dissolving, so as to be conducive to extend the service life of lithographic printing plate precursor.
2nd, IR-sensitive composition of the present invention, key component are third of hydroxyl pyrimidine group in chemical constitution
Olefin(e) acid resin compared to other resins, the advantage is that between other ingredients in resin and composition there is preferable molecule
Between interact and generate required alkali resistance and hinder molten ability.The additive amount that the present invention further defines the polymer accounts for combination
50 ~ 95wt% of object total weight has the advantage that the solvent resistance energy for improving imageable layer to the maximum extent in this way.
Specific embodiment
Technical scheme of the present invention is clearly and completely described below in conjunction with embodiment, it is clear that described reality
It is part of the embodiment of the present invention to apply example, instead of all the embodiments.Based on the embodiments of the present invention, the common skill in this field
Art personnel all other embodiments obtained without making creative work belong to the model that the present invention protects
It encloses.In addition, as long as technical characteristic involved in invention described below different embodiments does not form punching each other
It is prominent to be combined with each other.
Hydroxyl pyrimidine groupPolymer preparation：
（I）
Embodiment A:Prepare the acrylate monomer of hydroxyl pyrimidine structure group（QMM）
50 gram six is added in into the four-neck flask reactor equipped with blender, condenser pipe, dropping funel, thermometer and water bath device
Methyl phosphoric triamide is simultaneously heated to 70oC adds in 4.5 grams of 2- amino-4-hydroxy -6- methylpyrimidines under stiring.Treat the big portion of solid
After dividing dissolving, 0.005 gram of hydroquinone and 0.012 gram of dibutyl tin dilaurate are added.It is cooled down with ice-water bath molten in reactor
Liquid is to 18 DEG C.
6.5 grams of methylacryoyloxyethyl isocyanates are slowly added dropwise in reactor from dropping funel, about half is small
When it is interior be added dropwise, in the process controlling reaction temperature be no more than 35 DEG C.0.012 gram of dibutyl tin dilaurate is added in again, is removed
Ice-water bath allows reaction solution to be stirred at room temperature 6 hours.Then 1.2 milliliters of concentrated hydrochloric acids are added in into reaction solution, are stirred 15 minutes
Reaction solution is instilled into Precipitation solid in 500 ml water afterwards.Solid is put into the deionization of 100 ml after being collected with suction filtration method
Agitator treating is after 15 minutes in water, then after filtering and draining moisture content as possible, collects solid.9.4 grams of white solids are obtained after drying
Product.
Embodiment B：Prepare the acrylate copolymer of hydroxyl pyrimidine structure group（PQM-1）
By 4.2 grams of QMM（From product made from above-mentioned synthetic example A）, 3.0 grams of 4 '-hydroxy-2-methyl acryloyl aniline and 54
Gram N, N dimethyl acetamide are added in the four-necked bottle of a 150ml, blender in configuration, condenser pipe, dropping funel, temperature
Meter and channel of nitrogen.Separately prepare 8 grams of methyl methacrylates, 0.8 gram of methacrylic acid, 0.4 gram of azodiisobutyronitrile dissolving
In 20 grams of N, N dimethyl acetamide, after be positioned in dropping funel.The mixed liquor of four-necked bottle is heated to 70 under stirringoC.The monomer mixed solution being added dropwise in above-mentioned dropping funel, before the addition speed of half mixed liquor add within 10 minutes, control is anti-
Temperature is answered 70 oCLeft and right, behind the addition speed of the other half mixed liquor add within 20 minutes.Continue in stirring and nitrogen and 70 oC
Lower reaction 6 hours, measures solid content 16.6%.It adds 0.1 gram of azodiisobutyronitrile to react again 6 hours, measuring solid content is
17.4% stops reaction.Above 60 grams 17.4% reaction solution is taken after cooling, is slowly added drop-wise to 900 milliliters of water quickly stirred
In.Precipitation is filtered, solid product placed into 600 milliliters of water, mixes slowly half an hour, collected by suction solid, and 40oC dries
It weighs to obtain 7.9 grams of white solid products after one day dry.
Embodiment C：Prepare the acrylate copolymer of hydroxyl pyrimidine structure group（PQM-2）
2.5 grams of QMM (from product made from above-mentioned synthetic example A) and 36 grams of N, N dimethyl acetamide are added to one
In the four-necked bottle of 150ml, blender in configuration, condenser pipe, dropping funel, thermometer and channel of nitrogen.Separately 3.2 grams of methyl of configuration
Methyl acrylate, 1.5 grams of styrene, 0.8 gram of methacrylic acid, 0.2 gram of azodiisobutyronitrile are dissolved in 22 grams of N, N dimethyl
In acetamide, after be positioned in dropping funel.The mixed liquor of four-necked bottle is heated to 70 under stirring oC.It is added dropwise to above-mentioned dropping liquid
Monomer mixed solution in funnel, before the addition speed of half mixed liquor add within 10 minutes, controlling reaction temperature is 70 oCLeft and right,
The addition speed of the other half mixed liquor adds for 20 minutes below.Continue in stirring and nitrogen and 70 oCLower reaction 6 hours, measures
Solid content 7.5%.It adds 0.05 gram of azodiisobutyronitrile to react again 6 hours, measures solid content and stop reaction for 11.7%.It is cold
But above 40 grams 11.7% reaction solution is taken afterwards, is slowly added drop-wise in 600 milliliters of water quickly stirred.Precipitation is filtered, solid production
Object is placed into 400 milliliters of water, mixes slowly half an hour, collected by suction solid, and 40oC weighs to obtain 3.2 grams after drying one day
White solid product.
Embodiment 1：Prepare lithographic printing plate precursor（PP-1)
IR-sensitive composition in the present embodiment includes：
Cyanine dye IRD-85,0.10 gram；
Crystal violet, 0.026 gram；
Victoria blue BO, 0.046 gram
N, N- dimethyl-L-phenylalanine, 0.15 gram；
Resin PQM -1 of hydroxyl pyrimidine group made from Example B, 3.08 grams；
The each component of above-mentioned IR-sensitive composition is dissolved in by 25 grams of 1- methoxy-2-propanols（PM）With 25 grams of N,
Dinethylformamide（DMF）The in the mixed solvent that is formed forms composition solution, using spinning solution by above-mentioned composition
Solution coating is then 2 points dry in 140 DEG C of baking ovens on the aluminum substrate obtained through electrochemistry roughening and anodized
Clock, that is, it is about 1.5 g/m that coating weight, which is prepared,2Lithographic printing plate precursor PP-1.
Embodiment 2：Prepare lithographic printing plate precursor（PP-2)
IR-sensitive composition in the present embodiment includes：
Cyanine dye IRD-85,0.10 gram；
Crystal violet, 0.026 gram；
Victoria blue BO, 0.046 gram
Diphenyl iodine hexafluorophosphate, 0.07 gram；
Resin PQM -2 of hydroxyl pyrimidine group made from Example C, 3.08 grams；
The each component of above-mentioned IR-sensitive composition is dissolved in by 25 grams of 1- methoxy-2-propanols（PM）With 25 grams of N, N-
Dimethylformamide（DMF）The in the mixed solvent formed forms composition solution, using spinning solution that above-mentioned composition is molten
Liquid is coated on the aluminum substrate obtained through electrochemistry roughening and anodized, then 2 minutes dry in 140 DEG C of baking ovens,
It is about 1.5 g/m that coating weight, which is prepared,2Lithographic printing plate precursor PP-2.
Embodiment 3：Prepare lithographic printing plate precursor（PP-3)
IR-sensitive composition in the present embodiment includes：
Cyanine dye IRD-85,0.10 gram；
Crystal violet, 0.026 gram；
Victoria blue BO, 0.046 gram
Phthalic anhydride, 0.15 gram
BX-20 phenolic resin:0.3 gram
Resin PQM -1 of hydroxyl pyrimidine group made from Example B, 2.78 grams
The each component of above-mentioned IR-sensitive composition is dissolved in by 25 grams of 1- methoxy-2-propanols（PM）With 25 grams of N,
Dinethylformamide（DMF）The in the mixed solvent that is formed forms composition solution, using spinning solution by above-mentioned composition
Solution coating is then 2 points dry in 140 DEG C of baking ovens on the aluminum substrate obtained through electrochemistry roughening and anodized
Clock, that is, it is about 1.5 g/m that coating weight, which is prepared,2Lithographic printing plate precursor PP-3.
Embodiment 4：Prepare lithographic printing plate precursor（PP-4)
IR-sensitive composition in the present embodiment includes：
Cyanine dye IRD-67,0.10 gram；
Victoria blue B, 0.066 gram
Phthalic anhydride, 0.15 gram
BX-20 phenolic resin:0.3 gram
Resin PQM -1 of hydroxyl pyrimidine group made from Example B, 2.78 grams
The each component of above-mentioned IR-sensitive composition is dissolved in by 25 grams of 1- methoxy-2-propanols（PM）With 25 grams of N,
Dinethylformamide（DMF）The in the mixed solvent that is formed forms composition solution, using spinning solution by above-mentioned composition
Solution coating is then 2 points dry in 140 DEG C of baking ovens on the aluminum substrate obtained through electrochemistry roughening and anodized
Clock, that is, it is about 1.5 g/m that coating weight, which is prepared,2Lithographic printing plate precursor PP-4.
The lithographic printing plate precursor that embodiment 1-4 is prepared（PP-1、PP-2、PP-3、PP-4）Exist respectively one by one
830nm lasers, drum rotating speed 165rpm, laser power are used in 800 Quantum-II type CTP platemaking machine of Kodak
15W is scanned exposure.Master after exposure uses Konita DV-T developer solutions at 25 DEG C（From Zhejiang Kang Erda green woods
Expect limited company）Development 40 seconds, the coating of the exposed portion for the lithographic printing plate precursor that embodiment 1-4 is obtained after development
All dissolving is completely rather than the coating of exposed portion retains.Plate image clearly, clear-cut margin are neat.
Isopropanol solvent is added dropwise on the non-exposed partial coating of the lithographic printing plate of embodiment 1-4, by 10 seconds
Afterwards, the region that is added dropwise on the space of a whole page is dried, and is measured with densimeter and region is added dropwise in the forward and backward density of dropwise addition isopropanol solvent
Value, measurement result are as shown in table 1：
The non-exposed partial coating of 1 embodiment 1-4 of table is by the density value before and after dropwise addition isopropanol
Acetone solvent is added dropwise on the non-exposed partial coating of the lithographic printing plate of embodiment 1-4, after 10 seconds, dries
Region is added dropwise, and measured with densimeter and region is added dropwise in the forward and backward density value of dropwise addition acetone solvent, measure knot on the space of a whole page
Fruit is as shown in table 2：
The non-exposed partial coating of 2 embodiment 1-4 of table is by the density value before and after dropwise addition acetone
The present invention is also provided with comparative example, for the lithographic plate as made from IR-sensitive composition of the present invention to be better described
Anti- isopropanol/acetone erosion performance of printing block precursor.
Comparative example 1
According to the method for embodiment 1, by the resin PQM-1 of the hydroxyl pyrimidine group in the IR-sensitive composition of embodiment 1
It is substituted by 2.06 grams of LB6564 phenolic resin and 1.02 grams of BX20 phenolic resin, lithographic printing plate precursor PP-1c is made.
Comparative example 2
According to the method for embodiment 2, by the resin PQM-2 of the hydroxyl pyrimidine group in the IR-sensitive composition of embodiment 2
It is substituted by 2.78 grams of LB6564 phenolic resin and 0.30 gram of SPN-452 phenolic resin, lithographic printing plate precursor PP- is made
2c。
Comparative example 3
According to the method for embodiment 3, by the resin PQM-1 of the hydroxyl pyrimidine group in the IR-sensitive composition of embodiment 3
It is substituted by 2.78 grams of LB6564 phenolic resin, lithographic printing plate precursor PP-3c is made.
Comparative example 4
According to the method for embodiment 4, by the resin PQM-1 of the hydroxyl pyrimidine group in the IR-sensitive composition of embodiment 4
It is substituted by 2.78 grams of LB6564 phenolic resin, lithographic printing plate precursor PP-4c is made.
By the lithographic printing plate precursor obtained by above-mentioned comparative example 1-4（PP-1c、PP-2c、PP-3c、PP-4c）One by one
Swashed in 800 Quantum-II type CTP platemaking machine of Kodak using 830nm lasers, drum rotating speed 165rpm respectively
Luminous power 15W is scanned exposure.Master after exposure is at 25 DEG C with diluted Konita DV-T developer solutions（From Zhejiang
River Kang Erda new materials limited company）Development 40 seconds, the exposure for the lithographic printing plate precursor that comparative example 1-4 is obtained after development
The coating of light part all dissolves completely rather than the coating of exposed portion retains.Plate image clearly, clear-cut margin are neat.
Isopropanol solvent is added dropwise on the space of a whole page of the lithographic printing plate precursor of unexposed comparative example 1-4, by 10 seconds
Zhong Hou dries the region that is added dropwise on the space of a whole page, and is measured with densimeter and region is added dropwise forward and backward close of isopropanol solvent is being added dropwise
Angle value, measurement result are as shown in table 3：
The unexposed space of a whole page of 3 comparative example 1-3 of table is by the density value before and after dropwise addition isopropanol
Acetone solvent is added dropwise on the space of a whole page of the lithographic printing plate precursor of unexposed comparative example 1-4, after 10 seconds, wipes
Region is added dropwise, and measured with densimeter and region is added dropwise in the forward and backward density value of dropwise addition acetone solvent, measure on dry plate face
The results are shown in Table 4：
The unexposed space of a whole page of 4 comparative example 1-4 of table is by the density value before and after dropwise addition acetone
It as it can be seen that can be into compared to by being free of that the phenolic resin of hydroxy pyrimidine group is directly obtained from the density difference in table 1-4
As layer, the anti-isopropanol of imageable layer as made from the IR-sensitive composition of the resin of the hydroxyl pyrimidine group of the present invention,
Anti- acetone erosion performance is significantly improved, and it is good infrared that this has absolutely proved that the IR-sensitive composition of the present invention has
Radiosusceptibility and stronger solvent resistance, available for manufacturing lithographic printing plate precursor.
Obviously, the above embodiments are merely examples for clarifying the description, and is not intended to limit the embodiments.It is right
For those of ordinary skill in the art, can also make on the basis of the above description it is other it is various forms of variation or
It changes.There is no necessity and possibility to exhaust all the enbodiments.And the obvious variation thus extended out or
Among changing still in the protection domain of the invention.
Claims (13)
1. a kind of IR-sensitive composition, comprising：
（a）At least one infrared absorbing agents；With
（b）A kind of hydroxyl pyrimidine group（I）Polymer
（I）.
2. IR-sensitive composition according to claim 1, which is characterized in that the polymer is by following structural formula（II）
It represents：
— (A) m—(B)n— (II)
Wherein A represents the repetitive unit for including the hydroxy pyrimidine group, and B represents the repetition list not comprising hydroxy pyrimidine group
Member, m is 10 70 mol %, and n is 30 90 mol %.
3. IR-sensitive composition according to claim 2, which is characterized in that the A repetitive units, which represent to include, to spread out
It is born from the repetitive unit of the carbon-carbon skeletal chain of one or more ethylenic bond unsaturated polymerizable monomers, and the hydroxy pyrimidine base
Group is connected to the main chain by a bivalent organic group-L-.
4. IR-sensitive composition according to claim 3, which is characterized in that the bivalent organic group-L- for-
(C=O)-O-CH2CH2-NR1- (C=O)-NR2-, and R1 and R2 can independently be expressed as hydrogen or alkyl, aryl or cycloalkyl.
5. IR-sensitive composition according to claim 2, which is characterized in that the B repetitive units expression is derived from
The repetitive unit of one or more following compounds：（Methyl）Acrylate, (methyl) acrylamide, (methyl) acrylonitrile, benzene
Ethylene or styrene derivative, vinylacetate, vinyl pyrrolidone, vinyl alcohol, maleimide or ring-opened maleic acid acid anhydride
Half ester.
6. IR-sensitive composition according to claim 1, which is characterized in that the hydroxyl pyrimidine group（I）It is poly-
The additive amount for closing object accounts for 50 ~ 95wt% of the composition total weight.
7. IR-sensitive composition according to claim 1, which is characterized in that the wavelength absorption model of the infrared absorbing agents
It encloses for 700 ~ 1300nm.
8. IR-sensitive composition according to claim 1, which is characterized in that the infrared absorbing agents for cyanine dye,
Anthraquinone dye, phthalocyanine dye, quinoneimine dye or methine cyanine dyes, it is total that the additive amounts of the infrared absorbing agents accounts for the composition
0.5 ~ 10wt% of weight.
9. IR-sensitive composition according to claim 1, which is characterized in that may also contain in the composition a kind of viscous
Agent is tied, the binding agent may be selected from one or more in phenolic resin, polystyrene or polyurethane, and the binding agent adds
Dosage accounts for 0.1 ~ 45wt% of the composition total weight.
10. IR-sensitive composition according to claim 1, which is characterized in that may also contain one kind in the composition
Acid agent, the acid agent may be selected from one or more in salt, triazine, acid anhydrides, and the additive amount of the acid agent accounts for described
0.2 ~ 10wt% of composition total weight.
11. IR-sensitive composition according to claim 1, which is characterized in that a kind of background is also included in the composition
Comparative dye, background contrast's dyestuff is ethyl violet, crystal violet, crystal violet, malachite green, brilliant green, victoria blue B, dimension
One or more in more Leah indigo plant R or victoria blue BO, it is total that the additive amount of background contrast's dyestuff accounts for the composition
0.2 ~ 8wt% of weight.
12. a kind of lithographic printing plate precursor, by substrate carrier and coated in the substrate carrier based on claim 1-
11 any one of them IR-sensitive compositions form.
13. lithographic printing plate precursor according to claim 12, which is characterized in that the substrate carrier is thick through being electrolysed
Roughening and the aluminium base of anodized.
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| CN109634057A (en) * | 2018-11-07 | 2019-04-16 | 浙江康尔达新材料股份有限公司 | A kind of Uv and visible light sensing composition and obtained printing imageable element |
| CN109799681A (en) * | 2019-01-29 | 2019-05-24 | 浙江康尔达新材料股份有限公司 | A kind of positive-working lithographic printing plate precursor of Uv and visible light sensitivity and the method for forming image |
| CN110007564A (en) * | 2019-01-29 | 2019-07-12 | 浙江康尔达新材料股份有限公司 | A kind of positive-working lithographic printing plate precursor of multicoat sensitive for infrared radiation and the method for forming image |
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| CN110007564A (en) * | 2019-01-29 | 2019-07-12 | 浙江康尔达新材料股份有限公司 | A kind of positive-working lithographic printing plate precursor of multicoat sensitive for infrared radiation and the method for forming image |
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| CN110007564B (en) * | 2019-01-29 | 2022-05-20 | 浙江康尔达新材料股份有限公司 | Multi-coat infrared radiation sensitive positive working lithographic printing plate precursor and method of forming image |
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