KR20090113006A - A producing method for acryl polymer - Google Patents

Abstract

PURPOSE: A method for producing an acryl polymer is provided to maximize synthesis efficiency through the improvement synthesis yield and the shortening of synthesis time. CONSTITUTION: A method for producing an acryl polymer comprises the steps of polymerizing a polymer by injecting a monomer, a polymerization solvent and a polymerization initiator in a polymerization reactor in which a cooling unit is equipped; stopping the polymerization; segregating the polymer by cooling the polymerization reactor after polymerization stop; sorting the segregated polymer; and dissolving the sorted polymer in a solvent.

Description

A manufacturing method for acryl polymer

The present invention relates to a method for producing an acrylic polymer, and more particularly, to maximize the synthesis efficiency by improving the synthesis yield and shortening the synthesis time, to reduce the equipment investment cost by simplifying the process, the movement of the reactants It is easy to manufacture and manage, and it does not use excessive non-polar solvent, so it is easy to reduce cost cost and recycle organic solvent, and it is environmentally friendly. In particular, it has excellent transparency, heat resistance, storage stability, and molecular weight variation. A method for producing an acrylic polymer capable of producing a low monodisperse acrylic polymer.

Acrylic polymers are widely used in photosensitive resin compositions because of their useful properties. In particular, a flat panel display device such as a liquid crystal display (LCD) or an organic light emitting diode display (OLED) includes a plurality of conductive layers or semiconductor layers and an insulating film for insulating them. The organic insulating film may be formed of an organic or inorganic material, and among the organic insulating films, the organic insulating film may be manufactured using the photosensitive resin composition to increase the transmittance of the inorganic insulating film so that the viewing angle and brightness may be improved in the display device.

In addition, intensified price competition among LCD manufacturers has led many innovative methods to reduce costs, and the rise in oil prices has resulted in greater impact on the use of petrochemical raw materials.

The conventional method of preparing the acrylic polymer (resin) used in the photosensitive resin composition for an insulating film is a post-treatment process after the polymerization reaction to volatilize under high vacuum to remove unreacted monomers, various additives, organic solvents, etc. The polymer was added to 3000 to 10000 parts by weight of a large amount of insoluble solvent based on 100 parts by weight of the total amount of the monomers used, or the polymer was precipitated by precipitation.

However, when removing the unreacted monomer or polymerization initiator remaining in the polymerization solution by volatilization under high vacuum, it is extremely difficult to control the low molecular weight distribution, and there is a problem in that the manufacturing cost is excessively high. In addition, the process of precipitation of polymers by dropping insoluble solvents is easy to control the low molecular weight distribution, but additional costs are incurred due to the use of additional insoluble solvents, and a separate reactor capable of dropping and precipitating the polymerization reactant in an insoluble solvent is further added. It was necessary, and additional management system of the reactant caused by this was needed, and it is not suitable for the application of solvent recycling system due to the mixed use of polymerization solvent and insoluble solvent. If unreacted monomers remain, this will adversely affect the performance of the organic insulating layer in the future, and may cause damage to equipment due to volatilization (outgassing) and may cause afterimages when driving the display. It was.

In order to solve the problems of the prior art as described above, the present invention can maximize the synthesis efficiency by improving the synthesis yield and shortening the synthesis time, can reduce the equipment investment cost by simplifying the process, less reactant movement It is easy to manufacture and manage, and it does not use excessive non-polar solvent to reduce cost cost and recycle organic solvent, and it is environmentally friendly. In particular, it has excellent transparency, heat resistance, storage stability, and low molecular weight variation. It is an object of the present invention to provide a method for producing an acrylic polymer capable of producing a dispersed acrylic polymer, an acrylic polymer produced by the above method, and a photosensitive resin composition comprising the acrylic polymer.

In order to achieve the above object, the present invention provides a method of producing an acrylic polymer,

a) polymerizing the polymer by adding a monomer, a polymerization solvent and a polymerization initiator to a polymerization reactor equipped with cooling means;

b) stopping the polymerization;

c) cooling the polymerization reactor after the polymerization is stopped to precipitate a polymer; And

d) fractionating the precipitated polymer

It provides a method for producing an acrylic polymer comprising a.

The method of preparing the acrylic polymer may further include dissolving the fractionated polymer in a solvent after step d).

The present invention also provides an acrylic polymer produced by the production method.

In another aspect, the present invention provides a photosensitive resin composition comprising the acrylic polymer.

The method for producing an acrylic polymer according to the present invention can maximize the synthesis efficiency by improving the synthesis yield and shortening the synthesis time, can reduce the equipment investment cost by simplifying the process, easy to manage the production of less reactant movement It is easy to reduce cost and recycle organic solvents by using excessive non-polar solvent, and it is environmentally friendly. In particular, it is a monodisperse acrylic polymer with excellent transparency, heat resistance, storage stability, and low molecular weight variation. Can be prepared.

Hereinafter, the present invention will be described in detail.

Method for producing an acrylic polymer of the present invention comprises the steps of: a) polymerizing the polymer by adding a monomer, a polymerization solvent and a polymerization initiator in a polymerization reactor equipped with a cooling means; b) stopping the polymerization; c) cooling the polymerization reactor after the polymerization is stopped to precipitate a polymer; And d) fractionating the precipitated polymer.

The present invention is a method for producing an acrylic resin having a monodisperse (monodispers) molecular weight using a relatively simple and simple process compared to the processes such as suspension polymerization, emulsion polymerization and bulk polymerization, which have been conventionally used.

In the polymerization of the acrylic polymer production method of the present invention, the polymerization reaction is carried out in a polymerization reactor equipped with one cooling means, and after the completion of the polymerization, the polymerization reactor is cooled through the cooling means without adding a separate insoluble solvent. To precipitate. The cooling means may be a well-known cooling means can be used, as a specific example may be to use a cooling jacket.

In the method of preparing an acrylic polymer of the present invention, the monomer of step a) may be applied by a person skilled in the art to selectively select the type and content of monomers used for preparing a conventional acrylic polymer. Preferred examples include i) 5 to 40% by weight of unsaturated carboxylic acid, unsaturated carboxylic anhydride, or mixtures thereof; Ii) 10 to 70% by weight of an epoxy group-containing unsaturated compound; And iii) 10 to 70 wt% of an olefinically unsaturated compound.

A) i) Unsaturated carboxylic acid, unsaturated carboxylic anhydride or mixtures thereof used in the present invention include unsaturated monocarboxylic acids such as acrylic acid and methacrylic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, metaconic acid and itaconic acid; Or anhydrides of these unsaturated dicarboxylic acids, or the like, may be used alone or in combination of two or more thereof. Particularly, acrylic acid, methacrylic acid, or maleic anhydride may be used in terms of copolymerization reactivity and solubility in aqueous alkali solution. Do.

The unsaturated carboxylic acid, unsaturated carboxylic anhydride or a mixture thereof is preferably included in 5 to 40% by weight, more preferably 10 to 30% by weight based on the total total monomers.

The epoxy group-containing unsaturated compound of a) ii) used in the present invention is glycidyl acrylate, glycidyl methacrylate, glycidyl α-ethyl acrylate, glycidyl α-n-propyl acrylate, α-n- Butyl acrylate glycidyl, acrylic acid-beta -methyl glycidyl, methacrylic acid-beta -methyl glycidyl, acrylic acid-beta -ethyl glycidyl, methacrylic acid-beta -ethyl glycidyl, acrylic acid -3, 4-Epoxybutyl, methacrylic acid-3,4-epoxybutyl, acrylic acid-6,7-epoxyheptyl, methacrylic acid-6,7-epoxyheptyl, α-ethylacrylic acid-6,7-epoxyheptyl, acrylic acid- 3,4-epoxy cyclohexylmethyl, methacrylic acid-3,4-epoxy cyclohexylmethyl, 4-vinylcyclohexene oxide, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, or p- Vinylbenzyl glycidyl ether and the like can be used, and the compounds can be used alone or in combination of two or more thereof.

In particular, the epoxy group-containing unsaturated compounds are methacrylic acid glycidyl, methacrylic acid-β-methylglycidyl, methacrylic acid-6,7-epoxyheptyl, o-vinylbenzyl glycidyl ether, m-vinylbenzyl It is more preferable to use glycidyl ether or p-vinylbenzyl glycidyl ether in improving the copolymerization reactivity and the heat resistance of the obtained pattern.

The epoxy group-containing unsaturated compound is preferably contained in 10 to 70% by weight, more preferably 20 to 60% by weight based on the total total monomers.

The olefinically unsaturated compounds of a) iii) used in the present invention are methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, sec-butyl methacrylate, tert-butyl methacrylate, methyl acrylate. , Isopropyl acrylate, cyclohexyl methacrylate, 2-methylcyclohexyl methacrylate, dicyclopentenyl acrylate, dicyclopentanyl acrylate, dicyclopentenyl methacrylate, dicyclopentanyl methacrylate, 1 -Adamantyl acrylate, 1-adamantyl methacrylate, dicyclopentanyloxyethyl methacrylate, isoboroyl methacrylate, cyclohexyl acrylate, 2-methylcyclohexyl acrylate, dicyclopentanyloxy Ethyl acrylate, isoboroyl acrylate, phenyl methacrylate, phenyl acrylate, benzyl acrylate, 2-hydroxyethyl meth Acrylate, styrene, s-methyl styrene, m-methyl styrene, p-methyl styrene, vinyltoluene, p-methoxy styrene, 1,3-butadiene, isoprene, or 2,3-dimethyl 1,3-butadiene It can be used and the said compound can be used individually or in mixture of 2 or more types.

In particular, the olefinically unsaturated compound is more preferable in terms of solubility in aqueous alkali solution which is copolymerization reactivity and developer using styrene, dicyclopentanyl methacrylate, or p-methoxy styrene.

The olefinically unsaturated compound is preferably included in 10 to 70% by weight, more preferably in 20 to 50% by weight relative to the total total monomers.

The solvent of the solvent used for the polymerization of the acrylic copolymer is preferably various monomers and initiators are dissolved at room temperature well and is easy to remove during the post-process. Specific examples of the polymerization solvent include all common alcohols such as methanol, ethanol, propanol, isopropyl alcohol, butanol, hexanol, and the like, and tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and methyl cellosolve. Acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol methylethyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether , Propylene glycol propyl ether, propylene glycol butyl ether, propylene glycol methyl ethyl acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene glycol butyl ether acetate, propylene glycol methyl ethyl prop Nitrate, propylene glycol monoethyl propionate, propylene glycol ethyl ether propionate, propylene glycol propyl ether propionate, propylene glycol butyl ether propionate, toluene, xylene, methyl ethyl ketone, cyclohexanone, 4-hydroxy 4-Methyl 2-pentanone, methyl acetate, ethyl acetate, propyl acetate, butyl acetate, 2-hydroxy ethyl propionate, 2-hydroxy 2-methyl methyl propionate, 2-hydroxy 2-methyl ethyl propionate, hydroxy acetic acid Methyl, hydroxyethyl acetate, hydroxy butyl acetate, methyl lactate, ethyl lactate, propyl lactate, butyl lactate, 3-hydroxy propionate, 3-hydroxy ethyl propionate, 3-hydroxy propionic acid propyl, 3-hydroxy Butyl hydroxy propionate, methyl 2-hydroxy 3-methylbutyrate, methyl methoxy acetate, ethyl methoxy acetate, propyl methoxy acetate, butyl methoxy acetate, methyl ethoxy acetate, Ethyl ethoxy acetate, ethoxy propyl acetate, ethoxy butyl acetate, methyl propoxy acetate, ethyl propoxy acetate, propyl propoxy acetate, butyl propoxy acetate, methyl butoxy acetate, ethyl butoxy ethyl acetate, butoxy propyl acetate, Butyl butoxy acetate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, butyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, 2 Propyl ethoxypropionate, butyl 2-ethoxypropionate, methyl 2-butoxypropionate, ethyl 2-butoxypropionate, propyl 2-butoxypropionate, butyl 2-butoxypropionate, methyl 3-methoxypropionate, 3-Methoxypropionate, 3-methoxypropionic acid propyl, 3-methoxypropionic acid butyl, 3-ethoxypropionic acid methyl, 3-ethoxypropionate ethyl, 3-ethoxypropionic acid propyl, 3-ethoxypropionate butyl, 3 -Pe Methyloxypropionate, 3-propoxypropionate, 3-propoxypropionate, 3-propoxypropionate, 3-butoxypropionate, 3-butoxypropionate, 3-butoxypropionate, 3-butoxy Ethers such as butyl propionate, and the like, and these may be used alone or in combination of two or more thereof.

The amount of the polymerization solvent is preferably used so that the total amount of the solids used in the polymerization in a weight ratio of 5 to 50% by weight, more preferably 10 to 45% by weight. If the amount of the polymerization solvent is too large, the conversion of the reaction falls, the yield loss is severe in the post-treatment process, and it is not preferable in terms of cost. If the amount of the solvent is too small, the molecular weight is not easily controlled, and the subsequent precipitation of the polymer becomes difficult. Can be.

In addition, a radical polymerization initiator may be used as the polymerization initiator, specifically, 2,2-azobisisobutyronitrile, 2,2-azobis (2,4-dimethylvaleronitrile), 2,2-azobis (4-methoxy 2,4-dimethylvaleronitrile), 1,1-azobis (cyclohexane-1-carbonitrile), dimethyl-2,2'-azobisisobutyrate, etc. can be used. The amount of the polymerization initiator is preferably used in an amount of 0.01 to 30 parts by weight, more preferably 1 to 20 parts by weight based on 100 parts by weight of the total monomers.

If the polymerization initiator is too small, the molecular weight of the polymer is excessively increased. If the polymerization initiator is too large, the molecular weight is excessively low, so that the sensitivity may be lowered or the pattern shape may be inferior.

In addition, the polymerization temperature in step a) is preferably carried out at a temperature higher than the 10-hour half-life temperature of the polymerization initiator, preferably 40 to 80 ℃, more preferably 45 to 75 ℃. In this case, a polymer in which the content of the unreacted monomer is further reduced can be obtained, and a higher polymerization yield can be obtained. Moreover, 1 to 24 hours are preferable and, as for polymerization reaction time, about 2 to 20 hours are more preferable. In addition, when the inside of the reactor is stirred during the polymerization can further increase the polymerization conversion rate. The stirring speed is preferably 100 to 800 rpm, more preferably 150 to 700 rpm. In this case, the polymerization conversion can be maintained at 50 to 99%.

The present invention also includes a) the step of stopping the polymerization, the known polymerization method can be used, of course, for example, a polymerization inhibitor such as phosphite can be added to the polymerization reaction. The amount of the polymerization inhibitor can be appropriately adjusted by those skilled in the art, and may be preferably used in an amount of 100 to 3000 ppm in the polymerization reactant.

The present invention also includes the step of precipitating the polymer by cooling the polymerization reactor in which the polymerization is stopped in step c). The cooling and precipitation temperature is preferably -30 to 40 ℃, more preferably -20 to 30 ℃. If the precipitation temperature is too low, the unreacted material may be precipitated together and residual volatile gas may be generated. If the precipitation temperature is too high, not only the yield is lowered, but also it is not easy to control the molecular weight and the separation of the precipitate and the polymerization solvent may not be easy. Can be. In addition, when a high molecular weight polymer is required within the precipitation temperature range or the polarity of the polymerization solvent is low, it is preferable to precipitate at a high precipitation temperature as much as possible.

  In addition, the precipitation time is preferably 0.5 to 10 hours, more preferably 1 to 7 hours. If the precipitation time is too short, sufficient separation does not occur, not only easy removal of unreacted substances or additives, but also may lead to a decrease in yield, too long sedimentation time may lead to denaturation by self-reaction of precipitates.

In addition, the present invention includes the step of fractionating the precipitated polymer d), the fractionation is a well-known fractionation method can be applied, of course, specific examples include filtration.

In another aspect, the present invention may further comprise the step of dissolving the fractionated polymer in a solvent. The solvent may be appropriately selected depending on the use of the photosensitive resin as a solvent capable of dissolving the polymer, and specific examples thereof include methanol, ethanol, propanol, isopropyl alcohol, butanol, hexanol, alcohols; Tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, ethylene glycol dimethyl ether, ethylene glycol di Ethyl ether, ethylene glycol methyl ethyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether, propylene glycol propyl ether, propylene glycol butyl ether, propylene glycol methyl ethyl acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene Glycol Butyl Ether Acetate, Propylene Glycol Methyl Ethyl Propionate, Propylene Glycol Monoethyl Propionate, Propylene Glycol Ethyl Propionate, Propylene Glycol Propyl Ether Prop Onate, and the like may be used propylene glycol butyl ether propionate, toluene, xylene, methyl ethyl ketone. The amount of the solvent is preferably used so that the content of the polymer solids is 10 to 50% by weight. In this case, the storage stability of the prepared acrylic polymer can be further improved.

In addition, to provide an acrylic polymer prepared by the method for producing an acrylic polymer of the present invention, the acrylic polymer has a polystyrene reduced weight average molecular weight (Mw) of 3,000 to 30,000, preferably 5000 to 20,000. Even better. In this case, it is particularly suitable for use as the organic insulating film of the display device.

In addition, the present invention comprises a photosensitive resin composition comprising the acrylic polymer, the photosensitive resin composition is characterized in that it comprises the acrylic polymer as a binder component, other components constituting the photosensitive resin composition is appropriately selected by those skilled in the art Can be applied. In particular, the photosensitive resin composition of the present invention has a transmittance of at least 90% when cured at 400 nm of the photosensitive resin composition, so that the photosensitive resin composition is suitable for use as an insulating film of a display device.

Hereinafter, preferred examples are provided to help understanding of the present invention, but the following examples are merely to illustrate the present invention, and the scope of the present invention is not limited to the following examples.

EXAMPLE

Example 1 (Preparation of Acrylic Polymer)

400 parts by weight of isopropyl alcohol, 30 parts by weight of methacrylic acid and 30 parts by weight of styrene, 25 parts by weight of glycidyl methacrylate, 2-hydroxyethyl acrylate in a 2 L flask equipped with a cooler and a stirrer Part by weight of the mixed solution was added. The liquid composition was sufficiently mixed at 600 rpm in a mixing vessel, and then 15 parts by weight of 2,2'-azobis (2,4-dimethylvaleronitrile) was added. The polymerization mixture solution was slowly raised to 50 ° C. and maintained at this temperature for 6 hours to obtain a copolymer solution. 500 ppm of phosphites were added to the obtained polymer as a polymerization inhibitor. The temperature of the flask where the polymerization was stopped was lowered to 18 ° C., and the resultant was allowed to stand for 1 hour, after which the precipitate formed was filtered. 85 parts by weight of the precipitate obtained by the filtration was added as a solvent so that propylene glycol monoethyl propionate was added so that the content of the precipitate was 45% by weight to obtain an acrylic copolymer. The weight average molecular weight of the acrylic polymer of the obtained polymer solution was 9962. At this time, the weight average molecular weight is a polystyrene reduced average molecular weight measured using GPC.

Comparative Example 1

A mixture of 400 parts by weight of tetrahydrofuran, 30 parts by weight of methacrylic acid and 30 parts by weight of styrene, 25 parts by weight of glycidyl methacrylate and 15 parts by weight of 2-hydroxyethyl acrylate in a 2 L flask including a stirrer The solution was added. The liquid composition was sufficiently mixed at 600 rpm in a mixing vessel, and then 10 parts by weight of 2,2'-azobis (2,4-dimethylvaleronitrile) was added. The reaction mixture solution was slowly raised to 50 ° C. and maintained at this temperature for 24 hours to obtain a copolymer solution. 500 ppm of polymerization inhibitors were added to the obtained polymer. For post-treatment of the polymer solution obtained above, 5,000 parts by weight of a hexane solution was added dropwise with an insoluble solvent to precipitate and filter the polymer. After the precipitation and filtration were carried out once more, propylene glycol monoethyl propionate was added to obtain a solid obtained by concentration of 45 wt%, and an acrylic copolymer was obtained. The weight average molecular weight of the obtained acrylic polymer was 10005. At this time, the weight average molecular weight is a polystyrene reduced average molecular weight measured using GPC.

Example 2-7

An acrylic polymer was prepared in the same manner as in Example 1, except for the polymerization solvent, the compounding amount, and the synthesis conditions used in Table 1 below. Precipitation temperature and precipitation time in the said Comparative Example 1 are the temperature and time which precipitated using the inert solvent.

TABLE 1

division Synthetic Solvent (parts by weight) Response time (hr) Precipitation Temperature (℃) Precipitation time (hr) Molecular Weight Yield (%) Example 1 IPA (400) 6 18 One 9962 85.00 Example 2 IPA (200) 6 18 One 29560 88.20 Example 3 MeOH (400) 6 18 One 4250 50.88 Example 4 EtOH (400) 6 18 One 6054 60.38 Example 5 BuOH (400) 6 38 One 8774 50.26 Example 6 BuOH (400) 6 18 0.5 9888 77.24 Example 7 BuOH (400) 6 18 7 11115 84.30 Comparative Example 1 THF (400) 24 15 18 10005 48.39

As shown in Table 1, the acrylic polymer manufacturing method of the present invention was confirmed that the acrylic polymer can be produced in a high yield in a significantly shorter time compared to the comparative example using two reactors while using one polymerization reactor. .

(Preparation of acrylic polymer-containing photosensitive composition)

5 parts by weight of a photosensitive agent and 25 parts by weight of benzyl alcohol were added to 100 parts by weight of the acrylic polymer obtained in Examples and Comparative Example 1, and a solution containing completely dissolved the photosensitive agent was mixed to prepare an acryl-containing photosensitive composition.

Examples 1-7 and Comparative Example 1 obtained acryl-containing photosensitive composition was applied on an organic substrate at 150 rpm and precured at 100 ° C. for 1 minute to remove the solvent to form a 3.0 um thick film. .

The physical properties of the photosensitive resin composition prepared above were evaluated by the following method, and the results are shown in Table 2 below.

Outgassing: Evaluation of the gas ejection was carried out with a knife to peel off each final membrane obtained above to obtain a sample of 30 mg. The resulting sample was measured for weight loss using an isothermal condition at 220 ° C. for 60 minutes using a thermogravimetric analyzer (TGA). The case where the weight loss generated at this time is less than 0.5% by weight, and the case where 0.5 to 1.5% by weight is represented by Δ and the case where the weight loss is greater than 1.5% by weight.

-Heat resistance: In the heat resistance evaluation, each film obtained above was irradiated with ultraviolet rays having an intensity of 15 mW / cm 2 at 365 nm for 15 to 25 seconds using a predetermined pattern mask. Then, after developing at 25 ° C. for 2 minutes in an aqueous solution of 0.4% by weight of tetramethyl ammonium hydroxide, the pattern film obtained by washing with ultrapure water for 1 minute was measured to measure the widths of the upper, lower, left and right sides of the pattern. (Circle) and the case where 20-40% of cases where the change rate of each angle were 0-20% on the basis of a midbaking were shown by x.

Transparency: The evaluation of transparency measured the transmittance of 400 nm of the pattern film using a spectrophotometer.

Storage stability: The obtained acryl-containing photosensitive composition was stored under conditions of 23 ° C. and a relative humidity of 50%, and when the development was carried out as in the heat resistance evaluation, the time period until the residue was evaluated was evaluated.

TABLE 2

division Gas blowing Heat resistance transparency Storage stability (days) Example 1 ○ ○ 90 ↑ 30 Example 2 ○ ○ 90 ↑ 30 Example 3 ○ △ 90 ↑ 30 Example 4 ○ △ 90 ↑ 30 Example 5 ○ ○ 90 ↑ 25 Example 6 △ ○ 90 ↑ 30 Example 7 △ ○ 90 ↑ 25 Comparative Example 1 △ ○ 90 ↑ 25

As shown in Table 2, the photosensitive resin including the acrylic polymer of the present invention is at least equivalent in terms of gas ejection, heat resistance, transparency and storage stability compared to the photosensitive resin including the acrylic polymer of Comparative Example 1 prepared by a conventional method. Or excellent.

Claims (14)

In the method for producing an acrylic polymer, a) polymerizing the polymer by adding a monomer, a polymerization solvent and a polymerization initiator to a polymerization reactor equipped with cooling means; b) stopping the polymerization; c) cooling the polymerization reactor after the polymerization is stopped to precipitate a polymer; And d) fractionating the precipitated polymer Method for producing an acrylic polymer comprising a. The method of claim 1, Method for producing an acrylic polymer, characterized in that further comprising the step of dissolving the fractionated polymer in a solvent. The method of claim 1, The monomer in step a) is Iii) 5-40% by weight of unsaturated carboxylic acid, unsaturated carboxylic anhydride, or mixtures thereof; Ii) 10 to 70% by weight of an epoxy group-containing unsaturated compound; And V) 10 to 70% by weight of olefinically unsaturated compound Method for producing an acrylic polymer comprising a. The method of claim 1, The amount of the polymerization solvent in the step a) is a method for producing an acrylic polymer, characterized in that the total amount of the monomer is used to 5 to 50% by weight. The method of claim 1, In the step a), the polymerization temperature is a method of producing an acrylic polymer, characterized in that at a temperature higher than the temperature of 10 hours half-life of the polymerization initiator to 80 ℃ or less. The method of claim 1, Method of producing an acrylic polymer, characterized in that the stirring at 100 to 800 rpm the inside of the reactor during the polymerization in step a). The method of claim 1, Cooling and precipitation in step c) is a method of producing an acrylic polymer, characterized in that at a temperature of -30 to 40 ℃. The method of claim 1, Cooling and precipitation in the step c) is a method for producing an acrylic polymer, characterized in that at a temperature of -20 to 30 ℃. The method of claim 2, The solvent is a method for producing an acrylic polymer, characterized in that the content of the solid content is used to 10 to 50% by weight. The method of claim 1, The weight average molecular weight of the acrylic polymer is a method for producing an acrylic polymer, characterized in that 3000 to 30000. An acrylic polymer prepared by any one of claims 1 to 10. The photosensitive resin composition containing the acrylic polymer of Claim 11. The method of claim 12, The said photosensitive resin composition is for the insulating films of a display apparatus, The photosensitive resin composition characterized by the above-mentioned. The method of claim 12, The transmittance | permeability at the time of hardening at 400 nm of the said photosensitive resin composition is the photosensitive resin composition characterized by the above-mentioned.