CN114105896A - Pigment synergist and preparation method thereof, photoresist composition and optical filter - Google Patents

Pigment synergist and preparation method thereof, photoresist composition and optical filter Download PDF

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Publication number
CN114105896A
CN114105896A CN202111365856.5A CN202111365856A CN114105896A CN 114105896 A CN114105896 A CN 114105896A CN 202111365856 A CN202111365856 A CN 202111365856A CN 114105896 A CN114105896 A CN 114105896A
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pigment
reaction
heating
chloride
pigment synergist
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Inventor
豆帆
高政纲
盛振宏
李喆雨
颜俊雄
朱洪维
洪海哲
刘海燕
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Shandong Kairuier Photoelectric Technology Co ltd
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Shandong Kairuier Photoelectric Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40Nitrogen atoms
    • C07D251/54Three nitrogen atoms
    • C07D251/70Other substituted melamines
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • G02B5/223Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509Filters, e.g. light shielding masks
    • G02F1/133514Colour filters
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials

Abstract

The invention discloses a pigment synergist, which comprises at least one compound shown in a chemical formula I; the invention also provides a preparation method of the pigment synergist, which comprises the following steps: (1) cyanuric chloride is reacted with p-phenylenediamine under the heating condition; (2) adding organic chloride into the product obtained in the step (1), and heating for reaction; (3) adding sulfanilic acid and 3-diethylaminopropylamine into the product obtained in the step (2), and heating for reaction; (4) and (4) washing and drying the product obtained in the step (3) to obtain the pigment synergist. The invention also provides a photoresist composition and an optical filter.The pigment synergist is added into the photoresist composition, so that the dispersion stability of the pigment is improved, and the brightness and the contrast of the optical filter are greatly improved.

Description

Pigment synergist and preparation method thereof, photoresist composition and optical filter
Technical Field
The invention relates to the LCD liquid crystal industry, in particular to a pigment synergist and a preparation method thereof, a photoresist composition and an optical filter.
Background
In the field of flat panel displays, TFT-LCD (thin film transistor liquid crystal display) is the mainstream of the market, and Color Filter (CF) is one of the most important main materials of LCD and OLED, so that the liquid crystal display realizes colorization, which directly determines the quality of Color images of the display. The color photoresist and the black photoresist are core materials for preparing the color filter, account for about 27% of the cost of the color filter, and the color paste is an important material for preparing the photoresist.
The color layer of the color filter mainly comprises red, green and blue, the red, green and blue pixels are manufactured by using color photoresist, the preparation of the color photoresist comprises two parts, firstly, color paste is prepared by using pigment, and then, the color paste is used for preparing the photoresist, and the color paste mainly comprises pigment, auxiliary agent, solvent and the like; the photoresist comprises color paste, light-cured resin, photoinitiator and the like. The quality of the color filter mainly depends on the performance of the pigment photoresistor and the coating process thereof, wherein the photoresistor pigment is one of the main influencing factors as a coloring agent, and in order to give full play to the coloring power and the vividness and obtain good spectral characteristics, pigment particles are required to be dispersed in the pigment photoresistor in a fine, uniform and stable state as far as possible, and the pigment dispersion-color paste with fine and stable particle size is mainly obtained by selecting high-grade organic pigment varieties and adopting an efficient dispersion treatment process.
In order to improve color reproducibility and brightness, it is generally desirable that a colored layer formed of colored patterns of three primary colors of red, green, and blue in a color filter have high density and good light transmittance. However, a coloring composition containing an organic pigment at a high concentration must be used for a colored layer at a high concentration, and when the content of the organic pigment is increased, the content of other components of the coloring composition needs to be relatively reduced, which leads to problems that the dispersion stability of the organic pigment is not good and the coloring composition cannot be stably stored, and on the contrary, the light transmittance of the colored layer is decreased. Therefore, the dispersion stability of organic pigments is the first improvement to increase the light transmittance.
The color paste for the color photoresist is a core material in the liquid crystal display industry, the requirement cannot be met only by a single pigment in order to improve the color vividness and the brightness, although the brightness can be improved by the light quantity of a backlight source, the electricity consumption is high, the temperature rise of a panel brings many adverse effects, and meanwhile, the problem of the contrast ratio cannot be well solved. The known pigments, dispersants and resins can not meet the needs of people, so that the synthesis of a pigment synergist is needed to improve the contrast and brightness of the pigment so as to achieve the needed goal.
Disclosure of Invention
The invention aims to solve the technical problems of low contrast and brightness, poor dispersibility and poor stability of organic pigments in the prior art. The invention provides a pigment synergist and a preparation method thereof, a photoresist composition and an optical filter.
To solve the above technical problems, embodiments of the present invention disclose a pigment synergist comprising at least one compound represented by formula I:
Figure RE-GDA0003489971570000021
wherein R represents
Figure RE-GDA0003489971570000031
The embodiment of the invention also discloses a preparation method of the pigment synergist, which comprises the following steps:
(1) cyanuric chloride is reacted with p-phenylenediamine under the heating condition;
(2) adding organic chloride into the product obtained in the step (1), and heating for reaction;
(3) adding sulfanilic acid and 3-diethylaminopropylamine into the product obtained in the step (2), and heating for reaction;
(4) and (4) washing and drying the product obtained in the step (3) to obtain the pigment synergist.
According to another embodiment of the present invention, the embodiment of the present invention discloses a preparation method of the pigment synergist, wherein in the step (2), the organic chloride is one or more of anthraquinone-2-formyl chloride, N-phthaloyl glycinyl chloride, phenylacetyl chloride and phthaloyl chloride.
According to another embodiment of the present invention, the embodiment of the present invention discloses a preparation method of a pigment synergist, wherein in the step (1), the heating temperature of the heating condition is 10-70 ℃, and the reaction time is 0.5-4 hours;
in the step (2), the heating temperature of the heating reaction is 60-180 ℃, and the heating reaction time is 1-5 hours;
in the step (3), the heating temperature of the heating reaction is 60-180 ℃, and the heating reaction time is 2-10 hours;
according to another embodiment of the invention, the embodiment of the invention discloses a preparation method of the pigment synergist, and in the step (4), the washing method is one or more of acid washing, water washing and acetone washing.
According to another embodiment of the present invention, the embodiment of the present invention discloses a preparation method of a pigment synergist, which specifically comprises the following steps:
adding 5mmol of cyanuric chloride and 5.05mmol of p-phenylenediamine into a reaction vessel for reaction at the temperature of 10-45 ℃ for 0.5-2 h; then continuously adding 5.05mmol of N-phthaloyl glycinyl chloride or anthraquinone-2-formyl chloride for reaction at the temperature of 60-150 ℃ for 1-3 h; then adding 2.5mmol of sulfanilic acid and 2.5mmol of 3-diethylaminopropylamine for reaction at the temperature of 60-150 ℃ for 2-5 h; and cooling, washing with water, washing with acetone, filtering, and drying in an oven to obtain the pigment synergist.
The embodiment of the invention also discloses a photoresist composition which comprises a green pigment, the pigment synergist, resin, a dispersant and a solvent.
According to another specific embodiment of the invention, the embodiment of the invention discloses a photoresist composition, which comprises, by mass, 10-15 parts of a green pigment, 0.3-0.8 part of a pigment synergist, 5-10 parts of a resin, 5-15 parts of a dispersant and 60-80 parts of a solvent.
According to another specific embodiment of the invention, the embodiment of the invention discloses a photoresist composition, which comprises, by mass, 11-12 parts of a green pigment, 0.3-0.4 part of a pigment synergist, 5-6 parts of a resin, 5-6 parts of a dispersant and 77-78 parts of a solvent.
The embodiment of the invention also discloses an optical filter, which comprises a substrate and the photoresist composition.
Compared with the prior art, the invention has the following technical effects:
the pigment synergist with a special structure is designed, and the pigment synergist with the special structure is added into the photoresist composition, so that the photoresist composition has good dispersion performance and stability, the contrast and brightness of the optical filter are improved, and the requirements of subsequent application are met.
Detailed Description
The following description of the embodiments of the present invention is provided for illustrative purposes, and other advantages and effects of the present invention will become apparent to those skilled in the art from the present disclosure. While the invention will be described in conjunction with the preferred embodiments, it is not intended that features of the invention be limited to these embodiments. On the contrary, the invention is described in connection with the embodiments for the purpose of covering alternatives or modifications that may be extended based on the claims of the present invention. In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention. The invention may be practiced without these particulars. Moreover, some of the specific details have been left out of the description in order to avoid obscuring or obscuring the focus of the present invention. It should be noted that the embodiments and features of the embodiments may be combined with each other without conflict.
This section generally describes the materials used in the testing of the present invention, as well as the testing methods. Although many materials and methods of operation are known in the art for the purpose of carrying out the invention, the invention is nevertheless described herein in as detail as possible. It will be apparent to those skilled in the art that the materials and methods of operation used in the present invention are well within the skill of the art, provided that they are not specifically illustrated.
The reagents and instrumentation used in the following examples are as follows:
reagent:
pigment green 58 (japan DIC), cyanuric chloride (hui-bai reagent), p-phenylenediamine (sigma aldrich trade, ltd.), N-phthaloyl glycinyl chloride (sigma aldrich trade, ltd.), anthraquinone-2-carbonyl chloride (alatin), sulfanilic acid (sigma aldrich trade, ltd.), 3-diethylaminopropylamine (sigma aldrich trade, ltd.), propylene glycol methyl ether acetate (south kyo chemicals), zirconium spheres (gold kun zirconium industry);
BYK-21116 from Pico.
The instrument comprises the following steps:
shaker, available from Lau, germany, model DAS 200;
a spin coater, available from Beijing, Tongde Chuangye science and technology Limited, model KW-4B;
a baking machine, available from Beijing Fine measurement electronics technologies, Inc., model number LH3-HP 6;
a drying oven, available from Shanghai North Engineers, model 101-1 SB;
a spectrocolorimeter, purchased from a remote photoelectric, model HACA-3650;
contrast instrument, available from Japanese Kebang Motor, model CT1STB 1.
First, Synthesis example of pigment synergist
Example 1
A synthetic process method of a pigment synergist comprising a compound represented by chemical formula 1-1:
adding 5mmol of cyanuric chloride and 5.05mmol of p-phenylenediamine into a reaction vessel for reaction at the temperature of 20 ℃ for 1 h; then continuously adding 5.05mmol of N-phthaloyl glycinyl chloride for reaction at the reaction temperature of 80 ℃ for 3 h; then adding 2.5mmol of sulfanilic acid and 2.5mmol of 3-diethylaminopropylamine for reaction at the temperature of 120 ℃ for 5 hours; cooling, washing with water, washing with acetone, filtering, and drying in an oven at 120 deg.C to obtain the final product, green pigment synergist, with a reaction yield of 70%.
Figure RE-GDA0003489971570000061
Example 2
A synthesis process method of a pigment synergist containing a compound shown in a chemical formula 1-2 comprises the following steps:
adding 5mmol of cyanuric chloride and 5.05mmol of p-phenylenediamine into a reaction vessel for reaction at the temperature of 20 ℃ for 1 h; then continuously adding 5.05mmol of anthraquinone-2-formyl chloride for reaction at the reaction temperature of 80 ℃ for 3 h; then adding 2.5mmol of sulfanilic acid and 2.5mmol of 3-diethylaminopropylamine for reaction at the temperature of 120 ℃ for 5 hours; cooling, washing with water, washing with acetone, filtering, and drying in an oven at 120 deg.C to obtain the final product, green pigment synergist, with a reaction yield of 82%.
Figure RE-GDA0003489971570000071
Second, application example of Photoresist composition
Application example 1
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.3g of the pigment synergist obtained in example 1, 5g of BYK-LPN-21116 dispersant, 5g of resin, 12g of pigment green 58a110 and 77.7g of propylene glycol methyl ether acetate were put into a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Application example 2
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.6g of the pigment synergist obtained in example 1, 5g of BYK-LPN-21116 dispersant, 5g of resin, 12g of pigment green 58a110 and 77.4g of propylene glycol methyl ether acetate were put into a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Application example 3
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.3g of the synergist obtained in the above example 2, 5g of BYK-LPN-21116 dispersant, 5g of resin, 12g of pigment green 58a110 and 77.7g of propylene glycol methyl ether acetate were added into a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Application example 4
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.6g of the synergist obtained in the above example 2, 5g of BYK-LPN-21116 dispersant, 5g of resin, 12g of pigment green 58a110 and 77.4g of propylene glycol methyl ether acetate were added to a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Application example 5
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.15g each of the pigment synergist obtained in the above examples 1 and 2, 5g BYK-LPN-21116 dispersant, 5g resin, 12g pigment green 58a110, 77.7g propylene glycol methyl ether acetate were put into a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Application example 6
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 0.3g each of the pigment synergist obtained in the above examples 1 and 2, 5g BYK-LPN-21116 dispersant, 5g resin, 12g pigment green 58a110, and 77.4g propylene glycol methyl ether acetate were added to a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
Comparative example 1
(1) Preparation of resin (molar ratio benzyl methacrylate: methacrylic acid 70:30, molecular weight 12000, solids content 28%, acid number 115): weighing 3.5g of benzyl methacrylate, pouring into a beaker, stirring, slowly adding 1.5g of methacrylic acid while stirring, and stirring and mixing for 30 minutes for later use;
(2) 5g of BYK product BYK-LPN-21116 dispersant, 5g of resin, 12g of pigment green 58A110 and 78.0g of propylene glycol methyl ether acetate are added into a stainless steel container; and adding 120g of 0.3mm zirconium balls, and placing the mixture into a shaking machine to disperse for 6 hours to obtain the photoresist composition of the application example. The resist composition for evaluation was selected to be 1ml, spin-coated on a glass substrate at a speed of 800rpm/min on a spin coater, and dried at 120 ℃ for 1 minute. The glass substrate was then heated at a temperature of 230 ℃ for 30 hours, and the chroma and lightness (Y) were measured, and the contrast was measured in a contrast meter.
The test data of application examples 1 to 6 and comparative example 1 are shown in table 1.
TABLE 1 application examples and comparative examples test results
Figure RE-GDA0003489971570000101
As can be seen from Table 1, the contrast resin of the glass substrate coated by the photoresist composition with the pigment synergist prepared in the present application is between 13000-14000, and the contrast detection without the synergist is only 9000-10000.
While the invention has been described with reference to certain preferred embodiments thereof, it will be understood by those skilled in the art that the foregoing is a more particular description of the invention than is possible with reference to the specific embodiments, which are not to be construed as limiting the invention. Various changes in form and detail, including simple deductions or substitutions, may be made by those skilled in the art without departing from the spirit and scope of the invention.

Claims (10)

1. A pigment synergist comprising at least one compound of formula I:
Figure FDA0003359712910000011
wherein R represents
Figure FDA0003359712910000012
2. A method of preparing the pigment synergist of claim 1, comprising the steps of:
(1) cyanuric chloride is reacted with p-phenylenediamine under the heating condition;
(2) adding organic chloride into the product obtained in the step (1), and heating for reaction;
(3) adding sulfanilic acid and 3-diethylaminopropylamine into the product obtained in the step (2), and heating for reaction;
(4) and (4) washing and drying the product obtained in the step (3) to obtain the pigment synergist.
3. The method for preparing a pigment synergist according to claim 2, wherein in step (2), the organic chloride is one or more of anthraquinone-2-carbonyl chloride, N-phthaloyl glycinyl chloride, phenylacetyl chloride and phthaloyl chloride.
4. The method for preparing a pigment synergist according to claim 2, wherein in the step (1), the heating temperature under the heating condition is 10 to 70 ℃, and the reaction time is 0.5 to 4 hours;
in the step (2), the heating temperature of the heating reaction is 60-180 ℃, and the heating reaction time is 1-5 hours;
in the step (3), the heating temperature of the heating reaction is 60-180 ℃, and the heating reaction time is 2-10 hours.
5. The method for preparing a pigment synergist according to claim 2, wherein in step (4), the washing method is one or more of acid washing, water washing, and acetone washing.
6. The method for preparing a pigment synergist according to claim 2, comprising the steps of:
adding 5mmol of cyanuric chloride and 5.05mmol of p-phenylenediamine into a reaction vessel for reaction at the temperature of 10-45 ℃ for 0.5-2 h; then continuously adding 5.05mmol of N-phthaloyl glycinyl chloride or anthraquinone-2-formyl chloride for reaction at the temperature of 60-150 ℃ for 1-3 h; then adding 2.5mmol of sulfanilic acid and 2.5mmol of 3-diethylaminopropylamine for reaction at the temperature of 60-150 ℃ for 2-5 h; and cooling, washing with water, washing with acetone, filtering, and drying in an oven to obtain the pigment synergist.
7. A photoresist composition, comprising:
a green pigment;
a pigment synergist according to claim 1 or obtainable by a process for the preparation of a pigment synergist according to any one of claims 2-6;
a resin;
a dispersant; and
a solvent.
8. The photoresist composition as claimed in claim 7, wherein the ratio of the raw materials is 10-15 parts by weight of green pigment, 0.3-0.8 part by weight of pigment synergist, 5-10 parts by weight of resin, 5-15 parts by weight of dispersant and 60-80 parts by weight of solvent.
9. The photoresist composition as claimed in claim 8, wherein the ratio of the raw materials is 11-12 parts by weight of green pigment, 0.3-0.4 part by weight of pigment synergist, 5-6 parts by weight of resin, 5-6 parts by weight of dispersant and 77-78 parts by weight of solvent.
10. An optical filter, comprising
A substrate; and
the photoresist composition of any one of claims 7 to 9.
CN202111365856.5A 2021-11-17 2021-11-17 Pigment synergist and preparation method thereof, photoresist composition and optical filter Pending CN114105896A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115124889A (en) * 2022-08-31 2022-09-30 山东凯瑞尔光电科技有限公司 Red color paste for color photoresist and preparation method thereof

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