CN113817339B - Yellow pigment for color photoresist, modification method of yellow pigment, yellow color paste containing yellow pigment, color photoresist and optical filter - Google Patents

Abstract

The application provides a yellow pigment for color photoresist, which comprises a dispersing agent, isododecane and a chelating agent. The application also provides a method for modifying the yellow pigment, which comprises the following steps: weighing the components according to the weight portion ratio, and then kneading, grinding, cleaning and drying the components to obtain the yellow pigment. The application also provides a yellow paste for the color photoresist, which comprises the yellow pigment, a dispersing agent, resin and a solvent. The application also provides a color photoresist and an optical filter. The application can obtain pigment particles with small particle size and uniform dispersion, and the color paste has high contrast ratio.

Description

Yellow pigment for color photoresist, modification method of yellow pigment, yellow color paste containing yellow pigment, color photoresist and optical filter

Technical Field

The application relates to the field of liquid crystal display materials, in particular to a yellow pigment for color photoresist, a modification method thereof, yellow color paste containing the yellow pigment, the color photoresist and an optical filter.

Background

Color filters are key devices for realizing color display of liquid crystal displays, and directly determine the quality of color images of the display. The preparation technology of the photoresist is the core technology for preparing the color filter. The filter consists of transparent base plate such as glass, black matrix, color photoresist layer, external coating and ITO conductive film, the color photoresist layer consists of three color photoresist of red, green and blue (RGB three primary colors), each color photoresist is a sub-pixel, and the pixels are arranged in four different types such as strip shape. The photoresist layer is required to have high temperature resistance, good chemical resistance, good color saturation and high transmittance. In the coloring of the filter, a pigment dispersion method is most commonly used. The preparation technology of color photoresist (photoresist) is a core technology for preparing color filters. The preparation of the color photoresist is divided into two parts, namely, pigment is used for preparing color paste, and then the color paste is used for preparing the color photoresist. Wherein, the color paste mainly comprises pigment, auxiliary agent, solvent and the like; the color photoresist comprises color paste, photo-curing resin, photoinitiator and the like. The quality of the color filter mainly depends on the performance of the pigment photoresistance and the coating process thereof, wherein the photoresistance pigment is one of main influencing factors as a colorant, and in order to fully exert the tinting strength and vividness of the photoresistance pigment and obtain good spectral characteristics, pigment particles must be dispersed in the pigment photoresistance in a fine, uniform and stable state as far as possible, and in the prior art, high-grade organic pigment varieties are mainly selected, and the pigment dispersion-color paste with fine and stable particle size is obtained through a high-efficiency dispersion treatment process. The dispersion state of the pigment and the particle size determine whether the final coating has high transmittance and high contrast.

The pigments should be selected based on obtaining a high definition spectrum, eliminating unnecessary wavelength spectra, and retaining only the necessary color light. The color filter can also be improved in color purity and transmittance by selecting organic pigment varieties meeting the requirements. The basic colors are three colors of red, green and blue, and it is difficult to obtain a desired spectrum of light by using red or green pigment alone, and in order to adjust the spectral characteristics of the color filter, such as hue, coloring intensity and contrast, yellow is mixed with red and green pigments to adjust the spectrum of light, such as c.i. pigment yellow 138, c.i. pigment yellow 139 and c.i. pigment yellow 150. For the preparation of yellow color paste, the contrast of the yellow color paste prepared by only using common yellow pigment or yellow pigment obtained by common kneading treatment (only adding salt and solvent) and grinding and dispersing is difficult to meet the requirement, and the contrast requirement of the yellow color paste for the color filter photoresist is more than 10000, so that the yellow pigment must be kneaded and modified, otherwise the requirements of liquid crystal display on the color paste and the color photoresist cannot be met.

Disclosure of Invention

The application aims to solve the technical problems that pigment particles have large particle size, uniform and stable dispersion cannot be realized, and an optical filter has low transmittance and low contrast.

To solve the above technical problems, an embodiment of the present application discloses a yellow pigment for a color photoresist, which includes a first dispersant, an isomeric dodecane and a chelating agent.

According to another specific embodiment of the application, the embodiment of the application discloses a yellow pigment for color photoresist, which comprises the following raw materials in parts by weight:

according to another embodiment of the application, the yellow pigment for the color photoresist is disclosed, the first dispersing agent is BYK-220S, and the chelating agent is EDTA.

According to another embodiment of the present application, a yellow pigment for a color photoresist is disclosed, and BYK-220S has a solid content of 52%.

The embodiment of the application also discloses a modification method of the yellow pigment for the color photoresist, which comprises the following steps: weighing the components according to the weight portion ratio, and then kneading, grinding, cleaning and drying the components to obtain the yellow pigment.

According to another embodiment of the present application, an embodiment of the present application discloses a method for modifying a yellow pigment for a color photoresist, wherein in the kneading step, the rotation speed is 35r/min, and the temperature is 45 ℃.

The embodiment of the application also discloses a yellow paste for the color photoresist, which comprises the yellow pigment for the color photoresist and comprises a second dispersant, resin and a solvent.

According to another specific embodiment of the application, the embodiment of the application discloses yellow color paste for color photoresist, which comprises the following raw materials in parts by weight:

the embodiment of the application also discloses a color photoresist, which comprises the yellow color paste for the color photoresist.

The embodiment of the application also discloses an optical filter, which comprises the color photoresist.

Compared with the prior art, the application has the following technical effects:

(1) The isomerised dodecane is a highly branched synthetic hydrocarbon product, is a colorless odorless transparent liquid, has excellent performance and very economical efficiency, has excellent physicochemical and toxicological safety, almost does not contain aromatic hydrocarbon and sulfur, has no irritation and sensitization to eyes and skin; the oil-soluble emulsion has good solubility and compatibility to various raw material active substances and oil esters, excellent powder dispersing capability, low surface tension, and easy spreading and emulsification, and can be used as an oil-soluble carrier of functional substances; the dispersant BYK-220S is low molecular weight unsaturated acid polycarboxylic acid polyester, acid polar groups are grafted to the surface of the pigment, the polar groups prevent pigment particles from being recombined, but the dispersant BYK-220S does not work independently, and the dispersant BYK-220S and the isododecane and EDTA cooperate to prevent pigment from being recombined; at the same time, isododecane is nonpolar, it can readily wet the pigment surface, which more facilitates the adhesion of BYK-220S to the pigment surface;

(2) According to the application, the dispersant BYK-220S, the isododecane and the EDTA are added in the kneading, so that the kneaded yellow pigment has small particle size, is not easy to agglomerate and has uniform particle size distribution;

(3) The application obtains the yellow pigment which is easy to grind and disperse, further ensures that the prepared color paste has smaller granularity and is beneficial to obtaining high contrast;

(4) In the prior art, only pigment, naCl, DEG or EG is added in the kneading treatment, and the three materials are further added for compounding only in the original kneading process, so that the contrast of the final product can be greatly improved, and the raw materials are low in cost, easy to obtain, low in cost and good in repeatability.

Drawings

FIG. 1 shows the particle size distribution curve of yellow paste Y-Ed-1-m in example 1 of the present application;

FIG. 2 shows the particle size distribution curve of yellow paste Y-Ed-2-m in example 2 of the present application;

FIG. 3 shows the particle size distribution curve of yellow paste Y-Ed-3-m in example 3 of the present application;

FIG. 4 shows the particle size distribution curve of yellow paste Y-138-m in comparative example 1 of the present application;

FIG. 5 shows the particle size distribution curve of yellow paste Y-138N-m in comparative example 2 of the present application.

Detailed Description

Further advantages and effects of the present application will become apparent to those skilled in the art from the disclosure of the present specification, by describing the embodiments of the present application with specific examples. While the description of the application will be described in connection with the preferred embodiments, it is not intended to limit the inventive features to the implementation. Rather, the purpose of the application described in connection with the embodiments is to cover other alternatives or modifications, which may be extended by the claims based on the application. The following description contains many specific details for the purpose of providing a thorough understanding of the present application. The application may be practiced without these specific details. Furthermore, some specific details are omitted from the description in order to avoid obscuring the application. It should be noted that, without conflict, the embodiments of the present application and features of the embodiments may be combined with each other.

The raw materials and the types required by the application are as follows:

EG: ethylene glycol, CAS number 107-21-1;

solvent PMA: propylene glycol methyl ether acetate;

yellow 138: c.i. pigment yellow 138;

BYK-220S: the solid content is 52 percent, which is the dispersing agent of Pick chemical company;

isomerism dodecane: CAS number 93685-81-5, molecular formula C ₁₂ H ₂₆ Molecular weight is 170.33, solid content is 100%;

EDTA: chelating agents of iron, magnesium, calcium;

acrylic resin: the solid content NV% is 40%;

BYK-167 dispersant: the solids content NV% was 52%.

Instrument for testing data:

a spectrocolorimeter, commercially available from KONICA, model CM-5;

contrast instrument, motor of Kataku, model CT1STB1;

particle sizer, bruckhei model 90Plus Pals.

Unless otherwise specified, the parts by weight in the application refer to the parts by weight of the active ingredients, namely the parts by weight of the nonvolatile matters.

Example 1

The yellow pigment of this example is prepared from the following raw materials by weight:

the components are prepared according to the following process steps:

(1) 400g of yellow pigment Y-138, 800gEG, 2000g of NaCl, 23g of dispersant BYK-220s, 2g of isododecane and 12g of EDTA are weighed, added into a 15 liter kneader, cooling water is introduced, the temperature is controlled to be 45 ℃, the rotating speed is 35r/min, and the kneading time is 20h;

(2) Carrying out plate-frame filtration and water washing on the kneaded material until the conductivity is below the conductivity of the pure water (the conductivity of the pure water is controlled below 50 us/cm) to obtain a wet pigment filter cake;

(3) Drying the wet pigment filter cake at 60 ℃ in vacuum, and crushing to obtain a modified yellow pigment Y-Ed-1;

(4) Adding 90g of dispersant BYK-167 (solid content 52%), 90g of acrylic resin (solid content 40%), 100g of yellow pigment Y-Ed-1 obtained by kneading and 720g of solvent PMA into a dispersing machine for pre-dispersing, adding 0.3mm zirconium balls into a sand mill, and grinding for 1h to obtain yellow color paste Y-Ed-1-m;

(5) 1ml of yellow paste Y-Ed-1-m was spin-coated on a glass sheet at 500rpm, 1500rpm, 2000rpm, respectively, the coated glass sheet was heated on a 120℃heating plate for 90s, and then heated for 30min at 230℃in an oven to measure chromaticity (x, Y) and luminance (Y), and the contrast was measured with a contrast meter.

Example 2

The yellow pigment of this example is prepared from the following raw materials by weight:

the components are prepared according to the following process steps:

(1) 400g of yellow pigment Y-138, 1000g of EG, 3000g of NaCl, 50g of dispersant BYK-220s, 20g of isododecane and 16g of EDTA are weighed, added into a 15 liter kneader, cooling water is introduced, the temperature is controlled to be 45 ℃, the rotating speed is 35r/min, and the kneading time is 20h;

(2) Carrying out plate-frame filtration and water washing on the kneaded material until the conductivity is below the conductivity of the pure water (the conductivity of the pure water is controlled below 50 us/cm) to obtain a wet pigment filter cake;

(3) Drying the wet pigment filter cake at 60 ℃ in vacuum, and crushing to obtain a modified yellow pigment Y-Ed-2;

(4) Adding 90g of dispersant BYK-167 (solid content 52%), 90g of acrylic resin (solid content 40%), 100g of yellow pigment Y-Ed-2 obtained by kneading and 720g of solvent PMA into a dispersing machine for pre-dispersing, adding 0.3mm zirconium balls into a sand mill, and grinding for 1h to obtain yellow color paste Y-Ed-2-m;

(5) 1ml of yellow paste Y-Ed-2-m was spin-coated on a glass sheet at 500rpm, 1500rpm, 2000rpm, respectively, the coated glass sheet was heated on a 120℃heating plate for 90s, and then heated for 30min at 230℃in an oven to measure chromaticity (x, Y) and luminance (Y), and the contrast was measured with a contrast meter.

Example 3

The yellow pigment of this example is prepared from the following raw materials by weight:

the components are prepared according to the following process steps:

(1) 400g of yellow pigment Y-138, 900g of EG, 4000g of NaCl, 76.9g of dispersant BYK-220s, 16g of isododecane and 20g of EDTA are weighed, added into a 15 liter kneader, cooling water is introduced, the temperature is controlled to be 45 ℃, the rotating speed is 35r/min, and the kneading time is 20 hours;

(2) Carrying out plate-frame filtration and water washing on the kneaded material until the conductivity is below the conductivity of the pure water (the conductivity of the pure water is controlled below 50 us/cm) to obtain a wet pigment filter cake;

(3) Drying the wet pigment filter cake at 60 ℃ in vacuum, and crushing to obtain a modified yellow pigment Y-Ed-3;

(4) Adding 90g of dispersant BYK-167 (solid content 52%), 90g of acrylic resin (solid content 40%), 100g of yellow pigment Y-Ed-3 obtained by kneading and 720g of solvent PMA into a dispersing machine for pre-dispersing, adding 0.3mm zirconium balls into a sand mill, and grinding for 1h to obtain yellow color paste Y-Ed-3-m;

(5) 1ml of yellow paste Y-Ed-3-m was spin-coated on a glass sheet at 500rpm, 1500rpm, 2000rpm, respectively, the coated glass sheet was heated on a 120℃heating plate for 90s, and then heated for 30min at 230℃in an oven to measure chromaticity (x, Y) and luminance (Y), and the contrast was measured with a contrast meter.

Comparative example 1

The yellow pigment Y-138 which was not kneaded was selected in this example and prepared according to the following process steps:

(1) Adding 90g of dispersant BYK-167 (solid content 52%), 90g of acrylic resin (solid content 40%), 100g of non-kneaded yellow pigment Y-138 and 720g of solvent PMA into a dispersing machine for pre-dispersing, adding 0.3mm zirconium balls into a sand mill, and grinding for 1h to obtain yellow color paste Y-138-m;

(2) 1ml of yellow paste Y-138-m was spin-coated on a glass sheet at 500rpm, 1500rpm, 2000rpm, respectively, the coated glass sheet was placed on a heating plate at 120℃for heating for 90s, and then heated for 30min at 230℃in an oven to measure chromaticity (x, Y) and luminance (Y), and the contrast was measured with a contrast meter.

Comparative example 2

The yellow pigment Y-138N which is kneaded regularly is selected in the embodiment, and the preparation is carried out according to the following process steps:

(1) Weighing yellow pigment Y-138, EG and NaCl, adding into a 15 liter kneader, introducing cooling water, controlling the temperature to be 45 ℃, controlling the rotating speed to be 35r/min, and kneading for 20 hours;

(2) Carrying out plate-frame filtration and water washing on the kneaded material until the conductivity is below the conductivity of the pure water (the conductivity of the pure water is controlled below 50 us/cm) to obtain a wet pigment filter cake;

(3) Drying the wet pigment filter cake at 60 ℃ under vacuum, and crushing to obtain a yellow pigment Y-138N which is kneaded regularly;

(4) Adding 90g of dispersant BYK-167 (solid content 52%), 90g of acrylic resin (solid content 40%), 100g of conventionally kneaded yellow pigment Y-138N and 720g of solvent PMA into a dispersing machine for pre-dispersing, adding 0.3mm zirconium balls into a sand mill, and grinding for 1h to obtain yellow color paste Y-138N-m;

(5) 1ml of yellow paste Y-138N-m was spin-coated on a glass sheet at 500rpm, 1500rpm, 2000rpm, respectively, the coated glass sheet was heated on a 120℃heating plate for 90s, and then heated in an oven at 230℃for 30min, and then chromaticity (x, Y) and luminance (Y) were measured, and the contrast was measured with a contrast meter.

CIE coordinates and contrast test data for examples 1-3 and comparative examples 1-2 are shown in Table 1.

TABLE 1 CIE and contrast data for examples 1-3 and comparative examples 1-2

Table 2 shows a data comparison of brightness Y and contrast at a fixed Y value for examples 1-3 and comparative examples 1-2.

TABLE 2 contrast ratio of brightness Y and contrast at fixed Y-values

	Comparative example 1	Comparative example 2	Example 1	Example 2	Example 3
						CIEx	0.4075	0.4065	0.4070	0.4078	0.4070
CIEy	0.488	0.488	0.488	0.488	0.488
						Brightness Y	91.8	93.1	94.2	94.3	94.2
Contrast ratio	2200	5300	10450	10700	10500

According to the application, yellow color paste coatings with different film thicknesses are prepared at different rotating speeds in each embodiment and comparative example, so that data with different CIEx, CIEy and contrast are obtained, CIEy is taken as an abscissa, graphs of CIEy-x and CIEy-Y, CIEy-contrast are respectively made, and data of each embodiment and comparative example CIEx, Y and contrast under CIEy=0.488 are determined, as shown in table 2. As can be seen from tables 1 and 2, the contrast ratio of the yellow paste prepared in the example of the present application is improved by 8300 as compared with the yellow paste prepared by the yellow pigment which is not kneaded in comparative example 1, and the contrast ratio of the yellow paste prepared in the example of the present application is improved by 5200 as compared with the yellow paste prepared by the yellow pigment which is commonly kneaded in comparative example 2, which means that the pigment properties after kneading are improved by adding the dispersant BYK-220s, the isododecane and the chelating agent EDTA during kneading, which is advantageous for grinding and dispersing the paste.

While the application has been shown and described with reference to certain preferred embodiments thereof, it will be understood by those skilled in the art that the foregoing is a further detailed description of the application with reference to specific embodiments, and it is not intended to limit the practice of the application to those descriptions. Various changes in form and detail may be made therein by those skilled in the art, including a few simple inferences or alternatives, without departing from the spirit and scope of the present application.

Claims (8)

1. The yellow pigment for the color photoresist is characterized by comprising the following raw materials in parts by weight:

1 part of a yellow pigment, and the mixture of the yellow pigment and the pigment,

2-2.5 parts of ethylene glycol,

5-12 parts of NaCl,

0.03 to 0.1 part of first dispersing agent,

0.005-0.05 part of isododecane,

0.03-0.05 part of chelating agent;

the first dispersing agent is BYK-220S, and the chelating agent is EDTA;

the yellow pigment for the color photoresist is obtained by modifying the following steps: and weighing the components according to the weight portion ratio, and then kneading, grinding, cleaning and drying the components to obtain the yellow pigment for the color photoresist.

2. The yellow pigment for color resists according to claim 1, wherein said BYK-220S has a solids content of 52%.

3. A method of modifying a yellow pigment for a color photoresist according to claim 1 or 2, comprising the steps of: and weighing the components according to the weight portion ratio, and then kneading, grinding, cleaning and drying the components to obtain the yellow pigment for the color photoresist.

4. The method for modifying a yellow pigment for a color resist according to claim 3, wherein in the kneading step, the rotation speed is controlled to be 35r/min and the temperature is controlled to be 45 ℃.

5. A yellow paste for a color photoresist, characterized in that the yellow paste comprises the yellow pigment for a color photoresist according to claim 1 or 2, and further comprises a second dispersant, a resin and a solvent.

6. The yellow paste for color photoresists of claim 5 which is composed of the following raw materials in parts by weight:

100 parts of yellow pigment for color photoresist,

90 parts of an acrylic resin, which is used for the production of a high-strength resin,

90 parts of BYK dispersing agent,

720 parts of PMA solvent.

7. A color photoresist comprising the yellow paste for color photoresist according to claim 5 or 6.

8. A filter comprising the color photoresist of claim 7.