JP2002234995A - Dispersion comprising polypropylene glycol compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a dispersion excellent in dispersibility, in heat resistance and causing no flocculation without selecting a dispersant depending on a dispersing medium. SOLUTION: The dispersion comprising a polypropylene glycol compound is obtained by uniformly dispersing as a dispersant a compound, comprising propylene oxide as a main skeleton, and an amino group and a hydroxyl group incorporated therewith and represented by formula (1) (wherein X is a 1-10C alkoxide group, halogen or a phenoxide group; Y is hydrogen, a 1-20C alkyl group, or a phenyl group; W and U are each a 1-10C alkoxide group, halogen, a phenoxide group, hydrogen, a 1-20C alkyl group or a phenyl group; p is an integer of 0-10; q is an integer of 5-400; r is an integer of 2-100; s is an integer of 1-3; and t is an integer of 0-10), together with a powder in a dispersing medium.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a dispersion using a polypropylene glycol compound used as a raw material for paints, inks and pastes used in the field of electronic materials. More specifically, a polypropylene glycol compound used as a raw material for a black dispersion for a resin black matrix, a black dispersion for an antistatic roller, an antistatic paint for a cathode ray tube, an electromagnetic wave shielding paint, a paste for screen printing, a paint for inkjet, etc. It is related to the dispersion liquid.

[0002]

2. Description of the Related Art In the field of electronic materials, paints, inks and pastes are mainly used for black dispersions for resin black matrix, black dispersions for antistatic rollers, antistatic paints for cathode ray tubes, electromagnetic wave shielding paints, pastes for screen printing, ink jets. It is used as a paint for products. For example, a black dispersion liquid for a resin black matrix is used to prevent light from leaking between drive electrodes in a liquid crystal display element. A black matrix is formed. The color filter that becomes the liquid crystal display element is on a transparent substrate such as glass or plastic sheet,
A black matrix is formed in a prescribed pattern, pixels of three colors of red (R), green (G), and blue (B) are formed at predetermined positions on the black matrix, and then a transparent electrode is formed. It is obtained by forming an alignment film thereon and rubbing the alignment film.

[0003] A black dispersion liquid for a resin black matrix is prepared by adding a black powder such as lower titanium oxide (titanium black) or carbon black as a coloring component to a dispersion medium and dispersing the black powder in the dispersion medium. The prepared one is used. Usually, a dispersant is added to such a dispersion together with the powder. The reason why the dispersant is added to the dispersion liquid is to further improve the dispersibility of the powder, and has an effect of preventing agglomeration of the powder by increasing the repulsion between the powders.

[0004]

However, in the case of the conventional dispersant, it is necessary to select the dispersant according to the type of the dispersion medium. Specifically, for example, when the dispersant is dissolved in a dispersion medium containing a highly polar alcohol as a main solvent, it is possible to uniformly mix the powder in this dispersion medium, but the main solvent is a ketone. In such a case, there is a problem that the powder is agglomerated and cannot be uniformly dispersed in the dispersion medium. In particular, when the dispersing agent is dissolved in a dispersion medium containing a lower alcohol such as ethanol or methanol as a main solvent, propylene glycol monomethyl ether acetate (hereinafter, referred to as a propylene glycol monomethyl ether acetate even if the powder can be uniformly dispersed in the dispersion medium). When esters such as PGMEA) and ketones such as methyl ethyl ketone (hereinafter referred to as MEK) were used as main solvents, the powder could not be uniformly dispersed. Conversely, a dispersing agent that dissolves in a dispersion medium containing PGMEA as a main solvent can be dispersed in a dispersion medium containing ethanol as a main solvent even if powder can be uniformly mixed and dispersed in this dispersion medium. Therefore, there is a problem that a dispersant must be selected each time.

An object of the present invention is to provide a dispersion using a polypropylene glycol-based compound which is excellent in dispersing effect without selecting a dispersant according to the type of dispersion medium. Another object of the present invention is to provide a dispersion using a polypropylene glycol-based compound that has heat resistance and does not cause aggregation. Still another object of the present invention is to provide a dispersion using a polypropylene glycol compound having high resistance and a membrane using the dispersion.

[0006]

According to the first aspect of the present invention,
A polypropylene glycol-based compound obtained by dispersing a polypropylene glycol-based compound represented by the following formula (1), in which propylene oxide is the main skeleton and an amino group and a hydroxyl group are added to propylene oxide, together with powder as a dispersant, is uniformly dispersed in a dispersion medium. This is the dispersion used.

[0007]

Embedded image

Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen,
To 20 alkyl groups or phenyl groups, W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, phenoxide groups, hydrogen, alkyl groups or phenyl groups having 1 to 20 carbon atoms, p is an integer of 0 to 10, q Is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, and t is an integer of 0 to 10.

According to a second aspect of the present invention, there is provided a polypropylene glycol-based compound represented by the following formula (2) having propylene oxide as a main skeleton and propylene oxide having an amino group and a hydroxyl group added thereto as a dispersant and a dispersion medium together with powder. It is a dispersion using a polypropylene glycol-based compound that is uniformly dispersed.

[0010]

Embedded image

Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen,
To 20 alkyl groups or phenyl groups, W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, phenoxide groups, hydrogen, alkyl groups or phenyl groups having 1 to 20 carbon atoms, p is an integer of 0 to 10, q Is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, t is an integer of 0 to 10, and Z is represented by the following formulas (3) and (4). It is a functional group. Note that Z _{1 to} Z ₄ are hydrogen or C _{1 to} C 2.
0 is an alkyl group, i is an integer of 1 to 10, j is 1 to
It is an integer of 10.

[0012]

Embedded image

[0013]

Embedded image

According to a third aspect of the present invention, there is provided a dispersion medium comprising a propylene oxide as a main skeleton, a polypropylene glycol compound represented by the following formula (5) in which an amino group and a hydroxyl group are added to propylene oxide and a dispersant together with a powder. It is a dispersion using a polypropylene glycol-based compound that is uniformly dispersed.

[0015]

Embedded image

Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen,
To 20 alkyl groups or phenyl groups, W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, phenoxide groups, hydrogen, alkyl groups or phenyl groups having 1 to 20 carbon atoms, p is an integer of 0 to 10, q Is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, and t is an integer of 0 to 10.

In the invention according to any one of claims 1 to 3, the compounds represented by the above formulas (1), (2) and (5) each have a polypropylene glycol compound in the structure. It dissolves regardless of its type and has heat resistance up to around 100 ° C. Even when heated at 80 ° C for 2 hours, no aggregation occurs in the solution. Since these compounds are used as a dispersant, a dispersion having excellent dispersing effect, heat resistance and no aggregation is obtained without selecting a dispersant according to the type of the dispersion medium.

The invention according to claim 4 is the invention according to claims 1 to 3
An invention according to any of the above, wherein the polypropylene glycol-based compound has a molecular weight of 900 to 20,000. In the invention according to claim 4, the molecular weight of the polypropylene glycol compound is 900 to 20,000.
Preferably it is 1000-10000. Molecular weight 90
If it is less than 0, sufficient dispersibility and heat resistance cannot be obtained, and if the molecular weight exceeds 20,000, dissolution in a solvent becomes difficult.

The invention according to claim 5 is the invention according to claims 1 to 3
The invention according to any one of the above, wherein the powder is titanium black,
The dispersion is one or more powders selected from carbon black, oxide powder, and metal powder. The invention according to claim 6 is the invention according to any one of claims 1 to 3, wherein the dispersion medium is one or more solvents selected from alcohols, ketones, esters, and ethers. It is a dispersion.

The invention according to claim 7 is the invention according to claims 1 to 6
A dispersion according to any one of the above, wherein a dispersant is added in an amount of 0.1 to 80% by weight based on 100% by weight of the powder.
In the invention according to claim 7, a dispersant is added in an amount of 0.1 to 80% by weight based on 100% by weight of the powder. 10 to 3 dispersants
It is preferably added at a ratio of 0% by weight. If the amount of the dispersant is less than 0.1% by weight, the effect of the addition of the dispersant is not exhibited, and if the amount of the dispersant exceeds 80% by weight, the dispersion has a high viscosity and the dispersion effect is obtained. Absent.

The invention according to claim 8 is the invention according to claims 1 to 7
A film formed using any of the dispersions described above. The invention according to claim 9 is the invention according to claim 8, wherein the powder is a black powder and the film has a resistance value of 10 ¹⁰ Ωcm or more.

[0022]

Next, an embodiment of the present invention will be described. The dispersion using the polypropylene glycol compound of the present invention contains a dispersant, a powder and a dispersion medium.
The dispersant used in the present invention is a polypropylene glycol-based compound represented by the aforementioned general formulas (1), (2) and (5). This polypropylene glycol-based compound is a compound having a molecular weight of 900 to 20,000 and being liquid at ordinary temperature, has propylene oxide as a main skeleton, and has a structure in which amino groups and hydroxyl groups are added to propylene oxide. As a method for producing this polypropylene glycol-based compound, an amine is added to a compound having propylene oxide as a main skeleton, followed by reaction with a silicon compound. Thereby, the compound of the present invention can be produced. Examples of the compound having propylene oxide as a main skeleton include polypropylene glycol. As amine compounds, ethanolamine, trimethylamine,
Allylamine and the like can be mentioned. Examples of the silicon compound include silicone oil and silane. The polypropylene glycol-based compound thus produced has excellent heat resistance, and can be dissolved in various solvents such as alcohols, ketones, esters, and ethers.

The powder used in the present invention includes black powder such as low titanium oxide (titanium black; hereinafter, referred to as TB), carbon black (hereinafter, referred to as CB), oxide powder, and metal powder. Alumina (Al ₂ O ₃ ), titania (TiO ₂ ), tin-indium composite oxide (ITO), antimony tin composite oxide (AT
O), zinc oxide (ZnO) or ruthenium oxide (Ru)
O) and the like, and examples of the metal powder include Ag, Pd, Ru, and Au.

The dispersion medium used in the present invention includes alcohols, ketones, esters, ethers and the like. Examples of alcohols include ethanol, methanol, and diacetone alcohol (hereinafter, referred to as DAA). Ketones include MEK, 2-pentanone,
-Heptanone, cyclohexanone and the like. Examples of the esters include PGMEA, acetate, butyl acetate and the like. Examples of ethers include 2-ethoxyethanol (hereinafter, referred to as E / C), 2-methoxyethanol, and the like. As a compounding ratio of the dispersion of the present invention, a dispersant is added in a ratio of 0.1 to 80% by weight with respect to 100% by weight of the powder. It is preferable to add the dispersant in a ratio of 10 to 30% by weight. When the amount of the dispersant is less than 0.1% by weight, the effect of adding the dispersant is not exhibited, and when the amount of the dispersant exceeds 80% by weight, problems such as high viscosity are caused. Further, the concentration of the powder contained in the dispersion is 5 to 5.
A mixed solution is obtained by adding the dispersion medium to 85% by weight. The lower limit of the powder concentration here is not particularly limited. However, if the value exceeds the upper limit, the viscosity becomes high, and problems such as deterioration of the recovery rate of the dispersion liquid are caused. More preferable conditions are 70% by weight or less. This mixed solution is charged together with the small spheres into a container of an attritor device, which is a type of ball mill having an impeller rotating in the container, and the impeller is rotated for a certain period of time, for example, about 2 hours.
By dispersing and rotating the small spheres, a dispersion in which the powder is uniformly dispersed can be prepared.

In the dispersion using the polypropylene glycol compound of the present invention, since the polypropylene glycol compound is used as a dispersing agent, the dispersion medium can be used regardless of the kind of the dispersion medium such as alcohols, ketones, esters and ethers. The powder can be dispersed uniformly. The dispersion does not aggregate even when heated.

Next, a film is formed using the dispersion liquid using the polypropylene glycol compound. A film using this dispersion is prepared by adding and mixing a dispersion using the above-mentioned polypropylene glycol-based compound to a resin component obtained by heating and mixing a solvent and a resin to prepare a mixed composition. It is obtained by applying an object to a base sheet and drying it. Specifically, first, a resin is added to a solvent and mixed while heating to prepare a resin component. Heating temperature is 4
The mixing time is preferably from 0 to 80 ° C, and the mixing time is preferably from 0.5 to 3 hours. Next, a dispersion using the above-mentioned polypropylene glycol-based compound is added to the prepared resin component and mixed to prepare a mixed composition. Next, this mixed composition is applied to a glass substrate by a spin coating method, a bar coater or the like. The film of the present invention can be obtained by drying the obtained coating film using an oven, a hot plate or the like. When the powder used for the film thus obtained is a black powder, the volume resistivity at a dry film thickness of 1 μm is 10 ¹⁰ Ωcm or more, and the OD value is 3.0 or more.

The mixing ratio of the mixed composition, which is a component of the film of the present invention, varies depending on the application in the field where it is used. Parts by weight, dispersion medium 10 to 200
It is contained in the range of parts by weight. If the powder is less than the above range, it is difficult to obtain a sufficient color density and the light-shielding power is inferior. Further, when the above range is exceeded, dispersion stability of powder, developability, resolution,
Adhesion decreases. If the amount of the dispersion medium is less than the above range, coating unevenness is likely to occur, lacking uniformity of the film thickness, and if the amount exceeds the above range, a sufficient film thickness cannot be obtained, and coating defects such as pinholes may occur. It becomes easier.

The resin used in the present invention is not particularly limited as long as it is a polymer compound having a film forming ability. Specific examples include the following compounds. Polyethylene, polypropylene, polyolefin polymers such as polyisobutylene, polybutadiene, diene polymers such as polyisoprene, polyacetylene polymers, polymers having a conjugated polyene structure such as polyphenylene polymers, polyvinyl chloride, polystyrene, vinyl acetate, polyvinyl alcohol, Polyacrylic acid, polyacrylic acid ester, polyacrylamide, polyacrylonitrile, vinyl polymer such as polyvinylphenol, polyphenylene ether, polyoxirane, polyoxetane,
Polyethers such as polytetrahydrofuran, polyetherketone, polyetheretherketone, and polyacetal; phenolic resins such as novolak resins and resol resins; polyesters such as polyethylene terephthalate, polyphenolphthalein terephthalate, polycarbonate, alkyd resins, and unsaturated polyester resins , Nylon-6, nylon 66, water-soluble nylon, polyamides such as polyphenylene amide, gelatin, polypeptides such as casein, novolak epoxy resins, bisphenol epoxy resins, novolak epoxy acrylates and epoxy resins such as modified resins with acid anhydrides and the like. Modified products are exemplified. In addition, polyurethane, polyimide, melamine resin, urea resin, polyimidazole, polyoxazole, polypyrrole, polyaniline, polysulfide,
Polysulfone, celluloses and the like are also used.

[0029]

Next, embodiments of the present invention will be described. <Example 1> The compound shown in FIG.
It is called Compound A. ), TB in powder, MEK in dispersion medium
Were prepared respectively. First, a dispersant is added to the powder at a ratio of 20% by weight to 100% by weight of the powder, and a dispersion medium is further added so that the concentration of the powder contained in the dispersion becomes 40% by weight to obtain a mixed solution. Was. Next, this mixed solution was charged into a container of a wet attritor device together with the small spheres, and the impeller was rotated for about 2 hours to disperse and rotate the small spheres, thereby preparing a dispersion in which the powder was uniformly dispersed.

Example 2 A dispersion was prepared in the same manner as in Example 1 except that the compound shown in FIG. 1 (B) (hereinafter, referred to as compound B) was used as the dispersant. <Example 3> The compound shown in FIG.
It is called Compound C. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used. <Example 4> The compound shown in FIG.
It is called Compound D. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used. <Example 5> The compound shown in FIG.
It is called Compound E. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used. <Example 6> The compound shown in FIG.
It is called Compound F. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used. <Example 7> The compound shown in FIG.
It is called Compound G. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used.

Example 8 A dispersion was prepared in the same manner as in Example 1 except that the dispersant was added at a ratio of 1% by weight to 100% by weight of the powder. <Example 9> A dispersion was prepared in the same manner as in Example 1 except that the dispersant was added at a ratio of 70% by weight with respect to 100% by weight of the powder.

Example 10 A dispersion was prepared in the same manner as in Example 1 except that ethanol was used as a dispersion medium. <Example 11> N-methylpyrrolidone (hereinafter, referred to as a dispersion medium)
It is called NMP. A dispersion liquid was prepared in the same manner as in Example 1 except that (1) was used. Example 12 A dispersion was prepared in the same manner as in Example 1 except that cyclohexanone was used as a dispersion medium. Example 13 A dispersion was prepared in the same manner as in Example 1 except that 4-butyllactone was used as the dispersion medium. Example 14 A dispersion was prepared in the same manner as in Example 1 except that butyl carbitol was used as the dispersion medium. Example 15 A dispersion was prepared in the same manner as in Example 1 except that butyl carbitol acetate was used as a dispersion medium. Example 16 A dispersion was prepared in the same manner as in Example 1 except that butyl acetate was used as the dispersion medium. Example 17 A dispersion was prepared in the same manner as in Example 1 except that PGMEA was used as the dispersion medium. Example 18 Example 1 except that DAA was used as the dispersion medium.
A dispersion was prepared in the same manner as described above. <Example 19> Example 1 except that E / C was used as the dispersion medium.
A dispersion was prepared in the same manner as described above.

<Examples 20 to 31> Dispersions were prepared in the same manner as in Examples 8 to 19 except that Compound B was used as a dispersant. <Examples 32 to 43> Dispersions were prepared in the same manner as in Examples 8 to 19 except that Compound C was used as a dispersant. <Examples 44 to 55> Dispersions were prepared in the same manner as in Examples 8 to 19 except that Compound D was used as the dispersant. <Examples 56 to 67> Dispersions were prepared in the same manner as in Examples 8 to 19 except that Compound E was used as a dispersant. <Examples 68 to 78> Dispersions were prepared in the same manner as in Examples 8 to 12 and Examples 14 to 19, except that Compound F was used as a dispersant. <Examples 79 to 90> Dispersions were prepared in the same manner as in Examples 8 to 19 except that Compound G was used as the dispersant.

Example 91 A dispersion was prepared in the same manner as in Example 17 except that a mixture of Compound A and Compound B at a weight ratio of 1: 1 was used as a dispersant. <Example 92> Example 1 was repeated except that a mixture of Compound A and Compound C at a weight ratio of 1: 1 was used as a dispersant.
In a manner similar to 7, a dispersion was prepared. Example 93 Example 1 was repeated except that a mixture of Compound A and Compound D at a weight ratio of 1: 1 was used as a dispersant.
A dispersion liquid was prepared in the same manner as in No. 7. <Example 94> Example 1 was repeated except that a mixture of Compound A and Compound E at a weight ratio of 1: 1 was used as a dispersant.
A dispersion liquid was prepared in the same manner as in No. 7.

Example 95 A dispersion was prepared in the same manner as in Example 17 except that a mixture of compound B and compound C in a weight ratio of 1: 1 was used as a dispersant. <Example 96> 30 dispersants were added to 100% by weight of powder.
A dispersion was prepared in the same manner as in Example 30, except that the dispersion was added at a ratio of 35% by weight. <Example 97> 30 parts of a dispersant was added to 100% by weight of a powder.
% By weight, and the dispersion was prepared in the same manner as in Example 42 except that the concentration of the powder contained in the dispersant solution was 35% by weight.

Example 98 Powder and a mixture of TB and CB at a weight ratio of 6: 4 were used, and compound A and compound B were mixed at a weight ratio of 1: 1 with a dispersant. A dispersion liquid was prepared in the same manner as in Example 1 except that the above-mentioned compound was used and a dispersant was added at a ratio of 25% by weight to 100% by weight of the powder.

Comparative Example 1 A dispersion was prepared in the same manner as in Example 10 except that the compound shown in FIG. 2 (H) (polyoxyalkylene alkyl ether phosphate, hereinafter referred to as compound H) was used as the dispersant. Prepared. <Comparative Example 2> Example 1 except that Compound H was used as a dispersant.
In a manner similar to 7, a dispersion was prepared. Comparative Example 3 A dispersion was prepared in the same manner as in Example 10 except that the compound (fatty acid diethanolamide, hereinafter, referred to as compound I) shown in FIG. 2 (I) was used as a dispersant. Comparative Example 4 Example 1 except that Compound I was used as a dispersant.
In a manner similar to 7, a dispersion was prepared.

<Evaluation 1> Examples 1 to 98 and Comparative Examples 1 to
The dispersion particle size of the dispersion prepared in 4 was measured using a submicron particle size distribution analyzer (COULTER N4 Plus, manufactured by COULTER). The dispersion was divided into two, and one was allowed to stand at a temperature of 20 ° C. for one week, and the other was heated at a temperature of 80 ° C. for 2 hours. The dispersion particle size in these dispersions was also measured using the above-mentioned submicron particle size distribution analyzer. Examples 1 to 25 are shown in Table 1, Examples 26 to 50 are shown in Table 2, Examples 51 to 75 are shown in Table 3, Examples 76 to 98 are shown in Table 4, and Comparative Examples 1 to 4 are shown in Table 5. Show. The changes over time in Tables 1 to 5 indicate the dispersion particle diameters of the liquid which was allowed to stand still at a temperature of 20 ° C. for one week, and the change after heating the liquid heated at a temperature of 80 ° C. for 2 hours.

[0039]

[Table 1]

[0040]

[Table 2]

[0041]

[Table 3]

[0042]

[Table 4]

[0043]

[Table 5]

As is clear from Table 5, Comparative Examples 1 and 2
The dispersion prepared in the above can uniformly disperse the powder added in the dispersion medium composed of esters, but cannot be dispersed in the dispersion medium composed of alcohols. Conversely, the dispersions prepared in Comparative Examples 3 and 4 are alcohols The added powder can be uniformly dispersed in the dispersion medium composed of esters, but not in the dispersion medium composed of esters. Further, in the dispersions of Comparative Examples 2 and 3 in which the powder was able to be dispersed in the dispersion medium, the dispersed particle diameter after being allowed to stand at 20 ° C. for one week was larger than the particle diameter immediately after dispersion. On the other hand, as is clear from Tables 1 to 4, in Examples 1 to 98, the added powder could be dispersed using any type of dispersion medium. Further, the dispersion which was allowed to stand at a temperature of 20 ° C. for 1 week and the dispersion which had been heated at a temperature of 80 ° C. for 2 hours each showed a particle diameter almost the same as the particle diameter in the dispersion immediately after dispersion. It can be seen that a dispersion having excellent aging and heat resistance can be prepared by using the compound as a dispersant.

Example 99 A mixed composition was prepared by adding 10% by weight of an ethylcellulose resin to 100% by weight of the dispersion prepared in Example 17. This mixed composition is applied to a glass substrate by spin coating to a thickness of 1 to 2 μm.
m. The coated film was dried using a hot plate to obtain a film.

Example 100 A film was formed in the same manner as in Example 99, except that a mixture of powder and TB and CB at a weight ratio of 9: 1 was used. <Example 101> TB and CB were added to powder in a weight ratio of 8: 2.
The film was formed in the same manner as in Example 99 except that a mixture of the above-mentioned ratios was used. <Example 102> TB and CB were added to powder in a weight ratio of 7: 3.
Was formed in the same manner as in Example 99, except that the mixture was used at a ratio of <Example 103> TB and CB were added to powder in a weight ratio of 6: 4.
The film was formed in the same manner as in Example 99 except that a mixture of the above-mentioned ratios was used.

<Evaluation 2> A ring electrode (SME-8310) and a measurement voltage of 1000 V were applied to the films formed in Examples 99 to 103 using a hyper-insulation meter (SM-8210, manufactured by Toa Denpa Kogyo Kogyo).
Was used to measure the volume resistivity of the film. Further, the OD value of the film was measured. Table 6 shows Examples 99 to 103, respectively. The OD value is defined as the light transmitted when 100 light is applied.
It is a value represented by og.

[0048]

[Table 6]

As is clear from Table 6, Examples 99-1
Each of the films formed in No. 03 exhibited a numerical value having an OD value of more than 3.0 per 1 μm, and also had a volume resistivity of 10 ¹⁰ Ω.
cm. Therefore, by using the film of the present invention, a good black matrix having high light-shielding properties can be obtained.

[0050]

As described above, in the present invention, the polypropylene represented by the above formulas (1), (2) and (5) in which propylene oxide has a main skeleton and amino groups and hydroxyl groups are added to propylene oxide. This is a dispersion using a polypropylene glycol-based compound obtained by uniformly dispersing a glycol-based compound in a dispersion medium together with a powder as a dispersant. Since the compounds represented by the formulas (1), (2) and (5) have heat resistance and do not cause agglomeration, when a dispersion is prepared using this compound as a dispersant, depending on the type of the dispersion medium, Excellent dispersing effect without selecting a dispersant.

[Brief description of the drawings]

FIG. 1 is a chemical formula showing a compound used as a dispersant in Examples.

FIG. 2 is a chemical formula showing a compound used as a dispersant in a comparative example.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C09D 183/12 C09D 183/12 201/00 201/00 // B01F 17/42 B01F 17/42 F term ( Reference) 4D077 AA01 AB03 AB06 AC05 BA02 BA03 DB01Y DC02Y DC06Y DC12Y DC19Y DC38Y 4J002 CH051 DA036 DA066 DE046 DE136 EC007 ED007 EE027 EH007 FA086 FD207 GH01 HA06 4J038 BA021 BA181 CA021 CB001 DA031 CD021 CG001 DA031 CD021 CG001 DD071 DD181 DD231 DE001 DF021 DF022 DF042 DF051 DG001 DH001 DJ021 DK001 DL152 FA251 GA08 GA12 GA15 HA026 HA066 HA216 JA19 JA26 JA33 JA56 KA06 KA08 KA09 KA20 MA07 MA10 MA14 NA14 NA26

Claims (9)

[Claims] 1. A polypropylene glycol-based compound represented by the following formula (1) having propylene oxide as a main skeleton and an amino group and a hydroxyl group added to the propylene oxide as a dispersant and uniformly dispersed in a dispersion medium together with powder. Dispersion using a polypropylene glycol compound. Embedded image Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen, an alkyl group or a phenyl group having 1 to 20 carbon atoms, and W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, and phenoxide. Group, hydrogen, an alkyl group having 1 to 20 carbon atoms or a phenyl group, p is 0 to 10
, Q is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, and t is an integer of 0 to 10. 2. A polypropylene glycol-based compound represented by the following formula (2) having propylene oxide as a main skeleton and an amino group and a hydroxyl group added to the propylene oxide as a dispersant, uniformly dispersed in a dispersion medium together with powder. Dispersion using a polypropylene glycol compound. Embedded image Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen, an alkyl group or a phenyl group having 1 to 20 carbon atoms, and W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, and phenoxide. Group, hydrogen, an alkyl group having 1 to 20 carbon atoms or a phenyl group, p is 0 to 10
, Q is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, t is an integer of 0 to 10,
Is a functional group represented by the following formula (3) and formula (4).
Z _{1 to} Z ₄ are hydrogen or an alkyl group having 1 to 20 carbon atoms, i is an integer of 1 to 10, and j is an integer of 1 to 10. Embedded image Embedded image 3. A polypropylene glycol compound represented by the following formula (5) having propylene oxide as a main skeleton and an amino group and a hydroxyl group added to the propylene oxide is uniformly dispersed in a dispersion medium together with powder as a dispersant. Dispersion using a polypropylene glycol compound. Embedded image Wherein X is an alkoxide group having 1 to 10 carbon atoms, a halogen or phenoxide group, Y is hydrogen, an alkyl group or a phenyl group having 1 to 20 carbon atoms, and W and U are alkoxide groups having 1 to 10 carbon atoms, halogen, and phenoxide. Group, hydrogen, an alkyl group having 1 to 20 carbon atoms or a phenyl group, p is 0 to 10
, Q is an integer of 5 to 400, r is an integer of 2 to 100, s is an integer of 1 to 3, and t is an integer of 0 to 10. 4. The dispersion according to claim 1, wherein the molecular weight of the polypropylene glycol compound is from 900 to 20,000. 5. The dispersion according to claim 1, wherein the powder is one or more powders selected from lower titanium oxide, carbon black, oxide powder and metal powder. 6. The dispersion according to claim 1, wherein the dispersion medium is one or more solvents selected from alcohols, ketones, esters and ethers. 7. A dispersant is added in an amount of 0.1% by weight to 100% by weight of powder.
7. The dispersion according to claim 1, which is added in an amount of 1 to 80% by weight. 8. A film formed by using the dispersion according to claim 1. 9. The film according to claim 8, wherein the powder is a black powder, and the resistance value of the film is 10 ¹⁰ Ωcm or more.