JPH01147406A - Resin composition for light control plate - Google Patents

Abstract

PURPOSE:To form the title compsn. in such a manner that said compsn. is capable of having a high degree of scattering and the dependency thereof on incident light angles in combination even in an extremely thin film by incorporating a specific compd. and urethane acrylate oligomer having >=1,000mol.wt. CONSTITUTION:At least one kind of the compd. selected from the group consisting of the compd. expressed by formula I and benzyl(meth)acrylate and the urethane acrylate oligomer having >=1,000mol.wt. are incorporated into the compsn. In formula I, R1 denotes -H or -CH3; R2 denotes -CH2CH2- or -CH2 CH2CH2-; R3 denotes formula II, etc. The compsn. which has the high degree of scattering and the dependency thereof on the incident light angles in combination even in the extremely thin film of the light control plate having the uniform film quality to selectively scatter only the incident light of the specific angle is thereby formed.

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a resin composition for a light control plate that selectively scatters only incident light from a specific angle.

<Prior art and its problems> Conventionally, transparent bodies made of plastic or glass were only transparent to light from any angle. Therefore, as a material that transmits only light from a specific angle, an alignment film cut out from a plastic block made by laminating plastic transparent sheets and opaque sheets alternately, or a grating or a grid made of photosensitive resin on a transparent substrate. A so-called "light-shielding plate" was used for boat fishing, in which a relief with a pattern such as the above was provided and a transparent substrate etc. was placed on top of it. However, these conventional alignment films and light shielding plates have the problem that they are expensive due to complicated manufacturing methods, and that the film quality is not uniform. On the other hand, by curing multiple polymerizable compounds with different refractive indexes under specific ultraviolet curing conditions,
A manufacturing method has been proposed that can extremely easily obtain a light control plate with a uniform film quality that selectively scatters only incident light from a specific angle. This light control board requires high scattering, for example, 80% or more in terms of haze value, for incident light from a specific angle, and high transparency for incident light from a one-sided angle. . However, in order for the haze value reflecting scattering to exceed 80%, a film thickness of 1 to 2 mm is required for compositions such as epoxy acrylate and fluorine-based acrylate, while bromine-based acrylate and polyamide, which have the highest haze value, are required. Compositions such as ether urethane acrylate also require a film thickness of 300 μm or more. On the other hand, when trying to improve the haze value by changing the irradiation conditions, for example, increasing the distance between the curing rod-shaped lamp and the surface of the cured sample, making the irradiation light parallel light, or using a point light source, it is possible to improve the haze value. Although the haze value is improved, the dependence of the haze value on the angle of incident light is significantly impaired, leaving problems with transparency in areas that should be transparent. In this way, it has been extremely difficult to express sufficient functionality in extremely thin films.

In the current situation where the provision of functionality to this type of optical material is considered to be important, making the material into an ultra-thin film not only greatly contributes to the development of high functionality, but also has great advantages in terms of cost, and has been highly desired.

The present inventor has developed a light control plate layer resin composition that has a uniform film quality that selectively scatters only incident light forming a specific angle, and that even in an extremely thin film, it has a high degree of scattering and its dependence on the incident light angle. As a result of research to find something that has both, the present invention was completed.

<Means for solving the problems> That is, the present invention provides (B) a compound represented by the following general formula (I) (wherein R3 is -H or -CHff, R2 is -CH
2CH2- or -CH2CH2CH2-, and R5 is R9 (where R9 is -N G O, -N HCOO-CH3
゜-N HCOO-C2H6,-N HCO○-CsH
t.

-NHCOO-C,H,.

-N　HCOO-C,H,OC,H,.

-NHCOO-C,H,0C3H,.

-N HCOO-C2H, OC, H, or represents. ) and (C> benzyl (meth)acrylate); and (A) a urethane acrylate oligomer having 11,000 or more molecules. provide something.

Examples of the urethane acrylate oligomer [A] include those produced by addition reaction of polyisocyanate, 2-hydroxyalkyl (meth)acrylate, and polyol. Here, examples of the polyincyanate include toluene diisocyanate, inphorone diisocyanate, trimethylhexamethylene diisocyanate, hexamethylene diisonanate, and the like. Examples of polyols include polyether polyols such as polyethylene glycol, polypropylene glycol, and polytetramethylene glycol, polyester polyols, and polysiloxane polyols.

These compounds usually have a refractive index of 1.5 or less and are also characterized by extremely excellent polymerizability.

The compound [B) represented by the general formula (1) is produced by an addition reaction between an isonic acid compound and a hydroxylalkyl (meth)acrylate, for example, an addition reaction between phenyl isocyanate and 2-hydrokine ethyl acrylate. Adduct of naphthyl isocyanate and 2-hydroxyethyl acrylate, 1 mol/1 mol adduct of toluene diisonanate and 2-hydroxyethyl acrylate, toluene diisonanate, 2-hydroxyethyl acrylate and benzyl alcohol 1 mole/1
mol/1 mol adduct, toluene diisonanate and 2
Examples include adducts of -hydroxyethyl acrylate and phenyl cellosolve in a ratio of 1 mol/] mol/1 mol. In all cases it is also possible to use the corresponding methacrylates. Moreover, [C] is benzyl (meth)acrylate. These compounds usually have a refractive index of 1.5 or more and are also characterized by extremely excellent polymerizability.

This composition is an ultraviolet curable light control plate side resin composition, and the composition ratio of (A) is 10 to 90% by weight based on the total weight of [A] + [B] + [C]; Preferably it is 30 to 70% by weight. Either [B] or (C) may be 0. By curing such a composition with an ultraviolet curing device as shown in Figure 1, a light control plate that selectively scatters incident light at a specific angle is created. or,
It is also possible to use a thermosetting mechanism in combination within a range that does not interfere with performance development. For curing, it is preferable to apply the composition onto a substrate or encapsulate it in a cell, and then irradiate the composition with ultraviolet rays from a specific direction to cure it. By this method, it is possible to create a light control plate that selectively scatters incident light at a desired angle. Further, a photopolymerization initiator is not necessarily required when it is sealed in a cell and can block 0□, but in order to improve curability, it is preferable to add the following photopolymerization initiator.

Examples include benzophenone, benzyl, Michler's ketone, 2-chlorothioxanthone, 2,4-diethylthioxanthone, benzoin ethyl ether, jetoxyacetophenone, benzyl dimethyl ketal, 2-hydroquine-2-methylpropiophenone, l-hydrohalf-22 Examples include phenyl phenyl ketone and the like.

<Effects of the Invention> Conventionally, in order for the haze value reflecting the scattering to exceed 80%, a film thickness of 1 to 2 mm was required for compositions such as epoxy acrylate and fluorine-based acrylate, and the highest haze value was required. Compositions such as bromine-based acrylate and polyether urethane acrylate, which have a high viscosity, also require a film thickness of at least 300 μm.
Thinner films exhibit a haze value of 80% or more, and the highest haze value is 80% even for an extremely thin film of about 40μ.
% or more. Further, such scattering occurs only for incident light at a specific angle, and at other angles there is extremely high transparency.

In other words, even an extremely thin film has both a high degree of scattering and its dependence on the angle of incident light. In other words, the present invention provides a light control plate with a uniform film quality that selectively scatters only incident light at a specific angle using a relatively simple method, and even with an extremely thin film, high scattering and its dependence on the incident light angle can be achieved. It is now possible to manufacture something that has both.

The light control plate made of the resin composition of the present invention is a plastic sheet, but it can also be used by coating a glass plate or other plastic sheet. These products can be used in a variety of applications, including window materials, vehicles, displays, mirrors, and greenhouses.

<Examples> The present invention will be described in more detail below with reference to Examples, but the present invention is not limited to these Examples.

Example 1 100 parts of polyether urethane acrylate (refractive index 1.481) obtained by the reaction of polypropylene glycol with an average molecular weight of 1t2000, toluene diisocyanate and 2-hydroxyethyl acrylate (refractive index 1.481), and 2-hydroxy-2-methyl- A resin composition mixed with 6 parts of propiophenone was coated on a glass plate to a thickness of 150 µm, and was applied at a distance of 40 cn+ at a distance of 2 cm using a 30 W mercury lamp ultraviolet irradiation device as shown in Figure 1.
A cured film was obtained by irradiating ultraviolet rays for a minute, and the dependence of the haze value on the angle of incident light was measured as shown in Figure 2. The value is shown in Figure 3.
Shown below.

Example 2 Polytetramethylene glycol with an average molecular weight of 2000,
Trimethylhexamethylene diisocyanate and 2-
A resin composition prepared by adding and mixing 100 parts of polyether urethane acrylate obtained by the reaction of hydroxyethyl acrylate and 6 parts of benzyl diethyl ketal was cured in the same manner as in Example 1 to obtain a cured sheet, Physical properties were measured in the same manner as in Example 1. The results are shown in Figure 4.

Example 3 100 parts of the same polyether urethane ac as in Example 1,
The haze value of a resin composition containing 6 parts of 1-hydroquine cyclohexyl phenyl ketone was measured in the same manner as in Example 1, and the highest haze value was 80%.

Example 4 A resin composition was prepared by mixing 6 parts of l-hydroxycyclohexyl phenyl ketone with 100 parts of polyester urethane acrylate obtained from a reaction product of polyester glycol with an average molecular weight of 3000, isophorone diisocyanate, and 2-hydroxypropyl acrylate. The haze value was measured in the same manner as in Example 1, and the highest haze value was 82%.

Comparative Example Same polyether urethane acrylate 3 as Example 1
lr for 0 parts and 2-hydroxy-2-methyl-propiofuf 2
When the haze value of the resin composition in which 3 parts were added and mixed was measured in the same manner as in Example 1, the highest haze value was only 60%.

[Brief explanation of the drawing]

FIG. 1 shows a side view and a plan view of the ultraviolet irradiation device used in Examples and Comparative Examples. Figure 2 shows the method for measuring haze value in Examples and Comparative Examples. FIG. 3 is a graph showing the dependence of the haze value on the angle of incident light in Example 1, where the vertical axis represents the haze value and the horizontal axis represents the angle of incident light. FIG. 4 is a graph showing the dependence of the haze value on the angle of incident light in Example 2, where the vertical axis represents the haze value and the horizontal axis represents the angle of incident light. Figure-1, Ultraviolet irradiation equipment diagram-2, Haze value measurement diagram-3 Human radiation angle (degrees)

Claims (1)

[Claims] (B) A compound represented by the following general formula (I) ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ (I) (In the formula, R_1 is -H_ or -CH_3, R_3 is -
CH_2CH_3- or -CH_2CH_2CH_2-, and R_3 are ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ or ▲
There are mathematical formulas, chemical formulas, tables, etc.▼ (Here, R_4 is -NCO, -NHCOO-CH_3,
-NHCOO-C_2H_5, -NHCOO-C_3H
＿7-NHCOO-C_4H_9, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, -NHCOO-C_2H_4OC_2H_5, -NHC
OO-C_2H_4OC_3H_7, -NHCOO-C
Represents _2H_4OC_4H_9 or ▲There are mathematical formulas, chemical formulas, tables, etc.▼. ) represents. ) and (C) at least one compound selected from the group consisting of benzyl (meth)acrylate;
A) A resin composition for a light control board, comprising a urethane acrylate oligomer having a molecular weight of 1000 or more.