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Compound for anisotropic film

An anisotropic film and compound technology, which is applied in the field of anisotropic film compounds, can solve the problems of low dichroism, long molecular length and uneven screen edges of polarizing films, and achieves high dichroism and durability. excellent effect

Active Publication Date: 2010-03-31
MITSUBISHI RAYON CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Generally, in order to obtain a sufficient aspect ratio in a dichroic compound, it is necessary to have a long molecular length, so it is difficult to combine the two aspects especially when a compound that absorbs at a short wavelength is used as a dichroic compound. Satisfy
Because of this, polarizing films used so far have low dichroism in the short-wavelength region, and in this regard, the development of compounds with high dichroism in the short-wavelength region is also desired.
In addition, in these applications, there is a problem that there is a defect called edge (frontal) failure or uneven edge (frontal むら), which is caused by shrinkage of the film due to changes in temperature and humidity, so From the viewpoint of durability at high temperature and from the fact that the combination of a polymer material such as modified polyvinyl alcohol (polyvinyl alcohol derivative) and a dichroic substance is becoming more and more important to solve this problem, it is also desired to develop a new dichroic compound

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0383] Dissolve 8.9 parts by weight of 4-amino-4'-nitrostilbene-2,2'-disodium sulfonate in 90 parts by weight of N-methylpyrrolidone, add 1.6 parts by weight of sodium carbonate and 5.0 parts by weight of Parts of cinnamoyl chloride were reacted at 60°C for 30 minutes. After the reaction is terminated, it is discharged into water for salting out, and the precipitate generated by salting out is obtained by filtration. The precipitate was suspended in 115 parts by weight of water, 2.4 parts by weight of sodium hydrosulfide (70% commercially available) was added, and the mixture was reacted at 60° C. for 30 minutes. After the reaction was terminated, the sodium salt of the compound represented by the following formula (2-1a) was obtained by salting out.

[0384]

[0385] 5 parts by weight of the sodium salt of the compound represented by the above formula (2-1a) was dissolved in 100 parts by weight of water. Add 0.73 parts by weight of sodium nitrite under hydrochloric...

Embodiment 2

[0389] In the same manner as in Example 1, 4-amino-4'-nitrostilbene-2,2'-disulfonic acid disodium was acylated with cinnamic acid, and similarly reduced with sodium hydrosulfide to obtain A sodium salt of the compound represented by the above formula (2-1a). Next, a diazotization reaction was performed in the same manner, and 1.08 parts by weight of o-cresol was coupled under basic conditions, followed by salting out to obtain the sodium salt of the target compound represented by the following formula (2-2).

[0390] The maximum absorption wavelength (λmax) of this compound in a 10 ppm aqueous solution was 389 nm.

[0391]

Embodiment 3

[0393] 8.9 parts by weight of disodium 4-amino-4'-nitrostilbene-2,2'-disulfonate were dissolved in 90 parts by weight of water. Add 1.5 parts by weight of sodium nitrite under acidic conditions of hydrochloric acid for diazotization, and couple with 1.9 parts by weight of phenol under alkaline conditions, and through salting out, obtain the sodium salt of the compound represented by the following formula (2-3a) .

[0394]

[0395] 5 parts by weight of the sodium salt of the compound represented by the above formula (2-3a) was dissolved in 100 parts by weight of water. Next, 4 parts by weight of sodium hydroxide and 2 parts by weight of dimethyl sulfate were added and reacted at 90° C. for 6 hours. After the reaction is terminated, salting out is carried out, and the precipitate generated by the salting out is obtained by filtration. The precipitate was suspended in 100 parts by weight of water, 1.2 parts by weight of sodium hydrosulfide (70% commercially available)...

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Abstract

A compound for anisotropic films which in its free acid form is represented by the following formula (1). The compound for anisotropic films is useful as anisotropic films such as a polarizing film, has high dichroism in a short-wavelength region (380-500 nm), and has excellent durability. (L1 is a group represented by -(CH=CH)r- or -(C=C)s-, wherein r and s each is an integer of 1-5; Ar1 is an optionally substituted phenylene, optionally substituted naphthylene, or optionally substituted heterocyclic group; m is an integer of 0-3; p and k each is 0 or 1, provided that not both of p and k are 0; X1 is hydrogen or an organic group; and X2 is hydrogen, nitro, optionally substituted amino, or a group represented by the following formula (1-a), provided that when X2 is hydrogen, nitro, or optionally substituted amino, then m is not 0).

Description

technical field [0001] The present invention relates to compounds for anisotropic films useful for light-emitting display devices such as light-adjusting devices, liquid crystal devices (LCDs), and organic electroluminescent devices (OLEDs), and polarizing films included in input and output devices such as touch panels. Background technique [0002] In recent years, flat-panel displays such as LCDs have been widely used in television receivers, and are about to replace existing televisions using CRTs (cathode ray tubes). Furthermore, the color reproducibility of NTSC, which is the current television system, is defined based on the characteristics of CRT phosphors, and there is a problem that only about half of the colors of real objects can be represented. On the other hand, imaging devices such as digital cameras and camcorders (カムコダー) can realize a wider range of color expression (color reproduction) than that defined by NTSC in recent years. Information about the extende...

Claims

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Application Information

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IPC IPC(8): C09B56/08C09B56/16
CPCC09B35/215C09B56/08C09B56/04C09B56/16
Inventor 西村政昭佐野秀雄米山富雄长谷川龙一
Owner MITSUBISHI RAYON CO LTD
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