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Organic Compound, Optical Film and Method of Production thereof

a technology of organic compounds and optical films, applied in the field of organic chemistry, can solve the problems of color or hue shift, color reproduction degradation, and color contrast reduction, and achieve the effect of promoting macromolecule self-assembling

Inactive Publication Date: 2009-10-29
CRYSOPTIX
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0026]where Core is a conjugated organic unit capable of forming a rod-like macromolecule, n is a number of the conjugated organic units in the rod-like macromolecule, Gk is a set of ionogenic side-groups, and k is a number of the side-groups in the set Gk; wherein the set of the ionogenic side-groups provide solubility of the organic compound and its salts and give rigidity to the rod-like macromolecule; the number n provides molecule anisotropy that promotes self-assembling of macromolecules in a solution of the organic compound or its salts, forming lyotropic liquid crystal; and wherein the solution is capable of forming a solid optical retardation layer of positive A-type substantially transparent to electromagnetic radiation in the visible spectral range.
[0031]where Core is a conjugated organic unit capable of forming a rod-like macromolecule, n is a number of the conjugated organic units in the rod-like macromolecule, Gk is a set of ionogenic side-groups, and k is a number of the side-groups in the set Gk; wherein the side-groups and the number k provide solubility of the organic compound and its salts and give rigidity to the rod-like macromolecule, and the number n provides molecule anisotropy that promotes self-assembling of macromolecules in a solution of the organic compound or their salt, forming lyotropic liquid crystal;

Problems solved by technology

In addition, this light leakage and, hence, the contrast of an LCD also depend on the direction from which the display screen is viewed.
Various display image properties such as contrast ratio, color reproduction, and image brightness are the functions of the angles θ and φ. In color displays, the leakage problem not only decreases the contrast but also causes color or hue shifts with the resulting degradation of color reproduction.
However, unless problems related to the effect of viewing angle on the coloration, contrast degradation and inversion are solved, the replacement of traditional CRTs by LCDs will be limited.
However, a low thermal stability of PVA based optical films limits their applications.

Method used

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  • Organic Compound, Optical Film and Method of Production thereof
  • Organic Compound, Optical Film and Method of Production thereof
  • Organic Compound, Optical Film and Method of Production thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0079]This example describes synthesis of poly(2,2′-disulfo-4,4′-benzidine terephthalamide) cesium salt (structure #3 in Table 2).

[0080]1.377 g (0.004 mol) of 4,4′-diaminobiphenyl-2,2′-disulfonic acid was mixed with 1.2 g (0.008 mol) of CsOH and 40 ml of water and stirred with dispersing stirrer till dissolution. 0.672 g (0.008 mol) of sodium bicarbonate was added to the solution and stirred. While stirring the obtained solution at high speed (2500 rpm) the solution of 0.812 g (0.004 mol) of terephthaloyl dichloride in dried toluene (15 mL) was gradually added within 5 minutes. The stirring was continued for 5 more minutes, and viscous white emulsion was formed. Then the emulsion was diluted with 40 ml of water, and the stirring speed was reduced to 100 rpm. After the reaction mass has been homogenized the polymer was precipitated via adding 250 ml of acetone. Fibrous sediment was filtered and dried.

[0081]Gel permeation chromatography (GPC) analysis of the sample was performed with ...

example 2

[0082]This example describes synthesis of poly(2,2′-disulfo-4,4′-benzidine sulfoterephthalamide) (structure #4 in Table 2).

[0083]10 g (40 mmol) of 2-sulfoterephtalic acid, 27.5 g (88.7 mmol) of triphenylphosphine, 20 g of LiCl and 50 ml of pyridine were dissolved in 200 ml of NMP in a 500 ml three-necked flask. The mixture was stirred at 40° C. for 15 min and then 13.77 g (40 mmol) of 4,4′-diaminobiphenyl-2,2′-disulfonic acid was added. The reaction mixture was stirred at 115° C. for 3 hours. 1 L of methanol was added to the viscous solution, formed yellow precipitate was filtrated and washed sequentially with methanol (500 ml) and diethyl ether (500 ml). Yellowish solid was dried in vacuo at 80° C. overnight. Molecular weight analysis of the sample via GPC was performed as described in Example 1.

example 3

[0084]This example describes synthesis of poly(para-phenylene sulfoterephthalamide) (structure #5 in Table 2).

[0085]10 g (40 mmol) of 2-sulfoterephtalic acid, 27.5 g (88.7 mmol) of triphenylphosphine, 20 g of LiCl and 50 ml of pyridine were dissolved in 200 ml of NMP in a 500 ml three-necked flask. The mixture was stirred at 40° C. for 15 min and then 4.35 g (40 mmol) of 1,4-phenylenediamine was added. The reaction mixture was stirred at 115° C. for 3 hours. 1 L of methanol was added to the viscous solution, formed yellow precipitate was filtrated and washed sequentially with methanol (500 ml) and diethyl ether (500 ml). Yellowish solid was dried in vacuo at 80° C. overnight. Molecular weight analysis of the sample via GPC was performed as described in Example 1.

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Abstract

An organic compound has the general structural formula I. In the formula I, Core is a conjugated organic unit capable of forming a rod-like macromolecule, n is a number of the conjugated organic units in the rod-like macromolecule, Gk is a set of ionogenic side-groups, and k is a number of the side-groups in the set Gk. The set of the ionogenic side-groups provide solubility of the organic compound or its salts and give rigidity to the rod-like macromolecule. The number n provides molecule anisotropy that promotes self-assembling of macromolecules in a solution of the organic compound or its salts, forming lyotropic liquid crystal. The solution is capable of forming a solid optical retardation layer of positive A-type substantially transparent to electromagnetic radiation in the visible spectral range. An optical film based on an organic compound of the general formula I and a method of making same are also disclosed.

Description

FIELD OF THE INVENTION[0001]The present invention relates generally to the field of organic chemistry and particularly to the organic films with phase-retarding properties for displays. More specifically, the present invention is related to the conjugated organic compounds capable of forming a rod-like macromolecule and manufacture of the optical films based on these compounds.BACKGROUND OF THE INVENTION[0002]Liquid crystals are widely used in electronic optical displays. In such display systems, a liquid crystal cell is typically situated between a pair of crossed polarizing plates. For transmissive LCDs light from the backlight source is polarized by a first polarizer and transmitted through a liquid crystal cell, where its polarization state is affected according to the molecular orientation of the liquid crystal that can be controlled by applying a voltage across the cell. Then, light having altered polarization state is transmitted through a second polarizer. By employing this ...

Claims

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Application Information

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IPC IPC(8): C08G16/00C09K19/12B05D5/06B32B17/10B32B27/08
CPCC09K19/3804C09D177/06C09K2019/0444C09K19/3809Y10T428/31623Y10T428/31725
Inventor KASIANOVA, IRINAYURCHENKO, DARYA
Owner CRYSOPTIX
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