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Diamine compound having the ability to generate radicals and bases and imide polymers using it as a raw material

An amine compound and imide-based technology, applied in organic chemistry, instruments, optics, etc., can solve problems such as component decomposition, reliability reduction, and liquid crystal display element reliability reduction, and achieve fast response and high efficiency tilt effect

Active Publication Date: 2022-03-22
NISSAN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] On the other hand, in the PSA type device, there is a problem that the solubility of the polymerizable compound added to the liquid crystal is low, and when the added amount is increased, the problem is that it precipitates at a low temperature. However, when the added amount of the polymerizable compound is reduced, the to good orientation state
In addition, the unreacted polymerizable compound remaining in the liquid crystal becomes an impurity (contamination) in the liquid crystal, so there is also a problem of lowering the reliability of the liquid crystal display element.
In addition, if the amount of UV irradiation treatment necessary for the PSA method is large, the components in the liquid crystal will be decomposed, causing a decrease in reliability.

Method used

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  • Diamine compound having the ability to generate radicals and bases and imide polymers using it as a raw material
  • Diamine compound having the ability to generate radicals and bases and imide polymers using it as a raw material
  • Diamine compound having the ability to generate radicals and bases and imide polymers using it as a raw material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0197] BODA (1.30g, 5.2mmol), 3AMPDA (0.63g, 2.6mmol), DA-1 (2.20g, 5.2mmol), and DA-2 (1.98g, 5.2mmol) were dissolved in NMP (22.8g), After making it react at 60 degreeC for 5 hours, CBDA (1.50g, 7.7mmol) and NMP (7.6g) were added, it was made to react at 40 degreeC for 10 hours, and the polyamic-acid solution was obtained.

[0198] After adding NMP to this polyamic-acid solution (34g) and diluting to 6.5 mass %, acetic anhydride (5.9g) and pyridine (1.8g) were added as an imidization catalyst, and it was made to react at 70 degreeC for 3 hours. This reaction solution was poured into methanol (500 ml), and the obtained precipitate was filtered off. This deposit was wash|cleaned with methanol, it dried under reduced pressure at 100 degreeC, and the polyimide powder (A) was obtained. The imidization rate of this polyimide was 76%, the number average molecular weight was 13000, and the weight average molecular weight was 48000.

[0199] NMP (22.0g) was added to the obtained po...

Embodiment 2

[0219] Glycidyl methacrylate (GMA) (7.11 g, 50.0 mmol) and methyl methacrylate (MMA) (5.01 g, 50.0 mmol) were dissolved in NMP (116.4 g), and degassed with a diaphragm pump for 5 minutes, Then, azobisisobutyronitrile (AIBN) (0.82 g, 5.0 mmol) was added, and deaeration was performed again for 5 minutes. Then, it was made to react at 60 degreeC for 30 hours, and the 1:1 copolymer of GMA and MMA was obtained. Butyl cellosolve (BCS) (86.2g) was added to this polymer solution, and the polymethacrylate solution (C) of 6 mass % was obtained. The polymer had a number average molecular weight of 6800 and a weight average molecular weight of 10800.

[0220] DA-1 (42.3 mg, 0.1 mmol) was added and melt|dissolved to this solution (C) (10.0g), and the polymethacrylate solution (C1) was obtained.

[0221] "Confirmation of the ability of light to generate bases"

[0222] The polymethacrylate solution (C1) obtained above was spin-coated on the ITO surface of the ITO electrode substrate, and...

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Abstract

The present invention provides a novel diamine having the ability to generate radicals and bases by irradiation with ultraviolet rays, and a novel imide-based polymer using the same as a raw material. Diamine represented by formula (1), and imide polymer formed from polyimide precursor and / or polyimide obtained by imidizing the precursor using the diamine as a raw material . Formula (1) (T1, T2 are bonding groups such as single bond, -O-, -COO-; G is a divalent heterocyclic group with 2 nitrogen atoms; R1, R2 are carbon number 1-10 Alkyl, etc.; Q is the following group) formula (2) (R is a hydrogen atom, etc.; R3 is a nitrogen atom, etc.)

Description

technical field [0001] This application relates to a novel diamine compound having the ability to generate radicals and the ability to generate a base, and an imide-based polymer used in a liquid crystal aligning agent, a photosensitive resin material, and the like using the diamine compound as a raw material. Background technique [0002] For the liquid crystal display element of the method in which the liquid crystal molecules aligned vertically with respect to the substrate respond by an electric field (referred to as the vertical alignment (VA) method), the manufacturing process may include applying voltage to the liquid crystal molecules while irradiating them. UV process. [0003] For such a liquid crystal display element of the vertical alignment method, it is known that by adding a photopolymerizable compound to the liquid crystal composition in advance, and using a vertical alignment film such as a polyimide system, and applying a voltage to the liquid crystal cell ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D295/135C08G73/10G02F1/1337
CPCC07D295/135C08G73/10G02F1/1337
Inventor 川野勇太芦泽亮一
Owner NISSAN CHEM CORP
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