Liquid crystal alignment agents for photo-alignment, liquid crystal photo-alignment layers, and liquid crystal displays using the same
A liquid crystal alignment agent, the technology of making tetracarboxylic dianhydride, applied in liquid crystal materials, optics, nonlinear optics, etc., can solve the problems of reduced response speed of liquid crystal display elements, burn marks, and reduced brightness of liquid crystal display elements
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[0418] Hereinafter, the present invention is illustrated by examples. In addition, the compounds used in the examples are shown below.
[0419]
[0420] Acid dianhydride (A1): 1,2,3,4-cyclobutanetetracarboxylic dianhydride
[0421] Acid dianhydride (A2): pyromellitic dianhydride
[0422] Acid dianhydride (A3): 1,2,3,4-tetramethyl-1,2,3,4-cyclobutanetetracarboxylic dianhydride
[0423]
[0424] Diamine (D1): N,N'-bis(4-aminophenyl)-N,N'-dimethylethylenediamine
[0425] Diamine (D2): N, N'-bis(4-aminophenyl)piperazine
[0426] Diamine (D3): 4,4'-diaminodiphenylmethane
[0427] Diamine (D4): 3,3'-diaminodiphenylmethane
[0428] Diamine (D5): 1,4-phenylenediamine
[0429] Diamine (D6): 4,4'-diaminoazobenzene
[0430] Diamine (D7): 4,4'-diaminodiphenylamine
[0431]
[0432] N-methyl-2-pyrrolidone: NMP
[0433] Butyl cellosolve (ethylene glycol monobutyl ether): BC
[0434]
[0435] Additive (Ad1): bis[4-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyimide)phenyl]met...
Synthetic example 1
[0441] Add 3.397 g of diamine (D1) and 40.0 g of dehydrated NMP into a 100 mL four-neck flask equipped with a thermometer, a stirrer, a raw material inlet, and a nitrogen inlet, and stir and dissolve them under a dry nitrogen stream. Next, 1.232 g of acid dianhydride (A1), 1.370 g of acid dianhydride (A2) and 40.0 g of dehydrated NMP were added, and stirring was continued at room temperature for 24 hours. BC14.0g was added to this reaction solution, and the polyamic-acid solution whose polymer solid content concentration was 6 wt% was obtained. This polyamic acid solution was referred to as PA1. The weight average molecular weight of the polyamic acid contained in PA1 was 104,500.
[0442]The weight average molecular weight of a polyamic acid is measured by the GPC method using the 2695 separation module-2414 differential refractometer (made by Waters), and is calculated|required by polystyrene conversion. The obtained polyamic acid was diluted with the phosphoric acid-DMF m...
example 1
[0449] Add a mixed solvent of NMP / BC=4 / 1 (weight ratio) to the polyamic acid solution (PA1) with a polymer solids concentration of 6wt% prepared in Synthesis Example 1, and dilute to a polymer solids concentration of 4wt % as a liquid crystal alignment agent. Using the obtained liquid crystal alignment agent, the board|substrate for transmittance evaluation was produced as shown below.
[0450]
[0451] The liquid crystal alignment agent is coated on the glass substrate by using a spinner. In addition, including the following examples and comparative examples, the rotation speed of the spinner was adjusted according to the viscosity of the liquid crystal alignment agent so that the alignment film had the following film thickness. After coating, heat and dry at 70°C for 1 minute, use RUBI color matching lamp ML-501C / B manufactured by Ushio Inc., from the vertical direction relative to the substrate, Linearly polarized light that is irradiated with ultraviolet light through ...
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