Liquid crystal orientation agent, liquid crystal orientation film, manufacturing method of liquid crystal orientation film, and liquid crystal display element
A liquid crystal alignment agent and a technology of liquid crystal alignment, applied in liquid crystal materials, chemical instruments and methods, instruments, etc., can solve the problems of printing plate swelling, APR resin swelling, and printing decline
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[0201] Hereinafter, the present invention will be further specifically described using examples, but the present invention is not limited by these examples.
[0202] The solution viscosity of each polymer solution in a synthesis example, the imidization rate of a polyimide, a weight average molecular weight, and epoxy equivalent were measured by the following methods.
[0203] [Solution Viscosity of Polymer Solution]
[0204] The solution viscosity (mPa·s) of the polymer solution was measured at 25° C. using an E-type rotational viscometer for a solution adjusted to a polymer concentration of 10% by weight using a predetermined solvent.
[0205] [Imidation rate of polyimide]
[0206] Put the polyimide solution into pure water, dry the obtained precipitate under reduced pressure at room temperature, dissolve it in deuterated dimethyl sulfoxide, use tetramethylsilane as a reference substance, and determination 1 H-NMR ( 1 H-Nuclear Magnetic Resonance, 1 H-NMR). according t...
Synthetic example 1
[0218] [Synthesis Example 1: Synthesis of Polyimide (PI-1)]
[0219] 224g (0.1 mol) of 2,3,5-tricarboxycyclopentylacetic dianhydride (TCA) as tetracarboxylic dianhydride, p-phenylenediamine (p-phenylenediamine, PDA) 86g (0.08 mol) as diamine ) and 105 g (0.02 mol) of cholestanyl diaminobenzoate (HCDA), dissolved in 166 g of N-methyl-2-pyrrolidone (NMP), and reacted at 60° C. for 6 hours to obtain A solution containing 20% by weight of polyamic acid. A small amount of the obtained polyamic acid solution was fractionated, NMP was added to obtain a solution having a polyamic acid concentration of 10% by weight, and the solution viscosity measured for this solution was 90 mPa·s.
[0220]Next, NMP was added to the obtained polyamic acid solution to obtain a solution having a polyamic acid concentration of 7% by weight, 11.9 g of pyridine and 15.3 g of acetic anhydride were added, and a dehydration ring-closure reaction was performed at 110° C. for 4 hours. After the dehydration...
Synthetic example 2
[0221] [Synthesis Example 2: Synthesis of Polyimide (PI-2)]
[0222] 22.5 g (0.1 mol) of TCA as tetracarboxylic dianhydride, 7.6 g (0.07 mol) of PDA as diamine, 52 g (0.01 mol) of HCDA, and 4.0 g of 4,4'-diaminodiphenylmethane (DDM) (0.02 mol), it melt|dissolved in NMP157g, it reacted at 60 degreeC for 6 hours, and obtained the solution containing 20 weight% of polyamic acids. A small amount of the obtained polyamic acid solution was fractionated, NMP was added to obtain a solution having a polyamic acid concentration of 10% by weight, and the solution viscosity measured for this solution was 110 mPa·s.
[0223] Next, NMP was added to the obtained polyamic acid solution to obtain a solution having a polyamic acid concentration of 7% by weight, 16.6 g of pyridine and 21.4 g of acetic anhydride were added, and a dehydration ring-closure reaction was performed at 110° C. for 4 hours. After the dehydration ring-closing reaction, the solvent in the system was solvent-substituted w...
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