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Triphenyl diacetylene compound with reaction and liquid crystal polymer containing the compound

A technology of acetylene compounds and liquid crystal polymers, applied in the direction of liquid crystal materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of non-reactivity, inability to form films, and inability to polymerize polymers, etc., to achieve increased pitch and increase The effect of large reflection width and high optical anisotropy

Inactive Publication Date: 2003-04-30
IND TECH RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these triphenyldiacetylenes are not reactive and cannot be polymerized into polymers, so they cannot be formed into films

Method used

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  • Triphenyl diacetylene compound with reaction and liquid crystal polymer containing the compound
  • Triphenyl diacetylene compound with reaction and liquid crystal polymer containing the compound
  • Triphenyl diacetylene compound with reaction and liquid crystal polymer containing the compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Example 1: Synthesis of monomer M1 cholesteryl 4-[3-(2-oxiranyl)propoxy]benzoate (cholesteryl 4-[3-(2-oxiranyl)propoxy]benzoate)

[0064] For synthesis steps, please refer to figure 1 .

[0065] Step 1: Synthesis of 5-bromopentene (1)

[0066] Put 100g (0.41mol) of 1,5-dibromopentane (1,5-dibromopentane) in a 200ml double-neck bottle and install a liquid feeding tube and a distillation tube respectively. 50 g of HMPT (hexamethyl phosphoroustriamide) (0.28 mol) were added. After heating the double-neck flask to 180°C, seal the system, and add HMPT dropwise, cool the round-bottom flask with liquid nitrogen, react until no solution evaporates, take out the collected solution, purify it with silica gel column chromatography, wash The dehydration is n-hexane. Yield 50%.

[0067] Step 2: Synthesis of 4-(4-pentenyloxy)benzoic acid (4-(4-pentenyloxy)benzoic acid) (3)

[0068] Mix 15g (0.1mol) of 5-bromopentene (1) with 20g (0.12mol) of ethyl4-hydroxybenzoate (ethyl4-hydr...

Embodiment 2

[0073] Example 2: Synthesis of monomer M2 cholesteryl [4-6-acryloyloxyhexoxy] benzoate (cholesteryl-[4-(6-acryloyloxyhexoxy)]benzoate.

[0074] Step 1: Synthesis of ethyl-4-(6-hydroxyhexyl-1-oxy)oxy)benzoate (ethyl-4-(6-hydroxyhexyl-1-oxy)benzoate) (5)

[0075] For synthesis steps, please refer to figure 2 .

[0076] 8.2 g (60 mmol) of 6-chlorohexanol, 5.0 g (30 mmol) of ethyl 4-hydroxybenzoate and 12.4 g (90 mmol) of potassium carbonate were dissolved in 150 ml of acetonitrile, and heated to reflux for 24 hours. Concentrate to remove acetonitrile, dissolve in acetic acid, wash the organic layer three times, dry and concentrate, and purify by silica gel column chromatography, the eluent is ethyl acetate and n-hexane (1:4, v / v). A colorless liquid was obtained. Yield 85%.

[0077] Step 2: Synthesis of 4-(6-hydroxyhexyl-1-oxy)benzoic acid (4-(6-hydroxyhexyl-1-oxy)benzoic acid)(6)

[0078] Put 8.00g (30mmol) of compound (5) and 1.4g (35mmol) of NaOH in a 500ml round bottom ...

Embodiment 3

[0083] Example 3: Synthesis of monomer M3 2-3-[4-(2-2-ethyl-4-[2-(4-propylphenyl)-1-ethynyl]phenyl-1-ethyl) Phenoxy]propyl oxirane (2-3-[4-(2-2-ethyl-4-[2-(4-propylphenyl)1-ethynyl]phenyl-1-ethyl)phenoxy]propyl oxirane).

[0084] For synthesis steps, please refer to image 3 .

[0085] Step 1: Synthesis of 1-iodo-4-(4-pentenyloxy)benzene (1-iodo-4-(4-pentenyloxy)benzene) (8)

[0086] Put 18g (0.12mol) of 5-bromopentene (1), 22g (0.1mol) of iodophenol, 27.6g (0.2mol) of potassium carbonate and 0.5g (3mmol) of potassium iodide in a round bottom flask, add acetonitrile (800ml) was dissolved and heated to reflux for 24 hours. Concentrate to remove acetonitrile, dissolve with ether, wash the organic layer three times with water, dry and concentrate, and purify by silica gel column chromatography, the eluent is ethyl acetate and n-hexane 1:4. A white solid was obtained. Yield 91%.

[0087] Step 2: Synthesis of 2-methyl-4-[4-pentenyloxy]phenyl]-3-butyn-2-ol (2-methyl-4-[4-(4-pe...

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Abstract

The present invention relates to a reactive triphenyl diethyne compound, which can take part in the copolymerization reaction with cholesterol-type liquid crystal to prepare cholesterol-type reflecting polaring plate.

Description

technical field [0001] The invention relates to a reactive triphenyldiacetylene compound, in particular to a liquid crystal polymer obtained by taking the compound as a monomer, which can be used to make a cholesteric reflective polarizer with wide reflection wave width. Background technique [0002] Cholesteric polarizers reflect light waves of a specific wavelength, the reflection center wavelength λ, and the average refractive index n of the film ave It has the following relationship with the pitch P (pitch length) of the cholesteric liquid crystal arrangement: [0003] λ=n ave ×P [0004] The reflection bandwidth Δλ (reflection bandwidth) is related to the optical anisotropy Δn (birefringence, or birefringence, optical anisotropy) of the film and the pitch P. The relationship is as follows: [0005] Δλ=Δn×P [0006] The cholesteric polarizing film can be applied to liquid crystal displays to improve light use efficiency. [0007] The cholesteric liqui...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C15/54C09K19/38
Inventor 许千树张书文胡文中张永昇
Owner IND TECH RES INST
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