Photoreactive polymer and method for preparing the same

a photoreactive polymer and polymer technology, applied in the field of photoreactive polymers, can solve the problems of increased preparing cost, reduced contrast, and reclined yield of products, and achieve excellent thermal stability, slow photoreactive rate, and relatively high mobility of main chains

a photoreactive polymer and polymer technology, applied in the field of photoreactive polymers, can solve the problems of increased preparing cost, reduced contrast, and reclined yield of products, and achieve excellent thermal stability, slow photoreactive rate, and relatively high mobility of main chains

US20100093955A1Inactive Publication Date: 2010-04-15LG CHEM LTD

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  • Photoreactive polymer and method for  preparing the same
  • Photoreactive polymer and method for  preparing the same
  • Photoreactive polymer and method for  preparing the same

Examples

Experimental program
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example 1

Synthesis of 5-norbornene-2-methyl-4′-methoxy cinnamate ring-opened hydrogenated polymer

(1) Synthesis of 5-norbornene-2-methanol

[0099]DCPD (dicyclopentadiene, Aldrich, 397 g, 3 mol), and aryl alcohol (Aldrich, 331 g, 5.7 mol) were put into the high pressure reactor having the volume of 2 L and then heated to 210° C. The agitation was performed at 300 rpm to conduct the reaction for 1 hour. When the reaction was finished, the reactant was cooled and then moved to the distillation device. The distillation was performed twice under reduced pressure of 1 torr by using the vacuum pump to obtain the product at 56° C. (yield: 52%).

[0100]1H-NMR (300 MHz, CDCl3): δ6.17˜5.91 (m, 2H), 3.71˜3.19 (m, 2H), 2.91˜2.75 (m, 2H), 2.38 (m, 1H), 1.83 (m, 1H), 1.60˜1.12 (m, 2H), 0.52 (m, 1H)

(2) The Ring Opening Metathesis Polymerization and the Hydrogenation Reaction of 5-norbornene-2-methanol

[0101]6.20 g 150 mmol) of 5-norbornene-2-methanol that was synthesized in (1) was punt into the Schlenk flask ha...

example 2

Synthesis of the 5-norbornene-2-(4′-hydroxy-4-methoxychalcone)ester Ring-Opened Hydrogenated Polymer

(1) Synthesis of the Ring-Opened Hydrogenated Polymer of the 5-norbornene-2-carboxylic Acid

[0105]11.0 g (79.64 mmol) of the 5-norbornene-2-carboxylic acid was put into the Schlenk flask having the volume of 250 ml under an Ar atmosphere, and 55 g of toluene that was purified by using the solvent was added thereto. 18.2 mg (1.6 mmol) of triethyl aluminum (TEA) that was the cocatalyst was first added thereto while the flask was maintained at the polymerization temperature of 80° C. Subsequently, 1.6 ml of the 0.01 M (mol / L) toluene solution (WCl6 0.016 mmol, ethanol 0.048 mmol) in which tungsten hexachloride (WCl6) and ethanol were mixed with each other at a ratio in the range of 1:3 was added to the flask. Finally, 1.34 g of 1-octene (11.95 mmol) that was the molecular weight controlling agent was added to the flask and then reacted at 80° C. for 18 hours while the agitation was perfor...

example 3

Synthesis of the 5-norbornene-2-(7-hydroxy-6-methoxy coumarine)ester Ring-Opened Hydrogenated Polymer

[0108]10.1 g of the ring-opened hydrogenated polymer of the 5-norbornene-2-carboxylic acid that was synthesized in (1) of Example 2 (71.55 mmol), 12.49 g of 7-hydroxy-6-methoxycoumarin (Aldrich, 65.0 mmol), 19.9 g of EDC (N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride) (Aldrich, 104.2 mmol), and 13.2 g of HOBT (1-Hydroxybenzotriazole hydrate) (Aldrich, 97.52 mmol) were sequentially put into the two-neck flask having the volume of 250 ml, and then dissolved in 100 ml of DMF. After the temperature was reduced to 0° C., triethylamine (Aldrich, 45 ml, 325 mmol) was slowly dropped. After the temperature was increased to normal temperature and maintained overnight. When the reaction was finished, the extraction was performed by using a great amount of ethyl acetate. The resulting substance was washed by using NaHCO3 and H2O, the reaction solution was dropped on acetone to per...

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Abstract

The present invention relates to a photoreactive polymer that comprises a multi-cyclic compound in a main chain, and a polymerization method thereof. Since the photoreactive polymer according to the present invention comprises a multi-cyclic compound having a high glass transition temperature as a main chain, the thermal stability is excellent, and since the mobility of the main chain is relatively high as compared to that of an additional polymer, a photoreactive group can be freely moved in the main chain of the polymer. Accordingly, it is possible to overcome a slow photoreactive rate that is considered a disadvantage of a polymer material used to prepare an alignment film for known liquid crystal display devices.

Description

TECHNICAL FIELD [0001]The present invention relates to a photoreactive polymer, and more particularly to a photoreactive polymer that has an alignment property due to a photoreaction and includes a multi-cyclic compound in a main chain, thus having the excellent thermal stability and allowing the photoreaction to be rapid.[0002]This application claims priority from Korea Patent Application Nos. 10-2007-0028114 and 10-2007-0028104 filed on Mar. 22, 2007 in the KIPO, the disclosure of which is incorporated herein by reference in its entirety.BACKGROUND ART [0003]In recent years, a liquid crystal display that has a light weight and consumes a small amount of electric power has been used as a most competitive display that can be used instead of a cathode ray tube. In particular, since a thin film transistor liquid crystal display (TFT-LCD) that is driven by using a thin film transistor independently drives each of pixels, a response speed of the liquid crystal is very high, thus, a high...

Claims

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Application Information

Patent Timeline
15 Apr 2010
Publication
US20100093955A1
IPC
C08F4/44; C08F4/00; C08F4/06; C08F24/00; C08F18/02; C07D311/02; C07C69/00
CPC
C08F210/02; C08F290/00; C08F290/14; C08F297/00; C08F297/06; C08F232/00; C08F2500/25; C08F2500/26
Inventors
CHOI, DAI-SEUNG; JUNG, HYE-YOUNG