Method for polymerizing cyclic olefin having polar functional group, olefin polymer produced thereby, optical antisotropic film comprising the same, and catalyst composition for polymerizing the cyclic olefin
A technology for polar functional groups and polymers, which is applied in the preparation of catalyst compositions for cycloolefin polymers and the field of preparation of cycloolefin polymers. It can solve the problems of polymer color transparency, lower thermal stability, and difficult high-temperature polymerization of catalyst systems, etc. question
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[0192] In the method for preparing a cycloolefin polymer having a polar functional group according to the present invention, the deactivation of the catalyst due to the polar functional group of the monomer, water and oxygen is prevented, so the activity of the catalyst is excellent and its stability is high . Therefore, it is possible to produce a polymer having a high molecular weight in high yield and reduce the amount of catalyst used relative to the monomer. Therefore, there is no need to additionally perform a process for removing catalyst residues.
[0193] In Formula 1, the arrow symbol indicates the coordination of the ligand to the metal.
[0194] The present invention provides a method for preparing cycloolefin polymers with polar functional groups. The method includes the step of contacting the catalyst mixture with a monomer solution containing a cycloolefin monomer having a polar functional group. The catalyst mixture comprises: a precatalyst represented by th...
Embodiment
[0314] A more thorough understanding of the present invention can be obtained with reference to the following examples, which are presented for purposes of illustration and are not to be construed as limiting the invention.
[0315] In the following Preparations and Examples, procedures in which air- or water-sensitive compounds were handled were performed using standard Schlenk techniques or dry-box techniques. Use Bruker300 spectrometer to obtain nuclear magnetic resonance spectrum, 1 H NMR is measured at 300MHz, while 13 C NMR measured at 75 MHz. The molecular weight and molecular weight distribution of the polymer are measured using GPC (Gel Permeation Chromatography). For this, use polystyrene samples as standards. Thermal analyzes such as TGA and DSC were performed using TA equipment (TGA2050; heating rate 10K / min). Sodium / benzophenone is used to distill and purify toluene while CaH 2 to distill and purify dichloromethane.
[0316]
preparation Embodiment 1
[0317] Preparation of 5-norbornene-2-methyl acetate
[0318] After DCPD (Aldrich Company, 248mL and 1.852mol), allyl acetate (allylacetate) (Aldrich Company, 500mL and 4.63mol) and hydroquinone (0.7g and 0.006mol) were put into a 2L high-pressure reactor, the temperature was raised to 190 ℃. The resulting mixture was stirred at 300 rpm and reacted for 5 hours. When the reaction is complete, the reaction mass is cooled and transferred to a distillation apparatus. Two distillations were performed under a reduced pressure of 1 torr using a vacuum pump to obtain the product at 56° C. (yield: 30%; exo / endo=57 / 43).
[0319] 1H-NMR (300MHz, CDCl 3 ): δ 6.17~5.91(m, 2H), 4.15~3.63(m, 2H), 2.91~2.88(m, 2H), 2.38(m, 1H), 2.05(s, 3H), 1.83(m, 1H) , 1.60~1.25 (m, 2H), 0.57 (m, 1H).
[0320]
PUM
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