Method of producing cyclic olefin polymers having polar functional groups, olefin polymer produced using the method and optical anisotropic film comprising the same
A technology of cycloolefin polymer and polar functional group, applied in the field of preparing cycloolefin polymer, can solve problems such as being unsuitable for preparation, and achieve the effect of avoiding catalyst deactivation and good activity
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[0044] The method for preparing a cycloolefin polymer containing a polar functional group according to an embodiment of the present invention comprises: preparing a catalyst mixture comprising (i) a procatalyst represented by chemical formula (1), the procatalyst comprising a Group 10 metal and containing a metal A ligand of a bonded heteroatom and (ii) a cocatalyst represented by formula (2) comprising a salt compound capable of providing a phosphonium cation and an anion weakly coordinated to the metal of the procatalyst; and at 80-150° C. In the presence of an organic solvent and the above-mentioned catalyst mixture, the cycloolefin monomer containing a polar functional group is added and polymerized at a temperature of
[0045] In this embodiment, catalyst deactivation due to polar functional groups of the monomers, moisture and oxygen can be avoided, the catalyst is thermally and chemically stable, thus, high yields of cycloolefin polymers can be achieved using a small amo...
preparation Embodiment 1
[0098] Preparation Example 1: (Cy) 3 Preparation of PHCl
[0099] (Cy) 3 P (2.02g, 7.2mmol; Cy=cyclohexyl) was dispersed in Et in a 250mL Schlenk flask 2 O (150 mL). Then, anhydrous HCl (14.4 mL, 1.0 M in ether) was added to the solution at room temperature to give a white solid. After stirring for about 20 minutes, the solid was filtered through a glass filter and washed with Et 2 O (80 mL) was washed 3 times. Thereafter, the residual solvent was removed in vacuo at room temperature to obtain (Cy) 3 PHCl (86%, 1.95 g).
[0100] 1 H-NMR (600MHz, CD 2 Cl 2 ): δ7.02~6.23 (d, 1H, J H-P =470Hz), 2.56~1.30(m, 33H); 13 C-NMR (600MHz, CD 2 C 12 ): δ28.9(d), 28.5(d), 26.8(d), 25.6(s). 31 P-NMR (600MHz, CD 2 C 12 ): δ22.98 (d, J P-H = 470Hz).
preparation Embodiment 2
[0101] Preparation Example 2: (n-Bu) 3 Preparation of PHCl
[0102] (n-Bu) 3 P (2.0 g, 10.0 mmol; n-Bu = n-butyl) was dispersed in Et in a 250 mL Schlenk flask 2 O (100mL). Then, anhydrous HCl (20.0 mL, 1.0 M in ether) was added to the solution at room temperature to give a white solid. After stirring for about 20 minutes, the solid was filtered through a glass filter and washed with Et 2 O (80 mL) was washed 3 times. Thereafter, the residual solvent was removed in vacuo at room temperature to obtain (n-Bu) 3 PHCl (90%, 2.15 g).
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