LIGAND COMPOUND, TRANSITION METAL COMPOUND AND CATALYST COMPOSITION INCLUDING THE TRANSITION METAL COMPOUND

Abstract

The present invention relates to a novel ligand compound, a transition metal compound and a catalyst composition including the transition metal compound. The novel ligand compound and the transition metal compound of the present invention may be usefully used as the catalyst of a polymerization reaction for preparing an olefin polymer having a low density relative to a CGC catalyst. In addition, a product having low melt index (MI) and a high molecular weight may be manufactured using the olefin polymer polymerized using the catalyst composition including the transition metal compound.

Claims

1. A ligand compound represented by the following Formula 2: ##STR00020## in Formula 2, R.sub.1 to R.sub.6 are each independently hydrogen; alkyl having 1 to 20 carbon atoms; alkenyl having 2 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, R.sub.7 and R.sub.8 are each independently hydrogen; alkyl having 1 to 20 carbon toms; alkenyl having 2 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; alkylaryl having 6 to 20 carbon atoms; arylalkyl having 7 to 20 carbon atoms; alkyl amido having 1 to 20 carbon atoms; aryl amido having 6 to 20 carbon atoms; or alkylidene having 1 to 20 carbon atoms, R.sub.9 is hydrogen; alkyl having 1 to 20 carbon atoms; alkenyl having 2 to 20 carbon atoms; alkoxy having 1 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; arylalkoxy having 7 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, at least two adjacent elements of R.sub.1 to R.sub.9 may be connected to each other to form a ring, R.sub.12 and R.sub.13 are each independently hydrogen, and Q is Si, C, N, P, or S.

2. The ligand compound of claim 1, wherein in the above Formula 2, R.sub.1 to R.sub.6 are each independently hydrogen; alkyl having 1 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, R.sub.7 and R.sub.8 are each independently hydrogen; alkyl having 1 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; or alkylaryl having 6 to 20 carbon atoms, R.sub.9 is hydrogen; alkyl having 1 to 20 carbon atoms; alkoxy having 1 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; arylalkoxy having 7 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, at least two adjacent elements of R.sub.1 to R.sub.9 may be connected to each other to form an aliphatic ring having 5 to 20 carbon atoms or an aromatic ring having 6 to 20 carbon atoms, the aliphatic ring or the aromatic ring being substituted with halogen, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon, atoms, or aryl having 6 to 20 carbon atoms, R.sub.12 and R.sub.13 are each independently hydrogen, and Q is Si, C, N, or P.

3. The ligand compound of claim 2, wherein the compound represented by Formula 2 is represented by one of the following formulae: ##STR00021##

4. A method of preparing a ligand compound of Formula 2, the method comprising: a) preparing a compound represented by the following [Formula 3] by reacting a compound represented by the following [Formula 4] with a compound represented by the following [Formula 5] ; and b) preparing a compound represented by the following [Formula 2] by reacting a compound represented by the following [Formula 3] with a compound represented by the following [Formula 6]: ##STR00022## in the above formulae, R.sub.1 to R.sub.6 are each independently hydrogen; alkyl having 1 to 20 carbon atoms; alkenyl having 2 to 20 carbon atoms aryl having 6 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, R.sub.7 and R.sub.8 are each independently hydrogen; alkyl having 1 to 20 carbon atoms; alkenyl having 2 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; alkylaryl having 6 to 20 carbon atoms; arylalkyl having 7 to 20 carbon atoms; alkyl amido having 1 to 20 carbon atoms; aryl amido having 6 to 20 carbon atoms; alkylidene having 1 to 20 carbon atoms, R.sub.9 is hydrogen; alkyl having 20 carbon atoms; alkenyl having 2 to 20 carbon atoms; alkoxy having 1 to 20 carbon atoms; aryl having 6 to 20 carbon atoms; arylalkoxy having 7 to 20 carbon atoms; alkylaryl having 7 to 20 carbon atoms; or arylalkyl having 7 to 20 carbon atoms, at least two adjacent elements of R.sub.1 to R.sub.9 may be connected to each other to form a ring, R.sub.12 and R.sub.13 are each independently hydrogen, and Q is Si, C, N, P, or S.

Description

EXAMPLE 1

[0151] A hexane solvent (1.0 L) and 1-octene (210 ml) were inserted to a 2 L autoclave reactor, followed by pre-heating the reactor to 150 C. At the same time, the Pressure of the reactor was filled up with ethylene (35 bar) in advance. A dimethylanilinium tetrakis(pentafluorophenyl)borate co-catalyst (20 mol) and a transition metal compound (2.0 mol) represented by Formula 1-1, prepared in Preparation Example 1 and treated with triisobutyl aluminum compound were injected to the reactor while applying high pressure of argon (molar ratio of Al:Ti=10:1). Then, a copolymerization reaction performed for 8 minutes. After that, the remaining ethylene gas was exhausted, and a polymer solution was added to an excessive amount of ethanol to induce precipitation. The precipitated polymer was washed with ethanol twice or three times, respectively, and dried in vacuum oven at 90 for more than 12 hours to prepare a polymer.

EXAMPLE 2

[0152] A polymer was prepared through the same method described in Example 1 except for using the transition metal compound represented by Formula 1-2 according to Preparation Example 2 instead of the transition metal compound according to Preparation Example 1.

EXAMPLE 3

[0153] A polymer was prepared through the same method described in Example 1 except for using the transition metal compound represented by Formula 1-3 according to Preparation Example 3 instead of the transition metal compound according to Preparation Example 1.

Comparative Example

[0154] A polymer was prepared through the same method described in Example 1 except for using the transition metal compound according to Comparative Example instead of the transition metal compound according to Preparation Example 1.

Experimental Example

[0155] The physical properties of each polymer prepared in Examples 1 to 3, and Comparative Example were compared and analyzed. Evaluation results are shown in the following Tables 1 and 2.

[0156] 1) Melt Index (MI)

[0157] Melt index of each polymer prepared in Examples 1 to 3, and Comparative Example was measured a cording to ASTM D-1238 (condition E, 190 C., 2.16 kg load).

[0158] 2) Melting Temperature (Tm)

[0159] The melting temperature of each polymer prepared in Examples 1 to 3, and Comparative Example was obtained using a differential scanning calorimeter 6000 (LSC) manufactured by PerkinElmer Co, Particularly, about 0.5 mg to 10 mg of each polymer prepared in Examples 1 to 3, and Comparative Example was filled, and a nitrogen gas flow rate was controlled to 20 ml/min. In order to synchronize the thermal hysteresis of each polymer, the temperature of each polymer was increased from 0 C. to 150 C. at a rate of 20 C./min. Then, the peak of the heat curve of heat flow measured by DSC conducted while cooling the temperature from 150 C. to 100 C. at a rate of 10 C./min and then, elevating the temperature from 100 C. to 150 C. at a rate of 10 C./min. That is, the measurement was performed while regarding an absorption peak temperature during heating as the melting temperature.

[0160] 3) Density

[0161] The density of each Polymer prepared in Examples 1 to 3, and Comparative Example was obtained after manufacturing sheet having a thickness of 3 mm and a radius of 2 cm using a press mold at 190 C., annealing thereof at room temperature for 24 hours, and measuring using a Mettler balance.

TABLE-US-00001 TABLE 1 Division Example 1 Example 3 Comparative Example Yield (g) 40.6 38.0 41.3

[0162] As shown in Table 1, it was achieved that the transition metal compounds (Examples 1 and 3) according to exemplary embodiments of the present invention exhibited similar yield when compared to the transition metal compound (Comparative Example) used as the conventional catalyst. From the results, it is confirmed that the transition metal compound according to an embodiment of the present invention has good activity as a catalyst.

TABLE-US-00002 TABLE 2 Division Comparative Example 1 Example 2 Example 3 Example Melt index 13.61 18.45 12.47 25.25 Melting 89.97 40.1 (51.05)/89.07 102.30 temperature Density 0.890 0.863 0.872 0.904

[0163] As shown in Table 2, the polymers of Examples 1 to 3 prepared using the transition metal compound according to an embodiment of the present invention has a low density region and low melt index when compared to the polymer of Comparative Example prepared using the conventional CGC catalyst.