CN1648138A - Preparation method of olefin polymerization catalyst coordinated by [R－N,P]1-type bidentate ligand and late transition metal - Google Patents

Abstract

The present invention is [R-N,P]1- type olefin polymerizing catalyst bidentate ligand and post-transition metal coordination and its synthesis and application in catalyzing polymerization of norbornene. The catalyst has the expression of [L-MR1R2], where, L is bidentate ligand containing N or P atom capable of coordinating with metal, R1 is Ph or CH3, R2 is PPh3 or CH3CN, and M is metal Ni or Pd. The catalyst is used in catalyzing polymerization of norbornene together with methyl aluminoxane or modified methyl aluminoxane to result in high catalytic activity. The catalyst has simple preparation process and high stability, and may be used in prepared polynorbornene product with high molecular weight, high glass temperature and unique property.

Description

Preparation method of olefin polymerization catalyst coordinated by [R-N, P]1-type bidentate ligand and late transition metal

technical field

The invention belongs to the preparation method of olefin polymerization catalyst coordinated by [RN, P] ^1- type bidentate ligand and late transition metal and the application in the preparation of polynorbornene.

technical background

The development and research of polyolefin synthesis process is one of the hot research topics in polymer chemistry and plastic industry. Polyolefin is the pillar industry of modern polymer material industry, and olefin polymerization catalyst is the core of polyolefin industry. Because organometallic olefin polymerization catalysts can not only efficiently catalyze olefin polymerization under mild conditions, but also can tailor the microstructure of polymers, it is possible to design new functional polyolefin materials and improve the performance of existing polymers at the molecular level. Research in the field has always been one of the frontiers and hotspots of contemporary chemistry. Since the advent of olefin polymerization catalysts in 1953, there have been three important milestones in the Ziegler-Natta catalytic system, metallocene catalytic system and late transition metal catalytic system in just over fifty years.

There are three polymerization methods of norbornene: ring-opening metathesis polymerization, cationic or free radical polymerization and addition polymerization. Before the mid-1980s, ring-opening metathesis polymerization was the most researched on norbornene polymerization. Since this type of polymerization retains the double bond, it can be cross-linked to obtain a polymer with higher elasticity. The RuCl ₃ /HCl catalytic system is used in commercial polymerization processes. However, there are few studies on cationic or free radical polymerization, and the resulting product is a norbornene oligomer connected at the 2 and 7 positions with low relative molecular weight. In 1963, Sartori et al. first reported the addition polymerization of norbornene, but there were shortcomings such as low catalytic activity and low molecular weight. After Kaminsky et al. found a highly efficient metallocene/methylaluminoxane (MAO) catalytic system, great progress was made in the addition polymerization of norbornene by using this catalytic system. The resulting polynorbornene has good thermal stability, but the product is insoluble In organic solvents, processing is difficult. In recent years, late transition metal catalysts have also been continuously applied to the addition polymerization of norbornene. In 1993, Deming and Novak reported the first nickel complex for the addition polymerization of norbornene. Since the addition-type norbornene homopolymer has a series of unique and interesting physicochemical properties, such as high chemical resistance, good solubility in organic solvents, good UV resistance, low dielectric constant, high glass Temperature, excellent light transmittance, high refractive index and low birefringence, etc., so the polymerization research in this area has been continuously reported in the literature in recent years.

At present, the traditional catalysts have been industrialized, and the metallocene catalytic system and the "post-mocene" transition metal catalytic system, which is becoming a research hotspot, have their own characteristics. Since 1995, great progress has been made in the research of "post-monocene" transition metal compounds, and many new catalysts have been discovered. A typical nickel-based catalyst is a complex formed by the active center nickel (II) and an organic ligand. At present, the research on ligands is mainly focused on the neutral ligand of bis-imine whose coordination atoms are N and N, and the coordination atoms are P, O and N, anionic ligands of O, etc. In recent years, P and N ligands have attracted increasing attention, mainly due to the diversity of their coordination with metal centers and the ease of tuning the electronic and steric properties of the donor atoms. The Braunstein research group synthesized a series of nickel complexes containing P and N chelating ligands, and systematically studied the ethylene oligomerization behavior of the complexes.

Typical nickel-based P and N characterize the structure of the chelating ligand as shown below:

Contents of the invention

The object of the present invention is to provide a [RN, P] ^1- type bidentate ligand coordinated with a late transition metal olefin polymerization catalyst and its preparation method.

The olefin polymerization catalyst provided by the present invention uses o-chloroaniline, triphenylphosphine and anhydrous nickel chloride as starting materials to prepare ligand L ₁ -2-diphenylphosphoraniline through reaction; ligand L ₁ The ligand L ₂ -2-diphenylphosphazenemethylaniline was prepared by reacting with CH ₃ I after dehydrogenation of ^nBuLi in equimolar amount. Ligand L ₂ reacts with an equimolar amount of ^nBuLi to form a lithium salt of the ligand, and then reacts with an equimolar amount of trans-[M(R ₂ ) ₂ (R ₁ )Cl], after extraction, filtration, washing, pumping Vacuum dry. Obtain corresponding catalyzer, productive rate is 68%--77%, and whole reaction process can be expressed as follows:

This type of catalyst is a homogeneous single-active center catalyst, which has high catalytic activity under mild conditions. By changing the substituent group on the ligand, it can catalyze and obtain polynorbornene with different molecular weights with different activities.

The expression of the catalyst prepared by the present invention is [L-MR ₁ R ₂ ], wherein, L represents a bidentate ligand containing N and P atoms that can coordinate with metals, R ₁ represents Ph or CH ₃ , R ₂ represents PPh ₃ or CH ₃ CN, M represents one of metal Ni or Pd, and the specific structure is shown in the following formula:

Wherein M is one of the central metals Ni and Pd, and R is H or CH ₃ .

Among the above catalysts, R=H, R ₁ =Ph, R ₂ =PPh ₃ .

This kind of [RN, P] ^1- type ligands and olefin polymerization catalysts coordinated by late transition metals have not been reported in literature or patents so far.

The preparation process of [R-NP] ^1- type bidentate ligand and late transition metal coordination olefin polymerization catalyst is as follows:

(1) Preparation of 2-diphenylphosphoraniline:

Its structural formula is:

Take 0.05-0.5mol of 2-chloroaniline and 0.05-0.5mol of PPh ₃ (triphenylphosphine) in a 50-500mL round bottom flask, and then add 0.025-0.25mol of powdered anhydrous nickel chloride. Heat the mixture to 200~220°C under stirring, react for 3-5 hours to obtain a dark blue melt, cool the melt to 180~160°C, add 30-300mL of acidified hot water at 55-65°C In water; extract the melt with another 20-200mL of boiling acidified water until the blue color of the melt fades completely, and combine the acidified water. Cool to room temperature. The aqueous phase was washed with diethyl ether (1×15-150 mL, 2×10-100 mL) to remove unreacted starting material, then extracted with CH ₂ Cl ₂ (3×15-150 mL), the combined extracts were washed with anhydrous Na ₂ Dry over SO ₄ and evaporate to a yellow oil (ca. 15-150 mL). Add about 25-250mL of THF under vigorous stirring until the white crystals just start to form, and place the resulting mixture at about 4-10°C for 5-10 hours; filter the white crystals, wash them with THF and ether respectively, and then in 100 Dry at -130°C (about 15torr) for more than 12 hours to remove the residual solvent, and obtain about 11.1-111g (57%) of a white powder product, mp: 293-295°C.

Under a nitrogen atmosphere, add about 50-150 mL of THF, 0.039-0.117 mol of naphthalene and 0.036-0.108 mol of sodium wire into a 150-500 mL dry three-neck round bottom flask, and then stir until the sodium is completely dissolved, which takes about 1 hour. The ocher-green solution obtained was cooled with a cold bath until it became almost completely solid; then, 0.0164-0.0492 mol of the powdery product obtained by adding color was added. The mixture was naturally warmed to room temperature and then stirred for 50-70 minutes; then about 0.2-0.6 g of acetic acid was added dropwise to eliminate the residual green color. The resulting orange-red mixture was treated with 10-30 mL of 20% ammonium chloride solution, followed by the addition of sufficient water to dissolve any remaining solids. After separation of the two phases, the aqueous phase was extracted with diethyl ether (1×10-30 mL), and the combined organic phases were dried over anhydrous Na ₂ SO ₄ , filtered and evaporated. The residue was placed in 50 mL of boiling 90% ethanol, and treated with nickel nitrate hexahydrate solution (2.6-7.8 g, 0.009-0.027 mol dissolved in 10-30 mL of boiling 90% ethanol), and the resulting brown solution was treated with 0.2-0.6 mL Trifluoroacetic acid treatment to ensure that deprotonation of the amino group no longer occurs. Store at 5°C for more than 12 hours, filter to obtain metal complexes and crystallized naphthalene; then wash with ethanol and then ether to remove naphthalene, and obtain 5.54-16.62g (89%) of yellow crystals [Ni(L ₁ ) ₂ ](NO ₃ ) ₂ ·H ₂ O, a nickel complex.

Suspend the nickel complex in a mixture of benzene (30-90 mL) and water (30-90 mL), add a few drops of concentrated hydrochloric acid, and reflux the mixture until the crystals dissolve. After the two phases were separated, the aqueous phase was extracted with benzene (5-15mL), the organic layers were combined, washed with brine (10-30mL), dried over _{anhydrous Na2SO4} and passed through a column (2.5×10cm _{Al2O3 column} ), eluted with benzene. The resulting colorless solution was evaporated to an oil and taken up in 18-54 mL of boiling 90% ethanol. 3.56-10.68 g of loose white crystals after cooling, that is, 2-diphenylphosphoraniline. mp: 82~83°C (88%, calculated from the nickel complex).

(2) Preparation of 2-diphenylphosphazeniline ligand:

Its structural formula is:

Dissolve 2.0-4.0 mmol of ligand _L1 in 20-40 mL of treated anhydrous THF, add 2.0-4.0 mmol of ^nBuLi dropwise at minus 78°C, and stir for 2-3 hours. Add 0.125-0.25mL (2.0-4.0mmol) of CH ₃ I dropwise to the reaction liquid at low temperature, react for 3-5 hours, then warm up to room temperature, let it stand for more than 12 hours, and use 3-6mL degassed water for reaction Quenched and extracted with diethyl ether (3 x 3-6 mL), the organic layer was separated and dried over anhydrous _MgSO4 , filtered, and finally the solvent was removed in vacuo to yield the product.

(3) Preparation of late transition metal catalysts coordinated with [RN, P] ^1- type bidentate ligands:

Its structural formula is:

The preparation of the catalyst is carried out under the protection of anaerobic, anhydrous and high-purity nitrogen. Dissolve 1-20mmol of ligand _L2 in 20-400ml of anhydrous THF, add 1-20mmol of ^nBuLi dropwise at minus 78°C, stir for 2-3 hours, and slowly add the reaction mixture dropwise To a solution containing 1-20mmol trans-[M(R ₂ ) ₂ (R ₁ )Cl] in toluene. Stir at room temperature for 12-16 hours, centrifuge to remove the lithium salt precipitate, concentrate the solvent in vacuo, and add a large amount of n-hexane to precipitate the precipitate. After the solvent is removed by vacuum filtration, the precipitate is washed with n-hexane for 3-5 times and dried in vacuum to obtain the catalyst with a yield of 68-77%.

Use catalyst provided by the invention to catalyze the steps of norbornene addition polymerization reaction as follows:

Norbornene addition polymerization is carried out under anhydrous and oxygen-free conditions. Under nitrogen atmosphere, add 2-20mL chlorobenzene solution (content is 0.2-2μmol) of aforementioned catalyst to polymerization bottle successively with syringe, add 3-30mL chlorobenzene solution (content is 20-200mmol) of norbornene and 3 -30mL of chlorobenzene, keep it for 5-10 minutes, add 0.066-1.32mL of toluene solution of co-catalyst MAO or MMAO (wherein, Al/Ni=500-10000:1) to initiate polymerization reaction, the total volume of the reaction system generally maintains In 10-100mL (different volumes can be adjusted with solvent chlorobenzene), react for 8-15 minutes, pour the above mixture into acidified ethanol solution (wherein ethanol: HCl _conc = 95:5). The polymer was filtered, washed 2-3 times with ethanol, and dried under vacuum at 70-90° C. for 45-55 hours. The order of activity is 10 ⁶ ~10 ⁷ g PNB/(mol Ni·h), and the order of molecular weight of polynorbornene is 10 ⁶ g/mol.

Detailed ways

The present invention is further described below by way of examples.

Embodiment 1: the preparation of 2-diphenylphosphoraniline:

Take 6.4g (0.05mol, 5.30mL) of 2-chloroaniline, 13.1g (0.05mol) of PPh ₃ in a 50mL round bottom flask, and then add 3.25g (0.025mol) of powdered anhydrous nickel chloride. The mixture was heated to 200°C under stirring, and kept at 200-220°C for 4 hours. The dark blue melt is cooled to 180~160°C and then poured into about 30mL of 60°C hot water acidified with acid; the melt is extracted with another 20mL boiling acidified water until the blue color of the melt fades completely , combined with acidified water. After cooling, the aqueous phase was washed with diethyl ether (1×15 mL, 2×10 mL) to remove unreacted starting material, then extracted with CH ₂ Cl ₂ (3×15 mL), the combined extracts were dried over anhydrous Na2SO4, and evaporated to a yellow oil (about 15 mL). Add about 25 mL of THF under vigorous stirring until the white crystals just start to form. The resulting mixture is left at about 5°C for several hours, then filtered to obtain white crystals, washed with THF and diethyl ether respectively, and then heated at 120°C (about 15 torr) ) was dried overnight to remove residual solvent to obtain about 11.1 g (57%) of a white powdery product, mp: 293-295°C.

In a 150 mL dry three-neck round bottom flask, add about 50 mL of THF, 5.1 g (0.039 mol) of naphthalene, 0.83 g (0.036 mol) of sodium wire, and stir in a nitrogen atmosphere until the sodium is completely dissolved, about 1 hour. The ocher-green solution obtained was cooled in a cold bath until it became almost completely solid; then 6.4 g (0.0164 mol) of the previously obtained product were added. The mixture was naturally warmed to room temperature and then stirred for 1 hour; then about 0.2 g (0.003 mol) of acetic acid was added dropwise to eliminate the residual green color. The orange-red mixture was treated with 10 mL of 20% ammonium chloride solution, and sufficient water was added to dissolve any remaining solids. After separation of the two phases, the aqueous phase was extracted with diethyl ether (1 x 10 mL), and the combined organic phases were dried over _{anhydrous Na2SO4} , filtered and evaporated. The residue was placed in 50 mL of boiling 90% ethanol and treated with nickel nitrate hexahydrate solution (2.6 g, 0.009 mol dissolved in 10 mL of boiling 90% ethanol), and the resulting brown solution was treated with 0.2 mL of trifluoroacetic acid to ensure deprotonation no longer occurs. Store overnight at 5°C, filter to obtain metal complexes and crystallized naphthalene; then wash with ethanol and then ether to remove naphthalene, and obtain 5.54 g (89%) of yellow crystals [Ni(L ₁ ) ₂ ](NO ₃ ) ₂ · _H2O .

The nickel complex was suspended in a mixture of benzene (30 mL) and water (30 mL), and a few drops of concentrated hydrochloric acid were added, and the mixture was refluxed for several hours until the crystals were dissolved. After the two phases were separated, the aqueous phase was extracted with benzene (5 mL), the organic layers were combined, washed with brine (10 mL), dried with anhydrous Na ₂ SO ₄ and passed through a column (2.5×10 cm Al ₂ O ₃ column), washed with benzene elute. The resulting colorless solution was evaporated to an oil, then taken up in 18 mL of boiling 90% ethanol. 3.56g of loose white crystals after cooling, mp: 82~83°C (88%, calculated from the nickel complex).

Embodiment 2: Preparation of 2-diphenylphosphazenemethylaniline ligand:

Dissolve 0.555 g (2.0 mmol) of the ligand L ₁ prepared in Example 1 in 20 mL of treated anhydrous THF, add ^nBuLi 2.0 mmol dropwise at minus 78°C, and stir for 2-3 hours. 0.125 mL (2.0 mmol) of CH ₃ I was added dropwise to the reaction liquid at low temperature, reacted for 4 h, and then warmed up to room temperature overnight. The reaction was quenched with 3 mL of degassed water and extracted with diethyl ether (3 x 3 mL), the organic layer was separated and dried over anhydrous _MgSO4 , filtered and finally the solvent was removed in vacuo to yield the product.

Example 3: Preparation of late transition metal catalysts coordinated with [RN,P] ^1- type bidentate ligands:

The preparation of the catalyst is carried out under the protection of anaerobic, anhydrous and high-purity nitrogen. Dissolve 0.277g (1.0mmol) of the ligand _L1 prepared in Example 1 in 20mL of treated anhydrous THF, add ^nBuLi 0.48mL (2.3M, 1mmol) dropwise at a low temperature of minus 78°C, and stir for 2 After -3 hours, the reaction mixture was slowly added dropwise to a toluene solution containing 0.668 g (0.96 mmol) trans-[Ni(PPh ₃ ) ₂ (Ph)Cl]. After stirring at room temperature for 12-16 hours, the lithium salt precipitate was removed by centrifugation, the solvent was concentrated in vacuo, and a large amount of n-hexane was added to precipitate the precipitate. After the solvent was removed by vacuum filtration, the precipitate was washed with n-hexane for 3-5 times, and vacuum-dried to obtain 0.499 g of the corresponding catalyst with a yield of 77%.

Example 4: Preparation of late transition metal catalysts coordinated with [R-NP] ^1- type bidentate ligands:

Take 0.291g (1.0mmol) of the ligand _L2 prepared in Example 2 and dissolve it in 20mL of treated anhydrous THF, add ^nBuLi 0.48mL (2.3M, 1mmol) dropwise at a low temperature of minus 78°C, and stir for 2 After -3 hours, the reaction mixture was slowly added dropwise to a toluene solution containing 0.668 g (0.96 mmol) trans-[Ni(PPh ₃ ) ₂ (Ph)Cl]. After stirring at room temperature for 12-16 hours, the lithium salt precipitate was removed by centrifugation, the solvent was concentrated in vacuo, and a large amount of n-hexane was added to precipitate the precipitate. After the solvent was removed by vacuum filtration, the precipitate was washed with n-hexane for 3-5 times, and vacuum-dried to obtain 0.449 g of the corresponding catalyst with a yield of 68%.

Embodiment 5: catalytic norbornene addition polymerization reaction:

Under a nitrogen atmosphere, 2.0 mL of the chlorobenzene solution (0.2 μmol Ni) of the catalyst prepared in Example 3 was sequentially added into the Schlenk bottle with a syringe. Add 3.0mL norbornene chlorobenzene solution (20.0mmol, 1.88g) and 3mL chlorobenzene under vigorous stirring, keep at 30°C for 5-10min, add 0.132mL (1000:1 Al/Ni) promoter MAO toluene solution , Initiate the polymerization reaction, the total volume of the reaction system is generally maintained at 10mL (different volumes can be adjusted with the solvent chlorobenzene), after 10 minutes of reaction, the mixture is poured into acidified ethanol solution (ethanol/HCl _conc =95:5) to terminate the reaction. The polymer was filtered, washed three times with ethanol, and dried under vacuum at 80°C for 48 hours to obtain 1.05 g of polynorbornene with an activity of 3.14×10 ⁷ g PNB/(mol Ni·h) and a molecular weight of 2.71×10 ⁶ g /mol.

Embodiment 6: Catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 0.265 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=2000), to obtain 1.13 g of polynorbornene with an activity of 3.39× 10 ⁷ gPNB/(mol Ni·h), the molecular weight of polynorbornene is 2.61×10 ⁶ g/mol.

Embodiment 7: catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 0.397 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=3000), to obtain 1.30 g of polynorbornene with an activity of 3.90× l0 ⁷ gPNB/(mol Ni·h), the molecular weight is 2.57×10 ⁶ g/mol.

Embodiment 8: Catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 0.530 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=4000), to obtain 1.12 g of polynorbornene with an activity of 3.36× 10 ⁷ g PNB/(mol Ni·h), the molecular weight of polynorbornene is 2.06×10 ⁶ g/mol.

Embodiment 9: catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 0.662 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=5000), to obtain 1.06 g of polynorbornene with an activity of 3.18× 10 ⁷ g PNB/(mol Ni·h), the molecular weight of polynorbornene is 2.88×10 ⁶ g/mol.

Embodiment 10: Catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 1.32 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=10000), to obtain 1.03 g of polynorbornene with an activity of 3.09× 10 ⁷ gPNB/(mol Ni·h), the molecular weight of polynorbornene is 3.07×10 ⁶ g/mol.

Embodiment 11: Catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 5, with 0.066 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=500), only a trace amount of polynorbornene was obtained.

Embodiment 12: Catalytic norbornene addition polymerization reaction:

The polymerization operation was the same as in Example 7, and the polymerization temperature was 0°C to obtain 0.309 g of polynorbornene with an activity of 9.27×10 ⁶ g PNB/(mol Ni·h) and a molecular weight of 2.80×10 ⁶ g/mol.

Embodiment 13: Catalytic norbornene addition polymerization reaction:

The polymerization operation was the same as in Example 7, and the polymerization temperature was 60°C to obtain 1.08 g of polynorbornene with an activity of 3.24×10 ⁷ g PNB/(mol Ni·h) and a molecular weight of 1.81×10 ⁶ g/mol.

Embodiment 14: Catalytic norbornene addition polymerization reaction:

The polymerization operation was the same as in Example 7, the polymerization temperature was 90°C, and 0.799 g of polynorbornene was obtained with an activity of 2.40×10 ⁷ g PNB/(mol Ni·h) and a molecular weight of 1.37×10 ⁶ g/mol.

Embodiment 15: Catalytic norbornene addition polymerization reaction:

Under a nitrogen atmosphere, 2.0 mL of the chlorobenzene solution (0.2 μmol Ni) of the catalyst prepared in Example 4 was sequentially added into the Schlenk bottle with a syringe. Add 3.0mL norbornene chlorobenzene solution (20.0mmol, 1.88g) and 3mL chlorobenzene under vigorous stirring, keep at 30°C for 5-10min, add 0.397mL (3000:1 Al/Ni) toluene solution of cocatalyst MAO , Initiate the polymerization reaction, the total volume of the reaction system is generally maintained at 10mL (different volumes can be adjusted with the solvent chlorobenzene), after 10 minutes of reaction, the mixture is poured into acidified ethanol solution (ethanol/HCl _conc =95:5) to terminate the reaction. The polymer was filtered, washed three times with ethanol, and dried under vacuum at 80°C for 48 hours to obtain 0.942 g of polynorbornene with an activity of 2.83×10 ⁷ g PNB/(mol Ni·h) and a molecular weight of 2.46×10 ⁶ g /mol.

Embodiment 16: Catalytic norbornene addition polymerization reaction:

The norbornene polymerization operation was the same as in Example 15, with 0.530 mL of methylaluminoxane (MAO) and 0.2 μmol of the catalyst prepared in Example 3 (according to Al/Ni=4000), to obtain 0.808 g of polynorbornene with an activity of 2.24× 10 ⁷ g PNB/(mol Ni·h), the molecular weight of polynorbornene is 2.28×10 ⁶ g/mol.

Claims (3)

1. An olefin polymerization catalyst in which a [RN, P] ^1- type bidentate ligand is coordinated with a late transition metal, characterized in that its expression is [L-MR ₁ R ₂ ], wherein L represents that it contains A bidentate ligand of metal-coordinated N and P atoms, R ₁ represents Ph or CH ₃ , R ₂ represents PPh ₃ or CH ₃ CN, M represents a metal Ni or Pd, and the specific structure is shown in the following formula:

Wherein M is one of the central metals Ni and Pd, and R is H or CH ₃ . 2. A method for preparing an olefin polymerization catalyst coordinated by a [RN, P] ^1- type bidentate ligand and a late transition metal as claimed in claim 1, characterized in that the steps are as follows: Using THF, Et ₂ O, toluene or benzene as solvent, and o-chloroaniline, triphenylphosphine and anhydrous nickel chloride as starting materials, the ligand L ₁ -2-diphenylphosphoraniline is prepared through reaction; Ligand L ₁ is dehydrogenated by an equimolar amount of ^nBuLi , and then reacted with CH ₃ I to prepare ligand L ₂ -2-diphenylphosphazenemethylaniline; ligand L ₂ reacts with an equimolar amount of ^nBuLi The lithium salt of the ligand is generated, and finally reacted with an equimolar amount of trans-[M(R ₂ ) ₂ (R ₁ )Cl], extracted, filtered, washed, and vacuum-dried to obtain the corresponding catalyst. 3. A method for using the [RN, P] ^1- type bidentate ligand and late transition metal coordinated olefin polymerization catalyst as claimed in claim 1, characterized in that it is used for addition polymerization of norbornene, Carried out under anhydrous and oxygen-free conditions, the specific steps are as follows: add 2-20mL of chlorobenzene solution containing 0.2-2μmol of the catalyst to the polymerization bottle successively under nitrogen atmosphere, and add 3-30mL of 20-200mmol of norbornene under stirring Chlorobenzene solution and 3-30mL of chlorobenzene were kept for 5-10 minutes, and 0.066-1.32mL Al/Ni=500-10000:1 catalyst MAO or MMAO toluene solution was added to initiate polymerization, and the total volume of the reaction system remained After reacting in 10-100 mL for 8-15 minutes, pour the mixture into acidified ethanol solution; filter the polymer, wash with ethanol 2-3 times, and dry in vacuum at 70-90°C for 45-55 hours.