CN114605581A - Functionalized polar polyolefin polymer and preparation method and application thereof - Google Patents

Functionalized polar polyolefin polymer and preparation method and application thereof Download PDF

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CN114605581A
CN114605581A CN202210241763.XA CN202210241763A CN114605581A CN 114605581 A CN114605581 A CN 114605581A CN 202210241763 A CN202210241763 A CN 202210241763A CN 114605581 A CN114605581 A CN 114605581A
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polyolefin polymer
polar polyolefin
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titanium
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王庆刚
匡佳
王亮
徐广强
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Qingdao Institute of Bioenergy and Bioprocess Technology of CAS
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Abstract

A functionalized polar polyolefin polymer, a preparation method and application thereof. The invention belongs to the field of 1-butene catalytic polymerization. Book (I)The functionalized polar polyolefin polymer is a polar polyolefin polymer with the insertion rate of polar olefin monomers of 0.1-10 percent, and the number average molecular weight of the polar polyolefin polymer is 1.0 multiplied by 104g/mol～20.0×104g/mol, and the molecular weight distribution is 1.0-4.0. The method comprises the following steps: adding a main catalyst, a cocatalyst, 1-butene, a polar olefin monomer and a solvent into a reactor under anhydrous and anaerobic conditions to form a reaction system, stirring and polymerizing at 0-100 ℃ for 1-24 h, adding a quencher and an anti-aging agent after the reaction is finished, washing with ethanol, and drying in vacuum to obtain the polar polyolefin polymer. The polar polyolefin polymer of the present invention has a number average molecular weight of 1.0X 104～20.0×104g/mol, the molecular weight distribution is 1.0-4.0; the insertion rate of the polar monomer is 0.1-10%. The obtained polar poly-1-butene polymer is mainly used as finger-sticking agent in lubricating oil, food package, medical appliance and the like.

Description

Functionalized polar polyolefin polymer and preparation method and application thereof
Technical Field
The invention belongs to the field of 1-butene catalytic polymerization, and particularly relates to a functionalized polar polyolefin polymer and a preparation method and application thereof.
Background
1-butene is an important alpha-olefin chemical raw material, and is mainly prepared by a dimerization process taking ethylene as a raw material and an extraction and separation process taking carbon four-fraction as a raw material. With the rapid development of the petrochemical industry, the energy of the carbon four resource and the carbon four separation device is continuously expanded, and the yield of the 1-butene is continuously expanded. Therefore, the utilization rate of the 1-butene is improved, the application field of the 1-butene is widened, and the method is important for promoting the green and low-carbon development of the chemical industry and promoting the development of new chemical materials.
At present, the application of 1-butene is mainly focused on the polymerization research of poly-1-butene, and the 1-butene polymer has wide application in hot water pipelines, food packages, waste bins and the like due to excellent physical and mechanical properties. But their surface properties and compatibility with polar additives are poor, limiting the use of 1-butene polymers in other applications. By introducing the polar monomer into the polymer, the compatibility with a polar material can be improved, and the mechanical property and the thermodynamic property of the polymer are also favorably influenced, but due to the poisoning effect of the polar functional group on the catalyst, the copolymerization research of the 1-butene and the polar monomer is less, and the problems of low reaction activity and low polymer molecular weight exist.
Disclosure of Invention
In order to solve the technical problems, the invention provides a functionalized polar polyolefin polymer and a preparation method and application thereof.
The functionalized polar polyolefin polymer is a polar polyolefin polymer with the insertion rate of polar olefin monomers of 0.1-10 percent, and the number average molecular weight of the polar polyolefin polymer is 1.0 multiplied by 104g/mol～20.0×104g/mol, and the molecular weight distribution is 1.0-4.0.
Further defined, the polar olefin monomer has a general structural formula:
Figure BDA0003542475660000011
wherein n is 3 to 10, and X represents one of hydroxyl, carboxyl, mercapto, alkoxy, chlorine atom, bromine atom and iodine atom.
The preparation method of the functionalized polar polyolefin polymer is carried out according to the following steps:
adding a main catalyst, a cocatalyst, 1-butene, a polar olefin monomer and a solvent into a reactor under anhydrous and anaerobic conditions, stirring and polymerizing for 1-24 h at 0-100 ℃, adding a quencher and an anti-aging agent after the reaction is finished, washing with ethanol, and drying in vacuum to obtain a polar polyolefin polymer, wherein the main catalyst is a tridentate titanium complex.
Further defined, the tridentate titanium complex is specifically one of the following structural formulas:
Figure BDA0003542475660000021
further limited, the cocatalyst is one of Methylaluminoxane (MAO), Modified Methylaluminoxane (MMAO), Dried Methylaluminoxane (DMAO), triisobutylaluminum, trimethylaluminum and triethylaluminum.
Further defined, the polar olefin monomer has a general structural formula:
Figure BDA0003542475660000022
n is 3 to 10, and X represents one of a hydroxyl group, a carboxyl group, a mercapto group, an alkoxy group, a chlorine atom, a bromine atom, and an iodine atom.
Further limiting, the solvent is one or a mixture of two of toluene, xylene, cyclohexane, n-hexane, petroleum ether and dichloromethane in any ratio.
Further defined, the temperature of the polymerization reaction is 25 ℃ and the time of the polymerization reaction is 2 hours.
Further, the molar ratio of the 1-butene to the titanium element in the tridentate titanium complex is (1000 to 20000):1, the molar ratio of the aluminum element in the cocatalyst to the titanium element in the tridentate titanium complex is (100 to 3000):1, and the molar ratio of the polar olefin monomer to the titanium element in the tridentate titanium complex is (100 to 1000): 1.
Further defined, the molar ratio of the 1-butene to the titanium element in the tridentate titanium complex is 8000:1, the molar ratio of the aluminum element in the cocatalyst to the titanium element in the tridentate titanium complex is 2000:1, and the molar ratio of the polar olefin monomer to the titanium element in the tridentate titanium complex is 250: 1.
Further defined, the quenching agent is a mixed solution of concentrated hydrochloric acid and methanol, wherein the volume ratio of the methanol to the concentrated hydrochloric acid is 50: 1.
further, the aging inhibitor is a 1% by mass ethanol solution of 2, 6-di-tert-butyl-4-methylphenol.
Further defined, the volume ratio of the quencher to the solvent is 5: 1, the volume ratio of the anti-aging agent to the solvent is 1: 2.
the functionalized polar polyolefin polymer is used for preparing food packages and medical appliances
The functionalized polar polyolefin polymer is used as an adhesive and applied to the field of lubricating oil.
Compared with the prior art, the invention has the following remarkable effects:
1. the method of the invention is efficient and simple, has high catalytic activity, directly realizes the preparation of the functionalized polar poly-1-butene polymer through copolymerization, and the obtained polymer has moderate molecular weight and narrow molecular weight distribution and is suitable for industrial production.
2. The tridentate titanium complex catalyst adopted by the invention has low price and is environment-friendly.
3. The polar poly-1-butene polymer is mainly used as a finger adhesive in lubricating oil, and can obviously improve the performance of the lubricating oil.
Drawings
FIG. 1 is a drawing of the polar polyolefin Polymer of example 11H NMR spectrum;
FIG. 2 is a drawing of the polar polyolefin Polymer of example 113C NMR spectrum;
FIG. 3 is a GPC chart of the polar polyolefin polymer of example 1.
Detailed Description
Example 1: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti2(6.8mg, 10. mu. mol, 1eq.), MMAO (20.0mL, 30mmol, 3000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield:>99%, activity: 2.60X 105g/mol. h, number average molecular weight (M)n)：2.8×104Molecular weight distribution (PDI): 3.1. polar olefin monomer insertion: 2.2 percent.
Example 2: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
to a 20mL Schlenk tube under an argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), 5-hexen-1-ol (2.5mmol, 250eq.), tridentate titanium complex Ti2(6.8mg, 10 μmol, 1eq.), MMAO (20.0mL, 30mmol, 3000eq.), were added in sequence, and polymerization was carried out at 25 ℃ for 2h, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio is 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield:>99%, activity: 2.6X 105g/mol. h, number average molecular weight (M)n)：2.9×104Molecular weight distribution (PDI): 3.0. polar olefin monomer insertion: 1.5 percent.
Example 3: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (5.6g,100mmol, 10000eq.), undecylenic acid (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added to a 20mL Schlenk tube in this order, and the mixture was polymerized at 25 ℃ for 2 hours with stirring, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 73%, activity: 2.20X 105g/mol. h, number average molecular weight (M)n)：4.5×104Molecular weight distribution (PDI): 2.0. polar olefin monomer insertion: 3.4 percent.
Example 4: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
to a 20mL Schlenk tube under an argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), 11-bromo-1-undecene (2.5mmol, 250eq.), tridentate titanium complex Ti2(6.8mg, 10 μmol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added in sequence, and polymerization was carried out at 25 ℃ for 2h, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio is 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 95%, activity: 2.54X 105g/mol. h, number average molecular weight (M)n)：2.5×104Molecular weight distribution (PDI): 2.9. polar olefin monomer insertion: 2.1 percent.
Example 5: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
to a 20mL Schlenk tube under an argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), 11-iodo-1-undecene (2.5mmol, 250eq.), tridentate titanium complex Ti2(6.8mg, 10 μmol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added in sequence, and polymerization was carried out at 25 ℃ for 2h, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio is 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 97%, activity: 2.66X 105g/mol. h, number average molecular weight (M)n)：1.4×104Molecular weight distribution (PDI): 3.8. polar olefin monomer insertion: 2.9 percent.
Example 6: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (5.6g,100mmol, 10000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (6.7mL, 10mmol, 1000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 79%, activity: 2.44X 105g/mol. h, number average molecular weight (M)n)：8.1×104Molecular weight distribution (PDI): 2.0. polar olefin monomer insertion: 3.5 percent.
Example 7: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (5.6g,100mmol, 10000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield:>99%, activity: 3.0X 105g/mol. h, number average molecular weight (M)n)：5.0×104Molecular weight distribution (PDI): 1.8. polar olefin monomer insertion: 2.6 percent.
Example 8: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (8.4g,150mmol, 15000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added to a 20mL Schlenk tube in this order, and the polymerization was stirred at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 83%, activity: 4.20X 105g/mol. h, number average molecular weight (M)n)：6.3×104Molecular weight distribution (PDI): 2.0. polar olefin monomer insertion: 2.1 percent.
Example 9: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (20.0mL, 30mmol, 3000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 50 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 87%, activity: 2.26X 105g/mol. h, number average molecular weight (M)n)：2.1×104Molecular weight distribution (PDI): 2.8. polar olefin monomer insertion: 2.2 percent.
Example 10: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti1(5.4mg, 10. mu. mol, 1eq.), MMAO (20.0mL, 30mmol, 3000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 70 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 71%, activity: 1.85X 105g/mol. h, number average molecular weight (M)n)：2.3×104Molecular weight distribution (PDI): 3.0. polar olefin monomer insertion: 2.1 percent.
Example 11: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti3(6.5mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 89%, activity: 2.31X 105g/mol. h, number average molecular weight (M)n)：2.5×104Molecular weight distribution (PDI): 2.9. polar olefin monomer insertion: 2.2 percent.
Example 12: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti4(6.0mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added to a 20mL Schlenk tube in this order, and the polymerization was stirred at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 79%, activity: 2.05X 105g/mol. h, number average molecular weight (M)n)：2.8×104Molecular weight distribution (PDI): 2.7. polar olefin monomer insertion: 2.6 percent.
Example 13: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti6(6.3mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added to a 20mL Schlenk tube in this order, and the polymerization was stirred at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 83%, activity: 2.15X 105g/mol. h, number average molecular weight (M)n)：2.5×104Molecular weight distribution (PDI): 2.7. polar olefin monomer insertionRate: 2.3 percent.
Example 14: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti7(6.7mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.), were added to a 20mL Schlenk tube in this order, and the polymerization was stirred at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 75%, activity: 1.95X 105g/mol. h, number average molecular weight (M)n)：2.9×104Molecular weight distribution (PDI): 2.4. polar olefin monomer insertion: 2.6 percent.
Example 15: the preparation method of the functionalized polar polyolefin polymer of the embodiment comprises the following steps:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti5(5.7mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 69%, activity: 1.80X 105g/mol. h, number average molecular weight (M)n)：4.2×104Molecular weight distribution (PDI): 1.8. polar olefin monomer insertion: 2.1 percent.
Example 16: the preparation method of a functionalized polar polyolefin polymer of this example was carried out as follows:
under argon atmosphere, 2mL of anhydrous toluene, 1-butene (4.8g,80mmol, 8000eq.), undecenol (2.5mmol, 250eq.), tridentate titanium complex Ti8(7.4mg, 10. mu. mol, 1eq.), MMAO (13.3mL, 20mmol, 2000eq.) were added to a 20mL Schlenk tube in this order, and polymerization was carried out at 25 ℃ for 2 hours, after the reaction was completed, 10mL of a mixed solution of methanol and hydrochloric acid (MeOH/HCl volume ratio: 50/1) and 1mL of an anti-aging agent were added to terminate the reaction, followed by washing with ethanol three times and vacuum drying to obtain an elastomeric polymer, i.e., a polar polyolefin polymer.
As a result: yield: 73%, activity: 1.90X 105g/mol. h, number average molecular weight (M)n)：5.7×104Molecular weight distribution (PDI): 1.8. polar olefin monomer insertion: 2.4 percent.

Claims (10)

1. A functionalized polar polyolefin polymer is characterized in that the polar polyolefin polymer is a polar polyolefin polymer with a polar olefin monomer insertion rate of 0.1-10%, and the number average molecular weight of the polar polyolefin polymer is 1.0 multiplied by 104g/mol～20.0×104g/mol, and the molecular weight distribution is 1.0-4.0.
2. The functionalized polar polyolefin polymer according to claim 1, wherein the polar olefin monomer has the general structural formula:
Figure FDA0003542475650000013
wherein n is 3 to 10, and X represents one of hydroxyl, carboxyl, mercapto, alkoxy, chlorine atom, bromine atom and iodine atom.
3. A process for the preparation of a functionalized polar polyolefin polymer according to claim 1 or 2, wherein the process is carried out by the following steps:
adding a main catalyst, a cocatalyst, 1-butene, a polar olefin monomer and a solvent into a reactor under the anhydrous and anaerobic conditions, stirring and polymerizing for 1-24 h at 0-100 ℃, adding a quencher and an anti-aging agent after the reaction is finished, washing with ethanol, and drying in vacuum to obtain a polar polyolefin polymer, wherein the main catalyst is a tridentate titanium complex.
4. The method of claim 3, wherein the tridentate titanium complex is specifically one of the following structural formulas:
Figure FDA0003542475650000011
5. the method of claim 3, wherein the cocatalyst is one of methylaluminoxane, modified methylaluminoxane, dried methylaluminoxane, triisobutylaluminum, trimethylaluminum and triethylaluminum, and the polar olefin monomer has a general structural formula:
Figure FDA0003542475650000012
and n is 3-10, X represents one of hydroxyl, carboxyl, sulfydryl, alkoxy, chlorine atom, bromine atom and iodine atom, and the solvent is one or a mixture of two of toluene, xylene, cyclohexane, n-hexane, petroleum ether and dichloromethane.
6. The method of claim 3, wherein the polymerization temperature is 25 ℃, the polymerization time is 2h, the molar ratio of 1-butene to titanium in the tridentate titanium complex is (1000-20000): 1, the molar ratio of aluminum in the cocatalyst to titanium in the tridentate titanium complex is (100-3000): 1, and the molar ratio of the polar olefin monomer to titanium in the tridentate titanium complex is (100-1000): 1.
7. The method of claim 6, wherein the molar ratio of butene-1 to titanium in the tridentate titanium complex is 8000:1, the molar ratio of aluminum in the cocatalyst to titanium in the tridentate titanium complex is 2000:1, and the molar ratio of the polar olefin monomer to titanium in the tridentate titanium complex is 250: 1.
8. The method of claim 3, wherein the quenching agent is a mixed solution of concentrated hydrochloric acid and methanol, wherein the volume ratio of methanol to concentrated hydrochloric acid is 50:1, the anti-aging agent is an ethanol solution of 1% by mass of 2, 6-di-tert-butyl-4-methylphenol, and the volume ratio of the quenching agent to the solvent is 5: 1, wherein the volume ratio of the anti-aging agent to the solvent is 1: 2.
9. use of a functionalized polar polyolefin polymer according to claim 1 or 2 for the preparation of food packaging, medical devices.
10. Use of a functionalized polar polyolefin polymer according to claim 1 or 2, wherein the polar polyolefin is used in the field of lubricating oils as an adhesive.
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