A process for the preparation of a polyolefin-based ether

Abstract

The application discloses a preparation method of polyolefin ether, and belongs to the technical field of polymer preparation. An initiator is mixed with an olefin ether monomer, and after reaction, an inert solvent is used for precipitation to obtain the polyolefin ether; the initiator comprises trifluoromethyl sulfonate. The application aims at the defects of the initiator for cationic polymerization of ether monomers, such as high cost, difficulty in obtaining, difficulty in storage, unsuitability for industrialized scale generation of corresponding high molecular materials and the like, and proposes the trifluoromethyl sulfonate initiator which is low in cost, simple in structure, high in activity, very convenient to use, simple in cationic polymerization principle of ether monomers, easy to operate, capable of carrying out polymerization at room temperature, adjustable in product molecular weight and molecular weight distribution, excellent in performance, and applicable to the fields of thermoplastic plastics, rubber, elastomer, adhesive, paint and chemical additive and the like.

Description

Technical Field

[0001] This invention belongs to the field of polymer preparation technology, and specifically relates to a method for preparing polyolefin-based ethers. Background Technology

[0002] Ether monomers based on petrochemicals and bio-fermentation (such as vinyl methyl ether, vinyl ethyl ether, vinyl butyl ether, vinyl isobutyl ether, vinyl cyclohexane ether, propylene ethyl ether, vinyl n-octyl ether, vinyl dodecyl ether, vinyl octadecyl ether, 2,3-dihydrofuran, 3,4-dihydropyran, 1,3-dioxolane, etc.) are widely used in the chemical industry. Their cationic polymerization yields numerous polymer materials with practical value. Currently, initiators / starting agents used for the polymerization of these monomers mainly include Lewis acids (including but not limited to titanium tetrachloride, ferric chloride, zinc dichloride, silver hexafluoroantimonate, etc.), non-metallic reagents (such as trifluoromethanesulfonic acid / ester / anhydride, cyclopentadiene-1,2,3,4,5-pentacarboxylic acid methyl ester), and salts that can photoinducibly generate cations (such as tetrafluoroborate, etc.). These chemical initiators / starters all require use in relatively harsh reaction or production environments, such as anhydrous and oxygen-free conditions. At the same time, some initiators / starters are expensive (such as silver hexafluoroantimonate, tetrafluoroborate, and cyclopentadiene-1,2,3,4,5-pentacarboxylic acid methyl ester), making them unsuitable for large-scale industrial production. Other initiators / starters are not easy to store, such as titanium tetrachloride and ferric chloride, which are extremely susceptible to moisture absorption and deterioration under normal conditions. They cannot be used on a large scale for the low-cost preparation of polyether polymer materials, thus limiting the widespread application of such materials. Summary of the Invention

[0003] To address the aforementioned problems in the prior art, the present invention provides a method for preparing polyolefin-based ethers.

[0004] To achieve the above objectives, the present invention provides the following technical solution:

[0005] This invention provides a method for preparing polyolefin ethers, which involves mixing an initiator with an olefin ether monomer, followed by precipitation with an inert solvent after the reaction is complete to obtain the polyolefin ether.

[0006] The initiator includes trifluoromethylsulfonate.

[0007] As a preferred embodiment of the present invention, a ligand is also added when the initiator is mixed with the olefinic ether monomer.

[0008] As a preferred embodiment of the present invention, the olefinic ether monomers include one or more of vinyl methyl ether, vinyl ethyl ether, vinyl butyl ether, vinyl cyclohexane ether, ethyl propylene ether, long-chain alkyl propylene ether, 2,3-dihydrofuran, 3,4-dihydropyran, tetrahydrofuran, and 1,3-dioxolane.

[0009] As a preferred embodiment of the present invention, the trifluoromethanesulfonate includes one or more of lithium trifluoromethanesulfonate, sodium trifluoromethanesulfonate, potassium trifluoromethanesulfonate, magnesium trifluoromethanesulfonate, calcium trifluoromethanesulfonate, aluminum trifluoromethanesulfonate, barium trifluoromethanesulfonate, zinc trifluoromethanesulfonate, nickel trifluoromethanesulfonate, cobalt trifluoromethanesulfonate, ferrous trifluoromethanesulfonate, iron trifluoromethanesulfonate, tin trifluoromethanesulfonate, lead trifluoromethanesulfonate, copper trifluoromethanesulfonate, mercuric trifluoromethanesulfonate, gallium trifluoromethanesulfonate, boron trifluoromethanesulfonate, scandium trifluoromethanesulfonate, ammonium trifluoromethanesulfonate, manganese trifluoromethanesulfonate, silver trifluoromethanesulfonate, and pyridine trifluoromethanesulfonate.

[0010] The above-mentioned olefinic ether monomers are all commonly used monomers in polymer chemistry and are commercially available (purchased from reagent manufacturers). The above trifluoromethanesulfonate initiators / starters initiate the addition polymerization of olefinic ether monomers by generating cationic groups, following a cationic ring-opening polymerization mechanism to produce polymeric products.

[0011] As a preferred embodiment of the present invention, the method of mixing the initiator with the olefinic ether monomer is specifically as follows: directly mixing the olefinic ether monomer with the initiator, or adding the initiator to an organic solvent and then adding the olefinic ether monomer, or adding the olefinic ether monomer to an organic solvent and then adding the initiator; the organic solvent includes halogenated hydrocarbon reagents, benzene reagents, ether reagents or dimethyl sulfoxide.

[0012] As a preferred embodiment of the present invention, the method of mixing the initiator, ligand and olefinic ether monomer is specifically as follows: directly mixing the olefinic ether monomer with the initiator and ligand, or adding the initiator and ligand to an organic solvent and then adding the olefinic ether monomer, or adding the olefinic ether monomer to an organic solvent and then adding the initiator and ligand; the organic solvent includes halogenated hydrocarbon reagents, benzene reagents, ether reagents or dimethyl sulfoxide.

[0013] As a preferred embodiment of the present invention, the reaction temperature is -78 to 30°C and the time is 0.5 to 48 hours.

[0014] As a preferred embodiment of the present invention, the molar ratio of the initiator to the olefinic ether monomer is (0.1-10):1000; and the molar ratio of the ligand to the initiator is 1:1.

[0015] As a preferred embodiment of the present invention, the ligands include ethylene glycol dimethyl ether, ethylene glycol diethyl ether, dimethoxymethane, 4,4'-bispyridine, pentamethyldiethylenetriamine, 2,2'-dimethoxy-1,1'-binaphthyl, 2,3,5,6-tetrahydronaphtho[2,1-H:1,2-J][1,4,7]trioxanedecenoone, binaphthol diacetate, 2,2'-bis(methoxymethoxy)-1,1'-binaphthyl, 2,2' One or more of the following: dimethoxymethoxy-3,3'-dimethyl-1,1'-binaphthyl, 3,3'-dibromo-2,2'-di(methoxymethoxy)-1,1'-binaphthyl, 2,2'-bis(methoxymethoxy)-3,3'-diphenyl-1,1'-binaphthyl, 2,2'-dimethoxy-3,3'-diphenyl-1,1'-binaphthyl and piperidine; the inert solvent includes one or more of methanol, ethanol and isopropanol.

[0016] The present invention also provides a polyolefin-based ether prepared according to the preparation method described above.

[0017] The present invention also provides the application of the polyolefin ether described above in thermoplastics, rubber, elastomers, adhesives, coatings or chemical additives.

[0018] Compared with the prior art, the present invention has the following beneficial effects:

[0019] (1) In view of the shortcomings of the initiators or starting agents for the cationic polymerization of corresponding olefin ether monomers in the literature and related patent reports, such as high production cost, difficulty in obtaining and storage, and unsuitability for industrial-scale production of corresponding polymer materials, this invention introduces a trifluoromethanesulfonate initiator / starter that is low in cost, simple in structure, highly active and very convenient to use. Its principle of initiating the cationic polymerization of ether monomers is simple and easy to operate. It can be polymerized at room temperature, and the molecular weight (200 to 500,000 Daltons) and molecular weight distribution (1.08 to 8) of the product can be controlled.

[0020] (2) This invention can initiate polymerization in both bulk and solution states of the monomer. By directly adding a ligand in an equimolar amount with the aforementioned initiator / starter, chain transfer reactions can be effectively suppressed, thereby increasing the molecular weight of the product and effectively controlling the stereoregularity of the monomer unit (isotacticity can reach over 80%). Specifically, in bulk polymerization, the amount of initiator used can be as low as 0.1% molar (relative to the molar amount of monomer). These trifluoromethanesulfonate initiators / starters can initiate polymerization in the presence of air and can be stored in a non-inert gas atmosphere (such as nitrogen, helium, etc.) (deterioration is less than 1% by weight after 6 months). In summary, the trifluoromethanesulfonate initiators / starters introduced in this invention can efficiently initiate the polymerization of ether monomers, enabling the large-scale production of practical polyether polymer materials. Detailed Implementation

[0021] Various exemplary embodiments of the present invention will now be described in detail. This detailed description should not be considered as a limitation of the present invention, but rather as a more detailed description of certain aspects, features, and embodiments of the present invention. It should be understood that the terminology used in this invention is merely for describing particular embodiments and is not intended to limit the present invention.

[0022] Furthermore, regarding the numerical ranges in this invention, it should be understood that each intermediate value between the upper and lower limits of the range is also specifically disclosed. Every smaller range between any stated value or intermediate value within a stated range, and any other stated value or intermediate value within said range, is also included in this invention. The upper and lower limits of these smaller ranges may be independently included or excluded from the range.

[0023] Unless otherwise stated, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. While only preferred methods and materials have been described herein, any methods and materials similar or equivalent to those described herein may be used in the implementation or testing of this invention. All references to this specification are incorporated by way of citation to disclose and describe methods and / or materials associated with those references. In the event of any conflict with any incorporated reference, the content of this specification shall prevail.

[0024] Various modifications and variations can be made to the specific embodiments described in this specification without departing from the scope or spirit of the invention, as will be apparent to those skilled in the art. Other embodiments derived from this specification will also be apparent to those skilled in the art. This specification and embodiments are merely exemplary.

[0025] The terms “include,” “including,” “have,” “contain,” etc., used in this article are all open-ended terms, meaning that they include but are not limited to.

[0026] In the following examples, "room temperature" refers to 23°C, and all raw materials used are commercially available and conventional, without any special limitations. These will not be repeated below.

[0027] Example 1

[0028] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask with a mechanical stirrer. Measure 7.2 g (0.1 mmol) of vinyl ethyl ether and slowly add it dropwise to the flask at room temperature, then stir at room temperature for 3 hours. Add 20 μL of diethylamine to quench the reaction. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0029] Remove the solvent, dry the product, and weigh 7 grams of the product, yielding over 97%. Product structural information: 1H NMR spectrum.1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 64%. Gel permeation chromatography (GPC): weight-average molecular weight 32,000 Daltons, number-average molecular weight 16,000 Daltons, molecular weight distribution 2. Differential scanning calorimetry (DSC): glass transition temperature -33 °C.

[0030] Example 2

[0031] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask with a mechanical stirrer. Measure 14.4 g (0.2 mmol) of vinyl ethyl ether and slowly add it dropwise to the flask at room temperature, then stir at room temperature for 3 hours. Add 150 μL of diethylamine to quench the reaction. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0032] The solvent was removed, the product was dried, and 13.9 g of the product was weighed, yielding a yield of over 97%. Product structural information: 1H NMR spectrum. 1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 54%. Gel permeation chromatography (GPC): weight-average molecular weight 60,000 Daltons, number-average molecular weight 25,000 Daltons, molecular weight distribution 2.4. Differential scanning calorimetry (DSC): glass transition temperature -35 °C.

[0033] Example 3

[0034] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate (trivalent iron) into a flask and place it in a mechanical stirrer. Measure 3.6 g (0.05 mmol) of vinyl ether and slowly add it dropwise to the flask at room temperature, then stir at room temperature for 6 hours. Add 10 μL of diethylamine to quench the reaction. The mixture is then poured into an inert solvent (methanol) to precipitate the polymer.

[0035] Remove the solvent, dry the product, and weigh 3.5 g of the product; the yield is over 97%. Product structural information: 1H NMR spectrum. 1¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 68%. Gel permeation chromatography (GPC): weight-average molecular weight 18,000 Daltons, number-average molecular weight 12,000 Daltons, molecular weight distribution 1.5. Differential scanning calorimetry (DSC): glass transition temperature -24 °C.

[0036] Example 4

[0037] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask with a mechanical stirrer. Place the flask in an ice-water bath to maintain a temperature of 0°C. Measure 7.2 g (0.1 mmol) of vinyl ether and slowly add it dropwise to the flask, then stir at 0°C for 3 hours. Quench the reaction with 10 μL of ethanol. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0038] The solvent was removed, the product was dried, and 6.7 g of the product was weighed, yielding a yield of over 93%. Product structural information: 1H NMR spectrum. 1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 57%. Gel permeation chromatography (GPC): weight-average molecular weight 40,000 Daltons, number-average molecular weight 25,000 Daltons, molecular weight distribution 1.6. Differential scanning calorimetry (DSC): glass transition temperature -36 °C.

[0039] Example 5

[0040] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask with a mechanical stirrer. Place the flask in a cryogenic bath at -20°C. Measure 7.2 g (0.1 mol) of vinyl ethyl ether and slowly add it dropwise to the flask at -20°C, then stir for 6 hours at -20°C. Quench the reaction with 50 μL of diethylamine. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer. Remove the solvent, dry the product, and weigh 6.8 g of the product, yielding over 94%. Product structural information: 1H NMR spectrum. 1¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity) and meso content are 68%. Gel permeation chromatography (GPC) shows a weight-average molecular weight of 68,000 Daltons, a number-average molecular weight of 52,000 Daltons, and a molecular weight distribution of 1.3. Differential scanning calorimetry (DSC) was used, with a glass transition temperature of -28 °C.

[0041] Example 6

[0042] Weigh 50 mg (0.1 mmol) of ferric trifluoromethane sulfonate into a flask, add 50 mL of dimethoxymethane, followed by 0.1 mmol of ligand (2,2'-dimethoxy-1,1'-binaphthylene), and place the flask in a mechanical stirrer. Keep the flask at -50°C in a cryogenic bath. Measure 7.2 g (0.1 mol) of vinyl ethyl ether and slowly add it dropwise to the flask at -50°C, then stir for 6 hours at -50°C. Quench the reaction with 40 μL of water. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0043] The solvent was removed, the product was dried, and 7.1 g of the product was weighed, yielding a yield of over 98%. Product structural information: 1H NMR spectrum. 1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity) and meso content are 84%. Gel permeation chromatography (GPC) shows a weight-average molecular weight of 80,000 Daltons, a number-average molecular weight of 74,000 Daltons, and a molecular weight distribution of 1.08. Differential scanning calorimetry (DSC) shows a glass transition temperature of -27°C and a melting point of 104°C.

[0044] Example 7

[0045] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and add it to a flask containing 7.2 g (0.1 mol) of vinyl ether. A mechanical stirrer was placed in the flask beforehand. The mixture was then stirred at room temperature for 3 hours. The reaction was quenched by adding 10 μL of methanol. The mixture was then poured into an inert solvent (methanol), precipitating the polymer.

[0046] Remove the solvent, dry the product, and weigh 7.1 g of the product, yielding over 97%. Product structural information: 1H NMR spectrum. 1¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 52%. Gel permeation chromatography (GPC): weight-average molecular weight 48,000 Daltons, number-average molecular weight 6,000 Daltons, molecular weight distribution 8. Differential scanning calorimetry (DSC): glass transition temperature -38 °C.

[0047] Example 8

[0048] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and add it to a flask containing 7.2 g (0.1 mmol) of vinyl ether and 0.1 mmol of ligand (2,2'-bis(methoxymethoxy)-3,3'-diphenyl-1,1'-binaphthyl) beforehand. Stir the mixture at room temperature for 3 hours. Quench the reaction with 10 μL of methanol. Then pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0049] The solvent was removed, the product was dried, and 6.9 g of the product was weighed, yielding a yield of over 95%. Product structural information: 1H NMR spectrum. 1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity) and meso content are 82%. Gel permeation chromatography (GPC) shows a weight-average molecular weight of 66,000 Daltons, a number-average molecular weight of 60,000 Daltons, and a molecular weight distribution of 1.1. Differential scanning calorimetry (DSC) was used to determine the melting point, which is 100 °C.

[0050] A comparison of Examples 7 and 8 shows that the molecular weight of the product increases significantly and the stereoregularity of the product is also significantly improved after the addition of the ligand.

[0051] Example 9

[0052] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask. Add 50 mL of ethylene glycol diethyl ether (which also acts as a ligand) and place the flask with a mechanical stirrer. Measure 7.2 g (0.1 mmol) of vinyl ethyl ether and slowly add it dropwise to the flask at 0°C. Then stir at 0°C for 3 hours. Add 10 μL of diethylamine to quench the reaction. Afterward, pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0053] Remove the solvent, dry the product, and weigh 6.8 g of the product, yielding over 95%. Product structural information: 1H NMR spectrum. 1¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity) and meso content are 83%. Gel permeation chromatography (GPC) shows a weight-average molecular weight of 45,000 Daltons, a number-average molecular weight of 42,000 Daltons, and a molecular weight distribution of 1.07. Differential scanning calorimetry (DSC) shows a glass transition temperature of -21 °C and a melting point of 102 °C.

[0054] Example 10

[0055] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate and place it in a flask. Add 50 mL of diethyl ether and place the flask with a mechanical stirrer. Measure 7.2 g (0.1 mol) of vinyl diethyl ether and slowly add it dropwise to the flask at 0°C. Then stir at 0°C for 3 hours. Add 10 μL of diethylamine to quench the reaction. Afterward, pour the mixture into an inert solvent (methanol) to precipitate the polymer.

[0056] The solvent was removed, the product was dried, and 6.9 g of the product was weighed, yielding a yield of over 95%. Product structural information: 1H NMR spectrum. 1 ¹H NMR (400MHz, Chloroform-d), δ = 3.82–3.21 (m, 3H), 1.98–1.38 (m, 2H), 1.18 (t, J = 7.0 Hz, 3H). Stereotacticity (isotacticity): meso content 73%. Gel permeation chromatography (GPC): weight-average molecular weight 34,000 Daltons, number-average molecular weight 28,000 Daltons, molecular weight distribution 1.21. Differential scanning calorimetry (DSC): glass transition temperature -24℃, melting point 100℃.

[0057] Example 11

[0058] The preparation of polyether elastomers involves the following steps:

[0059] Weigh 50 mg (0.1 mmol) of ferric trifluoromethanesulfonate (trivalent iron) and place it in a flask with a mechanical stirrer. Measure 7.2 g (0.1 mmol) of tetrahydrofuran and slowly add it dropwise to the flask at room temperature (23°C). Stir at room temperature for 3 hours. Collect the mixture and observe the monomer conversion using chromatography or nuclear magnetic resonance. Then, pour the mixture into an inert solvent, methanol, to precipitate the polymer.

[0060] Remove the solvent, dry the product, and weigh 7 grams of the product. The yield is over 96%. Product structural information: 1H NMR spectrum. 1¹H NMR (400MHz, Chloroform-d), δ = 3.42 (h, J = 3.1Hz, 4H), 1.62 (dq, J = 6.1, 3.0Hz, 4H). Gel permeation chromatography (GPC), weight-average molecular weight 105,000 Daltons, number-average molecular weight 71,000 Daltons, molecular weight distribution 1.48.

[0061] Other embodiments are listed in tabular form:

[0062] Table 1 shows the preparation of polyolefin-based ethers using vinyl isobutyl ether monomer (0.1 mol) as an example.

[0063]

[0064]

[0065] Table 2 shows the preparation of polyolefin-based ethers using vinyl octadecyl ether monomer (0.1 mol) as an example.

[0066]

[0067]

[0068] Table 3 shows the preparation of polyolefin-based ethers using 0.1 mol of 1,3-dioxolane monomer as an example.

[0069]

[0070]

[0071]

[0072] In addition to the homopolymerization of these ether monomers, this invention also copolymerizes two or more ether monomers. The copolymerization of vinyl methyl ether and vinyl dodecyl ether is taken as an example below.

[0073] Table 4. Polyolefin-based ethers prepared by polymerization of vinyl methyl ether (0.025 mol) and vinyl dodecyl ether at a molar ratio of 1:4.

[0074]

[0075]

[0076] The above description is merely a preferred embodiment of the present invention, and the scope of protection of the present invention is not limited thereto. Any equivalent substitutions or modifications made by those skilled in the art within the scope of the technology disclosed in the present invention, based on the technical solution and inventive concept of the present invention, should be covered within the scope of protection of the present invention.

Claims

1. A method for preparing a polyolefin-based ether, characterized in that, The initiator is mixed with an olefinic ether monomer, and after the reaction is completed in air, it is precipitated with an inert solvent to obtain the polyolefinic ether. The initiator includes trifluoromethyl sulfonate; When the initiator is mixed with the olefin ether monomer, a ligand is also added to regulate the stereoregularity of the polyolefin ether. The ligands include ethylene glycol dimethyl ether, ethylene glycol diethyl ether, dimethoxymethane, 4,4'-bispyridine, pentamethyldiethylenetriamine, 2,2'-dimethoxy-1,1'-binaphthyl, 2,3,5,6-tetrahydronaphtho[2,1-H:1,2-J][1,4,7]trioxanedecenoone, binaphthol diacetate, 2,2'-bis(methoxymethoxy)-1,1'-binaphthyl, 2,2'-dimethoxymethoxy-3,3'-dimethyl-1,1'-binaphthyl, and 3,3'-dibromodibromodimethylamine. 2,2'-Di(methoxymethoxy)-1,1' One or more of binaphthalene, 2,2'-bis(methoxymethoxy)-3,3'-diphenyl-1,1'-binaphthalene, 2,2'-dimethoxy-3,3'-diphenyl-1,1'-binaphthalene, and piperidine; the inert solvent includes one or more of methanol, ethanol, and isopropanol; The molar ratio of the ligand to the initiator is 1:

1.

2. The method for preparing polyolefin-based ethers according to claim 1, characterized in that, The olefinic ether monomers include one or more of vinyl methyl ether, vinyl ethyl ether, vinyl butyl ether, vinyl cyclohexane ether, ethyl propylene ether, propylene ethyl ether, vinyl n-octyl ether, vinyl dodecyl ether, vinyl octadecyl ether, 2,3-dihydrofuran, 3,4-dihydropyran, tetrahydrofuran, and 1,3-dioxolane.

3. The method for preparing polyolefin-based ethers according to claim 1, characterized in that, The trifluoromethanesulfonates include one or more of lithium trifluoromethanesulfonate, sodium trifluoromethanesulfonate, potassium trifluoromethanesulfonate, magnesium trifluoromethanesulfonate, calcium trifluoromethanesulfonate, aluminum trifluoromethanesulfonate, barium trifluoromethanesulfonate, zinc trifluoromethanesulfonate, nickel trifluoromethanesulfonate, cobalt trifluoromethanesulfonate, ferrous trifluoromethanesulfonate, iron trifluoromethanesulfonate, tin trifluoromethanesulfonate, lead trifluoromethanesulfonate, copper trifluoromethanesulfonate, mercuric trifluoromethanesulfonate, gallium trifluoromethanesulfonate, boron trifluoromethanesulfonate, scandium trifluoromethanesulfonate, ammonium trifluoromethanesulfonate, manganese trifluoromethanesulfonate, silver trifluoromethanesulfonate, and pyridine trifluoromethanesulfonate.

4. The method for preparing polyolefin-based ethers according to claim 1, characterized in that, The reaction temperature is -78 to 30°C, and the time is 0.5 to 48 hours.

5. The method for preparing polyolefin-based ethers according to claim 1, characterized in that, The molar ratio of the initiator to the olefinic ether monomer is (0.1-10):1000.

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