Isosorbide-norbornene carboxylate, preparation method thereof, polymer material and application thereof

Abstract

The present invention belongs to the technical field of organic materials, and specifically relates to an isosorbide-norbornene carboxylate, a preparation method thereof, a polymer material and its application. The isosorbide-norbornene carboxylate provided by the present invention has a structure as shown in Formula 1. The present invention mixes isosorbide, 5-norbornene-2-carboxylic acid, an antioxidant, a catalyst and a solvent and then performs an esterification reaction to obtain the isosorbide-norbornene carboxylate. The present invention uses isosorbide as a raw material to prepare the norbornene compound isosorbide-norbornene carboxylate; isosorbide is a biomass raw material with the advantages of being renewable and having a wide range of sources. The norbornene compound synthesized from this as a raw material can partially alleviate the pressure of depletion of petroleum resources. The isosorbide-norbornene carboxylate provided by the present invention can self-polymerize to form a resin polymer material, and can also be copolymerized with a cycloolefin compound to form a resin polymer material. #imgabs0#

Description

Technical Field

[0001] The present invention belongs to the technical field of organic materials, and in particular relates to isosorbide-norbornene carboxylate and a preparation method thereof, a polymer material and applications thereof. Background Art

[0002] Norbornene compounds are a class of important compounds and intermediates with a wide range of applications. They can form high-performance cycloolefin polymers under catalysis, can be copolymerized with α-olefins to form copolymers, and can also be used as rubber modifiers. Norbornene carboxylates, a type of norbornene compound, can be used to prepare composite materials (e.g., polynorbornene carboxylates / fiber composites), insulation materials, and packaging materials. They can also be used as rubber modifiers (natural rubber, styrene-butadiene rubber, and butyl rubber). Currently, norbornene carboxylates are mostly produced using petroleum as a raw material. With increasing environmental awareness and the dwindling availability of petroleum resources, the design and synthesis of norbornene carboxylates using renewable biomass resources has become increasingly important. Summary of the Invention

[0003] In view of this, the present invention provides an isosorbide-norbornene carboxylate and a preparation method thereof, a polymer material and an application thereof. The norbornene compound provided by the present invention is prepared from renewable isosorbide, alleviating the pressure of depletion of petroleum resources.

[0004] In order to solve the above technical problems, the present invention provides an isosorbide-norbornene carboxylate having a structure as shown in Formula 1:

[0005]

[0006] The present invention also provides a method for preparing the isosorbide-norbornene carboxylate described in the above technical solution, comprising the following steps:

[0007] Isosorbide, 5-norbornene-2-carboxylic acid, an antioxidant, a catalyst and a solvent are mixed and then subjected to an esterification reaction to obtain the isosorbide-norbornene carboxylate.

[0008] Preferably, the esterification reaction temperature is 60-120° C., and the reaction time is 6-24 hours.

[0009] Preferably, the mass ratio of isosorbide to 5-norbornene-2-carboxylic acid is 10-100:22-240.

[0010] Preferably, the catalyst is concentrated sulfuric acid, p-toluenesulfonic acid or 4-dimethylaminopyridine;

[0011] The mass ratio of the 5-norbornene-2-carboxylic acid to the catalyst is 22-240:0.5-5.

[0012] Preferably, the antioxidant is 2,6-di-tert-butyl-4-methylphenol, tert-butyl-4-hydroxyanisole, methylhydroquinone or ascorbic acid;

[0013] The mass ratio of the 5-norbornene-2-carboxylic acid to the antioxidant is 22-240:0.05-0.5.

[0014] Preferably, the solvent is one or more of toluene, xylene, cyclohexane and n-hexane;

[0015] The mass ratio of the 5-norbornene-2-carboxylic acid to the solvent is 22-240:50-500.

[0016] The present invention also provides a polymer material, wherein the preparation method of the polymer material includes method 1 or method 2;

[0017] The method 1 comprises the following steps:

[0018] mixing isosorbide-norbornene carboxylate and a first Grubbs catalyst to carry out a self-polymerization reaction to obtain the polymer material;

[0019] The method 2 comprises the following steps:

[0020] isosorbide-norbornene carboxylate, a cycloolefin compound and a second Grubbs catalyst are mixed and copolymerized to obtain the polymer material; the cycloolefin compound includes dicyclopentadiene, pinene, norbornene, norbornadiene, ethylidene norbornene, 2,3-dihydrofuran or a maleimide cycloolefin derivative;

[0021] The isosorbide-norbornene carboxylate is the isosorbide-norbornene carboxylate described in the above technical solution.

[0022] Preferably, the mass ratio of the isosorbide-norbornene carboxylate to the cycloolefin compound is 1:1-4.

[0023] The present invention also provides the use of the polymer material described in the above technical solution in the preparation of electrical insulating materials or electronic packaging materials.

[0024] The present invention provides an isosorbide-norbornene carboxylate having a structure as shown in Formula 1: In the present invention, the preparation method of isosorbide-norbornene carboxylate comprises the following steps: mixing isosorbide, 5-norbornene-2-carboxylic acid, an antioxidant, a catalyst, and a solvent, followed by an esterification reaction, to obtain the isosorbide-norbornene carboxylate. The present invention uses isosorbide as a raw material to prepare the norbornene compound isosorbide-norbornene carboxylate. Isosorbide is a biomass raw material with the advantages of being renewable and widely available. The norbornene compound synthesized from this raw material can partially alleviate the pressure of depletion of petroleum resources. The isosorbide-norbornene carboxylate provided by the present invention can self-polymerize to form a resin polymer material, or can be copolymerized with a cycloolefin compound to form a resin polymer material. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 This is the infrared spectrum of isosorbide-norbornene carboxylate prepared in Example 1;

[0026] Figure 2 This is the hydrogen spectrum of isosorbide-norbornene carboxylate prepared in Example 2;

[0027] Figure 3 This is a physical picture of the polymer material prepared in Example 8;

[0028] Figure 4 This is a dynamic thermal analysis test chart of the polymer material prepared in Example 8. DETAILED DESCRIPTION

[0029] The present invention provides an isosorbide-norbornene carboxylate having a structure as shown in Formula 1:

[0030]

[0031] The present invention also provides a method for preparing the isosorbide-norbornene carboxylate described in the above technical solution, comprising the following steps:

[0032] Isosorbide, 5-norbornene-2-carboxylic acid, an antioxidant, a catalyst and a solvent are mixed and then subjected to an esterification reaction to obtain the isosorbide-norbornene carboxylate.

[0033] In the present invention, the catalyst is preferably concentrated sulfuric acid, p-toluenesulfonic acid, or 4-dimethylaminopyridine, more preferably concentrated sulfuric acid or p-toluenesulfonic acid. In the present invention, the mass concentration of the concentrated sulfuric acid is preferably greater than or equal to 98%. In the present invention, the mass ratio of 5-norbornene-2-carboxylic acid to catalyst is preferably 22-240:0.5-5, more preferably 22-50:1, and even more preferably 44-48:1.

[0034] In the present invention, the antioxidant is preferably 2,6-di-tert-butyl-4-methylphenol, tert-butyl-4-hydroxyanisole, methylhydroquinone, or ascorbic acid, more preferably methylhydroquinone or ascorbic acid. In the present invention, the mass ratio of 5-norbornene-2-carboxylic acid to the antioxidant is preferably 22-240:0.05-0.5, more preferably 183-240:0.5, and even more preferably 220-225:0.5.

[0035] In the present invention, the solvent is preferably one or more of toluene, xylene, cyclohexane, and n-hexane, more preferably a mixture of toluene and xylene, a mixture of toluene and cyclohexane, a mixture of toluene and n-hexane, n-hexane, toluene, or xylene. In the present invention, when the solvent is a mixture of toluene and xylene, the volume ratio of toluene to xylene is preferably 5:1. In the present invention, when the solvent is a mixture of toluene and cyclohexane, the volume ratio of toluene to cyclohexane is preferably 3:2 or 1:1. In the present invention, when the solvent is a mixture of toluene and n-hexane, the volume ratio of toluene to n-hexane is preferably 1:1. In the present invention, the mass ratio of 5-norbornene-2-carboxylic acid to solvent is preferably 22-240:50-500, more preferably 35-50:100.

[0036] In the present invention, the mass ratio of isosorbide to 5-norbornene-2-carboxylic acid is preferably 10-100:22-240, more preferably 20-50:45-110.

[0037] In the present invention, the temperature of the esterification reaction is preferably 60 to 120° C., more preferably 60 to 110° C.; the time of the esterification reaction is preferably 6 to 24 hours, more preferably 12 to 24 hours.

[0038] In the present invention, the equation of the esterification reaction is shown in formula a:

[0039]

[0040] In the present invention, after the esterification reaction, the process preferably further comprises: sequentially washing the system after the esterification reaction, removing the solvent, recrystallizing, filtering, and drying to obtain the isosorbide-norbornene carboxylate. The present invention has no special requirements for the washing and solvent removal, and conventional methods in the art can be used.

[0041] In the present invention, the recrystallization solvent is preferably petroleum ether.

[0042] The present invention has no special requirements for the filtration and drying, and conventional methods in the art can be used.

[0043] The present invention uses biomass isosorbide as a raw material to prepare a norbornene compound isosorbide-norbornene carboxylate, which can partially alleviate the pressure of oil resource depletion. The isosorbide-norbornene carboxylate provided by the present invention can be rapidly cured under the action of a Grubbs catalyst to form a cross-linked polymer with a glass transition temperature of 132°C. The norbornene compound provided by the present invention can be used alone (self-polymerization) or in combination with other cycloolefin compounds (copolymerization). The resulting cured product has good dielectric properties and can be used to manufacture electrical insulation materials or electronic packaging materials.

[0044] The present invention also provides a polymer material, and the preparation method of the polymer material includes method 1 or method 2.

[0045] In the present invention, the method 1 comprises the following steps:

[0046] Isosorbide-norbornene carboxylate and the first Grubbs catalyst are mixed to carry out a self-polymerization reaction to obtain the polymer material.

[0047] In the present invention, the isosorbide-norbornene carboxylate is the isosorbide-norbornene carboxylate described in the above technical solution. In the present invention, the first Grubbs catalyst is preferably Grubbs catalyst 1, Grubbs catalyst 2, Grubbs catalyst 3, Grubbs catalyst 4, Grubbs catalyst 5, Grubbs catalyst 6, Grubbs catalyst 7 or Grubbs catalyst, more preferably Grubbs catalyst 3. In the present invention, the Grubbs catalysts 1 to 8 have the following structures:

[0048]

[0049] In the present invention, the temperature of the self-polymerization reaction is preferably 170-190° C., more preferably 180° C.; the time of the self-polymerization reaction is preferably 4-6 minutes, more preferably 5 minutes. In the present invention, the self-polymerization reaction is a ring-opening heterogeneous polymerization reaction.

[0050] In the present invention, the method 2 comprises the following steps:

[0051] The isosorbide-norbornene carboxylate, the cycloolefin compound and the second Grubbs catalyst are mixed to carry out copolymerization reaction to obtain the polymer material.

[0052] In the present invention, the isosorbide-norbornene carboxylate is the isosorbide-norbornene carboxylate described in the above technical solution. In the present invention, the cycloolefin compound includes dicyclopentadiene Pinene Norbornene Norbornadiene Ethylidene norbornene 2,3-Dihydrofuran Or a maleimide cycloolefin derivative, more preferably dicyclopentadiene, pinene, norbornene or 2,3-dihydrofuran. In the present invention, the maleimide cycloolefin derivative is preferably In the present invention, the second Grubbs catalyst is preferably Grubbs catalyst 1, Grubbs catalyst 2, Grubbs catalyst 3, Grubbs catalyst 4, Grubbs catalyst 5, Grubbs catalyst 6, Grubbs catalyst 7 or Grubbs catalyst, more preferably Grubbs catalyst 3. In the present invention, the Grubbs catalysts 1 to 8 have the following structures:

[0053]

[0054] In the present invention, the mass ratio of the isosorbide-norbornene carboxylate to the cycloolefin compound is preferably 1:1 to 4, more preferably 1:1 to 1.5.

[0055] In the present invention, the copolymerization reaction temperature is preferably 120 to 180° C.; the copolymerization reaction time is preferably 5 to 30 minutes. In the present invention, the copolymerization reaction is a ring-opening heterogeneous polymerization reaction.

[0056] The present invention also provides the use of the polymer material described in the above technical solution in the preparation of electrical insulating materials or electronic packaging materials.

[0057] In order to further illustrate the present invention, the technical solutions provided by the present invention are described in detail below in conjunction with the embodiments, but they should not be construed as limiting the scope of protection of the present invention.

[0058] Example 1

[0059] 10 g of isosorbide, 25 g of 5-norbornene-2-carboxylic acid, 0.5 g of p-toluenesulfonic acid, 0.05 g of methylhydroquinone and 50 mL of toluene were added to a reactor equipped with a stirrer, a thermometer, a water separator and a reflux condenser. After esterification at 110° C. for 6 h, the mixture was washed with water, the solvent was removed, and then recrystallized from petroleum ether, filtered and dried to obtain isosorbide-norbornene carboxylate.

[0060] The isosorbide-norbornene carboxylate prepared in Example 1 was subjected to Fourier transform infrared detection to obtain an infrared spectrum, as shown in FIG. Figure 1 As shown. FTIR (KBr, cm -1): 3065 (norbornene structure), 1730 (C=O stretching vibration), 1333 and 1271 (C-O-C stretching vibration), 714 (norbornene C=C bending vibration).

[0061] The structure of isosorbide-norbornene carboxylate was determined by nuclear magnetic resonance. 1 H NMR (CDCl 3, ppm): 5.8-6.2 (hydrogen on the C═CH structure of norbornene), 3.6-5.2 (hydrogen on the isosorbide structure).

[0062] Example 2

[0063] 50 g of isosorbide, 110 g of 5-norbornene-2-carboxylic acid, 2.5 g of p-toluenesulfonic acid, 0.3 g of 2,6-di-tert-butyl-4-methylphenol, 250 mL of toluene and 50 mL of xylene were added to a reactor equipped with a stirrer, a thermometer, a water separator and a reflux condenser. After esterification at 120° C. for 12 h, the mixture was washed with water, the solvent was removed, and the mixture was recrystallized from petroleum ether, filtered and dried to obtain isosorbide-norbornene carboxylate.

[0064] The isosorbide-norbornene carboxylate prepared in Example 2 was subjected to nuclear magnetic resonance detection, and the hydrogen spectrum was obtained as shown in FIG. Figure 2 As shown, the result is 1 H NMR (CDCl3, ppm): 5.8-6.2 (hydrogen on C=CH of norbornene structure), 3.6-5.2 (hydrogen on isosorbide structure).

[0065] Example 3

[0066] 20 g of isosorbide, 45 g of 5-norbornene-2-carboxylic acid, 0.1 g of 98% concentrated sulfuric acid, 0.05 g of ascorbic acid, and 120 mL of n-hexane were added to a reactor equipped with a stirrer, a thermometer, a water separator, and a reflux condenser, and the mixture was subjected to esterification reaction at 60° C. for 24 h. The mixture was washed with water, the solvent was removed, and the mixture was recrystallized from petroleum ether, filtered, and dried to obtain isosorbide-norbornene carboxylate.

[0067] The isosorbide-norbornene carboxylate prepared in Example 3 was subjected to infrared detection, and the results were FTIR (KBr, cm -1 ): 3063 (norbornene structure), 1727 (C=O stretching vibration), 1332 and 1271 (C-O-C stretching vibration), 714 (norbornene C=C bending vibration).

[0068] Example 4

[0069] 10 g of isosorbide, 22 g of 5-norbornene-2-carboxylic acid, 1 g of 4-dimethylaminopyridine, 0.05 g of tert-butyl-4-hydroxyanisole, and 120 mL of n-hexane were added to a reactor equipped with a stirrer, a thermometer, a water separator, and a reflux condenser, and the reaction was carried out at 60° C. for 24 h. After washing with water and removing the solvent, the product was recrystallized from petroleum ether, filtered, and dried to obtain isosorbide-norbornene carboxylate.

[0070] The isosorbide-norbornene carboxylate prepared in Example 4 was subjected to infrared detection, and the results were FTIR (KBr, cm -1 ): 3063 (norbornene structure), 1729 (C=O stretching vibration), 1332 and 1271 (C-O-C stretching vibration), 713 (norbornene C=C bending vibration).

[0071] Example 5

[0072] 100 g of isosorbide, 240 g of 5-norbornene-2-carboxylic acid, 5 g of p-toluenesulfonic acid, 0.5 g of methylhydroquinone, 300 mL of toluene, and 200 mL of cyclohexane were added to a reactor equipped with a stirrer, a thermometer, a water separator, and a reflux condenser, and the esterification reaction was carried out at 110° C. for 24 h. After washing with water and removing the solvent, the product was recrystallized from petroleum ether, filtered, and dried to obtain isosorbide-norbornene carboxylate.

[0073] The isosorbide-norbornene carboxylate prepared in Example 5 was subjected to infrared detection, and the results were FTIR (KBr, cm -1 ): 3064 (norbornene structure), 1729 (C=O stretching vibration), 1333 and 1271 (C-O-C stretching vibration), 713 (norbornene C=C bending vibration).

[0074] Example 6

[0075] 20 g of isosorbide, 45 g of 5-norbornene-2-carboxylic acid, 1 g of 98% concentrated sulfuric acid, 0.1 g of methylhydroquinone, 50 mL of toluene, and 50 mL of cyclohexane were added to a reactor equipped with a stirrer, a thermometer, a water separator, and a reflux condenser, and the reaction was carried out at 120° C. for 12 h. After washing with water and removing the solvent, the product was recrystallized from petroleum ether, filtered, and dried to obtain isosorbide-norbornene carboxylate.

[0076] The isosorbide-norbornene carboxylate prepared in Example 6 was subjected to infrared detection, and the results were FTIR (KBr, cm -1 ): 3064 (norbornene structure), 1730 (C=O stretching vibration), 1333 and 1271 (C-O-C stretching vibration), 713 (norbornene C=C bending vibration).

[0077] Example 7

[0078] 40 g of isosorbide, 90 g of 5-norbornene-2-carboxylic acid, 2 g of p-toluenesulfonic acid, 0.2 g of methylhydroquinone, 120 mL of toluene, and 120 mL of n-hexane were added to a reactor equipped with a stirrer, a thermometer, a water separator, and a reflux condenser, and the esterification reaction was carried out at 100° C. for 24 h. After washing with water and removing the solvent, the product was recrystallized from petroleum ether, filtered, and dried to obtain isosorbide-norbornene carboxylate.

[0079] The isosorbide-norbornene carboxylate prepared in Example 7 was subjected to infrared detection, and the results were FTIR (KBr, cm -1 ): 3062 (norbornene structure), 1727 (C=O stretching vibration), 1333 and 1271 (C-O-C stretching vibration), 713 (norbornene C=C bending vibration).

[0080] The results of hydrogen spectrum and infrared detection in Examples 1 to 7 show that isosorbide-norbornene carboxylate was prepared in the present invention. The yields of isosorbide-norbornene carboxylate are listed in Table 1.

[0081] Table 1 Yield of isosorbide-norbornene carboxylate prepared in Examples 1 to 7

[0082] Example Yield (%) Example 1 56 Example 2 61 Example 3 48 Example 4 38 Example 5 61 Example 6 56 Example 7 53

[0083] Example 8

[0084] 10 g of the isosorbide-norbornene carboxylate prepared in Example 1 was mixed evenly with 0.01 g of Grubbs catalyst 3, and then ring-opening heterositu polymerization was carried out at 180° C. for 5 min to obtain a polymer material;

[0085] The reaction equation is

[0086] The actual picture of the polymer material prepared in Example 8 is as follows Figure 3 shown.

[0087] The polymer material prepared in Example 8 was subjected to Fourier infrared detection, and the results were as follows: FTIR (KBr, cm -1 ): 3065 (norbornene structure), 1730 (C=O stretching vibration), 1333 and 1271 (C-O-C stretching vibration), 714 (norbornene C=C bending vibration).

[0088] Example 9 Preparation of Isosorbide-Norbornene Carboxylate / Dicyclopentadiene Complex

[0089] 30 g of dicyclopentadiene and 20 g of isosorbide-norbornene ester prepared in Example 5 were mixed uniformly at 40° C., and 0.05 g of Grubbs catalyst 3 was added. The mixture was subjected to ring-opening heterositu polymerization (copolymerization) at 180° C. for 5 min to obtain a polymer material.

[0090] The reaction equation is:

[0091]

[0092] Example 10 Preparation of Isosorbide-Norbornene Carboxylate / Pinene Complex

[0093] 40 g of pinene and 10 g of isosorbide-norbornene carboxylate synthesized in Example 2 were mixed uniformly at 40° C., and 0.05 g of Grubbs catalyst 3 was added. The mixture was subjected to ring-opening heterositu polymerization (copolymerization) at 180° C. for 5 min to obtain a polymer material.

[0094] The reaction equation is:

[0095]

[0096] Example 11 Preparation of Isosorbide-Norbornene Ester / Norbornene Complex

[0097] 10 g of norbornene and 10 g of isosorbide-norbornene carboxylate synthesized in Example 5 were mixed uniformly at 40° C., and 0.02 g of Grubb's second-generation catalyst was added. The mixture was subjected to ring-opening heterositu polymerization (copolymerization) at 180° C. for 5 min to obtain a polymer material.

[0098] The reaction equation is:

[0099]

[0100] Example 12 Preparation of Isosorbide-Norbornene Carboxylate / 2,3-Dihydrofuran Complex

[0101] 5 g of 2,3-dihydrofuran and 5 g of isosorbide-norbornene ester synthesized in Example 5 were mixed uniformly at 40°C, and 0.01 g of Grubbs catalyst 3 was added. Ring-opening heterositu polymerization (copolymerization) was carried out at 120°C for 30 minutes to obtain a polymer material. The polymer material had a glass transition temperature of 63°C and was degradable in hydrochloric acid.

[0102] The reaction equation is:

[0103]

[0104] The polymer materials prepared in Examples 8 to 12 were analyzed using a TA Q800 dynamic thermal mechanical properties analyzer. Three-point bending test mode was used, and the sample dimensions were: 30 mm long, 10 mm wide, and 3 mm thick. Test conditions were a temperature of 0 to 180°C, a heating rate of 5°C / min, and a frequency of 1 Hz. The test results are listed in Table 2. The dynamic thermal analysis test of the polymer material prepared in Example 8 is shown in Figure 2. Figure 4 As shown, the storage modulus at 25°C is 1645 MPa; the loss factor peak temperature is taken as the glass transition temperature, which is 132°C.

[0105] Table 2 Properties of polymer materials prepared in Examples 8 to 12

[0106]

[0107]

[0108] It can be seen from Table 2 that the cured polymer resin prepared by the isosorbide-norbornene ester ring-opening heterotopic polymerization provided by the present invention has a higher glass transition temperature and a higher storage modulus.

[0109] Although the above embodiment provides a detailed description of the present invention, it is only a part of the embodiments of the present invention, not all of the embodiments. People can also obtain other embodiments based on this embodiment without creativity, and these embodiments all fall within the scope of protection of the present invention.

Claims

1. An isosorbide-norbornene carboxylate having the structure shown in Formula 1:

2. The method for preparing the isosorbide-norbornene carboxylate according to claim 1, comprising the following steps: Isosorbide, 5-norbornene-2-carboxylic acid, an antioxidant, a catalyst and a solvent are mixed and then subjected to an esterification reaction to obtain the isosorbide-norbornene carboxylate.

3. The method for preparing isosorbide-norbornene carboxylate according to claim 2, wherein: The temperature of the esterification reaction is 60-120° C., and the time is 6-24 hours.

4. The method for preparing isosorbide-norbornene carboxylate according to claim 2, wherein: The mass ratio of the isosorbide to 5-norbornene-2-carboxylic acid is 10-100:22-240.

5. The method for preparing isosorbide-norbornene carboxylate according to claim 2, wherein: The catalyst is concentrated sulfuric acid, p-toluenesulfonic acid or 4-dimethylaminopyridine; The mass ratio of the 5-norbornene-2-carboxylic acid to the catalyst is 22-240:0.5-5.

6. The method for preparing isosorbide-norbornene carboxylate according to claim 2, wherein: The antioxidant is 2,6-di-tert-butyl-4-methylphenol, tert-butyl-4-hydroxyanisole, methylhydroquinone or ascorbic acid; The mass ratio of the 5-norbornene-2-carboxylic acid to the antioxidant is 22-240:0.05-0.

5.

7. The method for preparing isosorbide-norbornene carboxylate according to claim 2, wherein: The solvent is one or more of toluene, xylene, cyclohexane and n-hexane; The mass ratio of the 5-norbornene-2-carboxylic acid to the solvent is 22-240:50-500.

8. A polymer material, wherein the preparation method of the polymer material comprises method 1 or method 2; The method 1 comprises the following steps: mixing isosorbide-norbornene carboxylate and a first Grubbs catalyst to carry out a self-polymerization reaction to obtain the polymer material; The method 2 comprises the following steps: The polymer material is obtained by mixing isosorbide-norbornene carboxylate, a cycloolefin compound and a second Grubbs catalyst for copolymerization reaction; the cycloolefin compound includes dicyclopentadiene, pinene, norbornene, norbornadiene, ethylidene norbornene, 2,3-dihydrofuran or a maleimide cycloolefin derivative; the maleimide cycloolefin derivative is The isosorbide-norbornene carboxylate is the isosorbide-norbornene carboxylate according to claim 1.

9. The polymer material according to claim 8, characterized in that The mass ratio of the isosorbide-norbornene carboxylate to the cycloolefin compound is 1:1-4.

10. Use of the polymer material according to claim 8 or 9 in the preparation of electrical insulating materials or electronic packaging materials.

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