Bio-based plasticizer and preparation method thereof, rubber composition and rubber product

Abstract

The invention relates to the technical field of rubber, in particular to a bio-based plasticizer and a preparation method thereof, a rubber composition and a rubber product. The preparation method of the bio-based plasticizer provided by the invention comprises the following steps: reacting bio-based oil, a sulfur-containing compound, a photoinitiator and an organic solvent to obtain the bio-based plasticizer, the bio-based oil comprises grease containing unsaturated double bonds; the structural general formula of the sulfur-containing compound is R-SH; in the formula, R is selected from any one of substituted or unsubstituted alkyl and aralkyl of C1-C18. According to the preparation method of the bio-based plasticizer disclosed by the invention, the bio-based oil is modified by utilizing the sulfur-containing substance, and the content and activity of unsaturated double bonds in the bio-based oil are reduced, so that the influence of the unsaturated double bonds on a rubber vulcanization process is reduced, and the thermal stability and mechanical property of rubber are favorably improved; in addition, the prepared bio-based plasticizer has relatively low kinematic viscosity, and is beneficial to improving the operating performance of a rubber material.

Description

Technical Field

[0001] The present invention relates to the field of rubber technology, and in particular to a bio-based plasticizer and a preparation method thereof, a rubber composition and a rubber product. Background Art

[0002] Plasticizer is an important chemical additive. Adding plasticizer during the production and processing of rubber can reduce rubber viscosity, improve processing performance and filler dispersion, and enhance elasticity. Therefore, plasticizer is an indispensable and important component in the rubber industry.

[0003] Plasticizers used in the tire industry are generally petroleum-based plasticizers, such as naphthenic oil, environmentally friendly aromatic oil, and aromatic oil (DAE). Aromatic oil contains a large amount of carcinogenic polycyclic aromatic hydrocarbons. During the production, use and recycling of tires, the release of these aromatic oils will cause great harm to human health and cause serious pollution to the environment. At the same time, considering the scarcity of global oil resources and the risk of oil depletion, it is imperative to find an environmentally friendly, renewable and harmless plasticizer for tread rubber.

[0004] Bio-based plasticizers, namely bio-based oils, are considered to be substitutes for petroleum-based plasticizers. They are widely sourced, mainly from renewable resources, such as soybean oil, rapeseed oil, cottonseed oil, peanut oil, cashew oil, etc. Most bio-based oils contain a large number of unsaturated double bonds, which increases their activity, but in the rubber processing process, they will participate in the cross-linking vulcanization reaction of rubber, thereby affecting the mechanical properties of rubber.

[0005] In view of this, this invention is proposed. Summary of the invention

[0006] The first object of the present invention is to provide a method for preparing a bio-based plasticizer, which uses sulfur-containing substances to modify bio-based oil, reduce the content and activity of unsaturated double bonds in the bio-based oil, thereby reducing the influence of unsaturated double bonds on the rubber vulcanization process, and helps to improve the thermal stability and mechanical properties of the rubber; and the prepared bio-based plasticizer has a lower kinematic viscosity, which is beneficial to improving the handling performance of the rubber compound.

[0007] The second object of the present invention is to provide a bio-based plasticizer.

[0008] A third object of the present invention is to provide a rubber composition.

[0009] A fourth object of the present invention is to provide a rubber product.

[0010] In order to achieve the above-mentioned purpose of the present invention, the following technical solutions are particularly adopted:

[0011] In a first aspect, the present invention provides a method for preparing a bio-based plasticizer, comprising the following steps:

[0012] The bio-based plasticizer is obtained by reacting the bio-based oil, the sulfur-containing compound, the photoinitiator and the organic solvent;

[0013] The bio-based oil includes oils and fats containing unsaturated double bonds;

[0014] The general structural formula of the sulfur-containing compound is R-SH, wherein R is selected from any one of C1-C18 substituted or unsubstituted hydrocarbon groups and aralkyl groups.

[0015] Further, the usage ratio of the bio-based oil and the sulfur-containing compound is 100g: 0.1-3mol;

[0016] And / or, the mass ratio of the photoinitiator to the bio-based oil is (0.1-5):100.

[0017] Further, it includes at least one of the following features (1) to (4);

[0018] (1) The bio-based oil includes plant oil and / or animal oil;

[0019] (2) the sulfur-containing compound comprises at least one of methyl mercaptan, ethyl mercaptan, propyl mercaptan, butyl mercaptan, benzene mercaptan, octanol and mercaptoethanol;

[0020] (3) The initiator comprises 2,2-dimethoxy-2-phenylacetophenone and / or 1-hydroxycyclohexyl phenyl ketone;

[0021] (4) The organic solvent includes at least one of methanol, ethanol, dimethyl sulfoxide and tetrahydrofuran.

[0022] Further, the vegetable oil includes at least one of castor oil, peanut oil, sunflower oil, rapeseed oil, soybean oil, corn oil, rice bran oil, cottonseed oil, shea butter, palm oil, linseed oil, dewaxed corn oil, camellia oil and macadamia nut oil;

[0023] And / or, the animal oil includes at least one of lard, fish oil, beef tallow and sheep oil.

[0024] Furthermore, the reaction includes: reacting at 5 to 25° C. for 6 to 20 hours under ultraviolet light irradiation.

[0025] In a second aspect, the present invention further provides a bio-based plasticizer, which is prepared by the method for preparing the bio-based plasticizer as described above.

[0026] In a third aspect, the present invention further provides a rubber composition, comprising the following components in parts by mass:

[0027] 100 parts of rubber, 40-120 parts of reinforcing filler and 0.1-50 parts of the bio-based plasticizer as described above.

[0028] Further, the rubber includes at least one of natural rubber, isoprene rubber, polybutadiene rubber, styrene-butadiene rubber, butadiene rubber, chloroprene rubber, nitrile rubber, ethylene-propylene rubber, silicone rubber, fluororubber and acrylate rubber;

[0029] And / or, the reinforcing filler includes at least one of carbon black, siliceous filler and aluminum filler.

[0030] Furthermore, the rubber composition also includes at least one of petroleum-based oil, vulcanizing agent, vulcanization accelerator, vulcanization activator, antioxidant, softener, protective wax, tackifier, adhesion enhancer, coupling agent, rubber dispersant, scorch retarder and processing aid.

[0031] In a fourth aspect, the present invention further provides a rubber product, which is made from the rubber composition as described above.

[0032] Compared with the prior art, the present invention has the following beneficial effects:

[0033] The bio-based plasticizer of the present invention utilizes sulfur-containing compounds to modify bio-based oil. The sulfur-containing compounds react with unsaturated carbon-carbon double bonds in the bio-based oil to reduce the content and activity of unsaturated carbon-carbon double bonds in the bio-based oil. When used in the preparation process of rubber, the influence of unsaturated carbon-carbon double bonds on the rubber vulcanization process can be reduced, which helps to improve the cross-linking density, thermal stability and mechanical properties of the rubber. At the same time, the bio-based plasticizer has a lower kinematic viscosity, which can make the mixing of various components of the rubber compound more uniform, thereby improving the operating performance. DETAILED DESCRIPTION

[0034] The technical scheme of the present invention will be clearly and completely described below in conjunction with specific embodiments, but it will be appreciated by those skilled in the art that the following described embodiments are part of embodiments of the present invention, rather than all embodiments, and are only used to illustrate the present invention, and should not be considered as limiting the scope of the present invention. Based on the embodiments in the present invention, all other embodiments obtained by those of ordinary skill in the art without making creative work, all belong to the scope of protection of the present invention. If specific conditions are not indicated in the embodiments, they are carried out according to normal conditions or conditions recommended by the manufacturer. If the manufacturer is not indicated in the reagents or instruments used, they are all conventional products that can be purchased commercially.

[0035] The following is a detailed description of a bio-based plasticizer and a preparation method thereof, a rubber composition and a rubber product of the present invention.

[0036] In some embodiments of the present invention, a method for preparing a bio-based plasticizer is provided, comprising the following steps:

[0037] The bio-based oil, the sulfur-containing compound, the photoinitiator and the organic solvent are reacted to obtain the bio-based plasticizer;

[0038] Bio-based oils include oils and fats containing unsaturated double bonds;

[0039] The general structural formula of the sulfur-containing compound is R-SH, wherein R is selected from any one of C1-C18 substituted or unsubstituted hydrocarbon groups and aralkyl groups.

[0040] The bio-based plasticizer of the present invention is a modified bio-based oil. The bio-based oil is modified by using a sulfur-containing compound. The sulfur-containing compound reacts with the unsaturated carbon-carbon double bonds in the bio-based oil to generate an addition reaction, thereby reducing the content and activity of the unsaturated carbon-carbon double bonds in the bio-based oil, reducing the influence of the unsaturated carbon-carbon double bonds on the rubber vulcanization process, and helping to improve the crosslinking density, thermal stability and mechanical properties of the rubber. At the same time, the bio-based plasticizer has a lower kinematic viscosity, which can make the mixing of the various components of the rubber compound more uniform, thereby improving the operating performance.

[0041] The bio-based plasticizer of the present invention uses bio-based oil as a raw material. The bio-based oil is a renewable resource derived from organisms and is more environmentally friendly than petroleum-based oil.

[0042] In some embodiments of the present invention, the usage ratio of the bio-based oil and the sulfur-containing compound is 100g:0.1-3mol; typically but not limitatively, for example, the usage ratio of the bio-based oil and the sulfur-containing compound can be 100g:0.1mol, 100g:0.5mol, 100g:1mol, 100g:1.5mol, 100g:2mol, 100g:2.5mol, 100g:3mol or a range of any two thereof.

[0043] In some embodiments of the present invention, the mass ratio of the photoinitiator to the bio-based oil is (0.1-5):100; typically but not limiting, for example, the mass ratio of the photoinitiator to the bio-based oil can be 0.1:100, 1:100, 2:100, 3:100, 4:100, 5:100 or a range of any two thereof.

[0044] In some embodiments of the invention, the bio-based oil comprises vegetable oil and / or animal oil.

[0045] In some embodiments of the present invention, the sulfur-containing compound includes at least one of methyl mercaptan, ethyl mercaptan, propyl mercaptan, butyl mercaptan, benzene mercaptan, octanethiol and mercaptoethanol.

[0046] In some embodiments of the present invention, the initiator comprises 2,2-dimethoxy-2-phenylacetophenone (DMPA) and / or 1-hydroxycyclohexyl phenyl ketone (184).

[0047] In some embodiments of the present invention, the organic solvent includes at least one of methanol, ethanol, dimethyl sulfoxide (DMSO) and tetrahydrofuran (THF).

[0048] In some embodiments of the present invention, the vegetable oil includes at least one of castor oil, peanut oil, sunflower oil, rapeseed oil, soybean oil, corn oil, rice bran oil, cottonseed oil, shea butter, palm oil, linseed oil, dewaxed corn oil, camellia oil and macadamia oil; the sunflower oil includes high oleic sunflower oil; and the rapeseed oil includes high oleic rapeseed oil.

[0049] Castor oil is a vegetable oil extracted from castor seeds. The components of castor oil include: 80%-85% ricinoleic acid, 7% oleic acid, 3% linoleic acid, 2% palmitic acid and 1% stearic acid.

[0050] Cottonseed oil is oil extracted from cotton seeds, which contains 13 kinds of fatty acids, mainly linoleic acid (51.99%~60.88%), palmitic acid (18.30%~25.68%) and oleic acid (12.28%~18.50%), of which unsaturated fatty acids account for 73.62%, and unsaturated fatty acids are mainly linoleic acid and linolenic acid, accounting for 57.44%.

[0051] Flaxseed oil is made from flax seeds and is mainly composed of oleic acid (20%-35%), linoleic acid (15%-25%) and linolenic acid (35%-53%).

[0052] Peanut oil contains palmitic acid, stearic acid, arachidic acid, behenic acid, lignoic acid, oleic acid, linoleic acid, etc., among which palmitic acid accounts for about 13%, stearic acid 3%-5%, lignoic acid 6%-8%, oleic acid 37% and linoleic acid 38%.

[0053] Corn oil is oil extracted from corn germ. The content of unsaturated fatty acids in corn oil is as high as 80% to 85%.

[0054] Rice bran oil is produced by pressing or leaching the rice bran waste residue left over from rice processing; rice bran oil mainly contains 40% to 52% oleic acid, 29% to 42% linoleic acid and 12% to 18% palmitic acid.

[0055] Olive oil is made directly from cold-pressed fresh olive fruits. The six most important fatty acids in olive oil are oleic acid, linoleic acid, linolenic acid, palmitoleic acid, palmitic acid and stearic acid, among which oleic acid has the highest content.

[0056] Camellia oil is extracted from the seeds of the camellia tree of the Theaceae family, the genus Camellia. It contains over 90% unsaturated fatty acids, 80% to 83% oleic acid, and 7% to 13% linoleic acid.

[0057] Macadamia oil is an edible oil obtained from macadamia nuts through different processing methods.

[0058] In some embodiments of the present invention, the animal oil comprises at least one of lard, fish oil, beef tallow and mutton oil.

[0059] In some embodiments of the present invention, the reaction includes: reacting at 5-25°C for 6-20 hours under ultraviolet light irradiation; typically but not limiting, for example, the reaction temperature can be 5°C, 10°C, 15°C, 20°C, 25°C or a range consisting of any two thereof; the reaction time can be 6h, 8h, 10h, 12h, 14h, 16h, 18h, 20h, 24h or a range consisting of any two thereof.

[0060] In some embodiments of the present invention, the reaction is carried out under a protective atmosphere; preferably, the reaction is carried out under a nitrogen atmosphere.

[0061] In some embodiments of the present invention, after the reaction, post-treatment is further included; preferably, the post-treatment includes: dissolving the viscous liquid obtained by the reaction in ethyl acetate, then extracting with a saturated sodium chloride aqueous solution, and obtaining a bio-based plasticizer after drying and filtering.

[0062] In some embodiments of the present invention, a bio-based plasticizer is also provided, which is prepared by the above-mentioned method for preparing the bio-based plasticizer.

[0063] The bio-based plasticizer of the invention contains less unsaturated carbon-carbon double bonds and has lower kinematic viscosity.

[0064] In some embodiments of the present invention, a rubber composition is also provided, which comprises the following components in parts by mass:

[0065] 100 parts of rubber, 40-120 parts of reinforcing filler and 0.1-50 parts of the above-mentioned bio-based plasticizer.

[0066] The rubber composition of the invention improves the crosslinking density, thermal stability and mechanical properties of the rubber by adding a bio-based plasticizer, makes the mixing of the various components of the rubber more uniform, and improves the operating performance.

[0067] In some embodiments of the present invention, typically but not limitatively, for example, in the rubber composition, the mass fraction of the reinforcing filler can be 40 parts, 60 parts, 80 parts, 100 parts, 120 parts or a range consisting of any two thereof; the mass fraction of the bio-based plasticizer can be 0.1 parts, 5 parts, 10 parts, 15 parts, 20 parts, 25 parts, 30 parts, 35 parts, 40 parts, 45 parts, 50 parts or a range consisting of any two thereof.

[0068] In some embodiments of the present invention, the following components are included in parts by mass:

[0069] 100 parts of rubber, 50-100 parts of reinforcing filler and 1-15 parts of the above-mentioned bio-based plasticizer.

[0070] In some embodiments of the present invention, the following components are included in parts by mass:

[0071] 100 parts of rubber, 50-80 parts of reinforcing filler and 5-10 parts of the above-mentioned bio-based plasticizer.

[0072] In some embodiments of the present invention, the rubber includes at least one of natural rubber, isoprene rubber, polybutadiene rubber, styrene-butadiene rubber, butadiene rubber, chloroprene rubber, nitrile rubber, ethylene-propylene rubber, silicone rubber, fluororubber and acrylate rubber.

[0073] In some embodiments of the present invention, the reinforcing filler includes at least one of carbon black, siliceous filler and aluminum filler.

[0074] The carbon black may be any carbon black that can be used in the rubber field, such as white carbon black, reinforcing carbon black of ASTM grades 100, 200, 300 series (such as N115, N234, N330, N375), or carbon black of a higher ASTM grade series (such as N660, N772).

[0075] The siliceous filler includes silicon dioxide (SiO2); the silicon dioxide includes at least one of wet silicon dioxide and dry silicon dioxide; preferably, the specific surface area of ​​the silicon dioxide is less than 450m 2 / g, more preferably, the specific surface area of ​​silicon dioxide is 50 to 400 m 2 / g, for example, Ultrasil 7000 silica produced by Degussa.

[0076] Aluminum fillers include alumina (Al3O2).

[0077] In some embodiments of the present invention, the rubber composition further comprises at least one of a petroleum-based oil, a vulcanizing agent, a vulcanization accelerator, a vulcanization activator, an antioxidant, a softener, a protective wax, a tackifier, an adhesion enhancer, a coupling agent, a rubber dispersant, a scorch retarder and a processing aid.

[0078] In some embodiments of the present invention, the mass ratio of bio-based oil to petroleum-based oil is 100:(0.1-50); preferably 100:(0.5-20); more preferably 100:(1-10).

[0079] In some embodiments of the present invention, the mass ratio of the bio-based oil to the vulcanizing agent is 100:(0.1-15).

[0080] In some embodiments of the invention, the vulcanizing agent comprises sulfur.

[0081] In some embodiments of the present invention, the vulcanization accelerator includes at least one of accelerator DM, accelerator CZ, accelerator DZ, accelerator NS, accelerator DPG, and accelerator TMTD.

[0082] In some embodiments of the present invention, the vulcanization activator includes zinc oxide and / or zinc stearate.

[0083] In some embodiments of the present invention, the softening agent comprises an aromatic oil.

[0084] The present invention does not impose strict restrictions on the type and amount of each auxiliary agent, and conventional types and amounts may be used or adjusted according to actual requirements.

[0085] In some embodiments of the present invention, a method for preparing a rubber composition is also provided, comprising the following steps:

[0086] The raw materials except the vulcanizer, the vulcanization accelerator and the vulcanization activator are added into an internal mixer, and kneaded at 140-160° C. to obtain a masterbatch; after the masterbatch is cooled to below 90° C., the masterbatch, the vulcanizer, the vulcanization activator and the vulcanization accelerator are added into an open mixer, and kneaded at 30-100° C. to obtain a rubber composition.

[0087] Some embodiments of the present invention further provide a rubber product, which is prepared using the rubber composition.

[0088] In some embodiments of the present invention, the rubber product includes a semi-finished rubber product or a finished rubber product; preferably, the rubber product includes a semi-finished tire product or a finished tire product.

[0089] Embodiments 1 to 5

[0090] The preparation method of the bio-based plasticizer provided in Examples 1 to 5 comprises the following steps:

[0091] Add bio-based oil, sulfur-containing compounds, photoinitiator and tetrahydrofuran (THF) into a three-necked flask equipped with a magnetic stirrer, react at 10°C to 25°C for 6 to 24 hours under nitrogen atmosphere and 254nm ultraviolet light irradiation to obtain a viscous liquid; dissolve the viscous liquid in ethyl acetate, and then extract with a saturated sodium chloride aqueous solution, repeat the extraction process three times, and obtain a bio-based plasticizer after drying and filtering.

[0092] The performance parameters of the bio-based oils of Examples 1 to 5 are shown in Table 1.

[0093] The types and amounts of the bio-based oil, sulfur-containing compound, photoinitiator and organic solvent, and the reaction conditions of Examples 1 to 5 are shown in Table 2.

[0094] Table 1

[0095]

[0096] Table 2

[0097]

[0098] Examples 6 to 10 and Comparative Examples 1 to 2

[0099] The preparation method of the rubber composition of Examples 6 to 10 and Comparative Examples 1 to 2 comprises the following steps:

[0100] The raw materials except the vulcanizer, the vulcanization accelerator and the vulcanization activator are added into an internal mixer, and kneaded at 140-160° C. to obtain a masterbatch; after the masterbatch is cooled to below 90° C., the masterbatch, the vulcanizer, the vulcanization activator and the vulcanization accelerator are added into an open mixer, and kneaded at 30-100° C. to obtain a rubber composition.

[0101] The raw materials and their amounts (in parts by mass) of the rubber compositions of Examples 6 to 10 and Comparative Examples 1 to 2 are shown in Table 3. The processing aids are conventionally used aids.

[0102] Table 3

[0103]

[0104]

[0105] Test example

[0106] The properties of the bio-based plasticizers prepared in Examples 1 to 5 were tested, and the results are shown in Table 4.

[0107] Molecular weight test: The weight average molecular weight was tested using a gel permeation chromatograph (Waters 1515 separation unit, Waters 2414 differential detector) in accordance with GB / T27843-2011 (“Gel Permeation Chromatography Method for Determination of Low Molecular Weight Component Content in Chemical Polymers”).

[0108] Iodine value test: Test the iodine value in accordance with GB / T 5532-2022 "Determination of iodine value of animal and vegetable fats and oils".

[0109] Table 4

[0110] Molecular weight Mw Iodine value g / 100g Example 1 933 28.3 Example 2 1243 24.5 Example 3 968 10.4 Example 4 1026 23.1 Example 5 1191 25.6

[0111] The properties of the rubber compositions obtained in Examples 6 to 10 and Comparative Examples 1 to 2 were tested, and the results are shown in Table 5.

[0112] The following performance tests were performed on the rubber composition after vulcanization, wherein the vulcanization method was that the rubber composition was vulcanized at 150° C. for 30 minutes.

[0113] Tensile property test: According to the standard GB / T528-2009, the tensile strength and elongation at break of the vulcanized rubber composition are tested. The tensile strength is the tensile stress recorded at the moment of fracture of the tensile specimen, in MPa. The elongation at break is the elongation of the specimen at the moment of fracture, in %.

[0114] Shore hardness test: The Shore hardness of the vulcanized rubber composition is evaluated according to the standard GB / T531.1-2008; the larger the hardness value, the higher the rigidity of the rubber composition.

[0115] Dynamic mechanical properties: The dynamic properties of the vulcanized rubber composition are tested according to standard GB / T13937-1992; the detection frequency is 11HZ, the detection displacement is 15μm, and 60℃tanσ is used to characterize the dynamic properties of the rubber. The smaller the value, the smaller the hysteresis loss of the rubber and the lower the dynamic heat generation.

[0116] Table 5

[0117]

[0118] As shown in Table 5, compared with Comparative Examples 1-2, Examples 6-10 have significantly improved tensile stress of the rubber, with the maximum improvement reaching 19%, and the maximum tensile strength is also increased by 14%. The dynamic properties of the rubber are characterized by tanδ at 60°C, and the dynamic properties are improved by 9%. The modified rice bran oil has obvious advantages in rubber properties.

[0119] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that they can still modify the technical solutions described in the aforementioned embodiments, or replace some or all of the technical features therein with equivalents. However, these modifications or replacements do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A method for preparing a bio-based plasticizer, characterized in that: The steps include: The bio-based plasticizer is obtained by reacting the bio-based oil, the sulfur-containing compound, the photoinitiator and the organic solvent; The bio-based oil includes oils and fats containing unsaturated double bonds; The general structural formula of the sulfur-containing compound is R-SH, wherein R is selected from any one of C1-C18 substituted or unsubstituted hydrocarbon groups and aralkyl groups.

2. The method for preparing a bio-based plasticizer according to claim 1, characterized in that: The usage ratio of the bio-based oil and the sulfur-containing compound is 100g: 0.1-3mol; And / or, the mass ratio of the photoinitiator to the bio-based oil is (0.1-5):

100.

3. The method for preparing a bio-based plasticizer according to claim 2, characterized in that: The method comprises at least one of the following features (1) to (4); (1) The bio-based oil includes plant oil and / or animal oil; (2) the sulfur-containing compound comprises at least one of methyl mercaptan, ethyl mercaptan, propyl mercaptan, butyl mercaptan, benzene mercaptan, octanol and mercaptoethanol; (3) The initiator comprises 2,2-dimethoxy-2-phenylacetophenone and / or 1-hydroxycyclohexyl phenyl ketone; (4) The organic solvent includes at least one of methanol, ethanol, dimethyl sulfoxide and tetrahydrofuran.

4. The method for preparing a bio-based plasticizer according to claim 3, characterized in that: The vegetable oil comprises at least one of castor oil, peanut oil, sunflower oil, rapeseed oil, soybean oil, corn oil, rice bran oil, cottonseed oil, shea butter, palm oil, linseed oil, dewaxed corn oil, camellia oil and macadamia nut oil; And / or, the animal oil includes at least one of lard, fish oil, beef tallow and sheep oil.

5. The method for preparing a bio-based plasticizer according to claim 3, characterized in that: The reaction comprises: reacting at 5-25° C. for 6-20 hours under ultraviolet light irradiation.

6. A bio-based plasticizer, characterized in that: The bio-based plasticizer is prepared by the preparation method of any one of claims 1 to 5.

7. A rubber composition, characterized in that: According to the mass percentage, it includes the following components: 100 parts of rubber, 40-120 parts of reinforcing filler and 0.1-50 parts of the bio-based plasticizer according to claim 6.

8. The rubber composition according to claim 7, characterized in that The rubber comprises at least one of natural rubber, isoprene rubber, polybutadiene rubber, styrene-butadiene rubber, butadiene rubber, chloroprene rubber, nitrile rubber, ethylene-propylene rubber, silicone rubber, fluororubber and acrylate rubber; And / or, the reinforcing filler includes at least one of carbon black, siliceous filler and aluminum filler.

9. The rubber composition according to claim 7, characterized in that: The rubber composition further comprises at least one of petroleum-based oil, vulcanizing agent, vulcanization accelerator, vulcanization activator, antioxidant, softener, protective wax, tackifier, adhesion enhancer, coupling agent, rubber dispersant, scorch retarder and processing aid.

10. A rubber product, characterized in that: It is prepared by using the rubber composition described in any one of claims 7 to 9.

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