CN112063186A - Preparation method of environment-friendly rubber oil and prepared environment-friendly rubber oil - Google Patents
Preparation method of environment-friendly rubber oil and prepared environment-friendly rubber oil Download PDFInfo
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- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
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Abstract
The invention discloses a preparation method of environment-friendly rubber oil and the prepared environment-friendly rubber oil, the environment-friendly rubber oil is prepared by blending modified resin liquid and raw oil, the preparation process of the modified resin liquid used in the invention is simple, the cost is low, the industrialized popularization is facilitated, and the benzo (a) pyrene content of the modified resin liquid is lower than 3 ppm; benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene, dibenzo (a, h) anthracene 8 item PAHs content is less than 30 ppm. The environment-friendly rubber oil prepared by the invention meets European Union standards, the preparation process is simple, the hydrogenation treatment is not carried out by using solvent refining, the preparation cost is greatly reduced, meanwhile, the compatibility of the obtained rubber oil and rubber is good, the processability is excellent, the viscosity parameter of the blended rubber oil is flexible and adjustable, and the rubber oil is suitable for various products.
Description
Technical Field
The invention belongs to the technical field of rubber industry, relates to processing of rubber oil, and particularly relates to a preparation method of environment-friendly rubber oil and the prepared environment-friendly rubber oil.
Background
With the improvement of environmental protection consciousness, the application of green environmental protection materials is paid much attention. However, rubber oil has good compatibility with rubber, and the rubber oil is required to have high aromatic hydrocarbon content, which causes a problem of polycyclic aromatic hydrocarbon pollution, and 8 polycyclic aromatic hydrocarbons such as benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene, dibenzo (a, h) anthracene and the like are carcinogenic substances. The european union signed directive 2005/69/EC in 2001 clearly limited the content of these carcinogenic fused ring aromatics, starting in 1 month 2010, and totally banned the use of high aromatic rubber oils for tires produced and sold within the european union.
At present, the preparation method of the environment-friendly rubber oil mainly comprises two schemes of solvent refining and hydrotreating. Solvent refining is a technology for removing harmful or non-ideal components in oil materials by utilizing the selective dissolving capacity of a solvent, for example, CN200910088932.5 and CN201010228871.0 are used for obtaining environment-friendly rubber oil by the method; although the solvent refining can ensure the content of aromatic hydrocarbon, the solvent refining needs to be carried out for many times to remove the polycyclic aromatic hydrocarbon in the rubber oil, so that the product yield is lower; in addition, multiple steps of mixing, extracting, steam stripping, flash evaporation and the like are required for refining, so that the processing cost is high; the hydrotreating refers to the catalytic hydrogenation to convert non-ideal components into ideal components or micromolecular hydrocarbons to achieve the purpose of removing, and in addition, the olefin and the dialkene are subjected to hydrogenation saturation, the aromatic hydrocarbon is subjected to partial hydrogenation saturation, and the quality of the oil product is improved. But the hydrotreating process results in a large loss of aromatic hydrocarbon content, and poor compatibility between rubber oil and rubber. Therefore, in order to ensure that the rubber oil has a certain aromatic hydrocarbon content, the hydrogenation treatment and the solvent refining are combined to produce the environment-friendly rubber oil, but the treatment procedure is complicated, the cost is high, and the finished product still contains 8 Polycyclic Aromatic Hydrocarbons (PAHs).
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a preparation method of environment-friendly rubber oil, which can obtain the environment-friendly rubber oil meeting the European Union standard by simply blending modified resin liquid and raw oil, has simple preparation process, does not use solvent refining and hydrotreatment, greatly reduces the preparation cost, has good compatibility with rubber, excellent processability, and flexible and adjustable viscosity parameter of the blended rubber oil, and is suitable for various products. The invention also aims to provide the environment-friendly rubber oil prepared by the preparation method.
The invention is realized by the following technical scheme:
a preparation method of environment-friendly rubber oil comprises the following steps: is prepared by blending modified resin liquid and raw oil.
The invention further improves the scheme as follows:
the raw oil is one or a mixture of more than two of naphthenic oil, paraffin base oil, tall oil pitch or vegetable oil.
Further, the mass ratio of the modified resin liquid to the raw oil is 35-55: 45-65.
Further, the modified resin liquid is prepared by the following method:
(1) dissolving the resin R in the dissolved oil 01, and fully melting and dispersing;
(2) adding a catalyst L and continuously stirring uniformly;
(3) adding a modifier B, and modifying under heating and stirring;
(4) and after the modification is finished, adding an acid-base regulator, and regulating the reaction liquid to be neutral to obtain the modified resin liquid.
The resin R is one or more of C9 resin, C5 resin, dicyclopentadiene resin and monomer thereof, alpha-methyl styrene homopolymerization resin or monomer, copolymer resin based on alpha-methyl styrene as a main chain, terpene resin, pinene resin, asphalt or conpa resin.
Further, the dissolved oil 01 is one or more of aromatic base oil, naphthenic base oil and paraffin base oil; detecting the content of benzo (a) pyrene in the dissolved oil 01 by polycyclic aromatic hydrocarbon to be 0-50 ppm; the total content of PAHs in benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene and dibenzo (a, h) anthracene 8 is 0-1000 ppm.
Further, the catalyst L is AlCl3、FeCl3、H2SO4、H3PO4、BF3、BF3One or more of a complex and HF.
Further, the modifier B is one or a mixture of more than two of phenol, cardanol, m-cresol, bornylene, ethylidene norbornene, dicyclopentadiene, coumarone resin, hexamethoxy melamine resin, divinylbenzene, p-benzhydrol or paraformaldehyde.
Further, the mass ratio of the resin R, the dissolved oil 01, the modifier B and the catalyst L is 30-50: 20-70: 1-5: 0.1-0.8; the melting temperature is 100-120 ℃, the modification time is 2-4 h, and the acid-base regulator is one or a mixture of more than two of hexamethylene diamine, ethylene diamine or triethylamine.
The invention further improves the scheme as follows:
an environment-friendly rubber oil is prepared by the method.
The invention has the beneficial effects that:
the content of benzo (a) pyrene in the rubber oil prepared by the invention is lower than 1 ppm; benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene, dibenzo (a, h) anthracene 8, and having a polycyclic aromatic hydrocarbon content of less than 10 ppm.
The density of the rubber oil prepared by the invention is 0.85-1.05 g/cm3 at 20 ℃; a flash point of greater than 200 ℃; pour point-27 to 20 ℃; the kinematic viscosity at 37.8 ℃ is 100-3000 mm2/s, and the kinematic viscosity at 100 ℃ is 10-200 mm 2/s; the aromatic carbon content is 14-44%.
The rubber oil has higher content of aromatic hydrocarbon components, and improves the compatibility with rubber; the viscosity parameter of the rubber oil is flexible and adjustable, and the rubber oil is suitable for various products.
The modified resin liquid used in the invention has a benzo (a) pyrene content of less than 3 ppm; benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene, dibenzo (a, h) anthracene 8 item PAHs content is less than 30 ppm.
In the preparation method of the modified resin liquid, the modifier is utilized to promote the conversion of 8 kinds of high carcinogenic polycyclic aromatic hydrocarbons in the presence of the catalyst, so that the polycyclic aromatic hydrocarbons are subjected to alkylation or condensation reaction, and the content of 8 PAHs in the modified resin liquid is reduced.
The modified resin liquid has simple production process and low cost, is convenient for industrial popularization, and simultaneously improves the operation safety; the used raw materials are convenient to recover, and the environmental pollution is reduced; the used raw materials have rich resources and low price.
Detailed Description
Example 1
1. In a four-neck flask, 800g C9 resin is dissolved in 400g of naphthenic oil KN4006, and the resin is melted at the temperature of 100 ℃ and 120 ℃;
2. 4.8g AlCl is added into the reaction system3Catalyst, after stirring for half an hour;
3. adding 40g of phenol, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 500g of modified resin liquid and 500g of naphthenic oil KN4006, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 2
1. In a four-neck flask, 600g of asphalt resin is dissolved in 400g of naphthenic oil KN4006, and the mixture is melted at the temperature of 100 ℃ and 120 ℃;
2. adding 4g of boron trifluoride diethyl etherate catalyst into the reaction system, and stirring for half an hour;
3. adding 40g of phenol and 40g of coumarone resin, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding ethylenediamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 450g of modified resin liquid and 550g of naphthenic oil KN4006, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 3
1. In a four-neck flask, 400g of asphalt resin is dissolved in 400g of naphthenic oil KN4010, and the melting is kept at the temperature of 100 ℃ and 120 ℃;
2. 4g of p-toluenesulfonic acid catalyst is added into the reaction system, and the mixture is stirred for half an hour;
3. adding 60g of cardanol, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding triethylamine into the reaction solution, and adjusting the reaction solution to be neutral to obtain modified resin solution;
5. and (3) uniformly mixing 500g of modified resin liquid and 500g of paraffin-based oil, and discharging to obtain the rubber operating oil.
Example 4
1. In a four-neck flask, 400g C5 resin is dissolved in 400g of naphthenic oil KN4006, and the resin is melted at the temperature of 100 ℃ and 120 ℃;
2. 3g of FeCl was added to the reaction system3Catalyst, after stirring for half an hour;
3. adding 40g of m-cresol, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 550g of modified resin liquid and 450g of tall oil pitch, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 5
1. In a four-neck flask, 700g of asphalt resin is dissolved in 300g of aromatic oil, and the melting is maintained at the temperature of 100 ℃ and 120 ℃;
2. 1.6g of H was added to the reaction system2SO4Catalyst, after stirring for half an hour;
3. adding 40g of bornylene, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 400g of modified resin liquid, 300g of naphthenic oil KN4006 and 200g of cashew nut oil, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 6
1. 300g of dicyclopentadiene resin and 300g C9 resin are dissolved in 400g of naphthenic oil 4010 in a four-neck flask, and the solution is melted at the temperature of 100 ℃ and 120 ℃;
2. 4g of H was added to the reaction system3PO4Catalyst, after stirring for half an hour;
3. adding 40g of phenol and 40g of dicyclopentadiene, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding ethylenediamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) uniformly mixing 500g of modified resin liquid, 300g of naphthenic oil KN4006 and 200g of rapeseed oil, and discharging to obtain the rubber operating oil.
Example 7
1. In a four-neck flask, 400g of dicyclopentadiene resin and 100g of asphalt resin are dissolved in 200g of aromatic hydrocarbon-based oil, and the mixture is melted at the temperature of 100 ℃ and 120 ℃;
2. adding 4g of boron trifluoride diethyl etherate catalyst into the reaction system, and stirring for half an hour;
3. adding 80g of p-diphenylmethanol, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding triethylamine into the reaction solution, and adjusting the reaction solution to be neutral to obtain modified resin solution;
5. and (3) taking 500g of modified resin liquid and 500g of naphthenic oil KN4010, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 8
1. 300g of dicyclopentadiene resin and 300g C9 resin were dissolved in 400g of naphthenic oil KN4010 in a four-necked flask, and melted at 100 ℃ and 120 ℃;
2. adding 4g of HF catalyst into the reaction system, and stirring for half an hour;
3. adding 40g of phenol and 40g of coumarone resin, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 350g of modified resin liquid and 650g of naphthenic oil KN4006, uniformly mixing, and discharging to obtain the rubber operating oil.
Example 9
1. In a four-neck flask, 400g of conpa resin was dissolved in 400g of paraffinic oil and was melted at 100 ℃ and 120 ℃;
2. 4g of p-toluenesulfonic acid catalyst is added into the reaction system, and the mixture is stirred for half an hour;
3. adding 40g of phenol and 20g of hexamethoxy melamine resin, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) uniformly mixing 500g of modified resin liquid and 500g of paraffin-based oil, and discharging to obtain the rubber operating oil.
Example 10
1. In a four-neck flask, 400g of asphalt resin is dissolved in 400g of paraffin-based oil, and the melting is maintained at 100 ℃ and 120 ℃;
2. 4g of p-toluenesulfonic acid catalyst is added into the reaction system, and the mixture is stirred for half an hour;
3. adding 40g of phenol and 20g of terephthalyl alcohol, keeping the system temperature at 100 ℃ and 120 ℃, and continuously stirring for 1-3 h;
4. adding hexamethylene diamine into the reaction liquid, and adjusting the reaction liquid to be neutral to obtain modified resin liquid;
5. and (3) taking 500g of modified resin liquid and 500g of naphthenic oil KN4010, uniformly mixing, and discharging to obtain the rubber operating oil.
Performance detection
1. Properties of the modified resin liquids obtained in examples 1 to 10 were measured, and the results are shown in Table 1.
TABLE 1 Properties of modified resin solutions obtained in examples 1 to 10
As can be seen from table 1, the crosslinking method employed in the present invention can effectively convert the polycyclic aromatic hydrocarbon present in the resin, and furthermore, the resin and the solvent have wide sources and are convenient to produce. The used resin has an unsaturated bond, the modifier has a specific functional group, and the modifier has the unsaturated bond in a special environment, so an aromatic ring-alkylating reagent system is established in the modified resin liquid, the polycyclic aromatic hydrocarbon has good electrophilic reaction activity, and electrophilic substitution reaction between the catalytic action of an acidic catalyst and the alkylating reagent (such as the unsaturated bond in the resin, the specific functional group in the modifier, and the like) in the system even generates a crosslinking effect, so that polycyclic aromatic hydrocarbon conversion is realized, the polycyclic aromatic hydrocarbon is fixed on the molecular weight of the resin in a chemical bonding manner, the free polycyclic aromatic hydrocarbon is reduced, and the purpose of reducing the harm of the polycyclic aromatic hydrocarbon is achieved.
2. The environmental-friendly rubber operating oil prepared in the examples 1 to 10 is subjected to performance detection, and the detection results are shown in Table 2.
TABLE 2 results of testing the properties of rubber oils
As can be seen from Table 2, the modified resin liquid of the present invention can be directly blended with various raw oils to prepare rubber oil, and the content of polycyclic aromatic hydrocarbon in the prepared rubber oil meets European Union standards, and simultaneously, different raw oils can be selected according to different requirements, thereby flexibly adjusting and controlling parameters such as component carbon type, viscosity, etc. of the rubber oil.
Application example
Some commercially available environment-friendly oil products V500 and V700 and the rubber oils obtained in examples 1 to 5 were added to rubber for performance evaluation, and the specific formulations of the tread rubber rubbers are shown in Table 3.
TABLE 3 Tread rubber formulation
The tread rubber composition prepared above was subjected to a performance test, and the test results are shown in table 4.
TABLE 4 Tread rubber composition Performance data
The world tire industry has the law of 'magic triangle', and the rubber tire added with the auxiliary agent can improve the wet land holding capacity (wet skid resistance) of the rubber tire, and simultaneously can improve the rolling resistance of the rubber tire and increase the oil consumption. The loss factor (tan) can be used for representing the dynamic viscoelastic property of the rubber material, generally, the tan value at 0 ℃ represents the wet grip (wet skid resistance) of the tread rubber, and the higher the tan value is, the better the wet skid resistance of the tread rubber is; meanwhile, the tan value at 60 ℃ represents the rolling resistance of the tread rubber, and the higher the resin is, the larger the surface heat generation is, and the poorer the performance is. As can be seen from Table 4, the rubber composition for the production of the present invention (examples) has improved wet grip and substantially maintained rolling resistance as compared with the commercial product (comparative example), and thus has improved tire safety without improving fuel consumption.
Claims (10)
1. The preparation method of the environment-friendly rubber oil is characterized by comprising the following steps: is prepared by blending modified resin liquid and raw oil.
2. The method for preparing the environment-friendly rubber oil as claimed in claim 1, wherein the method comprises the following steps: the raw oil is one or a mixture of more than two of naphthenic oil, paraffin base oil, tall oil pitch or vegetable oil.
3. The method for preparing the environment-friendly rubber oil as claimed in claim 1, wherein the method comprises the following steps: the mass ratio of the modified resin liquid to the raw oil is 35-55: 45-65.
4. The method for preparing the environment-friendly rubber oil according to any one of claims 1 or 3, characterized in that: the modified resin liquid is prepared by the following method:
(1) dissolving the resin R in the dissolved oil 01, and fully melting and dispersing;
(2) adding a catalyst L and continuously stirring uniformly;
(3) adding a modifier B, and modifying under heating and stirring;
(4) and after the modification is finished, adding an acid-base regulator, and regulating the reaction liquid to be neutral to obtain the modified resin liquid.
5. The method for preparing the environment-friendly rubber oil as claimed in claim 4, wherein the method comprises the following steps: the resin R is one or a mixture of more than two of C9 resin, C5 resin, dicyclopentadiene resin and monomers thereof, alpha-methyl styrene homopolymerization resin or monomers, copolymerization resin based on alpha-methyl styrene as a main chain, terpene resin, pinene resin, asphalt or conpa resin.
6. The method for preparing the environment-friendly rubber oil as claimed in claim 4, wherein the method comprises the following steps: the dissolved oil 01 is one or more of aromatic hydrocarbon base oil, naphthenic base oil or paraffin base oil; detecting the content of benzo (a) pyrene in the dissolved oil 01 by polycyclic aromatic hydrocarbon to be 0-50 ppm; the total content of PAHs in benzo (a) pyrene, benzo (e) pyrene, benzo (a) anthracene, chrysene, benzo (b) fluoranthene, benzo (j) fluoranthene, benzo (k) fluoranthene and dibenzo (a, h) anthracene 8 is 0-1000 ppm.
7. The method for preparing the environment-friendly rubber oil as claimed in claim 4, wherein the method comprises the following steps: the catalyst L is AlCl3、FeCl3、H2SO4、H3PO4、BF3、BF3One or more of a complex and HF.
8. The method for preparing the environment-friendly rubber oil as claimed in claim 4, wherein the method comprises the following steps: the modifier B is one or more of phenol, cardanol, m-cresol, bornene, ethylidene norbornene, dicyclopentadiene, coumarone resin, hexamethoxy melamine resin, divinylbenzene, p-benzhydrol or paraformaldehyde.
9. The method for preparing the environment-friendly rubber oil as claimed in claim 4, wherein the method comprises the following steps: the mass ratio of the resin R, the dissolved oil 01, the modifier B and the catalyst L is 30-50: 20-70: 1-5: 0.1-0.8; the melting temperature is 100-120 ℃, the modification time is 2-4 h, and the acid-base regulator is one or a mixture of more than two of hexamethylene diamine, ethylene diamine or triethylamine.
10. An environmentally friendly rubber oil, characterized by being obtained by the method of claim 1.
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| CN202010961718.2A CN112063186A (en) | 2020-09-14 | 2020-09-14 | Preparation method of environment-friendly rubber oil and prepared environment-friendly rubber oil |
| PCT/CN2021/081116 WO2022052436A1 (en) | 2020-09-14 | 2021-03-16 | Environmentally friendly rubber oil preparation method, and prepared environmentally friendly rubber oil |
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| WO2022052436A1 (en) * | 2020-09-14 | 2022-03-17 | 江苏麒祥高新材料有限公司 | Environmentally friendly rubber oil preparation method, and prepared environmentally friendly rubber oil |
| CN115141524A (en) * | 2022-08-09 | 2022-10-04 | 江苏海晟涂料有限公司 | Oil-resistant insulating water-based paint for metal surface |
| CN116444713A (en) * | 2023-04-04 | 2023-07-18 | 麒祥新材料(山东)有限公司 | Preparation method and application of modified soybean oil plasticizer |
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| CN116444713A (en) * | 2023-04-04 | 2023-07-18 | 麒祥新材料(山东)有限公司 | Preparation method and application of modified soybean oil plasticizer |
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