CN109777154A - A kind of response type white carbon black functional additive and its preparation method and application based on vegetable fatty acids - Google Patents
A kind of response type white carbon black functional additive and its preparation method and application based on vegetable fatty acids Download PDFInfo
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- CN109777154A CN109777154A CN201910104284.1A CN201910104284A CN109777154A CN 109777154 A CN109777154 A CN 109777154A CN 201910104284 A CN201910104284 A CN 201910104284A CN 109777154 A CN109777154 A CN 109777154A
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Abstract
The invention discloses a kind of response type white carbon black functional additive and preparation method thereof based on vegetable fatty acids, the method include: the heating reaction by vegetable fatty acids and Organic Alcohol investment reaction vessel；Then to Sulfur and zinc dialkyl dithiophosphate are added in above-mentioned reaction vessel, the reaction was continued, and the filling blowing that then cools down is finished product.The preparation method of the white carbon black functional additive is simple and efficient, low in raw material price and from a wealth of sources, can be effectively improved dispersion of the white carbon black in rubber, improve the physical mechanical property and processing performance of rubber.The invention also discloses a kind of rubber compositions containing the response type white carbon black functional additive based on vegetable fatty acids.
Description
Technical field
The invention belongs to white carbon black reinforced rubber product technique fields, are related to a kind of response type based on vegetable fatty acids
White carbon black functional additive and its preparation method and application.
Background technique
Modern society, the raising with scientific and technological progress and the mankind to environmental protection consciousness, green tire are able to quickly
Development.And nontoxic, efficient, energy-saving and environmental protection white carbon black functional additive is prepared to improve the comprehensive performance of sizing material, it has become
For the research direction of rubber industry.
White carbon black is the main raw material(s) of green tire, with nanoscale size structure, specific surface area and surface polarity
Big feature, white carbon black partly or entirely replaces carbon black to can effectively reduce tire drag in tyre stock, improves tire
The anti-puncture of tyre surface, it is anti-burst apart and the performances such as anti-slippery, while white carbon black has good tear-proof in rubber filling product
The features such as ability, superpower adhesion strength and excellent heat aging performance, has a wide range of applications in filled rubber industry.But
There are a large amount of silicone hydroxyl groups on white carbon black surface, and polarity is strong, and easily aggregation conglomeration, the dispersibility in sizing material is poor, so that sizing material adds
Work is difficult.Although can largely improve dispersibility of the white carbon black in sizing material using coupling agent modified, there is also one
A little problems, if the moieties on white carbon black surface will affect the combination of coupling agent and rubber, sizing material needs multistage to be kneaded, and is kneaded energy
Consumption is high, and Mooney viscosity is easy rebound etc. in parking period.Simultaneously as white carbon black more difficult dispersion in rubber compound, causes to be kneaded
Glue Mooney viscosity is larger, extends mixing time, causes production efficiency low, increases production cost.
The preparation method of traditional sulfur-bearing functional additive generally uses bright sulfur Huang vulcanization and sulfur monochloride vulcanization.However
Both methods has the shortcomings that respective: not only appearance is ugly for the functional additive prepared using bright sulfur Huang vulcanization, Er Qieqi
Taste is more smelly, and sulfur content is higher, the product pollution environment after conversion；Using sulfur monochloride vulcanization, although the sample of preparation does not have
Stink, but prepared functional additive contains chlorine simultaneously, it is still necessary to further operation handlebar corrosion type chlorine removal, therefore prepare
Technique is cumbersome.
Summary of the invention
The purpose of the present invention is overcoming the shortcomings of above-mentioned prior art, a kind of response type based on vegetable fatty acids is provided
White carbon black functional additive and preparation method thereof and its application in white carbon black filled rubber field.
The preparation method of the present invention provides a kind of response type white carbon black functional additive based on vegetable fatty acids, will
Vegetable fatty acids, Organic Alcohol, Sulfur and zinc dialkyl dithiophosphate reaction, obtain white carbon black functional additive.
Comprising the following steps:
(1) it by vegetable fatty acids and Organic Alcohol investment reaction vessel, keeps the temperature after being heated to 130~140 DEG C, then rises
Temperature is to 140~160 DEG C of reactions until anhydrous take out of；
(2) Sulfur is added then to above-mentioned reaction vessel and zinc dialkyl dithiophosphate reacts, that is, described in obtaining
Additive.
In step (1), the vegetable fatty acids are one of oleic acid, erucic acid, linoleic acid, linolenic acid etc. or a variety of；
It preferably, is oleic acid and erucic acid.
In step (1), the Organic Alcohol is ethylene glycol, glycerine, pentaerythrite, monoethanolamine, diethanol amine and three second
One of hydramine etc. is a variety of；It preferably, is glycerine and triethanolamine.
In step (1), the molar ratio of the vegetable fatty acids and Organic Alcohol is 1:(0.25-1.2)；Preferably, are as follows: 1:
(0.75-1.1)。
In step (1), the holding temperature is preferably 135 DEG C.
In step (1), the time of the heat preservation is 0.5-1.5h；It preferably, is 1h.
In step (1), the reaction temperature is preferably 150 DEG C.
The present invention is by " anhydrous to take out of " as the standard for judging vegetable fatty acids Yu Organic Alcohol fully reacting.
The present invention is by the purpose that two stages temperature (130-140 DEG C, 140-160 DEG C) is arranged: first in 130-140
DEG C stage carries out pre-reaction, and reaction speed is slower at this time；Then heat to 140-160 DEG C, can fast reaction, improve production effect
Rate.
It is reacted if the present invention directly heats 130-140 DEG C, reaction speed is slower, and the reaction time is more long, efficiency
It is low；It is reacted if the present invention directly heats 140-160 DEG C, it is more violent to react the initial stage, there is security risk.
In step (2), the zinc dialkyl dithiophosphate is zinc dibutyl dithiophosphate salt, dioctyl two is thio
One of phosphoric acid zinc salt, Ding Xinji phosphordithiic acid zinc salt and zinc diisopropyl dithio-phosphate salt etc. are a variety of；Preferably,
For dioctyl phosphordithiic acid zinc salt.
In step (2), the molar ratio of the Sulfur, zinc dialkyl dithiophosphate, Organic Alcohol, vegetable fatty acids
Are as follows: (0.01-3): (0.001-0.1) (0.25-1.2): 1；Preferably, are as follows: (0.05-2): (0.002-0.08): (0.75-
1.1): 1.
In step (2), the temperature of the reaction is 140~160 DEG C；It preferably, is 150 DEG C.
In step (2), the time of the reaction is 2-6h；It preferably, is 4h.
Preparation method of the present invention preferably carries out under nitrogen protection.
All raw material of the present invention is commercial paraphernalia.
The response type white carbon black function based on vegetable fatty acids that the invention also provides prepared by the above method
Additive.
The present invention adjusts the generation of monosulfidic bond and polysulfide bond by zinc dialkyl dithiophosphate, and then prepares and be different from
Traditional white carbon black functional additive.Alkyl zinc dithiophosphate salt of the present invention adjusts monosulfidic bond and reacts machine with what polysulfide bond generated
Reason are as follows: at high temperature, zinc dialkyl dithiophosphate activation generate free radical, then with S8Ring crash response produces sulfur-bearing certainly
By base, sulfur-containing radicals continuation is combined with the α-H in vegetable fatty acids generates monosulfidic bond or cystine linkage.
The present invention also provides described, and the response type white carbon black functional additive based on vegetable fatty acids is filled out in white carbon black
Fill the application in rubber materials.
Response type white carbon black functional additive of the present invention based on vegetable fatty acids has the advantage that
Vegetable fatty acids selected by the present invention are the unsaturated fatty acid of long-chain, preferable with the compatibility of rubber, together
Shi Yiyu vulcanizing system reacts, and the white carbon black functional additive containing monosulfidic bond and polysulfide bond structure is generated, in tire system
It crosslinks and reacts with rubber in product sulfidation, improve the physical property of sizing material.
Organic Alcohol selected by the present invention is the polyol agent containing multiple hydroxyls, can be generated with vegetable fatty acids
Fatty-acid monoester substance, wherein the hydroxyl of polyalcohol and fatty-acid monoester substance can Preferential adsorption in the hydroxyl on white carbon black surface
Base reduces the active force between its surface hydroxyl, has the function that improve white carbon black dispersibility.
Vulcanization reaction system selected by the present invention is that Sulfur and zinc dialkyl dithiophosphate are used in combination, compared to tradition
Sulfur vulcanization method and the efficiently simple and prepared functional additive of sulfur monochloride vulcanization preparation method can preferably control
Sulfur content processed, the present invention adjust control function by adjusting the different mol ratio of zinc dialkyl dithiophosphate and Sulfur and add
Add the combination sulfur content of agent, while zinc dialkyl dithiophosphate splits activation and generates free radical, then with S8Ring crash response
Sulfur-containing radicals are produced, these sulfur-containing radicals take part in the initiation and chain propagation of sulfidation in vulcanization, promote
The chain reaction of vulcanization, and then promote the speed of vulcanization reaction, more safety and environmental protection.It simultaneously can in tire product application formula
It acts synergistically with promotor, reduces the dosage of promotor, and reach identical even preferably vulcanization effect.
The response type white carbon black functional additive that the present invention also provides a kind of containing above-mentioned based on vegetable fatty acids
Rubber composition is contained in the rubber composition on the basis of the rubber of 100 parts by weight: 100 parts by weight of rubber, white carbon black 20
~80 parts by weight, carbon black 5-20 parts by weight, aromatic naphtha 2-10 parts by weight, 1.6~8 parts by weight of silane coupling agent, zinc oxide 1~5
Parts by weight, 0.2~2 parts by weight of stearic acid, 0.5~5 parts by weight of sulphur, 0.5~5 parts by weight of promotor, 1~6 weight of anti-aging agent
Part, the response type white carbon black functional additive 1-8 parts by weight based on vegetable fatty acids.
It preferably, is 100 parts by weight of rubber, white carbon black 30-70 parts by weight, carbon black 6-15 parts by weight, aromatic naphtha 3-8 weight
Part, silane coupling agent 2.4-5.6 parts by weight, zinc oxide 1.5-4 parts by weight, stearic acid 0.5-2 parts by weight, sulphur 0.6-1.8 weight
Measure part, promotor 1-4 parts by weight, anti-aging agent 1.5-5 parts by weight, the response type white carbon black function addition based on vegetable fatty acids
Agent 2-6 parts by weight.
The present invention also provides the rubber containing the response type white carbon black functional additive based on vegetable fatty acids
Application of the composition in white carbon black filled rubber field.
The beneficial effects of the present invention are: the response type white carbon black function proposed by the present invention based on vegetable fatty acids adds
Add agent, effectively improve dispersibility of the white carbon black in rubber size, reduce sizing material Mooney viscosity, shorten mixing time,
It improves the rate of extrusion of sizing material, be obviously improved the processing performance of sizing material.Preparation method simple process of the present invention, it is securely and reliably, former
Expect it is from a wealth of sources, be conducive to large-scale application production.
Detailed description of the invention
Fig. 1 is that the present invention is based on the response type white carbon black functional additive preparation method process flows of vegetable fatty acids
Figure.
Specific embodiment
In conjunction with following specific embodiments, the present invention is described in further detail, and of the invention protects content not carrying on the back
From under the spirit and scope of inventive concept, various changes and advantages that will be apparent to those skilled in the art are all included in the present invention
In, and using appended claims as protection scope.Implement process of the invention, condition, reagent, experimental method etc., removes
It except the content specially referred to below, is among the general principles and common general knowledge in the art, there are no special restrictions to content by the present invention.
Embodiment 1
1mol oleic acid and 1mol glycerine are put into reactor, is warming up to 135 DEG C, and be passed through N2It protects and connects condensation dress
It sets and takes moisture out of, after keeping the temperature 1h, be continuously heating to 150 DEG C of reactions until no moisture is taken out of, then to putting into reaction vessel
The zinc dibutyl dithiophosphate salt of 0.5mol Sulfur and 0.04mol, after the reaction was continued 4h, cooling blowing is obtained based on plant
The response type white carbon black functional additive of fatty acid oil.
Embodiment 2
1.1mol oleic acid and 1mol triethanolamine are put into reactor, is warming up to 135 DEG C, and be passed through N2It protects and connects cold
Solidifying device band goes out moisture, after keeping the temperature 1h, is continuously heating to 150 DEG C of reactions until no moisture is taken out of, then to throwing in reaction vessel
Enter 0.5mol Sulfur and 0.02mol dioctyl phosphordithiic acid zinc salt, after the reaction was continued 4h, cooling blowing is obtained based on plant
The response type white carbon black functional additive of fatty acid oil.
Embodiment 3
1.1mol erucic acid and 1mol triethanolamine are put into reactor, is warming up to 135 DEG C, and be passed through N2It protects and connects cold
Solidifying device band goes out moisture, after keeping the temperature 1h, is continuously heating to 150 DEG C of reactions until no moisture is taken out of, then to throwing in reaction vessel
Enter 0.5mol Sulfur and 0.02mol dioctyl phosphordithiic acid zinc salt, after the reaction was continued 4h, cooling blowing is obtained based on plant
The response type white carbon black functional additive of fatty acid oil.
Embodiment 4
1mol erucic acid and 1mol glycerine are put into reactor, is warming up to 135 DEG C, and be passed through N2It protects and connects condensation dress
It sets and takes moisture out of, after keeping the temperature 1h, be continuously heating to 150 DEG C of reactions until no moisture is taken out of, then to putting into reaction vessel
The fourth octyl phosphordithiic acid zinc salt of 0.5mol Sulfur and 0.03mol, after the reaction was continued 4h, cooling blowing is obtained based on plant
The response type white carbon black functional additive of fatty acid oil.
Embodiment 5
1.1mol oleic acid and 1mol triethanolamine are put into reactor, is warming up to 135 DEG C, and be passed through N2It protects and connects cold
Solidifying device band goes out moisture, after keeping the temperature 1h, is continuously heating to 150 DEG C of reactions until no moisture is taken out of, then to throwing in reaction vessel
Enter 0.5mol Sulfur and 0.03mol fourth octyl phosphordithiic acid zinc salt, after the reaction was continued 4h, cooling blowing is obtained based on plant
The response type white carbon black functional additive of fatty acid oil.
Below by the response type functional additive and blank prepared by 1-5 of the embodiment of the present invention based on vegetable fatty acids
Group is compareed, its using effect such as the following table 1 in white carbon black filling SSBR sizing material is compared.
Prepare sample by the following method: 1, blank group: be not added with the embodiment of the present invention preparation based on vegetable fatty
The sizing material of the response type functional additive of acid；2, the response type official based on vegetable fatty acids of addition embodiment of the present invention preparation
The sizing material of energy additive: increase functional additive prepared by 1-5 of the embodiment of the present invention, addition on the basis of blank group sizing material
Amount makes a living the 3% of glue amount.The formula of blank group sizing material be (parts by weight): oil-extended SSBR 96.25, NR 30, white carbon black VN3 60,
P50S 5, Si69 4.8, carbon black N234 10, ZnO 2.5, stearic acid 1.0, protection wax 2.0, anti-aging agent 6PPD 2.0, S1.4,
Accelerator NS 2.0, diphenylguanidine PG1.0.
Rubber compounding processing step is as follows:
(1) one section of mixer mixing:
Solution polymerized butadiene styrene rubber SSBR, Natural rubber is added, in 65 DEG C of mixing 60S of initial temperature, 2/3 white carbon black is added
VN3, Si69, carbon black N234, ZnO, stearic acid, protection wax, anti-aging agent 6PPD, continue be kneaded 30S, be added 1/3 white carbon black VN3,
P50S continues to be kneaded 60S, in 155 DEG C of dumpings, is placed at room temperature for for 24 hours, one section of rubber compound is made；
(2) mixer two-stage mixing:
One section of rubber compound is added, in 85 DEG C of mixing 360S of initial temperature, in 155 DEG C of dumpings, places until sizing material is down to room
Two-stage mixing glue is made in temperature；
(3) open mill three-stage mixing:
Sulfur (S), accelerator NS, diphenylguanidine PG are added into two-stage mixing glue, in 50 DEG C of mixing 7min of initial temperature,
The thin pass-out piece of 2mm roll spacing.
1 rubber size performance of table
It can be seen from 1 rubber vulcanization performance of table compared to the blank group, be added 1-5 of the embodiment of the present invention preparation based on
The formulated rubber material M of the response type functional additive of vegetable fatty acidsLIt is smaller than blank group, MLNumerical value small usually illustrate sizing material
Between interact weak, the good fluidity of sizing material；MHIt is bigger than blank group, MHNumerical value usually illustrate that the crosslink density of sizing material is big greatly.
The result shows that the response type functional additive based on vegetable fatty acids of 1-5 of embodiment of the present invention preparation helps to improve hard charcoal
The black dispersion in SSBR sizing material.
By 1 rubber vulcanization performance data of table it is found that compared to the blank group be added 1-5 of the embodiment of the present invention preparation based on plant
The T of the formulated rubber material of the response type functional additive of object fatty acid oil10It is increased, and T90It decreases.The result shows that this hair
The response type functional additive based on vegetable fatty acids of bright embodiment 1-5 preparation can extend the time of scorch of SSBR sizing material,
The curingprocess rate for improving SSBR sizing material, helps to improve the process safety performance and production efficiency of sizing material.
By the tensile property data of 1 sizing material of table it is found that compared to the blank group be added 1-5 of the embodiment of the present invention preparation based on
The stretch breaking strength and tearing strength of the formulated rubber material of the response type functional additive of vegetable fatty acids slightly increase, as a result table
The response type functional additive based on vegetable fatty acids of bright 1-5 of embodiment of the present invention preparation, can improve white carbon black filling
The ess-strain performance of SSBR sizing material.In conjunction with 1 sizing material of table heat aging performance data it is found that compared to the blank group be added the present invention
The stretch breaking strength of the response type functional additive formulated rubber material based on vegetable fatty acids of embodiment 1-5 preparation breaks elongation
Rate and tearing strength maintain preferable stability, show 1-5 of embodiment of the present invention preparation based on vegetable fatty acids
Response type functional additive can improve white carbon black filling SSBR sizing material heat aging property.
By the DMA data of 1 sizing material of table it is found that compared with the control group be added 1-5 of the embodiment of the present invention preparation based on plant
The response type functional additive of fatty acid oil can improve 0 DEG C and 60 DEG C of sizing material of Tan δ, show prepared by 1-5 of the embodiment of the present invention
The response type functional additive based on vegetable fatty acids can improve white carbon black filling SSBR sizing material wet-sliding resistant performance and rolling
Dynamic resistance.In conjunction with 1 sizing material of table DIN abrasion index can be seen that addition 1-5 of the embodiment of the present invention prepare based on vegetable fat
The wear-resisting property of the response type functional additive white carbon black filling SSBR sizing material of fat acid is suitable with blank sample.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Made any modifications, equivalent replacements, and improvements etc., should all be included in the protection scope of the present invention within mind and principle.
Claims (10)
1. a kind of preparation method of the response type white carbon black functional additive based on vegetable fatty acids, which is characterized in that described
Method the following steps are included:
(1) vegetable fatty acids and Organic Alcohol are put into reaction vessel, and is heated to 130~140 DEG C of heat preservations, then heated to
140~160 DEG C of reactions are until anhydrous take out of；
(2) Sulfur and zinc dialkyl dithiophosphate is added then to above-mentioned reaction vessel to react, that is, obtain it is described based on
The response type white carbon black functional additive of vegetable fatty acids.
2. the method according to claim 1, wherein the vegetable fatty acids are oleic acid, mustard in step (1)
One of acid, linoleic acid, linolenic acid are a variety of.
3. the method according to claim 1, wherein in step (1), the Organic Alcohol be ethylene glycol, glycerine,
One of pentaerythrite, monoethanolamine, diethanol amine and triethanolamine are a variety of.
4. the method according to claim 1, wherein in step (2), the zinc dialkyl dithiophosphate is
Zinc dibutyl dithiophosphate salt, dioctyl phosphordithiic acid zinc salt, Ding Xinji phosphordithiic acid zinc salt and diisopropyl disulfide
For one of phosphoric acid zinc salt or a variety of.
5. the method according to claim 1, wherein in step (1), the vegetable fatty acids and Organic Alcohol
Molar ratio is 1:(0.25-1.2).
6. the method according to claim 1, wherein in step (2), the Sulfur, dialkyl dithiophosphoric acid
The molar ratio of zinc salt and Organic Alcohol, vegetable fatty acids are as follows: (0.01-3): (0.001-0.1): (0.25-1.2): 1；It is described anti-
The temperature answered is 140-160 DEG C.
7. a kind of response type based on vegetable fatty acids that described in any item methods such as claim 1~6 are prepared
White carbon black functional additive.
8. a kind of rubber composition, which is characterized in that it contains the response type as claimed in claim 7 based on vegetable fatty acids
White carbon black functional additive.
9. rubber composition as claimed in claim 8, which is characterized in that on the basis of the rubber of 100 parts by weight, the rubber
Contain in composition: 100 parts by weight of rubber, 20~80 parts by weight of white carbon black, carbon black 5-20 parts by weight, aromatic naphtha 2-10 weight
Part, 1.6~8 parts by weight of silane coupling agent, 1~5 parts by weight of zinc oxide, 0.2~2 parts by weight of stearic acid, 0.5~5 weight of sulphur
Part, 0.5~5 parts by weight of promotor, 1~6 parts by weight of anti-aging agent, the response type white carbon black function addition based on vegetable fatty acids
Agent 1-8 parts by weight.
10. the response type white carbon black functional additive based on vegetable fatty acids or such as claim 8 as claimed in claim 7
Or application of the rubber composition described in 9 in white carbon black filled rubber field.
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Cited By (2)
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| CN112898652A (en) * | 2021-01-26 | 2021-06-04 | 正新橡胶（中国）有限公司 | Low rolling resistance rubber composition used as tread rubber and tire |
| CN114075350A (en) * | 2020-08-19 | 2022-02-22 | 彤程化学（中国）有限公司 | Carbon black coupling agent and preparation method and application thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114075350A (en) * | 2020-08-19 | 2022-02-22 | 彤程化学（中国）有限公司 | Carbon black coupling agent and preparation method and application thereof |
| CN114075350B (en) * | 2020-08-19 | 2023-07-25 | 彤程化学（中国）有限公司 | Carbon black coupling agent and preparation method and application thereof |
| CN112898652A (en) * | 2021-01-26 | 2021-06-04 | 正新橡胶（中国）有限公司 | Low rolling resistance rubber composition used as tread rubber and tire |
| CN112898652B (en) * | 2021-01-26 | 2023-08-22 | 正新橡胶（中国）有限公司 | Low-rolling-resistance rubber composition used as tread rubber and tire |
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Application publication date: 20190521 |