CN110437900A - A kind of surfactant compound pour-point depressant and its preparation method and application - Google Patents
A kind of surfactant compound pour-point depressant and its preparation method and application Download PDFInfo
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- CN110437900A CN110437900A CN201910655440.3A CN201910655440A CN110437900A CN 110437900 A CN110437900 A CN 110437900A CN 201910655440 A CN201910655440 A CN 201910655440A CN 110437900 A CN110437900 A CN 110437900A
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Abstract
The present invention relates to a kind of surfactant compound pour-point depressant, each component including following mass percent: tetradecyl methylacrylate-maleic anhydride-aniline 40-60%；Span 10-30%；Tween 15-20%；1- methyl naphthalene 10-20%.Preparation method are as follows: S1: each component is mixed evenly in proportion, obtains preliminary mixed solution；S2: preliminary mixed solution is dispersed again using ultrasonic generator, obtains surfactant compound pour-point depressant.Compared with prior art, the pour point reducer composition of diesel oil in the present invention it is applied widely, currently marketed all diesel oil are applicable to, dispersibility of the pour-point depressant in commercially available 0# diesel oil can be improved, its condensation point can be made to reduce 20-26 DEG C, 5-9 DEG C of cold filter plugging point reduction.
Description
Technical field
The present invention relates to oil property technical field of improvement, more particularly, to a kind of surfactant compound pour-point depressant and its
Preparation method and application.
Background technique
The most diesel oil in China is all diesel oil containing wax pattern, and in the oil product of special fraction weight, wax content is higher, the group of wax crystalline substance
The mobile performance of diesel oil is influenced at, arrangement and built-up sequence most important.
Diesel pour inhibitor is also known as diesel oil low temperature flow properties improver, and being that a kind of addition is a small amount of just can significantly reduce diesel oil
Condensation point and cold filter plugging point improve the additive of research of cold flow properties of diesel fuel.The research of diesel pour inhibitor is to yield, the section for improving diesel oil
Kerosene is saved, diesel and gasoline ratio is improved and improves the economic benefit of oil plant with particularly significant.
Now widely used diesel pour inhibitor have the polymer of higher hydrocarbyl acrylate, vinylacetate-fumarate or
A plurality of types of polymer such as polymer, the a- alkene-copolymer-maleic anhydride of maleic anhydride.But most of pour-point depressants at
Point relatively simple, depression effeCt is also less significant, and furthermore its dissolubility in diesel oil is bad, passes through pour-point depressant and hydrotropy at present
The compounding of agent becomes more and more important to improve the depression effeCt of pour-point depressant.New work is injected for increasingly dispirited pour-point depressant market
Power can generate higher economic benefit and social benefit.
CN102517104B discloses a kind of diesel oil pour point reducer composition and preparation method thereof, and wherein diesel pour inhibitor combines
Object, i.e., mix acetate esters organic solvent with pour-point depressant and the diesel oil pour point reducer composition that forms, raw material press quality percentage
Than calculate, by 0~20% methyl acetate, 0~20% ethyl acetate, 0~10% propyl acetate, 0~30% acetic acid
Butyl ester and 20~80% pour-point depressant composition.Mixing is carried out with esters only with conventional pour-point depressant in its formula to compound, but is not had
Fundamentally change existing pour-point depressant product in diesel oil the problem of poor dispersion, the depression effeCt finally obtained is also paid no attention to
Think.
Summary of the invention
It is multiple that it is an object of the present invention to overcome the above-mentioned drawbacks of the prior art and provide a kind of surfactants
With pour-point depressant and its preparation method and application.
The purpose of the present invention can be achieved through the following technical solutions:
A kind of surfactant compound pour-point depressant, each component including following mass percent:
Further, each component including following mass percent:
Further, the Span is Span 80.
Further, the tween is polysorbate60.
The preparation method of surfactant compound pour-point depressant in the present invention, comprising the following steps:
S1: each component is mixed evenly in proportion, obtains preliminary mixed solution；
S2: preliminary mixed solution is dispersed again using ultrasonic generator, obtains surfactant compound pour-point depressant.
Further, the temperature being mixed during step S1 is 25~40 DEG C.
Further, tetradecyl methylacrylate-maleic anhydride-aniline is the preparation method comprises the following steps: by methacrylic acid 14
Ester-maleic anhydride bipolymer is dissolved in toluene solvant so that tetradecyl methylacrylate-maleic anhydride bipolymer with
The mass volume ratio of toluene is 0.08g/ml；
Aniline is added, and using p-methyl benzenesulfonic acid as catalyst, so that aniline and tetradecyl methylacrylate-maleic anhydride
The mass ratio of bipolymer is 1.6, p-methyl benzenesulfonic acid and tetradecyl methylacrylate-maleic anhydride bipolymer quality
Than being 0.0232；
110~120 DEG C are gradually heated to, obtains 14 esters of polymethylacrylic acid-maleic acid after carrying out aminating reaction 10h
Acid anhydride-aniline.
The application of diesel oil pour point reducer composition in the present invention, by surfactant compound pour-point depressant and 0# diesel oil according to quality
Than being mixed for 1:1000~1:100,30~50 DEG C at a temperature of be mixed evenly, it can be achieved that diesel oil condensation point and cold
Filter the reduction of point.
Compared with prior art, the invention has the following advantages that
1) the surfactant compound pour-point depressant in the present invention, tetradecyl methylacrylate-maleic anhydride-aniline therein
Since the alkyl side chain of tetradecyl methylacrylate in molecule can carry out eutectic effect, wherein pole with the wax crystalline substance molecule in diesel oil
Property group maleic anhydride and phenyl ring presence the polarity of pour-point depressant needs can be provided, polar molecule can be adsorbed on wax crystalline substance surface
And generating repulsion force makes the wax crystalline substance being precipitated be uniformly dispersed, and reduces the condensation point and cold filter plugging point of diesel oil, surfactant for
Pour point depression agent molecule has good peptizaiton, and Span 80 and polysorbate60 are all ester type compound, not only can be with point of pour-point depressant
Dissipate property and dissolubility, additionally it is possible to which the synergistic effect between pour-point depressant improves depression effeCt.1- methyl naphthalene is as surfactant
The polarity that pour point depression agent molecule not only can be improved makes Interaction enhanced between the wax being precipitated crystalline substance, wax crystalline substance molecule is allowed to be difficult to assemble
Macromolecular is formed, pour-point depressant ease of use is improved, to further enhance depression effeCt.
2) preparation method is simple for the pour point reducer composition of middle diesel oil of the invention, the popularization that can be industrialized,
Dispersion process therein only needs to can be realized by the auxiliary of ultrasonic wave generating apparatus, and whole preparation process is simple and convenient to operate,
Product yield is high.
3) pour point reducer composition of the diesel oil in the present invention is applied widely, is applicable to currently marketed all bavins
Dispersibility of the pour-point depressant in commercially available 0# diesel oil can be improved in oil, its condensation point can be made to reduce 20-26 DEG C, cold filter plugging point reduction 5-9
℃。
Detailed description of the invention
Fig. 1 is tetradecyl methylacrylate-maleic anhydride-aniline 1H NMR spectra.
Specific embodiment
The present invention is described in detail with specific embodiment below in conjunction with the accompanying drawings.
Embodiment 1
The measurement method of cold filter plugging point is according to " SH/T0248-2006 diesel oil and the measurement of domestic heating oil cold filter plugging point in the present invention
Method " it carries out, the measurement method of condensation point is carried out according to " measurement of GB510-83 petroleum products questionable points ".
It is raw materials used in following embodiment:
Polybenzyl methacrylate used in following embodiment-maleic anhydride tetradecy lamine preparation method includes: by 2g methyl
Tetradecyl acrylate-maleic anhydride bipolymer is dissolved in 25ml toluene solvant, and 3.8g aniline, 0.0464g catalyst is added
P-methyl benzenesulfonic acid is gradually heated to 110-120 DEG C, obtains 14 esters of polymethylacrylic acid-maleic acid after carrying out aminating reaction 10h
Acid anhydride-aniline.Molecule Mw by GPC test polymer is 73542g/mol, Mn 45364g/mol, Mw/Mn 1.621, is incited somebody to action
It is as shown in Figure 1 that product benzyl methacrylate-maleic anhydride-tetradecy lamine carries out nuclear-magnetism characterization.
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned surfactant compound pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic anhydride-benzene
Amine, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse 15min,
Up to surfactant compound pour-point depressant.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, surfactant compound pour-point depressant is added to 40 DEG C in diesel oil of temperature
After being mixed evenly under degree, ultrasonic disperse 25min is to get the diesel oil containing the surfactant compound pour-point depressant.
The resulting commercially available 0# diesel oil containing above-mentioned diesel oil surfactant compounding pour-point depressant of above-described embodiment 1 after tested
Condensation point and cold filter plugging point reduce by 26 DEG C and 9 DEG C respectively.
Embodiment 2
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned diesel oil surfactant compounding pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic acid
Acid anhydride-aniline, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse
15min is to get surfactant compound pour-point depressant.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, and diesel oil surfactant compounding pour-point depressant is added in diesel oil 40 DEG C
At a temperature of be mixed evenly after, ultrasonic disperse 25min to get containing the diesel oil surfactant compounding pour-point depressant bavin
Oil.
The condensation of the resulting commercially available 0# diesel oil containing above-mentioned surfactant compound pour-point depressant of above-described embodiment 2 after tested
Point and cold filter plugging point reduce by 24 DEG C and 7 DEG C respectively.
Embodiment 3
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned surfactant compound pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic anhydride-benzene
Amine, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse 15min,
Up to diesel oil pour point reducer composition.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, the surfactant compound pour-point depressant of diesel oil is added to 40 in diesel oil
After being mixed evenly at a temperature of DEG C, ultrasonic disperse 25min is to get the diesel oil containing the surfactant compound pour-point depressant.
The condensation of the resulting commercially available 0# diesel oil containing above-mentioned surfactant compound pour-point depressant of above-described embodiment 3 after tested
Point and cold filter plugging point reduce by 22 DEG C and 6 DEG C respectively.
Embodiment 4
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned surfactant compound pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic anhydride-benzene
Amine, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse 15min,
Pour-point depressant is compounded up to diesel oil surfactant.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, surfactant compound pour-point depressant is added to 40 DEG C in diesel oil of temperature
After being mixed evenly under degree, ultrasonic disperse 25min is to get the diesel oil containing the surfactant compound pour-point depressant.
The condensation of the resulting commercially available 0# diesel oil containing above-mentioned surfactant compound pour-point depressant of above-described embodiment 4 after tested
Point and cold filter plugging point reduce by 25 DEG C and 8 DEG C respectively.
Embodiment 5
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned surfactant compound pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic anhydride-benzene
Amine, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse 15min,
Up to surfactant compound pour-point depressant.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, surfactant compound pour-point depressant is added to 40 DEG C in diesel oil of temperature
After being mixed evenly under degree, ultrasonic disperse 25min is to get the diesel oil containing the surfactant compound pour-point depressant.
The condensation of the resulting commercially available 0# diesel oil containing above-mentioned surfactant compound pour-point depressant of above-described embodiment 5 after tested
Point and cold filter plugging point reduce by 23 DEG C and 7 DEG C respectively.
Embodiment 6
Surfactant compound pour-point depressant in the present embodiment, is grouped as by each group of following weight percent:
Above-mentioned surfactant compound pour-point depressant the preparation method comprises the following steps: by tetradecyl methylacrylate-maleic anhydride-benzene
Amine, Span 80, polysorbate60 and 1- methyl naphthalene in proportion 25-40 DEG C at a temperature of be mixed evenly, ultrasonic disperse 15min,
Up to surfactant compound pour-point depressant.
Application of the above-mentioned surfactant compound pour-point depressant in diesel oil pour point depression, surfactant compound pour-point depressant: bavin
The ratio of oil, calculates, preferably 1:200 in mass ratio, surfactant compound pour-point depressant is added to 40 DEG C in diesel oil of temperature
After being mixed evenly under degree, ultrasonic disperse 25min is to get the diesel oil containing the surfactant compound pour-point depressant.
The condensation of the resulting commercially available 0# diesel oil containing above-mentioned surfactant compound pour-point depressant of above-described embodiment 6 after tested
Point and cold filter plugging point reduce by 20 DEG C and 5 DEG C respectively.
Comparative example 1
By tetradecyl methylacrylate-maleic anhydride-aniline used in embodiment 1 (being not necessarily to Span 80), polysorbate60
It mixes with 1- methyl naphthalene, is directly added to pour-point depressant in the 0# diesel oil of Songjiang by 1:200, it is equal in 40 DEG C of at a temperature of mixing
After even, after ultrasonic disperse 25min is completely dissolved, after tested, the condensation point and cold filter plugging point of the Songjiang 0# diesel oil after adding agent drop respectively
Low 16 DEG C and 5 DEG C.
It is compared through the foregoing embodiment with Application Example 1, it can be seen that tetradecyl methylacrylate-maleic acid
Acid anhydride-aniline, Span 80, polysorbate60 and 1- methyl naphthalene mix and the diesel oil pour point reducer composition of composition, that is, passes through surfactant
Solubilization, improve the depression effeCt of pour-point depressant, improve the low temperature flow of diesel oil.
Comparative example 2
It is preferred that application of the commercially available pour-point depressant T1804 in diesel oil pour point depression, the ratio of pour-point depressant and diesel oil are counted in mass ratio
It calculates, pour-point depressant is added in diesel oil by preferably 1:200, after being mixed evenly at a temperature of 40 DEG C, ultrasonic disperse 25min,
Up to the diesel oil containing diesel oil surfactant compounding pour-point depressant.
The resulting commercially available 0# bavin containing above-mentioned diesel oil surfactant compounding pour-point depressant of above-mentioned comparative examples 2 after tested
The condensation point and cold filter plugging point of oil reduce by 19 DEG C and 5 DEG C respectively.
It is compared through the foregoing embodiment with Application Example 2, it can be seen that tetradecyl methylacrylate-maleic acid
Acid anhydride-aniline, Span 80, polysorbate60 and 1- methyl naphthalene mixing and form surfactant compound pour-point depressant to oil sensitivity more
By force, depression effeCt is more preferably.
In conclusion a kind of surfactant compound pour-point depressant of the invention, the composition tetradecyl methylacrylate-horse
Carry out acid anhydrides-aniline since the alkyl side chain of tetradecyl methylacrylate in molecule can carry out eutectic with the wax crystalline substance molecule in diesel oil
Effect, the presence of polar groups maleic anhydride and phenyl ring can provide the polarity of pour-point depressant needs, and polar molecule can be inhaled
It is attached to wax crystalline substance surface and generating repulsion force makes the wax crystalline substance being precipitated be uniformly dispersed, reduce the condensation point and cold filter plugging point of diesel oil,
Middle Span 80, polysorbate60 and 1- methyl naphthalene component are that have good solubilization, enhance pour-point depressant solubility in diesel oil,
Pour-point depressant can be made to be dissolved in diesel oil in a short time, improve pour-point depressant ease of use, to further enhance pour point depression effect
Fruit.It adds it in commercially available 0# diesel oil, the condensation point of the resulting diesel oil containing surfactant compound pour-point depressant and cold filter
Point reduces 20-26 DEG C and 5-9 DEG C respectively, and the depression effeCt of gained surfactant compound pour-point depressant is better than commercially available pour-point depressant.
The above description of the embodiments is intended to facilitate ordinary skill in the art to understand and use the invention.
Person skilled in the art obviously easily can make various modifications to these embodiments, and described herein general
Principle is applied in other embodiments without having to go through creative labor.Therefore, the present invention is not limited to the above embodiments, ability
Field technique personnel announcement according to the present invention, improvement and modification made without departing from the scope of the present invention all should be of the invention
Within protection scope.
Claims (8)
1. a kind of surfactant compound pour-point depressant, which is characterized in that each component including following mass percent:
2. a kind of surfactant compound pour-point depressant according to claim 1, which is characterized in that including following quality percentage
The each component of ratio:
3. a kind of surfactant compound pour-point depressant according to claim 1 or 2, which is characterized in that the Span is
Span 80.
4. a kind of surfactant compound pour-point depressant according to claim 1 or 2, which is characterized in that the tween is
Polysorbate60.
5. the preparation method of surfactant compound pour-point depressant in a kind of claims 1 or 2, which is characterized in that including following step
It is rapid:
S1: each component is mixed evenly in proportion, obtains preliminary mixed solution；
S2: preliminary mixed solution is dispersed again using ultrasonic generator, obtains surfactant compound pour-point depressant.
6. a kind of preparation method of surfactant compound pour-point depressant according to claim 5, which is characterized in that step S1
The temperature being mixed in the process is 25~40 DEG C.
7. a kind of preparation method of surfactant compound pour-point depressant according to claim 5, which is characterized in that methyl-prop
14 esters of olefin(e) acid-maleic anhydride-aniline is the preparation method comprises the following steps: molten by tetradecyl methylacrylate-maleic anhydride bipolymer
In toluene solvant, so that the mass volume ratio of tetradecyl methylacrylate-maleic anhydride bipolymer and toluene is
0.08g/ml；
Aniline is added, and using p-methyl benzenesulfonic acid as catalyst, so that aniline and tetradecyl methylacrylate-maleic anhydride binary
The mass ratio of copolymer is 1.6, and p-methyl benzenesulfonic acid is with tetradecyl methylacrylate-maleic anhydride bipolymer mass ratio
0.0232；
110~120 DEG C are gradually heated to, obtains 14 esters of polymethylacrylic acid-maleic anhydride-benzene after carrying out aminating reaction 10h
Amine.
8. the application of diesel oil pour point reducer composition in a kind of claims 1 or 2, which is characterized in that drop surfactant compound
Solidifying agent is mixed with 0# diesel oil according to mass ratio for 1:1000~1:100,30~50 DEG C at a temperature of be mixed evenly,
The reduction of diesel oil condensation point and cold filter plugging point can be achieved.
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