JP2001003068A - Fuel oil fluidity improver and fuel oil composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a fuel oil fluidity improver which reduces the clogging point and the fluidity point with good balance and additionally excels in the solubility in a gas oil and a heavy oil, and a fuel oil composition comprising the same. SOLUTION: A fuel oil fluidity improver comprises a polymer hydride obtained by hydrogenating a polymer composed of butadiene and isoprene as the major component with a weight ratio of the units derived from isoprene to the units derived from butadiene in this polymer of 80/20 to 5/95 or a fuel oil fluidity improver comprises the polymer hydride and a polyoxyalkylene glycol having a polyalkylene glycol part and a chain alkyl part with a weight ratio of the former to the latter of 1/99 to 99/1. A fuel oil composition is obtained by adding this fuel oil fluidity improver to a gas oil or a heavy oil.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a fluidity improver for fuel oil and a fuel oil composition. More specifically, while improving the low-temperature characteristics of various fuel oils having a wide range of fuel properties, especially middle distillate oil such as light oil or heavy oil,
The present invention relates to a fuel oil fluidity improver having excellent solubility in the fuel oil and a fuel oil composition containing the same.

[0002]

2. Description of the Related Art In the petroleum refining industry, for the purpose of increasing the production of middle distillate, which is the basic energy of various industries, for example, the cutback amount of kerosene, which is performed to satisfy the specifications of light oil as a product, is reduced more than usual. This increases the production of kerosene, or increases the production of light oil by using a part of the components in the distillation range such as heavy oil A as light oil. As a result, the distillation properties of the fuel oil become narrower, and the properties of fuel oil containing a large amount of heavy fractions must be changed. In addition, due to the recent heavy use of crude oil, the amount of long-chain n-paraffins contained in fuel oil has increased, and the low-temperature properties have changed significantly.

[0003] Therefore, middle distillate oil such as light oil has a high cloud point due to precipitation of long-chain n-paraffin having low solubility at a higher temperature. As a result, when the outside air temperature is extremely lowered in a severe winter, the n-paraffin precipitated due to the decrease in the oil temperature is clogged in a filter installed in a fuel oil transfer line such as an automobile or the line itself. There is a problem in low-temperature characteristics such as blockage due to This is also true for various heavy fuel oils. Many additives have been proposed to solve such problems, but none of them has been sufficiently satisfactory.

For example, JP-A-60-137997 discloses an ethylene / propylene copolymer disclosed in JP-A-55-137997.
JP-A-137193 discloses that an ethylene / vinyl acetate copolymer has an effect of lowering the pour point of the middle distillate, but cannot lower the clogging point. U.S. Pat. No. 3,600,131 discloses a hydrogenated polybutadiene having a specific content of 1,2 bonds in the molecule, and Japanese Patent Application Laid-Open No. 11-106664 discloses an aromatic vinyl compound polymer block and a diene compound. Although a polymer-type additive of a hydride of a block copolymer composed of polymer blocks is disclosed as having an effect of lowering the pour point, the effect is not sufficient with respect to the clogging point, and furthermore, the middle distillate is not effective. It has disadvantages such as poor solubility in oil extraction.

For the purpose of improving the clogging point, alkenyl succinamides (JP-A-56-43391),
Polyoxyalkylene ester (JP-A-57-1770)
No. 92), but relatively low-molecular-weight additives (hereinafter referred to as surfactant-type additives) are disclosed, but the effect on the pour point is poor. Also, British Patent No. 2129012
The specification discloses a combination type of a polymer type additive such as an ethylene / vinyl acetate copolymer and an alkyl alkenyl succinate and a surfactant type additive for the purpose of lowering the clogging point and the pour point. It has been disclosed. However, the effect of improving the clogging point and the pour point is still insufficient, and when these polymer-type additives and surfactant-type additives are used in combination, the properties of the middle distillate, particularly the distillation properties, are narrow. In some cases, the effect of lowering the clogging point may be impaired for oil types having properties that contain heavy fractions.

[0006]

SUMMARY OF THE INVENTION Under such circumstances, the present invention reduces the clogging point and pour point of light oil, and also reduces the clogging point when combined with a surfactant type additive. An object of the present invention is to provide a flow improver for a fuel oil which exhibits an excellent pour point improving effect without impairing the fuel oil and further has a good solubility in light oil, and a fuel oil composition containing the same. . It is a further object of the present invention to provide similar improvements for heavy fuel oils.

[0007]

Means for Solving the Problems The present inventors have conducted intensive studies in order to solve the above-mentioned problems, and as a result, have found that the hydrogen content of a polymer containing a unit derived from isoprene and a unit derived from butadiene at a specific ratio. Hydride, or a hydride and a specific compound having a polyoxyalkylene glycol moiety, improve the low-temperature properties of various fuel oils such as light oil and heavy oil A having a wide range of fuel properties,
That is, it has been found that the clogging point and the pour point are lowered and the solubility in these fuel oils is good.
The present invention has been completed based on such findings.

That is, the present invention comprises, as a main component, a polymer hydride obtained by hydrogenating a polymer comprising butadiene and isoprene, and a unit derived from isoprene (hereinafter referred to as isoprene unit) / butadiene in the polymer. The weight ratio of units (hereinafter referred to as butadiene units) is 80.
/ 20 to 5/95, and a fluidity improver for fuel oil (hereinafter referred to as "fluidity improver for fuel oil I"). Further, another embodiment of the present invention includes that the polymer hydride and a polyoxyalkylene glycol derivative having a polyoxyalkylene glycol portion and a chain alkyl portion are contained in a weight ratio of 1/99 to 99/1. A fluidity improver for fuel oil (hereinafter referred to as a fluidity improver for fuel oil II) is provided. Further, the present invention provides a fuel oil composition characterized by adding 1 to 10000 ppm of the fluidity improver I or II for fuel oil to light oil or heavy fuel oil containing residual carbon. .

[0009]

DETAILED DESCRIPTION OF THE INVENTION The fluidity improver I for fuel oil of the present invention I
The polymer hydride as the component of (II) or (II) is obtained by hydrogenating a polymer composed of butadiene and isoprene. The ratio of the constituent units in this polymer, that is, the weight ratio of isoprene units / butadiene units is 80/2.
0/5/95, preferably 70/30 to 10/9
0. Here, when the isoprene unit exceeds 80,
Poor pour point improving effect, butadiene units of 95
Exceeding the limit results in poor solubility in light oil and heavy fuel oil, which is not preferred. In producing the polymer hydride, other monomers copolymerizable with isoprene or butadiene, such as alkyl methacrylate, may be added as long as the effects of the present invention are not impaired.

[0010] The hydrogenation rate of the polymer hydride is not particularly limited, but is usually 80 to 100%. Hydrogenation rate is 8
If it is less than 0%, the crystallization start temperature may be low and the pour point improving effect may be poor. Although the number average molecular weight of the polymer hydride varies depending on the situation, it is usually 1000.
１００100,000, preferably 3,000 to 60,000. The crystallization start temperature is an important factor for achieving the effects of the present invention, but the crystallization start temperature of the polymer hydride of the present invention is 0 to 50 ° C, preferably 0 to 40 ° C, and more preferably. Is 0 to 30 ° C. Crystallization start temperature is 5
When the temperature exceeds 0 ° C., the solubility in light oil or heavy fuel oil may be reduced, and when used in combination with the above polyoxyalkylene glycol derivative, the effect of improving the clogging point may be impaired. If the temperature is lower than 0 ° C., the timing of precipitation at a low temperature is late, and the effect of lowering the pour point may not be sufficiently obtained. However, even if the crystallization onset temperature deviates from these ranges, the low-temperature characteristics of the fuel oil can be improved by appropriately selecting the ratio of isoprene units and butadiene units and the number average molecular weight of the polymer hydride. The effect can be sufficiently exhibited.

The crystallization start temperature can be measured by differential scanning calorimetry (hereinafter referred to as DSC). That is, as a measurement condition, once the temperature was raised from room temperature to 200 ° C. at 10 ° C./min, and held for 30 minutes, and then −
Down to 50 ° C, and in the resulting chart,
The intersection of the base line and the tangent at the beginning of the peak rise is defined as the crystallization start temperature.

A polymer hydride having a specific crystallization onset temperature can be produced by controlling the microstructure of the polymer, as described in JP-A-3-188114. When increasing the starting temperature, continuous ethylene chains may be introduced into the microstructure, and when decreasing, the branched chains may be introduced. In the case of the present invention,
The continuous ethylene chain is a butadiene polymer obtained by a 1,4-bond, and the branched chain is a butadiene polymer obtained by a 1,2-bond and an isoprene polymer obtained by a 1,4-bond. That is, when the butadiene polymer obtained by the 1,4-bond is completely hydrogenated, it has the same structure as polyethylene having no branch, so that the crystallinity is increased and the crystallization start temperature is also increased. Also, 1, 2,
Butadiene polymer obtained by bonding, or 1,
When the isoprene polymer obtained by the 4-bond is completely hydrogenated, a branched chain remains in the structure, becomes amorphous, and the crystallization start temperature is lowered. Since the crystallization start temperature varies depending on the reaction conditions and the type of catalyst even when the production is performed with the same composition, the reaction conditions are appropriately selected to control this temperature.

The polymer hydride of the present invention is obtained by using butadiene and isoprene as monomers, copolymerizing them, and then hydrogenating them. Here, the bonding mode of each monomer unit is random. , Block. The temperature at which butadiene and isoprene are copolymerized depends on various reaction conditions and cannot be determined uniquely, but is preferably −20 to 80 ° C.
It is more preferable that the temperature is 60C. If the temperature is lower than these, the crystallization start temperature of the obtained polymer hydride becomes too low, and as a result, the effect of improving the pour point of the fuel oil may not be sufficiently obtained. In addition, as a catalyst species at the time of polymerization,
Examples thereof include alkyllithium compounds having 1 to 10 carbon atoms, dilithium compounds such as hexamethylenedilithium and naphthalenedilithium. Further, as a catalyst at the time of hydrogenation, for example, diatomaceous earth-supported nickel catalyst, platinum,
Palladium and the like can be mentioned. As the polymer hydride in the present invention, one type can be used alone, or two or more types having different crystallization onset temperatures can be used in combination.

The polyalkylene glycol derivative having a polyoxyalkylene glycol part and a chain alkyl part in the fluidity improver II for fuel oil of the present invention includes:
(A) a complete ester or a partially esterified product synthesized from a nitrogen-containing compound containing a polyoxyalkylene glycol moiety and a saturated or unsaturated linear and / or branched fatty acid or a salt thereof, (b) a polyoxyalkylene A fully crosslinked esterified product or a partially crosslinked esterified product synthesized from a nitrogen-containing compound containing a glycol moiety and a saturated, unsaturated, linear and / or branched fatty acid and a dibasic acid,
(C) an esterified product synthesized from a polyoxyalkylene glycol and a saturated or unsaturated linear and / or branched fatty acid; and (d) a saturated or unsaturated polyhydric alcohol containing a polyoxyalkylene glycol moiety. Linear and / or
Or (e) a polyhydric alcohol containing a polyoxyalkylene glycol moiety, a saturated or unsaturated, linear and / or branched fatty acid, and a dibasic compound. Fully crosslinked ester or partially crosslinked esterified compound synthesized from an acid,
(F) an alkylene oxide adduct of an amidated product of a polyalkylene polyamine and a saturated, unsaturated, linear and / or branched fatty acid, and (g) a saturated, unsaturated, linear and / or branched polyalkylene polyamine. Fully crosslinked ester or partially crosslinked esterified compound synthesized from an alkylene oxide adduct of a fatty acid amide and a dibasic acid,
(H) a complete ester or partially cross-linked ester synthesized from a sulfur-containing compound containing a polyoxyalkylene glycol moiety and a saturated or unsaturated linear and / or branched fatty acid; (i) phosphoric acid or phosphorous acid And esterified products synthesized from alkylene oxide adducts and saturated, unsaturated, linear and / or branched fatty acids. These can be used alone or in combination of two or more.

Among these, (a), (b) and (f)
And the polyoxyalkylene glycol derivatives (g) are particularly preferred because the effect of improving the low-temperature characteristics, particularly the improvement of the clogging point, is greater. In the fluidity improver II for fuel oil, the weight ratio of the polymer hydride to the polyoxyalkylene glycol derivative needs to be in the range of 1/99 to 99/1, and in particular, 1/5 to 99/1. It is preferable that the ratio is in the range of 10/1 because the effect of improving low-temperature characteristics is greater.

The polymer hydride to be combined with the polyoxyalkylene glycol derivative is selected from those having an arbitrary crystallization onset temperature in accordance with the fuel properties of the target fuel oil such as light oil or heavy fuel oil.
It is possible to prepare additives (fluidity improvers) suitable for the properties of the fuel oil. Further, a polymer hydride composed of two or more block copolymers having different crystallization onset temperatures may be combined.

In the fuel oil composition of the present invention, the amount of the fluidity improver I or II added to light oil or heavy fuel oil containing residual carbon is from 1 to 10,000 pp.
m, preferably 10 to 500 ppm. When the addition amount of the fluidity improver exceeds 10000 ppm, the addition effect reaches a saturated state, and not only an effect corresponding to the addition amount may not be obtained, but also it is economically disadvantageous, and the addition amount is If it is less than 1 ppm, a sufficient effect of improving low-temperature characteristics cannot be obtained.

As the light oil in the fuel oil composition of the present invention, a light oil having a low sulfur content (low-sulfur light oil) refined by extreme hydrogenation in order to comply with the sulfur content regulation can be mentioned. Here, light oil is defined as having a boiling range of 13 in petroleum refining.
It is a fuel oil of 0 to 450 ° C, preferably 150 to 380 ° C. The low sulfur gas oil has a sulfur content of 0.1.
Light oil reduced to 2% by weight or less, preferably 0.05% by weight or less, more preferably 0.03% by weight or less can be mentioned. Such a low-sulfur gas oil can be usually prepared by mixing a straight-run gas oil, a hydrogenated direct desulfurized gas oil, a hydrogenated indirect desulfurized gas oil, a hydrocracked gas oil, a hydrodesulfurized heavy gas oil, a desulfurized kerosene, and the like.

The heavy fuel oil in the fuel oil composition of the present invention is a medium-to-heavy distillate fuel oil obtained by directly distilling petroleum such as Fuel Oil A at normal pressure or reduced pressure, hydrodesulfurization or catalytic reforming. Medium to heavy distillate fuel oil, cracked oil such as thermal cracking, catalytic cracking, hydrocracking, etc. Medium to heavy distillate fuel oil, oil shale, oil sand, coal, etc. Medium to heavy distillate fuel oils such as one or a mixture of two or more fuel oils, or oils and fats, fatty acids, alcohols, ethers, ketones and other oxygen-containing hydrocarbon compounds in medium to heavy distillate fuels Residual oil that produces residual carbon content in the mixture with oil, for example, distillation residual oil when distilling petroleum at normal pressure or reduced pressure, distillate residual oil of treated oil subjected to hydrodesulfurization or catalytic reforming, hydrogen Residual oil and heat of treated oil that has undergone chemical desulfurization and catalytic reforming Cracking, catalytic cracking, distillation residue of cracked oil by hydrocracking, heavy extract generated from lubricating oil manufacturing process, asphalt-resin by-products generated from various rock refining processes, unsaturation A kind of fuel oils such as olefins, polyolefins, oil shale, oil sands, etc., which have high cracking power, distillation residue of these cracked oils, and heavy distillate fuel oils of other high molecular weight and / or high polymerizable hydrocarbon materials Or a mixture of two or more.

The method for preparing the fuel oil composition of the present invention is not particularly limited, and the fuel oil composition may be prepared by simply adding the fuel oil flow improver I or II to light oil or heavy fuel oil. Although it is possible, the preparation becomes easy by diluting with an organic solvent compatible with these light oils or heavy fuel oils. Examples of such organic solvents include petroleum fractions such as naphtha, kerosene, and gas oil, aromatic hydrocarbons, and paraffinic hydrocarbons. When used after dilution with an organic solvent, the flow improver is preferably used in an amount of 20 to 80.
It is advantageous to use a solution containing in a proportion by weight, more preferably 35 to 75% by weight. Further, the fuel oil composition of the present invention includes cloud point depressants, fluidity improvers, rust inhibitors, antioxidants, and cetane which have been conventionally used as additives for fuel oil within a range not to impair the effects of the present invention. A value improving agent, a metal deactivator, a detergent / dispersant, a combustibility improver, a black smoke reducing agent, a hue stabilizer, an anti-freezing agent, a sludge dispersant, a marker and the like can be contained.

[0021]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. The performance of the fuel oil compositions obtained in Examples and Comparative Examples was obtained and evaluated according to the following procedures. (A) Crystallization start temperature The crystallization start temperature of the polymer hydride was measured by DSC. The measurement was carried out using a DSC manufactured by Seiko Instruments Inc. at a temperature of 10 ° C./min from room temperature to 200 ° C., and then kept for 30 minutes.
n to -50 ° C. In the resulting chart, the intersection of the base line and the tangent at the beginning of the peak rise was defined as the crystallization start temperature.

(B) Molecular weight Gel permeation chromatography (hereinafter referred to as G
PC), the number average molecular weight was measured in terms of polystyrene. (C) Clogging point Measured in accordance with JIS K-2288. (D) Pour point Measured at 1 ° C intervals according to JIS K-2269. (E) Measurement of clogging point in simple simulator test (corrected clogging point) In accordance with JIS K-2288, change the wire mesh to 149 µm, change the cooling rate to 1 ° C / hour, change the suction time to 30 seconds, It was measured in the refrigerator. (F) Solubility of additive in fuel oil 50 ml of the sample oil is placed in a 100 ml beaker, and cooled to 3 ° C. while stirring. A 10% by weight xylene solution was prepared in this sample oil with the additive composition ratios shown in Tables 5 to 7, and 50 ml of this xylene solution was added at 50 ° C.
Was added in a heated state, and the dissolved state at this time was visually observed, and evaluated according to the following criteria. ：: no precipitate, Δ: cloudy, ×: precipitate

Production Examples 1 to 5 Polymer hydrides (A-1 to A-1)
Production of 5) 500 parts by weight of cyclohexane and sec-butyllithium 1 were placed in a pressure-resistant reaction vessel equipped with a stirrer and a dropping funnel.
Charge 1 part by weight, raise the temperature to 30 ° C., and make the weight ratio 65/3.
5 isoprene / butadiene mixed monomer 28
0 parts by weight were continuously charged and polymerization was carried out for 8 hours. Thereafter, the reaction system was replaced with hydrogen, 25 parts by weight of a diatomaceous earth-supported nickel catalyst was added, and the mixture was reacted at 150 ° C. for 10 hours while maintaining a hydrogen pressure of 15 kg / cm ² . The reaction product was diluted with cyclohexane, the catalyst was filtered, and the filtrate was concentrated and dried under reduced pressure to obtain a polymer hydride (A-1). The number average molecular weight of this polymer hydride was determined to be 23 by GPC analysis.
The crystallization onset temperature was 14.000 according to DSC analysis.
5 ° C. Similarly, polymer hydrides (A-2 to
5) was prepared at the weight ratio of isoprene / butadiene mixed monomer shown in Table 1. The resulting polymer hydride (A
The number average molecular weights and crystallization onset temperatures of -2 to 5) are shown in the same table.

Comparative Production Example 1 Polymer hydride (B-1)
Preparation of 500 parts by weight of cyclohexane and sec-butyllithium 1 in a pressure-resistant reaction vessel equipped with a stirrer and a dropping funnel
1 part by weight, and at 50 ° C., butadiene monomer 2
80 parts by weight were continuously charged and polymerization was carried out for 8 hours. Thereafter, the reaction system was replaced with hydrogen, 25 parts by weight of a diatomaceous earth-supported nickel catalyst was added, and the mixture was reacted at 150 ° C. for 10 hours while maintaining a hydrogen pressure of 15 kg / cm ² . The reaction product was diluted with cyclohexane, the catalyst was filtered, and the filtrate was concentrated and dried under reduced pressure to obtain a polymer hydride (B-1).
The number average molecular weight of this polymer hydride was 2 according to GPC analysis.
The crystallization start temperature was 8 based on DSC analysis.
The temperature was 4.5 ° C.

Comparative Production Example 2 Polymer hydride (B-2)
Preparation of 500 parts by weight of cyclohexane and sec-butyllithium 1 in a pressure-resistant reaction vessel equipped with a stirrer and a dropping funnel
1 part by weight, and at 50 ° C., styrene monomer 30
140 parts by weight of a mixed monomer of isoprene / butadiene was continuously charged at a weight ratio of 50/50 and polymerized for 8 hours. After that, the reaction system was replaced with hydrogen, and 25 parts by weight of a diatomaceous earth-supported nickel catalyst was added, and 15 kg was added.
The reaction was carried out at 150 ° C. for 10 hours while maintaining a hydrogen pressure of / cm ² . The reaction product was diluted with cyclohexane, the catalyst was filtered, and the filtrate was concentrated and dried under reduced pressure to obtain a polymer hydride (B-2). The number average molecular weight of this polymer hydride was 25,000 by GPC analysis, and the crystallization start temperature was 49.8 ° C. by DSC analysis.

Examples 1 to 14 A fluidity improver for fuel oil comprising a polymer hydride shown in Table 1 and a polyoxyalkylene glycol derivative shown in Table 2 was mixed with light oil X shown in Table 4 It was added to Y and A heavy oil Z, and the clogging point, pour point and corrected clogging point were measured. Tables 5 to 7 show the addition amounts and evaluation results of each polymer hydride and polyoxyalkylene glycol derivative.

From Examples 1 to 5 in Table 5, the addition of the polymer hydride of the present invention to light oil X having a narrow distillation range and containing a relatively large amount of heavy fractions causes clogging of the polyalkylene glycol derivative. Without impeding the point improvement effect,
Both the clogging point and the pour point are good. In particular, when a polymer hydride having a crystallization start temperature in the range of 0 to 50 ° C. is added, both the clogging point and the pour point are lowered in a well-balanced manner.

As can be seen from Examples 6 to 11 in Table 6, in the case of light oil Y having a wide distillation range, the addition of a polymer hydride obtained from isoprene / butadiene at a weight ratio of 80/20 to 5/95 is favorable. A polymer hydride having a crystallization onset temperature of 0 to 50 ° C., or a polymer hydride having a crystallization onset temperature of 0 to 50 ° C. and a polyalkylene glycol derivative. The addition of these further reduces the clogging point and pour point.

According to Examples 12 to 14 in Table 7, good heavy oil Z was obtained by adding a polymer hydride obtained from isoprene / butadiene at a weight ratio of 80/20 to 5/95. Polymer hydride having a crystallization onset temperature of 0 to 50 ° C. or a crystallization onset temperature of 0
The addition of a combination of a polymer hydride having a temperature range of ５０50 ° C. and a polyalkylene glycol derivative improves the corrected clogging point. It is also confirmed that the fluidity improver for fuel oil of the present invention has excellent solubility in any fuel oil.

Comparative Examples 1 to 12 The chemical structures of the polymer hydrides shown in Table 1 consist only of butadiene (B-1), those containing components other than isoprene / butadiene (B-2), and The same evaluations as in the examples were performed using commercially available fluidity improvers described in Table 3. The results are shown in Tables 5 to 7. As shown in Comparative Examples 1 to 12 of Tables 5 to 7, there was no example in all the Comparative Examples in which both the clogging point and the pour point were reduced in a well-balanced manner and the solubility was excellent.

[0031]

[Table 1]

[0032]

[Table 2]

[0033]

[Table 3]

[0034]

[Table 4]

Note 1) Measured in accordance with JIS K-2254. 2) The difference between the 90% distillation temperature and the 20% distillation temperature was determined and used as a guide for the fuel oil distillation range. 3) According to JIS K-2541. 4) The precipitation rate of n-paraffin contained in the fuel oil at a low temperature per 1 ° C. was measured by the following method. 40 g of the sample oil is placed in a volumetric flask, a stopcock is inserted, and then immersed in a cooling bath with a controller provided with a suction bottle equipped with a glass filter (3G-1). Cooling rate 1 ° C / hr from room temperature
, And sealed with nitrogen gas cooled to the same temperature in a cooling bath. Next, suction filtration is performed with a filter paper spread in a glass filter at a reduced pressure of 10 mmHg, and precipitated n-paraffin is separated by filtration. After sufficiently washing with acetone cooled to the same temperature, the precipitate is dried under reduced pressure, the amount of n-paraffin deposited is weighed, and the weight percentage based on the sample oil is determined. Repeat this process at several points below the cloud point,
The n-paraffin precipitation rate per 1 ° C. was calculated by linear approximation by the least squares method, and the n-paraffin precipitation rate (% by weight /
° C). 5) Measure according to JIS K-2205

[0036]

[Table 5]

[0037]

[Table 6]

[0038]

[Table 7]

[0039]

Industrial Applicability The fluidity improver for fuel oil of the present invention reduces the low-temperature characteristics of light oil and heavy oil, that is, the clogging point and the pour point in a well-balanced manner, and has excellent solubility in light oil and heavy oil. ing. Further, even when used in combination with a surfactant type additive, the effect of lowering the clogging point is not impaired. The fuel oil composition of the present invention to which the fluidity improver for fuel oil has been added has a well-balanced and low value of the clogging point and the pour point, and has excellent low-temperature characteristics.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08L 71/00 C08L 71/00 Y C10L 1/18 C10L 1/18 A F-term (Reference) 4H013 CB01 CC02 4J002 BL01W BP03W CF10X CH05X 4J100 AS02P AS03Q CA04 CA14 CA16 CA31 DA01 DA41 HA04 HB02 HC83 JA15

Claims (6)

[Claims] 1. A polymer hydride obtained by hydrogenating a polymer consisting of butadiene and isoprene, wherein the weight ratio of units derived from isoprene to units derived from butadiene in the polymer is 80 / 20-5. / 95, a fluidity improver for fuel oil. 2. The fluidity improver for a fuel oil according to claim 1, wherein the crystallization start temperature of the polymer hydride is 0 ° C. to 50 ° C. 3. The polymer hydride according to claim 1 or 2, and a polyoxyalkylene glycol derivative having a polyoxyalkylene glycol part and a chain alkyl part in a weight ratio of 1/99 to 99/1. A fluidity improver for fuel oils, characterized in that: 4. A fuel oil composition obtained by adding 1 to 10000 ppm of the fluidity improver for a fuel oil according to claim 1 to light oil. 5. The sulfur content of the light oil is 0.2% by weight.
The fuel oil composition according to claim 4, wherein: 6. A heavy fuel oil containing residual carbon content according to claim 1.
The fluidity improver for fuel oil according to any one of 1 to 3,
A fuel oil composition characterized by adding 0000 ppm.