JPH05331469A - Gasoline additive and gasoline composition containing the same - Google Patents

Abstract

PURPOSE:To obtain a gasoline additive providing a gasoline composition with excellent water separating properties, comprising a polyoxyethylene-alkylphenyl/ formaldehyde condensate of a specific structure and an ethylene oxide adduct of dihydroxy fatty acid of a specific structure. CONSTITUTION:The additive comprises a polyoxyethylene-alkylphenyl/ formaldehyde condensate of formula I (R1 is 7-12C alkyl; m is 1-5; n is 2-10) and an ethylene oxide adduct of dihydroxy fatty acid of formula II (l is 4-11; n'+m' is 5-15) in the ratio of the compound of formula I : the compound of formula II usually of 10:1-1:10. The compound of formula II is preferably obtained by reacting a dihydroxy fatty acid of formula III with ethylene oxide.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to gasoline additives, and more particularly to gasoline additives which impart good water separation properties to gasoline compositions. The present invention also relates to a gasoline composition containing a gasoline fraction, a detergent dispersant, and the above gasoline additive and having excellent water separation properties.

[0002]

2. Description of the Related Art Dirt in the intake system of a gasoline engine
CO and HC in the exhaust gas deteriorates the drivability of the engine.
It tends to increase the amount of (unburned hydrocarbons). Therefore, in recent years, a detergent dispersant has been added to gasoline for cleaning the intake system.

[0003]

However, since the gasoline detergent-dispersant is a surfactant, gasoline added with the detergent-dispersant is easily miscible with water at the distribution stage (water in a storage tank of a gas station, etc.), This causes problems such as cloudiness of gasoline, reduction of cleaning effect, and mixing of gasoline into wastewater.

The present inventor has conducted extensive studies as a solution to the above problems, and as a result, by adding a specific surfactant in combination with gasoline containing a detergent-dispersant, water was added without impairing the cleaning performance of gasoline. The inventors have found that mixing with gasoline is prevented and clouding of gasoline is prevented, and the present invention has been completed.

[0005]

The present invention comprises a polyoxyethylene alkylphenyl formaldehyde condensate represented by the following general formula (1) and an ethylene oxide adduct of dihydroxy fatty acid represented by the following general formula (2). To provide a gasoline additive.

General formula (1)

[0007]

[Chemical 6] [Wherein R ₁ is an alkyl group (C _{7 to} C _12, preferably C ₈
C ₁₀ ), which may be linear or branched, m is an integer of 1 to 5 and preferably 1 to 3, and n is an integer of 2 to 10 and preferably 3 to 6. R in each structural unit
₁ and n may be the same or different from each other. ] General formula (2)

[0008]

[Chemical 7] [In the formula, the position of the ethylene oxide adduct may be erythro (cis) type or threo (trans) type, and l is 4
-11, preferably an integer of 6-8, and n '+ m' is 5
To 15 are preferably integers of 8 to 12, and preferably n'and m'are integers of 4 to 6 and 4 to 6, respectively. In the two (CH ₂ ) _l groups, l may be the same as or different from each other. The polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) is known as a nonionic surfactant, and is a commercially available product (for example, NIKKOL R-1010 to R manufactured by Nikko Chemicals Co., Ltd.). -1020) can be obtained.

The ethylene oxide adduct of dihydroxy fatty acid represented by the general formula (2) has the general formula

[0010]

[Chemical 8] [In the formula, the positions of the two hydroxyl groups may be erythro (cis) type or threo (trans) type, and 1 is as described above. ] It can be obtained by reacting a dihydroxy fatty acid represented by the above with ethylene oxide. The dihydroxy fatty acid can be obtained as a commercially available product (for example, Fine Acid manufactured by Miyoshi Yushi Co., Ltd.).

In the gasoline additive of the present invention, the ratio of the polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) to the ethylene oxide adduct of the dihydroxy fatty acid represented by the general formula (2) is usually 10: 1 to 1:10.

The gasoline additive of the present invention may contain a diluent or the like as long as it does not adversely affect the performance of gasoline as a fuel.

The present invention also provides a gasoline composition containing the above gasoline additive, that is, a gasoline fraction, a detergent dispersant, and a polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1). There is provided a gasoline composition comprising an ethylene oxide adduct of dihydroxy fatty acid represented by the general formula (2).

The gasoline fraction generally has the following physical properties.

Density (15 ° C.) 0.73 to 0.76 g / ml Aromatic content 30 to 50% by volume 10% Distillation temperature 40 to 50 ° C. 50% Distillation temperature 85 to 100 ° C. 90% Distillation temperature 125 to 125 160 ° C. Such methods for producing gasoline fractions are known to those skilled in the art.

The detergent-dispersant is a detergent-dispersant which is a surfactant usually added to gasoline compositions, for example,
Succinimide-based, polyalkylamine-based, and polyoxyalkylamine-based compounds are known.

Examples of the detergent-dispersant include monosuccinimide represented by the following general formula (3), bissuccinimide represented by the following general formula (4), and a molecular weight of 500 to 5000 containing a polyolefin polymer as an alkyl group component. Alkylamine and a molecular weight of 500 to 500 represented by the following general formula (5).
There are 5000 benzylamine derivatives.

General formula (3)

[0019]

[Chemical 9] [In the formula, R ₃ represents an olefin oligomer group having 30 or more carbon atoms, R ₄ represents a C _{2 to} C ₄ alkylene group, and when R ₄ is plural, they may be the same or different from each other,
m ″ represents an integer of 1 to 10.] General formula (4)

[0020]

[Chemical 10] [In the formula, R ₅ represents an olefin oligomer group having 30 or more carbon atoms, R ₅ may be the same or different from each other,
R ₆ represents a C ₂ -C ₄ alkylene group, and when R ₆ is plural, they may be the same or different from each other, and n ″
Represents an integer of 0 to 10. ] General formula (5)

[0021]

[Chemical 11] [In the formula, R ₇ represents an alkyl group derived from a polyolefin polymer having a molecular weight of 500 to 4500, R ₈ represents an alkylene group, and when there are plural Rs, they may be the same or different, and p is 1 to 10. Indicates an integer. ] In addition, the detergent dispersant includes an ester and an average molecular weight of 5
There are also from 00 to 5000 polyoxyalkylene glycols or their derivatives.

The amount of the gasoline fraction is usually 80% or more of the total amount of the gasoline composition, and the amount of the detergent dispersant is usually 0.001 to 5% by weight of the total amount of the gasoline composition.

The gasoline composition of the present invention is preferably
It contains a detergent-dispersant of the above-mentioned monosuccinimide or disuccinic acid imide.

The gasoline composition of the present invention is usually 1 to 10 ppm by weight, preferably 2 to 7 ppm by weight, of the polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) (based on the entire gasoline composition, The same shall apply hereinafter), and an ethylene oxide adduct of dihydroxy fatty acid represented by the general formula (2) is contained in an amount of 1 to 10 ppm by weight, preferably 2 to 7 ppm by weight. The weight ratio of the detergent-dispersant to the polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) in the gasoline composition of the present invention is preferably 26: 1 to 260: 1, more preferably
The weight ratio of the detergent-dispersant to the ethylene oxide adduct of the dihydroxy fatty acid represented by the general formula (2) is preferably 40: 1 to 130: 1, and more preferably 26: 1 to 260: 1.
It is 0: 1 to 130: 1.

The gasoline composition of the present invention can be obtained by adding the gasoline additive of the present invention to a gasoline composition containing a gasoline fraction and a detergent dispersant so as to satisfy the above conditions. It can also be obtained by separately adding the polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) and the ethylene oxide adduct of the dihydroxy fatty acid represented by the general formula (2) to the gasoline composition. ..

The gasoline composition of the present invention comprises an anti-knock agent, a surface ignition inhibitor, an antioxidant, a metal deactivator, an antifreezing agent, a corrosion inhibitor, a bactericidal agent, an antistatic agent and a lubricity imparting agent. And a colorant may be included.

[0027]

The present invention will be described in more detail by the following examples, but the present invention is not limited to the following examples.

Unless otherwise specified, ppm means weight ppm with respect to the entire gasoline composition.

The evaluation methods in the examples are as follows.

Evaluation method (1) Multiple contact test 100 ml of gasoline composition to be tested and water (distilled water or S
After mixing and stirring 10 ml of S tank water) for 5 minutes, the mixture is left for 24 hours, and the formation of an emulsion layer between the gasoline layer and the water layer is evaluated. SS tank water is the water actually generated in the storage tank of a gas station. This cycle is repeated 10 times (10 days), and if the emulsion layer is not significantly generated, it is judged as passing. The ratio of the volume of the emulsion layer to the total volume of the emulsion layer and the water layer was evaluated as follows.

[0031] (2) Waring blender test 450 ml of the gasoline composition to be tested and 4.5 ml of distilled water were stirred by a Waring blender at 3800 rpm for 20 seconds,
The transparency of the gasoline layer after 3 hours and the emulsion layer between the water layer and the gasoline layer are evaluated.

Evaluation of transparency of gasoline layer Score 1 Completely transparent.

2. A newspaper character can be read through a glass tube having a diameter of 55 mm. (Pass line) 3 There is turbidity and it is slightly visible.

4 It is completely cloudy and invisible.

Evaluation of emulsion layer The volume of the emulsion layer in the total volume of the emulsion layer and the water layer.

In the Waring blender test, if the transparency is 2 or less and the volume of the emulsion layer is 10% or less, the result is acceptable.

Example 1 Succinimide as a detergent-dispersant [50% by weight each]
In the general formula (3), R ₃ is a polyisobutenyl group, R ₄ is an ethylene group, and m ″ is 4, and in the general formula (4), R ₅ is a polyisobutenyl group, R ₆ is an ethylene group, and n is n. "Contains three. ] To a gasoline composition containing 100 ppm of polyoxyethylene alkylphenyl formaldehyde condensate [in the general formula (1),
R ₁ is nonyl, n is 4 and m is 2. ] And dihydroxystearic acid-ethylene oxide 10 adduct [in the general formula (2), l is 7 and n '+ m' is 10]. ], A polyoxyethylene alkylphenyl formaldehyde condensate of 2 ppm and an ethylene oxide adduct of dihydroxy fatty acid of 5 pp.
m was added. The water separability of this gasoline composition was evaluated by a multiple contact test and a Waring blender test.

Comparative Example 1 In the same manner as in Example 1, the water separability of the gasoline composition obtained without adding the polyoxyethylene alkylphenyl formaldehyde condensate and the ethylene oxide adduct of dihydroxy fatty acid was evaluated.

The evaluation results of Example 1 and Comparative Example 1 are summarized below.

(1) Multiple contact test

[0041]

[Table 1] (2) Waring blender test

[0042]

[Table 2] As is clear from the above results, the gasoline composition containing the polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1) and the ethylene oxide adduct of dihydroxy fatty acid represented by the general formula (2) is It showed better water separation than the added gasoline composition.

[0043]

The gasoline composition containing the detergent and dispersant to which the additive of the present invention is added has not only cleaning performance but also excellent water separation property. That is, by the addition of the additive of the present invention,
Mixing of gasoline and water and fog of gasoline are prevented.

Claims (4)

[Claims] 1. A gasoline additive comprising a polyoxyethylene alkylphenyl formaldehyde condensate represented by the following general formula (1) and an ethylene oxide adduct of dihydroxy fatty acid represented by the following general formula (2). General formula (1) [In the formula, R ₁ is an alkyl group (C _{7 to} C ₁₂ ), m is 1 to 5
And n is an integer of 2-10. ] General formula (2) [In the formula, the position of the ethylene oxide adduct may be erythro (cis) type or threo (trans) type, and l is 4
It is an integer of -11, and n '+ m' is an integer of 5-15. ] 2. A gasoline composition comprising a gasoline fraction, a detergent-dispersant, and the gasoline additive of claim 1. 3. A polyoxyethylene alkylphenyl formaldehyde condensate represented by the general formula (1)
The gasoline composition according to claim 2, wherein the gasoline composition contains 1 to 10 ppm by weight and an ethylene oxide adduct of the dihydroxy fatty acid represented by the general formula (2). 4. The detergent-dispersing agent comprises a monosuccinimide represented by the following general formula (3), a bissuccinimide represented by the following general formula (4), and a molecular weight of 500 to 5000 containing a polyolefin polymer as an alkyl group component. Alkylamine and a molecular weight of 500 to 5 represented by the following general formula (5):
3. One or more main dispersants selected from the group consisting of 000 benzylamine derivatives.
Or the gasoline composition according to 3. General formula (3) [In the formula, R ₃ represents an olefin oligomer group having 30 or more carbon atoms, R ₄ represents a C _{2 to} C ₄ alkylene group, and when R ₄ is plural, they may be the same or different from each other,
m ″ represents an integer of 1 to 10.] General formula (4) [In the formula, R ₅ represents an olefin oligomer group having 30 or more carbon atoms, R ₅ may be the same or different from each other,
R ₆ represents a C ₂ -C ₄ alkylene group, and when R ₆ is plural, they may be the same or different from each other, and n ″
Represents an integer of 0 to 10. ] General formula (5) [In the formula, R ₇ represents an alkyl group derived from a polyolefin polymer having a molecular weight of 500 to 4500, R ₈ represents an alkylene group, and when there are plural Rs, they may be the same or different, and p is 1 to 10 Indicates an integer. ]