WO1993002165A1 - Oil composition - Google Patents

Oil composition Download PDF

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Publication number
WO1993002165A1
WO1993002165A1 PCT/EP1992/001548 EP9201548W WO9302165A1 WO 1993002165 A1 WO1993002165 A1 WO 1993002165A1 EP 9201548 W EP9201548 W EP 9201548W WO 9302165 A1 WO9302165 A1 WO 9302165A1
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WO
WIPO (PCT)
Prior art keywords
oil composition
derivative
oil
composition according
additive
Prior art date
Application number
PCT/EP1992/001548
Other languages
French (fr)
Inventor
Elisabeth Basle-Le Turquais
Michel Vincent
Original Assignee
Esso Societe Anonyme Française
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Esso Societe Anonyme Française filed Critical Esso Societe Anonyme Française
Priority to EP92915095A priority Critical patent/EP0594701A1/en
Publication of WO1993002165A1 publication Critical patent/WO1993002165A1/en

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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/20—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances liquids, e.g. oils
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • C10M101/02—Petroleum fractions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
    • C10M133/14—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/44—Five-membered ring containing nitrogen and carbon only
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    • C10M141/06—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
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    • C10M169/04—Mixtures of base-materials and additives
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
    • C10M2203/1045—Aromatic fractions used as base material
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    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions used as base material
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    • C10M2215/064—Di- and triaryl amines
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Definitions

  • This invention relates to an oil composition containing a particular type of antioxidant additive, and especially to electrical insulating oils contain ⁇ ing such an antioxidant additive.
  • antioxidant additives in oils, such as electrical insulating oils, is well known. These additives may be mineral oil based, for example an aromatic petroleum stream, or they may be synthetic. Examples of known synthetic antioxidants include hindered phenols such as 2,6-ditertiarybutyl-4-methyl phenol and amines such as N-phenyl alpha napththalene.
  • US Patent 1 768 910 discloses compounds such as pyridine, quinoline and piperidene; US Patent 2 647 824 discloses the combination of a hydrogenated quinoline and an amino phenol; US Patents 3 197 475, 3 597 353, 3 720 616, 3 969 237 and 4 162 225 disclose a variety of benzotria- zole compounds, and US Patent 3 785 977 discloses a variety of amine and triazine compounds.
  • European Patent 69507 describes oil compositions, such as elec ⁇ trical insulating oils, containing a specified heter- aromatic nitrogen compound, for example purine or a purine derivative, as an antioxidant. The antioxidant may be combined with other known antioxidants such as 2 ,6-ditertiarybutyl paracresol.
  • the present invention provides an oil composition comprising :
  • an antioxidant additive comprising a mixture of (a) phenol or a derivative thereof; (b) an amine or a derivative thereof, and (c) a triazole or a derivative thereof.
  • the synthetic additive according to the present invention has the advantage that it can provide the oil composition with sufficient antioxidant properties so that there is no requirement to include additional anti ⁇ oxidants, such as aromatic petroleum streams.
  • the phenol component of the antioxidant additive is preferably a hindered phenol such as a polyphenol or phenol derivative such as an alkyl phenol.
  • suitable compounds include trimethyl phenol, 2,6-deter- tiarybutyl paracresol and 2,6-ditertiarybutyl phenol.
  • the amine component of the antioxidant additive is preferably a hindered amine.
  • suitable amines include phenylnaphthylamine and aminophenolics such as 2,6-ditertiarybutyl-alpha-dimethylamino paracresol.
  • the triazole component of the antioxidant additive is preferably a lipophilic triazole derivative, for example benzotriazole.
  • the amounts of the components comprising the antioxidant additive based on the weight of the base oil are preferably as follows: from 500 to 10,000 ppm, more preferably 1,000 to 6,000 ppm, most preferably 2,000 to 4,500 ppm phenol or phenol derivative; from 100 to 8,000 ppm, more preferably 200 to 5,000 ppm, most preferably 300 to 1,500 ppm amine or amine derivative; and from 10 to 4,000 ppm, more preferably 100 to 1,000 ppm, most preferably 150 to 500 ppm triazole or triazole derivative.
  • the base oil employed in the oil composition of the present invention is typically a conventional hydro ⁇ carbon oil of lubricating viscosity and may be mineral oil, synthetic oil or a mixture thereof.
  • the lubricat ⁇ ing oils employed may be of any suitable lubricating viscosity and may range from 30 to 7,500 SUS at 37.8"C.
  • Particularly useful are lubricating and speciality oils, preferably electrical insulating oils, such as transformer oils or circuit-breaker oils, which have relatively low viscosity values, for example a viscosity Of 40 to 100 SUS at 37.8°C.
  • the base oil is a mineral oil this is preferably a suitable petroleum fraction that has undergone conventional petroleum processing as applied to lubricating oil products, including aromatics extraction, dewaxing and hydrotreating if necessary.
  • additives conventionally added to lubricating oils, and especially to electrical insulating oils may also be included in the oil composition, for example dispersants, pour point depressants, extreme pressure additives and gas absorbers.
  • the distillate had a boiling range of 280 to 400 ⁇ C and a viscosity of 15.0 to 15.5 cSt at 20°C.
  • samples of this base oil were then formulated with additives A, B and C, as specified below, in various combinations and concentrations.
  • the antioxidising properties of each formulation were evaluated according to standard test IEC 474.
  • the test exposes the formula ⁇ tion to an oxidising environment by heating it to a temperature of 120 ⁇ C in the presence of oxygen gas and a copper catalyst.
  • the induction time which is the time taken for the formulation to create a volatile acidity equivalent to a neutralisation number of 0.28 mg KOH/g, is measured in hours. The longer the induction time, the better the antioxidant properties.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
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Abstract

An oil composition which contains as an antioxidant a three component mixture comprising (a) phenol or a derivative thereof, (b) an amine or a derivative thereof, and (c) a triazole or a derivative thereof. The mixture provides improved antioxidant properties, especially for electrical insulating oils.

Description

OIL COMPOSITION
This invention relates to an oil composition containing a particular type of antioxidant additive, and especially to electrical insulating oils contain¬ ing such an antioxidant additive.
The use of antioxidant additives in oils, such as electrical insulating oils, is well known. These additives may be mineral oil based, for example an aromatic petroleum stream, or they may be synthetic. Examples of known synthetic antioxidants include hindered phenols such as 2,6-ditertiarybutyl-4-methyl phenol and amines such as N-phenyl alpha napththalene.
In addition, a variety of nitrogen-containing compounds have been disclosed as antioxidants. US Patent 1 768 910 discloses compounds such as pyridine, quinoline and piperidene; US Patent 2 647 824 discloses the combination of a hydrogenated quinoline and an amino phenol; US Patents 3 197 475, 3 597 353, 3 720 616, 3 969 237 and 4 162 225 disclose a variety of benzotria- zole compounds, and US Patent 3 785 977 discloses a variety of amine and triazine compounds. European Patent 69507 describes oil compositions, such as elec¬ trical insulating oils, containing a specified heter- aromatic nitrogen compound, for example purine or a purine derivative, as an antioxidant. The antioxidant may be combined with other known antioxidants such as 2 ,6-ditertiarybutyl paracresol.
There is nevertheless a need for oils with improved antioxidant performance, especially in the field of electrical insulating oils. The present invention provides an oil composition comprising :
(i) a base oil which does not contain any additional aromatic petroleum stream;
(ii) an antioxidant additive comprising a mixture of (a) phenol or a derivative thereof; (b) an amine or a derivative thereof, and (c) a triazole or a derivative thereof.
The synthetic additive according to the present invention has the advantage that it can provide the oil composition with sufficient antioxidant properties so that there is no requirement to include additional anti¬ oxidants, such as aromatic petroleum streams.
The phenol component of the antioxidant additive is preferably a hindered phenol such as a polyphenol or phenol derivative such as an alkyl phenol. Examples of suitable compounds include trimethyl phenol, 2,6-deter- tiarybutyl paracresol and 2,6-ditertiarybutyl phenol.
The amine component of the antioxidant additive is preferably a hindered amine. Examples of suitable amines include phenylnaphthylamine and aminophenolics such as 2,6-ditertiarybutyl-alpha-dimethylamino paracresol.
The triazole component of the antioxidant additive is preferably a lipophilic triazole derivative, for example benzotriazole.
The amounts of the components comprising the antioxidant additive based on the weight of the base oil are preferably as follows: from 500 to 10,000 ppm, more preferably 1,000 to 6,000 ppm, most preferably 2,000 to 4,500 ppm phenol or phenol derivative; from 100 to 8,000 ppm, more preferably 200 to 5,000 ppm, most preferably 300 to 1,500 ppm amine or amine derivative; and from 10 to 4,000 ppm, more preferably 100 to 1,000 ppm, most preferably 150 to 500 ppm triazole or triazole derivative.
The base oil employed in the oil composition of the present invention is typically a conventional hydro¬ carbon oil of lubricating viscosity and may be mineral oil, synthetic oil or a mixture thereof. The lubricat¬ ing oils employed may be of any suitable lubricating viscosity and may range from 30 to 7,500 SUS at 37.8"C. Particularly useful are lubricating and speciality oils, preferably electrical insulating oils, such as transformer oils or circuit-breaker oils, which have relatively low viscosity values, for example a viscosity Of 40 to 100 SUS at 37.8°C.
Where the base oil is a mineral oil this is preferably a suitable petroleum fraction that has undergone conventional petroleum processing as applied to lubricating oil products, including aromatics extraction, dewaxing and hydrotreating if necessary.
Other additives conventionally added to lubricating oils, and especially to electrical insulating oils, may also be included in the oil composition, for example dispersants, pour point depressants, extreme pressure additives and gas absorbers.
The invention shall now be illustrated by the following Examples. Examples 1 to 10
A refined electrical insulating oil, based on mineral oil, was formulated using a vacuum distillate which had undergone conventional aromatics extraction, dewaxing and hydrotreatment. The distillate had a boiling range of 280 to 400βC and a viscosity of 15.0 to 15.5 cSt at 20°C.
Samples of this base oil were then formulated with additives A, B and C, as specified below, in various combinations and concentrations. The antioxidising properties of each formulation were evaluated according to standard test IEC 474. The test exposes the formula¬ tion to an oxidising environment by heating it to a temperature of 120βC in the presence of oxygen gas and a copper catalyst. The induction time, which is the time taken for the formulation to create a volatile acidity equivalent to a neutralisation number of 0.28 mg KOH/g, is measured in hours. The longer the induction time, the better the antioxidant properties.
The formulations and results of test IEC 474 are given in Table 1 below in which the following abbreviations are used for the antioxidant additives :
A = 2,6-di-t-butyl phenol
B -=- 2 ,6-di-t-butyl-alpha-dimethylamino paracresol
C = benzotriazole TABLE 1
Figure imgf000007_0001
The results show that a significant improvement in antioxidant properties of the electrical insulating oil is obtained when the three additives A, B and C are combined together.

Claims

1. An oil composition comprising:
(i) a base oil which does not contain any additional aromatic petroleum stream;
(ii) an antioxidant additive comprising a mixture of (a) phenol or a derivative thereof, (b) an amine or a derivative thereof; and (c) a triazole or a derivative thereof.
2. An oil composition comprising a base oil and an antioxidant additive comprising a mixture of (a) phenol or a derivative thereof, (b) an amine or a derivative thereof, and (c) a triazole or a derivative thereof, the oil composition being substantially free of any other additive included for the main purpose of providing antioxidising properties.
3. An oil composition according to claim 1 or 2 wherein additive component (a) is a polyphenol compound, or an alkylphenol or alkylphenol derivative.
4. An oil composition according to any preceding claim wherein the additive component (b) is phenyl- naphthylamine or an aminophenolic compound.
5. An oil composition according to any preceding claim wherein additive component (c) is a lipophilic triazole derivative.
6. An oil composition according to any preceding claim wherein the amount of additive component (a) contained in the oil composition is from 500 to 10,000 ppm based on the weight of the base oil.
7. An oil composition according to any preceding claim wherein the amount of additive component (b) contained in the oil composition is from 100 to 8,000 ppm based on the weight of the base oil.
8. An oil composition according to any preceding claim wherein the amount of additive component (c) contained in the oil composition is from 10 to 4,000 ppm based on the weight of the base oil.
9. Use of an oil composition according to any preceding claim as an electrical insulating oil.
PCT/EP1992/001548 1991-07-15 1992-07-09 Oil composition WO1993002165A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP92915095A EP0594701A1 (en) 1991-07-15 1992-07-09 Oil composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR91/08879 1991-07-15
FR9108879A FR2679246A1 (en) 1991-07-15 1991-07-15 OIL COMPOSITION AND ITS USE AS AN ELECTRICAL INSULATOR.

Publications (1)

Publication Number Publication Date
WO1993002165A1 true WO1993002165A1 (en) 1993-02-04

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Country Status (3)

Country Link
EP (1) EP0594701A1 (en)
FR (1) FR2679246A1 (en)
WO (1) WO1993002165A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6083889A (en) * 1999-02-05 2000-07-04 Exxon Research And Engineering Company High temperature, high efficiency electrical and transformer oil
EP1054052A2 (en) * 1999-05-19 2000-11-22 Ciba SC Holding AG Stabilized hydrotreated and hydrodewaxed lubricant compositions
US6214776B1 (en) * 1999-05-21 2001-04-10 Exxon Research And Engineering Company High stress electrical oil
US6315920B1 (en) 1999-09-10 2001-11-13 Exxon Research And Engineering Company Electrical insulating oil with reduced gassing tendency

Citations (7)

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US2225533A (en) * 1938-07-26 1940-12-17 Gulf Research Development Co Transformer oil composition
US2257870A (en) * 1940-10-31 1941-10-07 Gulf Research Development Co Insulating oil
US3252887A (en) * 1962-11-20 1966-05-24 Exxon Research Engineering Co Electrical insulating oil
FR2068771A1 (en) * 1969-12-04 1971-09-03 Mobil Oil Corp
US4116874A (en) * 1975-08-27 1978-09-26 Nippon Oil Co., Ltd. Compressor oil compositions
EP0069507A2 (en) * 1981-07-02 1983-01-12 Exxon Research And Engineering Company Hydrocarbon compositions containing heteroaromatic nitrogen compounds
EP0239536A2 (en) * 1986-03-22 1987-09-30 Ciba-Geigy Ag Lubricant compositions

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2225533A (en) * 1938-07-26 1940-12-17 Gulf Research Development Co Transformer oil composition
US2257870A (en) * 1940-10-31 1941-10-07 Gulf Research Development Co Insulating oil
US3252887A (en) * 1962-11-20 1966-05-24 Exxon Research Engineering Co Electrical insulating oil
FR2068771A1 (en) * 1969-12-04 1971-09-03 Mobil Oil Corp
US4116874A (en) * 1975-08-27 1978-09-26 Nippon Oil Co., Ltd. Compressor oil compositions
EP0069507A2 (en) * 1981-07-02 1983-01-12 Exxon Research And Engineering Company Hydrocarbon compositions containing heteroaromatic nitrogen compounds
EP0239536A2 (en) * 1986-03-22 1987-09-30 Ciba-Geigy Ag Lubricant compositions

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6083889A (en) * 1999-02-05 2000-07-04 Exxon Research And Engineering Company High temperature, high efficiency electrical and transformer oil
EP1054052A2 (en) * 1999-05-19 2000-11-22 Ciba SC Holding AG Stabilized hydrotreated and hydrodewaxed lubricant compositions
EP1054052A3 (en) * 1999-05-19 2001-02-07 Ciba SC Holding AG Stabilized hydrotreated and hydrodewaxed lubricant compositions
US6410490B1 (en) 1999-05-19 2002-06-25 Ciba Specialty Chemicals Corporation Stabilized hydrotreated and hydrowaxed lubricant compositions
US6214776B1 (en) * 1999-05-21 2001-04-10 Exxon Research And Engineering Company High stress electrical oil
US6315920B1 (en) 1999-09-10 2001-11-13 Exxon Research And Engineering Company Electrical insulating oil with reduced gassing tendency
US6669872B2 (en) * 1999-09-10 2003-12-30 Exxonmobil Research And Engineering Company Electrical insulating oil with reduced gassing tendency

Also Published As

Publication number Publication date
FR2679246A1 (en) 1993-01-22
EP0594701A1 (en) 1994-05-04

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