EP0020458B1 - Isolation d'appareils electriques avec une huile synthetique de transformateur - Google Patents
Isolation d'appareils electriques avec une huile synthetique de transformateur Download PDFInfo
- Publication number
- EP0020458B1 EP0020458B1 EP19790901264 EP79901264A EP0020458B1 EP 0020458 B1 EP0020458 B1 EP 0020458B1 EP 19790901264 EP19790901264 EP 19790901264 EP 79901264 A EP79901264 A EP 79901264A EP 0020458 B1 EP0020458 B1 EP 0020458B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- synthetic hydrocarbon
- fire point
- oligomer
- accordance
- high fire
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
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Classifications
-
- 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
- H01B3/22—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 hydrocarbons
Definitions
- This invention relates to synthetic oils useful for the insulation of electrical apparatus and more particularly it relates to the preparation and use in electrical power transformers of novel mono- and dialkylates of an aromatic compound in which the alkylate portion is an oligomer of a four to 12 carbon alpha-olefin containing predominantly at least about 30 carbon atoms up to about 60 carbon atoms.
- a typical light mineral oil transformer fluid suitable for general transformer use has a fire point of about 160° to 165°C (ASTM D92) and a flash point of about 145° to 150°C (ASTM D92).
- Dimethyl silicone meets many of the requirements and is in current use, but it is nonbiodegradable and is considered to be much too expensive to capture a substantial portion of the requirements.
- U.S. Patent No. 4,082,866 several saturated hydrocarbon oils are described which have a number of desirable properties for power transformer use. However, they are also significantly deficient in other properties.
- the paraffinic oil disclosed in this patent desirably possesses a high fire point but undesirably it also possesses a high viscosity and high pour point while the naphthenic oil described in this patent possesses a suitable viscosity but has a low fire point and a high pour point.
- United States Patent No. 3600451 describes high molecular weight polybutene polymers which are alkylated upon a benzene ring to produce heat stable higher isoalkyl compounds, which compounds are useful as lubricants, hydraulic oils and heat transfer fluids.
- the fire point as determined by ASTM D92 is a critical property of a fire-resistant transformer fluid.
- the fire point represents that temperature of the fluid at which sustained combustion occurs when exposed to the atmosphere. It is preferred that the fire point of a transformer fluid intended for general use be at least about 275°C (527°F) for reasonable safety against the various hazards inherent with low flammable fluids and more preferably should be at least about 300°C (572°F) in order to meet current specifications for high fire point transformer fluids.
- Viscosity is a measure of the resistance of a fluid to flow. At the lower viscosities a transformer fluid possesses better internal fluid circulation and better heat removal. But reducing the overall carbon number of an oil to reduce its viscosity also tends to significantly reduce its fire point. Conversely, in attempting to increase the fire point by using higher carbon number oils generally results in the use of significantly more viscous oils.
- the superior insulating fluid possesses a low viscosity at all temperatures over a useful range while maintaining adequate protection against flammability.
- the superior insulating fluid also possesses a high viscosity index. In particular, it exhibits a low viscosity at elevated temperatures, such as at 100°C and higher in order to protect the transformer against the development of hot spots.
- An acceptable transformer fluid can possess a 98.9°C (210°F) viscosity as high as 20 mm 2 /S but it is preferred that a transformer fluid have a maximum 98.9°C (210°F) viscosity of about 15 mm 2 /S and that it have a viscosity index of at least about 110. It is most preferred that the transformer fluid have a maximum 98.9°C (210°F) viscosity of about 12 mm 2 /S.
- Pour point is also significant in the overall usefulness of the transformer fluid, particularly with regard to starting equipment in cold climates.
- a maximum pour point of -25°F (-31.7°C) is considered to be essential while a maximum of about -40°C (-40°F) is preferred for the transformer fluid.
- Pour point depressants are well known but their use in transformer fluids is not favored because of the possibility that these materials may decompose in service with time. Also even with the use of a pour point depressant, it may not be possible to achieve the desired pour point. Therefore, it is desired that the unmodified transformer fluid have an acceptable pour point.
- the tendency of a transformer fluid to form gas as determined by ASTM D2300B is another characteristic which is important in some specifications.
- ASTM D2300B The tendency of a transformer fluid to form gas as determined by ASTM D2300B is another characteristic which is important in some specifications.
- a 10,000 volt a.c. current is applied in two closely spaced electrodes, one being immersed in the transformer fluid under a hydrogen atmosphere.
- the amount of pressure elevation is an index of the amount of decomposition resulting from the electrical stress that is applied to the liquid.
- a pressure decrease, indicated by a negative pressure reading is indicative of a liquid which is stable under the corona forces and which is a net absorber of hydrogen.
- a novel, synthetic transformer fluid can be prepared which meets the electrical and physical requirements in an exemplary manner and which possesses substantially lower flammability than conventional mineral oil transformer fluids and is environmentally safe.
- this novel transformer fluid can be prepared by reacting an aromatic compound with an oligomer fraction obtained by the oligomerization of an alpha-olefin or a mixture of two or more oligomer fractions.
- the alpha-olefin oligomer which is useful in preparing the novel transformer insulating fluid will have at least about 30 carbon atoms per molecule up to about 60 carbon atoms per molecule and preferably will have between about 40 and about 50 carbon atoms per molecule.
- the alpha-olefin oligomer reactant can be prepared from 1-butene, 1-hexene, 1-octene, 1-decene and 1-dodecene or a mixture of two or more of these 1-olefins, with 1-decene preferably being the predominant or only alpha-olefin reactant.
- the oligomer reactant can be an oligomer mixture prepared from oligomer fractions prepared from different 1-olefins or mixtures of 1-olefins.
- the oligomerization reaction can be suitably effected with a boron trifluoride-containing catalyst in a manner well known in the art. Unreacted monomer and dimer are separated from the oligomer product mixture. In the case of 1-decene, the remainder is the trimer, tetramer, pentamer and generally a small amount of higher oligomers, primarily the hexamer, usually comprising no more than a few percent of this mixture.
- This oligomer mixture can be reacted with the aromatic compound without further separation or the trimer can be separated out by vacuum distillation and used separately. Due to difficulty in separation, the tetramer and pentamer of 1-decene are generally utilized as a mixture without separation.
- the alpha-olefin oligomer fraction or a mixture of these oligomer fractions is reacted with an aromatic compound, preferably an aromatic hydrocarbon.
- aromatic compounds include an aromatic hydrocarbon having from six to eight carbon atoms such as benzene, toluene, xylene and ethylbenzene and also include naphthalene, diphenyl ether, chlorobenzene, bromobenzene, and the like.
- the reaction is preferably carried out under conditions and proportions of reactants directed to the monoalkylation of the aromatic compound, although the dialkylated product can be prepared by using a substantial excess of the oligomer and this material is also useful as a transformer fluid hereunder.
- reaction product is a mixture of the mono- and dialkylate.
- Anhydrous aluminum trichloride is a suitable catalyst for preparing the novel insulating fluid.
- a reaction temperature of between about 15° and about 80°C, preferably between about 20° and about 40°C is suitable for the alkylation reaction.
- a small amount of water or hydrogen chloride gas must be added to the reactor. The water naturally present in non-dried reactants may be sufficient for this purpose.
- the 1-olefin oligomer compositions used in the following examples were prepared from 1-decene by the method described in U.S. Patent No. 4,045,507.
- the kinematic viscosities were determined by ASTM D445, the viscosity index by ASTM D2270, the pour point by ASTM D97, flash point and fire point by ASTM D92, the oxidation stability by ASTM D2440, the gassing tendency by ASTM D2300B, the power factor and dielectric constants by ASTM D924 and the dielectric strength by ASTM D877.
- a reaction between dried benzene and a dried 1-decene oligomer was carried out in a 114 litre (30 gallon), glass-lined, stirred tank reactor under a nitrogen atmosphere.
- the composition of the 1- decene oligomer was 6.5 weight percent trimer. 53.0 percent tetramer and 40.5 percent pentamer.
- a total of 29.83 kg of benzene, 557. g of anhydrous aluminum trichloride, 36.5 g of hydrogen chloride gas and 20.13 kg of the 1-decene oligomer were charged to the reactor.
- the temperature was maintained within the range of 21-23°C over a nine and one-half hour period.
- the catalyst which had settled out as a red, insoluble liquid, was deactivated and separated from the product.
- the product liquid was analyzed by NMR and it was determined that there was no unreacted olefin in the reactor and that the product was all monoalkylate.
- the product was distilled to remove excess benzene and lower boiling components. The bottom portion weighed 18.43 kg which was 89.9 percent of the total product giving a yield of 99.3 percent based on the 1-decene tetramer and higher portion of the feed.
- This oligomer-benzene product was analyzed and compared in Table I with a commercially available heavy paraffinic mineral oil and a silicone fluid used as a transformer fluid, technically polydimethylsiloxane but commonly called dimethyl silicone.
- the tetramer fraction had a 98.9°C (210°F) viscosity of 6.8 mm 2 /S, a viscosity index of 134, a pour point lower than -54°C (-65°F) and a fire point of 299°C (570°F) and analyzed 15.5 percent trimer, 63.7 percent tetramer, 16.1 percent pentamer and 4.7 percent hexamer.
- the temperature was raised to 80°C and maintained for two hours. After separating and washing the organic portion, it was stripped of light ends to a final pot temperature of 275°C at 0.133 kPa (1.0 mm Hg).
- the product weighed 611 g which was about 90 percent of theoretical.
- the product characteristics are set out in Table II.
- Example 2 was repeated at room temperature.
- the properties of the product are set out in Table II.
- Example 2 was repeated except that 920 g of toluene were used in place of the benzene.
- the product was acid washed and neutralized with base.
- a 639 g product was obtained after stripping off light ends to a final pot temperature of 300°C at 0.532 kPa (4.0 mm Hg).
- the results of the various tests are set out in Table II.
- a monoalkylate of benzene was made by reacting it with a trimer fraction of 1-decene. This trimer fraction analyzed 100 percent trimer by gas chromatograph. One grammol of this trimer fraction was reacted with 10 grammols of benzene using 0.1 grammol of aluminum trichloride at a maximum temperature of 40°C over a period of 24 hours. There was a 67 percent yield of the monoalkylate product based on the olefin. This product demonstrated a flash point of 268.3°C (515°F) and a fire point of 296.1 °C (565°F).
- Diphenyl was also reacted with the tetramer fraction described in Example 2. Two-thirds of a grammol of the tetramer fraction were reacted with two-thirds of a grammol of diphenyl using 0.13 grammol of aluminum trichloride at a maximum temperature of 25°C and a reaction time of 144 hours. There was a 70 percent yield of the diphenyl monoalkylate. It showed a flashpoint of 310°C (590°F), and a fire point of 329.4°C (625°F), and possessed a 98.9°C (210°F) viscosity of 19.72 mm 2 /S and a pour point of-34.4°C (-30°F).
- a 0.7 grammol of naphthalene was reacted with 0.7-grammol of the tetramer fraction described in Example 2 using 0.14 grammol of aluminum trichloride at a maximum temperature of 24°C and a reaction time of 24 hours.
- the monoalkylated reaction product was obtained in 76 percent yield. It possessed a 98.9°C (210°F) viscosity of 18.34 mm 2 /S and a pour point of -37.2°C (-35°F) and exhibited a flash point of 298.9°C (570°F) and a fire point of 323.9°C (615°F).
- a 0.34 grammol portion of the 100 percent trimer fraction was reacted with 0.34 grammol of diphenyl ether using 0.06 grammol of aluminum trichloride at a maximum reaction temperature of 28°C and a reaction time of 48 hours.
- the monoalkylate had a 98.9°C (210°F) viscosity of 18.4 mm 2 /S and a pour point of -37.2°C (-35°F) and demonstrated a flash point of 304.5°C (580°F) and a fire point of 326.7°C (620°F).
- Example 14 was repeated using 0.02 grammol of aluminum trichloride, a maximum temperature of 40°C and a 20 hour reaction period. The yield increased to 68 percent while the flash point and fire point remained the same.
- Example 15 was repeated except that bromobenzene replaced the chlorobenzene.
- the yield was 57 percent, the flash point was 290.5°C (555°F) and the fire point was 315.5°C (600°F).
- a 2.34 kg quantity of benzene was placed in a twelve-liter, three-necked round-bottom flask equipped with a magnetic stirrer. The system was purged with nitrogen and 40 g of anhydrous aluminum trichloride were added. A 1.77 kg quantity of the tetramer fraction as described in Example 2 was added dropwise over a 35 minute period. The temperature rose from 23°C to 45°C. After 24 hours the contents of the reactor were poured into three liters of water, were washed with dilute sodium hydroxide and dried over anhydrous sodium sulfate. Benzene and the light ends were removed to a maximum pot temperature of 328°C 0.226 kPa at (1.7 mm Hg). The product was 1.86 kg of a monoalkylate having a flash point of 285°C (545°F) and a fire point of 312.8°C (595°F).
- Example 17 was repeated. When the product was stripped of light ends at a maximum pot temperature of 324°C and 1.5 mm Hg, 1.745 kg of alkylate were obtained having a flash point of 285°C (545°F) and a fire point of 310°C (590°F).
- the products of Examples 17 and 18 were mixed and the resulting product exhibited a 98.9°C (210°F) viscosity of 10.6 mm 2 /S, a viscosity index of 115, a pour point of -45.6°C (-50°F), a flash point of 296.1 °C (565°F), a fire point of 312.8°C (595°F), a dielectric strength of 46 kV a power factor at 25°C of 0.003 and at 100°C of 0.70 and a gassing tendency of -4.0 mm 3 /min.
- the product yield for these two reactions was 100 percent based on the 1-decene oligomer fed to the reaction.
- the product was treated with a series of dilute hydrochloric acid, dilute sodium hydroxide and distilled water washings until it was neutral. It was dried and the excess benzene was removed and then stripped of the light ends, including any alkylate of the trimer present, at a pot temperature of 325°C. and a pressure of 0.186 kPa (1.4 mm Hg).
- Example 19 which involved a benzene to oligomer ratio of 5:1 while in Example 21 which used a benzene to oligomer ratio of 10:1, no oligomer was detected after one hour.
- a comparison of Examples 19 and 20 or 22 and 23 suggests that reactions are taking place after four hours of reaction time and that this additional reaction time is necessary to increase the fire point of the product.
- a comparison of Examples 19 with 22 and 20 with 23 indicates that insufficient aluminum trichloride catalyst also decreases the fire point of the product while a comparison of Examples 22 and 25 indicates that excess aluminum trichloride can produce the same fire point in a much shorter reaction time.
- the 1-decene oligomer described in Example 1 was reacted with toluene in a two litre reactor. Although the feed was undried, 1.8 g of hydrogen chloride was used to insure reaction. The other components comprised 731.4 g of toluene, 675 g of the 1-decene oligomer and 13.3 g of aluminum trichloride. The reactor was maintained at a temperature between 24° and 35°C for a period of 24 hours. The excess toluene and lower boiling components were distilled off. The product yield was determined to be 102 percent based on the 1-decene tetramer and higher portion of the feed.
- This product was found to have a 98.9°C (210°F) viscosity of 13.6 mm 2 /S, a 37.8°C (100°F) viscosity of 129.5 mm 2 /S, a viscosity index of 110, a pour point of -40°C, a flash point of 296.1 °C (565°F) and a fire point of 323.9°C (615°F). It was found to have a gassing tendency of - 7 . 4 mm 3 /min. The power factor at 25°C (77°F) was determined to be 0.005 and 0.100 at 100°C and the dielectric strength was found to be 0.30 kV.
- the polychlorinated biphenyls because of their excellent fire resistance together with their good electrical and physical properties have been the standard transformer fluid in applications where fire hazards are significant. But because of environmental and toxicological considerations, their use has recently been proscribed.
- the novel compositions of the present invention present no such problems. In these considerations they are essentially similar to mineral oil. They are considered to be toxicologically inactive and decompose by microbial action if accidentally or negligently released to the environment. Their decomposition products are water and carbon dioxide. In contrast, dimethyl silicone is regarded as nonbiodegradable but is not regarded to be toxicologically hazardous.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Lubricants (AREA)
- Organic Insulating Materials (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Claims (10)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US954923 | 1978-10-26 | ||
US05/954,923 US4238343A (en) | 1978-10-26 | 1978-10-26 | High fire point alkylaromatic insulating fluid |
US954924 | 1978-10-26 | ||
US05/954,924 US4211665A (en) | 1978-10-26 | 1978-10-26 | Electrical apparatus insulated with a high fire point synthetic alkylaromatic fluid |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0020458A1 EP0020458A1 (fr) | 1981-01-07 |
EP0020458A4 EP0020458A4 (fr) | 1981-02-12 |
EP0020458B1 true EP0020458B1 (fr) | 1983-08-03 |
Family
ID=27130359
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19790901264 Expired EP0020458B1 (fr) | 1978-10-26 | 1980-05-07 | Isolation d'appareils electriques avec une huile synthetique de transformateur |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0020458B1 (fr) |
JP (1) | JPS55500819A (fr) |
DE (1) | DE2966026D1 (fr) |
WO (1) | WO1980000894A1 (fr) |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2810770A (en) * | 1954-04-01 | 1957-10-22 | Sinclair Refining Co | Production of long chain alkyl substituted aromatic hydrocarbons |
US3036010A (en) * | 1958-07-01 | 1962-05-22 | Exxon Standard Sa | Non-gassing insulating oils |
GB946540A (en) * | 1959-04-30 | 1964-01-15 | British Insulated Callenders | Electrical insulating oils |
FR1243597A (fr) * | 1959-12-10 | 1960-10-14 | Progil | Perfectionnements à l'isolation de l'appareillage électrique |
US3104267A (en) * | 1960-09-12 | 1963-09-17 | Sun Oil Co | Preparing of long chain alkyl aromatic hydrocarbons |
FR1439356A (fr) * | 1964-05-14 | 1966-05-20 | Continental Oil Co | Hydrocarbures alkyl-aromatiques convenant pour la préparation de sulfonates solubles dans les huiles et procédé pour leur préparation |
US3410925A (en) * | 1964-05-14 | 1968-11-12 | Continental Oil Co | Dimerization of c3 to c18 olefins |
US3600451A (en) * | 1965-03-16 | 1971-08-17 | Cosden Oil & Chem Co | Polymer alkylation of aromatics |
DE1595394C3 (de) * | 1965-03-16 | 1973-10-04 | Cosden Oil & Chemical Co., Big Spring, Tex. (V.St.A.) | Flüssige Mischung auf der Basis hochmolekularer isoalkylierter aromatischer Kohlenwasserstoffe mit einem mittleren Molekulargewicht über 250 |
US3456027A (en) * | 1966-07-18 | 1969-07-15 | Standard Oil Co | Aromatic hydrocarbons alkylated with normal butene polymers and the method of preparing the same |
FR1525777A (fr) * | 1967-06-07 | 1968-05-17 | Isor S P A | Huiles isolantes pour câbles électriques et pour transformateurs |
US3812036A (en) * | 1972-10-02 | 1974-05-21 | Continental Oil Co | Preparation of synthetic hydrocarbon lubrication |
GB1449840A (en) * | 1973-10-08 | 1976-09-15 | British Petroleum Co | Alkylation process |
US4011166A (en) * | 1975-03-10 | 1977-03-08 | Bray Oil Company | Synthetic lubricant compositions |
US4013736A (en) * | 1975-07-16 | 1977-03-22 | Exxon Research And Engineering Company | Synthesis of low viscosity low pour point hydrocarbon lubricating oils |
-
1979
- 1979-09-12 JP JP50163379A patent/JPS55500819A/ja active Pending
- 1979-09-12 WO PCT/US1979/000733 patent/WO1980000894A1/fr unknown
- 1979-09-12 DE DE7979901264T patent/DE2966026D1/de not_active Expired
-
1980
- 1980-05-07 EP EP19790901264 patent/EP0020458B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
WO1980000894A1 (fr) | 1980-05-01 |
DE2966026D1 (en) | 1983-09-08 |
EP0020458A1 (fr) | 1981-01-07 |
JPS55500819A (fr) | 1980-10-23 |
EP0020458A4 (fr) | 1981-02-12 |
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