US3925222A - Electrical insulation oil - Google Patents
Electrical insulation oil Download PDFInfo
- Publication number
- US3925222A US3925222A US510224A US51022474A US3925222A US 3925222 A US3925222 A US 3925222A US 510224 A US510224 A US 510224A US 51022474 A US51022474 A US 51022474A US 3925222 A US3925222 A US 3925222A
- Authority
- US
- United States
- Prior art keywords
- alkyl
- pyrene
- mixture
- oil
- fluoranthene
- 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 - Lifetime
Links
- 238000010292 electrical insulation Methods 0.000 title abstract description 4
- -1 alkyl fluoranthenes Chemical class 0.000 claims abstract description 24
- 229920002545 silicone oil Polymers 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims description 27
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 6
- BBEAQIROQSPTKN-UHFFFAOYSA-N antipyrene Natural products C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 claims description 6
- 230000000996 additive effect Effects 0.000 claims description 5
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims description 4
- 150000002219 fluoranthenes Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 5
- 150000003220 pyrenes Chemical class 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 17
- 230000015556 catabolic process Effects 0.000 description 10
- MSYRKNADCLYPAU-UHFFFAOYSA-N 1-propylfluoranthene Chemical compound C1=CC=C2C3=CC=CC=C3C3=C2C1=CC=C3CCC MSYRKNADCLYPAU-UHFFFAOYSA-N 0.000 description 6
- HIOZPFGGCXEPAP-UHFFFAOYSA-N 1-propylpyrene Chemical compound C1=C2C(CCC)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 HIOZPFGGCXEPAP-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- ZWAMZDRREBOHIO-UHFFFAOYSA-N 1-ethylpyrene Chemical compound C1=C2C(CC)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 ZWAMZDRREBOHIO-UHFFFAOYSA-N 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000011369 resultant mixture Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZSTTZZQYUDBUTF-UHFFFAOYSA-N 1,2,3,4-tetrapropylpyrene Chemical compound CCCC1=C(CCC)C(CCC)=C2C(CCC)=CC3=CC=CC4=CC=C1C2=C34 ZSTTZZQYUDBUTF-UHFFFAOYSA-N 0.000 description 2
- YYHQDLFIPVKCQL-UHFFFAOYSA-N 1,2,3-tripropylpyrene Chemical compound C1=CC=C2C=CC3=C(CCC)C(CCC)=C(CCC)C4=CC=C1C2=C43 YYHQDLFIPVKCQL-UHFFFAOYSA-N 0.000 description 2
- KBSPJIWZDWBDGM-UHFFFAOYSA-N 1-Methylpyrene Chemical compound C1=C2C(C)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 KBSPJIWZDWBDGM-UHFFFAOYSA-N 0.000 description 2
- UFOTZLIYHMGVAV-UHFFFAOYSA-N 1-butylpyrene Chemical compound C1=C2C(CCCC)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 UFOTZLIYHMGVAV-UHFFFAOYSA-N 0.000 description 2
- AQRHMUGYCXWAKT-UHFFFAOYSA-N 1-ethylfluoranthene Chemical compound C1=CC=C2C3=CC=CC=C3C3=C2C1=CC=C3CC AQRHMUGYCXWAKT-UHFFFAOYSA-N 0.000 description 2
- USXMMDRPRNSDOA-UHFFFAOYSA-N 2,7-dipropylpyrene Chemical compound C(CC)C=1C=C2C=CC3=CC(=CC4=CC=C(C=1)C2=C43)CCC USXMMDRPRNSDOA-UHFFFAOYSA-N 0.000 description 2
- IUYLAWYVXDQKEM-UHFFFAOYSA-N 4-propylpyrene Chemical compound CCCc1cc2cccc3ccc4cccc1c4c23 IUYLAWYVXDQKEM-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- UNNNUQHJOJFGCW-UHFFFAOYSA-N 1-butylfluoranthene Chemical compound C1=CC=C2C3=CC=CC=C3C3=C2C1=CC=C3CCCC UNNNUQHJOJFGCW-UHFFFAOYSA-N 0.000 description 1
- XTJQJDCUHJRGCX-UHFFFAOYSA-N 1-methylfluoranthene Chemical compound C1=CC=C2C3=CC=CC=C3C3=C2C1=CC=C3C XTJQJDCUHJRGCX-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
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
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/46—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes silicones
- H01B3/465—Silicone oils
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/06—Well-defined aromatic compounds
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/02—Unspecified siloxanes; Silicones
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
Definitions
- An electric insulating oil having excellent electrical insulation properties is obtained by incorporating in silicone oil at least one member selected from the group consisting of alkyl fluoranthenes of the generic formula I e w and alkyl pyrenes of the generic formula wherein, R denotes an alkyl group having from one to four carbon atoms and x denotes an integer having a value of from 1 to 4, and when x is an integer of 2 or more, R may be the same or different.
- This invention relates to an electric insulating oil of 5 the type used, in oil-immersed electric apparatus such as. for example, oilimmersed power cables and transformers.
- Silicone oil is superior to mineral oil in terms of thermal resistivity and nonflammability but is inferior to mineral oil in dielectric breakdown voltage strength as shown in the following table. For this reason, the silicone oil does not, of itself, a fully satisfactory electric insulating oil.
- silicone oil In order for silicone oil to be used effectively as an electric insulating oil, therefore, it is desirable that the silicone oil be improved in terms of dielectric breakdown voltage strength.
- the present invention adds to the silicone oil at least one member selected from the group consisting of alkyl fluoranthenes of the generic formula and alkyl pyrenes of the generic formula wherein, R denotes an alkyl group having from one to four carbon atoms and x denotes an integer having a value of from 1 to 4, and when x is an integer of 2 or more, R may be same or different.
- alkyl fluoranthenes which are used in the present invention are those represented by the generic formula:
- R denotes an alkyl group having from one to four carbon atoms and x denotes an integer having a value of from 1 to 4, and when Such is an integer of 2 or more, R may be same or different.
- these alkyl fluoranthenes have at least one alkyl group selected from the group consisting of methyl, ethyl, propyl and butyl attached at random positions in the fluoranthene nucleus.
- alkyl fluoranthenes can easily be obtained by isolation from coal tar and petroleum fractions which are rich in polycyclic aromatic hydrocarbons or by alkylating fluoranthenes with a lower olefin having up to four carbon atoms in the presence of a Friedel-Crafts type catalyst such as aluminum chloride or a solid acid catalyst such as silica-alumina.
- a Friedel-Crafts type catalyst such as aluminum chloride or a solid acid catalyst such as silica-alumina.
- an alkyl fluoranthene has mahy isomers.
- a selected alkyl fluoranthene need not be in single isomeric form but may be in the form of a mixture of isomers.
- alkyl pyrenes which are used in the present invention are those represented by the generic fonnula:
- the present invention incorporates into the silicone oil of at least one compound selected from the group consisting of alkyl fluoranthenes pound will not homogeneously mix with the silicone oil, almost regardless of the particular kind of silicone oil used.
- EXAMPLE l Various alkyl fluoranthenes and alkyl pyrenes were added, individually and in the form of mixtures, in the percentages shown in Table l to dimethyl polysi- Ioxane (KF-96-l0 made by The Shin-Etsu Chemical Industry Co., Ltd.) and the resultant mixtures were tested for dielectric breakdown strength. The results and alkyl pyrenes of the types described above. The 15 are shown in Table l.
- the additives of the present invention provide the silicone oil with improved dielectric breakdown voltage strength without impairing the outstanding dielectric properties, thermal resistivity and nonflammability inherent to silicone oils.
- the electric insulating oil of the present inven- Rx tion possesses the highly desirable properties described 0 above, it is especially useful for insulation of high-volt age electric apparatus. It may also be combined with a plastic material to form composite insulating material, having utility as insulation for high-voltage oil-filled power cables.
- An electric insulating oil comprising a silicone oil and 0.ll0.0% by weight of at least one additive sewherein, R denotes an alkyl group having from 1 to 4 lected from the group consisting of alkyl fluoranthenes carbon atoms and x is an integer of from 1 to 4, and of the general formula when x is an integer of 2 or more, R may be same or different.
- R denotes an alkyl group having from 1 to 4 lected from the group consisting of alkyl fluoranthenes carbon atoms and x is an integer of from 1 to 4, and of the general formula when x is an integer of 2 or more, R may be same or different.
- RX 3 The electric insulating oil of claim 1, wherein said 6 alkyl pyrene is present in the form of a mixture of iso- ITiEI'S.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Insulating Materials (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11186973A JPS5138078B2 (enrdf_load_stackoverflow) | 1973-10-04 | 1973-10-04 | |
| JP12766973A JPS5138920B2 (enrdf_load_stackoverflow) | 1973-11-15 | 1973-11-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3925222A true US3925222A (en) | 1975-12-09 |
Family
ID=26451168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US510224A Expired - Lifetime US3925222A (en) | 1973-10-04 | 1974-09-30 | Electrical insulation oil |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3925222A (enrdf_load_stackoverflow) |
| BE (1) | BE820482A (enrdf_load_stackoverflow) |
| CA (1) | CA1033568A (enrdf_load_stackoverflow) |
| DE (1) | DE2446591B2 (enrdf_load_stackoverflow) |
| FR (1) | FR2246628B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1431527A (enrdf_load_stackoverflow) |
| NL (1) | NL153259B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1151556B (it) * | 1982-04-30 | 1986-12-24 | Pirelli Cavi Spa | Cavo elettrico impregnato con fluido isolante |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2340644A (en) * | 1942-03-31 | 1944-02-01 | Gen Electric | Solid dielectric |
-
1974
- 1974-09-27 BE BE149021A patent/BE820482A/xx not_active IP Right Cessation
- 1974-09-30 US US510224A patent/US3925222A/en not_active Expired - Lifetime
- 1974-09-30 DE DE19742446591 patent/DE2446591B2/de active Granted
- 1974-10-02 GB GB4284674A patent/GB1431527A/en not_active Expired
- 1974-10-03 NL NL747413059A patent/NL153259B/xx not_active IP Right Cessation
- 1974-10-03 CA CA210,696A patent/CA1033568A/en not_active Expired
- 1974-10-04 FR FR7433551A patent/FR2246628B1/fr not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2340644A (en) * | 1942-03-31 | 1944-02-01 | Gen Electric | Solid dielectric |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2446591B2 (de) | 1976-11-04 |
| GB1431527A (en) | 1976-04-07 |
| FR2246628B1 (enrdf_load_stackoverflow) | 1978-06-09 |
| FR2246628A1 (enrdf_load_stackoverflow) | 1975-05-02 |
| CA1033568A (en) | 1978-06-27 |
| DE2446591A1 (de) | 1975-04-24 |
| NL153259B (nl) | 1977-05-16 |
| NL7413059A (nl) | 1975-04-08 |
| BE820482A (fr) | 1975-01-16 |
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