US2361591A - Pentamethyl fluorobenzene - Google Patents
Pentamethyl fluorobenzene Download PDFInfo
- Publication number
- US2361591A US2361591A US244170A US24417038A US2361591A US 2361591 A US2361591 A US 2361591A US 244170 A US244170 A US 244170A US 24417038 A US24417038 A US 24417038A US 2361591 A US2361591 A US 2361591A
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- US
- United States
- Prior art keywords
- pentamethyl
- fluorobenzene
- dielectric
- uorobenzene
- employed
- 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
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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
- H01B3/24—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 containing halogen in the molecules, e.g. halogenated oils
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/269—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of only halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/13—Monocyclic aromatic halogenated hydrocarbons containing fluorine
-
- 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
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T29/00—Metal working
- Y10T29/43—Electric condenser making
- Y10T29/435—Solid dielectric type
Definitions
- This invention relates to a composition of matter, and more particularly to pentamethyl fluorobenzene.
- An object oi this invention is to reduce substantially the size of apparatus employed in electrical systems.
- Another object of this invention is to utilize in electrical apparatus a material having a high dielectric constant and desirable physical and electrical properties.
- pentamethyl fluorobenzene is employed as a dielectric, either alone or in conjunction with other dielectrics such as paper. It has a melting point of 59 C., which would insure its remaining in the solid state at the average temperature to which dielectrics are ordinarily subjected. It is chemically stable, does not undergo electrolytic changes, and does not decompose or break down under conditions of use in electrical apparatus.
- Pentamethyl fluorobenzene may be employed with other dielectrics which possess molecular rotation in the solid state, as disclosed in W. A. Yager Patent 2,319,838, issued May 25, 1943, and in the copendlng application of B. S. Biggs, S. O. Morgan and A. H. White, Serial No. 244,171, dated December 6, 1938.
- Pentamethyl uorobenzene is prepared by the methylation of iluorobenzene, fluorotoluene, or any of the various iluoro polymethyl benzenes, and iractionally distilling the product formed.
- the methylation is accomplished by employing methylating agents, such as methyl chloride in the presence of anhydrous aluminum chloride or a similarly functioning catalyst.
- Pentamethyl fluorobenzene boils at 238 C. Further purification of the product is obtained by recrystallization from a solvent, such as alcohol or petroleum ether. The product crystallizes in white plates, melting at 59 C.
- pentamethyl fluorobenzene is prepared by diazotizing pentamethyl aminobenzene in the presence of hydrouoric acid or through pyrolysis of the diazonium borofluoride.
- Pentamethyl iiuorobenzene may be employed in wave guides, such as that disclosed in U. S. 2,129,711, granted to G. C. Southworth on September 13, 1938, electrical condensers or any other environment in which a material having a high dielectric constant is desired.
- Fig. 1 is a perspective view of a condenser in which the dielectric is pentamethyl fiuorobenzene;
- Figs. 2 and 3 are cross-sectional views of capacitances including pentamethyl fluorobenzene as dielectric.
- Fig. 1 sheets of a porous dielectric II, such as paper, are impregnated with pentamethyl uorobenzene. Interposed between the sheets of the dielectric are a pair of conducting sheets I0. Both the dielectric and foils are wound in a wellknown manner to form a condenser. Two metallic strips I2 are electrically connected to the electrodes I0 to form the terminals of the condenser.
- the pentamethyl fluorobenzene may be a coating I4 on a metal foil I6 as shown in Figs. 2 and 3.
- a strip of another dielectric I5 may be positioned between the coatings I4 as shown in Fig. 2 and the coated foils piled alternately in a well-known manner to form a condenser.
- a method of preparing pentamethyl iiuorobenzene which comprises methylating a monofluorobenzene, fractionally distilling the products formed, and purifying by recrystallization the fraction obtained at approximately 238 C.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
oct. 31, 1944. B, s MGS 2 2,361,591
PENTAMETHYL FLUOROBENZENE Filed Dec. 6, 1938 PAPER IMPREGNATED w/TH PENTA/4E THrL FLUOROBENZENE /4 PENTAME'THYL FLUORDBENZENE /Nl/ENTOR B.$. B/GGS ATTORNEY Patented Oct. 31, 1944 PENTAMETHYL FLUOROBENZENE Burnard S. Biggs, Summit, N. J., assgnor to Bell Telephone Laboratories,
Incorporated, New
York, N. Y., a corporation of New York Application December 6, 1938, Serial No. 244,170
4 Claims.
This invention relates to a composition of matter, and more particularly to pentamethyl fluorobenzene.
In telephone exchanges, particularly in urban centers, space is at a premium and any substantial reduction in the size of apparatus is of paramount importance. Then, too, in mobile bodies, such as airplanes, weight and space are factors which dictate the reduction of communication apparatus employed therein to the minimum in size necessary for successful operation. In both telephone and communication systems condensers are used in relatively great numbers and any reduction in their size without appreciable diminution in their functional characteristics results in material economy.
An object oi this invention is to reduce substantially the size of apparatus employed in electrical systems.
Another object of this invention is to utilize in electrical apparatus a material having a high dielectric constant and desirable physical and electrical properties.
In accordance with this invention pentamethyl fluorobenzene is employed as a dielectric, either alone or in conjunction with other dielectrics such as paper. It has a melting point of 59 C., which would insure its remaining in the solid state at the average temperature to which dielectrics are ordinarily subjected. It is chemically stable, does not undergo electrolytic changes, and does not decompose or break down under conditions of use in electrical apparatus. Pentamethyl fluorobenzene may be employed with other dielectrics which possess molecular rotation in the solid state, as disclosed in W. A. Yager Patent 2,319,838, issued May 25, 1943, and in the copendlng application of B. S. Biggs, S. O. Morgan and A. H. White, Serial No. 244,171, iiled December 6, 1938.
It has a dielectric constant at 20 C. of 3.5 and at 195 C. of 2.8. Its dipole moment is 1.7 Debyes. It retains the high dielectric constant at high frequencies and at unusually low temperatures.
Pentamethyl uorobenzene is prepared by the methylation of iluorobenzene, fluorotoluene, or any of the various iluoro polymethyl benzenes, and iractionally distilling the product formed. The methylation is accomplished by employing methylating agents, such as methyl chloride in the presence of anhydrous aluminum chloride or a similarly functioning catalyst. Pentamethyl fluorobenzene boils at 238 C. Further purification of the product is obtained by recrystallization from a solvent, such as alcohol or petroleum ether. The product crystallizes in white plates, melting at 59 C.
Alternately pentamethyl fluorobenzene is prepared by diazotizing pentamethyl aminobenzene in the presence of hydrouoric acid or through pyrolysis of the diazonium borofluoride.
Pentamethyl iiuorobenzene may be employed in wave guides, such as that disclosed in U. S. 2,129,711, granted to G. C. Southworth on September 13, 1938, electrical condensers or any other environment in which a material having a high dielectric constant is desired.
The manner of utilizing pentamethyl uorobenzene in condensers is shown in the accompanying drawing in which:
Fig. 1 is a perspective view of a condenser in which the dielectric is pentamethyl fiuorobenzene;
Figs. 2 and 3 are cross-sectional views of capacitances including pentamethyl fluorobenzene as dielectric.
In Fig. 1 sheets of a porous dielectric II, such as paper, are impregnated with pentamethyl uorobenzene. Interposed between the sheets of the dielectric are a pair of conducting sheets I0. Both the dielectric and foils are wound in a wellknown manner to form a condenser. Two metallic strips I2 are electrically connected to the electrodes I0 to form the terminals of the condenser. Alternately the pentamethyl fluorobenzene may be a coating I4 on a metal foil I6 as shown in Figs. 2 and 3. A strip of another dielectric I5 may be positioned between the coatings I4 as shown in Fig. 2 and the coated foils piled alternately in a well-known manner to form a condenser.
What is claimed is:
1. Pentamethyl luorobenzene.
2. vThe method of preparing pentamethyl uorobenzene by methylating a mono-fluorobenzene.
3. A method of preparing pentamethyl iiuorobenzene which comprises methylating a monofluorobenzene, fractionally distilling the products formed, and purifying by recrystallization the fraction obtained at approximately 238 C.
4. The method ofpreparing pentamethyl uorobenzene which comprises treating parafluorotoluene with methyl chloride in the presence of aluminum chloride.
BURNARD S'. BIGGS.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US244170A US2361591A (en) | 1938-12-06 | 1938-12-06 | Pentamethyl fluorobenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US244170A US2361591A (en) | 1938-12-06 | 1938-12-06 | Pentamethyl fluorobenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2361591A true US2361591A (en) | 1944-10-31 |
Family
ID=22921644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US244170A Expired - Lifetime US2361591A (en) | 1938-12-06 | 1938-12-06 | Pentamethyl fluorobenzene |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2361591A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2563796A (en) * | 1948-05-26 | 1951-08-07 | Harshaw Chem Corp | Manufacture of aromatic diazonium fluorides and corresponding aromatic fluorides |
| US3232947A (en) * | 1961-09-18 | 1966-02-01 | Robert N Haszeldine | Preparation of fluorinated aryl halides |
-
1938
- 1938-12-06 US US244170A patent/US2361591A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2563796A (en) * | 1948-05-26 | 1951-08-07 | Harshaw Chem Corp | Manufacture of aromatic diazonium fluorides and corresponding aromatic fluorides |
| US3232947A (en) * | 1961-09-18 | 1966-02-01 | Robert N Haszeldine | Preparation of fluorinated aryl halides |
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