CH87961A - Process for chlorinating the fatty side chains of aromatic hydrocarbons. - Google Patents
Process for chlorinating the fatty side chains of aromatic hydrocarbons.Info
- Publication number
- CH87961A CH87961A CH87961DA CH87961A CH 87961 A CH87961 A CH 87961A CH 87961D A CH87961D A CH 87961DA CH 87961 A CH87961 A CH 87961A
- Authority
- CH
- Switzerland
- Prior art keywords
- side chains
- chlorinating
- aromatic hydrocarbons
- fatty side
- hydrocarbon
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 10
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
- A41D27/00—Details of garments or of their making
- A41D27/02—Linings
- A41D27/06—Stiffening-pieces
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zum Chlorieren der fetten Seitenketten aromatischer Kotilenwasserstoffe. Früher zu obengenanntem Zweck in Vor schlag gebrachte Kontaktverfahren litten an dem Übelstande, dass die Chlorierung zu einem guten Teil im Kern erfolgte.
Die vorliegende Erfindung betrifft, nun ein Verfahren zum Chlorieren aromatischer Kohlenwasserstoffe mit, einer oder mehre ren fetten Seitenketten, bei welchem die Chlorierung ausschliesslich' in den Seiten ketten stattfindet. Gemäss diesem Verfahren wird eine Mischung des Kohlenwasserstoff dampfes mit Chlorgas in Abwesenheit eines chemischen Katalyten bei einer den Siede punkt des Kohlenwasserstoffes übersteigen den Temperatur der Wirkung aktinischen, besonders ultravioletten Lichtes ausgesetzt.
Als Lichtquellen dienen hierbei vorzugs weise Quecksilberdampflampen mit Quarz- i-olir, und zwar, je, nach der Art des End produktes, welches erhalten werden soll. Niederdrucklampen oder Hochdrucklampen.
Unter der Einwirkung des von den er steren ausgestrahlten Lichtes entstehen fast nur Mono- und Dichlorderivate, praktisch bildet sich kein Tric.hlorid. Diese Lampen werden vorteilhafterweise unmittelbar in eine Leitung eingesetzt, durch welche man das Dampfgemisch streichen lässt. Die Tem peratur von ungefähr 1.30' C, bei welcher gewisse Niederdrucklampen arbeiten, ist im allgemeinen der Reaktion sehr förderlich.
Das Licht. der Hochdruck-Quecl:silber- dampflanipen clage\en bewirkt bei Gegen wart der- theoretisch erforderlichen Chlor menge fast, ausschliesslich die Bildung von Trichlorderivaten. In Anbetracht der unge fähr 500 " C betragenden Temperatur, bei welcher diese Lampen arbeiten, ist es rat sam, sie in Hüllen unterzubringen,
welche am besten aus geschmolzenem Quarz be stehen und in den Wänden der die Reak- lionskammer bildenden Leitung eingelas sen sind. Auf diese @@'eise ist die unmittel bare Berübrung zwischen Reaktionsgemisch und Lampen \vandung durch eine als Wärmeschutz wirkende Luftschicht verhin dert.
Das Verfahren lässt. sich unter atmosphä- rischem Druck ausführen, doch ist Über druck oder teilweises Vakuum der erfolg reichen Durchführung keineswegs hinder lich. Das Arbeiten unter anderem als Nor- mali- Truck kann unter Umständen durch die besondere Beschaffenheit der zur Verwen <U>dung</U> gelangenden Apparate nötig gemacht ,ver()en.
Las vorliegende Verfahren eignet sich besonders zur Chlorierung des T'oluols, so wie der xylole.
Process for chlorinating the fatty side chains of aromatic hydrocarbons. Contact methods previously proposed for the above-mentioned purpose suffered from the disadvantage that the chlorination took place to a large extent in the core.
The present invention relates to a process for chlorinating aromatic hydrocarbons with one or more fatty side chains, in which the chlorination takes place exclusively in the side chains. According to this method, a mixture of the hydrocarbon vapor with chlorine gas in the absence of a chemical catalyst at a temperature exceeding the boiling point of the hydrocarbon is exposed to the action of actinic, especially ultraviolet light.
The light sources used here are preferably mercury vapor lamps with quartz i-olir, depending on the type of end product that is to be obtained. Low pressure lamps or high pressure lamps.
Under the influence of the light emitted by the stere, almost only mono- and dichloro derivatives are formed, practically no tricloride is formed. These lamps are advantageously used directly in a line through which the vapor mixture can be passed. The temperature of about 1.30 'C, at which certain low pressure lamps operate, is generally very conducive to the reaction.
The light. The high-pressure Quecl: silver vapor flanipen clage \ en causes the theoretically required amount of chlorine to be present almost exclusively in the formation of trichloro derivatives. In view of the approximately 500 "C amounting temperature at which these lamps work, it is advisable to place them in cases,
which are best made of fused quartz and embedded in the walls of the conduit forming the reaction chamber. In this way, the direct contact between the reaction mixture and the lamp wall is prevented by a layer of air that acts as heat protection.
The procedure leaves. can be carried out under atmospheric pressure, but overpressure or partial vacuum is in no way a hindrance to successful implementation. Working as a normal truck, among other things, may be made necessary due to the special nature of the apparatus that is used.
The present process is particularly suitable for the chlorination of toluene, such as the xylenes.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1532017A GB123341A (en) | 1917-10-22 | 1917-10-22 | Process of Chlorinating the Side Chains of Aromatic Hydro-carbons. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH87961A true CH87961A (en) | 1921-01-17 |
Family
ID=32346735
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH87961D CH87961A (en) | 1917-10-22 | 1917-11-21 | Process for chlorinating the fatty side chains of aromatic hydrocarbons. |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH87961A (en) |
| FR (2) | FR487610A (en) |
| GB (1) | GB123341A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2642571A (en) * | 1951-05-31 | 1953-06-23 | Walter L Brown | Cold weather insulation garment and fabric |
-
0
- FR FR477610D patent/FR477610A/fr active Active
-
1917
- 1917-10-22 GB GB1532017A patent/GB123341A/en not_active Expired
- 1917-11-15 FR FR487610D patent/FR487610A/en not_active Expired
- 1917-11-21 CH CH87961D patent/CH87961A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR477610A (en) | |
| GB123341A (en) | 1919-02-27 |
| FR487610A (en) | 1918-07-17 |
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