US985528A - Producing acetylene tetrachlorid. - Google Patents
Producing acetylene tetrachlorid. Download PDFInfo
- Publication number
- US985528A US985528A US59307510A US1910593075A US985528A US 985528 A US985528 A US 985528A US 59307510 A US59307510 A US 59307510A US 1910593075 A US1910593075 A US 1910593075A US 985528 A US985528 A US 985528A
- Authority
- US
- United States
- Prior art keywords
- acetylene
- tetrachlorid
- chlorid
- reaction
- chlorin
- 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
- UAHKDGCHPIIACM-UHFFFAOYSA-N C#C.Cl.Cl.Cl.Cl Chemical compound C#C.Cl.Cl.Cl.Cl UAHKDGCHPIIACM-UHFFFAOYSA-N 0.000 title description 11
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 20
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 16
- 238000000034 method Methods 0.000 description 11
- SURLGNKAQXKNSP-DBLYXWCISA-N chlorin Chemical compound C\1=C/2\N/C(=C\C3=N/C(=C\C=4NC(/C=C\5/C=CC/1=N/5)=CC=4)/C=C3)/CC\2 SURLGNKAQXKNSP-DBLYXWCISA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012320 chlorinating reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Definitions
- MARTIN MUGDAN citizens of the German Empire, and residing at Nuremberg, German Empire, have invented certain new and useful Improvements in Producing Acetylene Tetrachlorid, of which the following is a specification.
- the present invention consists of a process for producin acetylene tetrachlorid.
- acetylene tetrachlorid is formed if acetylene and chlorin are allowed to re-act on chlorid of sulfur mixed with a suitable reaction facilitating agent, for instance, such as iron or iron compounds. In this manner tetraor hexachlorethane is formed according to the conditions under whichthe reaction is carried on.
- acetylene forms with the chlorid of sulfur inpresence of the catalyzer a compound in which chlorid of sulfur and acetylene are the chief components.
- Acetylene and chlorin react very readily, and the great difficulty heretofore has been to properly-control the reaction and at the same time allow it to proceed with smoothness and regularity. If the reaction is uncontrolled it readily goes too far, breaking up the acetylene molecule with deposition To procure the desired regularity and control of reaction the presence of ferric chlorid is highly advantageous. Heretofore it has been often considered necessary, as before mentioned, to employ an active chlorinating agent in lieu of employing only the direct action of chlorin introduced with the acetylene. We-havc found however that under suitable conditions acetylene tetrachlorid may also be obtained, if
- ferric chlorid alone is used to'efiect the reaction between the chlorin and acetylene, the presence of sulfur chlorid or other active supplemental chlorinating'agent being unnecessary. If chlorin and acetylene are fed into heated acetylene tetrachlorid mixed with anhydrous ferric chlorid, the whole being stirred the while, these gases, if introduced into the mixture in roper proportions, will be united approxlmately quantitatively forming acet lene tetrachlorid.
- the acetylene tetrachlorid may be easily separated out by distillation in a current of steam or by any other suitable means and will be obtained in a good quality.
- the ferric chlorid employed in the present process acts as a reaction-facilitating agent or true catalyzer. Being distributed throughout a body of diluent into which the acetylene and chlorin are introduced, the effect'of the ferric chlorid is to cause the formation of acetylene tetrachlorid to occur with regularity and smoothness.
- the ratio bet-ween the amount of ferric chlorid and of diluent in the present process can of course be readily controlled if necessary.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Description
of carbon.
UNITED STATES PATENT OFFICE.
ERICK HOEFER AND MARTIN MUGDAN, 0F NUREMBE RG, GERMAliTY.
PRODUCING ACEIYLENE TETRACHLORID.
No Drawing.
Patented Feb. as, 1911.
To all whom it may concern.-
MARTIN MUGDAN, citizens of the German Empire, and residing at Nuremberg, German Empire, have invented certain new and useful Improvements in Producing Acetylene Tetrachlorid, of which the following is a specification.
The present invention consists of a process for producin acetylene tetrachlorid.
As disclosed in German Patent 174068 (Salzbergwerk Neustassfurt) acetylene tetrachlorid is formed if acetylene and chlorin are allowed to re-act on chlorid of sulfur mixed with a suitable reaction facilitating agent, for instance, such as iron or iron compounds. In this manner tetraor hexachlorethane is formed according to the conditions under whichthe reaction is carried on.
In this process the employment of the chlorid of sulfur was regarded as indispensable for realizing the reaction; for as it is said in the above mentioned German patent,
acetylene forms with the chlorid of sulfur inpresence of the catalyzer a compound in which chlorid of sulfur and acetylene are the chief components.
There is no doubt, that working with chlorid of sulfur is extremely disagreeable, mainly, because, owing to the danger of explosion it is necessary to work with loosely closed or open apparatus. Moreover it is by no means easy to entirely eliminate the chlorid of sulfur. With this process it is-also diflicult to obtain a pure smelling and durable tetrachlorid of acetylene, while the tend ency of the product thus obtained to decompose rendered a special stabilizing process necessary (German Patent 18537et').-
Acetylene and chlorin react very readily, and the great difficulty heretofore has been to properly-control the reaction and at the same time allow it to proceed with smoothness and regularity. If the reaction is uncontrolled it readily goes too far, breaking up the acetylene molecule with deposition To procure the desired regularity and control of reaction the presence of ferric chlorid is highly advantageous. Heretofore it has been often considered necessary, as before mentioned, to employ an active chlorinating agent in lieu of employing only the direct action of chlorin introduced with the acetylene. We-havc found however that under suitable conditions acetylene tetrachlorid may also be obtained, if
ferric chlorid alone is used to'efiect the reaction between the chlorin and acetylene, the presence of sulfur chlorid or other active supplemental chlorinating'agent being unnecessary. If chlorin and acetylene are fed into heated acetylene tetrachlorid mixed with anhydrous ferric chlorid, the whole being stirred the while, these gases, if introduced into the mixture in roper proportions, will be united approxlmately quantitatively forming acet lene tetrachlorid. The acetylene tetrachlorid may be easily separated out by distillation in a current of steam or by any other suitable means and will be obtained in a good quality.
' The ferric chlorid employed in the present process acts as a reaction-facilitating agent or true catalyzer. Being distributed throughout a body of diluent into which the acetylene and chlorin are introduced, the effect'of the ferric chlorid is to cause the formation of acetylene tetrachlorid to occur with regularity and smoothness. The ratio bet-ween the amount of ferric chlorid and of diluent in the present process can of course be readily controlled if necessary. Furthermore, by causing the reaction to occur in a relatively large volume of anon-reacting medium or diluent, the heat of the reaction is distributed throughouta large mass and is readily dissipated and controlled, thus effectually precluding local overheating and consequent violence of reaction. The reaction therefore proceeds moderately and yet, by reason of the presence of the ferric chlorid, with greatsmoothness and continuity.
. We claim as our invention:
1. The process of producing acetylene tet rachlorid which comprises introducing acetylene and chlorin into a mixture of a nonreacting liquid diluent with ferric chlorid.
2. The process of producing acetylene tetrachlorid which comprises introducing acetylene and chlorin into a mixture of acetylene tetrachlorid and ferric chlorid.
3. The process of producing acetylene tetrachlorid which comprises mixing anhydrous ferric chlorid with acetylene tetrachlorid and passing acetylene and chlorin into the mixture.
4. The process of producing acetylene tetrachlorid which comprises passing acetylene and chlorin in reactlng proportions into a relatively large volume of a mixture of acetylene tetrachlorid with ferric chlorid.
5. The process of producing acetylene tetrnchlorid which comprises passing acetylene stirring, and separating acetylene tetrachlouml chlorm 1n reacting proportions into a rld hy distlllatlon.
relatively large volume of a mixture of acet- In testimony whereof we aflix our signa ylene tetruchlorid with ferric ClIlOIlfl, arlid tures in presence of two Witnesses. 5 stirring the mixture while, introducing t 1e reacting imlterials. (S. The process of producing acetylene tetrnchlorid which comprises mixing ferric Witnesses: rhlorid with acetylene tetmelilorid, passing l LUDWIG SEMMIGER,
10 acetylene and ehlorin into the mixture While ADAM Kniouri.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59307510A US985528A (en) | 1910-11-18 | 1910-11-18 | Producing acetylene tetrachlorid. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59307510A US985528A (en) | 1910-11-18 | 1910-11-18 | Producing acetylene tetrachlorid. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US985528A true US985528A (en) | 1911-02-28 |
Family
ID=3053872
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US59307510A Expired - Lifetime US985528A (en) | 1910-11-18 | 1910-11-18 | Producing acetylene tetrachlorid. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US985528A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443183A (en) * | 1944-11-30 | 1948-06-15 | Du Pont | Process for chlorination of ethanol |
| US2444661A (en) * | 1946-02-09 | 1948-07-06 | Hooker Electrochemical Co | Processes for production of acetylene tetrachloride |
| US2547139A (en) * | 1946-03-08 | 1951-04-03 | Randall Merle | Chlorination of hydrocarbons |
| US2894045A (en) * | 1957-04-25 | 1959-07-07 | Du Pont | Production of chlorinated ethylene |
-
1910
- 1910-11-18 US US59307510A patent/US985528A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443183A (en) * | 1944-11-30 | 1948-06-15 | Du Pont | Process for chlorination of ethanol |
| US2444661A (en) * | 1946-02-09 | 1948-07-06 | Hooker Electrochemical Co | Processes for production of acetylene tetrachloride |
| US2547139A (en) * | 1946-03-08 | 1951-04-03 | Randall Merle | Chlorination of hydrocarbons |
| US2894045A (en) * | 1957-04-25 | 1959-07-07 | Du Pont | Production of chlorinated ethylene |
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