US1026691A - Process of producing isoprene. - Google Patents
Process of producing isoprene. Download PDFInfo
- Publication number
- US1026691A US1026691A US60944411A US1911609444A US1026691A US 1026691 A US1026691 A US 1026691A US 60944411 A US60944411 A US 60944411A US 1911609444 A US1911609444 A US 1911609444A US 1026691 A US1026691 A US 1026691A
- Authority
- US
- United States
- Prior art keywords
- producing isoprene
- isoprene
- isopropenylmethylcarbinol
- germany
- elberfeld
- 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
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title description 12
- 238000000034 method Methods 0.000 title description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 7
- JEYLKNVLTAPJAF-UHFFFAOYSA-N xi-3-Methyl-3-buten-2-ol Chemical compound CC(O)C(C)=C JEYLKNVLTAPJAF-UHFFFAOYSA-N 0.000 description 5
- JTNCEQNHURODLX-UHFFFAOYSA-N 2-phenylethanimidamide Chemical compound NC(=N)CC1=CC=CC=C1 JTNCEQNHURODLX-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
Definitions
- isopropenylmethy1-- chlorid anhydrous oxalic acid, etc.
- the isopropenylmethylcarbinol can be obtained by' heating the ammonium base obtained from 3-methyl-2-oxy-butyldimethylamin:
- Example 1 1 part of isopropenylmethylcarbinol is heated with 10 part-s of anhydrous oxalic acid in an oil bath to 130150 (1., the isoprene is then condensed in a cooled tube and purified by a fractional distillation.
- Example 2 Isopropenylmethylcarbinol is conducted into a porcelain tube which is Patented May 21, 1912,
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
i No Drawing.
UNITED STAT S PATENT OFFICE.
GEORG MERLING AND HUGO KiJ HLER, 0F ELBERFELD, GERMANY, ASSIGNORS T0 FARIBENFABRIKEN VORM. FRIEDR. BAYER & 00.,
CORPORATION OF GERMANY.
OF ELBERFELD, GERMANY, A
EROCESS OF PRODUCING ISOPRENE.
Specification of Letters Patent.
Application filed February 18, 1911. Serial No. 609,444.
To all whom it may concern:
Be it known that we, GEORG MERLING and HUoo KoHLnn, doctors of philosophy, chemists, citizens of the German Empire, residing at Elberfeld, Germany, have invented new and useful Improvements in New Process'es of Producing Isoprene, of which the following'is a specification.
We have found that isopropenylmethy1-- chlorid, anhydrous oxalic acid, etc. The isopropenylmethylcarbinol can be obtained by' heating the ammonium base obtained from 3-methyl-2-oxy-butyldimethylamin:
In order to illustrate the new process more fully the following examples are given, the parts being by weight:
Example 1: 1 part of isopropenylmethylcarbinol is heated with 10 part-s of anhydrous oxalic acid in an oil bath to 130150 (1., the isoprene is then condensed in a cooled tube and purified by a fractional distillation.
Example 2: Isopropenylmethylcarbinol is conducted into a porcelain tube which is Patented May 21, 1912,
heated to 130 to 150 C. and which is filled with potassium bisulfate or with native aluminium sesquioxid. The isoprene thus obtained is then condensed and purified as described in Example 1.
We claim t 1. The herein described process for producing isoprene, whichprocess consists in treating isopropenylmethylcarbinol with a dehydrating agent, substantially as described.
2. The herein described process forproducing isoprene, which process consists in treating isopropenylmethylcarbinol with oxalic acid, substantially as described.
In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.
GEORG MERLING. [L. s.] HUGO KGHLER. [L. s.]
'Witnesses:
CHAS. J WRIGHT, ALFRED HENKEL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60944411A US1026691A (en) | 1911-02-18 | 1911-02-18 | Process of producing isoprene. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60944411A US1026691A (en) | 1911-02-18 | 1911-02-18 | Process of producing isoprene. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1026691A true US1026691A (en) | 1912-05-21 |
Family
ID=3094985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US60944411A Expired - Lifetime US1026691A (en) | 1911-02-18 | 1911-02-18 | Process of producing isoprene. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1026691A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2967897A (en) * | 1957-11-13 | 1961-01-10 | Monsanto Chemicals | Isoprene preparation |
| US3009005A (en) * | 1959-06-12 | 1961-11-14 | Scient Desing Company Inc | Chemical process |
-
1911
- 1911-02-18 US US60944411A patent/US1026691A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2967897A (en) * | 1957-11-13 | 1961-01-10 | Monsanto Chemicals | Isoprene preparation |
| US3009005A (en) * | 1959-06-12 | 1961-11-14 | Scient Desing Company Inc | Chemical process |
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