US1028938A - Process of producing divinyl. - Google Patents
Process of producing divinyl. Download PDFInfo
- Publication number
- US1028938A US1028938A US63720811A US1911637208A US1028938A US 1028938 A US1028938 A US 1028938A US 63720811 A US63720811 A US 63720811A US 1911637208 A US1911637208 A US 1911637208A US 1028938 A US1028938 A US 1028938A
- Authority
- US
- United States
- Prior art keywords
- divinyl
- parts
- germany
- producing divinyl
- producing
- 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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title description 9
- 238000000034 method Methods 0.000 title description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 16
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
- C07C11/173—Alkadienes with five carbon atoms
- C07C11/18—Isoprene
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/93—Process including synthesis of nonhydrocarbon intermediate
- Y10S585/933—N-containing
Definitions
- ammonium bases and it comprises a process chemists, citizens of the German Empire, residing at Elberfeld, Germany,'have in- Processes for Producing Divinyl, of which thejollowing is a specification.
- the present invention relates to improvements in this process, and more particularly in the step of decomposing the quaternary in which such decomposition is effected by means of alkalis, such as caustic soda.
- CH9.N(GH3)3C1 5, dnimcnaacl cm instead of CH Cl other halogen alkyls may be used, e.-g.,'-OH I,' etc.
- the process can also be carried out without ressure by slowly introducing, 16. g., the 5101-1 into the mixture I while stirring.
- NaOH other alkalis e. g-., KOH, Ba(OH) v Patented J line 11, 1912. 7 Application filed July 6, 1911. Serial No. 637,208.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Description
sn'rnsra'rnnr cr mes.
:e'nrrz HOFMANN AND CARL COUTELLE, or ELBERF LD, GERMANY, ASSIGNORS 'ro FABBENFABRIKEN VORM. FRIEDR. BAYER & 00., or ELBERFELD, GERMANY, A
CORPORATION OF GERMANY.
I rnocnss or rnonucme mvrmrn.
No Drawing.
To all whom it may concern:
i CARL 'COUTELLE, doctors of philosophy,
vented new and useful Improvements in.
ammonium bases, and it comprises a process chemists, citizens of the German Empire, residing at Elberfeld, Germany,'have in- Processes for Producing Divinyl, of which thejollowing is a specification.
In our application Ser. No. 541761, filed February 3,1910, we have described our new process of producingv divinyl (erythrene)v by complete alkylation of tetramethylenediamin and by decomposing the thus obtained quaternary ammonium bases.
The present invention-relates to improvements in this process, and more particularly in the step of decomposing the quaternary in which such decomposition is effected by means of alkalis, such as caustic soda.
In order to illustrate the new process more fully the following exam le is given, the parts being by weight':1 6 parts of tetramethylenediamin, 1160 parts of a 28 per cent. caustic soda lye and 700 parts of methylchlorid are heated in an autoclave for 6 hours to 7080. The mass of th reaction is mixed with 600 parts of a 2 per' cent. caustic soda lye and distilled. The distillate is most advantageously collected in a separatory funnel, which removes the aqueous trimethylamin. The gaseous divinyl is washed with diluted sulfuric acid and dried over calcium chlorid.
Specification of Letters Patent.
to the following formulae:
CH9.N(GH3)3C1 5, dnimcnaacl cm Instead of CH Cl other halogen alkyls may be used, e.-g.,'-OH I,' etc. The process can also be carried out without ressure by slowly introducing, 16. g., the 5101-1 into the mixture I while stirring. Instead of NaOH other alkalis, e. g-., KOH, Ba(OH) v Patented J line 11, 1912. 7 Application filed July 6, 1911. Serial No. 637,208. I
The process probably proceeds according
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63720811A US1028938A (en) | 1911-07-06 | 1911-07-06 | Process of producing divinyl. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63720811A US1028938A (en) | 1911-07-06 | 1911-07-06 | Process of producing divinyl. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1028938A true US1028938A (en) | 1912-06-11 |
Family
ID=3097231
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US63720811A Expired - Lifetime US1028938A (en) | 1911-07-06 | 1911-07-06 | Process of producing divinyl. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1028938A (en) |
-
1911
- 1911-07-06 US US63720811A patent/US1028938A/en not_active Expired - Lifetime
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