DE1618449C3 - Process for the production of moderate / and P - diisopropenylbenzene - Google Patents
Process for the production of moderate / and P - diisopropenylbenzeneInfo
- Publication number
- DE1618449C3 DE1618449C3 DE19671618449 DE1618449A DE1618449C3 DE 1618449 C3 DE1618449 C3 DE 1618449C3 DE 19671618449 DE19671618449 DE 19671618449 DE 1618449 A DE1618449 A DE 1618449A DE 1618449 C3 DE1618449 C3 DE 1618449C3
- Authority
- DE
- Germany
- Prior art keywords
- diisopropenylbenzene
- catalyst
- dicarbinols
- theory
- dicarbinol
- 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
Links
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
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/12—Silica and alumina
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
3 43 4
. . sind 96 % der Theorie. Der Gehalt an Diisopropenyl-. . are 96% of theory. The content of diisopropenyl
Beispiel 3 benzolen beträgt gemäß Gascfcromatogramm 97,3 %. Der Versuch wird wie im Beispiel 1 durchgeführt,Example 3 benzene is 97.3% according to the gas chromatogram. The experiment is carried out as in Example 1,
jedoch wird statt der p-Verbindung «^,»'yx'-Tetra- Beispiel 6
methyl-m-xylylendiol verwendet und die Versuchs- 5however, instead of the p-compound «^,» 'yx'-tetra- Example 6
methyl-m-xylylenediol used and the experimental 5
dauer auf IV2 Stunden erhöht. Man erhöh — bei 0,9 g Über 300,0 g Bimsstein werden bei 350 bis 4000Cduration increased to IV 2 hours. One Incr - 0.9 g About 300.0 g pumice be at 350 to 400 0 C.
Rückstand im Destillationskolben — 38,0 g m-Diiso- unter Normaldruck mehrere Kilogramm dampf-Residue in the distillation flask - 38.0 g m-diiso- several kilograms of steam under normal pressure
propenylbenzol mit einer gasenromatographischen förmiges Tetramethyl-p-xylylendiol in der bisherpropenylbenzene with a gas chromatographic form tetramethyl-p-xylylenediol in the previously
Reinheit von 96,3%. Ausbeute: 95% der Theorie. beschriebenen Weise übergeleitet. Durch ständige96.3% purity. Yield: 95% of theory. transferred in the manner described. Through constant
. . ίο Probenahme wird der Umsetzungsgrad bestimmt.. . ίο The degree of implementation is determined by taking samples.
Beispiel 4 Wenn Sauerstoff völlig ausgeschlossen ist, bleibt erExample 4 When oxygen is completely excluded, it stays
320,0 g Tetramethyl-p-xylylendiol werden mit Hilfe unter den gewählten Bedingungen konstant bei 90 bis320.0 g of tetramethyl-p-xylylene diol are kept constant at 90 to under the conditions chosen
einer Dosierapparatur in gleichbleibender Geschwin- 100%. Bei langsamem Eindringen von Sauerstoffa dosing device at a constant speed of 100%. With slow penetration of oxygen
digkeit (54g/Std.) bei 103 Torr einem Verdampfer verfärbt sich der Katalysator leicht braun und läßtspeed (54g / hour) at 103 Torr an evaporator, the catalyst discolored slightly brown and leaves
zugeführt und dann bei 3000C über 106,0 g Bimsstein 15 in seiner Aktivität nach. Wird er dann bei 500 bisfed and then at 300 0 C over 106.0 g of pumice stone 15 in its activity. He will then at 500 to
mit einer Korngröße von 0,6 bis 2,0 mm Durchmesser 6000C 2 bis 4 Stunden mit Luft begast, so kehrt mitwith a grain size of 0.6 to 2.0 mm diameter 600 0 C gassed with air for 2 to 4 hours, it returns with it
geleitet. Die Ausbeute an p-Diisopropenylbenzol dem ursprünglichen grauen Farbton auch die früheredirected. The yield of p-diisopropenylbenzene the original gray hue also the earlier
beträgt 252,0 g, das sind 96% der Theorie, gemäß Wirksamkeit zurück.is 252.0 g, that is 96% of theory, according to effectiveness.
Gaschromatogramm 99,40Z0Ig. Trotz der brennen Verfärbung Are KatalysatorsGas chromatogram 99.4 0 Z 0 Ig. Despite the burning discoloration are the catalytic converter
... 30 unter Sauerstoffeinfluß wird über längere Zeit hin nur... 30 under the influence of oxygen only becomes
Beispiel 5 eme unwesentliche Gewichtszunahme des KatalysatorsExample 5 eme insignificant weight increase of the catalyst
300,0 g eines Gemisches aus gleichen Teilen Tetra- von 2 bis 3 g festgestellt, entsprechend etwa 1 % des300.0 g of a mixture of equal parts Tetra from 2 to 3 g found, corresponding to about 1% of the
methyl-p- und Tetramethyl-m-xylylendiol werden wie durchgesetzten Diols. Somit sind auch beim Eindringenmethyl-p- and tetramethyl-m-xylylenediol are like enforced diols. Thus, even when penetrating
im Beispiel 4 umgesetzt. Man erhält 235 g eines von Sauerstoffspuren in die Apparatur keine großenimplemented in example 4. 235 g of no large traces of oxygen are obtained in the apparatus
Gemisches von m- und p-Diisopropenylbenzol, das 25 Substanzverluste zu befürchten.Mixture of m- and p-diisopropenylbenzene, the 25 substance losses to be feared.
Claims (1)
chenden Dicarbinole. Die Belastung des Katalysators kann in einemThe present invention relates to a 150 ° C to be carried out. If one works with processes for the production of m- or / and p-diiso normal pressure or overpressure, the temperature of propenylbenzene can be increased by dehydrating the corresponding 20 to about 500 0 C,
corresponding dicarbinols. The load on the catalyst can be in one
schlagen, wodurch dieser schon in kurzer Zeit seine Die Diisopropenylbenzole sind wertvolle Zwischen-From British patent specification 846 616 it can be varied over a wide range. Advantageously, it is known, m- and / or p-diisopropenylbenzene adjusted so that with a single throughput practically a complete conversion of the dicarbinol takes place with a single throughput, carbinol or a mixture of the corresponding 25. The purity of the reaction product is then so dicarbinols on an inorganic solid catalyst - the content of the crude product in diisosator at elevated temperature in a nitrogen stream and propenylbenzene can be up to about 99.9% - condensation of the resulting diisopropenyl - that the reaction product for many purposes benzene from the vapors removed to manufacture. can be used without further ado. As solid catalysts, γ-aluminum oxide 30 throughput results in incomplete conversion and thus, as well as silica gel, aluminum phosphate, boron phosphate, accumulation of unreacted dicarbinols in sodium phosphate and mixtures of these substances, crude product. This is called diisopropenylbenzene. The yields of diisopropenylbenzene can then, however, be about 80% of theory by distillation or extra. The remainder consists of polishing with solvents such as benzene, gasoline and merization products of diisopropenylbenzene, which separate petroleum ethers and the unreacted dicarbinol which is essentially deposited on the catalyst is returned to the process,
The diisopropenylbenzenes are valuable intermediate
Verbindungen sofort nach ihrer Entstehung mit B e i s d i e I 1From German patent specification 1186 047 it is their polymerization products, since they have two reaction-known, alkyl-substituted aryldimethylcarbinols in 4 »capable double bonds. They can hydrate in their boiling aqueous solution or suspension, especially as a crosslinking agent, from a linear, reactive mixture of an acidic dehydrating agent to polymeric substances containing de- double bonds, the isopropenylaryl formed being used.
Connections immediately after their formation with B eisdie I 1
Verfahren zur Herstellung von m-oder/und p-Diiso- 60 Beispiel2The subject of the present invention is an experiment 289.5 g.
Process for the production of m- or / and p-diiso- 60 Example2
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF0052831 | 1967-06-30 |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1618449A1 DE1618449A1 (en) | 1971-01-07 |
DE1618449B2 DE1618449B2 (en) | 1974-03-14 |
DE1618449C3 true DE1618449C3 (en) | 1974-10-10 |
Family
ID=7105775
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19671618449 Expired DE1618449C3 (en) | 1967-06-30 | 1967-06-30 | Process for the production of moderate / and P - diisopropenylbenzene |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1618449C3 (en) |
-
1967
- 1967-06-30 DE DE19671618449 patent/DE1618449C3/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1618449A1 (en) | 1971-01-07 |
DE1618449B2 (en) | 1974-03-14 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
E77 | Valid patent as to the heymanns-index 1977 | ||
EHV | Ceased/renunciation |