SU287919A1 - METHOD OF OBTAINING ALDEHYDES - Google Patents
METHOD OF OBTAINING ALDEHYDESInfo
- Publication number
- SU287919A1 SU287919A1 SU1296855A SU1296855A SU287919A1 SU 287919 A1 SU287919 A1 SU 287919A1 SU 1296855 A SU1296855 A SU 1296855A SU 1296855 A SU1296855 A SU 1296855A SU 287919 A1 SU287919 A1 SU 287919A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- aldehydes
- alcohol
- catalyst
- temperature
- dehydrogenation
- Prior art date
Links
- 150000001299 aldehydes Chemical class 0.000 title description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 238000006356 dehydrogenation reaction Methods 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-Heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- GYHFUZHODSMOHU-UHFFFAOYSA-N Nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N Undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N al2o3 Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000005039 chemical industry Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052904 quartz Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000012262 resinous product Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- -1 zinc-chromium Chemical compound 0.000 description 1
Description
Изобретение относитс к новому способу получени альдегидов.This invention relates to a new method for producing aldehydes.
Дегидрирование спиртов широко примен етс дл получени альдегидов в различных област х химической промышленности, в частности в производстве синтетических душистых веш:еств (высшие альдегиды).The dehydrogenation of alcohols is widely used for the production of aldehydes in various areas of the chemical industry, in particular in the production of synthetic fragrant substances (higher aldehydes).
Известный способ получени альдегидов парофазным дегидрированием спиртов на цинкхромовом катализаторе при температуре 340-450°С плох тем, что цинкхромовый катализатор достаточно активен в широком интервале температур, дегидрирование при температурах выше 400°С сопровождаетс побочными процессами, привод ш,ими к снижению выхода альдегидов и превраш,ению значительной части спирта (25-40%) в смолообразный продукт, который, попада в товарные альдегиды , ухудшает их качество.The known method of producing aldehydes by vapor-phase dehydrogenation of alcohols on a synchrome catalyst at a temperature of 340-450 ° C is bad because the synchrome catalyst is quite active in a wide temperature range, dehydrogenation at temperatures above 400 ° C is accompanied by side processes leading to low aldehyde yields and the conversion of a significant part of alcohol (25–40%) into a resinous product, which, falling into commercial aldehydes, impairs their quality.
С целью снижени температуры процесса и повышени его селективности, предложено вводить в цинкхромовый катализатор добавки окислов меди и алюмини и проводить парофазное дегидрирование спиртов в альдегиды при температуре 250-350°С и атмосферном или повышенном давлении.In order to reduce the process temperature and increase its selectivity, it has been proposed to add copper oxide and aluminum oxide additives to the zinc-chromium catalyst and conduct vapor-phase dehydrogenation of alcohols to aldehydes at a temperature of 250-350 ° C and atmospheric or elevated pressure.
Пример 1. Получение гептилового альдегида .Example 1. Getting heptyldehyde.
Через трубчатый кварцевый реактор, заполненный 50 мл катализатора, при атмосферном давлении и температуре 300-310°С пропускают н-гептиловый спирт со скоростью 1,33 . Получаемый продукт по данным хроматографии содержит 68% альдегида и 32% спирта.Through a tubular quartz reactor filled with 50 ml of catalyst, at atmospheric pressure and a temperature of 300-310 ° C, n-heptyl alcohol is passed at a rate of 1.33. The resulting product according to chromatography contains 68% aldehyde and 32% alcohol.
После ректификации получают фракцию,After rectification, a fraction is obtained,
содержащую 97-100% основного веществаcontaining 97-100% of the main substance
с 80% выходом альдегида (на прореагировавшпй спирт), и 12% высококип щего остатка.with an 80% yield of aldehyde (on the reacted alcohol), and 12% of a high boiling residue.
Дегидрирование можно проводить при температуре 250-400 С и объемной скорости 0,7-4 л сиирта/л катализатора-fac i. The dehydrogenation can be carried out at a temperature of 250-400 C and a space velocity of 0.7-4 liter of syirt / l of catalyst-fac i.
Пример 2. Получение нонилового альдегида .Example 2. Obtaining nonylaldehyde.
Как в примере 1, пропуска к-нониловый спирт, получают продукт, содержащий (в %): 73 альдегидов, 26 спирта и 1 углеводородов. После ректификации получают фракцию, содержащую 97-100% основного вещества с 80%-ным выходом альдегида на прореагировавший спирт, и 15% высококип щего остатка . 3 Пример 3. Получение ундецилового альдегида . Аналогично при пропускании н-ундецилового спирта получают продукт, содержащий 76% альдегидов и 24% спирта. После ректификацйи получают фракцию, содержащую 97-100% основного вещества с 86%-ным выходом альдегидов на прореагировавший спирт, и 11 % высококип щего остатка. 4 Предмет изобретени Способ получени альдегидов парофазным дегидрированием спиртов на катализаторе, содержащем цинк и хром, отличающийс тем, что, с целью повышени выхода и улучшени качества альдегидов, а катализатор ввод т окислы меди и алюмини и процесс провод т при температуре 250-350°С.As in example 1, passes K-nonyl alcohol, receive a product containing (in%): 73 aldehydes, 26 alcohol and 1 hydrocarbons. After rectification, a fraction containing 97-100% of the basic substance with an 80% yield of aldehyde on the alcohol reacted, and 15% of a high boiling residue is obtained. 3 Example 3. Preparation of undecyldehyde. Similarly, by passing n-undecyl alcohol, a product containing 76% aldehydes and 24% alcohol is obtained. After rectification, a fraction containing 97-100% of the basic substance is obtained with an 86% yield of aldehydes per reacted alcohol, and 11% of a high boiling residue. 4 Subject of the Invention A method for producing aldehydes by vapor phase dehydration of alcohols on a catalyst containing zinc and chromium, characterized in that, in order to increase the yield and improve the quality of aldehydes, the catalyst is injected oxides of copper and aluminum and the process is carried out at a temperature of 250-350 ° C .
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU287919A1 true SU287919A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4891446A (en) * | 1988-09-30 | 1990-01-02 | Shell Oil Company | Process for preparing aldehydes from alcohols |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4891446A (en) * | 1988-09-30 | 1990-01-02 | Shell Oil Company | Process for preparing aldehydes from alcohols |
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