SU432123A1 - METHOD OF OBTAINING ETHYL-FENOL VN T B - 1:, - '* * *. Г'> & ^ u'i '.':.! - Google Patents
METHOD OF OBTAINING ETHYL-FENOL VN T B - 1:, - '* * *. Г'> & ^ u'i '.':.!Info
- Publication number
- SU432123A1 SU432123A1 SU1775698A SU1775698A SU432123A1 SU 432123 A1 SU432123 A1 SU 432123A1 SU 1775698 A SU1775698 A SU 1775698A SU 1775698 A SU1775698 A SU 1775698A SU 432123 A1 SU432123 A1 SU 432123A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ethylphenols
- ethylphenol
- catalyst
- yield
- catalyzate
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 12
- IXQGCWUGDFDQMF-UHFFFAOYSA-N 2-Ethylphenol Chemical class CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 14
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical class CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
1one
Изобретение относитс к способу получени этилфенолов, примен емых в производстве флотореагентов, лекарственных веществ и др. химических продуктов.The invention relates to a process for the preparation of ethylphenols used in the manufacture of flotation reagents, medicinal substances and other chemical products.
Известен способ получени этилфенолов путем изомеризации фенетола при нагревании (150-200°) в присутствии кислотного катализатора , например Р205.A known method of producing ethylphenols by isomerizing phenetol by heating (150-200 °) in the presence of an acid catalyst, for example P205.
Выход этилфенолов обычно не превышает 50-60% от теоретического.The yield of ethylphenols usually does not exceed 50-60% of theoretical.
С целью повышени выхода этилфенолов в качестве катализатора процесса изомеризации предложено примен ть алюмосиликатный катализатор и проводить процесс при 225- 250°С. Можно также вести процесс в присутствии водорода при 300-325°С.In order to increase the yield of ethylphenols, it has been proposed to use an aluminosilicate catalyst as a catalyst for the isomerization process and carry out the process at 225-250 ° C. You can also conduct the process in the presence of hydrogen at 300-325 ° C.
По предлагаемому способу фенетол пропускают через слой алюмосиликатного катализатора при указанных температурах в токе водорода или без него. Катализат на выходе из реактора раздел ют известными приемами и получают этилфенолы с выходом 75-80% от теоретического.The proposed method phenetol is passed through a layer of aluminosilicate catalyst at the indicated temperatures in a stream of hydrogen or without it. The catalyst at the outlet of the reactor is separated by known methods and ethylphenols are obtained with a yield of 75-80% of the theoretical.
Пример 1. В кварцевую трубку помещают 33,6 г шарикового алюмосиликатного катализатора (содержание 10% и Si02 90%) между сло ми измельченного кварца толщиной 6 см и при нагревании в трубчатой печи до 225°, через слой катализатора пропускаютExample 1. In a quartz tube, 33.6 g of a ball-type aluminosilicate catalyst (content 10% and Si02 90%) are placed between the layers of crushed quartz with a thickness of 6 cm and when heated in a tube furnace to 225 °, the catalyst is passed through
фенетол со скоростью 4 мл/час. Выход жидкого катализата 91,7%. По данным хроматографического анализа катализат содержит (вес. %): 30,5 о, 20,4 м и 0,8 п-этилфенолов, 3,3% непрореагировавшего фенетола п 25% веществ неустановленного состава.fenetol with a speed of 4 ml / hour. The yield of liquid catalyzate 91,7%. According to the chromatographic analysis, catalyzate contains (wt.%): 30.5 o, 20.4 m and 0.8 p-ethylphenols, 3.3% unreacted phenetol and 25% of substances of unknown composition.
Пример 2. Опыт провод т, как описано в примере 1, при 250°С. Выход жидкого катализата 85,5%. Состав катализата (вес. %):Example 2. The experiment was carried out as described in example 1 at 250 ° C. The yield of liquid catalyzate 85,5%. The composition of catalyzate (wt.%):
о-этилфенол 30,4, .м-этилфенол 17,8, л-этилфенол 26,6 (всего этилфенолов 74,8), фенетол 0,0 и вещества неустановленного состава - 25,2.o-ethylphenol 30.4, m-ethylphenol 17.8, l-ethylphenol 26.6 (total ethylphenols 74.8), phenetol 0.0 and substances of unknown composition - 25.2.
Пример 3. Опыт провод т, как описаноExample 3. The experiment was carried out as described.
в примере 1, при 300°С в токе водорода (0,6 л/час). Выход жидкого катализата 90,0%. Состав катализата (вес. %): о-этилфенол 38,4, ..и-этилфенол 25,6, п-этилфенол 14,0 (всего этилфенолов 78,0), фенетол 4,8 и вещества неустановленного состава 17,2.in example 1, at 300 ° C in a stream of hydrogen (0.6 l / h). The yield of liquid catalyzate 90,0%. The composition of the catalyzate (wt.%): O-ethylphenol 38.4, .. and-ethylphenol 25.6, p-ethylphenol 14.0 (total ethylphenols 78.0), phenetol 4.8 and substances of unknown composition 17.2.
Пример 4. Опыт провод т, как описано в примере 3, при 325°. Выход жидкого катализата 88,0%. Состав катализата (вес. %): о-этилфенол 42,5, и4-этилфенол 27,0, п-этилфенол 8,4 (всего этилфенолов 77,9), фенетол - 2,2 и вещества неустановленного состава - 19,9. 0-, м- и п-этилфенолы раздел ют ступенчатым вымораживанием. 3 Предмет изобретени 1. Способ получени этилфенолов путем изомеризации фенетола при нагревании в присутствии кислотного катализатора с последу-5 ющим выделением целевых продуктов известными приемами, отличающийс тем, что, 4 с целью повышени выхода этилфеНоЛоз, в качестве катализатора примен ют алюмосиликатный катализатор и процесс ведут при 225-250°С. 2. Способ по п. 1, отличающийс тем, что процесс ведут в присутствии водорода при 300-325°С.Example 4. The experiment was carried out as described in example 3 at 325 °. The yield of liquid catalyzate 88,0%. The composition of the catalyzate (wt.%): O-ethylphenol 42.5, and 4-ethylphenol 27.0, p-ethylphenol 8.4 (total ethylphenols 77.9), phenetol - 2.2 and substances of unidentified composition - 19.9. The 0-, m- and p-ethylphenols are separated by step freezing. 3 The subject matter of the invention 1. A method for producing ethylphenols by isomerizing phenetol by heating in the presence of an acid catalyst with subsequent extraction of target products using known techniques, characterized in that 4 in order to increase the yield of ethyl phenol, a silica-alumina catalyst is used as a catalyst and the process is carried out at 225-250 ° C. 2. A method according to claim 1, characterized in that the process is carried out in the presence of hydrogen at 300-325 ° C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1775698A SU432123A1 (en) | 1972-04-21 | 1972-04-21 | METHOD OF OBTAINING ETHYL-FENOL VN T B - 1:, - '* * *. Г'> & ^ u'i '.':.! |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1775698A SU432123A1 (en) | 1972-04-21 | 1972-04-21 | METHOD OF OBTAINING ETHYL-FENOL VN T B - 1:, - '* * *. Г'> & ^ u'i '.':.! |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU432123A1 true SU432123A1 (en) | 1974-06-15 |
Family
ID=20511532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1775698A SU432123A1 (en) | 1972-04-21 | 1972-04-21 | METHOD OF OBTAINING ETHYL-FENOL VN T B - 1:, - '* * *. Г'> & ^ u'i '.':.! |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU432123A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4283571A (en) * | 1978-02-03 | 1981-08-11 | Union Rheinische Braunkohlen Kraftstoff Aktiengesellschaft | Process for the catalytic isomerization of o-cresol |
| US4465871A (en) * | 1982-11-10 | 1984-08-14 | Uop Inc. | Preparation of 2-t-butyl-4-alkoxy- and 4-hydroxyphenols |
| US5053558A (en) * | 1988-10-17 | 1991-10-01 | Uop | Process for the isomerization of cresols |
-
1972
- 1972-04-21 SU SU1775698A patent/SU432123A1/en active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4283571A (en) * | 1978-02-03 | 1981-08-11 | Union Rheinische Braunkohlen Kraftstoff Aktiengesellschaft | Process for the catalytic isomerization of o-cresol |
| US4465871A (en) * | 1982-11-10 | 1984-08-14 | Uop Inc. | Preparation of 2-t-butyl-4-alkoxy- and 4-hydroxyphenols |
| US5053558A (en) * | 1988-10-17 | 1991-10-01 | Uop | Process for the isomerization of cresols |
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