SU176915A1 - METHOD OF OBTAINING PHENOL AND NAPHTHOLS - Google Patents
METHOD OF OBTAINING PHENOL AND NAPHTHOLSInfo
- Publication number
- SU176915A1 SU176915A1 SU874354A SU874354A SU176915A1 SU 176915 A1 SU176915 A1 SU 176915A1 SU 874354 A SU874354 A SU 874354A SU 874354 A SU874354 A SU 874354A SU 176915 A1 SU176915 A1 SU 176915A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- naphthols
- phenol
- obtaining phenol
- air
- pressure
- Prior art date
Links
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title description 5
- 150000004780 naphthols Chemical class 0.000 title description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000005711 Benzoic acid Substances 0.000 description 3
- 238000010533 azeotropic distillation Methods 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000010944 silver (metal) Substances 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- 229910002785 ReO3 Inorganic materials 0.000 description 1
- YSZJKUDBYALHQE-UHFFFAOYSA-N Rhenium trioxide Chemical compound O=[Re](=O)=O YSZJKUDBYALHQE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
Description
Известен снособ получени фенола и нафтолов пр мым окислением ароматических углеводородов воздухом или кислородсодержащим газом в жидкой фазе при повышенных давлении и температуре на катализаторах, например окислах серебра, меди, железа и других переходных элементов 1-ой и VИ 1-ой группы.A known method for the production of phenol and naphthol by direct oxidation of aromatic hydrocarbons with air or oxygen-containing gas in the liquid phase at elevated pressure and temperature on catalysts, such as oxides of silver, copper, iron, and other transition elements of the 1st and VI groups of the 1st.
С пелью повышени выхода целевого продукта предложено проводить окисление ароматических углеводородов в среде карбоновой кислоты, напри,1ер бензойной, с непрерывной азеотропной отгонкой образующейс воды .With a view to increasing the yield of the target product, it has been proposed to oxidize aromatic hydrocarbons in a carboxylic acid medium, for example, benzoic acid, with continuous azeotropic distillation of the water formed.
Способ заключаетс в следующем. В реактор загружают бензойную Е ислоту, ароматический углеводород и катализатор, например окисел Fe, Ag, Си, и окисл ют воздухом или кислородсодержащим газом при температуре 230-260 С и давлении 90-100 атм с непрерывной азеотропной отгонкой воды. Проведение окислеии в среде карбоновой кислоты позволит образующийс фенол неревести сразу в сложный эфир, более устойчивый в процессе окислени .The method is as follows. Benzoic E isotope, an aromatic hydrocarbon and a catalyst, such as Fe, Ag, Cu oxide, are loaded into the reactor and oxidized with air or oxygen-containing gas at a temperature of 230-260 ° C and a pressure of 90-100 atm with continuous azeotropic distillation of water. Carrying out the oxidation in a carboxylic acid medium will allow the resulting phenol to not precipitate directly into the ester, which is more stable during the oxidation process.
Пример. Б аппарат емкостью 300 мл загружают 100 г бензойной кислоты, 50 мл (44 г) бензола и 15 г РеОз, смесь окисл ют воздухом под давлением 90-100 атм при температуре 260°С 15 течспне 1 час с азеотропной отгонкой воды. Скорость подачн воздуха 1,22 л/мин. После охлаждени массу выгружают , высушивают, получают 119,3 г сухого продукта. Выход фенола 74,&/й.Example. A 300 ml apparatus was charged with 100 g of benzoic acid, 50 ml (44 g) of benzene and 15 g of ReO3, the mixture was oxidized with air at a pressure of 90-100 atm at a temperature of 260 ° C for 15 hours with azeotropic distillation of water. Air flow rate 1.22 l / min. After cooling, the mass is discharged, dried, and 119.3 g of dry product are obtained. The output of phenol 74, & th.
Предмет изобретени Subject invention
Способ получени фенола и нафтолов пр мым окислением ароматических углеводородов воздухом или кислородсодержащим газом в жидкой фазе при повышенных температуре и давлении на катализаторах, например окислах Fe, Ag, Си и других переходных элементов 1-ii и Vlli-ii rpyiHibi, отличающийс тем, что, L, пелью повын1еи11Я выхода целевого продукта , ироцесс провод г|- в растворе карбопоiioii кислоты, нанрнмер бензо июй, с неирерывHoii азеотронной отго11кой образующейс воды.The method of producing phenol and naphthols by direct oxidation of aromatic hydrocarbons with air or oxygen-containing gas in the liquid phase at elevated temperature and pressure on catalysts, such as Fe, Ag, Cu oxides and other transition elements 1-ii and Vlli-ii rpyiHibi, characterized in that L, by increasing the yield of the desired product, and the process of wire r | - in a solution of carbopioioiic acid, nanoparticulate benzoic acid, with non-interruption of Hoii azeotronically separating the formed water.
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU843739913A Addition SU1172721A2 (en) | 1984-02-21 | 1984-02-21 | Vibration-moulding apparatus |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU176915A1 true SU176915A1 (en) |
Family
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3718629A (en) * | 1968-05-22 | 1973-02-27 | Hercules Inc | Oxidation of aromatic hydrocarbons to phenols with oxygen |
| US4056572A (en) * | 1969-12-22 | 1977-11-01 | Andrei Nikolaevich Bashkirov | Method for the manufacture of phenols |
| US4338471A (en) * | 1979-12-19 | 1982-07-06 | Ube Industries, Inc. | Process for preparing phenol |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3718629A (en) * | 1968-05-22 | 1973-02-27 | Hercules Inc | Oxidation of aromatic hydrocarbons to phenols with oxygen |
| US4056572A (en) * | 1969-12-22 | 1977-11-01 | Andrei Nikolaevich Bashkirov | Method for the manufacture of phenols |
| US4338471A (en) * | 1979-12-19 | 1982-07-06 | Ube Industries, Inc. | Process for preparing phenol |
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