CS209240B1 - Manufacturing process of catalyser base on copper on zinc oxide for production of 2-oxycyclohexanone bydehydrogenization of 2-oxycyclohexanole - Google Patents
Manufacturing process of catalyser base on copper on zinc oxide for production of 2-oxycyclohexanone bydehydrogenization of 2-oxycyclohexanole Download PDFInfo
- Publication number
- CS209240B1 CS209240B1 CS389379A CS389379A CS209240B1 CS 209240 B1 CS209240 B1 CS 209240B1 CS 389379 A CS389379 A CS 389379A CS 389379 A CS389379 A CS 389379A CS 209240 B1 CS209240 B1 CS 209240B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- copper
- production
- zinc oxide
- oxycyclohexanone
- oxycyclohexanole
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 title description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title description 4
- 229910052802 copper Inorganic materials 0.000 title description 4
- 239000010949 copper Substances 0.000 title description 4
- 239000011787 zinc oxide Substances 0.000 title description 4
- 239000003054 catalyst Substances 0.000 claims description 11
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 5
- ODZTXUXIYGJLMC-UHFFFAOYSA-N 2-hydroxycyclohexan-1-one Chemical compound OC1CCCCC1=O ODZTXUXIYGJLMC-UHFFFAOYSA-N 0.000 claims description 4
- PFURGBBHAOXLIO-UHFFFAOYSA-N cyclohexane-1,2-diol Chemical compound OC1CCCCC1O PFURGBBHAOXLIO-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- VODBHXZOIQDDST-UHFFFAOYSA-N copper zinc oxygen(2-) Chemical compound [O--].[O--].[Cu++].[Zn++] VODBHXZOIQDDST-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- HFDWIMBEIXDNQS-UHFFFAOYSA-L copper;diformate Chemical compound [Cu+2].[O-]C=O.[O-]C=O HFDWIMBEIXDNQS-UHFFFAOYSA-L 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- XOBMCBQSUCOAOC-UHFFFAOYSA-L zinc;diformate Chemical compound [Zn+2].[O-]C=O.[O-]C=O XOBMCBQSUCOAOC-UHFFFAOYSA-L 0.000 claims 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 6
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- 235000019253 formic acid Nutrition 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- SRWMQSFFRFWREA-UHFFFAOYSA-M zinc formate Chemical compound [Zn+2].[O-]C=O SRWMQSFFRFWREA-UHFFFAOYSA-M 0.000 description 2
- GLKMNAGQWLEEIK-UHFFFAOYSA-L Br(=O)[O-].[Cu+2].Br(=O)[O-] Chemical class Br(=O)[O-].[Cu+2].Br(=O)[O-] GLKMNAGQWLEEIK-UHFFFAOYSA-L 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- GLPMHULIKFGNIJ-UHFFFAOYSA-N cadmium(2+);dioxido(dioxo)chromium Chemical group [Cd+2].[O-][Cr]([O-])(=O)=O GLPMHULIKFGNIJ-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- XNEQAVYOCNWYNZ-UHFFFAOYSA-L copper;dinitrite Chemical compound [Cu+2].[O-]N=O.[O-]N=O XNEQAVYOCNWYNZ-UHFFFAOYSA-L 0.000 description 1
- 150000004675 formic acid derivatives Chemical class 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- CQDTUBLRLRFEJX-UHFFFAOYSA-N tricopper;diborate Chemical compound [Cu+2].[Cu+2].[Cu+2].[O-]B([O-])[O-].[O-]B([O-])[O-] CQDTUBLRLRFEJX-UHFFFAOYSA-N 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
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- Catalysts (AREA)
Description
(54) Způsob výroby katalyzátoru na bázi měď na kysličníku zinečnatém pro výrobu(54) A method for producing a copper-based catalyst on zinc oxide for production
2-hydroxycyklohexanonu dehydrogenací 2-hydroxycyklohexanoluOf 2-hydroxycyclohexanone by dehydrogenation of 2-hydroxycyclohexanol
Vynález se týká způsoby výroby katalyzátoru nq bázi měď na kysličníku zinečnatém pro výrobu 2-hydróxycyklohexanonu dehydrogenací z 2-hydroxycyklohexanolu a řeší problém výroby katalyzátoru měď na kysličníku zinečnatém.The present invention relates to processes for the production of zinc oxide copper catalyst n2 for the production of 2-hydroxycyclohexanone by dehydrogenation from 2-hydroxycyclohexanol and solves the problem of producing zinc oxide copper catalyst.
Katalyzátory pro dehydrogenací je známo při? i pravit pqdle Adkinse a Connora, J. Ayn,t Chem. Soc. 53,< 1092 (1931). Jedná se o ěhromitani měďnatý. Dalším katalyzátorem je chromitan kademnatozinečnatý připravený podle U. S. patentu’ 2 066 153. i . !Catalysts for dehydrogenation are known in the art. Adkins and Connor, J. Ayn, Chem. Soc. 53, < 1092 (1931). These are copper bromites. Another catalyst is cadmium chromate prepared according to U.S. Pat. No. 2,066,153. I. !
Nedostatkem výroby katalyzátorů podle dosavadních způsobů jsou. nízké výtěžky a s tím související obtížné dělení reakční směsi..A disadvantage of the production of catalysts according to the prior art is. low yields and consequently difficult separation of the reaction mixture.
Podstatou vynálezu je způsob výroby katalyzátoru na bázi měď na kysličníku zinečnatém pro výrobu 2-hydroxycyklohexanonu dehydrogenací z 2-hydroxycyklohexanolu a spočívá v tom, že se mravenčan mědnatý a mravenčan zinečnatý smísí v molámím poměru 1:2a redukují se.SUMMARY OF THE INVENTION The present invention provides a process for producing a copper catalyst on zinc oxide for the production of 2-hydroxycyclohexanone by dehydrogenation from 2-hydroxycyclohexanol and comprising mixing copper formate and zinc formate in a molar ratio of 1: 2a.
Přednosti způsobu podle vynálezu spočívají v malých investičních nákladech, jednoduchosti zařízení, malých provozních nákladech a prakticky 100 % čistém produktu.The advantages of the process according to the invention are low investment costs, simplicity of equipment, low operating costs and virtually 100% pure product.
Příklady provedeníExamples
Příklad 1Example 1
Příprava rrtrávenčanu měďnatého. 500 g bezvodé sody bylo rozpuštěno v 6 1 destilované vody azshřáto na 60 °C. K tomuto roztoku byl přidáván rbztólj ^60 g dusitanu měďnatého ve 2 1 destilované vody. Po slití obou roztoků byla směs vyhřívána vodní parou na 70 °C. Po dekantaci a odfiltrování byl koláč promýván tak dlouho, až byla voda neutrální. Sráženina byla rozmíchána 1500 ml destilované vody, přidáno k ní 500 ml 70 % kyseliny mravenčí. Směs byla zředěna 1000 ml 1 destilované vody. Po předání 100 ml kyseliny mravenči /býl roztok zahuštěn a nechán krystaPříprava mravenčanu zinečnatého. K suspensi 190 g uhličitanu zinečnatého ve 200 ml destilované vody bylo přidáváno 140 ml 85 % kyseliny mravenčí. Přefiltrovaný roztok byl zahuštěn na misce při teplotě 95 °C a nechán krystalovat.Preparation of copper (II) borate. 500 g of anhydrous soda was dissolved in 6 L of distilled water and heated to 60 ° C. To this solution was added 60 g of copper nitrite in 2 L of distilled water. After the two solutions were combined, the mixture was heated with steam to 70 ° C. After decanting and filtering off, the cake was washed until the water was neutral. The precipitate was stirred with 1500 ml of distilled water and 500 ml of 70% formic acid was added thereto. The mixture was diluted with 1000 mL of 1 distilled water. After passing 100 ml of formic acid / the solution was concentrated and left to crystallize the preparation of zinc formate. To a suspension of 190 g of zinc carbonate in 200 ml of distilled water was added 140 ml of 85% formic acid. The filtered solution was concentrated on a dish at 95 ° C and allowed to crystallize.
Příklad 3Example 3
Příprava směsného mravenčanu. Oba mravenčany byly naváženy v příslušném molámím poměru a společně rozpouštěny v minimálním množství destilované vody okyselené 2 ml 85 % kyseliny mravenčí. Po přefiltrování byl roztok odpařen téměř do sucha. Směsný mravenčan byl po přenesení na čistou misku sušen při 80 °C 3 hod.Preparation of mixed formate. Both formates were weighed at the appropriate molar ratio and co-dissolved in a minimum amount of distilled water acidified with 2 ml of 85% formic acid. After filtration, the solution was evaporated to near dryness. The mixed formate was dried at 80 ° C for 3 hours after transfer to a clean dish.
Příklad 4Example 4
Redukce katalyzátoru. Byla prováděna v rotační peci z křemenného skla. Redukce byla prováděna v teplotním rozmezí 150 °C až 300 °C za přívodu vodíku 24 hod. Po vychladnutí byl katalyzátor přenesen do zábrusové prachovnice a převrstven absolutním alkoholem, pod kterým byl uchováván. Katalyzátor obsahuje jemně rozptýlenou měď na kysličníku zinečnatém.Catalyst reduction. It was carried out in a quartz glass rotary kiln. The reduction was carried out in a temperature range of 150 ° C to 300 ° C under a hydrogen inlet for 24 hours. After cooling, the catalyst was transferred to a ground-glass duster and overlaid with the absolute alcohol under which it was stored. The catalyst contains finely divided copper on zinc oxide.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS389379A CS209240B1 (en) | 1979-06-06 | 1979-06-06 | Manufacturing process of catalyser base on copper on zinc oxide for production of 2-oxycyclohexanone bydehydrogenization of 2-oxycyclohexanole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS389379A CS209240B1 (en) | 1979-06-06 | 1979-06-06 | Manufacturing process of catalyser base on copper on zinc oxide for production of 2-oxycyclohexanone bydehydrogenization of 2-oxycyclohexanole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS209240B1 true CS209240B1 (en) | 1981-11-30 |
Family
ID=5380335
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS389379A CS209240B1 (en) | 1979-06-06 | 1979-06-06 | Manufacturing process of catalyser base on copper on zinc oxide for production of 2-oxycyclohexanone bydehydrogenization of 2-oxycyclohexanole |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS209240B1 (en) |
-
1979
- 1979-06-06 CS CS389379A patent/CS209240B1/en unknown
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