US1201850A - Producing compounds containing carbon and hydrogen. - Google Patents
Producing compounds containing carbon and hydrogen. Download PDFInfo
- Publication number
- US1201850A US1201850A US81805414A US1914818054A US1201850A US 1201850 A US1201850 A US 1201850A US 81805414 A US81805414 A US 81805414A US 1914818054 A US1914818054 A US 1914818054A US 1201850 A US1201850 A US 1201850A
- Authority
- US
- United States
- Prior art keywords
- hydrogen
- carbon
- compounds containing
- containing carbon
- atmospheres
- 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 - Lifetime
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title description 22
- 229910052799 carbon Inorganic materials 0.000 title description 22
- 150000001875 compounds Chemical class 0.000 title description 21
- 239000001257 hydrogen Substances 0.000 title description 19
- 229910052739 hydrogen Inorganic materials 0.000 title description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title description 14
- 239000003795 chemical substances by application Substances 0.000 description 12
- 230000003197 catalytic effect Effects 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000007789 gas Substances 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 239000007788 liquid Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 230000002939 deleterious effect Effects 0.000 description 2
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- YFVKHKCZBSGZPE-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-2-(propylamino)propan-1-one Chemical compound CCCNC(C)C(=O)C1=CC=C2OCOC2=C1 YFVKHKCZBSGZPE-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 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
- 229910000831 Steel Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- -1 hydrocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- JIWAALDUIFCBLV-UHFFFAOYSA-N oxoosmium Chemical compound [Os]=O JIWAALDUIFCBLV-UHFFFAOYSA-N 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
- C07C29/151—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases
- C07C29/1512—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by reaction conditions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
- C07C29/151—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases
- C07C29/153—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
- C07C29/151—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases
- C07C29/153—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used
- C07C29/156—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used containing iron group metals, platinum group metals or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/75—Cobalt
Definitions
- methane can be obtained from carbon monoxid and carbon dioxid and hydrogen at a raised temperature by means of catalytic agents, in particular nickel, and it has also been stated that by altering the conditionsof the experiment small quantities of formaldehyde and ethylene are also sometimes produced.
- the compounds containing carbon and hydrogen including hydrocarbons, (in particular such as are liquid or which can be easily liquefied,) and also oxygen compounds of hydrocarbons can be obtained by passing an oxid of carbon and hydrogen either alone or in admixture with other gases over a heated catalytic agent under a pressure exceeding that of live-atmospheres.
- the temperature of the reaction may, generally, be kept between about 200 to 500 C.
- an aqueous solution of aldehydes and the like isobtained in addition to a light, oily liquid consisting chiefly of saturated and unsaturatedhydrocarbons which boil up to 250 C. or even higher.
- the greater part of the products capable ofliquefaction or absorption can be separated at ordinary tempera ture and the remaininggas generally contains olefins, such as ethylene and propylone, and further, paraflins such as methane and ethane.
- olefins such as ethylene and propylone
- paraflins such as methane and ethane.
- the oily layer consists chiefly of hydrocarbons. o bo1ling points from 20 to well above 200 C. i For instance, about two-thirds are saturated and the rest olefinic, but this proportion can vary considerably.
- organic ox gen compounds of various kinds are contained dissolved in the hydrocarbons.
- the oily layer either before or after special purification possesses the character of the natural ethereal oils.
- Analysis of the aqueous layer shows a varying content of saturated and unsaturated organic compounds consisting, for instance, of alcohols, ketones, (such'as acetone), aldehydes, (such as formaldehyde), acids, (such as acetic acid and higher homologues thereof,) and also other condensation products.
- saturated and unsaturated organic compounds consisting, for instance, of alcohols, ketones, (such'as acetone), aldehydes, (such as formaldehyde), acids, (such as acetic acid and higher homologues thereof,) and also other condensation products.
- the gas mixture employed is not sufficiently pure, but contains traces of substances deleterious to the reaction
- the gases leaving the receiver can after correcting their contents, for instance, by removing carbondioxid and adding hydrogen, and the process can be carried out under continuous ressure.
- j Now what we 0 aim is 1. .
- the process of producing compounds containing carbon and h dro catalytic agent under a be used over again an oxid of carbon an hy heated catalytic agent under ceeding that of 5 atmospheres.
- the process of producing compounds containing carbon and hydrogen by passin hydrogen with anexcess of carbon monoxi over a heated catalytic agent containin a compound of a heavy metal and some "a1 ali en by passing under a pressure exceeding that of 20 atmospheres and at a temperature between 200 and 500 C.
Description
UNlTED STATES PATENT omen.
ALWIN MITTASCH ANDCHRISTIAN SCHNEIDER, OF- LUZDWIGSHANEN-ON-THE-RHINE,
GERMANY, ASSIGNORS 'IO BADISCHE ANILIN & SODA FABRIK, OF LUDWIGSHAFEN- r ON-THE-RHINE, GERMANY, A. CORPORATION.
PRODUCING COMPOUNDS CONTAINING CARBON AND HYDROGEN.
No Drawing.
To all whom it mag concern: I
Be it known that we, ALWIN MITTASCH and CHRISTIAN SCHNEIDER, citizens of the GermanEni'pire, residing at Ludwigshafenon-the-Rhine, Germany, have invented new.
and useful Improvements in Producing Compounds Containing Carbon and Hydrogen, of which the following is a specifica tion.
It is known that methane can be obtained from carbon monoxid and carbon dioxid and hydrogen at a raised temperature by means of catalytic agents, in particular nickel, and it has also been stated that by altering the conditionsof the experiment small quantities of formaldehyde and ethylene are also sometimes produced.
We have found that a new result can be obtained and that we can build up a number of organic compounds when working under pressure under suitable conditions as hereinafter set forth.
We have found that the compounds containing carbon and hydrogen, including hydrocarbons, (in particular such as are liquid or which can be easily liquefied,) and also oxygen compounds of hydrocarbons can be obtained by passing an oxid of carbon and hydrogen either alone or in admixture with other gases over a heated catalytic agent under a pressure exceeding that of live-atmospheres. According to the nature of the catalytic agent employed and the conditions of working, litferent compounds or mixtures are obtained, for instance, liquid hydrocarbons either saturated or unsaturated, and alcohols, aldehydes, ketones and acids, In order to obtain larger quantities of liquid compounds, it is often advantamium, cobalt, manganese, molybdenum, osmium, palladium, titamum, zlncand oxids or other compounds of these metals and if Specification of Letters latent. P t t g t, 17, 19 6, v
Application filed February 11, 1914. Serial No. 818,054.
Although the advantages of our invention can be obtained by working at a pressure above about 5 atmospheres, we prefer to employ higher pressures ranging say from 20 atmospheres upward.
The temperature of the reaction may, generally, be kept between about 200 to 500 C.
The following examples will serve to illustrate further the nature of our invention, which, however, is not confined to these exam les.
ixample 1: Impregnate pure asbestos with pure cobalt oxid, or osmium oxid, together with a little caustic soda, and then, while employing a coppered iron vessel with steel jacket and working at a pressure of 100 atmospheres and atemperature of from 300400 C. pass over the catalyst thus prepared a mixture containing one part of pure hydrogen, and two or more parts of well as oxygen derivatives of the hydrocarbons, are formed and can be at once condensed or absorbed in a cold receiver. Generally, an aqueous solution of aldehydes and the like isobtained in addition to a light, oily liquid consisting chiefly of saturated and unsaturatedhydrocarbons which boil up to 250 C. or even higher. It is preferred to maintain the receiver under the same pressure as thereaction space and to effect the condensation .by cooling. If desired, a frac-' tionated cooling can be efi'ected either with or without releasing the pressure. A similar procedure can be followed when using carbon dioxid instead of, or in addition to carbon monoxid, more oxygen containing compounds and less hydrocarbons being then obtained.
g Exampe 2: Impregnate a suitable carrier,
for instance, calcined magnesla, pumice, or
diatomite with potassium carbonate solution and then dry the mass and introduce it into a concentrated solution of zinc nitrate, pour off the liquid and dry and heat the contact mass which is then placed in a suitable apparatus; while employing a pressure of 120 atmospheres and a temperature of from 360- 420 0. pass through theapparatussa gas mixture containing 62% of carbon monoxid, 28% of hydrogen, 4% of, carbon dioxid, 2% of methane and 4% of nitrogen. The'products consist chiefly of higher hydrocarbons and derivatives thereof. In this case carbon is generally not deposited or at the most only to a slight extent. The greater part of the products capable ofliquefaction or absorption can be separated at ordinary tempera ture and the remaininggas generally contains olefins, such as ethylene and propylone, and further, paraflins such as methane and ethane. Analysis of the products obtained shows that the oily layer consists chiefly of hydrocarbons. o bo1ling points from 20 to well above 200 C. i For instance, about two-thirds are saturated and the rest olefinic, but this proportion can vary considerably. In addition to these hydrocarbons, organic ox gen compounds of various kinds are contained dissolved in the hydrocarbons. The oily layer, either before or after special purification possesses the character of the natural ethereal oils. Analysis of the aqueous layer showsa varying content of saturated and unsaturated organic compounds consisting, for instance, of alcohols, ketones, (such'as acetone), aldehydes, (such as formaldehyde), acids, (such as acetic acid and higher homologues thereof,) and also other condensation products.
In those cases in which the gas mixture employed is not sufficiently pure, but contains traces of substances deleterious to the reaction, it is preferred to purify the gases specially, for instance, by passing them beforehand at a raised temperature through a purifier containing material similar to that employed as the catalyticagent. The gases leaving the receiver can after correcting their contents, for instance, by removing carbondioxid and adding hydrogen, and the process can be carried out under continuous ressure. j Now what we 0 aim is 1. .The process of producing compounds containing carbon and h dro catalytic agent under a be used over again an oxid of carbon an hy heated catalytic agent under ceeding that of 5 atmospheres.
2. The process of roducing compounds containing carbon anti hydro en by passing an oxid of carbon and by rogen over a heated catalytic agent under a pressure exceeding that of 20 atmospheres.
3, T e process of reducing compounds containing carbon amfhydrogen by passin carbon monoxid and hydrogen over a heated pressure exceeding rogen over a a pressure excompound of a heavy metal and some alkali under a pressure exceeding that of 20 atmospheres.
7..,The process of producing compounds containing carbon and hydrogen by passin hydrogen with anexcess of carbon monoxi over a heated catalytic agent containin a compound of a heavy metal and some "a1 ali en by passing under a pressure exceeding that of 20 atmospheres and at a temperature between 200 and 500 C.
8. The process of producing compounds containing carbon and hydro en by passing an oxid of carbon. and hy rogen over a heated catalytic agent containing cobalt under a pressure exceeding that ofv 20 atmospheres. p L
9. The process of producing compounds containing carbon and hydrogen by passing an oxid of carbon over a heated catalytic agent containing zinc oxidunder a pressure exceeding that of 20 atmospheres.
10. The process of producing compounds containing carbon and hydrogen by passing a gas mixture containing an oxid of carbon and hydrogen and free from substances deleterious to the reaction over a heated catalytic agent under a pressureexceeding that of 20 atmospheres.
11.. The process of producing compounds containing carbon and hydrogen by passing gases containingl an oxid of carbon and hydrogen over a eatedcatalytic agent under a pressure exceeding that of 20 atmospheres, and then separating by means of cooling the liquid compounds which have been'formed, while maintaining a pressure exceeding that of 20 atm0spheres.- 12. The continuous process of producing 5 compounds containing carbon and hydrogen by passing gases containing an oxid of car- .bon and hydrogen overa heated catalyticagent, then separating by means of cooling the liquid compounds which have been 16 formed, then correcting the composition of the remaining gas mixture, and-passing it allow over-the catalytic agent; the whole process being carried out at a pressure exceeding that of 20 atmospheres.
.In testimony whereof we have, hereunto \115 set our hands in the presence of two subscribing witnesses.
' ALWIN MITTASCH. a CHRISTIAN SCHNEIDER. Witnesses: I
J. ALEC.- LLOYD, S.S. BERGER,
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81805414A US1201850A (en) | 1914-02-11 | 1914-02-11 | Producing compounds containing carbon and hydrogen. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81805414A US1201850A (en) | 1914-02-11 | 1914-02-11 | Producing compounds containing carbon and hydrogen. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1201850A true US1201850A (en) | 1916-10-17 |
Family
ID=3269788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US81805414A Expired - Lifetime US1201850A (en) | 1914-02-11 | 1914-02-11 | Producing compounds containing carbon and hydrogen. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1201850A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2472219A (en) * | 1945-02-13 | 1949-06-07 | Standard Oil Co | Synthesis of hydrocarbons |
| US2488530A (en) * | 1947-02-10 | 1949-11-22 | Phillips Petroleum Co | Feldspar-iron-alkali fischertropsch catalyst and its preparation |
| US2490488A (en) * | 1947-03-28 | 1949-12-06 | Phillips Petroleum Co | Hydrocarbon synthesis catalyst |
| US2499372A (en) * | 1946-03-09 | 1950-03-07 | Koppers Co Inc | Manufacture of hydrocarbons |
| US2517036A (en) * | 1947-06-11 | 1950-08-01 | Texas Co | Supported catalysts for the conversion of carbon-monoxide-containing reactants |
| US2568841A (en) * | 1947-02-01 | 1951-09-25 | Texas Co | Method of synthesizing gasoline hydrocarbons |
| US4752622A (en) * | 1984-07-30 | 1988-06-21 | The Dow Chemical Company | Process for producing alcohols from synthesis gas |
| US4762858A (en) * | 1985-09-16 | 1988-08-09 | The Dow Chemical Company | Syngas conversion to oxygenates by reduced yttrium/lanthanide/actinide-modified catalyst |
| US4831060A (en) * | 1984-07-30 | 1989-05-16 | The Dow Chemical Company | Mixed alcohols production from syngas |
| US4882360A (en) * | 1984-07-30 | 1989-11-21 | The Dow Chemical Company | Process for producing alcohols from synthesis gas |
-
1914
- 1914-02-11 US US81805414A patent/US1201850A/en not_active Expired - Lifetime
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2472219A (en) * | 1945-02-13 | 1949-06-07 | Standard Oil Co | Synthesis of hydrocarbons |
| US2499372A (en) * | 1946-03-09 | 1950-03-07 | Koppers Co Inc | Manufacture of hydrocarbons |
| US2568841A (en) * | 1947-02-01 | 1951-09-25 | Texas Co | Method of synthesizing gasoline hydrocarbons |
| US2488530A (en) * | 1947-02-10 | 1949-11-22 | Phillips Petroleum Co | Feldspar-iron-alkali fischertropsch catalyst and its preparation |
| US2490488A (en) * | 1947-03-28 | 1949-12-06 | Phillips Petroleum Co | Hydrocarbon synthesis catalyst |
| US2517036A (en) * | 1947-06-11 | 1950-08-01 | Texas Co | Supported catalysts for the conversion of carbon-monoxide-containing reactants |
| US4752622A (en) * | 1984-07-30 | 1988-06-21 | The Dow Chemical Company | Process for producing alcohols from synthesis gas |
| US4831060A (en) * | 1984-07-30 | 1989-05-16 | The Dow Chemical Company | Mixed alcohols production from syngas |
| US4882360A (en) * | 1984-07-30 | 1989-11-21 | The Dow Chemical Company | Process for producing alcohols from synthesis gas |
| US4762858A (en) * | 1985-09-16 | 1988-08-09 | The Dow Chemical Company | Syngas conversion to oxygenates by reduced yttrium/lanthanide/actinide-modified catalyst |
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