US1303168A - gibbs - Google Patents
gibbs Download PDFInfo
- Publication number
- US1303168A US1303168A US1303168DA US1303168A US 1303168 A US1303168 A US 1303168A US 1303168D A US1303168D A US 1303168DA US 1303168 A US1303168 A US 1303168A
- Authority
- US
- United States
- Prior art keywords
- anthracene
- anthraquinone
- manufacture
- mixed
- gas mixture
- 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
Links
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 27
- 238000000034 method Methods 0.000 description 18
- 239000007789 gas Substances 0.000 description 11
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 10
- 150000004056 anthraquinones Chemical class 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 230000000737 periodic effect Effects 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- 239000011733 molybdenum Substances 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 2
- 150000001454 anthracenes Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/20—Vanadium, niobium or tantalum
- B01J23/22—Vanadium
Definitions
- @ur invention relates to a process for the manufacture of anthraquinone from anthracene.
- the object of our invention is to provide a process for the manufacture of anthraquinone which will be free from the objectionable features of the processes emplo ed at present.
- oxids of a metal of the sixth group of the periodic system preferably oxide of molybdenum
- This powder is supported on trays or on a porous material where, by mechanical means, the current of mixed gases is forced through it.
- the gases are kept under pressure only suflicient to cause them to flow continuously through the reaction chamber.
- oxygen may be substituted Wholly or in part for air, or air may be mixed with a gas which is relatively inert under the conditions obtaining in the process.
- oxide of the metals of the sixth group of the periodic system viz: chromium, molybdenum, tungsten, and uranium
- chromium, molybdenum, tungsten, and uranium may be mixed. with or combined with each other or with other substances, such as other metallic oxide, or with asbestos, pumice stone, or other materials.
- the gas mixture may be brought in contact with or forced through the catalyst in many did'erent ways. The proportion of anthracene vapor to the oxygen-con.
- taining gas mixture may be varied within" .1
- a process for the manufacture of anthraquinone which process consists in subjecting anthracene in the gaseous state and mixed with atmosphere air to the action of oxids of a metal of the sixth group of the periodic system heated to temperatures ranging from 350 to 550 centigrade.
- a process for the manufacture of anthraquinone which process consists in subjecting anthracene in the gaseous state and mixed with an oxygen-containing gas mixture, to the action of oxids of a metal of the sixthgroup of the periodic system heated to temperatures ranging from 250 to 650 centigrade.
- a process for the manufacture of anthraquinone which process consists in subjecting, while in the gaseous state and mixed with an oxygen-containing gas mixture, anthracene, together with other substances derived from coal-tar, to the action of oxide of a metal of the sixth group of the periodic system heated to temperatures ranging from 250 to 650 centigrade.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
COURTNEY CONOVER, OF PHILADELPHIA, PENNSYLV a SAN FRANCISCO, CALIFORNIA.
PROCESS FOR THE MANUFACTURE OF No Drawing.
Specification of Letters Patent.
AND HARRY D. GIBBS, OE
Y reunions.
Patented May 6, 1919,
Application filed-June v, 1917. semi narrates.
(FILED UNDER, THE AGT 0! CH 3, 1383, 22 STAT. In, 625.)
To all whom it may concern:
Be it known that we, COURTNEY Conovnn and HARRY D. GIBBS, citizens of the United States of America, and emplo cos of the Department of Agriculture, residing in. the city of Philadelphia, county of Philadelphia, State of Pennsylvania, and in the city of San Francisco, county of San Francisco, State of California, respectively, (whose post-office address is Washington, D. (1,) have invented a new and useful Process for the Manufacture of Anthtraquinone.
This application is made under the act of March 3, 1888, chapter 143 (22 Stat, 625), and the invention herein described and claimed may be used by the Government of the United States or any of its officers or emplo ees in the prosecution of work for the overnment, or any person in the United States, without payment to us of any royalty.
@ur invention relates to a process for the manufacture of anthraquinone from anthracene.
lit is well known that anthraquinone is commonly produced by the oxidation of anthracene in an extremely fine state of division by means of chromic acid, In this process the reduction of the anthracene to the iinestate of division is difficult and ex pensive, and further the chromic acid subsequently used for oxidation is a costly reagent. The object of our invention is to provide a process for the manufacture of anthraquinone which will be free from the objectionable features of the processes emplo ed at present.
(liar invention consists in the production of anthraquinone from anthracene by heating the anthraceneuntil it passes into the vapor phase, mixing this anthracene vapor with an oxygen-containing gas mixture, fore-- ing this mixture of gases into close contact with finely divided oxids of the metals of the sixth group of the periodic system via: chromium, molybdenum, tungsten, an uranium, heated to a-temperature ranging from 250 C. to 650 (3., under which treatment the anthracene is partially oxidized to form thevaluable product named. v
To illustrate the practical operation of our process we shall describe in ,detail the preferred procedure. Anthracene is melted chamber the gas mixture is forced into close.
contact with oxids of a metal of the sixth group of the periodic system (preferably oxide of molybdenum) in the form of a fine powder. This powder is supported on trays or on a porous material where, by mechanical means, the current of mixed gases is forced through it. The gases are kept under pressure only suflicient to cause them to flow continuously through the reaction chamber.- The products of the reaction, together with unchanged anthracene, are condensed, and the anthraquinone is separated from the unchanged anthracene and other substances, if any, by well-known processes.
We have discovered that the process as above described may be varied in many ways and yet will produce anthraquinone. Thus, oxygen may be substituted Wholly or in part for air, or air may be mixed with a gas which is relatively inert under the conditions obtaining in the process. The
oxide of the metals of the sixth group of the periodic system, viz: chromium, molybdenum, tungsten, and uranium, may be mixed. with or combined with each other or with other substances, such as other metallic oxide, or with asbestos, pumice stone, or other materials. The gas mixture may be brought in contact with or forced through the catalyst in many did'erent ways. The proportion of anthracene vapor to the oxygen-con.
taining gas mixture may be varied within" .1
wide limits. cene, together with the substances commonly associated with it may be used instead of pure an-thracene. And the reaction products may be separated by various wellknown means,
Having thus descri our invention, we claim-- 1. A process for the manufacture of anthraquinone, which process consists in sub- Materials containing anthrajecting anthracene in the gaseous state and mixed with an oxygen-containing gas mixture, to the action of oxids of a metal of the sixth group of the periodic system heated to temperatures ranging from 350 to 550 centigrade. v
2. A process for the manufacture of anthraquinone, which process consists in subjecting anthracene in the gaseous state and mixed with atmosphere air to the action of oxids of a metal of the sixth group of the periodic system heated to temperatures ranging from 350 to 550 centigrade.
3. A process for the manufacture of anthraquinone, which process consists in subjecting anthracene in the gaseous state and mixed with an oxygen-containing gas mixture, to the action of oxids of a metal of the sixthgroup of the periodic system heated to temperatures ranging from 250 to 650 centigrade.
4. A process for the manufacture of anthraquinone, which process consists in subjecting, while in the gaseous state and mixed with an oxygen-containing gas mixture, anthracene, together with other substances derived from coal-tar, to the action of oxide of a metal of the sixth group of the periodic system heated to temperatures ranging from 250 to 650 centigrade.
In testimony whereof We aifix our signatures in the presence of two subscribing wit- DGSSGS.
COURTNEY CON OVER. HARRY D. GIBBS. Witnesses:
PHILIP L. GowEN, R. R. WILLIAMS.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1303168A true US1303168A (en) | 1919-05-06 |
Family
ID=3370705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US1303168D Expired - Lifetime US1303168A (en) | gibbs |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1303168A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3510498A (en) * | 1965-06-21 | 1970-05-05 | Great Lakes Carbon Corp | Oxidation of fused ring hydrocarbons |
| US5002634A (en) * | 1988-08-23 | 1991-03-26 | Institute Of Paper Science And Technology, Inc. | Method for the delignification of wood pulp utilizing fused ring quinone compounds prepared from lignin or lignin derived substances |
| US5049236A (en) * | 1988-08-23 | 1991-09-17 | Institute Of Paper Science And Technology, Inc. | Lignin derived quinonic compound mixtures useful for the delignification of cellulosic materials |
| US6156155A (en) * | 1997-12-19 | 2000-12-05 | Institute Of Paper Science And Technology, Inc. | Method for the delignification of lignocellulosic material by adding a dialkyl substituted octahydroanthraquinone |
-
0
- US US1303168D patent/US1303168A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3510498A (en) * | 1965-06-21 | 1970-05-05 | Great Lakes Carbon Corp | Oxidation of fused ring hydrocarbons |
| US5002634A (en) * | 1988-08-23 | 1991-03-26 | Institute Of Paper Science And Technology, Inc. | Method for the delignification of wood pulp utilizing fused ring quinone compounds prepared from lignin or lignin derived substances |
| US5049236A (en) * | 1988-08-23 | 1991-09-17 | Institute Of Paper Science And Technology, Inc. | Lignin derived quinonic compound mixtures useful for the delignification of cellulosic materials |
| US6156155A (en) * | 1997-12-19 | 2000-12-05 | Institute Of Paper Science And Technology, Inc. | Method for the delignification of lignocellulosic material by adding a dialkyl substituted octahydroanthraquinone |
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