US335962A - Eugeist schaal - Google Patents
Eugeist schaal Download PDFInfo
- Publication number
- US335962A US335962A US335962DA US335962A US 335962 A US335962 A US 335962A US 335962D A US335962D A US 335962DA US 335962 A US335962 A US 335962A
- Authority
- US
- United States
- Prior art keywords
- acids
- hydrocarbons
- alkaline
- salts
- petroleum
- 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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- 239000002253 acid Substances 0.000 description 40
- 239000003513 alkali Substances 0.000 description 30
- 150000002430 hydrocarbons Chemical class 0.000 description 30
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000003208 petroleum Substances 0.000 description 22
- 150000007513 acids Chemical class 0.000 description 20
- 239000000203 mixture Substances 0.000 description 20
- 239000007788 liquid Substances 0.000 description 18
- 238000000034 method Methods 0.000 description 18
- 229910052760 oxygen Inorganic materials 0.000 description 16
- 150000003839 salts Chemical class 0.000 description 16
- 239000011780 sodium chloride Substances 0.000 description 16
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 14
- 239000001301 oxygen Substances 0.000 description 14
- 150000007524 organic acids Chemical class 0.000 description 12
- 235000005985 organic acids Nutrition 0.000 description 12
- 238000007254 oxidation reaction Methods 0.000 description 10
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 8
- 239000011575 calcium Substances 0.000 description 8
- 229910052791 calcium Inorganic materials 0.000 description 8
- 159000000011 group IA salts Chemical class 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- 235000011121 sodium hydroxide Nutrition 0.000 description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000003518 caustics Substances 0.000 description 6
- 238000005755 formation reaction Methods 0.000 description 6
- 239000012452 mother liquor Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- 241000920033 Eugenes Species 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 230000001264 neutralization Effects 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 239000008262 pumice Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 241000658540 Ora Species 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000001590 oxidative Effects 0.000 description 2
- 239000003415 peat Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 230000001105 regulatory Effects 0.000 description 2
- 239000010454 slate Substances 0.000 description 2
- 239000011973 solid acid Substances 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/295—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with inorganic bases, e.g. by alkali fusion
Definitions
- This invention consistsin subjecting petroleum or hydrocarbons of the series G H, 2 resulting from destructive distillation of brow 11 coal, slate, peat, 850., in a metallic vessel in the presence of an excess of alkaline substances such as caustic alkalies, alkaline earths, or their carbonates or substances of alkaline characterto the action of an oxidizing agentsuch as a current of air or oxygen-whereby said hydrocarbons become convertedinto acids which combine with the alkalies.
- alkaline substances such as caustic alkalies, alkaline earths, or their carbonates or substances of alkaline characterto the action of an oxidizing agentsuch as a current of air or oxygen-whereby said hydrocarbons become convertedinto acids which combine with the alkalies.
- This result can be obtained by placing the hydrocarbons into a closed vessel,mixing them with an excess of alkali, and exposing them to a current of air or oxygen, by preference, at a high temperature, or the hydrocarbons may be finely diffused through neutral substances-such as infusorial earth or pumice'stone, &c., mixed with an excess of lime-and then subjected to the action of a current of air or oxygen.
- the conversion into acids also results when the hydrocarbons,mixed with an alkali,are finely diffused through neutral substances and then oxidized by the action of materials that give off oxygen-as, for example, by a mixture of chromates, chlorates,nitrates, permanganates, with acid sulphates, 820., absorbed in infusorial earth.
- the treatment on a large scale is such that, for instance, the hydrocarbons, intimately mixed with an excess of alkali, flow continuously into a closed vessel or retort, through which a current of compressed. air is passed, and from which the resulting salts are withdrawn.
- the oxidation proceeds slowly at the ordinary temperature; but the operation can be facilitated by raising the temperature to from 150 to 300 centigrade, and the supply of hydrocarbons can be regulated to suit the rapidity of the conversion. Obviously the process might be carried on intermittently.
- Super-oxidation sometimes manifesting itself by the formation of oxy-acids, can be counteracted by adding zinc powder to the alkaline mixture, or by directly treating the acids with zinc powder.
- an alkaline substance such, for instance, as oxide of calcium, or caustic soda, ora mix ture prepared from equal parts of oxide of calcium, caustic soda, and carbonate of soda and then the retort is heated so as to cause the mass to boil violently under constant stirring, while at the same time a current of atmospheric air or oxygen is passed through the mixture by means of an air pump or otherwise,the boiling temperature being maintained for about from twenty to thirty hours.
- a current of atmospheric air or oxygen is passed through the mixture by means of an air pump or otherwise,the boiling temperature being maintained for about from twenty to thirty hours.
- oxidation is completed.
- the petroleum is converted into acids, which combine with the alkali, forming salts, which being mostly insoluble in the mother-liquor, are precipitated to the bottom of the retort.
- the same object can be attained by mixing five hundred pounds of the petroleum above named with about one hundred pounds of an alkaline substanoe-such as oxide of calcium or caustic soda, or a mixture prepared from equal parts of oxide of calcium, caustic soda, and carbonate of soda, and with indifferent substances-such as pumice, infusorial earth, or common saltin a finely-divided state, so that the mixture forms a powder which is still dry.
- the mixture is brought in intimate contact with the air, and to effect this purpose it may be introduced into arotating drum,which is heated cautiously with steam, until the petroleum boils.
- the heat facilitates the operation; but the formation of the alkaline salts takes place at the ordinary temperature if the mixture is exposed to the action of the oxygen for a sufficiently long-period of time.
- the hydrocarbons named above are convertedinto acids which combine with the alkali employed in the treatment and form salts.
- the alkali acts as an incentive to render the hydrocarbons capable of taking hold of the oxygen, and an excess of alkali is used to guard against super oxidation, respectively decomposition and formation of carbonic acid, since by the alkali the acids as soon as formed are separated in the form of salts, and thereby withdrawn from the further action of the oxygen.
- the analysis of other samples of liquid petrol-acid indicates C H,,,O,.
- the solid petrol-acids appear to be formed by further oxidation of the liquid petrolacids-that is to say, by replacing H, by 0.
- liquid and the solid petrol-acids unite with alkalies to form soaps particularly the liquid petrol-acids can be used with advantage in the manufacture of soaps forlaundry and other purposes, as fully described in Letters Patent No. 319,854., granted to me June 9, 1885. V
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Description
arnnr rricn,
EUGEN SCHAAL, or STUTTGART, wi'mrnnnnne, GERMANY.
CONVERTING PETROLEUM AND SIMILAR HYDROCARBONS INTO ACIDS.
SPECIFICATION forming part of Letters Patent No.335,962, dated February 9, 1886.
Application filed October 11, 1884, Serial No. 145,296. (Specimcns) To all whom it may concern.-
Be it known thatI, EUGEN SoHAxL, doctor of philosophy, a subject of the King of \Viirtemberg, residing at Stuttgart, in the King dom of \Viirtemberg, Germany, have invented a new and useful Improvement in Processes of Converting Petroleum and other Hydrocarbons into Acids, of which the following is a specification.
This invention consistsin subjecting petroleum or hydrocarbons of the series G H, 2 resulting from destructive distillation of brow 11 coal, slate, peat, 850., in a metallic vessel in the presence of an excess of alkaline substancessuch as caustic alkalies, alkaline earths, or their carbonates or substances of alkaline characterto the action of an oxidizing agentsuch as a current of air or oxygen-whereby said hydrocarbons become convertedinto acids which combine with the alkalies. This result can be obtained by placing the hydrocarbons into a closed vessel,mixing them with an excess of alkali, and exposing them to a current of air or oxygen, by preference, at a high temperature, or the hydrocarbons may be finely diffused through neutral substances-such as infusorial earth or pumice'stone, &c., mixed with an excess of lime-and then subjected to the action of a current of air or oxygen. The conversion into acids also results when the hydrocarbons,mixed with an alkali,are finely diffused through neutral substances and then oxidized by the action of materials that give off oxygen-as, for example, by a mixture of chromates, chlorates,nitrates, permanganates, with acid sulphates, 820., absorbed in infusorial earth. The treatment on a large scale is such that, for instance, the hydrocarbons, intimately mixed with an excess of alkali, flow continuously into a closed vessel or retort, through which a current of compressed. air is passed, and from which the resulting salts are withdrawn. The oxidation proceeds slowly at the ordinary temperature; but the operation can be facilitated by raising the temperature to from 150 to 300 centigrade, and the supply of hydrocarbons can be regulated to suit the rapidity of the conversion. Obviously the process might be carried on intermittently. Super-oxidation,sometimes manifesting itself by the formation of oxy-acids, can be counteracted by adding zinc powder to the alkaline mixture, or by directly treating the acids with zinc powder.
The following may be given as an example for carrying out my invention: I take, say, five hundred pounds of petroleum composed of hydrocarbons, the boiling-point of which varies between 150 and 400 centigrade, and bring the same into a metallic retort provided with a suitable agitator, and with a coolingtube, which is upwardly inclined, so that the liquid resulting from the condensation of the vapors runs back into the retort. To the petroleum I add from twenty to thirty pounds of an alkaline substance-such, for instance, as oxide of calcium, or caustic soda, ora mix ture prepared from equal parts of oxide of calcium, caustic soda, and carbonate of soda and then the retort is heated so as to cause the mass to boil violently under constant stirring, while at the same time a current of atmospheric air or oxygen is passed through the mixture by means of an air pump or otherwise,the boiling temperature being maintained for about from twenty to thirty hours. During this time about one hundred pounds of the alkali are gradually introduced under constant stirring, and at the end of the time above named oxidation is completed. By the action of the oxygen the petroleum is converted into acids, which combine with the alkali, forming salts, which being mostly insoluble in the mother-liquor, are precipitated to the bottom of the retort.
The same object can be attained by mixing five hundred pounds of the petroleum above named with about one hundred pounds of an alkaline substanoe-such as oxide of calcium or caustic soda, or a mixture prepared from equal parts of oxide of calcium, caustic soda, and carbonate of soda, and with indifferent substances-such as pumice, infusorial earth, or common saltin a finely-divided state, so that the mixture forms a powder which is still dry. The mixture is brought in intimate contact with the air, and to effect this purpose it may be introduced into arotating drum,which is heated cautiously with steam, until the petroleum boils.
The heat facilitates the operation; but the formation of the alkaline salts takes place at the ordinary temperature if the mixture is exposed to the action of the oxygen for a sufficiently long-period of time.
From the foregoing description it will be seen that by following my process the hydrocarbons named above are convertedinto acids which combine with the alkali employed in the treatment and form salts. The alkali, so to say, acts as an incentive to render the hydrocarbons capable of taking hold of the oxygen, and an excess of alkali is used to guard against super oxidation, respectively decomposition and formation of carbonic acid, since by the alkali the acids as soon as formed are separated in the form of salts, and thereby withdrawn from the further action of the oxygen.
The alkaline salts obtained as above described are insoluble in the mother-liquor,
and they are separated therefrom by precipitalion or by distilling off the mother-liquor, and then the salts are decomposed by the action of mineral acids, which combine with the alkalies, setting the petrol-acids free. These petrol-acids are either solid orliqnid, and the latter can be separated from the former by distillation.
The liquid petrol-acid produced from ordinary petroleum treated with zinc-dust is composed of 0:70.85 or 0:9.82, H=10.58 or H:18.2, 0:18.57 or 0 2, which indicates C, H, O,. The analysis of other samples of liquid petrol-acid indicates C H,,,O,.
The solid petrol-acids appear to be formed by further oxidation of the liquid petrolacids-that is to say, by replacing H, by 0.
Both the liquid and the solid petrol-acids unite with alkalies to form soaps, particularly the liquid petrol-acids can be used with advantage in the manufacture of soaps forlaundry and other purposes, as fully described in Letters Patent No. 319,854., granted to me June 9, 1885. V
I do not claim in the present application for a patent the product or products obtained by the process above described, such products forming the subject-matters of separate applications, both of which were filed March 27, 1885, No. 160,279 and No. 160,280. Neither do I claim anything shown and described in Letters Patent No. 257,961, No. 240,923, and N 0. 222,408, since my process is not intended for purifying oils, but for converting petroleum into acids.
What I claim as new, and desire to secure by Letters Patent, is-
1. The process of converting petroleum or hydrocarbons of the series O H, +2 into organic acids, which process consists in subjecting the above-named hydrocarbons in the presence of an excess of alkaline substancessuch as caustic alkalies, alkaline earths, or their carbonates-to the action of an oxidizing agent, then separating from the liquid the resulting alkaline salts, and, finally, extracting from these salts the mixture of organic acids.
2. The process of converting petroleum and other hydrocarbons of the series G H, +2 into organic acids, which process consists in subjecting the above-named hydrocarbons in the presence of alkaline substances-such as caustic alkalies, alkaline earths, or their carbonates-to the action of an oxidizing agent, then separating from the liquid the resulting alkaline salts, then from these salts the mixture of organic acids, then liberating from these salts the organic acids by decomposition with a mineral acid, and, finally, separating the said organic acids into liquid acids and solid acids by distillation, as herein described. In testimony whereof I have signed my name to this specification in the presenceof two subscribing witnesses.
EUGEN SOHAAL. Witnesses:
JOHANN HENKES, B. R01.
Publications (1)
Publication Number | Publication Date |
---|---|
US335962A true US335962A (en) | 1886-02-09 |
Family
ID=2405052
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US335962D Expired - Lifetime US335962A (en) | Eugeist schaal |
Country Status (1)
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2430865A (en) * | 1944-02-17 | 1947-11-18 | Union Oil Co | Naphthene peroxides |
-
0
- US US335962D patent/US335962A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2430865A (en) * | 1944-02-17 | 1947-11-18 | Union Oil Co | Naphthene peroxides |
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