US482102A - Bruno richard seifert - Google Patents

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US482102A
US482102A US482102DA US482102A US 482102 A US482102 A US 482102A US 482102D A US482102D A US 482102DA US 482102 A US482102 A US 482102A
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cresol
sodium
acid salt
sulpho
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/60Salicylic acid; Derivatives thereof

Definitions

  • cresol is far superior as a disinfectant to phenol and all other bodies of the aromatic group.
  • the insolubillty of oresol in water is an impediment to its employment for clinical, medicinal, surgical, and like purposes as a substitute for the higher-priced phenol.
  • Laplace, Jager, Frankel, and 0111- miiller discovered that cresol solutions could be obtained in diluted hydrochloric and sulphuric acids, and that they were a remarkably efficient protection from moldiness and decomposition; but this strongly acid liquid is incapable of being employed medically. Besides these dilute mineral acids, soap is the only known dissolving agent for cresol.
  • cresol in soap solutions certainly admit of being employed medicinally, but compared to the ordinary watery carbolic-acid solutions they present the following disadvantages, namely: First, they have an alkaline reaction and oxidize as a consequence when exposed to the air in the same Way as all the alkaline solutions of phenols; second, the hands or any surface with which they have come in contact are rendered slippery or greasy in a manner which is liable to interfere with the work of a surgeon.
  • a model or perfect disinfectant for medical purposes would be obtained if such an effective agent as cresol could be obtained in the form of a watery solution in the same way as phenol.
  • Solutions are likewise obtained with salicylate of soda and such phenols as contain neutral hydrocarbons; but I prefer those tar phenols which are free from hydrocarbons.
  • the salicylate of soda may be replaced by other salicylatessuch, for example, as ammonium, potassum, or calcium salicylates or by the salts of any of the ortho-oxybenzene carbon acids.
  • the dissolving power of the ortho-oxybenzene sulpho-acids is somewhat less.
  • the salts of paraoxybenzene carbon acids and paraoxybenzene sulpho-acids exert no remarkable influence on the solubility of the higher-boiling phenol in Water.
  • Ortho omybenzene carbon acid salt-1 twelve kilos sodium salicylate, five kilos cresol, ten kilos water; 2, thirteen kilos sodium salicylate, five kilos cresol; 3, fourteen kilos potassium salicylate, five kilos cresol; 4, calcium salicylate; 5, magnesium salicylate; 6, eight kilos orthocresotinic-acid salt of sodium, five kilos cresol, ten kilos water; 7, seven kilos monocresotinic-acid salt of sodium, five kilos cresol, eight kilos water; 8, eight kilos paracresotinic-acid salt of sodium, five kilos cresol; 9, eight kilos crude cresol carbon-acid salt of sodium, five kilos cresol, eight kilos water; 10, Xylenol carbon-acid salts of sodium; 11, carbonate of sodium from high-boiling phenols of coal-brown, coal, wood,'and blast-furnace tars; 12,
  • Ortho oxybenzene sulpho acid salts-44 twenty-two kilos orthophenol sulpho-acid salt of sodium, five kilos cresol; 15, orthocresol orthosulpho-acid salt of sodium; 16, thirty kilos monocresol orthosulpho-acid salt of sodiumrfive' kilos cresol; '17, twenty kilos paracresol orthosulpho-acid salt of sodium, five kilos cresol; 18, crude cresol orthosulpho-acid salt of sodium; 19, xylenol cresol orthosulphoacid salt of sodium; 20, the sodium salts of the corresponding chlorinated acids.
  • Benzene sulpho-acid salts 17.26, seventeen kilos benzene sulpho-acid salt of sodium,five kilos cresol; 27, toluene sulpho-aeid salt of sodium; 28,xylene sulpho-acid salt of sodium; 29, trimethyl-benzene sulpho-acid salt of sodiurn; 30, chlorinated benzene, toluene, xylene, or trimethyl benzene sulpho-acid salts.
  • the salts of phenols and naphthols are also very well adapted for obtaining watery solutions of cresols and the higher phenols.
  • a solution is obtained containing eleven kilos of free cresol, and which can be diluted, as required, Without separation of cresol.
  • a corresponding solution results when ten kilos of calcined lime are employed in place of the sodium hydroxide.
  • This solution contains from twelve to thirteen kilos of free cresol and from nineteen to twenty kilos of cresol in the form of a readily-soluble cresol calcium.
  • This consists, chiefly, of lime mixed with basic cresol calcium. The latter being almost insoluble in water, the disinfecting action of carbolic lime is apparently to be ascribed to the excess of lime.
  • higher boiling phenols from suitable tars and naphthols can also be employed in the proportion of these disinfecting agents.
  • the saturated alkaline or earthy alkaline salt of the phenols employed may be prepared in the first instance and then mixed with water and with the free phenols to form a solution.
  • the disinfecting compound herein de- IIO scribed consisting of a mixture of cresol or my invention Ihave signed my name in presmatter containing cresol, such as crude car- 'ence of twosubscribing witnesses.

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  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
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Description

UNITED STATES PATENT OFFICE.
BRUNO RICHARD SEIFERT, OF RADEBEUL, GERMANY, ASSIGNOR TO DR. F. VON HEYDEN NAGHFOLGER, OF SAME PLACE.
DISINFECTANT.
SPECIFICATION forming part of Letters Patent No. 482,102, dated September 6, 1892.
Original application filed July 5, 1890, serial No. 357,861. Divided and this application filed July 16, 1892. Serial No. 440,272.
(No specimens.)
To all whom it may concern.-
Be it known that I, BRUNO RICHARD SEI- FERT, chemist, of Radebeul, near Dresden, in the Kingdom of Saxony, German Empire, have invented certain new and useful Improvements in Disinfecting Compounds, of which the following is a specification.
My present application is a division of my application, Serial No. 357,861, filed July 5, 1890, entitled manufacture of disinfectants or antisep tics.
It is known that cresol is far superior as a disinfectant to phenol and all other bodies of the aromatic group. The insolubillty of oresol in water is an impediment to its employment for clinical, medicinal, surgical, and like purposes as a substitute for the higher-priced phenol. Laplace, Jager, Frankel, and 0111- miiller discovered that cresol solutions could be obtained in diluted hydrochloric and sulphuric acids, and that they were a remarkably efficient protection from moldiness and decomposition; but this strongly acid liquid is incapable of being employed medically. Besides these dilute mineral acids, soap is the only known dissolving agent for cresol.
Soluble mixtures of cresol with soap are known in commerce as sapocarbol. Mixtures of various proportions of soap-phenols of high boiling-point and hydrocarbons are also sold 'as nostrums or secret remedies under the name of creoline. These solutions of cresol in soap solutions certainly admit of being employed medicinally, but compared to the ordinary watery carbolic-acid solutions they present the following disadvantages, namely: First, they have an alkaline reaction and oxidize as a consequence when exposed to the air in the same Way as all the alkaline solutions of phenols; second, the hands or any surface with which they have come in contact are rendered slippery or greasy in a manner which is liable to interfere with the work of a surgeon.
A model or perfect disinfectant for medical purposes would be obtained if such an effective agent as cresol could be obtained in the form of a watery solution in the same way as phenol.
The solution of this problem has been accomplished by me, and forms the object of the present invention. I have discovered in the first place that a disinfectant containing ore sol, xylenol, and the like, capable of being diluted with water without separation of oresol, &c., can be obtained with the aid of salts of alkalies or earthy alkalies, as hereinafter described. This disinfectant is the subject of the present invention. For example, it is found that a nearly-concentrated watery solution of salicylate of soda can be mixed with cresol in any proportion, and that with sufficient quantities of the salicylate the cresol does not separate again in diluting the solution. When to twelve kilograms, for example, of sodium salicylate ten kilograms of water are added, no solution takes place at low temperatures, but when five kilograms of cresol are mixed with these'ingredients a clear solution results, which can be diluted, as required, Without separation of the cresol. It makes little difference Whether ortho, meta, or para cresol, or mixtures thereof with one another or with phenols of higher boiling-point be employed. In place of the higher-boiling phenols of coal-tar it is possible to employ the phenols of brown coal-tar, wood-tar, blast-furnace tar, and the like. Solutions are likewise obtained with salicylate of soda and such phenols as contain neutral hydrocarbons; but I prefer those tar phenols which are free from hydrocarbons. The salicylate of soda may be replaced by other salicylatessuch, for example, as ammonium, potassum, or calcium salicylates or by the salts of any of the ortho-oxybenzene carbon acids. The dissolving power of the ortho-oxybenzene sulpho-acids is somewhat less. On the other hand, the salts of paraoxybenzene carbon acids and paraoxybenzene sulpho-acids exert no remarkable influence on the solubility of the higher-boiling phenol in Water. The benzoic-acid salts and their homologues benzene, sulpho-acid salts and their homoextent with water do not separate from the cresol, xylenol, and the like are obtained with the following materials, namely:
Ortho omybenzene carbon acid salt-1, twelve kilos sodium salicylate, five kilos cresol, ten kilos water; 2, thirteen kilos sodium salicylate, five kilos cresol; 3, fourteen kilos potassium salicylate, five kilos cresol; 4, calcium salicylate; 5, magnesium salicylate; 6, eight kilos orthocresotinic-acid salt of sodium, five kilos cresol, ten kilos water; 7, seven kilos monocresotinic-acid salt of sodium, five kilos cresol, eight kilos water; 8, eight kilos paracresotinic-acid salt of sodium, five kilos cresol; 9, eight kilos crude cresol carbon-acid salt of sodium, five kilos cresol, eight kilos water; 10, Xylenol carbon-acid salts of sodium; 11, carbonate of sodium from high-boiling phenols of coal-brown, coal, wood,'and blast-furnace tars; 12, chloro-salicylate sodium; 13, chlorocresotinate of sodium.
Ortho oxybenzene sulpho acid salts-44, twenty-two kilos orthophenol sulpho-acid salt of sodium, five kilos cresol; 15, orthocresol orthosulpho-acid salt of sodium; 16, thirty kilos monocresol orthosulpho-acid salt of sodiumrfive' kilos cresol; '17, twenty kilos paracresol orthosulpho-acid salt of sodium, five kilos cresol; 18, crude cresol orthosulpho-acid salt of sodium; 19, xylenol cresol orthosulphoacid salt of sodium; 20, the sodium salts of the corresponding chlorinated acids.
Benzene carbon-acid salts-21 ,twelve kilos benzoic-acid salt of sodium, five kilos cresol, twenty kilos water; 22, toluylic-acid salt of sodium; 23, dimethyl-benzoic-acid salt of sodium; 24, anisic -acid salt of sodium; 25, chloro-benzoic-acid salt of sodium, chlorotoluylic-acid salt-of sodium.
Benzene sulpho-acid salts.26, seventeen kilos benzene sulpho-acid salt of sodium,five kilos cresol; 27, toluene sulpho-aeid salt of sodium; 28,xylene sulpho-acid salt of sodium; 29, trimethyl-benzene sulpho-acid salt of sodiurn; 30, chlorinated benzene, toluene, xylene, or trimethyl benzene sulpho-acid salts.
Also the naphthaline derivatives corresponding to the four above-mentioned groups.
31, four kilos alpha oxynaphthoic acid salt of sodium, five kilos cresol, nine kilos grater; 2, beta-oxynaphthoic acid salt of sorum.
33, alpha-naphthol sulpho-aoid salt of sodium; 34, thirteen kilos beta-naphthol sulpho-acid salt of sodium, (Bayer,) five kilos cresol; 35, beta-naphthol sulpho-acid salt of sodium, (Schafer,) 36, naphthoic-acid salt of sodium.
37, naphthaline sulpho-acid salt of sodium and chloro-naphthaline snlpho-acid salt of sodium; 38, anthracene sulpho-acid salt of sodium.
It is of course immaterial whether the prepared salts be employed in making the mixture or the free acids with corresponding quantities of the base or carbonate. Either absolute or diluted alcohol can be employed as the dissolving agent in place of Water.
It has further now been discovered that,
in addition to the above-mentionedsalts ofv organic acids, the salts of phenols and naphthols are also very well adapted for obtaining watery solutions of cresols and the higher phenols. With thirty-four kilos of cresol, eight kilos of caustic soda, and thirty-two kilos of water, for example, a solution is obtained containing eleven kilos of free cresol, and which can be diluted, as required, Without separation of cresol. A corresponding solution results when ten kilos of calcined lime are employed in place of the sodium hydroxide. This solution contains from twelve to thirteen kilos of free cresol and from nineteen to twenty kilos of cresol in the form of a readily-soluble cresol calcium.
o-o,n,on,
This can likewise be easily diluted without separation, and forms a disinfecting or antiseptic agent suitable for other than medical purposes in which the disinfecting power of the disinfecting carbolic acid of commerce (mainly composed of cresols) is perfectly utilized contrarily to what takes place in the case of carbolic lime of commerce. This consists, chiefly, of lime mixed with basic cresol calcium. The latter being almost insoluble in water, the disinfecting action of carbolic lime is apparently to be ascribed to the excess of lime. In place of the cresol and crude carbolic acid of commerce higher boiling phenols from suitable tars and naphthols can also be employed in the proportion of these disinfecting agents. Instead of mixing these bodies with water and with a base in quantity insufticint to form a salt, as in the above-mentioned example, the saturated alkaline or earthy alkaline salt of the phenols employed may be prepared in the first instance and then mixed with water and with the free phenols to form a solution.
What I claim as my invention, and desire to secure by Letters Patent, is
The disinfecting compound herein de- IIO scribed, consisting of a mixture of cresol or my invention Ihave signed my name in presmatter containing cresol, such as crude car- 'ence of twosubscribing witnesses.
bolic acid and a metallic salt of an aromatic v compound of the classes of aromatic acids and BRUNO RICHARD SEIFER'T 5 phenols in the proportions herein set forth, Witnesses:
' and Water. PAUL AREAS,
In testimony that I claim the foregoing as WILHELM WIESENHUTTER.
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