US482101A - Bruno richard seifert - Google Patents

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US482101A
US482101A US482101DA US482101A US 482101 A US482101 A US 482101A US 482101D A US482101D A US 482101DA US 482101 A US482101 A US 482101A
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cresol
kilos
sodium
acid salt
acid
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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
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05Phenols

Definitions

  • cresol is far superior as a disinfectant to phenol and all other bodies of the aromatic group.
  • the insolubility of cresol in water is an impediment to its employment for clinical, medicinal, surgical, and like purposes as a substitute for the higher-priced phenol.
  • cresol solutions could be obtained in diluted hydrochloric and sulphuric acids and thatthey were a remarkably efficient probut this strongly-acid liquid is incapable of being employed medically.
  • 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 sold as cleaningms or secret remedies under the name of creoline.
  • 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: I First, they have an alkaline reaction and oxidize in consequence when exposed to the air, as all the alkaline solutions of phenols do; second, the hands or any surface with which they come in contact are rendered slippery or greasy in a manner which is liable to interfere with the work of a surgeon.
  • Ortho-oazybenzene suZpho-acz'd salts 20-two kilos ortho-phenol sulpho-acid salt of sodium, five kilos cresol; 15, ortho-cresol ortho-sulphoacid salt of sodium; 16, thirty kilos mono-cresol ortho-sulpho-acid salt of sodium, five kilos cresol 17, twenty kilos paracresol ortho-sulpho-acid salt of sodium, five kilos cresol; 18, crude cresol ortho-sulphoacid salt of sodium; 19, xylenol cresol orthosulpho-acid salt of sodium; 20, the sodium salts of the corresponding chlorinated acids.
  • Benzene suZpho-acid salts-26 seventeen kilos benzene sulpho-acid salt of sodium, five kilos cresol; 27, toluol sulpho-acid salt of sodium; 2S, xylol sulpho-acid salt of sodium; 29, trimethyl benzene sulpho-acid salt of sodium; 30, chlorinated benzene, toluene, xylol, 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 o canon,
  • 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 In place of the cresol and crude carbolic acid of commerce higher-boilin g phenols from suitable tars and naphthols can also be employed in the preparation of these disinfecting agents.
  • the saturated alkaline or earthyalkaline 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.
  • BRUNO RICHARD F an aromatic compound of the classes of aro- witnesseses: matic acids and phenols, substantially as here- VVILHELM WIESENHUTTER, inset forth. RIOHARDKUNZE.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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Description

tection from moldiness and decomposition;
UNITED STATES BRUNO RICHARD SEIFE-RT, OF RADEB EUL, GERMANY, ASSIGNOR TO DR. F.
VON HEYDEN NACHFOLGER, OF SAME PLACE.
PROCESS OF MAKIN G DISINFECTANTS.
SPECIFICATION forming part of Letters Patent No. 482,101, dated September 6, 1892.
Application filed July 5, 1890. Serial No. 357,861. (No specimens.)
To all whom it may concern.-
Be it known that I, BRUNO RICHARD SE1- FERT, chemist, of Radebeul, near Dresden, in the Kingdom of Saxony, German Empire, have invented a new and useful Improvement in the Manufacture of Disinfectants or Antiseptics, of which the following is a speci fication.
It is known that cresol is far superior as a disinfectant to phenol and all other bodies of the aromatic group. The insolubility of cresol in water is an impediment to its employment for clinical, medicinal, surgical, and like purposes as a substitute for the higher-priced phenol.
Laplace, J ager, Frankel, and Ohlmiiller dis-. covered that cresol solutions could be obtained in diluted hydrochloric and sulphuric acids and thatthey were a remarkably efficient probut 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 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: I First, they have an alkaline reaction and oxidize in consequence when exposed to the air, as all the alkaline solutions of phenols do; second, the hands or any surface with which they 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 cresol, xylenol, and the like, capa- 5o bio of being diluted with water without sepa ration of cresol, &c.,can be obtained withthe aid of salts of alkalies or earthy alkalies, as hereinafter described. This disinfectant is the subject of my application forUnited States 5 5 Patent, Serial No. 440,272, filed July 16, 1892. For example, it is found that a nearly-coneentrated watery solution of salicylate of soda can be mixed with cresol in any proportion, and that with sufficient quantities of the sali oo cylate the cresol does not separate again in dilutingvt-he solution. When to twelve kilograms, for example, of sodium salicylate ten kilograms of water are added, no solution takes places 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 hydrocarbon. The salicylate of soda may be replaced by other sali- 8o cylatessuch, for example, as ammonium, potassium, or calciumsalicylates or bythesalts 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 para-oxybenzene carbon acids and para-oxybenzene sulpho-acids exert no remarkable influence on the solubility of the higher-boiling phenol in water. The benzoic acid-salts and their homologues benzene 9o sulpho-aoid salts and their homologues act somewhat less strongly than salicylates. The corresponding naphthaline derivatives of all the bodies above mentioned as producing the solution of cresol operate in the same way andlg 5 mostly ina higher degree.
The following table gives the organic salts that are found to be available. The propor tions of the mixture required for obtaining the solution of the cresol are also given for those salts which possess the greatest practical importance. The mixture is effected simply by stirring the materials together.
Solutions which when diluted to any desired extent with water do not separate from the cresol, xylenol, and the like are obtained with the following materials, namely:
Ortho am benzene carbon-acid salts.1, twelve kilos sodium salicylate, five kilos cresol, ten kilos water; 2, thirteen kilos ammonium salicylate, five kilos cresol; 3, fourteen kilos potassium salicylate, five kilos cresol; 4, calcium salicylate; 5, magnesium salicylate; 6, eight kilos ortho-cresotinic-acid salt of sodium, five kilos cresol, ten kilos water; 7, seven kilos mono-cresotinic-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 of sodium; 13, chloro-cresotinate of sodium.
Ortho-oazybenzene suZpho-acz'd salts.14, twenty-two kilos ortho-phenol sulpho-acid salt of sodium, five kilos cresol; 15, ortho-cresol ortho-sulphoacid salt of sodium; 16, thirty kilos mono-cresol ortho-sulpho-acid salt of sodium, five kilos cresol 17, twenty kilos paracresol ortho-sulpho-acid salt of sodium, five kilos cresol; 18, crude cresol ortho-sulphoacid salt of sodium; 19, xylenol cresol orthosulpho-acid 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 so-j dium 24, anisic acid salt of sodium; 25, chlorobenzoic-acid salt of sodium, chloro-toluylic-.
acid salt of sodium.
Benzene suZpho-acid salts-26, seventeen kilos benzene sulpho-acid salt of sodium, five kilos cresol; 27, toluol sulpho-acid salt of sodium; 2S, xylol sulpho-acid salt of sodium; 29, trimethyl benzene sulpho-acid salt of sodium; 30, chlorinated benzene, toluene, xylol, or trimethyl benzene sulpho-acid salts.
Also with the naphthaline derivatives corresponding to the four above -mentioned groups.
31, four kilos alpha-oxynaphthoic acid salt of sodium, five kilos cresol, nine kilos water; 32, beta-oxynaphthoic acid-salt of sodium.
33, alpha-naphthol sulpho-acid 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, (Schtfew) 36, naphthoic acid-salt of sodium.
37, naphthaline sulpho-acid salt of sodium and chloronaphthaline sulpho-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-mentioned salts of 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 canon,
This can likewise be easily diluted without separation and forms a disinfecting or aniiseptic 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 In place of the cresol and crude carbolic acid of commerce higher-boilin g phenols from suitable tars and naphthols can also be employed in the preparation of these disinfecting agents. Instead of mixing these bodies with water and with a base in quantity insufficient to form a salt, as in the above-mentioned example, the saturated alkaline or earthyalkaline 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.
Having now particularly described and ascertained the nature of the said invention and ing in taking difficultly-soluble phenols, such In testimony that I claim the foregoing as as the so-called crude carbolic acid of a my invention I have signed my namein pres- 1c higher boiling-point than pure carbolic acid, ence of two subscribing witnesses.
and consisting mainly of cresols and mixin them with Water and with a metallic salt 0? BRUNO RICHARD F an aromatic compound of the classes of aro- Witnesses: matic acids and phenols, substantially as here- VVILHELM WIESENHUTTER, inset forth. RIOHARDKUNZE.
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