US1573698A - Denatured alcohol - Google Patents
Denatured alcohol Download PDFInfo
- Publication number
- US1573698A US1573698A US569951A US56995122A US1573698A US 1573698 A US1573698 A US 1573698A US 569951 A US569951 A US 569951A US 56995122 A US56995122 A US 56995122A US 1573698 A US1573698 A US 1573698A
- Authority
- US
- United States
- Prior art keywords
- alcohol
- denaturing
- ethyl alcohol
- denatured
- denatured alcohol
- 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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title description 29
- 239000011928 denatured alcohol Substances 0.000 title description 3
- 235000019441 ethanol Nutrition 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 13
- -1 monochloracetic acid ester Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical class OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 159000000032 aromatic acids Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 description 1
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 description 1
- 101100513046 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) eth-1 gene Proteins 0.000 description 1
- 240000006463 Pimenta racemosa Species 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical class OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12F—RECOVERY OF BY-PRODUCTS OF FERMENTED SOLUTIONS; DENATURED ALCOHOL; PREPARATION THEREOF
- C12F5/00—Preparation of denatured alcohol
Definitions
- cles such as liniments, mouth washes, toilet.
- chloraceticmonoglyceride and the monochloracetic acid ester of ethylene glycol are preferred. It is to be understood however that the invention is not limited to the use of these specific compounds except as is re-' quired by the appended claims.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Patented Feb. I6, 1926.
UNITED STATES HENRY C. FULLER, OF WASHINGTON, DISTRICT OF COLUMBIA, ASSIG-NOB TO UNION Y 1,573,698 PATENT OFFICE.
CARBIDE AND CABIBON BESEARCH LABORATORIES. INC., OF LONG ISLAND CITY, NEW YORK, A CORPORATION OF NEW YORK.
DENATURED ALCOHOL.
No Drawing.
cles such as liniments, mouth washes, toilet.
Waters, perfumes, hair tonics, bay rum and manyliquid'medicines such as fluid extracts,
tinctures and other mixed medicines.
In my application Serial Number 47 5,47 8
iled June 6, 1921 I have disclosed the use of lycerine derivatives such as the chlorhydrins and halogen aliphatic acid derivatives of glycerine as denaturing a ents for ethyl alcohol. I havenow found t at the derivatives of the glyools such as the halogen all phatic acid esters of the glycols, the lycol alogen-hydrins and the aliphatic an aromatic acid esters of both glycerine and glycols may be used as denaturing agents.
examples of the classes of compounds which I propose to use as denaturing agents are glycerol mono-acetate, ethylene glycol monoacetate, the monochloracetic acid ester of ethylene glycol and the benzoic acid esters of lycerine and ethylene glycol. The. use of tIxe monochlorhydrin of g1 cerine and the monochloracetic-monoglycen e is referred to in my copending application referred to above.
These denaturing agents ma be used in widel varying proportions. a general rule rom 6 to 12 per cent of the denaturing agent is mixed with the alcohol, the particular amount used depending upon the price of the particular denaturing agent emplo ed, the intensit of its denaturing effect an the use to whic the denatured product is to be put. Since the denaturing agents are general more ex nsive than alcohol 1t 15 usuall preferre to use the smallest quantity w ich will produce the desired-denaturin effect.
IE the various materials mentioned the monochloracetic acid esters of the polyhy drio alcohols and particularly the mono- Application filed June 21, 1922. Serial No. 569.951.
chloraceticmonoglyceride and the monochloracetic acid ester of ethylene glycol are preferred. It is to be understood however that the invention is not limited to the use of these specific compounds except as is re-' quired by the appended claims.
example of a denatured alcohol prod uct embraced by my invention is a mixture of 90 parts by volume of 95 per cent ethyl alcohol and 10 parts by volume of the monochloracetic acid ester of ethylene glycol.
Heretofore the work of the Bureau of Internal Revenue has been greatly complicated and the work of manufacturing ethyl alcohol greatly interfered with by the use of a great variety of denaturing agents none of which are of general a plicatlon. Some of the denaturing agents lieretoforeemployed are suitable foruse in the manufacture of only one product or a limited number of products.
The use of the denaturing a ents of my invention largel overcomes this difiiculty. The treated alco 01 is sufficiently denatured to be unfit for use as a beverage due to its un, leasant taste. Even in considerable dilution, the effect is such that when intro duced into the mouth, the'taker cannot swallow it. On the other hand the odor of the denaturing agent is comparatively mild and does not unpleasantly afiect the aromatic substances and volatile oils which enter into the compositions referred to'above. Moreover the denaturing agents are not violently oisonous and are not detrimental to alcool preparations ingested or applied to the skin in small amounts.
The dentured alcohol containing the denaturingagents of my invention, besides being nonotable and capable of rather general app 'cation because the odor is not offensive and because the physiological prop erties of the denaturing agents are not detrimental to the alcohol, retains its solvent properties and its capacity for being compounded into preparations of the kind above described, and it can be diluted with water without precipitation of the denaturing agent.
It is of course understood that mixtures of-two or more of the derivaties of polyhydric alcohols herein described can be used as denaturing agents without departing from my invention.
' ethyl alcohol and a .In the appended claims the expression organic acid esters is intended to include both the aliphatic and aromatic acid esters and the expression polyhydric alcohols includes 5 alcohols containing more than one hydroxyl groug such as the dihydric and trihydric alcoho 'I claim:
1. Denatured eth 1 alcohol comprising lialogen fatty acid ester of a polyhydric alcohol.
2. Denatured ethyl alcohol comprising ethyl alcohol and a chlor fatty acid ester of a polyhydric alcohol.
3. Denatured ethyl alcohol comprising 15 ethyl alcohol and a chloracetic acid ester of a poljyshydric alcohol.
4. enatured ethyl alcohol comprising ethyl alcohol and a chloracetic acid ester of ethylene glycol.
In testimony whereof, I aflix my si ature.
HENRY C. FUL ER.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US569951A US1573698A (en) | 1922-06-21 | 1922-06-21 | Denatured alcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US569951A US1573698A (en) | 1922-06-21 | 1922-06-21 | Denatured alcohol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1573698A true US1573698A (en) | 1926-02-16 |
Family
ID=24277579
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US569951A Expired - Lifetime US1573698A (en) | 1922-06-21 | 1922-06-21 | Denatured alcohol |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1573698A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003070909A2 (en) | 2002-02-20 | 2003-08-28 | Chiron Corporation | Microparticles with adsorbed polypeptide-containing molecules |
| EP2286792A1 (en) | 1999-02-26 | 2011-02-23 | Novartis Vaccines and Diagnostics, Inc. | Microemulsions with an adsorbent surface, comprising a microdroplet emulsion |
-
1922
- 1922-06-21 US US569951A patent/US1573698A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2286792A1 (en) | 1999-02-26 | 2011-02-23 | Novartis Vaccines and Diagnostics, Inc. | Microemulsions with an adsorbent surface, comprising a microdroplet emulsion |
| WO2003070909A2 (en) | 2002-02-20 | 2003-08-28 | Chiron Corporation | Microparticles with adsorbed polypeptide-containing molecules |
| EP2572707A2 (en) | 2002-02-20 | 2013-03-27 | Novartis Vaccines and Diagnostics, Inc. | Microparticles with adsorbed polypeptide-containing molecules |
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