US1398239A - Solvent for pyroxylin bodies - Google Patents
Solvent for pyroxylin bodies Download PDFInfo
- Publication number
- US1398239A US1398239A US411960A US41196020A US1398239A US 1398239 A US1398239 A US 1398239A US 411960 A US411960 A US 411960A US 41196020 A US41196020 A US 41196020A US 1398239 A US1398239 A US 1398239A
- Authority
- US
- United States
- Prior art keywords
- solvent
- pyroxylin
- ingredients
- acetanilid
- bodies
- 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
- 239000002904 solvent Substances 0.000 title description 26
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 title description 23
- 229920001220 nitrocellulos Polymers 0.000 title description 23
- 229940079938 nitrocellulose Drugs 0.000 title description 23
- 239000004615 ingredient Substances 0.000 description 15
- 239000011877 solvent mixture Substances 0.000 description 14
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- 239000003085 diluting agent Substances 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 4
- 239000000020 Nitrocellulose Substances 0.000 description 3
- 150000001555 benzenes Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- 229940072049 amyl acetate Drugs 0.000 description 2
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000002649 leather substitute Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- JGFBQFKZKSSODQ-UHFFFAOYSA-N Isothiocyanatocyclopropane Chemical compound S=C=NC1CC1 JGFBQFKZKSSODQ-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 108091006503 SLC26A1 Proteins 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- -1 aliphatic alcohols Chemical class 0.000 description 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 1
- PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- YELGFTGWJGBAQU-UHFFFAOYSA-N mephedrone Chemical compound CNC(C)C(=O)C1=CC=C(C)C=C1 YELGFTGWJGBAQU-UHFFFAOYSA-N 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000414 obstructive effect Effects 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2301/08—Cellulose derivatives
- C08J2301/16—Esters of inorganic acids
- C08J2301/18—Cellulose nitrate
Definitions
- the object of my invention is to provide a solvent for pyroxylin bodies that will be powerful, complete, and commercially practical and possess the capacity of depositing.
- a further object is to provide a pyroxylin solvent in which one of the active ingredients is a solid which will remain in the deposited film after the other liquid ingredients have evaporated, thereby imparting greater toughness and also a certain plia- -bility' to the film.
- a further object is to provide a pyroxylin solvent of such a nature that certain softening agents,such as castor or rapeseed oil, and certain coloring matters, such as drop black and zinc oxid,”can be added to the pyroxylinsolution without in any way destroyingI its usefulness.
- a solvent possessing the above qualities would fill asdemand in the pyroxylin industries, such as in the manufacture of artificial leather, lacquers, varnishes and the like. None of the solvents now in use at the present time possesses all of the above qualities.
- a well known commercial solvent mixture consisting of ethyl acetate and benzol, toluol or benzin, is apt in humid weather-to deposit a hygroscopic film of nitrocellulose.
- Amyl acetate possesses desirable qualities as" a solvent, but on account of its hlgh cost is commercially impractical;
- My solvent mixture is commercially, practicable because of the ease of manipulation benzol or equivalent diluent which can be used with it.
- the pyroxylin solution made from n solvent mixture possesses a texture .whic enables it to be painted or spread very smoothly without the bubbles or pinholes and cheapness due to the large percentage of usually encountered- This'is brought about by the degree to which the solution 1s carried come very cohesive and enabling it to be spread or painted evenly.
- the above is typical formula only, the.invention not being confined to the specific ingreidients or the particular proportions speci- Increasing the amount of acetanilid will result in increased solvent power.
- aliphatic alcohols may be use instead of ethyl, alcohol and the term alcohol therefore includes methyl, ethyl, butyl, propyl, amyl, etc.
- any diluent or diluents, or any ingredient or ingredients functioning mainly as a diluent may be employed with a plurality of solvents, one of which is acetanilid and the other of which is a solvent boiling at arelatively low temperature.
- acetanilid may be substituted any ingredients that is a good sol- 7 less, non-hygroscopic film.
- a pyroxylin solvent mixture containing a preponderating proportion of an ingredient functioning mainly as a diluent, and a plurality of ingredients, functioning chiefly as solvents, one'of whch is acetanilid.
- a pyroxylin solvent mixture containing a preponderating proportion of an ingredient functioning mainly as a diluent, a relatively small proportion of an aliphatic alcohol, and a still smaller proportion of a plurality of solvents one of which is acetanilid. 1'.
- a pyroxylin solvent mixture containing a material which is a goodsolvent of pyroxylin, alcohol, a lower member ofthe benzene series of hydrocarbons, and acetanilid.
- y I 6 A pyroxylin solvent mixture containing acetone, an aliphatic alcohol, a lower member of the benzene series of hydrocarbons and acetanilid.
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Description
' siding at Athol, county of Worcester, and- ROWLAND BRITTAIN MITCHELL, 0F ATHOL, MASSACHUSETT S, ASSIGNOR TO ATHOL MANUFACTURING COMPANY, OF AT'HOL, MASSACHUSETTS, A CORPORATION OF- MASSACHUSETTS;
' SOLVENT FOR PYROXYLIN BODIES.
1,398,239, Specification of Letters Patent.
No Drawing.
To all whom it may concern:
Be it known that I, ROWLAND BRITTAIN MITCHELL, a citizen of the United States, re-
State of Massachusetts, have invented a new and useful Improvement in Solvents for Pyroxylin Bodies, of which the following is a full, clear, and exact description.
The object of my invention is to provide a solvent for pyroxylin bodies that will be powerful, complete, and commercially practical and possess the capacity of depositing.
an odorless, tough, homogeneous and nonhygroscopic film of pyroxylin free from bubbles.
A further object is to provide a pyroxylin solvent in which one of the active ingredients is a solid which will remain in the deposited film after the other liquid ingredients have evaporated, thereby imparting greater toughness and also a certain plia- -bility' to the film.
A further object is to provide a pyroxylin solvent of such a nature that certain softening agents,such as castor or rapeseed oil, and certain coloring matters, such as drop black and zinc oxid,"can be added to the pyroxylinsolution without in any way destroyingI its usefulness.
. aturally, a solvent possessing the above qualities would fill asdemand in the pyroxylin industries, such as in the manufacture of artificial leather, lacquers, varnishes and the like. None of the solvents now in use at the present time possesses all of the above qualities. For instance, a well known commercial solvent mixture consisting of ethyl acetate and benzol, toluol or benzin, is apt in humid weather-to deposit a hygroscopic film of nitrocellulose. This hygroscopic quality is very objectionable and is evidenced by a whitish appearance in the film, which is caused by the nitrocellulose being precipitated from solution by the water which .is deposited .on the surface of the film due to the rapid cooling efi'ect of the evaporation of the solvents. The films deposited by various well known solvent mixtures are also apt to contain bubbles or pin holes, which are particul rly obstructive to the production of a sat1 factory piece of artificial leather.- For economy it is customary to add cheap diluents to solvents so as to attenuate their solvent power over the greatest possible amount of nitrocellulose.
Application filed September 22, 1920. Serial No. 411,960.
For instance,- in some lacquer work, a solupyroxylin to the gallon of solvent will produce a satisfactory film, whereas in some Patented Nov. 29, 1921.
.tion containing as little as four ounces ofsolvents. However, as a general rule, the p more diluent added, the less the solvent power of the resultant solution and the more liabilityto blushing of the deposited film.
Amyl acetate possesses desirable qualities as" a solvent, but on account of its hlgh cost is commercially impractical;
In the past it has been customary to use liquid solvents only, where a solution of more or less fluidity has been desired.
I have discovered that it is possible to impart great solvent power to a mixture of alcohol (either methyl, ethyl, or butyl) and benzol- (or toluol or xylol) by the addition of a relatively small quantity of acetanilid and some other solvent such as acetone,- ethyl acetate, methyl acetate, or ethyl propionate. A solvent mixture composed of the above mentioned ingredients not only possesses remarkable solvent power andcheapness, but a pyroxylin solution obtained by using this solvent mixture deposits a film which is nonhygroscopic, odorless, and free from bub bles or pinholes. Acetanilid, having a boilfact also enables the solution to stand a" larger quantity of water without precipitating the cellulose.
My solvent mixture is commercially, practicable because of the ease of manipulation benzol or equivalent diluent which can be used with it.
The pyroxylin solution made from n solvent mixture possesses a texture .whic enables it to be painted or spread very smoothly without the bubbles or pinholes and cheapness due to the large percentage of usually encountered- This'is brought about by the degree to which the solution 1s carried come very cohesive and enabling it to be spread or painted evenly.
The following is an example of a solvent mixture embodying my invention:
Benzol 7 2 parts by weight.- Alcohol 20 Acetone 6 Acetanilid 2 The above is typical formula only, the.invention not being confined to the specific ingreidients or the particular proportions speci- Increasing the amount of acetanilid will result in increased solvent power.
. While I mention acetone specifically, I find that other solvents, such as amyl acetate, ethyl acetate, methyl acetone, methyl acetate, acetone oil, ethyl propionate, ethyl butyrate and methyl butyrate, may be used equally well with the otherthree ingredients without materially changing the properties of the resultant solvent mixtures. v
In place of benzol any of the other low boiling homologues of the benzene series may be used, astoluol or xylol. I
Man other of the aliphatic alcohols may be use instead of ethyl, alcohol and the term alcohol therefore includes methyl, ethyl, butyl, propyl, amyl, etc.
While I prefer to use the four ingredients Specified in the illustrative composition or their descrlbed equivalents, my invention.
does not require their employment in the proportions recited; nor does it exclude the addition of other ingredients; nor is it essential to use all the ingredients- (or their equivalents) specified to secure results approximating'those obtained by the use of the preferred composition. any diluent or diluents, or any ingredient or ingredients functioning mainly as a diluent, may be employed with a plurality of solvents, one of which is acetanilid and the other of which is a solvent boiling at arelatively low temperature. For acetanilid may be substituted any ingredients that is a good sol- 7 less, non-hygroscopic film.
For example,
vent of pyroxylin, that has a high boiling point, that will remain on the deposited film after the other ingredients have evaporated and that will effect the deposition of an odor- Having now fully described my invention, what I claim and desire to protect by Letters Patent is 1. A pyroxylin solvent mixture containing a preponderating proportion of an ingredient functioning mainly as a diluent, and a plurality of ingredients, functioning chiefly as solvents, one'of whch is acetanilid.
2. A pyroxylin solvent mixture containing a preponderating proportion of an ingredient, functioning mainly as a diluent, and relatively small proportions of two pyroxylin solvents, one of. which has a relatively low boiling point and the other of Which has 'a relatively high boiling point and will remain in the deposited film' after the other ingredients have evaporated.
3. A pyroxylin solvent mixture containing a preponderating proportion of an ingredient functioning mainly as a diluent, a relatively small proportion of an aliphatic alcohol, and a still smaller proportion of a plurality of solvents one of which is acetanilid. 1'. A pyroxylin solvent mixture containing a material which is a goodsolvent of pyroxylin, alcohol, a lower member ofthe benzene series of hydrocarbons, and acetanilid.
5. A pyroxylin solvent mixture containing alcohol, a material which is a' solvent of pyroxylin in a proportion substantially less than the proportion of alcohol, acetanilid in a proportion substantially less than the proportion of alcohol, and a diluent in a proportion. substantially in excess of all the other ingredients combined. y I 6. A pyroxylin solvent mixture containing acetone, an aliphatic alcohol, a lower member of the benzene series of hydrocarbons and acetanilid.
In testimony of which invention, I have A hereunto set my hand, at Athol, Mass, on this 16 day of August, 1920.
ROWLAND BRl'l'TAlN MITCHELL. A
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US411960A US1398239A (en) | 1920-09-22 | 1920-09-22 | Solvent for pyroxylin bodies |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US411960A US1398239A (en) | 1920-09-22 | 1920-09-22 | Solvent for pyroxylin bodies |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1398239A true US1398239A (en) | 1921-11-29 |
Family
ID=23630982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US411960A Expired - Lifetime US1398239A (en) | 1920-09-22 | 1920-09-22 | Solvent for pyroxylin bodies |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1398239A (en) |
-
1920
- 1920-09-22 US US411960A patent/US1398239A/en not_active Expired - Lifetime
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