US568877A - Walter francis reid - Google Patents
Walter francis reid Download PDFInfo
- Publication number
- US568877A US568877A US568877DA US568877A US 568877 A US568877 A US 568877A US 568877D A US568877D A US 568877DA US 568877 A US568877 A US 568877A
- Authority
- US
- United States
- Prior art keywords
- nitrocellulose
- reid
- linolein
- ricinolein
- walter
- 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
- 229920001220 nitrocellulos Polymers 0.000 description 13
- 239000000020 Nitrocellulose Substances 0.000 description 12
- 150000002828 nitro derivatives Chemical class 0.000 description 12
- HBOQXIRUPVQLKX-UHFFFAOYSA-N 2,3-di(octadeca-9,12-dienoyloxy)propyl octadeca-9,12-dienoate Chemical compound CCCCCC=CCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC HBOQXIRUPVQLKX-UHFFFAOYSA-N 0.000 description 9
- ZEMPKEQAKRGZGQ-VBJOUPRGSA-N triricinolein Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC)COC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-VBJOUPRGSA-N 0.000 description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000003513 alkali Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 229920002160 Celluloid Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 229960001777 castor oil Drugs 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000006396 nitration reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- -1 linseed Chemical compound 0.000 description 2
- 230000000802 nitrating effect Effects 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 229920001875 Ebonite Polymers 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 235000008753 Papaver somniferum Nutrition 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 235000019488 nut oil Nutrition 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
- C09D101/16—Esters of inorganic acids
- C09D101/18—Cellulose nitrate
Definitions
- nitrocellulose such as parkesine, xylonite, celluloid, and the like, which are now used both for molding articles and as coatings or varnishes, are to some extent brittle.
- nitrated linolein or nitrated ricinolein with nitrocellulose.
- Camphor is the. best known solvent of'nitrocellulose and is most generally used. It is, however, volatile, and celluloid (as its mixture with nitrocellulose is commonly called) when exposed to heat therefore becomes brittle. It is also hard, and therefore soft india-rubber-like compounds cannot be made with it alone, but something, generally Castor-oil, has had to be added; but castor-oil is not stable, and the product therefore deteriorates.
- the solvent of the nitrocellulose should have the following properties: first, it must neither exude nor cause brittleness in the product; second, it must be insoluble in water; third, it must not be explosive nor highly inflammable; fourth, it must not be volatile; fifth, it must be absolutely stable. Nitrolinolein and nitroricinolein perfectly fulfil these conditions.
- linolein such as linseed, poppy, or nut oils
- ricinolein such as castor-oil
- the nitro compound may be produced by passing continuously through the oil a current of nitrous-acid gas.
- the resulting nitro compounds are semiliquid and difficult to purify by washing in the usual Way.
- lVe may mix either of the varieties of nitro- 7o cellulose With either or both of the nitro compounds prepared as described; but for most purposes We prefer the soluble variety of nitrocellulose.
- the proportion of nitrolinolein or nitroricinolein varies according to the consistenoy which it is desired to give to the finished material.
- Nine parts by weight of nitrocellulose mixed with one part by Weight of nitrolinolein or nitroricinolein or both of them yield a substance resembling ebonite or vulcanite in its physical character, while one part by weight of nitrocellulose mixed with two parts by Weight of either or both of the new nitro compounds gives a soft elastic substance of about the consistency of the mass of which printers inking-rollers are composed.
- the mixing is carried out by malaxation at a temperature not exceeding that of boilingwater. Should the compound be required for a varnish or in solution, the ingredients 0 may be added direct to the solvent without previous malaxation, as We have found that the usual solvents for nitrocellulose are also solvents for nitrolinolein and nitroricinolein. Small quantities of solvent may be added 5 during malaxation to facilitate the combination of the nitro compounds. These new mixturesmay be employed for the same purposes as the above-mentioned compounds of nitrocellulose now in use.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
UNITED STATES PATENT OFFICE.
WALTER FRANOIs REID, OF ADDLEsTONE, AND EDWARD JOHN VAVASOUR EARLE, OF LONDON, ENGLAND.
NITRO COMPOUND.
SPECIFICATION forming part of Letters Patent No. 568,877, dated October 6, 1896.
Application filed November 30, 1895.
T (all whom it ntay concern:
Be it known that we, WALTER FRANCIS REID, civil engineer, residing at Fieldside, Addlestone, Surrey, and EDWARD JOHN VA- VASOUR EARLE, merchant, residing at 119 Oheapside, in the city of London, England, subjects of the Queen of Great- Britain, have invented certain new and useful Improvements in l ltIO Compounds, of which the following is a specification.
According to this invention We produce a nitro compound by the nitration of linolein or ricinolein, and also produce an improved nitro compound by the admixture of nitrated linolein or ricinolein with nitrocellulose.
Compounds of nitrocellulose, such as parkesine, xylonite, celluloid, and the like, which are now used both for molding articles and as coatings or varnishes, are to some extent brittle. To prevent this brittleness and to obtain a product capable of more general use, we mix or incorporate the nitrated linolein or nitrated ricinolein with nitrocellulose. Camphor is the. best known solvent of'nitrocellulose and is most generally used. It is, however, volatile, and celluloid (as its mixture with nitrocellulose is commonly called) when exposed to heat therefore becomes brittle. It is also hard, and therefore soft india-rubber-like compounds cannot be made with it alone, but something, generally Castor-oil, has had to be added; but castor-oil is not stable, and the product therefore deteriorates.
To be generally useful in the arts, the solvent of the nitrocellulose should have the following properties: first, it must neither exude nor cause brittleness in the product; second, it must be insoluble in water; third, it must not be explosive nor highly inflammable; fourth, it must not be volatile; fifth, it must be absolutely stable. Nitrolinolein and nitroricinolein perfectly fulfil these conditions.
In carrying out our invention we take Oils mainly composed of linolein, such as linseed, poppy, or nut oils, or those containinga large proportion of ricinolein, such as castor-oil, and we nitrate them substantially in the same way as is customary in the nitration of other 50 organic liquids, such as benzole or glycerin.
For the nitration either concentrated nitric Serial No- 5 70,63 7. (N0 specimens.)
acid may be used or a mixture of such acid with concentrated sulfuric acid in the usual proportions, or the nitro compound may be produced by passing continuously through the oil a current of nitrous-acid gas. The resulting nitro compounds are semiliquid and difficult to purify by washing in the usual Way. We therefore incorporate them with the solid and finely-pulverized carbonates of the alkalies or alkaline earths, such, for example, as chalk, the proportion of such carbonates being slightly in excess of the amount required to neutralize the free acid remaining in the nitro compound. lNe remove the excess of carbonate by subsidence, first'heating the nitro compound to about 200 Fahrenheit to render it sufficiently fluid, and the nitro compound is then ready for use. lVe may mix either of the varieties of nitro- 7o cellulose With either or both of the nitro compounds prepared as described; but for most purposes We prefer the soluble variety of nitrocellulose. The proportion of nitrolinolein or nitroricinolein varies according to the consistenoy which it is desired to give to the finished material. Nine parts by weight of nitrocellulose mixed with one part by Weight of nitrolinolein or nitroricinolein or both of them yield a substance resembling ebonite or vulcanite in its physical character, while one part by weight of nitrocellulose mixed with two parts by Weight of either or both of the new nitro compounds gives a soft elastic substance of about the consistency of the mass of which printers inking-rollers are composed. The mixing is carried out by malaxation at a temperature not exceeding that of boilingwater. Should the compound be required for a varnish or in solution, the ingredients 0 may be added direct to the solvent without previous malaxation, as We have found that the usual solvents for nitrocellulose are also solvents for nitrolinolein and nitroricinolein. Small quantities of solvent may be added 5 during malaxation to facilitate the combination of the nitro compounds. These new mixturesmay be employed for the same purposes as the above-mentioned compounds of nitrocellulose now in use.
We claim- 1. The herein-described process which con- IOO sists in nitrating linolein (or rieinolein), incorporating it with a solid and finely-pulverized corbonate of an alkali or alkaline earth, and then removing the excess of carbonate by subsidence.
2. The herein-described process of preparing nitro compounds which consists in subj'ecting linolein (or ricinolein) to the action of nitric acid, then incorporating with the nitrated linolein (or ricinolein) a solid and finely pulx'erized carbonate of an alkali or alkaline earth, then heatingthe compound and removing the excess of carbonate.
3. The process herein described, which consists in nitrating linolein (or ricinolein) by subjecting it to the action of nitric acid, incorporating with the nitrated linolein (or ricinolein) a solid and finely-pulverized carbonate of an alkali, oralkaline earth, removing the excess of carbonate and then mixing the nitrated substance with nitrocellulose.
WALTER FRANCIS REID. EDWARD JOHN VAVASOUR EARLE.
Witnesses:
ROBERT B. RANSFORD, JOSEPH LAKE.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US568877A true US568877A (en) | 1896-10-06 |
Family
ID=2637582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US568877D Expired - Lifetime US568877A (en) | Walter francis reid |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US568877A (en) |
-
0
- US US568877D patent/US568877A/en not_active Expired - Lifetime
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