US1552806A - Cellulose-ether composition - Google Patents
Cellulose-ether composition Download PDFInfo
- Publication number
- US1552806A US1552806A US621087A US62108723A US1552806A US 1552806 A US1552806 A US 1552806A US 621087 A US621087 A US 621087A US 62108723 A US62108723 A US 62108723A US 1552806 A US1552806 A US 1552806A
- Authority
- US
- United States
- Prior art keywords
- cellulose
- film
- composition
- ether composition
- formic acid
- 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
- 229920003086 cellulose ether Polymers 0.000 title description 12
- 239000000203 mixture Substances 0.000 title description 12
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical class OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 12
- -1 aliphatic alcohols Chemical class 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- 239000012046 mixed solvent 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
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
Definitions
- This invention relates to solvents for making strong solutions of cellulose 'ether and also relates to the cellulose ether compositions roduced' by the aid of such solvents.
- One 0 ject of my invention is to provide a solvent'which Wlll dissolve such large proportions of cellulose ethers that thick or viscous fiowable solutions may be obtained for use in plastic and film making arts.
- Another object of my invention is to provide i a cellulose ether solution which may be manufactured into strong, flexible, transpari cut films on the machines and by the methods now in use. Other objects will hereinafter appear.
- lower monohydroxy aliphatic alcohols I include those having less than 6 carbon atoms.
- common solvents that may be used are benzol, acetone and the lower monohydroxy aliphatic alcohols. In the formation of film methyl alcohol is referred.
- ingredients may be mixed in widely varying proportions, it is noted, by
- a particularly useful composition can be prepared by mixin equal parts by weight of the formate an the common solvent.
- a particularly useful composition can be prepared by mixin equal parts by weight of the formate an the common solvent.
- the ingredients by themselves are not sufficiently powerful to make properly flowpes of this strength.
- the proportion of mixed solvent or the proportion of theovolatile ingredients may be increased to adapt the composition to the lacquering art, as will be understood by persons'skilled therein.
- the ingredients are of the ordinary commercial type and sufficiently purified for the process of film manufacture, so as to give a dope yielding films having the proper relative freedom from color.
- viscous-flowable dope above described can be used in connection with the usual film-form- 111g apparatus without the necessity of expensive alterations in the latter.
- a composition of matter comprising cellulose ether and a formic acid ester of a lower monohydroxy ali hatic alcohol and a common solvent which rings out the latent solvent power of the ester.
- composition of matter comprising cellulose ether and methyl foi'mate homogeneously mixed together in unprecipitated '4.
- a composition of matter comprising cellulose ether dissolved in a mixture of substantially equal parts by weight of a lower monohydroxy aliphatic alcohol and a formic acid ester of a lower monohydroxy aliphatic alcohol.
- composition of matter comprising 2 parts by weight of water-insoluble ethyl cellulose, 7 parts of methyl formate and 7 I parts of methyl alcohol.
- a film comprising cellulose other and methyl formate.
- a deosited, transparent, flowable film comprislng cellulose ether and a formic acid ester of a lower monohydroxy aliphatic alcohol
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Description
Patented Se t. 8, 1925. I
UNITED STATES" 1.5 2.806 PATENT oFmcE'.
30ml I. DONOE'UE, Olff ROCHESTER, NEW YORK, ASSIGIIOB TO EASTMAN KODAK COIYANY, OI ROCHESTER, NEW YORK, A CORPORATION OF NEW YORK.
ceLLuLosa-E'rnm comosruou.
Io Drawing.
- To all whom it may concern:
Be it known that I, JOHN M. DONOHUE, a
' citizen of the United-States of America, re-
siding at Rochester, in the county of Monroe 6 and State of New York, have invented certain new and useful Improvements in Cellulose-Ether Compositions, of which the following is a full, clear, andexactspecification.
This invention relates to solvents for making strong solutions of cellulose 'ether and also relates to the cellulose ether compositions roduced' by the aid of such solvents. One 0 ject of my invention is to provide a solvent'which Wlll dissolve such large proportions of cellulose ethers that thick or viscous fiowable solutions may be obtained for use in plastic and film making arts.
Another object of my invention is to provide i a cellulose ether solution which may be manufactured into strong, flexible, transpari cut films on the machines and by the methods now in use. Other objects will hereinafter appear. I
In U. S. Patent No. 1,188,376, Lilienfeld, June 20, 1916, there are disclosed a series of alkyl ethers of cellulose. Certain of these are practically insoluble in water, and my invention relates, but is not limited, to the ethers having that property. While cellulose ethers form thin solutions in the formic acid esters of the lower monohydroxy aliphatic alcohols, it has been found that such single solvents by' themselves are inadequate to produce the thick flowable compositions or dopes adapted for use in the manufacture of photographic film base by the customary methods or adapted to the other plastic arts.
I have discovered, however, that the for- 40 mates of the lower monohydroxy aliphatic alcohols have strong latent solventpowers,
these powers being brought out bysuitable common solvents. By lower monohydroxy aliphatic alcohols I include those having less than 6 carbon atoms. Among the common solvents that may be used are benzol, acetone and the lower monohydroxy aliphatic alcohols. In the formation of film methyl alcohol is referred.
While the ingredients may be mixed in widely varying proportions, it is noted, by
. way of example, that a particularly useful composition can be prepared by mixin equal parts by weight of the formate an the common solvent. In the preferred form able do Application filed February 24, 1923. Serial llo. 621,087.
of my invention, I dissolve 1 part by wei ht:
hol. The ingredients by themselves are not sufficiently powerful to make properly flowpes of this strength. Of course, the proportion of mixed solvent or the proportion of theovolatile ingredients may be increased to adapt the composition to the lacquering art, as will be understood by persons'skilled therein.
Other substances which impart additional suppleness, or incombustibility, or other qualitles to the film may also be added to the dope, such, for instance, as triphenyl or tricresyl phosphate, monochlornaphthalene, I
camphor, etc. The ingredients are of the ordinary commercial type and sufficiently purified for the process of film manufacture, so as to give a dope yielding films having the proper relative freedom from color. The
viscous-flowable dope above described can be used in connection with the usual film-form- 111g apparatus without the necessity of expensive alterations in the latter.
In the formation of a film by spreading and drying the hereinabove described composition a considerable amount of the formic acid ester remains behind, because of its relativelylow volatility, the volatility being less in the esters which have the greater number of carbon atoms in the alkyl radical. The esters impart useful plastifying and other properties to. the film, which is normally flexible and transparent. Since the ratio of the weight of alkyl formate to the weight of the cellulose other can be made much greater by the use of my mixed solvent instead of using the formic acid ester alone as a solvent, it follows that 9. correspondingly greater proportion of the formate will be present in the finished film than when the cellulose ethers' are dissolved in the formic acid esters alone.
Having .thus described my invention, what I claim as new and desire to secure by Letters Patent is:
1. A composition of matter comprising cellulose ether and a formic acid ester of a lower monohydroxy ali hatic alcohol and a common solvent which rings out the latent solvent power of the ester.
2;, composition of matter comprising cellulose ether and methyl foi'mate homogeneously mixed together in unprecipitated '4. A composition of matter comprising cellulose ether dissolved in a mixture of substantially equal parts by weight of a lower monohydroxy aliphatic alcohol and a formic acid ester of a lower monohydroxy aliphatic alcohol.
5. A composition of matter comprising 2 parts by weight of water-insoluble ethyl cellulose, 7 parts of methyl formate and 7 I parts of methyl alcohol.
'6. As an article of manufacture, a film comprising cellulose other and methyl formate.
7. As an article of manufacture, a deosited, transparent, flowable film comprislng cellulose ether and a formic acid ester of a lower monohydroxy aliphatic alcohol,
the proportion of said ester in said film being greater than .the maximum proportion deposit-able in a transparent film from a solution of said cellulose ether in said ester alone. Signed at Rochester,
day of February, 1923.
JOHN M. DONOHUE.
New York, this 16
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US621087A US1552806A (en) | 1923-02-24 | 1923-02-24 | Cellulose-ether composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US621087A US1552806A (en) | 1923-02-24 | 1923-02-24 | Cellulose-ether composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1552806A true US1552806A (en) | 1925-09-08 |
Family
ID=24488655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US621087A Expired - Lifetime US1552806A (en) | 1923-02-24 | 1923-02-24 | Cellulose-ether composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1552806A (en) |
-
1923
- 1923-02-24 US US621087A patent/US1552806A/en not_active Expired - Lifetime
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