US2034713A - Manufacture and treatment of artificial products of cellulose derivatives - Google Patents
Manufacture and treatment of artificial products of cellulose derivatives Download PDFInfo
- Publication number
- US2034713A US2034713A US552420A US55242031A US2034713A US 2034713 A US2034713 A US 2034713A US 552420 A US552420 A US 552420A US 55242031 A US55242031 A US 55242031A US 2034713 A US2034713 A US 2034713A
- Authority
- US
- United States
- Prior art keywords
- solvent
- materials
- filaments
- softening
- action
- 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
- 229920002678 cellulose Polymers 0.000 title description 27
- 239000001913 cellulose Substances 0.000 title description 17
- 238000004519 manufacturing process Methods 0.000 title description 8
- 239000002904 solvent Substances 0.000 description 88
- 239000000463 material Substances 0.000 description 55
- 239000004902 Softening Agent Substances 0.000 description 33
- 239000007788 liquid Substances 0.000 description 26
- 239000003085 diluting agent Substances 0.000 description 19
- 238000000034 method Methods 0.000 description 19
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 17
- 239000000243 solution Substances 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 12
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 11
- 150000002170 ethers Chemical class 0.000 description 10
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 10
- 229920003086 cellulose ether Polymers 0.000 description 9
- 239000004310 lactic acid Substances 0.000 description 9
- 235000014655 lactic acid Nutrition 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229920002301 cellulose acetate Polymers 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000004581 coalescence Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 229940116333 ethyl lactate Drugs 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 229940057867 methyl lactate Drugs 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 230000001112 coagulating effect Effects 0.000 description 2
- -1 diethyl lactate Chemical compound 0.000 description 2
- YSAVZVORKRDODB-WDSKDSINSA-N diethyl tartrate Chemical compound CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC YSAVZVORKRDODB-WDSKDSINSA-N 0.000 description 2
- 238000000578 dry spinning Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 238000002166 wet spinning Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- KFUSEUYYWQURPO-UHFFFAOYSA-N 1,2-dichloroethene Chemical group ClC=CCl KFUSEUYYWQURPO-UHFFFAOYSA-N 0.000 description 1
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 229940022682 acetone Drugs 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000019256 formaldehyde Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229960000448 lactic acid Drugs 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/144—Alcohols; Metal alcoholates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/51—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof
- D06M11/55—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof with sulfur trioxide; with sulfuric acid or thiosulfuric acid or their salts
Definitions
- This invention relates to the treatment of artificial filaments, threads, ribbons, films, fabrics or other materials made of or containing cellulose esters or ethers and to the production of artificial filaments, threads, ribbons, films and the like from solutions containing cellulose esters and ethers.
- Suitable agents are aqueous solutions of thiocyanates, such as those of the alkalies, ammonium and alkaline earths, aqueous solutions of zinc chloride, acetic acid, formic acid, lactic acid, diacetone alcohol, methyl or ethyl lactate, acetone, and the like; and monoand di-ethers or esters or ether esters of olefine glycols and polyolefine glycols, for instance the monoand dimethyl and ethyl ethers of ethylene glycol, glycol mono acetate, methyl glycol acetate, dioxane, the mono methyl and ethyl ethers of propylene glycol, and the mono-ethyl ether of diethylene glycol etc.; phenols, formaldehyde, acetaldehyde, mono-, diand triacetins, dichlorethylene, and the like, mineral acids, sulphonic or other organo-mineral acids, or acid esters of mineral
- the present invention includes broadly the concentration on the materials of solvents or softening agents until the solvent action of the same is produced. More particularly it is preferred to carry the concentration to such a point that the filaments or other products may be so softened that separate filaments would be capable of coalescence if brought together.
- agents mentioned above may be employed in the present invention or any other agents capable of exerting a solvent or softening action upon cellulose esters or ethers. These agents may be applied to the materials in a relatively dilute state or at least sufficiently dilute that they do not exert a substantial solvent or softening action on the materials before concen- 20 tration. For this purpose they may be mixed with water or any other suitable diluent inert or relatively inert towards the cellulose derivative, for example alcohols, hydrocarbons, ethers and the like. A diluent is preferably selected which is more volatile than the solvent or softener.
- it may be'ether in the case of acetone, formic acid, acetic acid, dioxane and like volatile solvents or water or alcohol in the case of diacetone alcohol, methyl or ethyl lactate, lactic acid or other relatively high boiling solvent.
- the cellulose acetate filaments, threads, ribbons or the like may, for example. be immersed or carried through a bath containing a relatively dilute solution of the solvent or softening agent,
- lactic acid, dioxane, acetone etc., or the filaments or other products may be sprayed with the solution and the solution subsequently concentrated in any desired manner.
- travelling filaments, threads, or the like may be caused to take up the solution by means of a wick or other dewith the solution under a forced feed, for instance by means of a pump.
- the relatively dilute solution of solvent or softening agent may be (see United States Patents Nos; 1,465,994 and 1,467,493 and United States applications S. Nos. 402,785 filed 26th October, 1929 and 418,414 filed 3rdJanuary 1930).
- the softening or solvent agent should not in general be employed in such a high concentration as is indicated in the examples, since at this strength considerable solvent action is already apparent.
- United States application S. No. 402,785 describes the addition of diacetone alcohol, ethyl lactate or other solvents to the spinning solution itself and subsequently coagulating so that the said solvent is in contact with the filaments in a relatively high concentration.
- Such a process may also be employed according to the present invention, it being remembered that the diluent of the solvent should be present in sufficient quantity to inhibit substantial solvent action.
- filaments or other products produced either by wet or dry spinning processes may be carried into a bath containing a dilute solution of the solvent or may be sprayed with or otherwise caused to take up the solution continuously with the production of the products.
- dilute used in the present description with reference to the solutions of solvent or softening agents applied is not intended to include only low concentrations but to include any concentration of reagent which during the period of application will not have a strong solvent action.
- dilute is thus used for differentiating the solutions applied from the concentrated solutions produced on the fibre by the concentration step and which are capable of exerting a solvent or strong softening action.
- the concentration of the softening or solvent agents on the fibre or material may be effected in any convenient manner.
- the materials after being impregnated with a more or less dilute solvent or softening agent may be subjected to a treatment so as to evaporate the water or other diluent, for example by heating or by applying a vacuum or by blowing air, nitrogen, carbon dioxide and other inert gases over or through the materials.
- The-concentration may furthermore be effected at low, ordinary or even high temperatures, whether -efiected at under reduced pressure or not.
- Diacetone alcohol, ethyl lactate, lactic acid, diethyl tartrate and the like applied for instance at ordinary temperatures in a concentration of about 15 to 25% may be concentrated by the application of reduced pressures and/or increased temperatures to a strength of about to 80% so as to induce the solvent action.
- acetone, applied, for instance in an ethereal solution of about 20 to 40% concentration may be concentrated up to about to 80% or more.
- the reagents may be concentrated to a point short of that necessary to exert a solvent action, and the solvent action be brought into play simply and solely by raising the temperature. If desired, the temperature may be raisedin two or more stages so as to bring into play a. progressively strong solvent action.
- the invention particularly contemplates the concentration upon the materials of the solvent or softening agents to such an extent that either at ordinary temperatures or at raised temperatures the materials are so softened that if two or more filaments, threads or the like are brought together coalescence takes place.
- the filaments or other products. may if desired be allowed to coalesce so as to stick together any desired number of individual filaments and produce a relatively large unitary filament orto produce a ribbon or straw-like product by arranging the filaments side by side and causing them to adhere. Alternatively coalescence may be prevented by any suitable means.
- the filaments or other products during the concentration of the solvent or softening agent thereon and/or during the time it exerts its solvent action may be kept separate, for example by passage over curved guides or other devices adapted to achieve this object.
- the materials may be passed through a liquid whereby they are prevented from adhering to each other, the liquid being such that it exerts substantially no solvent action on the cellulose ester or ether, and at the same time is practically anon-solvent for the particular solvent or softening agent with volatile or no more volatile than the solvent or softening agent. itself, may be applied together with the solvent or softening agent, e. g. in a bath subsequent to or continuously with production or in the coagulating bath or even in the spinning solution.
- the liquids may themselves be the concentrating the softening or solvent agent on the materials and/or the means of raising the temperature if desired to produce the requisite solvent action.
- the materials impregnated with the more or less dilute solvent or softening agent may be passed through a hot liquid bath so as to drive off the water or other liquid diluent. Again if desired the liquid bath,
- the bath applied may itself be the means of concentrating the solvent or softening agent on the materials.
- the bath may be so chosen that it is a non-solvent for the cellulose derivative, a non-solvent for the solvent or softening agent and a solvent for the water or other diluent.
- the agents may if desired be removed by simple volatilization, especially when relatively volatile agents are employed, having a boiling point for example between about 50 C. or 100 C. and 200 0., the volatilization being assisted, if desired, by reduced pressure, or as an alternameans of tive they may be removed from the materials by dissolving or washing out.
- the materials may if desired be subjected to a stretch treatment, though it is to be understood that the invention is not confined to stretching. However due to the action of the concentrated solvent or softening agents the materials are in a good condition for stretching so as to produce products of fine denier or relatively low cross-section.
- the processes of the present invention are most conveniently applied to the filaments, threads or other products while travelling from point to point, for example while travelling from bobbin to bobbin or from the spinning apparatus to a winding apparatus.
- the processes of the invention may be applied broadly to the treatment of materials made of Example 1 Cellulose acetate filaments, while in transit from bobbin to bobbin, are passed through a bath 1 having the following constitution:-
- the filaments carrying a large bulk of the liquor are given an air passage so as to cause the evaporation of the ether from the filaments leaving the aqueous dioxane thereon.
- This may be effected in the open air, but is preferably carried out in an enclosed or substantially enclosed chamber so that the ether may be recovered.
- Hot or warm air may be passed through the chamber so as to facilitate the evaporation of the ether, or alternatively the threads may be passed over a warm plate maintained, for instance, at a temperature of 40 to 50 C.
- the dioxane on the filaments may be kept apart, as for example by passage over curved guides, or alternatively the filaments may be coalesced to form a monofil, or may be arranged in a line so as to coalesce and form a ribbon type of product. In the latter case the adhesion may be improved by passage between'rollers.
- the dioxane may be removed from the filaments, monofil or ribbon, or if a stretching is required the material may be subjected to the stretching operation continuously with the concentration of the dioxane thereon.
- the filaments may be passed continuously round two rollers having different peripheral speeds.
- the filaments may be stretched, for instance to an extent of 30 to 7 0, or even of their original length.
- the dioxane may thereafter be removed from the filaments by any desired means, as for instance by treating them with a salt solution, as described in United States application S. No. 399,384 filed 12th October, 1929, or by first treating them with a 20% solution of dioxane followed by a. treatment with water.
- Such washing operations may be conducted in a centrifugal spinning box in which the filaments may be received.
- Example 2 Filaments of cellulose acetate, travelling from bobbin to bobbin or from a bobbin to any other packaging device, are carried through a bath consisting of a 20% to 25% aqueous solution of lactic acid.
- the filaments carrying the liquor are then passed into a bath containing a petroleum fraction boiling at 250 to 300 C., and maintained at a temperature of to C.
- the lactic acid is concentrated on the filaments, the water being evaporated and the petroleum hydrocarbon serving to keep the filaments apart.
- the filaments may thereafter be stretched or not as desired, and the lactic acid removed therefrom, as described in Example 1.
- impregnation may take place in the course of their production by a wet spinning process, as described for example in United States application S. No. 402,785.
- the impregnation may take placecontinuously with the production of the filaments by a dry spinning process.
- Process for the treatment of filaments, threads, ribbons, films and other materials containing cellulose esters or ethers which comprises treating the same with a liquid medium containing a solvent or softening agent for the cellulose derivative together with a non-solvent diluent of higher volatility than the said agent, which liquid medium iswithout solvent or softening effect on the cellulose derivative, and thereafter concentrating the solvent or softening agent on the materials by evaporating at least a part of the non-solvent diluent so as to bring the solvent or softening action of the agentinto play, whereby the physical properties of the materials are improved.
- Process for the treatment of filaments, threads, and other textile materials containing cellulose esters or ethers which comprises treating the same with a liquid medium containing a solvent or softening agent for the cellulose derivative together with a non-solvent diluent of higher volatility than thesaid agent, which liquid medium is without solvent or softening effect on the cellulose derivative, and thereafter passing the materials under conditions in which they are free to shrink through a heated inert liquid so as to concentrate the solvent or softening agent on the materials by evaporation of at least a part of the non-solvent diluent, whereby the extensibility of the materials is improved.
- Process for the treatment of ,filaments, threads, and other textile materials containing cellulose acetate which comprises treating the same with a liquid medium containing a solvent or softening agent for the cellulose acetate together with a non-solvent diluent of higher volatility than the said agent, which liquid medium 4 6.
- Process for the treatment of filaments, threads, and other textile materials containing cellulose acetate which comprises treating the same with a liquid medium containing a solvent or softening agent for the cellulose derivative together with a non-solvent diluent of higher volatility than the said agent, which liquid medium is without solvent or softening effect on the cellulose derivative, thereafter passing the materials through a heated inert liquid so as to concentrate the solvent or softening agent on the materials by evaporation of at least a part of the non-solvent diluent, and stretching the materials, wherethreads, and other textile materials containing cellulose esters or others, which comprises treating the same with a-liquid medium containing a solvent or softening agent for the cellulose derivative together with a non-solvent diluent of higher volatility than the said agent, which liquid medium is without solvent or softening effect on the cellulose derivative, and thereafter concentrating the solvent or softening agent on the materials by evaporating at least a part of the nonsolvent dil
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2034713X | 1930-07-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2034713A true US2034713A (en) | 1936-03-24 |
Family
ID=10896680
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US552420A Expired - Lifetime US2034713A (en) | 1930-07-30 | 1931-07-22 | Manufacture and treatment of artificial products of cellulose derivatives |
Country Status (2)
Country | Link |
---|---|
US (1) | US2034713A (fr) |
FR (1) | FR717452A (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2473615A (en) * | 1944-03-29 | 1949-06-21 | Celanese Corp | Process for stretching cellulose acetate filaments |
US2846334A (en) * | 1953-03-23 | 1958-08-05 | Lucile H Fleck | Method of reconditioning exposed and developed photographic film |
-
1931
- 1931-05-21 FR FR717452D patent/FR717452A/fr not_active Expired
- 1931-07-22 US US552420A patent/US2034713A/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2473615A (en) * | 1944-03-29 | 1949-06-21 | Celanese Corp | Process for stretching cellulose acetate filaments |
US2846334A (en) * | 1953-03-23 | 1958-08-05 | Lucile H Fleck | Method of reconditioning exposed and developed photographic film |
Also Published As
Publication number | Publication date |
---|---|
FR717452A (fr) | 1932-01-09 |
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