US2122801A - Manufacture of artificial threads - Google Patents
Manufacture of artificial threads Download PDFInfo
- Publication number
- US2122801A US2122801A US83168A US8316836A US2122801A US 2122801 A US2122801 A US 2122801A US 83168 A US83168 A US 83168A US 8316836 A US8316836 A US 8316836A US 2122801 A US2122801 A US 2122801A
- Authority
- US
- United States
- Prior art keywords
- threads
- per cent
- imine
- xanthate
- cellulose
- 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
- 238000004519 manufacturing process Methods 0.000 title description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 42
- 229910052757 nitrogen Inorganic materials 0.000 description 21
- 229960005419 nitrogen Drugs 0.000 description 21
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 20
- 238000000034 method Methods 0.000 description 19
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 18
- 229920002678 cellulose Polymers 0.000 description 18
- 239000001913 cellulose Substances 0.000 description 18
- 229920000297 Rayon Polymers 0.000 description 17
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 17
- 229910052717 sulfur Inorganic materials 0.000 description 17
- 239000011593 sulfur Substances 0.000 description 17
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 15
- 238000009987 spinning Methods 0.000 description 15
- 239000002253 acid Substances 0.000 description 12
- 239000000835 fiber Substances 0.000 description 11
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 description 8
- 235000011152 sodium sulphate Nutrition 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 230000001376 precipitating effect Effects 0.000 description 7
- 239000012991 xanthate Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000002466 imines Chemical class 0.000 description 4
- NHPIGLPRLKEFTQ-UHFFFAOYSA-N n-methylethenimine Chemical compound CN=C=C NHPIGLPRLKEFTQ-UHFFFAOYSA-N 0.000 description 4
- 229920002994 synthetic fiber Polymers 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- CQNZIRSBRGJNTO-UHFFFAOYSA-N 1,3-thiazolidine-2-thiol Chemical compound SC1NCCS1 CQNZIRSBRGJNTO-UHFFFAOYSA-N 0.000 description 3
- 229920003086 cellulose ether Polymers 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 125000005354 acylalkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- -1 cyclic imines Chemical class 0.000 description 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000002791 soaking Methods 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
- D06M13/322—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 nitrogen
- D06M13/487—Aziridinylphosphines; Aziridinylphosphine-oxides or sulfides; Carbonylaziridinyl or carbonylbisaziridinyl compounds; Sulfonylaziridinyl or sulfonylbisaziridinyl compounds
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
- D01F11/02—Chemical after-treatment of artificial filaments or the like during manufacture of cellulose, cellulose derivatives, or proteins
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/06—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/06—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
- D01F2/08—Composition of the spinning solution or the bath
Definitions
- This invention relates to the manufactureof artificial threads and more particularly to artificial threads containing sulfur and nitrogen.
- This invention relates to a process of making artificial fibers from derivatives of cellulose containing nitrogen and sulfur by first spinning the ordinary viscose by means of a usual spinning bath to produce threads containing cellulosfe Xanthate and then treating the threads, either directly or, if desired, after purification in a second bath which may consist, for example, of a neutral or feebly acid salt solution, with ethyleneimine or a homologue thereof which reacts analogously to the said imine or homologue or another cyclic nitrogeneous base or a salt of any of these.
- the cyclic nitrogeneous base may be applied in the form of vapour or liquid or dissolved in water or another solvent. It has been found that both the free bases and their salts can react with the Xanthate groups so that, for example, basic, neutral or acid solutions of the bases may be used as the reaction bath.
- Artificial fibers produced by this invention from cellulose derivatives containing nitrogen and sulfur have properties similar tothose of wool. In particular they can be dyed in admixture with wool with the usual wool-dyestufis in the same degree of fastness. The tensile strength and extension of the new artificial fibers do not fall behind those normal for cellulose artificial fibers.
- Example 1 -Normal viscose, ripe for spinning and containing about 25 Xanthate-groups per C6 molecules of cellulose, is spun in a bath containing a 32 per cent solution of sodium sulfate and 4.2 per cent of sulfuric acid at a temperature of 35 C. to produce a bundle of Xanthate threads; this bundle is then treated in a washing bath consisting of a 30 per cent solution of sodium sulfate at 50 C. The bundle of thread is now squeezed and passed in this condition through a chamber at 50-60 C. in which ethylene-imine vapour is circulating, whereby the reaction of the xanthate groups contained in the coagulated bundle of threads with the ethyleneimine is completed in a few seconds. The bundle of threads is then washed in a bath of 5 per cent of sulfuric acid, washed with water and revived. The dried threads contain 1-1.2 per cent of nitrogen and can be dyed with acid wool-dyestuffs.
- Example 2 Viscose having about 50 xanthategroups per 100 cellulose Cir-molecules is spun by any usual method to a xanthate thread and the bundle ofthreads is passed through an aqueous solution of percent strength of Nmethylethyleneimine, which is feebly acid with sulfuric acid and may be mixed with an inorganic salt. During the gradual complete winding of the spool or the reel on which the bundle of thread is taken up the N-methylethylene-imine has time to react with the xanthate groups. The fibrous material thus obtained has an afiinity to wool-dyestufis and a nitrogen content of 2.8 per cent.
- Example 4 --Viscose containing about 25 xanthate-groups per 100 Cs molecules of cellulose is coagulated in a bath containing 30 per cent of sodium sulfate and 2 per cent of sulfuric acid at a temperature of 60 C.
- the length of immersion of the thread in the bath is 15 cm. and the speed of draft 40 ms. per minute.
- the thread contains free xanthate-groups and is washed following the spinning process in a bath consisting of a per cent solution of sodium sulfate and then through a bath of a 20' per cent aqueous solution of ethylene-imine. Then the bundle of threads is passed through a chamber heated at 60 C. in which it remains about 15 seconds.
- the dried fibers contain 1.8 per cent of nitrogen and 4.5 per cent of sulfur.
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose into a precipitating bath containing at most 4.2 per cent of acid to form threads consisting of cellulose xanthogenate and reacting on the formed threads with a cyclic ethyleneimine.
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose into a precipitating bath containing at most 4.2 per cent ofacid to form threads consisting of cellulose xanthogenate and reacting on the formed threads with a cyclic ethyleneimine in gaseous condition.
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose into a precipitating bath containing at most 4.2 per cent of acid to form threads consisting of cellulose xanthogenate and reacting on the formed threads with a cyclic ethyleneimine in liquid condition.
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose into a precipitating bath containing at most 4.2 per cent of acid to form threads consisting of cellulose xanthogenate and reacting on the formed threads with a cyclic ethyleneimine dissolved in a solvent.
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose into a precipitating bath containing at most 4.2 per cent of acid to form threads consisting of cellulose xanthogenate and reacting on the formed threads with an imine selected from the group consisting of ethyleneimine, ethylene-imine-2-carboxylic acid, ethylene-imine-sulfonic acid, N-methyl-ethyleneimine, 2-3-diacetyl-ethylene-imine, Z-octadecylethylene-imine, N-cyclohexanolethylene-imine, Z-phenylethylene-imine and N-propy1-2-vinylethylene-imine.
- an imine selected from the group consisting of ethyleneimine, ethylene-imine-2-carboxylic acid, ethylene-imine-sulfonic acid, N-methyl-ethyleneimine, 2-3-diacetyl-ethylene-imine, Z-octadecylethylene-imine, N
- a process of producing artificial threads containing nitrogen and sulfur which comprises spinning viscose containing about 25 xanthate groups per 100 C6 molecules of cellulose in a precipitating bath containing 30 per cent of sodium sulfate and 2 per cent of sulfuric acid at a temperature of C. with an immersion length of 15 cm. and at a. speed of draft of 40 ms. per minute, washing the coagulated threads in a bath consisting of a 20 per cent solution of sodium sulfate, passing the bundle of threads through a bath containing a 20 per cent aqueous solution of ethylene-imine, and guiding the bundle of threads through a chamber heated at 60 C. to remain in said chamber for about 15 seconds.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE476431X | 1935-06-08 | ||
DEI54473D DE657742C (de) | 1935-06-08 | 1936-03-05 | Verfahren zur Herstellung von Stickstoff und Schwefel enthaltenden Kunstfasern aus Cellulosexanthogenatloesungen |
Publications (1)
Publication Number | Publication Date |
---|---|
US2122801A true US2122801A (en) | 1938-07-05 |
Family
ID=25944287
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US83168A Expired - Lifetime US2122801A (en) | 1935-06-08 | 1936-06-02 | Manufacture of artificial threads |
US127762A Expired - Lifetime US2213129A (en) | 1935-06-08 | 1937-02-25 | Manufacture of artificial threads |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US127762A Expired - Lifetime US2213129A (en) | 1935-06-08 | 1937-02-25 | Manufacture of artificial threads |
Country Status (5)
Country | Link |
---|---|
US (2) | US2122801A (enrdf_load_stackoverflow) |
DE (1) | DE657742C (enrdf_load_stackoverflow) |
FR (1) | FR808307A (enrdf_load_stackoverflow) |
GB (1) | GB476431A (enrdf_load_stackoverflow) |
NL (1) | NL44824C (enrdf_load_stackoverflow) |
-
0
- NL NL44824D patent/NL44824C/xx active
-
1936
- 1936-03-05 DE DEI54473D patent/DE657742C/de not_active Expired
- 1936-05-28 FR FR808307D patent/FR808307A/fr not_active Expired
- 1936-06-02 US US83168A patent/US2122801A/en not_active Expired - Lifetime
- 1936-06-08 GB GB15972/36A patent/GB476431A/en not_active Expired
-
1937
- 1937-02-25 US US127762A patent/US2213129A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
US2213129A (en) | 1940-08-27 |
DE657742C (de) | 1938-03-12 |
FR808307A (fr) | 1937-02-03 |
NL44824C (enrdf_load_stackoverflow) | |
GB476431A (en) | 1937-12-08 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB685631A (en) | Improvements in or relating to the spinning of viscose | |
GB274521A (en) | Manufacture of artificial materials from viscose | |
US2475697A (en) | Treatment of collagen strands | |
NO128613B (enrdf_load_stackoverflow) | ||
US2420949A (en) | Carboxyalkyl cellulose ether fibers and films of good wet strength | |
GB652746A (en) | Improvements in the spinning of viscose | |
US2154893A (en) | Manufacture of artificial threads or the like | |
US1548864A (en) | Manufacture of viscose films, etc. | |
US2122801A (en) | Manufacture of artificial threads | |
US3026169A (en) | Manufacture of viscose rayon | |
US3046085A (en) | Viscose spinning solution and process | |
US2297613A (en) | Process of producing viscose rayon | |
US3120095A (en) | Method of making high bulk yarns | |
US2512968A (en) | Manufacture of cellulosic articles | |
US3689621A (en) | Continuous wet spinning method of producing useful filamentary materials of an acrylonitrile copolymer | |
US4314959A (en) | Process for the preparation of regenerated cellulose formed bodies from solutions of cellulose derivatives in organic solvents | |
GB385005A (en) | Improvements relating to the manufacture of artificial silk | |
US2318544A (en) | Manufacture of mixed textiles | |
US1996989A (en) | Production of artificial filaments | |
US3445557A (en) | Process for preparing filaments from beta-polyamides | |
US2897044A (en) | Production of artificial protein threads, fibres, filaments and the like | |
US2581835A (en) | Method of spinning viscose | |
US3068062A (en) | Method for the production of zein textile fibers | |
US2342634A (en) | Method of treating fibrous material and product resulting therefrom | |
US2122448A (en) | Process for the manufacture of products made from cellulose derivatives |