US2978292A - Manufacture of rayon - Google Patents
Manufacture of rayon Download PDFInfo
- Publication number
- US2978292A US2978292A US747360A US74736058A US2978292A US 2978292 A US2978292 A US 2978292A US 747360 A US747360 A US 747360A US 74736058 A US74736058 A US 74736058A US 2978292 A US2978292 A US 2978292A
- Authority
- US
- United States
- Prior art keywords
- polymer
- epoxyalkane
- viscose
- weight
- threads
- 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
- 229920000297 Rayon Polymers 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000002964 rayon Substances 0.000 title description 5
- 229920000642 polymer Polymers 0.000 claims description 28
- 238000009987 spinning Methods 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 15
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- 150000001412 amines Chemical class 0.000 description 13
- 239000012991 xanthate Substances 0.000 description 6
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 5
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 5
- 229960001763 zinc sulfate Drugs 0.000 description 5
- 229910000368 zinc sulfate Inorganic materials 0.000 description 5
- 229910017464 nitrogen compound Inorganic materials 0.000 description 4
- 150000002830 nitrogen compounds Chemical class 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- -1 amine compound Chemical class 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- MZAGXDHQGXUDDX-JSRXJHBZSA-N (e,2z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enamide Chemical compound [O-][N+](=O)C(C)C(/CC)=C/C(=N/O)/C(N)=O MZAGXDHQGXUDDX-JSRXJHBZSA-N 0.000 description 1
- IQDVXXOBJULTFE-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;hydron;sulfate Chemical compound OS([O-])(=O)=O.CCCCCCCCCCCC[N+]1=CC=CC=C1 IQDVXXOBJULTFE-UHFFFAOYSA-M 0.000 description 1
- WMOXOVYJENYVRD-UHFFFAOYSA-N 2-[2-[dodecyl-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]amino]ethoxy]ethanol Chemical compound CCCCCCCCCCCCN(CCOCCO)CCOCCOCCO WMOXOVYJENYVRD-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- VNWKTOKETHGBQD-YPZZEJLDSA-N carbane Chemical compound [10CH4] VNWKTOKETHGBQD-YPZZEJLDSA-N 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 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
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000003760 tallow Substances 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
-
- 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
- D01F2/10—Addition to the spinning solution or spinning bath of substances which exert their effect equally well in either
Definitions
- cord losses In the processing to cord a number of threads are combined and twisted together. It is known that during this process twisting losses occur, i.e; the strength of the manufactured cord is less than the sum of the strengths of the composite threads. These twisting losses will hereinafter be called cord losses.
- the presentinvention consists of a process of spinning 7 into" an acid spinbath a viscose solution that contains, in addition to the epoxyalkane polymers, also one or more compounds of the general formula; I (CnH2nO)xH R N (CnH2n )y in which R is an aliphatic chain having at least8 C-atoms,
- n 2, 3 or. 4 and x-l-y is at least 2, while neither 7 x nor y may be zero, the quantity of .the substituted amines amounting to 15 to 40% by weight of the total 7 mers which are used in combination with the aboveamounts of the epoxyalkane polymer and the amine.
- Patented Apr. 4, 1961 ice are the products marketed under the names of Ethomeen C/15, Ethomeen C/20, Ethomeen C/25, Ethomeen C/ 60, Ethomeen S/ 15, Ethomeen S/20, Ethomeen S/25, Ethomeen S/ 60, Ethomeen T/ 15, Ethomeen T/20, Ethomeen T/25, Ethomeen T/ and Hills V 1011 T.
- the Ethomeens are prepared by reactingamines derived from higher fatty acids with ethylene oxide.
- Hiils V 1011 T is a representative of the group of compounds of the formula:
- the epoxyalkane polymentioned nitrogen compounds may be straight polymers, copolymers or so-called block polymers of epoxyalkane or substitution products thereof.
- the epoxy compounds from which the polymers used are prepared have the general formula: H
- ROHCHr in which R represents hydrogen, an alkyl group a cyclo alkyl group or an aryl group. Examples thereof are o epoxyethane and epoxypropane.
- An example of a block polymer is HO(C H O),,(C H O) (C H O) H, in which b equals 30 and a+c equals ,85. Of these polymersan amount of between 0.20.5% by weight, calculated on the viscose, is in general added to the spinning solution.
- the amount of the amine lies approximately between 0.04 and 0.11% by weight. If used in unmixed condition these amounts do not give rise to the formation of threads with a skin character. If larger amounts of the epoxyalkane polymer and higher mixing ratios between the amine and the epoxyalkane polymer are used the concentration of the nitrogen compound enters the range where the latter compound itself causes the production of threads with a skin character, but in that case the effect is achieved that in processing the threads to cord, losses become lower than without the use of said nitrogen compounds.
- the zinc sulfate content in the spinning baths may vary considerably above the minimlm of 2% by weight and may amount for example, to 10% by weight and higher. For economic reasons the lower percentages deserve preference.
- the drawing which is necessary to obtain therads having the required properties may be carried out in a socalled one-bath process as well as in a second bath and in one or more stages.
- the xanthate ratio which is determined according to the method also known for the determination of the gamma number, is meant the ratio between the number of the xanthate radicals still present and the total number of the glucose radicals (C H O).
- C H O glucose radicals
- Example I culated on the viscose, as well as0.15% polyethylene oxide having a molecular weight of about 4000 and also' 0.05% of the product marketed under the name of Hiils V 1011 T.
- This solution was spun at a Xanthate ratio of 0.48 and a viscosity of 70 sec. (falling ball test) into an aqueous spinning bath at 46 C. containing 3.2% sulfuric acid, 12.0% sodium sulfate and 6.0% zinc sulfate.
- the frshly spun thread was immersed for a distance of 95 cm., passing through a two diameter tube.
- the first portion of the tube had a length of 55 cm. with a diameter of 20 mm. and the secend portion a length of 30 cm.
- the thread was drawn 45% in the atmosphere andthen drawn 50% in a second bath containing 3% H SO and less than 2% salts:
- the temperature of the '4 l second bath was 95 C.
- the length of immersion in the second bath was 150 cm.
- the thread obtained was thereafter washed free from acid in the usual manner, sized and dried under tension after which th eproperties were determined.
- the thread which had a total denier of 1656 and consisted of 1000 filaments, was then found to have a swelling value of 68%.
- the double loop strength-and the resistance to abrasion were excellent.
- the cord loss amounted to 16%, whereas without the addition of the nitrogen compound the cord loss amounted to 24%.
- Example 11 A viscose having a cellulose content of 7.3% and a sodium hydroxide content of 5.5%, and containing 0.11%
- the freshly spun threads were drawn 100% in a second bath having a length of travel of 120 cm. and containing 2.5% sulfuric acid at 95 C.
- the threads were collected in a spinning pot at a speed of 60 m./ min. and were thereafter washed, after-treated and dried in the known manner.
- a method of producing viscose rayon comprising the steps of spinning a viscose solution having incorporated therein 0.11.0% of an epoxyalkane polymer of the class consisting of epoxyethane polymer and epoxypropane polymer of a molecular weight of about 3000 and a compound of the general formula quantity of the substituted amine being 15-40% by weight of the total amount of the epoxy alkane polymer and the amine compound.
- R is an aliphatic chain having at least 8 carbon 10 2,696,423 Dietrich Dec. 7, 1954 atoms
- n is 2, 3, or 4
- x+y is at least 2 with neither 2,852,333 CoX et a1.
- Sept. 16, 1958 x nor 3 being zero, the quantity of the substituted amine 2,852,334 Hollihan et a1.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL341945X | 1955-03-18 | ||
NL833865X | 1957-07-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2978292A true US2978292A (en) | 1961-04-04 |
Family
ID=26643667
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US747360A Expired - Lifetime US2978292A (en) | 1955-03-18 | 1958-07-09 | Manufacture of rayon |
US793967A Expired - Lifetime US3033696A (en) | 1955-03-18 | 1959-02-18 | Manufacture of rayon |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US793967A Expired - Lifetime US3033696A (en) | 1955-03-18 | 1959-02-18 | Manufacture of rayon |
Country Status (7)
Country | Link |
---|---|
US (2) | US2978292A (xx) |
BE (1) | BE568594A (xx) |
CH (3) | CH341945A (xx) |
DE (2) | DE1024676B (xx) |
FR (1) | FR1146890A (xx) |
GB (3) | GB786319A (xx) |
NL (3) | NL103242C (xx) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3056688A (en) * | 1960-01-21 | 1962-10-02 | Atlas Chem Ind | Spinning of viscose |
US3113828A (en) * | 1960-03-15 | 1963-12-10 | Chimiotex | Process for the manufacture of regenerated cellulosic material |
US3364290A (en) * | 1962-10-30 | 1968-01-16 | American Enka Corp | High tenacity rayon yarn production |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2572217A (en) * | 1950-01-23 | 1951-10-23 | American Enka Corp | Manufacture of viscose rayon |
US2593466A (en) * | 1948-07-16 | 1952-04-22 | Ind Rayon Corp | Viscose spinning solution |
US2696423A (en) * | 1951-05-29 | 1954-12-07 | Du Pont | Viscose modifiers |
USRE24486E (en) * | 1958-06-10 | Chsch | ||
US2852333A (en) * | 1954-05-21 | 1958-09-16 | Du Pont | Viscose spinning process |
US2852334A (en) * | 1954-11-03 | 1958-09-16 | American Viscose Corp | Method of producing viscose rayon |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB489234A (en) * | 1936-01-21 | 1938-07-21 | Deutsche Hydrierwerke Ag | Improvements in or relating to the manufacture of threads, bands or ribbons having abasis of regenerated cellulose or cellulose derivatives |
GB541099A (en) * | 1940-05-11 | 1941-11-12 | Courtaulds Ltd | Improvements in and relating to the manufacture and production of artificial threads and the like articles from viscose |
US2422021A (en) * | 1940-07-29 | 1947-06-10 | Ind Rayon Corp | Manufacture of thread or the like |
GB557218A (en) * | 1941-05-06 | 1943-11-10 | British Cellophane Ltd | Improvements in or relating to the manufacture of regenerated cellulose filaments or films from viscose |
US2397338A (en) * | 1943-10-12 | 1946-03-26 | American Viscose Corp | Manufacture of filaments and fibers |
BE487186A (xx) * | 1948-02-09 | |||
BE523479A (xx) * | 1951-05-29 | |||
NL200060A (xx) * | 1954-11-25 | 1900-01-01 | ||
US2962341A (en) * | 1956-05-14 | 1960-11-29 | Du Pont | Viscose modification |
NL228195A (xx) * | 1957-06-21 |
-
1955
- 1955-03-18 NL NL195721A patent/NL103242C/xx active
-
1956
- 1956-02-16 GB GB4915/56A patent/GB786319A/en not_active Expired
- 1956-02-20 DE DEN11866A patent/DE1024676B/de active Pending
- 1956-02-21 CH CH341945D patent/CH341945A/de unknown
- 1956-03-08 FR FR1146890D patent/FR1146890A/fr not_active Expired
-
1957
- 1957-07-13 NL NL218933A patent/NL112537C/xx active
-
1958
- 1958-03-18 NL NL225993A patent/NL113191C/xx active
- 1958-06-13 BE BE568594A patent/BE568594A/xx unknown
- 1958-06-14 DE DEN15223A patent/DE1100870B/de active Pending
- 1958-06-16 CH CH348505D patent/CH348505A/de unknown
- 1958-07-08 GB GB21909/58A patent/GB833865A/en not_active Expired
- 1958-07-09 US US747360A patent/US2978292A/en not_active Expired - Lifetime
-
1959
- 1959-02-13 CH CH347297D patent/CH347297A/de unknown
- 1959-02-18 US US793967A patent/US3033696A/en not_active Expired - Lifetime
- 1959-02-25 GB GB6598/59A patent/GB857170A/en not_active Expired
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE24486E (en) * | 1958-06-10 | Chsch | ||
US2593466A (en) * | 1948-07-16 | 1952-04-22 | Ind Rayon Corp | Viscose spinning solution |
US2572217A (en) * | 1950-01-23 | 1951-10-23 | American Enka Corp | Manufacture of viscose rayon |
US2696423A (en) * | 1951-05-29 | 1954-12-07 | Du Pont | Viscose modifiers |
US2852333A (en) * | 1954-05-21 | 1958-09-16 | Du Pont | Viscose spinning process |
US2852334A (en) * | 1954-11-03 | 1958-09-16 | American Viscose Corp | Method of producing viscose rayon |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3056688A (en) * | 1960-01-21 | 1962-10-02 | Atlas Chem Ind | Spinning of viscose |
US3113828A (en) * | 1960-03-15 | 1963-12-10 | Chimiotex | Process for the manufacture of regenerated cellulosic material |
US3364290A (en) * | 1962-10-30 | 1968-01-16 | American Enka Corp | High tenacity rayon yarn production |
Also Published As
Publication number | Publication date |
---|---|
CH348505A (de) | 1960-08-31 |
FR1146890A (fr) | 1957-11-15 |
NL113191C (xx) | 1966-09-15 |
DE1024676B (de) | 1958-02-20 |
GB857170A (en) | 1960-12-29 |
NL103242C (xx) | 1962-12-17 |
CH347297A (de) | 1960-06-30 |
BE568594A (xx) | 1958-12-13 |
CH341945A (de) | 1959-10-31 |
DE1100870B (de) | 1961-03-02 |
GB786319A (en) | 1957-11-13 |
GB833865A (en) | 1960-05-04 |
US3033696A (en) | 1962-05-08 |
NL112537C (xx) | 1966-03-15 |
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