US2728628A - Treatment of viscose rayon with alpha-hydroxyadipaldehyde - Google Patents

Treatment of viscose rayon with alpha-hydroxyadipaldehyde Download PDF

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Publication number
US2728628A
US2728628A US238399A US23839951A US2728628A US 2728628 A US2728628 A US 2728628A US 238399 A US238399 A US 238399A US 23839951 A US23839951 A US 23839951A US 2728628 A US2728628 A US 2728628A
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US
United States
Prior art keywords
viscose rayon
hydroxyadipaldehyde
treated
treatment
wet
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
Application number
US238399A
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English (en)
Inventor
John P Dosier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Akzona Inc
Original Assignee
American Enka Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to BE509748D priority Critical patent/BE509748A/xx
Priority to NL77001D priority patent/NL77001C/xx
Application filed by American Enka Corp filed Critical American Enka Corp
Priority to US238399A priority patent/US2728628A/en
Priority to DEA15484A priority patent/DE939924C/de
Priority to GB8724/52A priority patent/GB721380A/en
Priority to FR1058002D priority patent/FR1058002A/fr
Priority to ES0203136A priority patent/ES203136A1/es
Application granted granted Critical
Publication of US2728628A publication Critical patent/US2728628A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • D06M13/12—Aldehydes; Ketones
    • D06M13/123—Polyaldehydes; Polyketones
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0025—Crystal modifications; Special X-ray patterns
    • C09B67/0026—Crystal modifications; Special X-ray patterns of phthalocyanine pigments
    • 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

Definitions

  • Fabrics that are woven, knit, or otherwise manufactured from cellulosic threads of regenerated cellulose are characterized by a pronounced shrinking upon repeated launderings. Moreover, these materials possess wet strengths that are appreciably lower than. the dry strengths. To overcome these undesirable characteristics, many methods have been proposed of treating either the thread or the fabric made therefrom.
  • dialdehyde which is employed in the practice of this invention is first dissolved in an aqueous solvent to which is added 'a weakly ionizable organic acid, such as oxalic acid, to serve as a catalyst.
  • a weakly ionizable organic acid such as oxalic acid
  • Example 1 Five-hundred-yard skeins were hand reeled from an undried cake of washed but undried 150/ viscose rayon thread. Undried yarn was used for two reasons: (1) undried regenerated cellulose is still in the gel state and is more reactive than after drying, and (2) this would be a logical point of application for incorporation in the viscose process for the production of cakes.
  • a treating solution containing approximately 8% ahydroxyad'ipaldehyde and 0.6% oxalic acid was prepared by mixing 147 g. of a aqueous solution of a-hydroxyadipaldehyde with 300 ml. dioxane and diluting this to .a total volume .of 1000 ml. with water containing 6 g. oxalic acid as a catalyst.
  • the dioxane prevented the precipitation of a white gummy material when diluting with water.
  • the moist skeins were soaked for 5 minutes in this treating solution at 50-60 C., centrifuged for 5 minutes, and dried for 1 hour at 50-55 C.
  • the dried, treated skeins were then baked for the times and at the temperatures shown below, after which they were washed in a solution of 0.25% soap and 0.1% NazCOa at 70 C., rinsed until free from soap and alkali, dipped in a 1.0% emulsion of finish, again centrifuged, and finally dried 1 hour at 50-55 C.
  • the skeins were transferred to spools and tested for dry and wet strength and elongation.
  • Example 3 l A series of skeins were treated in a manner similar q a to that of Example 2 except that a baking treatment of 4 min. at 110 C. was used. Results were as follows: I
  • Example 6 A series of skeins were treated as described in Example Treating Solution Properties 1 with an 8% solution of a-hydroxyadipaldehyde.
  • the organic acid catalysts used wereoxalic acid, adi ic acid, 11 D w t W and succinic acid Samples were baked 4 minutes at x2. 0 e ry 'et a Sample Aldehyde Acid Str so. Elong. Elong. 110 c,
  • Example 7 of a glyoxal solution which for convenience sake are designated A, B, and C, respectively.
  • A, B, and C were baked for each of the glyoxal solutions.
  • a cake of 150/ denier viscose rayon thread that had been thoroughly purified but not dried was used as a source of supply, from which short lengths of thread were withdrawn, passed through a treating solution, collected on a metal bobbin, and dried at 50 C.
  • Example 5 specified in Example 4 of U. S. Patent No. 2,436,076,
  • a series of skeins were treated with a-hydroxyadipaldehyde in a manner similar to that of Example 1. For concentrations of 6% and 8% dialdehyde, skeins were treated with oxalic acid catalyst concentrations of 0.3, 0.6, and 1.0%. tions were used4 minutes at 110 C. and 3 minutes at 120 C.
  • Example 10 swatch was then processed as follows:
  • the viscose rayon is treated with about an 8% solution a-hydroxyadipaldehyde.
  • This is not intended to limit the scope of this invention to this particular compound, however, for it is contemplated to treat regenerated cellulose with other dialdehydes having four-carbon-atom chains between the terminal carbon atoms.
  • the mode of applying the dialdehyde to the material can be widely varied. It is particularly desirable to treat the filaments While they are still in the gel state, that is, before they have been dried once. Therefore, the process has particular utility in systems for the continuous manufacture of regenerated cellulose threads, e. g., in a system of the character described in application Serial No. 122,560 filed Oct. 20, 1949, assigned to the same assignee as the present application. In that system the dialdehyde solution can be used with optimum results in the last treating tube and prior to drying. However, this invention also finds applicability to the treatment of fabrics woven or knit from regenerated cellulose.
  • a process of improving the resistance to shrinkage, wet and dry strength and wet and dry elongation of viscose rayon which comprises treating the viscose rayon with an aqueous solution containing 4-1()% of a-hydroxyadipaldehyde and 03-12% of weakly ionizable, organic acid catalyst, drying the thus treated viscose rayon at a temperature lower than the boiling point of water, and baking the dried viscose rayon at a temperature above the boiling point of water.
  • the method of improving the resistance to shrinkage, wet and dry strength and wet and dry elongation of viscose rayon which comprises treating the viscose rayon with an aqueous solution containing about 8% oc-hYClIOXY- adipaldehyde and 0.6% oxalic acid, drying at about 50 C., and baking at 1l0-120 C. for 3-4 minutes.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Artificial Filaments (AREA)
US238399A 1951-07-24 1951-07-24 Treatment of viscose rayon with alpha-hydroxyadipaldehyde Expired - Lifetime US2728628A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
BE509748D BE509748A (enrdf_load_html_response) 1951-07-24
NL77001D NL77001C (enrdf_load_html_response) 1951-07-24
US238399A US2728628A (en) 1951-07-24 1951-07-24 Treatment of viscose rayon with alpha-hydroxyadipaldehyde
DEA15484A DE939924C (de) 1951-07-24 1952-04-04 Verfahren zur Veredlung von aus regenerierter Cellulose hergestellten textilen Gebilden
GB8724/52A GB721380A (en) 1951-07-24 1952-04-04 Improvements in or relating to a process for the treatment of fabrics and yarns madefrom regenerated cellulose
FR1058002D FR1058002A (fr) 1951-07-24 1952-04-17 Procédé de traitement de produits fabriqués en cellulose régénérée
ES0203136A ES203136A1 (es) 1951-07-24 1952-04-23 Un procedimiento para mejorar las propiedades de la celulosa regenerada

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US238399A US2728628A (en) 1951-07-24 1951-07-24 Treatment of viscose rayon with alpha-hydroxyadipaldehyde

Publications (1)

Publication Number Publication Date
US2728628A true US2728628A (en) 1955-12-27

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
US238399A Expired - Lifetime US2728628A (en) 1951-07-24 1951-07-24 Treatment of viscose rayon with alpha-hydroxyadipaldehyde

Country Status (7)

Country Link
US (1) US2728628A (enrdf_load_html_response)
BE (1) BE509748A (enrdf_load_html_response)
DE (1) DE939924C (enrdf_load_html_response)
ES (1) ES203136A1 (enrdf_load_html_response)
FR (1) FR1058002A (enrdf_load_html_response)
GB (1) GB721380A (enrdf_load_html_response)
NL (1) NL77001C (enrdf_load_html_response)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2774691A (en) * 1954-09-21 1956-12-18 Shell Dev Treatment of textile materials and product
US2826514A (en) * 1955-11-17 1958-03-11 Shell Dev Treatment of textile materials and composition therefor
US3173751A (en) * 1961-04-26 1965-03-16 Courtaulds Ltd Textile process and composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB317085A (enrdf_load_html_response) * 1928-08-10 1930-12-08 I.G. Farbenindustrie Aktiengesellschaft
GB547846A (en) * 1939-03-04 1942-09-15 Cilander Ag Improvements in or relating to the aldehyde treatment of cellulosic textile materials
US2436076A (en) * 1946-09-27 1948-02-17 Cluett Peabody & Co Inc Method of stabilizing against shrinkage textile materials of regenerated cellulose
US2548455A (en) * 1949-07-20 1951-04-10 Du Pont Cross linking

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB317085A (enrdf_load_html_response) * 1928-08-10 1930-12-08 I.G. Farbenindustrie Aktiengesellschaft
GB547846A (en) * 1939-03-04 1942-09-15 Cilander Ag Improvements in or relating to the aldehyde treatment of cellulosic textile materials
US2436076A (en) * 1946-09-27 1948-02-17 Cluett Peabody & Co Inc Method of stabilizing against shrinkage textile materials of regenerated cellulose
US2548455A (en) * 1949-07-20 1951-04-10 Du Pont Cross linking

Also Published As

Publication number Publication date
BE509748A (enrdf_load_html_response)
DE939924C (de) 1956-03-08
GB721380A (en) 1955-01-05
FR1058002A (fr) 1954-03-12
ES203136A1 (es) 1954-03-01
NL77001C (enrdf_load_html_response)

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