US2261240A - Process of treating textile materials - Google Patents

Process of treating textile materials Download PDF

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Publication number
US2261240A
US2261240A US182249A US18224937A US2261240A US 2261240 A US2261240 A US 2261240A US 182249 A US182249 A US 182249A US 18224937 A US18224937 A US 18224937A US 2261240 A US2261240 A US 2261240A
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US
United States
Prior art keywords
fibers
wool
textile materials
cellulose
treating textile
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
US182249A
Inventor
Paul Esselman
Wolfen Bitterfeld
Karl Koesslinger
Joseph Duesing
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.)
WALTHER H DUISBERG
DUISBERG WALTHER H
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DUISBERG WALTHER H
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
Application filed by DUISBERG WALTHER H filed Critical DUISBERG WALTHER H
Priority to US182249A priority Critical patent/US2261240A/en
Application granted granted Critical
Publication of US2261240A publication Critical patent/US2261240A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/16—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B9/00—Cellulose xanthate; Viscose
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • 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
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
    • D06P5/225—Aminalization of cellulose; introducing aminogroups into cellulose

Definitions

  • the present invention relates to a process of treating textile materials and more particularly to a process of producing cellulosic fibers which havev the same afiinity for acid dyes as for in stance wool I
  • Ser. No. 182,48 filed December 29, 1937, now Patent No. 2,208,095
  • These insoluble substances containing nitrogen andsulfur may also be produced upon' and in' cellulose fibers. This may be achieved by treating the fibers with solutions or vapors of the components of the resin and polymerizing said components to yield the resin on or in the fibers.
  • a further object of the invention is the provision of cellulosic fibers containing nitrogen and capable of being dyed together with and in the same manner as natural wooL' Still further objectsof the invention will become apparent from the detailed specification following hereinafter.
  • the present invention is based on the observation that the condensation which is described with more detail in the aforementioned copend-.
  • ing application may with great advantage be carried out by impregnating the fibers or foils with the components of the artificial resin and eflecting the condensation in or on the artificial fibers.
  • the completely insoluble condensation product from carbon disulfide and the cyclic base thus enclosed in the fibers constitutes an impregnation fast to washing and friction as it is enclosed in greater part in the capillaries of the cellulose.
  • the iastness to washing and friction may be improved by an after-treatment of the impregnated fiber with a wetting agent.
  • the fiber treated in this manner contains about 1 to 3 per cent of nitrogen and corresponding proportions of sulfur.
  • the content in nitrogen and sulfur depends on the nature of the fiber and on the duration of the action of the solutions of the cyclic base and the case of wooly fibers or crimped or delustered fibers of wool-like character the crimping and the delustered appearance are not lost.
  • the fibers become similar to wool and have the same capacity as wool for being dyed, for example with acid dyestuffs.
  • these fibers are worked up together with wool 'it'is not necessary to dye by a two-bath process both kinds of fibers being uniformly dyed together with a single dyestufi.
  • the new process may be inserted as an operation in the production of artificial fibers; for this purpose there may be inserted in a series of successive baths for finishing the threads one containing the cyclic base-of the type of ethyleneimine and another containing carbon disulfide and the artificial threads may be passed through these baths. It is advantageous to finish up by washing the threads with hot water.
  • the process is applicable for all textile fibers which come into question as substituents for wool, in particular for all kinds of cellulose threads.
  • the new product may be applied to cellulose threads by starting from the freshly made cellulose hydrate produced from viscase and free from cellulose xanthate-but still containing much carbon disulfide after the adhe'ring acid has been washed away by cold water or cold salt solution this carbon disulfide having,
  • Example 1.1 kilo of cellulose fibers is steeped at room temperaturein 8 kilos of a solution containing 14 per cent of eth'ylerieimine until the fiber is completely saturated.
  • This fibrous mass is than freed from the excessof ethyle'neimine by The physical constants of the be' better understood with disulfide in solution, emulsion or as vapor and if necessary the fibrous mass is again pressed.
  • the fiber acquires a yellow appearance in the air.
  • Example 2 Viscose is forced through nozzles into a precipitating bath which precipitates only cellulose xanthate.
  • the threads are finally washed with cold salt solution or sodium sulfide solution or even with a solvent and then the pure xanthate is decomposed completely by means of dilute acid. Only now is the reaction of the fiber containing carbon disulfide with the cyclic base brought about and the further treatment or the precipitacondensation product 101- then finished in the known tion or the insoluble lows.
  • the fibers are manner.
  • a process of producing aresin impregnated cellulosic material which can be dyed by wool dyeing processes comprises steeping said cellulosic material with ethyleneimine until saturated, freeing the material of excess ethyleneimine, reacting the retained ethyleneimine with carbon dlsulflde, and extracting the impregnated cellulosic material with boiling water.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Biochemistry (AREA)
  • Coloring (AREA)

Description

Patented Nov. 4, 1941 PROCESS OF TREATING TEXTILE MATERIALS Paul Esselmann, Wollen, Kreis Bitterfeld, and
Karl Kiisslinger and Joseph Diising, Dessau, Germany, assignors, by mesne assignments, to Walther H. Duisberg, NewYork, N. Y.
No Drawing. Application December 29, 1937, Serial No. 182,249. In Germany January 5, 1937 2 Claims.
The present invention relates to a process of treating textile materials and more particularly to a process of producing cellulosic fibers which havev the same afiinity for acid dyes as for in stance wool I In our copending application Ser. No. 182,48 filed December 29, 1937, now Patent No. 2,208,095,
' of the same filing date.we have disclosed that by reacting sulfur-containing compounds such as carbon disulfide, carbonyl sulfide, sulfur chloride, and thiophosgene with alkyleneimines, nitrogencontaining condensation products may be ob-' tained which are insoluble in dilute acids and alkalies.
.These insoluble substances containing nitrogen andsulfur may also be produced upon' and in' cellulose fibers. This may be achieved by treating the fibers with solutions or vapors of the components of the resin and polymerizing said components to yield the resin on or in the fibers.
It is an object of the present invention to provide a process of treating cellulosic fibers such as cotton, rayon, artificial silk and wool from viscose or copper oxide ammonia solutions, organic cellulose esters and ethers, and the like, which process imparts to the treated materials afiinity for acid wool dyestufi's.
A further object of the invention is the provision of cellulosic fibers containing nitrogen and capable of being dyed together with and in the same manner as natural wooL' Still further objectsof the invention will become apparent from the detailed specification following hereinafter. Y
The present invention is based on the observation that the condensation which is described with more detail in the aforementioned copend-.
ing application may with great advantage be carried out by impregnating the fibers or foils with the components of the artificial resin and eflecting the condensation in or on the artificial fibers.
The completely insoluble condensation product from carbon disulfide and the cyclic base thus enclosed in the fibers constitutes an impregnation fast to washing and friction as it is enclosed in greater part in the capillaries of the cellulose. The iastness to washing and friction may be improved by an after-treatment of the impregnated fiber with a wetting agent. The fiber treated in this manner contains about 1 to 3 per cent of nitrogen and corresponding proportions of sulfur. The content in nitrogen and sulfur depends on the nature of the fiber and on the duration of the action of the solutions of the cyclic base and the case of wooly fibers or crimped or delustered fibers of wool-like character the crimping and the delustered appearance are not lost.
,By the described impregnation the fibers become similar to wool and have the same capacity as wool for being dyed, for example with acid dyestuffs. When these fibers are worked up together with wool 'it'is not necessary to dye by a two-bath process both kinds of fibers being uniformly dyed together with a single dyestufi.
The new process may be inserted as an operation in the production of artificial fibers; for this purpose there may beinserted in a series of successive baths for finishing the threads one containing the cyclic base-of the type of ethyleneimine and another containing carbon disulfide and the artificial threads may be passed through these baths. It is advantageous to finish up by washing the threads with hot water. The process is applicable for all textile fibers which come into question as substituents for wool, in particular for all kinds of cellulose threads.
Still more simply the new product may be applied to cellulose threads by starting from the freshly made cellulose hydrate produced from viscase and free from cellulose xanthate-but still containing much carbon disulfide after the adhe'ring acid has been washed away by cold water or cold salt solution this carbon disulfide having,
ing or a washing with hot water or hot salt solu-' tion.
The invention will reference to the following. examples which serve to illustrate the invention without, however, limiting the scope thereof to the specific details set forththerein.
Example 1.1 kilo of cellulose fibers is steeped at room temperaturein 8 kilos of a solution containing 14 per cent of eth'ylerieimine until the fiber is completely saturated.. This fibrous mass is than freed from the excessof ethyle'neimine by The physical constants of the be' better understood with disulfide in solution, emulsion or as vapor and if necessary the fibrous mass is again pressed. The fiber acquires a yellow appearance in the air.
' Finally the fibrous material is extracted with 13011! water until it is again completely white and has become slightly delustered.
In this manner the product of the invention is produced in the fiber.
Example 2.-Viscose is forced through nozzles into a precipitating bath which precipitates only cellulose xanthate. In order to remove the byproducts of the carbon disulfide and other suitocompounds the threads are finally washed with cold salt solution or sodium sulfide solution or even with a solvent and then the pure xanthate is decomposed completely by means of dilute acid. Only now is the reaction of the fiber containing carbon disulfide with the cyclic base brought about and the further treatment or the precipitacondensation product 101- then finished in the known tion or the insoluble lows. The fibers are manner.
What we claim is:
1. A process of producing aresin impregnated cellulosic material which can be dyed by wool dyeing processes, which process comprises steeping said cellulosic material with ethyleneimine until saturated, freeing the material of excess ethyleneimine, reacting the retained ethyleneimine with carbon dlsulflde, and extracting the impregnated cellulosic material with boiling water.
2. The process of claim 1, wherein the cellulosic material is viscose which has been purified by forcing it into a cellulose xanthate precipitating bath, washing and decomposing the pure xanthate by means of dilute acid.
PAUL ESSELMANN. KARL KossLINGER. JOSEPH ntisING.
US182249A 1937-12-29 1937-12-29 Process of treating textile materials Expired - Lifetime US2261240A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2593540A (en) * 1945-09-01 1952-04-22 American Viscose Corp Semipermeable membrane

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2593540A (en) * 1945-09-01 1952-04-22 American Viscose Corp Semipermeable membrane

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