US2312199A - Treatment of cellulosic textile materials - Google Patents
Treatment of cellulosic textile materials Download PDFInfo
- Publication number
- US2312199A US2312199A US360340A US36034040A US2312199A US 2312199 A US2312199 A US 2312199A US 360340 A US360340 A US 360340A US 36034040 A US36034040 A US 36034040A US 2312199 A US2312199 A US 2312199A
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- US
- United States
- Prior art keywords
- treatment
- aryl
- textile materials
- cellulosic textile
- cellulosic
- 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
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Classifications
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- 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
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- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5285—Polyurethanes; Polyurea; Polyguanides
Definitions
- the polyalkylene polyaminewhic'h can be used to combine with the aryl isocyanate and/or aryl isothiocyanate is a compound such as ethylene diamine NH2CH2CH2NH2, trimethylene 'diamine NHzCHzCHzCHzNHz, triethylene tetramine where n is an integer, or also a compound obtained from any of the aforesaid bodies by further alkylatlon, for instance by condensation with an aliphatic alkylating agent containing more than one alkylating group in the molecule, for example, alpha-dichlorhydrin (CmCLCI-IOHCI-hCl) dichlorethylene, trimethylene bromide, dichlorisopropyl ether, triglycol dichloride or symmetrical dichloracetone, or by condensation with an allwlene oxidejfor example, ethylene oxide.
- CmCLCI-IOHCI-hCl alpha-dichlorhydrin
- the treatment with the halogenating agent can be combined with a bleaching treatment of ,the material, should such bleaching be necessary, by
- the isocyanate and/or isothiocyanate reaction products according to the present invention may be incorporated in the cellulosic textile material in any convenient manner, for example, by impregnating the material with a solution or dis- Ezample 1 44 parts of a 70 per cent aqueous solution of triethylene tetramine are condensed with 52 parts of anhydrous alpha-dichlorhydrin (CHzCLCHOI-LCHzCI) to give an aqueous solution containing approximately 56 per cent of polyamine.
- CHzCLCHOI-LCHzCI anhydrous alpha-dichlorhydrin
- this polyamlne solution diluted with 00 parts of water and /2 part of an emulsifying agent such I for instance as propyl naphthalene sulphonic acid are reacted with 45 partsof phenyl-isothiocyanate in a pebble mill as described in British Patent Specification No. 536,687.
- sion obtained is mixed with 1,400 parts of viscose whichis formed into threads in known manner.
- the resulting threads or fabric made therefrom have an enhanced affinity for those dyestuffs 34 parts of The disperoperation.
- Example 2 This is carried out as in Example 1 and in addition the resulting threads are desulphurised and bleached in a 0.3 per cent solution 01' so- Excess hypochlorite is destroyed with dilute. sulphuric acid and the dium hypochlorite;
- a process tor improving the ailinity oi cellulosic textile material for those dyestufls commonly used for dyeing wool and the like animal fibres which comprises incorporating in the said "material a compound obtained by condensing a compound selected from the group consisting of aryl isocyanates and aryl isothiocyanates with a polyalkylene polyamine.
- stuffs which comprises incorporating in thematerial a compound obtained by condensing a compound selected from the group consisting of aryl isocyanates and aryl isothiocyanates with a polyallrylene polyamine, the said compound being treated with a halogenating agent either before bleached.
- the resulting fibre has a good ailinity 1 for those dyestuiis commonly used for dyeing or after the said incorporation.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Coloring (AREA)
Description
Patented Feb. 23, 1943 TREATMENT OF CELLULOSIC- TEXTILE MAT RIALS Ernest Edward Tallistand Wilfred John Charles Field, Coventry, England, assignors to Courtaulds Limited, London, England, a British company No Drawing. Application October 8, 1940, Serial This invention relates to the treatment of cellulosic textile materials for the purpose of improving their affinity for those dyestuffs commonly used for dyeing wool and the like animal fibres. I
It has already been proposed to improve the afiinity of cellulosic textile materials for acid wool dyestuffs by incorporating therein products obtained by the interaction of aryl isocyanates or isothiocyanates with ethylene imine, its homelogues or polymers, or with proteins dissolved in ethylene imine or its homologues or polymers, or with proteins dissolved in or reacted with nitrogenous bases. It has also been proposed to incorporate alkyl polyamines in cellulosic textile materials for the same purpose.
We have now found that compounds obtained by the action of an aryl isocyanate and/or aryl iso'thiocyanate on a polyalkylene poly amine can be incorporated in cellulosic materials for the purpose of facilitating the dyeing of these materials with those dyestufl's commonly used for dye.- ing wool and the like animal fibres.
The polyalkylene polyaminewhic'h can be used to combine with the aryl isocyanate and/or aryl isothiocyanate is a compound such as ethylene diamine NH2CH2CH2NH2, trimethylene 'diamine NHzCHzCHzCHzNHz, triethylene tetramine where n is an integer, or also a compound obtained from any of the aforesaid bodies by further alkylatlon, for instance by condensation with an aliphatic alkylating agent containing more than one alkylating group in the molecule, for example, alpha-dichlorhydrin (CmCLCI-IOHCI-hCl) dichlorethylene, trimethylene bromide, dichlorisopropyl ether, triglycol dichloride or symmetrical dichloracetone, or by condensation with an allwlene oxidejfor example, ethylene oxide.
,The compounds derived from the action of an ffarylisocyanate and/or isothiocyanate on a simple poiyalkylene polyamine, such as ethylene diamine orydlethylene triamine, confer a relatively In Great Britain November 22,
5 Claims. (01. 106-164) weak aflinity for thesaid dyestuffs on cellulosic materials with which they are incorporated. The more complex polyamines, however, give reaction products with the said isocyanates and/or isothiocyanates which confer an aflinity for the said dyestuffs on cellulosic materials more'closely resembling that possessed by wool.
When dyeing with strong acid wool dyestuffs a good'efiect can be obtained if the isocyanate and/or isothio'cyanate reaction productas above described be treated either before or after incorporation in the cellulosic material with a halogenating agent such for instance as chlorine or bromine, or a hypohclorite or hypobromite, as
'this tends to prevent the dye from wandering from the cellulose to other admixed textiles during any prolongation of the dyeing treatment. The treatment with the halogenating agent can be combined with a bleaching treatment of ,the material, should such bleaching be necessary, by
, immersing the material in a dilute solution of sodium hypochlorite.
The isocyanate and/or isothiocyanate reaction products according to the present invention may be incorporated in the cellulosic textile material in any convenient manner, for example, by impregnating the material with a solution or dis- Ezample 1 44 parts of a 70 per cent aqueous solution of triethylene tetramine are condensed with 52 parts of anhydrous alpha-dichlorhydrin (CHzCLCHOI-LCHzCI) to give an aqueous solution containing approximately 56 per cent of polyamine.
this polyamlne solution diluted with 00 parts of water and /2 part of an emulsifying agent such I for instance as propyl naphthalene sulphonic acid are reacted with 45 partsof phenyl-isothiocyanate in a pebble mill as described in British Patent Specification No. 536,687. sion obtained is mixed with 1,400 parts of viscose whichis formed into threads in known manner. The resulting threads or fabric made therefrom have an enhanced affinity for those dyestuffs 34 parts of The disperoperation.
2y commonly used for dyeing wool and the like animal fibres.
Example 2 This is carried out as in Example 1 and in addition the resulting threads are desulphurised and bleached in a 0.3 per cent solution 01' so- Excess hypochlorite is destroyed with dilute. sulphuric acid and the dium hypochlorite;
threads 'are washed and dried. The resulting threads .or fabric madethereirom have a good aflinity for strong acid-wool dyestuifs and there is a very little tendency for the dye to migrate if other textiles are also present during a boiling Example 3 3 parts of tetrathylene pentamine are heated to approximately 100 centigrade and then, while agitating, ethylene oxide is passed in under a pressure of six inches of mercury until 1 part.
of ethyleneoxide has been absorbed. 1 part or I the compound thus obtained is dissolved in 3 parts of benzyl alcohol and 2 parts of phenyl isothlocyanate are slowly added while cooling. 2 parts 0! the solution obtained are dispersed in .170 parts of viscose which is spun into a bath The threads are then washed, desul-phui-ised and wool and the like animal fibres.
What we claim is:
l. A process tor improving the ailinity oi cellulosic textile material for those dyestufls commonly used for dyeing wool and the like animal fibres, which comprises incorporating in the said "material a compound obtained by condensing a compound selected from the group consisting of aryl isocyanates and aryl isothiocyanates with a polyalkylene polyamine.
2. A'process as claimed in claim 1, in which the polyalkyene polyamine is condensed with an aliphatic alkylating agent containing more than one alkylating group in the molecule before reaction with a compound selected from the group consisting of aryl isocyanates and aryl isothiocyanates.
3. A process as claimedin claim 1, in whichthe.polyalkylene vpolyamlne is condensed with ethylene oxide before reaction with a compound selected from the group consisting of, aryl iso cyanates and aryl isoth'iocyanates.
v 4. A process for improving the ailinity of cel-' lulosic textile material for-strong acid wool dye.-
stuffs which comprises incorporating in thematerial a compound obtained by condensing a compound selected from the group consisting of aryl isocyanates and aryl isothiocyanates with a polyallrylene polyamine, the said compound being treated with a halogenating agent either before bleached. The resulting fibre has a good ailinity 1 for those dyestuiis commonly used for dyeing or after the said incorporation. I
5. A process as claimed in claim 1, in which a solution or dispersion oi the reaction product obtained by condensing a compoundselected from the group consisting of aryl isocyanates and aryl isothiocyanates with a polyalkylene polyamine is added to viscose.
ERNEST EDWARD TALLIS. WILFRED JQHN CHARLES FIELD.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2312199X | 1939-11-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2312199A true US2312199A (en) | 1943-02-23 |
Family
ID=10903613
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US360340A Expired - Lifetime US2312199A (en) | 1939-11-22 | 1940-10-08 | Treatment of cellulosic textile materials |
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US (1) | US2312199A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2784107A (en) * | 1951-12-13 | 1957-03-05 | Courtaulds Ltd | Production of artificial filaments, threads and the like |
US2792281A (en) * | 1953-09-21 | 1957-05-14 | American Viscose Corp | Viscose composition and method of spinning |
US3141728A (en) * | 1959-12-23 | 1964-07-21 | Bayer Ag | Process for the improvement of the fastness to washing of direct dyeings on cellulose-containing materials |
US3298962A (en) * | 1960-12-29 | 1967-01-17 | Gen Aniline & Film Corp | Spin bath additives |
-
1940
- 1940-10-08 US US360340A patent/US2312199A/en not_active Expired - Lifetime
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2784107A (en) * | 1951-12-13 | 1957-03-05 | Courtaulds Ltd | Production of artificial filaments, threads and the like |
US2792281A (en) * | 1953-09-21 | 1957-05-14 | American Viscose Corp | Viscose composition and method of spinning |
US3141728A (en) * | 1959-12-23 | 1964-07-21 | Bayer Ag | Process for the improvement of the fastness to washing of direct dyeings on cellulose-containing materials |
US3298962A (en) * | 1960-12-29 | 1967-01-17 | Gen Aniline & Film Corp | Spin bath additives |
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