Classifications

• • 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
  • D06P1/655—Compounds containing ammonium groups
  • D06P1/66—Compounds containing ammonium groups containing quaternary ammonium groups
• • 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
  • D06M13/385—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 containing epoxy groups
• • 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
  • 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
  • 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
  • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
  • D06P1/642—Compounds containing nitrogen
  • D06P1/6426—Heterocyclic compounds
• • 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
  • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
  • D06P3/34—Material containing ester groups
  • D06P3/40—Cellulose acetate
  • D06P3/401—Cellulose acetate using acid dyes
• • 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
• • 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

• My present invention relates to a process of improving thedyeing. properties of natural or artificial fibrous 'material'and foils and more particularly to a process in which fibrous materials or foils containing acid hydroxyl-groups are treated 'with alkylene imines or their salts.
• My invention is based on the observation that natural products or artificial structures such as fibers, sheets, leather, wood or paper which contain in a fixed form residues with hydroxyl groups united with carbon and of pronolmced acid char-- acter, cially carboiwl groups or mercapto alkyl groups but not when united to. protein residues, acquire an intense aihnity for dyestuffs of all kinds having acid groups if they are subjected, if desired during. or immediately following the shaping operation, to a treatment with an alkylene imine or a saltthereof.
• the dimculties of dyeing are greatest, namely in particular the dyeing of artificial structures-e pecially fibers or products made-therefrom, which consist or did consist originally essentially of organophil components, for example structures of organic cellulose derivatives such as acetyl cellulose or ethyl cellulose; also structures from vinyl polymerides, for instance polyvinyl esters.
• the structures contain saponifiable m l they may be pretreated with a saponifying agent or denitrating agent before being subjected to the action of the alkylene'imine whereby thereactivity is increased.
• a saponification may be conducted in a manner in itself known, such that it follows a heterogeneous course, that is to say tively uniform, occurring also in the deeper layers, the action thus being quasi-homogeneous or permutoid.
• the last named type of reaction which is obtainable with ammonia or organic amines has the advantage.
• po ymeric carboxylic acids, their anhydrides. and esters in particular mixed polymerizates obtained from unsaturated monoor di-ca'rboxylic acids and functional derivatives thereof as components, for example mixed polymerizates from vinyl alkyl ethers products from aromatic hydrocarbons with side chainscarrying hydrogen in aposition and c-B- unsaturated dicarboxylic acid anhydridesiU.
• nlene and maleic acid anhydride also phenol aldehyde resins and their acyl derivatives, especially acetyl derivatives, acetyl tannin, sulfur products from phenol of high-molecular weight, polyvalent mercapto compounds and acyl derivatives thereof, for instance the acylated reaction product of the chlorinated resin from xylene formaldehyde with potassium hydrosulfide.
• the process is in no way limited to the above mentioned productsfrom organophil highly polymeric bodies. It is equally there is a stratified action or that it is compa'n- '5 appli able to structures of the more or less pronounced hydrophil substances, for example natural or artificial cellulose products like cotton, cellulose artificial fibers with which the acid components, for instance pectin substances, polyacrylic acids, mixed polymerizates from maleic acid and vinylalkyl ether, vinyl ester or vinyl halide, phenol aldehyde resins, phenol aldehyde resins which have been caused to react with chloracetic acid, tannin, sulfurized phenols have been incorporated before or during the spinning or casting process.
• the acid components for instance pectin substances, polyacrylic acids, mixed polymerizates from maleic acid and vinylalkyl ether, vinyl ester or vinyl halide, phenol aldehyde resins, phenol aldehyde resins which have been caused to react with chloracetic acid, tannin, sulfurized phenols have
• the incorporated substance must, so as to be within the scope of the invention. be fixed in the structure and therefore must be with difiioulty or not at all removable by water.
• a particularly strong action is produced when the acid groups, particularly carboxylic acid groups, have been saturated with organic bases before the reaction with alkylene imine, the organic bases carrying halogen alkyl groups, preferably several; such as three or more. Not only are nitrogen bases useful for this purpose, but also bases containing 5-valent phosphorus or 4- valent sulfur as a basic element.
• Suitable bases are, for instance, the chloroand bromo-alkylamines obtainable by halogenation of oxalkyl bases, for instance pV-dichlorodiethylamina pp'p"-trichlorethylamine, the products of the action of excess of allq'lene halide such as ethylene chloride, ethylene bromide, trimethylene bromide or 1:2:3-trichloropropane on monoand polyamines such as triethylamine, ethylene diamine or tetramethylethylene diamine.
• the chloroand bromo-alkylamines obtainable by halogenation of oxalkyl bases, for instance pV-dichlorodiethylamina pp'p"-trichlorethylamine, the products of the action of excess of allq'lene halide such as ethylene chloride, ethylene bromide, trimethylene bromide or 1:2:3-trichloropropane on monoand polyamine
• Espe-, cially suitbale for use are the poly-'y-chloro-fihydroxy-propylamines obtainable in completely colorless condition, which are accessible in good yield by the invention of U. S. patent application Serial No. 53,003, filed December 5, 1935, now Patent No. 2,143,383, from ammonium salts or amine salts.
• a reinforcing effect is produced by a pretreatment with a polyvalent mercapto alkyiamine, for instance the reaction product of ethylene diamine and 4 mols propylene sulfide.
• the mercaptans are preferably applied to the structure in presence of a reducing agent, for instance a hydrosulfite, in order to prevent oxidation or premature oxidation.
• imines suitable for the invention the following may be named: ethylene imine, C-methyl-ethylene imine, N-methylethylene imine, N-butylethylene imine, N-cyclohexylethylene imine, the quaternary iminium salts from N'N'-dimethyl-N'N'-di-p-chloroethylethylene diamine and NN'-di-'y-chloro-p-hydroxypropyl piperazine.
• Quaternary iminium salts are advantageously used in the case of hydrophil structures, but in the case of hydrophobe fibers they generally give only comparatively. feeble effects.
• Liquid imines for example N-butylethylene imine as well as the higher homologues thereof, may be used directly by spraying them on the goods to be treated, especially if by subsequent raising of the temperature in a closed vessel there is produced at least a partial evaporation and thereby a uniform distribution of the agent.
• Such a spraying operation is particularly suitable when cu't staple fibers are under treatment.
• the reaction may be combined with an aminetion of groups with alkylating function attached to residues of high molecular weight.
• components suitable for this special case are for instance those resins having alkylating groups named in U. S. patent application Serial No. 41,500, filed September 20, 1935, now Patent No. 2,142,007. and also cellulose derivatives having reactive halogen.
• An alkylene imine for instance ethylene imine may be the sole reactive agent.
• alkylene imines another aminating agent or its equivalent, for instance pyridine, trimethylamine, isoquinoline, or triethylene phosphine.
• Mixtures may also be used which contain, for example besides a free tertiary base such as pyridine, an ethylene imine in the form of'a salt, for instance the acetate or paratoluene sulfonate.
• a free tertiary base such as pyridine
• an ethylene imine in the form of'a salt for instance the acetate or paratoluene sulfonate.
• the combined action of the alkylene imine on the acid groups and the amination of the groups with alkylating function is especially of interest in a case of fibers and other structures of hydrophobe character.,.
• fibers from acetyl cellulose which contain in addition to a mixed polymerizate having free carboxyl groups or car-bowl groups which spontaneously become free, for instance the mixed polymerizate from vinylmethyl ether and maleic acidanhydridc, a highly polymeric substance with reactive halogen, bound in the manner of a hydrogen-halide-ester, for instance polyvinyl chloracetate.
• the structures obtained or changed by the process of the invention may be dyed with very many acid and substantive dyestuffs of the various classes in various tints which have good properties of fastness. Structures which already exhibit ailinity for the dyestuffs in question acquire an increased dyeing capacity, and in most cases the fastness of the dyeings is not inconsiderably' increased.
• the fastness on cellulose, fibers and fibers of cellulose derivatives may dimethyl sulfate, para-toluene sulicnic acid methyl ester, epichlorhydrin, 3-chloro-L2- propylene'sulfide, chloracetic acid diethylamide, benzyl chloride, xyiylene-bromide.
• Both the primary treatment and the after-treatment may occur in the presence of swelling agents for the substratum.
• a fabric of acetate artificial silk consisting of 90 per cent acetyl cellulose with 54 per cent of bound acetic acid and 10 per cent 01' a mixed polymerizate from 1 mol vinyl-methyl ether and 1 moi maleic acid anhydride is thoroughly desized at 60-65 C. by means of a soap solution containing grams per liter, then acidified with a dilute acetic acid, rinsed and heated for 14 hours at 80 C. in a closed vessel of 50 parts by volume capacity containing 20 per cent of N-butyi-ethyiene imine absorbed in a.
• the thoroughly acidified fiber may be dyed with many acid dyestufis, for example with Supranol Brilliant Red B (Schultz Farbstoiltabellen, 7th ed., vol. II, page 204), Azo Acid Black 3 BL (Schultz Farbstofitabellen, 7th ed., vol. II. P e 29), Alizarinecyanine Green G Extra; deep tints are produced.
• Acetate artificial silk from acetyl cellulose containing 53 per cent of bound acetic acid and containing 12.5 per cent of theresinous anhydride made as described in U. S. patent application Ser. No. 733,126, now Patent No. 2,121,183, from xylene and maleic acid anhydride is heated with 15 per cent of ethylene imine in the vapor phase for four hours at 60 C.
• the fiber has now a distinct afilnity i'oracid dyestullfs, for instance Orange 11 or Alizarine Direct Blue A.
• Aiizarine Direct Blue A (Schultz Farbstoiitabeiien, 7th ed., vol. II. page 9), Alizarlnecyanine Green G Extra (Schultz Farbstofltabelien, 7th ed., vol I, page 532), deep tones being; produced: for example a liquor containing 6 per cent oi Orange II, 10 per cent of Glauber salt and 4 per cent of acetic acid is exhausted at 60-75 C.
• Example 2 The same acetate artificial silk as is used-in Example 1 after having been acidified is treated in a liquor ratio of 1:20 with 20 per cent oifv tetrai' -chioro-p-hydroxypropyll ammonium chloride and the equivalent quantity of sodium acetate 161' 1 hour at 70 C.
• the silk remains pure white. It is then heatedat 70 C. for 4 to 8 hours with 10 per cent of ethylene imine in the vapor phase, the volume ratio being 1:40 calculated on the weight of the goods.
• Alter aciditying the treated silk exhibits a strong amnity tor substantive dyestuffs and quite especially for acid wool dyestufls oi the various classes.
• Acetate cellulose 01 the same constitution as given in Example 1 for the artificial silk there of bound acetic acid and 10 per cent 0! the acetyl tannin known in commerce underthe trade mark "Tannigeir is treated with 15 per cent of ethylene imine for 14 hours at 80 C. in'
• the silk can now be dyed with many acid dyestufi's, for instance Alizarine Direct Blue A.
• Acetate artificial silk having 54 per cent or bound acetic acid and containing 7.5 per cent of 'polyvinylchloracetate and 5 per cent oi the mixed polymerizate from 1 mol maleic acid anhydride and 1 mol vinylmethyl ether isheated for 8 hours at C. with the equivalent quantity oi N-methylethylene imine calculated on the reactive chlorine and the unblocked carboxyl groups.
• the aminated and subsequently scoured 'G Schotz l'arbstofitabellen, 7th ed. V01- I, 9886- 295), Benzo Past Scarlet 4 BS (Schultz Farbstofltabellen, 7th ed., vol.
• a silk which has not been aminated is only tinted light blue in the same bath.
• a solution of 20 per cent strength in glycolmethylene-ether (glycol formal) 01' 90 parts of acetyl cellulose having 58.2 per cent of bound acetic acid and containing parts. of mixed polymerizate'irom 1 mol malclc acid anhydride stuiis are improved considerably inv their fastness, particularly it the basic character oi the after-treatment with the alkylatingagent is reinforced by means of an isothio urea ether or cyanamide.
• viscose artificial silk which has been mordanted with tannin and tartrametic alone and then treated with vapor of ethylene imine (15-20 per cent) at 70 C. exhibits an amnity to acid dyestufls such as Orange 11.
• the dyeing is comparatively fast to washing, but not so good as when an intermediate treatment with tetral- -chloro-p-hydroxypropyll ammonium chloride follows'the mordanting.
• Cellulose film which contains 8 percent 01 the polymeric carboxylic acid produced by splitting the mixed polymerizate from vinyl ethyl ether and maleic acid anhydride is suspended for 2 hours at 80 C. in vapor oi ethylene imine.
• the material cut into narrow bands may serve as an efiect material for the hat industry and may be dyed fast to light and water with acid 01' vinyl ethyl ether and maleic acid anhydride in the molecular ratio 1:1 is denitrated by means of a solution oi 12 per cent strength oi'ammoaqueous ethylene imine solution of 10 per cent strength at 40 C. and a short heating to 80 C.
• the silk becomes a strongly basic fibrous material which can easily be dyed with acid wool dyestufi's.
• the fastnessoi the dyeings for instance that with 4 per cent of Alizarinecyanine Green G Extra is improved if theaminated fiber is treated before or after dyeing or simultaneously with the fixing of the dyestufif with an alkylating agent, for instance epichlorhydrin.
• an alkylating agent for instance epichlorhydrin.
• the silk impregnated with the dyestufi solution may be dried and the dyeing fixed by heating for 4 hours at 70 C. and 75 per cent relative moisture in presence of vapor of chlorhydrin.
• Acetate artificial silk which contains 15 per cent of the esterification product of acetyl cellulose having per cent oi bound acetic acid and maleic acid anhydried or succinic acid anhydride is partially and permutoid saponified by exposure at a temperature of 70 C. for about 8 hours at a '75 per cent relative moisture by means of 8 per cent of ammonia in the gaseous phase. It is then after-treated with 10 per cent of ethylene imine in the form of vapor for 8 hours at C. The silk is then capable of being dyed with acid and substantive dyestufis. V
• Viscose artificial silk is mordanted with tannin and tartrametic in the usual manner and then treated with 10 per cent of hexa- ['y-chlorop-hydroxypropyldiethylene] ammonium chloride dyestufls, for instance those oi the anthraquinone series, such as Alizarine Direct Blue A.
• a band 01' viscose fiber is treated first with the sulfurized phenol sold in commerce under the trade mark Katanol ON" and then with a bath which contains tetra-['y-chloro-p-hydroxypropyll ammonium chloride and sodium acetate of which only about 8 to 10 per cent is taken up by. the fiber.
• the rinsed material is cut to staple and then after-treated with an aqueous ethylene imine solution of. 8 per cent strength at 40 C.
• a film of cellulose ethyl ether containing 42 per cent of ethoxyl and 10 per cent of the mixed polymerizate from vinyl chloride and maleic acid anhydride is first treated for several hours with water at 60-70 C. and then aminated by means of 15 per cent 01' C-methylethylene imine in the gas phase.
• the film is dyed by means of Orange II 16.
• a film of cellulose ethyl ether containing 42 per cent of ethoxyl and 12 per cent of the mixed polymerizate from vinyl ethyl ether and maleic acid anhydride is treated for 8 hours with 15 per cent of ethylene imine at per cent of relative moisture' It now shows essentially increased afiinity for acid dyestuffs, such as Alizarine Direct Blue A or Metanil Yellow (Schultz Farbstofitabellen, 7th ed., vol. I. page 78).
• a film of polyvinyl formal which contains 10 per cent of a "Novolak from 1 mol phenol and 6.5 mol formaldehyde is treated under conditions'given in Example 14 with ethylene imine. The film is now dyed strongly by Orange II.
• a natural silk is mordanted with tannin and tartrametic and then treated in a solution of 30-60 C. containing 10 per cent othexa- [v-chloro-p-hydroxyethylenel diammonium chloride and the equivalent quantity of sodium acetate. It is then treated at 30-40 C. with an aqueous ethylene imine solution 01' 7 per cent.
• a film' of cellulose ethyl ether containing 42-43 per cent of ethoxyl and 10 per cent of the chlorinated resin from xylene and formaldehyde which has been caused to react with potassium hydrosulfide in alcohol and subsequently acetylated is heated in presence of alcohol vapor as a' swelling agent with 10 per cent of ethylenelmine and 3 per cent of trimethylamine for 8 hours at C.
• the film may now be dyed with suitable acid dyestuffs, for instance Metanil Yellow- 21.
• Copper silk which has been swollen by means of caustic soda lye of 4 per cent strength and then thoroughly wetted is impregnated with a solution of 10 per cent strength of ammonium glycerine-trls-phthalate at room temperature, then centrifuged, dried and acidified with dilute hydrochloric acid for fixing the acid on the fiber.
• a silk thus prepared is suspended for 4 hours at 60 C. in ethylenelmine vapor. It may now be dyed after preliminary acidifying in intense tints by means of acid dyestuffs. Instead of acidifying to fix the acid this object may be attained by heating.
• aromatic trlcarboxylic acids for instance aromatic trlcarboxylic acids, pyridine-polycarboxylic acids, aromatic polycarboxylic acids, such as di-hydroxynaphthalene-dicarboxylic acids, may be used.
• Cuprammonium' artificial silk which has been swollen by means of 0.5 normal sodium hydroxide and which has subsequently been washed free of alkali, is impregnated at room temperature with an aqueous solution containing 10 per cent of the sodium salt of pentaer'ythrittetraphthalic acid, centrifuged and aftertreated after slight drying with a solution containing 1 per cent of the reaction product of dodecyltriethyiene-tetraminehydrochloride and 9 mols epichlorhydrin.
• the silk which has sligh ly yellowed in the course of the amino.- tion may be bleached without any loss of affinity for the acid dyes.
• Acetate artificial silk containing 10 per cent of acetyl cellulose maleic ester-acid (produced from partly acetylated acetyl cellulose and maleic acid anhydride) is treated at C. and per cent relative moisture for 7 hours with 12 per cent of ethylenelmine in vapor form.
• the silk contains about 1.5 to 2 per cent nitrogen. It is intensely dyed with acid dyestufi's.
• Acetate artificial fiber containing 8 per cent of a soluble condensation product from 10 moi phenol and 8 mol formaldehyde obtained in an acid medium is treated in the same manner as indicated in the previous examples with ethyleneimine.
• the fiber is intensely dyed with many acid dyestuffs such as for instance Alizarlne Direct Blue A.
• Acetate artificial fiber containing 8 per cent of a mixed polymerizate from 1 mol vinylmethylether and 1 mol maleic acid anhydride or 1 mol vinylacetate and 1 mol maleic acid'anhydride and 4 per cent of the soluble condensation product from 10 mol phenol and 8 mol formaldehyde is aminated in the manner indicated in the previous examples at 70 C. with the aid of 5 per cent ethylenelmine.
• a fiber is obtained which contains up to 3 per centnitrogen and which is intensely dyed by a great many acid dyestuils.
• a film prepared from hydroxyethyl cellulose soluble in alkali. whichv contains about 8 per cent cellulose glycolic acid is treated for 4 hours at 60 C. with 12 per cent ethyleneimine.
• the film now shows strong ailinity for acid dyestuil's, for instance Alizarlnecyanine Green G Extra.
• a process of increasing the afiinity of fibrous materials and films for acid and substantive dyematerials and films for acid and dye-J v stuffs said materials. having incorporated throughout and fixed within the body thereof an acid reacting resinous compound having in its molecule a member of the group consisting of the carboxyl groumthe phenolic hydroxy group, and
• the 'mercapto-allryl group which comprises. reacting on said materials an'amine containing in its molecule halogeno-fi-hydroxy-propyl gr'oups'aiicl said materials having incorporated throughout and fixed within the body thereof an 3.
• a process of increasing the afllnity of fibrous materials and films for acid and substantive dyesaid materials having incorporated throughout and fixed within the body thereof an acid reacting'resinous component having in its molecule a member of the group consisting of the carboxyl group, the phenolic hydroxy group, and the mercaptoalkyl group which comprises reacting on said materials an amine containing in its molecule 'y-chloro-c-hydroxypropyl groups and treating said materials with an alkylene imine.
• a process of increasing the afllnity of fibrous materials and films for acid and substantive dyestuifs said materials having incorporated throughout and fixed within the body thereof an acid reacting resinous component containing in its molecule besides one of the group consisting of the carboxyl group, the phenolic hydroxy group and the mercapto-alkyl group halogen allryl groups, which comprises reacting on said materials an amine and treating said materials with an alkyleneimlne.
• a process of increasing the aiiinity of fibrous materials and films for acid and substantive dyestuffs said materials having incorporated throughout and flxed within the body thereof an acid reacting resinous component containing in its molecule besides one of the group consisting of the carboxyl group, the phenolic hydroxy group and the mercapto-alkyl group alkylating groups, which comprises reacting on said materials an amine, and treating said materials with an alkylene imine.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Coloring (AREA)

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Country Status (5)

Cited By (13)

• 1936
  • 1936-08-11 GB GB22106/36A patent/GB484984A/en not_active Expired
• 1937
  • 1937-07-10 US US152994A patent/US2261294A/en not_active Expired - Lifetime
  • 1937-07-13 NL NL83344A patent/NL50107C/xx active
  • 1937-07-15 BE BE422662D patent/BE422662A/xx unknown
  • 1937-07-16 FR FR826740D patent/FR826740A/fr not_active Expired

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