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
  • D06M13/322—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
  • D06M13/392—Nitroso compounds; Nitro compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
  • C08B13/00—Preparation of cellulose ether-esters
  • C08B13/02—Cellulose ether xanthates
• • 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
  • D01F2/24—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives
  • D01F2/28—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives from organic cellulose esters or ethers, e.g. cellulose acetate
• • 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
• • 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

Definitions

• My invention relates to a process for treating vegetable fibers, such as cotton, and artificial threads for the purpose of amplifying their dyeing properties.
• the reagents characteristic of the present invention may contain sulphur or a group containing sulphur.
• substances or mixtures of substances capable of giving rise to the formation of the compounds characteristic of the present invention may be used, for instance, where in the subjoined examples it is stated that one of the compounds of the examples described in my U. S. application Ser. No. 618,800 may be used, there may be substituted the use of diluted or undiluted u-dichlorohydrine and an alcoholic or aqueous solution of ammonia so that these react with each other to form the body which is the effective agent of the invention.
• Example A and the clear alcoholic filtrate, together with the washing alcohol, is freed from alcohol and ammonia by distillation under reduced pressure at 30to 35 C.
• the residue is a clear, yellow, very viscous oil, soluble in water and alcohol, but insoluble in ether.
• Example B 1000 parts of a-dichlorohydrine are cooled down to 0 C. whereupon dry gaseous ammonia is introduced until the reaction mass weighs 1080 to 1085 parts.
• the reaction mass is allowed to stand at room temperature for about 20 to 24 hours during which time one of the taps with which the vessel is fitted, remains open.
• reaction mass is again cooled down to 0 C. and gaseous ammonia introduced until the reaction mass weighs 1170 to 1180 parts, whereupon the vessel is allowed to stand in the refrigerator over night with one of the taps open. During this time, the amount of the separated crystals of ammonium chloride shows a distinct increase. Since part of the introduced ammonia escapes during standing on ice, after that time, the total weight of the reaction mass is 1140 I to 1145 parts.
• reaction mass is freed from the excess of ammonia by blowing through a current of air for 4 hours, the final weight being 1175 to 1180 parts.
• the final product is a viscous, clear oil that is soluble in water and alcohol. In standing at room temperature for a longer time, it has a tendency to become turbid or even of depositing crystals which are probably ammonium chloride.
• glycerine dichlorhydrin equivalent quantities of dibromhydrine or similar iodine compounds, or equimolecular proportions of other unsubstituted dihalogenhydrines of polyhydric alcohols can be used.
• Erythrite dichlorohydrine, mannite dichlorohydrine, can be used in like manner.
• the products can be purified (removing the byproducts) by distillation under vacuum, or washing with ether, etc.
• the substances used in the present invention can also contain other groups or radicals, such as nitroor amino-derivatives of oxy or oxo-compounds and among these halogen derivatives of oxyamines, that is compounds which contain at least one substituted or unsubstituted amino-group and at least one substituted or unsubstituted hydroxyl group and at least one halogen atom and, according to the present state of my knowledge, among these, halogen derivatives of amino-derivatives of propanols or of homologues of propanols give good results in the present process.
• groups or radicals such as nitroor amino-derivatives of oxy or oxo-compounds and among these halogen derivatives of oxyamines, that is compounds which contain at least one substituted or unsubstituted amino-group and at least one substituted or unsubstituted hydroxyl group and at least one halogen atom and, according to the present state of my knowledge, among these,
• reaction products produced as above described, are or contain, in many cases, unsaturated compounds, and the products of the action of these reagents on cotton, cellulosic artificial threads etc., are also unsaturated compounds.
• the reagents to be contactedwith vegetable textiles or with artificial thread textiles in the present process may contain sulphur or a group containing sulphur.
• agents of the types mentioned may be used (for contactingwith the textile material), for instance 2-chloro-2-nitro -propanol--(1) or 2-bromo-2- nitro-propanol-(l) l-bromo lnitro-propanol- (2) 3:3:3-trichloro 1 nitro propanol, acetimido-fl-chloro-ethyl ether, dibromo-acetic acid dimethyl-amide, N-methyl-N-chioro-acetyl-urea, dichloro-acetic acid ethyl-'amide, oxalic acid ethyl ester-[c bromo-ethyl-amide], N-[/9,'y-dibromopropyll-urea, acetic acid [,B -dibromo-propylamide], trimethyl-[iodoxy-propyl] ammonium hydroxide,
• the fibrous textile material may be exposed to' the treatment according to the present invention in the original state or after having been pretreated by any known method, for example with acylating agents, such as organic acid anhydrides in the presence or absence of catalysers, or with strong organic or mineral acids, or with acid halides, or with sulpho-acid halides, or with phosphorus halides or the like.
• acylating agents such as organic acid anhydrides in the presence or absence of catalysers, or with strong organic or mineral acids, or with acid halides, or with sulpho-acid halides, or with phosphorus halides or the like.
• the textile material may be pretreated, by any process known in the textile industry, for example a treatment in known manner with mercerizing reagents.
• the treatment according to the invention may be carried out at room temperature or at a temperature below room temperature, or at an elevated temperature, for example at about 60 C. to C. more or less. But these temperatures are given only by way of example, and higher temperatures (when using substances which are stable at the higher temperatures) can be empioyed.
• the product shows a distinct afllnity for acid colours.
• the product of this example (as well as the products of the other examples in said application 618,800), upon being decomposed with strong hydriodic acid, yield alkyl iodide. If the nitrogen-halogen-oxygen compound employed (of the-type above described as characteristic of this invention) is a derivative of glycerine, then the decomposition'of the product with hydriodic acid will produce C 3H7I.
• Example 2 Mode of procedure as in Example 1, but with the diiference that, after the impregnating step, thematerial is not washed, but only dried, or dyed direct without drying.
• Example 3 The process is conducted as in Example 1 or 2, but with the difference that the treatment with the solution of the nitrogen body is conducted at 100 to 120 C.
• Example 4 I The process is conducted as in Example 1 or 2,
• Example 5 100 parts of cotton yarn or cotton fabric or viscose silk or viscose Lilienfeld-silk or cuprammonia silk or denitrated nitrate silk or acetate silk or ethyl cellulose silk of a low degree of ethylation are introduced into 2000 parts of caustic soda solution of 18 per cent. strength. After 3 hours the excess of the caustic soda solution is removed by centrifuging or pressing and the goods are introduced into a solution of 20 to 30 per cent. strength of one'of the aliphatic compounds described in my U. S. patent application Ser. No. 618,800 in acetone of 90 per'cent. strength where they remain for 2 to 3 hours. They are then washed with water and, optionally after acidification and washing, dried.
• Example 6 The process is conducted as in Example 5, but
• Example 7 The process is conducted as in Example 5 or 6, but with the difference that the treatment is conducted at 60 to 70 C.
• Example 8 The process is conducted as in any one of the Examples 5 to 7, but with the difference that, instead of the aqueous caustic soda solution an strength is used.
• Example 9 The process is conducted as in any one of the Examples 5 to 7, but with the .diflference that, instead of the aqueous caustic soda solution, an 18 or 30 per cent. solution of caustic soda in alcohol of 60 per cent. strength is used.
• Example 10 The process is conducted as in any one of the preceding examples, but with the difierence that the cotton yarn or cotton fabric or viscose silk or denitrated nitrate silk or acetate-silk or-ethyl cellulose silk of a low degree of ethylation is, in known manner, pre-treated with a phosphorus halogen compound in presence of alkali.
• Example 11 The process is conducted as'in any one of the preceding examples, but with the difference that the material is, iIl-kIIOWII manner, pre-treated with p-toluene-sulpho-chloride in presence of 0 pyridine.
• Example 12 The process is conducted as in any one of the I preceding examples, but with the difference that the material is, in known manner, pre-treated with ptoluene-su1pho-chloride in presence of caustic soda.
• Example 13 The process is conducted as in any one of the preceding examples, but with the difference that the material is, in known manner, pre-treated with benzoyl chloride.
• any one of the aliphatic compounds containing nitrogen and oxygen and halogen referred to. or specifically named in my U. S. patent application Ser. No. 618,801 can be used.
• fabrics for example pure cotton fabrics
• mixed fabrics or in the loose, unspun form or in the form I of spun goods, such as yarn in skeins, cops, or
• artificial threads denotes artificial l6 alcoholic caustic potash solution of 10 per cent.
• threads and spun and woven goods including pure and mixed fibers and .fabrics
• threads and spun and woven goods including pure and mixed fibers and .fabrics
• natural and mixed fibers and .fabrics of all kinds, for instance artificial silk, staple fiber, artificial cotton, artificial wool, artificial hair and artificial straw of any kind.
• cellulosic textile fibers denotes textile vegetable fibers and artificial threads, as defined in the last two paragraphs, the term cellulosic denoting that the fibers, threads, etc., contain cellulose or a compound of cellulose.
• propanol compound is intended to embrace propanols and homologues of the same.
• organic derivative is intended to embrace esters, ethers, N-substitution products and (in the case of unsaturated compounds) addition derivatives.
• a process of improving cellulosic textile fibers which comprises treating same with at least one organic compound which contains an aliphatic chain of carbon atoms connected carbon-to-carbon and which aliphatic chain contains chemically combined halogen, oxygen 4 and nitrogen, each bonded to a difierent carbon atom in said chain.
• a process of improving cellulosic textile fibers which comprises treating same with at least one organic compound which contains an aliphatic chain of carbon atoms connected carbon-to-carbon andwhich compound contains at least one amino group and at least one hydroxyl group and at least one halogen element, each of said substituents being bonded to a different carbon atom in said chain.
• a process of improving cellulosic textile fibers which comprises treating them with at least one halogen derivative of an amino-derivative of a propanol compound.
• a process of improving cellulosic textile fibers which comprises treating same in presence of a basic substance with at least one organic compound which contains an aliphatic chain of carbon atoms connected carbon-to-carbon and which compound contains at least one amino group and at least one hydroxyl group and at least one halogen element, each of said substituents being bonded to a different carbon atom in said chain.
• a process of improving cellulosic textile fibers which comprises treating same in presence of caustic alkali with at least one organic compound which contains an aliphatic chain of carbon atoms connected carbon-to-carbon and which compound contains at least one amino group and at least one hydroxyl group and at least one halogen element, each of said substituents being bonded to a different carbon atom in said chain.
• a process of improving cellulosic textile fibers which comprises treating them with at least one halogen derivative of an amino-derivative of glycerine.
• Aprocess of improving cellulosic textile fibers which comprises treating them in presence of a basic substance with at least one halogen derivative of an amino-derivative of glycerine.
• a process of improving cellulosic textile fibers which comprises treating them in presence of caustic alkali with at least one halogen derivative of an amino-derivative of glycerine.
• a process which comprises treating cellulosic textile fibers with a halogen-containing organic reaction product of ammonia upon a dihalohydrine.
• a process of improving cellulosic textile fibers which comprises treating them in presence of a caustic alkali with at least one halogen derivative of an amino-derivative of a propanol compound.
• a process which comprises treating cellulosic textile fibers in presence of a caustic alkali with a halogen-containing organic reaction product of ammonia upon a dihalogenhydrine.
• cellulosic textile fibers which, owing to an after-treatment, contain, in a radical replacing a hydroxyl hydrogen atom of cellulose, at least one amino group and at least one oxygen atom, each being bonded to a different carbon atom, and which fibers dye with acid and substantive dye-stufis,
• cellulosic textile fibers which. owing to an after-treatment, contain, in a radical replacing a hydroxyl-hydrogen atom of cellulose, unsaturated constituents, at least one which, owing to an after-treatment, contain, in a I radical replacing a hydroxyl-hydrogen atom of cellulose, at least one amino group and at least one oxygen atom, each being bonded to a difierent carbon atom, and which products dye with acid, substantive and cellulose acetate dye-stuffs. 18.
• cellulosic textile fibers which, owing to an after-treatment, contain unsaturated constituents and nitrogen both in a polyvalent aliphatic radical which is in chemical combination with a cellulose residue, and which fibers dye with acid and substantive dye-stufis.

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• Engineering & Computer Science (AREA)
• Chemical & Material Sciences (AREA)
• Textile Engineering (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Biochemistry (AREA)
• Health & Medical Sciences (AREA)
• Materials Engineering (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• General Chemical & Material Sciences (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Artificial Filaments (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=10127856

Family Applications (1)

Country Status (4)

Families Citing this family (2)

• 0
  • NL NL38258D patent/NL38258C/xx active
• 1931
  • 1931-07-04 GB GB19349/31A patent/GB390515A/en not_active Expired
• 1932
  • 1932-06-22 US US618803A patent/US2185795A/en not_active Expired - Lifetime
  • 1932-07-04 FR FR739704D patent/FR739704A/fr not_active Expired

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