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
  • D06P1/64—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
  • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/02—Halogenated hydrocarbons
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/17—Amines; Quaternary ammonium compounds
• • 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
  • D01F1/00—General methods for the manufacture of artificial filaments or the like
  • D01F1/02—Addition of substances to the spinning solution or to the melt
  • D01F1/10—Other agents for modifying properties
• • 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
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • D01F6/04—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyolefins
  • D01F6/06—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyolefins from polypropylene
• • 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
  • D06M13/325—Amines
  • D06M13/332—Di- or polyamines
• • 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
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/10—Polyvinyl halide esters or alcohol fiber modification

Definitions

• the present invention relates to the production of dyereceptive fibres of crystalline polyolefins, particularly polypropylene.
• the polyolefin fibres are subjected to sulfonation.
• the sulfonated fibres are then subjected to an amination treatment.
• the main objects of the present invention are to provide a new process for manufacturing improved dye-receptive polyolefin fibres.
• Another object is to provide new spinning mixtures of polyolefins in order to permit a lower spinning temperature.
• the criterion for selecting the halogenated organic compound is that it must be capable of reacting with amines or imines. Naturally it is desirable that a significant yield of reaction product is obtained, but it must be appreciated that even a very small yield will result in a detectable increase in the dye-receptivity of the fibres.
• a chemist to test various compounds by mixing them with boiling amines or imines for up to three hours to determine if a reaction occurs.
• aliphatic compounds are particularly desirable, and even more particularly, the following:
• Dichlorobutanes Trichlorobutanes
• Dichloropentanes Trichloropentanes
• Dichlorohexanes Trichlorohexanes and mixtures of any and all of the above.
• these haloderivatives As another criterion for these haloderivatives, it is preferable that they have a boiling point above about C. at atmospheric pressure in order to avoid consequential vaporization losses during the spinning operations. Of course, if a certain haloderivative, boiling below about 120 C., is found to be particularly desirable, it may be economically justified to operate the process under pressure in order to raise the boiling point and decrease vaporization losses.
• halogen derivatives also permits the use of lower melt spinning temperatures than are normally used in the melt spinning of polyolefins alone. These lower melt spinning temperatures are associated with several operating advantages such as, less energy requirements, less hazardous operations, and less degradation of the polymer.
• the ratio of polyolefin to halogenated compound is from about 99:1 to 5:1, in parts by weight.
• the amination of the fibres obtained from mixtures of a polyolefin with a halocompound is preferably carried out by treating the fibres with boiling aqueous amine or imine solutions, for times, varying from a few seconds to 2 or 3 hours, depending on the reactivity of the amine used.
• aqueous amine solutions at high temperatures is advantageous since water forms, in general, azeotropic mixtures (which can be removed more easily) with the halogenated compounds; these solutions, due to the temperature, cause a swelling of the fibre and therefore a thorough amination inside the same fibre.
• the selection of the amine or imine is, like the selection of the halogenated compound, accomplished by a simple test, and additionally, is subject to the same fluctuations from technological change.
• imines and amines have been found to be particularly suitable:
• Ethylendiamine Trimethylendiamine Diethylentriamine Tetraethylenpentamine Ethylenimine Polyethylenirnine and mixtures of any and all of the above.
• the concentration of amine or imine in solution can naturally vary considerably, the higher the concentration, the faster the rate of reaction.
• the reaction times and temperatures can also vary, the longer the time, the more complete the reaction, and the higher the temperature, the faster the rate. It is to be appreciated that a chemist can work at a sufficient concentration of amine or imine for a sufi'icient time at a sutficient temperature to obtain at least a partial reaction to improve dye-receptive properties. It has been found, however, that for preferred practicable operations, in general, the concentration of amine can vary from 5% to 65%, the temperature can vary from 50 to 120, and the time can vary from 30 seconds to 3 hours.
• Ash content percent 0.2
• the mix is spun in a melt spinning apparatus with a spinning head temperature of 170 C.
• the fibres are stretched with a ratio of 1:5 at 120 C. and are then cut; the staple is introduced into an aqueous ethylendiamine solution solution) with a fibre/bath ratio of 1:30; after boiling for 30 minutes the staple is Washed and dried.
• the fibres dyed with acid dyes present colors having a good intensity and fastness.
• Intrinsic viscosity [1;], 124. Residue of the heptane extraction, 96.2% in parts by weight. Ash content, 0.03% in parts by weight.
• Intrinsic viscosity 1.14 Residue of the heptane extraction, percent 95.4 Ash content, percent 0.6
• the fibres are intensely dyed, with fast colors using the acid dyes.
• Intrinsic viscosity [7;] 1.04 Residue from the heptane extracting, percent 95.6 Ash content, percent 0.066
• the fibre can be stretched either prior or subsequent to the amination step.
• this invention is particularly suitable for crystalline polypropylene such as those having a prevailingly isotactic content, i.e. over 50%
• other fibre forming polyolefins such as the crystalline polyolefins, particularly the prevailingly isotactic ones.
• a process for preparing dye-receptive fibers of polyolefin fibers of polypropylene consisting prevailingly of isotactic macromolecules comprising the steps of: mixing said polypropylene with a halogenated compound in a ratio from about 99:1 to 5:1, in parts by weight, said halogenated compound being selected from the group consisting of: dichloroethylene, 1,2-dichloropropane, 1,2,3-trichloropropane, dichlorobutanes, trichlorobutanes, dichloropentanes, trichloropentanes, dichlorohexanes and trichlorohexanes, and mixtures thereof; extruding said mixture at a temperature between about 155 C.
• fibers treating said fibers for a time varying from about 30 seconds to about 3 hours, and at a temperature of from 50 C. to 120 C. with an aqueous solution of from about 5% to about 65% of a nitrogen-containing compound selected from the group consisting of: ethylendiamine, trimethylendiamine, diethylentriamine, tetraethylenpentamine, ethylenimine and polyethylenimine, and mixtures thereof; whereby dye-receptive properties of the resulting fiber are enhanced.
• a nitrogen-containing compound selected from the group consisting of: ethylendiamine, trimethylendiamine, diethylentriamine, tetraethylenpentamine, ethylenimine and polyethylenimine, and mixtures thereof; whereby dye-receptive properties of the resulting fiber are enhanced.
• a novel spinning composition permitting lower spinning temperatures and a thorough penetration of chemicals used to alter fiber properties in the formed fiber comprising polypropylene consisting prevailing of isotactic macromolecules and a halogenated compound in a ratio of about 99:1 to 5:1, in parts by Weight, said halogenated compound being selected from the group consisting of: dichloroethylene, 1,2-dichloropropane, 1,2,3-trichloropropane, dichlorobutanes, trichlorobutanes, dichloropentanes, trichloropentanes, dichlorohexanes, and trichlorohexanes, and mixtures thereof.
• a process for preparing dye-receptive fibers of polypropylene consisting prevailingly of isotactic macromolecules comprising the steps of: mixing said polypropylene with a halogenated compound in a ratio from about 99:1 to 5:1, in parts by weight, said halogenated compound being a halogenated aliphatic compound having from about 2 to about 6 carbon atoms; extruding said mixture at a temperature of from about 155 C. to about 170 C. to obtain fibers; treating said fibers for a time varying between about 30 seconds and 3 hours, and at a temperature of from about 50 C.
• aqueous solution of from about 5% to about 65% of a nitrogen-containing compound selected from the group consisting of: ethylendiamine, trirnethylendiamine, diethylentriamine, tetraethylenpentamine, ethylenimine and polyethylenimine, and mixtures thereof; whereby dyereceptive properties of the resulting fiber are enhanced.
• a nitrogen-containing compound selected from the group consisting of: ethylendiamine, trirnethylendiamine, diethylentriamine, tetraethylenpentamine, ethylenimine and polyethylenimine, and mixtures thereof; whereby dyereceptive properties of the resulting fiber are enhanced.
• a process for preparing dye-receptive fibers of polypropylene consisting prevailingly of isotactic macromolecules comprising the steps of: mixing said polypropylene with a halogenated compound in a ratio from about 99:1 to 5:1, in parts by weight, said halogenated compound being selected from the group consisting of: dichloroethylene, 1,2-dichloropropane, 1,2,3-trichloropropane, dichlorobutanes, trichlorobutanes, dichloropentanes, trichloropentanes, dichlorohexanes and trichlorohexanes,
• a process for preparing dye-receptive fibers of polypropylene consisting prevailingly of isotactic macromolecules comprising the steps of: mixing said polypropylene with a halogenated compound in a ratio from about 99:1 to 5:1, in parts by weight, said halogenated compound being a halogenated aliphatic compound having from about 2 to about 6 carbon atoms; extruding said mixture at a temperature of from about C. to about C. to obtain fibers; treating said fibers for a time varying from about 30 seconds to 3 hours, and at a temperature between about 50 C.
• aqueous solution of from about 5% to about 65 of a nitrogen-containing compound selected from the group consisting of an amine having from about 2 to about 8 carbon atoms and about 2 to about 5 amino groups, and ethylenimines, and mixtures thereof; whereby dye-receptive properties of the resulting fiber are enhanced.
• a nitrogen-containing compound selected from the group consisting of an amine having from about 2 to about 8 carbon atoms and about 2 to about 5 amino groups, and ethylenimines, and mixtures thereof; whereby dye-receptive properties of the resulting fiber are enhanced.

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• Engineering & Computer Science (AREA)
• Chemical & Material Sciences (AREA)
• Textile Engineering (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Manufacturing & Machinery (AREA)
• Artificial Filaments (AREA)

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Cited By (3)

Citations (5)

• 0
  • NL NL247350D patent/NL247350A/xx unknown
  • US US3126246D patent/US3126246A/en not_active Expired - Lifetime
  • NL NL101434D patent/NL101434C/xx active
  • BE BE586572D patent/BE586572A/xx unknown
• 1960
  • 1960-01-08 DE DEM43917A patent/DE1223493B/de active Pending
  • 1960-01-11 GB GB919/60A patent/GB884665A/en not_active Expired
  • 1960-01-14 ES ES0255282A patent/ES255282A1/es not_active Expired
  • 1960-01-14 FR FR815638A patent/FR1245274A/fr not_active Expired

Patent Citations (5)

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