US3846226A - High luster,antisoiling acrylic fibers - Google Patents

High luster,antisoiling acrylic fibers Download PDF

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Publication number
US3846226A
US3846226A US00358744A US35874473A US3846226A US 3846226 A US3846226 A US 3846226A US 00358744 A US00358744 A US 00358744A US 35874473 A US35874473 A US 35874473A US 3846226 A US3846226 A US 3846226A
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United States
Prior art keywords
fiber
polymer
acrylonitrile
weight percent
hydrogen
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Expired - Lifetime
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US00358744A
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English (en)
Inventor
W Smithey
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Wyeth Holdings LLC
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American Cyanamid Co
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Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Priority to US00358744A priority Critical patent/US3846226A/en
Priority to ZA00742406A priority patent/ZA742406B/xx
Priority to AU68030/74A priority patent/AU6803074A/en
Priority to IT50777/74A priority patent/IT1011373B/it
Priority to BE144055A priority patent/BE814713A/fr
Priority to BR3741/74A priority patent/BR7403741D0/pt
Priority to JP49051731A priority patent/JPS5013630A/ja
Priority to NL7406256A priority patent/NL7406256A/xx
Priority to FR7416084A priority patent/FR2228865B3/fr
Priority to DE2422368A priority patent/DE2422368A1/de
Application granted granted Critical
Publication of US3846226A publication Critical patent/US3846226A/en
Anticipated expiration legal-status Critical
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Classifications

    • 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
    • D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/54—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polymers of unsaturated nitriles
    • 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
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/08—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyacrylonitrile as constituent
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/23—Fiber
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/32—Incompatible blend
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]

Definitions

  • This invention relates to acrylic fibers having a combination of high luster, low light transmission, and reduced apparent soiling tendencies. More particularly, this invention relates to acrylic fibers wherein within the fiber structure defined by a fiber-forming first acrylonitrile polymer is distributed a small amount of a second acrylonitrile copolymer, incompatible with the first polymer, in the form of elongated discontinuous segments separated from the first polymer by void spaces and concentrated in the fiber core.
  • An alternative method proposed for improving soiling tendencies of fiber is the application of certain finishes upon the fiber surface.
  • Such finishes as special forms of silica, metal salts, fluorocarbons, and hydrophilic finishes have been employed. Although such finishes tend to reduce the rate of true soiling upon extended use the extent of soiling is such as to require laundering or special cleansing treatments. Subsequent exposure of the cleansed fiber to soiling hastens the rate of soiling so that the frequency of special cleansing treatments after the initial special cleansing treatment increases to the point where no advantage, or even disadvantage, is offered with respect to the use of no finish. The result may be due to a lack of adequate durability of the applied finish or may result from retention of the cleansing agents, which generally are soil scavengers, by the applied finish. Whatever the reason the problem of soiling is not adequately solved by use of anti-soiling finishes.
  • a low-density, lustrous acrylic fiber of reduced soiling tendencies comprising a fiber-forming first acrylonitrile polymer containing at least weight percent acrylonitrile and the balance of one or more vinyl monomers and, as small discontinuous elongated segments within said first polymer separated therefrom by void space, from about 1 to 10 weight percent, based on the total weight of the fiber, of a second acrylonitrile copolymer incompatible with said first polymer and containing from 50 to weight percent acrylonitrile and from 5 to 50 weight percent of a monomer of the formula wherein R is hydrogen or methyl and R is selected from hydrogen, hydroxyalkyl of 2 to 4 carbon atoms and ECH CH Ol R wherein n is an integer of about 1 to 50 and R is selected from hydrogen, alkyl of 1 to 4 carbon atoms, and aryl of monocyclic structure having less than about 10 carbon atoms.
  • a process for preparing the above fiber which comprises the steps of: (a) preparing in an aqueous inorganic salt solvent a first solution of a fiber-forming first acrylonitrile polymer containing at least 70 weight percent acrylonitrile and the balance one or more vinyl monomers, said solution containing from about 8 to 20 weight percent of polymer; (b) preparing in an aqueous inorganic solvent of the same salt used in the first solution a second solution of a second acrylonitrile polymer containing from 50 to 95 weight percent acrylonitrile and 5 to 50 weight percent of a monomer of the formula 1- wherein R and R have the same significance given above, said second polymer being incompatible with said first polymer, said second solution containing from about 8 to '20 weight percent of polymer; (0) intimately mixing said first and said second solutions to form a spinning composition such that said second polymer constitutes from about 1 to 10 weight percent of the total polymer content of said mixture; (d
  • the fiber-forming first acrylonitrile polymer is employed one which contains at least 70 weight percent acrylonitrile, as previously indicated. Preferably, such polymer will contain at least 80 weight percent acrylonitrile or more.
  • vinyl monomers which may be employed with acrylonitrile are included such monomers as acrylic, alpha-chloroacrylic, and methacrylic acids, esters of the aforenamed acids, such as the methyl, ethyl, butyl, and beta-chloroethyl esters; vinyl chloride, vinyl bromide, vinylidene chloride, l-brorno-l-chloroethylene; methacrylonitrile; acrylamide, methacrylamide, alpha-chloroacrylamide, and monoalkyl substituted derivatives thereof; methyl vinyl ketone; vinyl carboxylates, such as vinyl acetate, vinyl chloro-acetate, vinyl propionate, and vinyl stearate; N-vinylimides, such as N-vinyl
  • the second acrylonitrile copolymer must be incompatible must be incompatible with the fiber-forming first polymer and must contain from 50 to 95 weight percent acrylonitrile and to 50 weight percent of acrylic or methacrylic acid or special derivatives thereof.
  • the required comonomer with acrylonitrile in the second polymer is one having the formula wherein R is hydrogen or methyl and R is hydrogen, hydroxy alkyl of l to 4 carbon atoms, a polyether of the formula ⁇ CH CH O5 R wherein n is an integer of 1 to 50 and R is hydrogen, alkyl of 1-4 carbon atoms, or aryl of monocyclic structure having less than about car- 'bon atoms.
  • Suitable comonomers include acrylic acid, methacrylic acid, Z-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate Z-hydroxypropyl acrylate, 2- hydroxypropyl methacrylate, 4-hydroxybutylacrylate, 4- hydroxybutyl methacrylate, 2-(w-methoxq-3,6,9,12,15,18, 21,24,27-nonaoxa-nonacosyloxy)ethyl acrylate and Z-(wmethoxy-3,6,9,l2,l5,18,2l,24,27 nonaoxanonacosyl-oxy) ethyl methacrylate.
  • the latter two monomers are polyether esters of acrylic and methacyclic acids wherein the value of n of the polyether structure is 11. Other ethers and hydroxy-containing substituents consistent with the structures given may also be employed.
  • the various monomers used in forming the first and second polymers are copolymerizable according to conventional procedures, which are employed. It is essential that polymerization of the first acrylonitrile polymer be effected so as to obtain a fiberforming polymer in accordance with conventional procedures. It is generally preferred that the second acrylonitrile copolymer also be capable of fiber forming, but such requirement is not essential since the second polymer merely serves as an additive With n th fiber formed y h first polymer.
  • vinyl monomer is meant a monomer copolymerizable With acrylonitrile and containing a single CR:CH radical wherein R may be hydrogen or a substituent group such as methyl for example.
  • the aqueous solvent will be a concentrated sodium thiocyanate solution in water, generally in the range of to weight percent based on the total weight of the aqueous solution. Since the separate polymer solutions are to be mixed to form a spinning composition, it is necessary to employ solvents based on the same salt or salt mixtures for the two polymers.
  • the concentration of polymer in the solvent is in accordance with conventional procedures using concentrated aqueous salt solvent, generally about 8 to 20 weight percent polymer based on the total weight of the solution. It is generally preferable to match viscosities of the separate solutions as an aid in obtaining an intimate mixture thereof having adequate stability for routine extrusion.
  • a spinning composition is prepared by intimately admixing the solution of the second polymer with the solution of the first polymer. Sufiicient of the second polymer solution is added to the first polymer to provide a spinning composition in which the polymer composition is about 1 to 10 weight percent of the second polymer and the balance of the first polymer. Preferably, the amount of the second polymer will be sufficient to provide from about 0.5 to 5 weight percent of the required monomer other than acrylonitrile present in the second polymer, based on the total weight of polymer present.
  • the mixture obtained, due to the incompatibility of the two polymers will be colloidal in nature containing finely dispersed globules which provide a hazy appearance thereto.
  • a preferred embodiment of the present invention is to convert the free acid groups to salt form subsequent to solution preparation but prior to mixing. This is readily accomplished be adding sufiicient alkali, such as sodium hydroxide, the neutralize the free acid groups. Subsequently, after filament extrusion, as will be discussed, the acid groups are regenerated. Such treatment, of course, is not appropriately carried out when monomer contents other than the free acids are present as the required monomer other than acrylonitrile and is not required when acrylic and/or methacrylic acids are the require comonomers. However, when such embodiment is carried out when appropriate, the final fiber generally possesses enhanced luster while maintaining the desired low value of light transmission.
  • sufiicient alkali such as sodium hydroxide
  • insoluble, solid additives may be additionally incorporated uniformly into the fiber with out resulting in adverse delustering of the fiber formed. This result is highly surprising and totally unexpected.
  • Useful insoluble, solid additives that may be uniformly incorporated within the fiber include such usual additives as anti-oxidants, pigments, ultraviolet absorbers, stabilizers, antistatic agents, softening agents, flame retardants,
  • Typical additives include for example BaCd laurate, benzidine orange, sorbitan distearate, N- octadecylimidazoline, hexabromobenzene, salicylanilide, and the like.
  • the amount of solid additive to be incorporated will generally be at a level which provides suitable fiber property modifications.
  • the insoluble, solid additive may be employed at from about 0.1% to 30% by weight based on the weight of the polymers, preferably from about 1 to 20%, same basis.
  • the solid additive is added directly to the spinning composition and uniformly dispersed therein by suitable mixing, such as high shear agitation. Dispersion of additive may be simultaneously effected.
  • aqueous coagulant After the spinning solution is prepared as described above, it is extruded into an aqueous coagulant to form Wet-gel filaments in accordance with conventional procedures.
  • the aqueous coagulant as conventionally, is maintained below about C. and preferably below about 5 C.
  • a suitable coagulant is preferably an aqueous solution of a salt (or salts) used in preparing the polymer solvent but at a solution concentration below that necessary to dissolve the polymer, preferably at a solution concentration of about 12 weight percent based on the total weight of the aqueous solution.
  • the wet-gel filaments are coagulated, they are subjected to water washing so as to remove salt completely.
  • provision is made to form salts of the free acids present in the second polymer provision is now made to acidify in conjunction with water washing, or in a separate step immediately thereafter to restore the free acid groups.
  • Suitable acid addition may be made of hydrochloric acid, for example.
  • advantage may be taken of the cold drawability of the wet-gel filaments to effect a partial stretching of the filaments in conjunction with the water washing or in removal of the filaments from the coagulant bath preparatory to entering into water washing. Generally, such cold drawing or stretching will be limited to a stretch ratio of about 2.
  • stretch ratio means the length of the stretched fiber relative to the original length of the extruded fiber, i.e. a stretch ratio of 2 means that the stretched filament is twice as long as the fiber initially ex-- truded.
  • Cold drawing may also be effected as a separate step, if desired.
  • the wet gel fiber is subjected to stretching in water at a temperature above about 90 C., as is conventional, to obtain fully oriented Wetgel filaments.
  • stretching is generally accomplished so as to provide a total stretch ratio of up to about 15 and may be done in one or more stages.
  • the stretched wet-gel filaments are next subjected to relaxation so as to remain in the wet-gel state.
  • the fibers are exposed to hot water or steam in a free-to-shrink state. Water at a temperature greater than 90 C. or preferably saturated steam is used to effect relaxation, which is characterized by a degree of shrinkage.
  • the hot-wet relaxation step is a conventional step that may be applied to Wet-gel fibers or to dried fibers. In the present invention it is critical that this step be carried out prior to drying the filaments.
  • processing of the coagulated wet-gel fibers through Water-washing, stretching, and hot-wet relaxation is carried out on wet-gel filaments which have never been dried to collapse the wet-gel structure, which is an irreversible structure.
  • the extent to which relaxation is carried out is in accordance with conventional procedures and will vary depending on the stretch ratio, the relaxation conditions, and the time of exposure.
  • the extent of relaxation is optional, but must be carried out on wet-gel filaments to achieve the results of the present invention. Sufficient relaxation is achieved when a minimal shrinkage of about 5% in the stretched filament length occurs, although much higher shrinkage may be obtained.
  • the filments are dried to collapse the wet-gel structure.
  • drying is in accordance with conventional procedures. It is greatly preferred to dry the fibers under conditions of low humidity so as to enhance, the optical properties of the final fibers. Generally drying may be accomplished at temperatures in the range of -150 C., preferably l20-l35 C. without need for humidity control. Subsequent to drying, the dried filaments may be further relaxed as previously described, but such processing is not essential to the present invention.
  • Fibers obtained by the present invention are characterized by a high degree of luster and low light transmission.
  • the latter property provides a low degree of apparent soiling in service use, such as in carpet fabrics, while the former property provides the necessary brightness for aesthetic appeal in such use.
  • LUSTER TEST Luster through a real and important optical property, is complex and diflicult to define concisely.
  • One generally accepted definition describes luster as the difference in the amount and quality of light reflected at various angles of incidence. The amount of light reflected by fibers at the angles of greatest and least reflectance is measured against a reflectance standard. The difference in reflectances divided by the lower reflectance is a measure of the fiber luster.
  • a test sample is prepared by winding filaments on a flat plate under tension.
  • the sample is placed in Color-Eye (Model C, manufactured by Instrument Development Laboratories) suitably equipped with a device for rotating the sample and a calibrated vitrolite standard.
  • the intensity of light reflected is measured relative to the standard While slowly rotating the sample so as to record the lowest reflectance value (Y and the highest reflectance value (Y).
  • Y The percent luster is then calculated from the following formula:
  • the fibers are delustered.
  • the structure is totally internal and of a certain nature, significant reductions in light transmission can be obtained without loss in luster and, in many cases, can provide an increase in luster over comparable fibers not having such structure.
  • surface scattering of light such as that due to geometric factors, is eliminated and that which occurs can be assigned to the effect of internal scattering.
  • a measurement of relative light transmission of fiber immersed is an appropriate liquid can be considered a measure of its relative apparent anti-soiling properties.
  • finely cut fiber is dispersed in a liquid of similar density and refractive index (in this case, dimethyl phthalate). The sample is placed in the light beam of a photometer calibrated to 100% light transmission for the liquid alone. Percent light transmission of the fiberliquid dispersion is then determined. Normally, a fiberliquid dispersion of 0.125 grams of fiber cut to less than inch length in 25 cubic centimeters of liquid is used. Replicate determinations are made.
  • Example 1 As fiber-forming polymer there was employed a copolymer of 89.3% acrylonitrile and 10.7% methyl methacrylate. In 88.8 parts of a solution of 45% sodium thiocyanate and 55% water were dissolved 11.2 parts of the copolymer.
  • additive copolymer there was employed one containing 78.7% acrylonitrile and 21.3% acrylic acid. In 90 parts of a solution of 45% sodium thiocyanate in 55% water were dissolved 10 parts of additive copolymer. A sufiicient amount of concentrated sodium hydroxide was added to neutralize all of the free acrylic acid to the sodium salt.
  • the wet-gel filaments were then stretched at a stretch ratio of in water at 99 C. and collected on a cone winder. The cone was subsequently stored in water at room temperature to preserve the filaments in wet-gel state. Skeins of the wet-gel filaments were placed in an autoclave and subjected to steam at 115 C. or minutes in order to effect relaxation. The skeins were then dried in an oven for 20 minutes at 127 C. The luster and transmission values determined by the tests described above, are given in Table 1.
  • Example 1 Comparative Example A The procedure of Example 1 was followed in every material detail except that no additive copolymer was employed. Luster and transmission values of this control fiber are also given in Table I, which follows:
  • Example 2 The procedure of Example 1 was followed except that the fiber-forming polymer had the following composition: 81.5% acrylonitrile, 8.8% methyl methacrylate, and 9.7% vinylidine chloride.
  • the fibers obtained had a luster of 37.5% and a light transmission of 16.0%. Such fibers yielded fabrics having very attractive visual aesthetics while possessing improved anti-soiling tendencies.
  • Example 3 Example 4 The procedure of Example 3 was followed in every material detail except that the additive copolymer contained 50% acrylonitrile and 50% of 2-(W-methoxy-3,-6,9,12, 15,18,21,24,27-nonaoxanonacosyloxy)ethyl acrylate.
  • the final fiber had a luster of 29.4% and a light transmission of 19.5%.
  • Example 5 The procedure of Example 1 was repeated in every material detail except that 5% of hexabromobenzene (HBB), based on the total polymer weight, was uniformly dispersed in the spinning composition. Fiber properties are given in Table II.
  • HBB hexabromobenzene
  • a low-density, lustrous acrylic fiber of reduced soiling tendencies comprising a fiber-forming first acrylonitrile polymer containing at least 70 weight percent acrylonitrile and the balance of one or more vinyl monomers and, as small discontinuous elongated segments within said first polymer separated therefrom by void space, from about 1 to 10 weight percent, based on the total weight of the fiber, of a second acrylonitrile copolymer incompatible with said first polymer and containing from 50 to weight percent acrylonitrile and from 5 to 50 weight percent of a monomer of the formula wherein R is hydrogen or methyl and R is selected from hydrogen, hydroxyalkyl of 2 to 4 carbon atoms and ⁇ cI-l cH Od- R wherein n is an integer of about 1 to 50 and R is selected from hydrogen, alkyl of 1 to 4 carbon atoms, and aryl of monocyclic structure having less than about 10 carbon atoms.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US00358744A 1973-05-09 1973-05-09 High luster,antisoiling acrylic fibers Expired - Lifetime US3846226A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
US00358744A US3846226A (en) 1973-05-09 1973-05-09 High luster,antisoiling acrylic fibers
ZA00742406A ZA742406B (en) 1973-05-09 1974-04-16 High luster, antisoiling acrylinc fibres
AU68030/74A AU6803074A (en) 1973-05-09 1974-04-18 Acrylic fibers
IT50777/74A IT1011373B (it) 1973-05-09 1974-05-03 Fibra acrilica con ridotta tendenza alla raccolta di sporcizia e procedimento per la produzione di detta fibra
BE144055A BE814713A (fr) 1973-05-09 1974-05-08 Fibre acrylique brillante
BR3741/74A BR7403741D0 (pt) 1973-05-09 1974-05-08 Fibra acrilica lustrosa de baixa densidade e de reduzida tendencia a se sujar e processo de preparar a mesma
JP49051731A JPS5013630A (fr) 1973-05-09 1974-05-09
NL7406256A NL7406256A (fr) 1973-05-09 1974-05-09
FR7416084A FR2228865B3 (fr) 1973-05-09 1974-05-09
DE2422368A DE2422368A1 (de) 1973-05-09 1974-05-09 Hochglaenzende schmutzabweisende acrylfasern

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00358744A US3846226A (en) 1973-05-09 1973-05-09 High luster,antisoiling acrylic fibers

Publications (1)

Publication Number Publication Date
US3846226A true US3846226A (en) 1974-11-05

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US00358744A Expired - Lifetime US3846226A (en) 1973-05-09 1973-05-09 High luster,antisoiling acrylic fibers

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US (1) US3846226A (fr)
JP (1) JPS5013630A (fr)
AU (1) AU6803074A (fr)
BE (1) BE814713A (fr)
BR (1) BR7403741D0 (fr)
DE (1) DE2422368A1 (fr)
FR (1) FR2228865B3 (fr)
IT (1) IT1011373B (fr)
NL (1) NL7406256A (fr)
ZA (1) ZA742406B (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4007248A (en) * 1974-09-06 1977-02-08 DSO "Neftochim" Method of producing delustered polyacrylonitrile fibers
US4163078A (en) * 1976-06-10 1979-07-31 Bayer Aktiengesellschaft Hydrophilic bi-component threads
US4294884A (en) * 1980-06-06 1981-10-13 Monsanto Company Acrylic fiber having improved basic dyeability and method for making the same
US4346146A (en) * 1979-06-18 1982-08-24 Kanebo, Ltd. Porous flame retardant acrylic synthetic fibers and a method for producing these fibers
US4383086A (en) * 1979-06-02 1983-05-10 Hoechst Aktiengesellschaft Filaments and fibers of acrylonitrile copolymer mixtures
US4606828A (en) * 1985-02-26 1986-08-19 Wells Marvin E Scale formation preventor and/or remover
CN100368609C (zh) * 2003-01-30 2008-02-13 罗姆有限及两合公司 制备具有改进的染料吸取性的合成纤维的方法、具有改进的染料吸取性的合成纤维及其用途
WO2012017453A1 (fr) * 2010-08-03 2012-02-09 Aditya Birla Science And Technology Co.Ltd. Fibre acrylique présentant un lustre élevé et procédé de fabrication de ladite fibre

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53149762A (en) * 1977-06-02 1978-12-27 Hitachi Ltd Adhering method for thin plate

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4007248A (en) * 1974-09-06 1977-02-08 DSO "Neftochim" Method of producing delustered polyacrylonitrile fibers
US4163078A (en) * 1976-06-10 1979-07-31 Bayer Aktiengesellschaft Hydrophilic bi-component threads
US4383086A (en) * 1979-06-02 1983-05-10 Hoechst Aktiengesellschaft Filaments and fibers of acrylonitrile copolymer mixtures
US4346146A (en) * 1979-06-18 1982-08-24 Kanebo, Ltd. Porous flame retardant acrylic synthetic fibers and a method for producing these fibers
US4294884A (en) * 1980-06-06 1981-10-13 Monsanto Company Acrylic fiber having improved basic dyeability and method for making the same
US4606828A (en) * 1985-02-26 1986-08-19 Wells Marvin E Scale formation preventor and/or remover
CN100368609C (zh) * 2003-01-30 2008-02-13 罗姆有限及两合公司 制备具有改进的染料吸取性的合成纤维的方法、具有改进的染料吸取性的合成纤维及其用途
WO2012017453A1 (fr) * 2010-08-03 2012-02-09 Aditya Birla Science And Technology Co.Ltd. Fibre acrylique présentant un lustre élevé et procédé de fabrication de ladite fibre

Also Published As

Publication number Publication date
BE814713A (fr) 1974-11-08
ZA742406B (en) 1975-04-30
JPS5013630A (fr) 1975-02-13
BR7403741D0 (pt) 1974-12-03
FR2228865B3 (fr) 1977-03-11
NL7406256A (fr) 1974-11-12
FR2228865A1 (fr) 1974-12-06
IT1011373B (it) 1977-01-20
DE2422368A1 (de) 1974-11-21
AU6803074A (en) 1975-10-23

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