US3554980A - Method for preventing stickiness of fibres consisting of or comprising copolyamide - Google Patents

Method for preventing stickiness of fibres consisting of or comprising copolyamide Download PDF

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Publication number
US3554980A
US3554980A US601757A US60175766A US3554980A US 3554980 A US3554980 A US 3554980A US 601757 A US601757 A US 601757A US 60175766 A US60175766 A US 60175766A US 3554980 A US3554980 A US 3554980A
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Prior art keywords
acid
copolyamide
stickiness
yarn
fibres
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Expired - Lifetime
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US601757A
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English (en)
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Satoshi Ando
Yusaku Tanaka
Minoru Kojima
Kyoichi Fujimura
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SNIA Viscosa SpA
Kanegafuchi Spinning Co Ltd
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SNIA Viscosa SpA
Kanegafuchi Spinning Co Ltd
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Priority to US798208*A priority Critical patent/US3574047A/en
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Publication of US3554980A publication Critical patent/US3554980A/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F255/00Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/36Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino acids, polyamines and polycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/01Hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/09Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098Metal salts of carboxylic acids
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00General methods for the manufacture of artificial filaments or the like
    • D01F1/02Addition of substances to the spinning solution or to the melt
    • D01F1/10Other agents for modifying properties
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/78Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
    • D01F6/80Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/921Elastic memory or heat shrinkable compositions

Definitions

  • the present invention relates to a method for preventing stickiness of fibres produced from copolyamides.
  • the polyamide fibres have been heretofore used in a Wide field owing to its excellent properties, but most of these fibres have been formed from homopolyamides.
  • the homopolyamides have a number of disadvantages in dyeability, hygroscopicity, elastic recovering property etc., so that a large number of copolyamides copolymerized with at least two polyamide forming materials have been proposed in order to improve these disadvantages. It is considered that, in general, the fibres consisting of these copolyamides have excellent properties in dyeability, hygroscopicity, elastic recovering property etc. as compared with homopolyamide fibres and also the shrinking property in hot water is increased, so that they suit for particular uses.
  • a large disadvantage to retard practice of the copolyamide fibres consists in an inherent stickiness of the copolyamides, so that in spite of that said fibres have a large number of advantages, these fibres have heretofore not been produced commercially.
  • the copolyamides are melt spun and then treated with an oil composition, such as, an aqueous emulsion and thereafter taken up on a bobbin, the fibres stick with each other, so that when said fibres are subjected to next processes, such as, drawing and the other processes an unevenness occurs in yarn tension when unwinding yarn from a bobbin and a uniform treatment can not be eifected and moreover in the worst case, the yarn is broken and the operatability is highly damaged.
  • an oil composition such as, an aqueous emulsion and thereafter taken up on a bobbin
  • the inventors have made various investigations in order to solve the above described problems resulting in accomplishment of the present invention.
  • the object of the present invention is to provide fibre consisting of copolyamide, which has no stickiness without deteriorating the other excellent properties.
  • a further object is to provide a method of producing a practical fibre from polyamide having such a high copolymerization ratio that a practical fibre can not be obtained as such due to a high stickiness.
  • the other object is to provide polyamide composite filaments having no stickiness but an excellent latent crimpability, which consist of a copolyamide and a homopolyamide.
  • the objects above described can be attained by previously mixing homogeneously a small quantity of metal salts of aliphatic mono or dicarboxylic acid to the copolyamide when melt spinning said copolyamide.
  • the copolyamides to be applied to the method of the present invention include polyamides obtained by copolycondensating two or more polyamide forming compounds selected from the group consisting of lactams, w-aminocarboxylic acids and salts of diamines and dicarboxylic acids, for example, the polyamide forming materials such as, -y-butyrolactam, o-valerolactarn, e-caprolactam, heptolactam, 6-aminocaproic acid, 7-aminoheptanoic acid, 9 aminononanoic acid, ll-aminoundecanoic acid or salts of diamines, such, as tetramethy lenediamine, pentamethylenediamine, hexamethylenediamine, heptamethylenediamine, octamethylenediamine, nonamethylenediamine, decamethylenediamine, undecamethylenediamine, dodecamethylenediamine, me
  • copolyamides involve polyamide copolymers added with inorganic or organic substances of delustrants, pigments, dyestuffs, light stabilizers, heat resistants, antistatic agents and plasticizers.
  • the metal salts of aliphatic monoand dicarboxylic acid which may be used for the method according to the invention are aliphatic carboxylic salts in granular form of metals selected from the group consisting of lithium, beryllium, sodium, magnesium, aluminium, potassium, calcium, manganese, nickel, copper, zinc, silver, barium, mercury, thallium, lead, etc. and an aliphatic carboxylic acid forming the salts thereof is mono and dicarboxylic acid having three or more carbon atoms.
  • the monocarboxylic acid includes, for example, saturated aliphatic acids such as propionic acid, butylic acid, valeric acid, caproic acid, enanthylic acid, caprylic acid, pelargonic acid, capric acid, undecylic acid, laulic acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, heptadecylic acid, stearic acid, nondecanoic acid, arachic acid, behenic acid, lignoceric acid, cerotic acid, heptacosanoic acid, montanoic acid, nonacosanoic acid, melissylic acid, hentriacontanoic acid, dotriacontanoic acid, tetratriacontanoic acid, ceroplastic acid, hexatriacontanoic acid, octatriacon-tanoic acid, hexatetracont
  • metal salts of carboxylic acid having less than 2 carbon atoms to the method according to the invention is not suitable because when said metal salts are mixed to copolyamide before and during the polymerization, said metal salts are disintegrated and act as a chain reaction inhibitor and moreover, when said metal salts are deposited to the fine flake or granules of copolyamide and supplied to a melting device they are also disintegrated to very decrease a stability of the melt viscosity of copolyamide and deteriorate quality of fibres.
  • metal salts of aromatic monoand dicarboxylic acids other than those of aliphatic monoor dicarboxylic acid not only some of them act as to vary the viscosity of copolyamide, but also in general the dispersibility thereof in the copolyamide melts is insufficient, so that they are ineffective to prevent a stickiness between fibres of copolyamide and therefore not suitable to be used in the method according to the invention.
  • One or more than two of these metal salts of aliphatic carboxylic acid alone or more than two of them are added into starting materials of the copolyamide to effect the polycondensation thereof or these metal salts are added during or after the polycondensation reaction and mixed with agitation, whereby they are very homogeneously dispersed.
  • the copolyamide containing the metal salts of aliphatic carboxylic acid in a homogeneous dis persed state is melt spun in a conventional process directly or after moulded into fine granules or fine flakes.
  • the metal salts incorporated in the copolyamide in molten state are to be homogeneously dispersed in the copolyamide and it is well effected by a mechanical or physical mixing and dispersing operations such as stirring, shaking, etc., when required.
  • the aforesaid operations may be attained by a screw or a pump housed in a melt extruder.
  • the content amount of the metal salts to perform the purpose of the invention is preferable within range from 0.03 to 3% by weight based upon the total weight of the copolyamide. In the case of less than 0.03% by weight, the effect for preventing stickiness is insufficient whereas in the case of more than 3% by weight, yarn breakage is developed during the manufacture of fibre and the drawing step and therefore the quality of the fibre is deteriorated.
  • the stickiness of the copolyamide may be never developed and moreover the copolymerization ratio which has heretofore been considerably restricted owing to the increase of the stickiness is relatively increased whereby the polyamide fibre free from stickiness while having an extremely high heat shrinking property can be obtained. Furthermore, within the above range of the content an amount of the metal salts, the strength, elongation, dyeability, hygroscopicity, elastic recovering property and the other desired properties are not substantially decreased.
  • composite filaments obtained by melting copolyamide containing metal salts of aliphatic carboxylic acid according to the invention and well known homopolyamide separately and by spinning them from the same orifice simultaneously have a good mutually bonding property of the both polymers and also the copolymer does not show any stickiness, the latent crimpability is increased use to the high heat shrinking property and the fibre having extremely excellent crimpability and bulky can be obtained by heat treatment.
  • the fibre consisting of the copolyamide melt spun according to the method of the invention can be treated uniformly and easily in a treatment with an oil composition, taking up, drawing after spinning and the succeeding knitting and weaving processes without accompanying any disadvantage such as, bad unwinding from a bobbin or stickiness between fibres as in a conventional homopolyamide fibre and furthermore the treatment velocity can be further increased.
  • the fibres obtained by the method of the invention are provided with the excellent properties as described above which have never been seen in conventional homopolyamide fibres, so that they are preferable as raw material for producing various clothings, interior decorations, commercial articles, etc. by using solely or in combination with the other fibres.
  • said fibres are mix-spun or mix-woven with the other fibres and then subjected to heat treatment by utilizing the high shrinking property, interesting fancy yarns or fancy fabrics can be manufactured.
  • FIG. 1 is a graph showing a resistance of a well known and drawn copolyamide yarn in unwinding it from a bobbin;
  • FIG. 2 is a graph showing a resistance of the undrawn copolyamide yarn improved by the method according to the invention in unwinding it from a bobbin.
  • EXAMPLE 1 To e-caprolactam was added 10% by weight of salt of N,N'-bis(w-aminopropyl)piperazine with adipic acid, 19. mol of acetic acid as a viscosity regulator and further 0.5% by weight of calcium stearate and the resulting mixture was heated with agitation in the nitrogen gas atmosphere at 250 C. for 7 hours under a normal pressure to conduct copolycondensation, whereafter the reacted product was extruded from bottom of a reactor in the form of strip to permit passing through water bath so as to be cooled and solidified, which was then cut into copolyamide fine granules of 3 mm X 3 mm.
  • the thusly obtained fine granules were washed with hot water of approximately C. to remove monomer therefrom and dried by a vacuum drier at 80 C. under 0.1 mm. Hg to reduce the water content to 0.065% and whereafter supplied to a heat grid type of melt-spinning device. After residence for 40 rnlnutes, the copolymer melted at 270 C., was extruded from nozzles and applied with the spinning oil composition consisting of an aqueous emulsion by means of the rotary roller and then taken up on a bobbin as an undrawn yarn having 412 d./ 28 filaments.
  • the resulting two yarns were determined with respect to stickiness degree by the following means. That is, a bobbin was arranged at right angle to the bottom thereof. A tension meter (TI-80 type made by Toyo Sokki Co.) was located at a position right above the bobbin and separated from it 90 cm. along the extension line of the bobbin axis.
  • a tension meter TI-80 type made by Toyo Sokki Co.
  • a guide was secured to a point separated 12 cm. from the tension meter along a line inclined by 20 from the bobbin axis.
  • a winding machine was arranged at a position located horizontally with respect to the guide.
  • the yarn unwound from the bobbin was passed through the tension meter and taken up by the winder through the guide.
  • the unwinding resistance of the yarn perceived on the tension meter was recorded on a chart by means of a pen writing recorder (WTR-211 type made by Watanabe Sokki Co.).
  • the take-up velocity was 100 m./ min. and the graduation of 1 cm. in the chart to record the unwinding resistance of yarn was adjusted so as to correspond to a resistance of 5 g. load.
  • FIG. 1 is a diagrammatical view of a control yarn containing no calcium stearate, which shows a stickiness corresponding to to 12 g.
  • FIG. 2 illustrates a resistance of the sample used in the method according to the invention which exhibits the-resistance of only 2 to 3 g.
  • copolyamide fine granule which was not applied with aluminium palmitate, was treated in the same manner as described above to take up undrawn yarn having the same denier on a bobbin, which was a control yarn.
  • the stickiness degree of the samples was 7 measured by the method according to Example 1, and as the result the control yarn showed an unwinding resistance of 8 to 9 g., whereas the sample containing aluminium palmitate recorded to resistance of only 1 to 2 g.
  • the drawing operation at a high speed became impossible owing to the high stickiness of the control yarn, so that the winding rate was reduced to 50 m./rnin. to continue the cold drawings.
  • comparative tests of the samples of the both 40 d./7 filaments were made with respect to the yarn properties such as dyeability, hygroscopicity, shrinkability, elastic recovering properties, etc. and the both yarns exhibited the same value and no influence due to an appli cation of aluminium palmitate was perceived.
  • EXAMPLE 3 To the salt of undecamethylenediamine and terephthalic acid were added 20% by weight of salt of paraxylylenediamine and adipic acid, 0.3% by weight of titanium oxide, mol of hexamethylenediamine based upon the total amount of the starting material of the polycondensation as a viscosity regulator and further 1% by weight of zinc cerotate. The resulting mixture was heated at 295 C. under an inert gas and polymerized with agitation for 6 hours and then processed into the fine particles of 3 mm x 3 mm., washed with water and dried by the conventional process.
  • the resulting fine particles were fed into a melt extruder (YE4NT type manufactured by Yamakawa Tekko Seisakusho) to spin denier monofilament and furthermore the fine granules free from zinc cerotate were prepared and spun under the exactly same condition.
  • a melt extruder Yamakawa Tekko Seisakusho
  • the resulting two 80 denier filaments were determined in respect of each stickiness degree according to the method as mentioned in Example 1 and as the result, the control yarn free from zinc cerotate suflfered the frequent yarn breakages during the determination owing to its high stickiness degree resulting in rendering the determination impossible, while the yarn containing zinc cerotate exhibited an unwinding resistance of only 2 to 3 g.
  • EXAMPLE 4 To the salt of hexamethylene diamine and isophthalic acid were added 8% by weight of salt of paraxylylenediamine and dodecandicarboxylic and M mol of acetic acid as a viscosity regulator, 0.3% by weight of titanium oxide and further 0.8% by weight of zinc laurate and the resulting mixture was heated to 260 C. in the presence of an inert gas, stirred for 7 hours to effect the polymerization, processed into the fine granules of 3 mmqb x 3 mm.
  • copolyamide fine granules free from zinc laurate were prepared and spun under the exactly same condition.
  • the resulting two yarns were determined in respect of each stickiness degree according to the method as mentioned in Example 1 and as the result the control yarn free from zinc laurate showed the unwinding resistance of 6 to 8 g., while the yarn containing zinc laurate exhibited the unwinding resistance of only 1 to 2 g. and a remarkable eifect of preventing the stickiness due to an application of zinc laurate was perceived. Furthermore, these two yarns were determined in respect of an amount of spinning oil composition deposited thereto by the ether extraction process as the result, both yarns showed the same amount.
  • EXAMPLE 5 To s-caprolactam, were added 10% by weight of salt of bis('y-aminopropyl)ether and terephthalic acid, 1 mol of acetic acid as a viscosity regulator and further 0.5% by weight of calcium adipate and the resulting mixture was heated to 250 C., in the presence of an inert gas, stirred for 7 hours to effect the polymerization and processed into the copolyamide fine granules of 3 mm x 3 mm. Moreover, the copolyamide fine granules free from calcium adipate were prepared under the same condition.
  • the thusly obtained two filaments were determined in respect of each stickiness according to the method as mentioned in Example 1 and as the result, the filament free from calcium adipate showed the unwinding resistance of 2 to 3 g., while the filament containing calcium adipate exhibited that of only 0.5 to 1 g. Furthermore, the two samples were subjected to the drawing process in which the filaments free from calcium adipate suffered the frequent breakages owing to its high stickiness. The resultant two drawn filaments were determined comparatively in respect of the yarn properties and crimpability, but no substantial difference was perceived.
  • EXAMPLE 6 To e-caprolactam were added 12% by weight of salt consisting of hexamethylenediamine and isophthalic acid and mol of acetic acid as a viscosity regulator, which was further added or not added with 1% by weight of beryllium propionate, 1% by weight of barium undecylenate, 1% by weight of zinc melissate, 1% by weight of magnesium sebacate and 1% by weight of calcium fumarate. The resulting six starting materials of polymerization were heated respectively to 250 C. in the presence of an inert gas stirred to 7 hours to effect polymerization, processed into copolyamide fine granules of 2 mm x 2. mm., washed with water and dried in the conventional process. The thusly obtained fine granules were fed into a melt spinning apparatus to form the yarn having 268 d./ 18 filaments.
  • the resultant six bobbin filaments were determined in respect of respective stickiness according to the method as mentioned in Example 1 and as the result, the sample filament free from metal salt suffered the yarn breakage simultaneous with the starting of a winding device arranged in a measuring apparatus owing to its violent stickiness, resulting in rendering the determination impossible.
  • the sample containing beryllium propionate exhibited the unwinding resistance of 2 to 3 g., that containing barium undecylenate showed 2 to 3 g., that containing zinc melissate showed 1 to 2 g., that containing magnesium sebacate showed 3 to 4 g. and that containing calcium fumarate recorded the unwinding resistance of 1 to 2 g.
  • a copolyamide composition of improved elastic recovery properties, dyability, resistance to stickiness and hydroscopicity consisting essentially of a copolyamide which is a polycondensation product of at least two polyamide forming compounds selected from the group consisting of lactams, omegaamino carboxylic acids and salts of diamines with dicarboxylic acids; and incorporated homogeneously in said copolyamide 0.03 to 3% by weight, based on the copolyamide, of at least one metal salt selected from the group consisting of metal salts of aliphatic mono and di-carboxylic acids, having three or more carbon atoms.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
  • Nonwoven Fabrics (AREA)
US601757A 1965-12-23 1966-12-14 Method for preventing stickiness of fibres consisting of or comprising copolyamide Expired - Lifetime US3554980A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US798208*A US3574047A (en) 1965-12-23 1968-09-03 Composite filament having reduced stickiness

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP7972565 1965-12-23
JP7972665 1965-12-23
JP7972465 1965-12-23
JP3556966 1966-06-01

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US (1) US3554980A (xx)
BE (1) BE691700A (xx)
DE (2) DE1669477A1 (xx)
ES (1) ES334835A1 (xx)
FR (1) FR1514205A (xx)
GB (3) GB1138520A (xx)
NL (3) NL157631B (xx)
SE (1) SE328957B (xx)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3667207A (en) * 1970-05-01 1972-06-06 Du Pont Crimpable composite polyamide yarn
US3846357A (en) * 1971-10-21 1974-11-05 Aquitaine Total Organico Process for the polymerization of lactames allowing substances affected by high temperatures to be added during polymerization
US3915912A (en) * 1970-03-05 1975-10-28 Asahi Chemical Ind Modified polyamide compositions containing a polyethylene glycol derivative and a fatty acid or fatty acid salt
US4379256A (en) * 1979-09-21 1983-04-05 Compagnie Internationale Pour L'informatique Cii Honeywell Bull Apparatus and method for measuring the speed of a movable system with respect to a data carrier
US4383207A (en) * 1979-09-21 1983-05-10 Cii-Honeywell Bull Apparatus and method for displacing movable system with respect to a data carrier
US20040249099A1 (en) * 1996-03-26 2004-12-09 Chemence, Inc. Acrylic esters of 2-cyano-2, 4 pentenedioic acid
US11230808B2 (en) * 2018-06-21 2022-01-25 Heimbach Gmbh Clothing for paper machines or pulp dewatering machines and the use of such a clothing

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3726945A (en) * 1972-02-11 1973-04-10 Bayer Ag Homogeneous mixtures of polyamides and hydroxyl-containing polyolefines
IT1170091B (it) * 1983-12-30 1987-06-03 Snia Fibre Procedimento per la filatura di materiali polimerici termoplastici per fusione di fibre sintetiche, fibre e manufatti relativi
DE69032154T2 (de) * 1989-12-22 1998-07-02 Nippon Oils & Fats Co Ltd Mittel zur Verbesserung des Schiebewiderstandes
DE19622027C1 (de) * 1996-05-31 1997-07-31 Inventa Ag Hochschrumpfende PA-Fasern und -Garne und Verfahren zu ihrer Herstellung sowie deren Verwendung
WO2020018608A1 (en) * 2018-07-18 2020-01-23 Invista North America S.A R.L. A modified polyamide fiber and articles made thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3915912A (en) * 1970-03-05 1975-10-28 Asahi Chemical Ind Modified polyamide compositions containing a polyethylene glycol derivative and a fatty acid or fatty acid salt
US3667207A (en) * 1970-05-01 1972-06-06 Du Pont Crimpable composite polyamide yarn
US3846357A (en) * 1971-10-21 1974-11-05 Aquitaine Total Organico Process for the polymerization of lactames allowing substances affected by high temperatures to be added during polymerization
US4379256A (en) * 1979-09-21 1983-04-05 Compagnie Internationale Pour L'informatique Cii Honeywell Bull Apparatus and method for measuring the speed of a movable system with respect to a data carrier
US4383207A (en) * 1979-09-21 1983-05-10 Cii-Honeywell Bull Apparatus and method for displacing movable system with respect to a data carrier
US20040249099A1 (en) * 1996-03-26 2004-12-09 Chemence, Inc. Acrylic esters of 2-cyano-2, 4 pentenedioic acid
US11230808B2 (en) * 2018-06-21 2022-01-25 Heimbach Gmbh Clothing for paper machines or pulp dewatering machines and the use of such a clothing

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ES334835A1 (es) 1968-04-16
GB1138520A (en) 1969-01-01
BE691700A (xx) 1967-05-29
NL6618086A (xx) 1967-06-26
NL157631B (nl) 1978-08-15
DE1669478A1 (de) 1970-10-29
GB1136173A (en) 1968-12-11
DE1669477A1 (de) 1970-12-17
SE328957B (xx) 1970-09-28
NL6618087A (xx) 1967-06-26
FR1514205A (fr) 1968-02-23
DE1669476A1 (de) 1970-12-23
GB1127479A (en) 1968-09-18
NL6618085A (xx) 1967-06-26

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