EP1838907A1 - Polyoxymethylenfasern, verfahren zu deren herstellung und deren verwendung - Google Patents
Polyoxymethylenfasern, verfahren zu deren herstellung und deren verwendungInfo
- Publication number
- EP1838907A1 EP1838907A1 EP06700914A EP06700914A EP1838907A1 EP 1838907 A1 EP1838907 A1 EP 1838907A1 EP 06700914 A EP06700914 A EP 06700914A EP 06700914 A EP06700914 A EP 06700914A EP 1838907 A1 EP1838907 A1 EP 1838907A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fibers according
- fibers
- brushes
- temperature
- contain
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
Definitions
- Polyoxymethylene fibers process for their preparation and their use
- the present invention relates to polyoxymethylene fibers having high repellency, in particular monofilaments, which can be used in particular as bristles in brushes, brooms and brushes of all kinds.
- Polyoxymethylene (hereinafter also referred to as "POM") is a
- JP-A-01 / 172,821 describes the production of POM fibers by melt spinning.
- the method comprises melting the raw material and spinning under defined conditions, and carrying out a stretching of at least 1: 4 under defined input and
- EP-A-1, 321, 546 describes the preparation of high strength and high modulus POM split fibers.
- a film is produced using selected POM copolymers with defined viscosities. By selecting the raw material, the crystallization rate can be controlled and stable film formation and controlled stretching of the film is possible.
- EP-A-1, 431, 428 describes high strength and high modulus POM fibers. These are obtained by melt spinning using POM copolymers of selected crystallization rate. Again, by the selection of the raw material controlled stretching is possible, so that fibers are produced with very high tensile strengths.
- Another object of the present invention is to provide bristles which are excellent for use in paintbrushes, brooms or brushes of all kinds and whose abrasion resistance is excellent in comparison with bristles of other materials.
- Another object of the present invention is to provide a process for producing these POM fibers which is characterized by high productivity.
- the present invention relates to fibers containing polyoxymethylene copolymers having a melt index MVR (determined according to ISO 1133 at 190 0 C and a load of 2.16 kg) of 0.3 to 30 mi / 10 min, the
- Revive measured by the double loop method in air and / or water, of at least 125 °.
- All polyoxymethylene copolymers are suitable for the production of the fibers according to the invention, provided that they have the mentioned melt indices.
- Examples of suitable polyoxymethylene copolymers can be found in EP-A-1, 431, 428 and in 1, 321, 546.
- the polyoxymethylenes (POM), as described, for example, in DE-A-29 47 490, are generally unbranched linear polymers which generally have at least 80%, preferably at least 90%, oxymethylene units (-CH 2 -O-).
- polyoxymethylene in this case comprises copolymers of formaldehyde or its cyclic oligomers, such as trioxane or tetroxane, with monomers copolymerizable therewith.
- Copolymers are thus polymers derived from formaldehyde and / or its cyclic oligomers, in particular trioxane, and cyclic ethers, cyclic acetals and / or linear polyacetals.
- the hydroxyl end groups of these copolymers are chemically stabilized against degradation in a conventional manner, for. B. by esterification or by etherification.
- POM copolymers are known per se to the person skilled in the art and described in the literature.
- these polymers have at least 50 mole percent of recurring units -CH 2 -O- in the polymer backbone.
- the POM copolymers are generally prepared by copolymerization of formaldehyde or trioxane with suitable comonomers, preferably in the presence of suitable catalysts.
- POM copolymers which, in addition to the repeating units -CH 2 -O-, also contain up to 50, preferably from 0.1 to 20 and in particular 0.5 to 10 mol% of recurring units
- R 1 to R 4 are independently of one another a hydrogen atom, a C 1 - to C 4 -alkyl group or a halogen-substituted alkyl group having 1 to 4 C atoms and R 5 is a -CH 2 -, -O-CH 2 -, a to C 4 alkyl or C 1 to C 4 haloalkyl substituted methylene group or a corresponding oxymethylene group and n has a value in the range of 0 to 3.
- these groups can be introduced into the copolymers by ring opening of cyclic ethers.
- Preferred cyclic ethers are those of the formula
- R 1 to R 5 and n have the abovementioned meaning.
- ethylene oxide 1, 2-propylene oxide, 1, 2-butylene oxide, 1, 3-butylene oxide, 1, 3-dioxane, 1, 3-dioxolane, 1, 3-dioxepan and 1, 3,6-trioxacyclo-octane as cyclic ethers and linear oligo- or polyformals, such as polydioxolane or polydioxepane, called comonomers.
- Copolymers of 99.5-95 mol% of trioxane and 0.5 to 5 mol% of one of the abovementioned comonomers are particularly advantageously used.
- the POM copolymers preferably used have melting points of at least 140 ° C. and molecular weights (weight average) M w in the range from 5,000 to 200,000, preferably from 7,000 to 150,000.
- End-group-stabilized POM copolymers which have C-C bonds or the methoxy end groups at the chain ends are particularly preferably used to prepare the fibers according to the invention.
- the POM copolymers used to prepare the fibers according to the invention have a melt index (MVR value 190 / 2.16) of 0.3 to 30 ml / 10 min (ISO 1133), preferably an MVR value of 1 to 10 ml / 10 min and most preferably an MVR value of 1 to 3 ml / 10 min.
- Preferred POM copolymers have in addition to recurring oxymethylene groups 0.5 to 10 mol%, preferably 1 to 5 mol% and in particular 1, 5 to 4 mol%, of structural units derived from comonomers.
- the latter are usually comonomers which are only bifunctional, that is, which can not form branches or crosslinks.
- the POM copolymers used according to the invention are therefore in the essentially linear and are characterized by a high crystallization half-life.
- Typical crystallization half-lives of the POM copolymers used according to the invention are at least 30 seconds, determined by cooling from 200 0 C to a temperature which is usually 10 0 C below the melting temperature of the respective POM copolymer, at a cooling rate of 80 ° C / minute and maintaining that temperature at that observation temperature. The determination of the time takes place from reaching the observation temperature.
- Preferred POM copolymers have no or as few constituents as possible, which can accelerate the crystallization behavior. These include inorganic or organic nucleating agents, nucleating POM terpolymers or impurities resulting from the preparation of the POM copolymer. The latter can preferably be removed by reprecipitation, wherein the POM copolymer preferably in a water methanol mixture which may contain other components such as trioxane, formaldehyde, amines, etc., under pressure, preferably between 1 bar and 50 bar, at temperatures of 100 0 C. to 250 0 C, preferably from 140 0 C, better from 150 0 C to 200 ° C is dissolved. This process is also referred to as solution hydrolysis.
- Particularly preferably used POM copolymers have in addition to recurring oxymethylene groups of the formula I 0.5 to 10 mol%, preferably 1 to 5 mol% and in particular 1, 5 to 3 mol%, of oxyalkylene groups of the formula II,
- n is an integer from 2 to 4, preferably 2, and y is 1 or 2.
- the determination of the MVR value of the polyoxymethylene copolymers used according to the invention is carried out according to ISO 1133: 190 ° C / 2.16 kg
- the determination of the crystallization half-life and the Wiederaufricht-ability of the fibers of the invention is carried out as described in the following examples.
- Preferred polyoxymethylene copolymer fibers according to the invention are derived from polyoxymethylene copolymers whose crystallization half-life is at least 100 seconds, very particularly preferably at least 150 seconds.
- Preferred polyoxymethylene copolymer fibers of the present invention have a recoverability measured by the double-loop method in air and / or water of at least 130 °.
- the polyoxymethylene copolymer fibers according to the invention typically have a tensile strength, determined according to DIN 53834-1 (tensile test on monofilaments), of up to 45 cN / tex, more preferably up to 40 cN / tex.
- the polyoxymethylene copolymer fibers according to the invention typically have an elongation at break, determined according to DIN 53834-1 (tensile test on monofilaments), of up to 100%, particularly preferably 25 to 100% and very particularly preferably from 30 to 100%.
- POM copolymer fibers are to be understood as meaning any POM copolymer-containing fibers.
- filaments or staple fibers which consist of several individual fibers, but in particular monofilaments.
- the POM copolymer fibers of the invention can be prepared by the melt spinning method known per se.
- the invention also provides a process for the preparation of the POM copolymer fibers according to the invention comprising the measures: i) extruding a melt of the above-described POM copolymer through a spinneret, ii) introducing the formed filament into a liquid bath containing a
- the filament formed is drawn several times.
- the fibers according to the invention can be present in any desired form, for example as multifilaments, as staple fibers or in particular as monofilaments.
- the titer of the fibers according to the invention can vary within wide limits. Examples thereof are from 100 to 45,000 dtex, in particular from 200 to 20,000 dtex, with particular preference being given to fibers having a titre between 400 and 7000 dtex.
- the claimed fibers preferably have a diameter between 90 .mu.m and 2 mm, more preferably between 120 .mu.m and 1.35 mm, in particular between 200 .mu.m and 800 .mu.m.
- a polyoxymethylene raw material stabilized against thermal decomposition is used, which may optionally contain further additives customary for POM molding compositions.
- stabilizers are antioxidants, acid scavengers, formaldehyde scavengers, and / or UV stabilizers.
- additives customary for POM molding compounds are adhesion promoters, lubricants, mold release agents, fillers, such as glass beads, calcium carbonate, talc, wollastonite or silica; Reinforcing materials such as carbon fibers, aramid fibers or glass fibers, antistatic agents or additives which impart a desired property to the molding composition, such as dyes and / or pigments and / or impact modifiers and / or electrical conductivity imparting additives, e.g. Carbon black or metal particles, as well as mixtures of these additives, but without limiting the scope of the examples mentioned.
- adhesion promoters such as glass beads, calcium carbonate, talc, wollastonite or silica
- Reinforcing materials such as carbon fibers, aramid fibers or glass fibers, antistatic agents or additives which impart a desired property to the molding composition, such as dyes and / or pigments and / or impact modifiers and / or electrical conductivity imparting additives, e.g
- the proportion of these stabilizers and additives in the fibers according to the invention is usually 0.2 to 30 wt.%, Preferably 0.5 to 25 wt.%, Based on the mass of the fibers.
- the hot polymer filament is cooled by introduction into a liquid bath.
- the liquid bath has a temperature of less than 150 0 C on; the temperature of the liquid bath can vary within wide ranges, for example from -80 0 C to 150 0 C, preferably 2O 0 C to 90 0 C. It can be used different cooling liquids, preferably water or a mixture of water and alcohol. Instead of a cooling bath, the filament can also be passed through different cooling baths. The cooled filament is withdrawn from the cooling bath and optionally subsequently wound up. The removal speed is greater than the injection rate of the polymer melt.
- the fiber thus produced is subsequently subjected to post-drawing, particularly preferably in several stages, in particular a two- or three-stage post-drawing, with a total draw ratio of up to 1: 6, in particular from 1: 2 to 1: 6, preferably from 1: 4 to 1 : 6, subjected.
- Stretching can be done on heated godets, by passing over a heated iron and / or by passing the filament through an infrared tunnel or a heating bath.
- the temperature during stretching is preferably 150 to 19O 0 C, more preferably 170 to 180 0 C.
- the polyoxymethylene fibers of the invention are used in particular in the form of monofilaments or bristles in a wide variety of applications.
- Preferred applications include toothbrushes, hair brushes, artist and writing brushes, technical brushes, paintbrushes and painters brushes, paint rollers and ink pads, cosmetic brushes, cleaning brushes and brooms for street and household and brushes and brushes for body care.
- Plastic granules (1) are melted in an extruder (2) and pressed through a melt pump (4) through the fine opening of a nozzle plate (5).
- the extruded filament (8) is passed through a tempered water bath (7) and, before being wound between stretching units (10, 13, 16), drawn in heating furnaces (11, 14) in order to achieve the necessary parallel alignment of the molecules.
- the furnace temperatures and the stretching ratios between the individual stretching units are of crucial importance for the property profile of the monofilament produced.
- Crystallization half-life The crystallization of thin, melted at 200 0 C POM films (layer thickness 10-100 microns) was followed after rapid cooling to the respective observation temperature under the polarizing microscope with a photocell. The crystallization half-life resulted from the time between the optically detectable onset of crystallization and the attainment of half the maximum light intensity.
- MVR value determined in accordance with ISO 1133 (MVR 190 ° C / 2.16 kg)
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE200510001373 DE102005001373A1 (de) | 2005-01-12 | 2005-01-12 | Polyoxymethylenfasern, Verfahren zu deren Herstellung und deren Verwendung |
PCT/EP2006/000118 WO2006074889A1 (de) | 2005-01-12 | 2006-01-10 | Polyoxymethylenfasern, verfahren zu deren herstellung und deren verwendung |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1838907A1 true EP1838907A1 (de) | 2007-10-03 |
EP1838907B1 EP1838907B1 (de) | 2013-07-31 |
Family
ID=36178177
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP06700914.2A Not-in-force EP1838907B1 (de) | 2005-01-12 | 2006-01-10 | Verfahren zur herstellung von polyoxymethylenfasern sowie verwendung solcher fasern |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1838907B1 (de) |
JP (1) | JP2008527192A (de) |
CN (1) | CN101103148B (de) |
DE (1) | DE102005001373A1 (de) |
WO (1) | WO2006074889A1 (de) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2269485B1 (de) * | 2008-03-31 | 2015-12-02 | Mitsubishi Gas Chemical Company, Inc. | Polyacetal-haltige bürste |
US20110111228A1 (en) * | 2008-07-02 | 2011-05-12 | Mitsubishi Gas Chemical Company, Inc. | Low-fisheye polyacetal resin |
CN102011201B (zh) * | 2010-12-15 | 2012-10-10 | 四川省纺织科学研究院 | 一种聚甲醛纤维的熔融纺丝方法 |
CN102677217B (zh) * | 2012-05-18 | 2014-06-18 | 东华大学 | 一种改性pom纤维及其制备方法 |
JP2014201838A (ja) * | 2013-04-01 | 2014-10-27 | 三菱瓦斯化学株式会社 | 先端テーパー状を有するポリアセタール樹脂モノフィラメント及びブラシ用ブリッスル |
CN104499087B (zh) * | 2014-12-23 | 2016-06-01 | 江苏苏博特新材料股份有限公司 | 一种聚氧亚甲基纤维的制备方法 |
CN109837627B (zh) * | 2019-02-15 | 2021-11-12 | 南通纺织丝绸产业技术研究院 | 一步法纳米纤维纱增强方法及一种亲水化纤织物 |
CN110129921B (zh) * | 2019-03-27 | 2022-02-08 | 中国水产科学研究院东海水产研究所 | 一种渔用聚甲醛单丝及其制备方法与应用 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1095750A (en) * | 1965-12-06 | 1967-12-20 | Montedison Spa | Process for the spinning of crystalline polyoxymethylene polymers |
DE2947490A1 (de) | 1979-11-24 | 1981-06-04 | Hoechst Ag, 6000 Frankfurt | Polyoxymethylenfibride und verfahren zu ihrer herstellung |
JP4907023B2 (ja) * | 2001-09-18 | 2012-03-28 | ポリプラスチックス株式会社 | ポリオキシメチレン繊維の製造方法 |
JP4260392B2 (ja) | 2001-12-14 | 2009-04-30 | ポリプラスチックス株式会社 | ポリオキシメチレン樹脂製フラットヤーン、その製造方法及び用途 |
JP2004360146A (ja) * | 2003-06-09 | 2004-12-24 | Polyplastics Co | ポリオキシメチレン樹脂製不織布及びその製造方法 |
-
2005
- 2005-01-12 DE DE200510001373 patent/DE102005001373A1/de not_active Withdrawn
-
2006
- 2006-01-10 EP EP06700914.2A patent/EP1838907B1/de not_active Not-in-force
- 2006-01-10 CN CN200680002247.0A patent/CN101103148B/zh not_active Expired - Fee Related
- 2006-01-10 WO PCT/EP2006/000118 patent/WO2006074889A1/de active Application Filing
- 2006-01-10 JP JP2007550739A patent/JP2008527192A/ja active Pending
Non-Patent Citations (1)
Title |
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See references of WO2006074889A1 * |
Also Published As
Publication number | Publication date |
---|---|
JP2008527192A (ja) | 2008-07-24 |
WO2006074889A1 (de) | 2006-07-20 |
DE102005001373A1 (de) | 2006-07-27 |
CN101103148A (zh) | 2008-01-09 |
EP1838907B1 (de) | 2013-07-31 |
CN101103148B (zh) | 2013-01-02 |
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