EP1532309A1 - Verfahren zum aufhellen synthetischer fasern und kunststoffe mit granulierten optischen aufhellern - Google Patents
Verfahren zum aufhellen synthetischer fasern und kunststoffe mit granulierten optischen aufhellernInfo
- Publication number
- EP1532309A1 EP1532309A1 EP03747887A EP03747887A EP1532309A1 EP 1532309 A1 EP1532309 A1 EP 1532309A1 EP 03747887 A EP03747887 A EP 03747887A EP 03747887 A EP03747887 A EP 03747887A EP 1532309 A1 EP1532309 A1 EP 1532309A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- granulated
- plastics
- optical brightener
- brightener
- granules
- 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.)
- Withdrawn
Links
Classifications
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
- C08K5/353—Five-membered rings
-
- 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
- D01F1/04—Pigments
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/643—Optical bleaching or brightening wherein the brightener is introduced in a gaseous environment or in solid phase, e.g. by transfer, by use of powders or by use of super-critical fluids
-
- 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
- Y10T428/2904—Staple length fiber
- Y10T428/2907—Staple length fiber with coating or impregnation
-
- 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
- Y10T428/2927—Rod, strand, filament or fiber including structurally defined particulate matter
Definitions
- DE 26 56 406 describes the production of low-dust, preferably water-soluble optical brighteners by adding dust-binding agents, with non-dusting mixtures being produced.
- DE 39 10 275 describes a process for the production of dye pellets, the dye powder having a water content of 10 to 15% by weight being subjected to an extrusion agglomeration.
- a solvent together with an insoluble additive for example a wax, must be added to the production of basic dye granules.
- the processes described in EP 264 049, EP 115 634 or EP 612 557 must be carried out in the presence of auxiliaries.
- WO 99/05226 describes the granulation of water-soluble dyes or optical brighteners in the presence of an extender or other additives.
- Lump formation and caking on the walls of the vessel can also occur when metering such powders. Granules or pellets are more suitable for dosing systems because they have a good flow behavior.
- metering by means of masterbatch is known, with the optical brightener being distributed in polyester or plastic in high concentrations (up to 30%).
- the production of such masterbatches is very expensive and also has the above-mentioned eco-toxicological problems.
- a brightener granulate should redisperse well in ethylene glycol if the use of an ethylene glycol / brightener dispersion is required for the system.
- the invention relates to a method for lightening synthetic fibers and plastics, which consists in incorporating a granulated optical brightener into the synthetic fibers or plastics, the granulated optical brightener being obtained by compacting an optical brightener in powder form in a pressure compaction machine a pressure of 3 to 50 kNewton / cm tube length and subsequent comminution of the compactate obtained.
- the granulated optical brighteners are produced by compacting in conventional pressure compacting machines between rollers or other pressing units such as, for example, extrusion units, preferably at the temperatures which arise under the pressure conditions and under a pressure of 5 to 50, preferably 10 to 35 kNewton / cm tube length.
- the resulting plates or strands are then replaced by a Shredding device brought to a desired size.
- the optical brightener is conveyed onto the rollers via screws, so that precompacting takes place in the screw and the final compaction is carried out between the pressure rollers.
- the compacting temperature is reached without external temperature supply and can be between 15 and 60 ° C, preferably between 20 and 40 ° C.
- compacting can be carried out under nitrogen or vacuum with or without roller cooling.
- the strands, screws or plates obtained by the compacting are comminuted to the desired size by customary methods and the oversize or undersize obtained from the granules obtained by a sieving process with 2 or more sieves.
- the preferred compacted granules have a diameter of preferably 0.3-3 mm. But granules with smaller or larger diameters can also meet the desired requirements in terms of their properties.
- the screened oversize or undersize are added to the granulation process again.
- Compacting pelletizing can be carried out using commercially available pelletizing machines (e.g. compactor series K from BEPEX GmbH in Leingarten or pelletizer WP 50/75, WP 17V Pharma or WP 50/250 from Alexanderwerk AG in Remscheid).
- commercially available pelletizing machines e.g. compactor series K from BEPEX GmbH in Leingarten or pelletizer WP 50/75, WP 17V Pharma or WP 50/250 from Alexanderwerk AG in Remscheid).
- the granules obtained in this way are characterized by a dust-free behavior, are free-flowing and stable even during longer transport times. Furthermore, the granules according to the invention are not prone to caking and clumping during metering, which significantly simplifies the processing process. In addition, it was found that the granules according to the invention were stirred into e.g. Ethylene glycol is redispersible again. These dispersions are easy to pump and can be metered in during polyester fiber production.
- optical brighteners can be granulated using this method. These granules are used to lighten fully synthetic organic polymers (plastics and synthetic fibers) used.
- the optical brighteners are independent of the chemical structure, characterized in that they absorb in the range from 260 to 400 nm and emit in the visible spectrum from 400 to 450 nm.
- Preferred optical brighteners are those from the group of benzoxazoles, thiophenes, stilbenes or pyrazolines and coumarins. Particularly preferred optical brighteners are represented by the formulas 1 to 5:
- R H and / or CH 3
- optical brighteners based on the plastic to be lightened, are normally between 1 and 1,000 ppm, depending on the plastic or the synthetic fiber and the whiteness to be achieved. Larger quantities are possible in individual cases. Quantities of 0.1 - 30%, based on the total weight of the plastic or synthetic fiber, can also be used in the production of pre-concentrates.
- the optical brighteners can be used individually or as a mixture. This can also have synergistic effects.
- the optical brighteners can also be granulated together with shading dyes. Of course, blends of brightener granules with additives that do not interfere with the incorporation or further processing of the plastic or the fiber, e.g. Mixtures with fiber or plastic preservatives can be granulated.
- the granules can be used to lighten high-molecular organic materials. These can be of natural or synthetic origin. For example, are natural resins, drying oils or rubber or modified natural substances, e.g. Chlorinated rubber, cellulose derivatives.
- the granules according to the invention are preferably used to lighten polymers which are produced by polymerization, polycondensation or polyaddition. From the class of plastics produced by polymerization, the following are particularly mentioned: polyolefins such as Polyethylene, polypropylene, polyisobutylene, substituted polyolefins such as e.g. Polystyrene, polyvinyl chloride, polyvinylidene chloride, polyvinyl acetals, polyacrylonitrile,
- Polyacrylic acid and polymethacrylic acid or their esters, or polybutadienes and copolymers thereof From the class of plastics produced by polyaddition and polycondensation, the following may be mentioned: polyesters, polyamides, polyimides, polycarbonates, polyurethanes, polyethers, polyacetals and condensation products of formaldehyde with phenols or urea, thiourea, or melamine.
- the high-molecular material mentioned can be present individually or as a mixture in the form of plastic compositions or melts.
- the granules according to the invention can also be added to the respective underlying monomers and the polymerization can then be carried out.
- the granules according to the invention are particularly preferably suitable for lightening polyester.
- the optical brightener can be added during transesterification or esterification, during polycondensation or before spinning.
- the brightener is metered, for example, in ethylene glycol dispersion or as a powder or as a masterbatch.
- the dosing of powder in the hopper e.g. Tamaki Blender Model 80 D-LC-7K
- This problem can be avoided by using pellets or granules.
- the optical brightener in an ethylene glycol dispersion is to be added to the esterification, transesterification or polycondensation, the brightener granules can be stirred, e.g. redisperse well in a 15% brightener setting.
- the dust behavior of the granules was determined photometrically with the aid of a sedimentation dust measuring device.
- the dust number was 1.
- the granules can be redispersed well in ethylene glycol by simple stirring.
- DMT dimethyl terephthalate
- II manganese
- the temperature was increased every 15 minutes by 10 ° C. to 230-235 ° C. and held at this level until all of the methanol had been distilled off.
- This process was supplemented by increasing the temperature to 250-270 ° C. under a vacuum of at least 0.013 mbar, the stirrer speed being kept constant at 180 rpm. After the desired viscosity was reached, the heating system was removed and the flask, which was blown up during cooling, was protected accordingly.
- Example 3 The polyester mass was broken hydraulically and ground after CO 2 cooling. The material was dried at 120 ° C. for 5 hours and spun. A homogeneously brightened fiber with excellent white effects was obtained.
- Example 3 The polyester mass was broken hydraulically and ground after CO 2 cooling. The material was dried at 120 ° C. for 5 hours and spun. A homogeneously brightened fiber with excellent white effects was obtained.
- Example 2 The procedure was as in Example 2. Instead of the granular optical brightener of formula 1, however, a conventional powder version was used. When opening the storage container and removing the brightener, undesirable dust formation occurred. The white effects are identical to those of Example 1.
- Example 2 The procedure was as in Example 2. However, the granulated optical brightener of the formula 1 was added to the transesterification without any problem, without the formation of dust, together with the ethylene glycol. Uniformly lightened fibers were obtained, which prove that the granules are distributed homogeneously here too.
- Example 2 The procedure was as in Example 2. However, a granulate of the brightener of formula 6 was used as the brightener. The metering was carried out without dust formation and homogeneous brightening effects were obtained.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
- Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Disintegrating Or Milling (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10237186 | 2002-08-14 | ||
DE10237186A DE10237186A1 (de) | 2002-08-14 | 2002-08-14 | Verfahren zum Aufhellen synthetischer Fasern und Kunstoffe mit granulierten optischen Aufhellern |
PCT/EP2003/008855 WO2004022837A1 (de) | 2002-08-14 | 2003-08-08 | Verfahren zum aufhellen synthetischer fasern und kunststoffe mit granulierten optischen aufhellern |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1532309A1 true EP1532309A1 (de) | 2005-05-25 |
Family
ID=31724065
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP03747887A Withdrawn EP1532309A1 (de) | 2002-08-14 | 2003-08-08 | Verfahren zum aufhellen synthetischer fasern und kunststoffe mit granulierten optischen aufhellern |
Country Status (8)
Country | Link |
---|---|
US (1) | US20060165981A1 (es) |
EP (1) | EP1532309A1 (es) |
JP (1) | JP2005535800A (es) |
CN (1) | CN1327078C (es) |
BR (1) | BR0313454A (es) |
DE (1) | DE10237186A1 (es) |
MX (1) | MXPA05001780A (es) |
WO (1) | WO2004022837A1 (es) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006020603A2 (en) * | 2004-08-11 | 2006-02-23 | Phoenix Technologies International, Llc | Method for treating extremely small particles of polyethylene terephthalate |
BRPI0621286A2 (pt) * | 2006-01-26 | 2011-12-06 | Clariant Finance Bvi Ltd | processo para produzir papel opticamente abrilhantado |
WO2008047787A1 (fr) * | 2006-10-20 | 2008-04-24 | Nissan Chemical Industries, Ltd. | Organosol d'une particule colloïdale de fluorure et procédé pour la production de celui-ci |
DE102007051115B3 (de) | 2007-10-24 | 2009-06-04 | Raschig Gmbh | Verfahren zur Herstellung rieselfähiger Additive und nach diesem Verfahren hergestellte Additive |
CN113426372B (zh) * | 2021-06-11 | 2022-05-20 | 淄博胜赢化工有限公司 | 一种对叔丁基邻苯二酚造粒装置 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3034848A (en) * | 1959-04-14 | 1962-05-15 | Du Pont | Compaction of dyes |
DE2306612C3 (de) * | 1973-02-10 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | Farbstoffpräparate |
CH597335A5 (es) * | 1973-09-14 | 1978-03-31 | Ciba Geigy Ag | |
US4281103A (en) * | 1978-09-18 | 1981-07-28 | Ciba-Geigy Corporation | Dicarboxylic acids containing triazine rings, and polyesters formed from these dicarboxylic acids |
DE3070041D1 (en) * | 1979-12-13 | 1985-03-07 | Ciba Geigy Ag | Optical brighteners from bistyryl benzene, process for their preparation and their use |
DE3027479A1 (de) * | 1980-07-19 | 1982-03-04 | Hoechst Ag, 6000 Frankfurt | Mischungen von optischen aufhellern und deren verwendung |
US6495656B1 (en) * | 1990-11-30 | 2002-12-17 | Eastman Chemical Company | Copolyesters and fibrous materials formed therefrom |
ATE202586T1 (de) * | 1994-12-28 | 2001-07-15 | Ciba Sc Holding Ag | Staubarmes granulat von plastik-additiven |
ES2178229T5 (es) * | 1997-07-21 | 2005-10-01 | Clariant Finance (Bvi) Limited | Compactos granulados, su produccion y uso. |
DE19732109A1 (de) * | 1997-07-25 | 1999-01-28 | Clariant Gmbh | Mischungen von optischen Aufhellern |
DE19753378A1 (de) * | 1997-12-02 | 1999-06-10 | Lurgi Zimmer Ag | Verfahren zur Herstellung von Polyestern mit Mischkatalysatoren |
DE19811553A1 (de) * | 1998-03-18 | 1999-09-23 | Bayer Ag | Rußgranulate |
MXPA01012688A (es) * | 1999-06-10 | 2002-06-04 | Clariant Gmbh | Metodo para tenir y abrillantar fibras sinteticas y de celulosa. |
DE10005595A1 (de) * | 2000-02-09 | 2001-08-23 | Clariant Gmbh | Verwendung von Mischungen von optischen Aufhellern zur Verbesserung der Wascheffekte aufgehellter Textilien |
US6492032B1 (en) * | 2000-10-12 | 2002-12-10 | Eastman Chemical Company | Multi-component optically brightened polyolefin blend |
GB0100610D0 (en) * | 2001-01-10 | 2001-02-21 | Clariant Int Ltd | Improvements in or relating to organic compounds |
DE10159713A1 (de) * | 2001-12-05 | 2003-07-10 | Clariant Gmbh | Granulierte optische Aufheller |
-
2002
- 2002-08-14 DE DE10237186A patent/DE10237186A1/de not_active Withdrawn
-
2003
- 2003-08-08 MX MXPA05001780A patent/MXPA05001780A/es unknown
- 2003-08-08 BR BR0313454-7A patent/BR0313454A/pt not_active IP Right Cessation
- 2003-08-08 EP EP03747887A patent/EP1532309A1/de not_active Withdrawn
- 2003-08-08 WO PCT/EP2003/008855 patent/WO2004022837A1/de active Application Filing
- 2003-08-08 CN CNB038212714A patent/CN1327078C/zh not_active Expired - Fee Related
- 2003-08-08 JP JP2004533346A patent/JP2005535800A/ja not_active Withdrawn
- 2003-08-08 US US10/524,931 patent/US20060165981A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
---|
See references of WO2004022837A1 * |
Also Published As
Publication number | Publication date |
---|---|
US20060165981A1 (en) | 2006-07-27 |
MXPA05001780A (es) | 2005-04-25 |
CN1681990A (zh) | 2005-10-12 |
DE10237186A1 (de) | 2004-03-18 |
BR0313454A (pt) | 2005-07-12 |
JP2005535800A (ja) | 2005-11-24 |
WO2004022837A1 (de) | 2004-03-18 |
CN1327078C (zh) | 2007-07-18 |
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Legal Events
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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Effective date: 20050314 |
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RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH |
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17Q | First examination report despatched |
Effective date: 20081229 |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
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18W | Application withdrawn |
Effective date: 20090326 |