EP3516106A1 - Fibres cellulosiques antibactériennes régénérées et leur procédé de préparation - Google Patents

Fibres cellulosiques antibactériennes régénérées et leur procédé de préparation

Info

Publication number
EP3516106A1
EP3516106A1 EP17791140.1A EP17791140A EP3516106A1 EP 3516106 A1 EP3516106 A1 EP 3516106A1 EP 17791140 A EP17791140 A EP 17791140A EP 3516106 A1 EP3516106 A1 EP 3516106A1
Authority
EP
European Patent Office
Prior art keywords
ammonium chloride
antibacterial
regenerated cellulosic
dimethyl
fiber
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.)
Pending
Application number
EP17791140.1A
Other languages
German (de)
English (en)
Inventor
Vishvajit Chandrakant Juikar
Nilesh G WAGHMARE
Sushant D MURUDKAR
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Grasim Industries Ltd
Original Assignee
Grasim Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Grasim Industries Ltd filed Critical Grasim Industries Ltd
Publication of EP3516106A1 publication Critical patent/EP3516106A1/fr
Pending legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic

Definitions

  • the present disclosure provides antibacterial regenerated cellulosic fibers and a process for preparing the said antibacterial regenerated cellulosic fibers.
  • Cellulosic fibers are known for their good wearability. Cellulosic fibers are excellent in terms of sweat absorption because of their higher hydrophilicity as compared to other type of manmade fibers. Thus, cellulose fibers are suitable for use in outdoor clothes, sports clothes, shirts and undergarments that are in direct contact with the skin.
  • antibacterial cellulosic fibers and their products having anti-bacterial property, odor-preventing properties or destroying properties as well as deodorizing properties.
  • Such antibacterial cellulosic fibers should inhibit the inhabitation and proliferation of bacteria on fibers and be safe for human use while persistently maintaining antibacterial effects. Further, it is desirable that the antibacterial cellulosic fibers are made using approved chemicals (as per BPR or REACH).
  • the antibacterial regenerated cellulosic fiber comprises a quaternary ammonium compound in a concentration range of 0.05 - 1% w/w on the regenerated cellulosic fiber.
  • a process for preparing antibacterial regenerated cellulosic fibers is also disclosed.
  • the process comprises spinning a cellulosic solution through spinneret into a regeneration bath to obtain regenerated cellulosic fibers; washing the regenerated cellulosic fibers; treating the regenerated cellulosic fibers with a solution of quaternary ammonium compound having a concentration range of 0.1-1.5 % w/w of regenerated cellulosic fibers to obtain treated regenerated cellulosic fibers; and drying the treated regenerated cellulosic fibers to obtain antibacterial regenerated cellulosic fibers.
  • the present disclosure provides antibacterial regenerated cellulosic fibers and a process for preparation thereof.
  • the antibacterial regenerated cellulosic fibers comprising a quaternary ammonium compound in a concentration range of 0.05-1% w/w on the regenerated cellulosic fiber.
  • the quaternary ammonium compound is selected from the group consisting of dodecyl dimethylammonium chloride (DDAC), C8— C18 alkyltrimethylammonium chlorides (such as trimethyloctylammonium chloride, decyltrimethylammonium chloride and hexadecyltrimethylammonium chloride), soyalkyltrimethylammonium chloride, dicocalkyl dimethyl ammonium chloride, alkyl- benzyldimethylammonium chlorides (such as benzyldimethylstearylammonium chloride, benzylalkyldimethylammonium chloride orcocalkyl(2,4- dichlorobenzyl)dimethylammonium chloride, Dimethyl Benzyl Ammonium Chloride, OctylDecyl Dimethyl Ammonium Chloride, Didecyl Dimethyl Ammonium Chloride, Dioctyl Dimethyl Ammonium Chloride
  • the antibacterial regenerated cellulosic fibers can be used to manufacture masks, scrubs, towels, doctor's coats, bath robes, pajamas, and uniforms for medical personnel; linens for use in hospitals; both sanitary and be perceived as sanitary; antibacterial finished socks required for foot ulcer prevention; antibacterial and antifungal finished socks and inner wear for military personnel; sportswear market comprising sport socks, gloves, sport bras, caps etc.; home textiles and furnishing; textiles; and antibacterial wipes etc.
  • the products obtained by utilization of the antibacterial regenerated cellulosic fibers have improved antibacterial properties; controlled odor and staining due to bacterial growth; antibacterial activity of more than 99% after at least 20 wash cycles.
  • Such products are obtained by environment friendly technology, as chemicals used in the process can be recycled in the process. Further, minimal amount of chemical is sufficient for antibacterial property. Additionally, the antibacterial regenerated cellulosic fibers retain antibacterial activity during downstream processing.
  • the antibacterial regenerated cellulosic fibers can be an antibacterial viscose staple fiber, antibacterial modal fiber or antibacterial lyocell fiber. In accordance with an embodiment the antibacterial regenerated cellulosic fibers can be used for making woven, non-woven fabrics, fiber blends and fiber composites.
  • the present disclosure also provides a process for preparing antibacterial regenerated cellulosic fibers, the process comprising spinning a cellulosic solution through spinneret into a regeneration bath to obtain regenerated cellulosic fibers; washing the regenerated cellulosic fibers; treating the regenerated cellulosic fibers with a solution of quaternary ammonium compound having a concentration range of 0.1-1.5 % w/w of regenerated cellulosic fibers to obtain treated regenerated cellulosic fibers; and drying the treated regenerated cellulosic fibers to obtain antibacterial regenerated cellulosic fibers.
  • present process provides a mechanism to open pores or striations on the surface of fibers to increase the surface area and infuse more active ingredients.
  • pathogens such as: gram- negative bacteria, gram-positive bacteria, mold, mildew, fungus, spores, and viruses, and not be washed away during repeated launderings and uses.
  • the regenerated cellulosic fibers are prepared by viscose process.
  • the viscose was prepared by treatment of pulp sheets (high alpha cellulose, viscose grade pulp) with caustic soda, shredding the resulting in alkali cellulose, xanthating the alkali cellulose and dissolving it in a caustic soda solution.
  • the viscose was then aged and spun by extrusion through orifices into a spinning bath containing sulfuric acid, sodium sulfate and zinc sulfate.
  • the spinning bath being maintained at a temperature of 30-50° C.
  • the filaments were withdrawn from the bath and passed over a first and second godets, then collected.
  • the regenerated cellulosic fibres can also be prepared by Lyocell process, wherein the cellulose was dissolved in N- methylmorpholine (NMMO) under heated conditions, usually in the range of 90° C. to 130° C, and extruded from a multiplicity of fine apertured spinnerets into air.
  • NMMO N- methylmorpholine
  • the filaments of cellulose dope are continuously mechanically drawn in air by a factor in the range of about three to ten times to cause molecular orientation. They are then led into water, to regenerate the cellulosic fibres namely Lyocell.
  • extension of present invention to other cellulosic natural fibres such as cotton, Jute, hemp, flax etc., is conceivable for the person skilled in the art.
  • Viscose Staple Fiber (VSF) or Modal or Lyocell made using standard manufacturing process does not give durable antibacterial performance.
  • An antibacterial agent is used in Standard VSF or Modal or Lyocell manufacturing process to improve antibacterial performance of fiber.
  • a small amount of chemical DDAC i.e. 0.05-1% on weight of cellulose fiber
  • the resultant fiber was then evaluated for antibacterial performance in external biological laboratory as per standard test methods.
  • Table 1 Test results as per AATCC 147-2013 for S. Aureus
  • Triclosan did not demonstrate any antibacterial activity at 0.5% concentration to weight of cellulose, but DDAC shows 100% contact inhibition of bacteria in spite of lower concentration of 0.15%.
  • Table 2 Comparison of Viscose fiber treated with and without DDAC as an antibacterial agent.
  • Comparative example C.E.3.1-3.3 VSF fiber made by dope dyeing process i.e. dope dyed using black pigment
  • the activity is reduced after 5 washes and do not show any antibacterial activity after 20 washes.
  • example 3.1-3.3 which is sample prepared with addition of 0.15% DDAC on fiber surface, sample shows more that 99% bacterial kill and this activity is retained after 20 wash cycles.
  • Table 4 Effect of DDAC as antibacterial agent on dope dyed yellow colored spunlaced fabric.
  • dope dyed VSF fibers were 5 treated with 0.1% and 0.2% DDAC and then spunlaced. These fibers were then tested for antibacterial activity as per ISO 20743 and it was found that addition of 0.1% - 0.2% DDAC (EX-4.1 & EX-4.2) on fiber surface, sample pass the test but fiber without DDAC (C.E.-4) fail the test criteria as per ISO 20743.
  • Swatches of test and control specimens are inoculated with the organisms (5. Aureus: 1.5 x 108 Cfu/ml and K. Pneumoniae: 1.5 x 108 Cfu/ml). After inoculation, the specimens are incubated for 18 hours. After incubation, the bacteria are eluted from the 15 specimen swatches by shaking in known amounts of neutralizing solution. The number of bacteria present in this liquid is determined and the percentage reduction by the specimens is calculated. Percent reduction (R) of bacteria by the specimen treatment
  • A the number of bacteria recovered from the inoculated test specimen swatches incubated
  • the JIS L 1902-Absorption method as follows: first, an inoculum was prepared in 20+0.1 ml of NB and incubated for 24 h at 37+1 °C. Then, bacteria concentration is adjusted to 3 x 108 cells ml-1, by absorbance reading and using the respective calibration curves. A volume of 400 ⁇ from the previous suspension is added to 20 ml of NB and incubated for 3 h at 37+l°C. The bacteria concentration is measured again and diluted in NB 20x (in distilled water) to 3 x 105 cells ml-1 and 200 ⁇ of this inoculum are added to each sample. The samples are incubated for 24 h at 37+l°C.
  • An antibacterial regenerated cellulosic fiber comprising a quaternary ammonium compound in a concentration range of 0.05 - 1% w/w on the regenerated cellulosic fiber is disclosed.
  • Such antibacterial regenerated cellulosic fiber(s) has an antibacterial activity of more than 99% after at least 20 wash cycles.
  • Such antibacterial regenerated cellulosic fiber(s) retain antibacterial activity during downstream processing.
  • Such antibacterial regenerated cellulosic fiber(s) is antibacterial viscose staple fiber, antibacterial modal fiber or antibacterial lyocell fiber.
  • Such antibacterial regenerated cellulosic fiber(s) is used for making woven, non- woven fabrics, fiber blends and fiber composites.
  • a process for preparing antibacterial regenerated cellulosic fibers comprises spinning a cellulosic solution through spinneret into a regeneration bath to obtain regenerated cellulosic fibers; washing the regenerated cellulosic fibers; treating the regenerated cellulosic fibers with a solution of quaternary ammonium compound having a concentration range of 0.1-1.5 % w/w of regenerated cellulosic fibers to obtain treated regenerated cellulosic fibers; and drying the treated regenerated cellulosic fibers to obtain antibacterial regenerated cellulosic fibers.
  • Such process(s), wherein treatment of the regenerated cellulosic fibers with the solution of quaternary ammonium compound is carried out by spraying, padding, dipping, pouring or soaking.
  • Such process(s), wherein the quaternary ammonium compound is selected from the group consisting of dodecyl dimethyl ammonium chloride (DDAC), C8— C18 alkyl trimethyl ammonium chlorides (such as trimethyloctylammonium chloride, decyltrimethyl ammonium chloride and hexadecyltrimethyl ammonium chloride), soyalkyltrimethyl ammonium chloride, dicocalkyl dimethyl ammonium chloride, alkyl- benzyl dimethyl ammonium chlorides (such as benzyldimethylstearyl ammonium chloride, benzyl alkyl dimethyl ammonium chloride orcocalkyl(2,4-dichlorobenzyl) dimethyl ammonium chloride, Dimethyl Benzyl Ammonium Chloride, OctylDecyl Dimethyl Ammonium Chloride, Didecyl Dimethyl Ammonium Chloride, Dioctyl Dimethyl Ammonium Chlor
  • the disclosed antibacterial regenerated cellulosic fibers provide durable antibacterial performance, and sustain such performance after downstream processes (fiber to yarn to fabric to garment). Use of such antibacterial fibers provide uniform distribution of antibacterial chemical to thus obtained fabric(s). Such fibers and their products demonstrate antibacterial activity of more than 99% after at least 20 wash cycles and retain the antibacterial activity even after 50 wash cycles. Further, the disclosed fibers can be blended with other type of fibers such as polyester, cotton, lyocell, modal etc. in amount of less than 20% of antibacterial regenerated cellulosic fibers, which also gives durable antibacterial performance. Additionally, in the disclosed process the antibacterial agent is added at fiber manufacturing stage and thus use of any other antibacterial agent at fabric stage is avoided.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Artificial Filaments (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne une fibre cellulosique antibactérienne régénérée. La fibre cellulosique antibactérienne régénérée comprend un composé d'ammonium quaternaire s'inscrivant dans une plage de concentration de 0,05 à 1 % en poids/poids de la fibre cellulosique régénérée.
EP17791140.1A 2016-09-19 2017-09-19 Fibres cellulosiques antibactériennes régénérées et leur procédé de préparation Pending EP3516106A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN201621031892 2016-09-19
PCT/IB2017/055645 WO2018051308A1 (fr) 2016-09-19 2017-09-19 Fibres cellulosiques antibactériennes régénérées et leur procédé de préparation

Publications (1)

Publication Number Publication Date
EP3516106A1 true EP3516106A1 (fr) 2019-07-31

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP17791140.1A Pending EP3516106A1 (fr) 2016-09-19 2017-09-19 Fibres cellulosiques antibactériennes régénérées et leur procédé de préparation

Country Status (4)

Country Link
US (1) US20190203409A1 (fr)
EP (1) EP3516106A1 (fr)
CN (1) CN109983172A (fr)
WO (1) WO2018051308A1 (fr)

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CN113914098A (zh) * 2020-07-07 2022-01-11 中科鼎晟科技有限公司 一种抗菌材料及其制备方法和应用
CN114592348B (zh) * 2022-05-10 2022-08-16 苏州百灵威超精细材料有限公司 亲水性抗菌整理剂、织物的抗菌整理方法及抗菌织物

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DE4402532A1 (de) * 1994-01-28 1995-08-03 Bayer Ag N-Methylol-Derivate von Polykondensaten, ihre Herstellung und Verwendung
DE19928127C1 (de) * 1999-06-19 2000-05-31 Clariant Gmbh Antimikrobielle Siloxanquat-Formulierungen, deren Herstellung und Verwendung
US6759434B2 (en) * 1999-09-22 2004-07-06 B. Ron Johnson Anti-infective compositions, methods and systems for treating disordered tissue
US6712121B2 (en) * 2001-10-12 2004-03-30 Kimberly-Clark Worldwide, Inc. Antimicrobially-treated fabrics
US20070048356A1 (en) * 2005-08-31 2007-03-01 Schorr Phillip A Antimicrobial treatment of nonwoven materials for infection control
US20090004474A1 (en) * 2007-06-29 2009-01-01 Weyerhaeuser Co. Lyocell fibers with anti-microbial activity
US8247634B2 (en) * 2008-08-22 2012-08-21 Polyremedy, Inc. Expansion units for attachment to custom patterned wound dressings and custom patterned wound dressings adapted to interface with same
JP4966935B2 (ja) * 2008-09-09 2012-07-04 倉敷紡績株式会社 繊維を抗菌加工する方法
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GB2504666B (en) * 2012-07-23 2017-06-07 Clinisupplies Ltd A garment
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CN105133320A (zh) * 2015-09-23 2015-12-09 芜湖环瑞汽车内饰件有限公司 一种轻质抗菌吸音棉及其制备方法

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Publication number Publication date
CN109983172A (zh) 2019-07-05
WO2018051308A1 (fr) 2018-03-22
US20190203409A1 (en) 2019-07-04

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