EP3516106A1 - Antibacterial regenerated cellulosic fibers and process of preparation thereof - Google Patents

Antibacterial regenerated cellulosic fibers and process of preparation thereof

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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)
French (fr)
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/en
Pending legal-status Critical Current

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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.

Abstract

An antibacterial regenerated cellulosic fiber is disclosed. 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.

Description

ANTIBACTERIAL REGENERATED CELLULOSIC FIBERS AND PROCESS OF
PREPARATION THEREOF
The present disclosure provides antibacterial regenerated cellulosic fibers and a process for preparing the said antibacterial regenerated cellulosic fibers.
Background
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.
However, cellulosic fibers provide environment for bacterial growth which produces unpleasant smell, such as smell of sweat, rotten food materials etc. As regards health-related professionals, protection from pathogens such as fungi or other similar microorganisms, that are responsible for lethal infections and allergic reactions, is a growing concern. Hence textiles with antibacterial properties are desirable. Conventional antibacterial textile products have the following inherent problems:
• limited antibacterial efficacy, and
• antibacterial efficacy is not maintained over the lifetime of the textile, particularly during repeated laundering process.
There is thus a need to develop 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).
Summary
An antibacterial regenerated cellulosic fiber is disclosed. 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.
Detailed Description For the purpose of promoting an understanding of the principles of the invention, reference will now be made to embodiments and specific language will be used to describe the same. It will nevertheless be understood that no limitation of the scope of the invention is thereby intended, such alterations and further modifications in the disclosed composition, and such further applications of the principles of the invention therein being contemplated as would normally occur to one skilled in the art to which the invention relates.
It will be understood by those skilled in the art that the foregoing general description and the following detailed description are exemplary and explanatory of the invention and are not intended to be restrictive thereof. Reference throughout this specification to "one embodiment" "an embodiment" or similar language means that a particular feature, structure, or characteristic described in connection with the embodiment is included in at least one embodiment of the present invention. Thus, appearances of the phrase "in one embodiment", "in an embodiment" and similar language throughout this specification may, but do not necessarily, all refer to the same embodiment.
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. In accordance with an embodiment, 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, silicon based quaternary ammonium salts such as 3-(trimethoxysilyl)propyl dimethyloctadecyl ammonium chloride, 3-(trimethoxysilyl) propylmethyldi(decyl)ammoniumchloride,3-(trimethoxysilyl)propyloctadecyl dimethyl ammonium chloride and mixtures thereof. These quaternary ammonium compounds act as antibacterial agents. 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.
In accordance with an embodiment 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. In addition, 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. Thus, making the antibacterial regenerated cellulosic fibers resist the destructiveness of washing and maintain efficacy against 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.
In accordance with an embodiment, 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. After collecting the filaments, they were washed, desulfurized and bleached by conventional treatments. In accordance with yet another embodiment, 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. 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.
In yet another embodiment, 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.
Examples:
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) is infused by the way of: pouring or spraying or soaking or coating or padding or dipping and the like on the fiber during fiber manufacturing process and then fibers were dried and finally packed into the bales. The resultant fiber was then evaluated for antibacterial performance in external biological laboratory as per standard test methods.
The performance of DDAC (present invention) is compared with other well- known antibacterial agent (Triclosan). Comparative examples are shown in table 1.
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.
*For JISL: The Standard Antibacterial Value A> 2. *For AATCC 100: % Reduction of Bacteria As shown in table 2 above, Comparative example C.E.2.1-2.3 show less antibacterial activity and after 20 washes the activity is lost completely. Also, activity is considerably reduced during the process of making nonwoven spunlaced sheets. Similarly, in examples 2.1-2.7 which are treated with 0.05 to 1% DDAC on fiber surface, shows more than 99% bacterial kill and further this activity is retained after 20 - 30 wash cycles and even after spunlacing process.
Table 3: Comparison of Black Dope dyed viscose fiber treated with and without DDAC as an antibacterial agent
As seen in table 3 above, 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. In case of 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.
As seen in table 4 above, dope dyed VSF fibers (dyed with yellow pigment) 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.
Table 5: Antibacterial performance in blends with Cotton or regular viscose
As seen in table 5 above, studies were conducted on fabric prepared by blending antibacterial VSF with cotton (50:50) and Regular VSF (70:30) to demonstrate the effect of performance in blends. As seen in C.E. 5: there is no activity in 50:50 C/V blends when Antibacterial fiber was absent, but as seen in EX:5.1 which consist of 50% DDAC treated fibers pass the test as per JISL 1902 and 99% activity as per AATCC 100. Similar results are also seen in EX 5.2 where blends of normal viscose with antibacterial viscose (70:30).
Table 6: Antibacterial performance in blends with Cotton and Anti-bacterial VSF treated with 0.15% DDAC
As seen in table 6 above, studies were conducted on fabric prepared by blending antibacterial VSF with cotton (40:60) to demonstrate the effect of performance in blends. Ex. 6.1-6.5, demonstrates the activity of >92% even after 50 washes inspite of only 40% component of antibacterial VSF in blended fabric.
Table 7: Antibacterial performance in modal fabrics.
As seen in table 7, EX 7.1-7.3 Greige Modal fabric was made using fibers treated with 0.15% of DDAC clearly demonstrates the retention of antibacterial activity which is 5 less or not retained for regular modal (C.E.-7).
Test methods:
Following test methods were used for characterization of antibacterial efficacy:
10 A. Determination of anti-bacterial property of test specimen: AATCC test method 100 - 2004
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
R = 100 C (C-A)/C
Where,
A = the number of bacteria recovered from the inoculated test specimen swatches incubated
over the desired contact period,
C = the number of bacteria recovered from the inoculated control specimen swatches
Immediately after inoculation.
B. JIS L 1902-Absorption method:
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 μΐ 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 μΐ of this inoculum are added to each sample. The samples are incubated for 24 h at 37+l°C. Then, 20 ml of physiological saline solution (8.5 g of NaCl and 2.0 g of non-ionic surfactant) is added to samples which are vortexed. In order to achieve the number of living bacteria, a serial dilution plate count method is performed (JIS L 1902 2008). Specific Embodiments
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), wherein the quaternary ammonium compound is in a concentration range of 0.1 - 1% w/w on cellulosic fiber. Such antibacterial regenerated cellulosic fiber(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 Chloride, silicon based quaternary ammonium salts such as 3-(trimethoxysilyl)propyl dimethyl octadecyl ammonium chloride, 3-(trimethoxysilyl) propylmethyldi(decyl)ammonium chloride, 3- (trimethoxysilyl)propyl octadecyl dimethyl ammonium chloride and mixtures thereof.
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.
Other Specific Embodiments
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 Chloride, silicon based quaternary ammonium salts such as 3- (trimethoxysilyl)propyl dimethyl octadecyl ammonium chloride, 3-(trimethoxysilyl) propylmethyldi(decyl)ammonium chloride, 3-(trimethoxysilyl)propyl octadecyl dimethyl ammonium chloride and mixtures thereof.
Industrial Applicability
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.

Claims

laim:
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.
The antibacterial regenerated cellulosic fiber as claimed in claim 1, wherein the quaternary ammonium compound is in a concentration range of 0.1 -1% w/w on cellulosic fiber.
The antibacterial regenerated cellulosic fiber as claimed in claim 1, 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 Chloride, silicon based quaternary ammonium salts such as 3- (trimethoxysilyl)propyl dimethyl octadecyl ammonium chloride, 3-(trimethoxysilyl) propylmethyldi(decyl)ammonium chloride, 3-(trimethoxysilyl)propyl octadecyl dimethyl ammonium chloride and mixtures thereof.
The antibacterial regenerated cellulosic fiber as claimed in claim 1, has an antibacterial activity of more than 99% after at least 20 wash cycles.
The antibacterial regenerated cellulosic fiber as claimed in claim 1 retains antibacterial activity during downstream processing.
The antibacterial regenerated cellulosic fiber as claimed in claim 1 is antibacterial viscose staple fiber, antibacterial modal fiber or antibacterial lyocell fiber.
The antibacterial regenerated cellulosic fiber as claimed in claim 1 is used for making woven, non-woven fabrics, fiber blends and fiber composites.
8. A process for preparing antibacterial regenerated cellulosic fibers, 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.
9. The process as claimed in claim 8, wherein treatment of the regenerated cellulosic fibers with the solution of quaternary ammonium compound is carried out by spraying, padding, dipping, pouring or soaking.
10. The process as claimed in claim 8, 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 Chloride, silicon based quaternary ammonium salts such as 3-(trimethoxysilyl)propyl dimethyl octadecyl ammonium chloride, 3-(trimethoxysilyl) propylmethyldi(decyl)ammonium chloride, 3-(trimethoxysilyl)propyl octadecyl dimethyl ammonium chloride and mixtures thereof.
EP17791140.1A 2016-09-19 2017-09-19 Antibacterial regenerated cellulosic fibers and process of preparation thereof Pending EP3516106A1 (en)

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Publication number Priority date Publication date Assignee Title
CN113914098A (en) * 2020-07-07 2022-01-11 中科鼎晟科技有限公司 Antibacterial material and preparation method and application thereof
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Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4402532A1 (en) * 1994-01-28 1995-08-03 Bayer Ag N-methylol derivatives of polycondensates, their preparation and use
DE19928127C1 (en) * 1999-06-19 2000-05-31 Clariant Gmbh Production of antimicrobial formulation containing known and new trialkoxysilanyl-substituted quaternary ammonium compounds useful for treatment of surfaces e.g. textiles, glass, metals and plastics
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 (en) * 2008-09-09 2012-07-04 倉敷紡績株式会社 How to antibacterialize fibers
US8328988B2 (en) * 2010-03-15 2012-12-11 Weyerhaeuser Nr Company Reduction of the adsorption of quaternary ammonium salts onto cellulosic fibers
US8486427B2 (en) * 2011-02-11 2013-07-16 Kimberly-Clark Worldwide, Inc. Wipe for use with a germicidal solution
GB2504666B (en) * 2012-07-23 2017-06-07 Clinisupplies Ltd A garment
CN103668520B (en) * 2013-12-04 2016-05-25 阜宁澳洋科技有限责任公司 A kind of antibacterial regenerated celulose fibre and preparation method thereof
CN105133320A (en) * 2015-09-23 2015-12-09 芜湖环瑞汽车内饰件有限公司 Light antibacterial sound absorbing cotton and preparing method

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