EP1873300A1 - Textile antimicrobien - Google Patents
Textile antimicrobien Download PDFInfo
- Publication number
- EP1873300A1 EP1873300A1 EP20060116455 EP06116455A EP1873300A1 EP 1873300 A1 EP1873300 A1 EP 1873300A1 EP 20060116455 EP20060116455 EP 20060116455 EP 06116455 A EP06116455 A EP 06116455A EP 1873300 A1 EP1873300 A1 EP 1873300A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- microparticles
- textile
- active ingredient
- biocidal active
- melamine
- 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
Links
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- 239000000203 mixture Substances 0.000 claims description 18
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- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
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- 238000009833 condensation Methods 0.000 description 1
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- 239000007859 condensation product Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229960003887 dichlorophen Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
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- 230000005764 inhibitory process Effects 0.000 description 1
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- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
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- 239000000314 lubricant Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 229940124561 microbicide Drugs 0.000 description 1
- 239000002855 microbicide agent Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000004763 nomex Substances 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 229940070805 p-chloro-m-cresol Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
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- 230000002085 persistent effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
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- 235000021317 phosphate Nutrition 0.000 description 1
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- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
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- 229920002689 polyvinyl acetate Polymers 0.000 description 1
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- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
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- 239000011148 porous material Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
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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
- 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
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/12—Processes in which the treating agent is incorporated in microcapsules
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2041—Two or more non-extruded coatings or impregnations
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2525—Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]
Definitions
- the invention relates to a textile antimicrobially finished with at least one biocidal active substance.
- the biocidal agent is enclosed in an aminoplast-based resin.
- the enclosed biocidal active ingredient is useful as a textile auxiliaries for finishing textiles such as tent fabrics, awnings, covers, shower curtains, nonwovens, filters, carpets and the like.
- Most textiles contain microbiologically degradable material. They are either completely or partially made of microbiologically degradable fibers, for example cotton, hemp, flax, linen, viscose, tencel, acetate, silk, wool.
- Textiles of synthetic fibers e.g. Polyester, polyacrylonitrile, polyamide, polypropylene, nomex, aramid become microbiologically vulnerable when treated with finishing agents such as e.g. Sizing, spun oils, lubricants, plasticizers, water repellents, antistatics, and / or binders, or to receive microbiologically degradable material during use, e.g. organic substances from the environment or soap residues.
- finishing agents such as e.g. Sizing, spun oils, lubricants, plasticizers, water repellents, antistatics, and / or binders
- microbiologically degradable material e.g. organic substances from the environment or soap residues.
- the textiles In the textile industry, high demands are placed on the biocides used for finishing textiles. For example, after finishing, the textiles usually have to be dried at temperatures of from 100 to 130 ° C. and, in order to additionally achieve sufficient hydrophobicity, then be treated at temperatures up to 180 ° C.
- the high evaporation rate of the biocides often leads to high drug losses.
- synthetic fibers such as polyester, polyamide, polypropylene or polyacrylonitrile fibers, drug losses of over 95% are observed after equipping.
- the active substance remaining on the textile after finishing is washed out in practice during washing of the textile, for example during irrigation. This is another notable loss of active ingredient. Furthermore, the influence of light can also lead to a decomposition of the biocidal active substances remaining after the finishing.
- biocides which have a low evaporation rate and / or remain largely by irrigation on the textile.
- satisfactory biocides are less suitable for finishing textiles because of their toxic effects.
- These include chlorothalonil and in particular the carbendazim classified as carcinogenic.
- skin irritations are to be called as disadvantageous.
- skin contact also occurs with textiles that generally do not come in contact with the human body during intended use.
- the invention is therefore based on the object of providing an antimicrobially finished textile which largely avoids the disadvantages listed above and, in particular, minimizes the escape of the biocidal active substance during finishing.
- the aim is to reduce the environmental impact and the cost of the equipment of the textile to combat harmful microorganisms and reduce the evaporation rate of the biocidal active ingredient from the finished textile.
- the antimicrobial effect of the microbicide used for the equipment should be guaranteed for as long as possible.
- biocidal active substance which contains 2-n-octyl-4-isothiazolin-3-one (OIT) as biocidal active substance and furthermore optionally one or more other biocides in which the biocidal active ingredient is enclosed in microparticles of an aminoplast resin, preferably of a melamine-formaldehyde resin.
- OIT 2-n-octyl-4-isothiazolin-3-one
- biocidal active substance refers to the substance or mixture of substances which has the biocidal effect of the invention
- the biocidal active ingredient in each case contains OIT, in addition to optionally further active ingredient, as defined in more detail below becomes.
- the microparticles contain OIT as biocidal active ingredient and additionally one or more other biocides.
- the ratio of OIT to the other biocide (s) can, in principle, vary and be varied within wide limits, for example in the range from 100: 1 to 1: 100, preferably 50: 1 to 1:50.
- the OIT is usually present in amounts of from 10 to 95% by weight, in particular from 20 to 80% by weight, and the other biocides in amounts of from 5 to 90% by weight, in particular from 20 to 80 wt .-%, in each case based on the total amount of contained biocidal active ingredient.
- the biocidal active ingredient included in the microparticles consists predominantly of OIT.
- OIT entrapped biocidal active ingredient as the main component OIT, preferably in an amount of equal to or greater than 50 wt .-% OIT, more preferably in an amount of equal to or greater than 70 wt .-%, in particular in an amount equal to or greater 90 wt .-%, in particular in an amount of equal to or greater than 95 wt .-% OIT, based on the total mass of biocidal active ingredient.
- at least one other biocide may be present.
- the biocidal active ingredient enclosed in the microparticles consists essentially of OIT, ie, in addition to OIT one or more other biocides may still be present, but these are present in an amount in which no contribution of the respective OIT different biocides to the overall effect of the resulting mixture is present.
- the biocidal active ingredient may consist of OIT as the only biocidal active ingredient, ie an active ingredient content of 100% OIT. In such a case, it is only possible that one or more other ingredients are present without a biocidal effect.
- textile fibers for textile use such as threads, yarns, threads, fabrics, knits, woven / knitted fabric, nonwovens, and the like.
- textile finished goods such as clothing.
- textile textile units or subunits of textiles such as tent fabrics, awnings, umbrellas and sunshades, covers, shower curtains, nonwovens, filters, carpets and the like to understand.
- aminoplast resins are polycondensation products of carbonyl compounds, in particular of formaldehyde and compounds containing NH groups, for example urea (urea resins), melamine (melamine resins), urethanes (urethane resins), cyanogens and Dicyanamide (cyano or dicyanamide), aromatic amines (aniline resins) and sulfonamides (sulfonamide resins), see Römpp, Chemie Lexikon, Thieme Verlag Stuttgart, 9th, extended edition, 1995, volume A-Cl, page 159 , The said section of the reference is incorporated by reference into the present application.
- Preferred materials of the microparticles are melamine, urea and dicyandiamide-formaldehyde resins, particularly preferred materials are melamine-formaldehyde resins.
- urea resins mentioned above are hardenable condensation products of ureas and aldehydes belonging to the aminoplasts, in particular these include formaldehyde.
- formaldehyde For their preparation, urea or substituted ureas are reacted with formaldehyde in molar excess under mostly alkaline conditions. The result is hydroxymethyl group-containing oligomers, which are cured with crosslinking.
- formaldehyde it is also possible to use other aldehydes, for example acetaldehyde or glyoxal.
- Condensates based on modified ureas are also starting materials which can be used in the preparation of the microparticle material in the context of the invention.
- melamine resins is to be understood as meaning aminoplast resins in which melamine has been polycondensed under suitable conditions with carbonyl compounds such as aldehydes and ketones, for example formaldehyde, acetaldehyde or glyoxal. For their preparation, melamine is generally reacted with the carbonyl compound in molar excess.
- carbonyl compounds such as aldehydes and ketones, for example formaldehyde, acetaldehyde or glyoxal.
- melamine is generally reacted with the carbonyl compound in molar excess.
- polycondensation products of melamine with formaldehyde (melamine-formaldehyde resins) or with urea or phenol-modified melamine-formaldehyde resins (melamine-urea-formaldehyde resins, melamine-phenol-formaldehyde resins).
- microparticles containing the biocidal active ingredient may also be formed from two or more of the aforementioned aminoplast resins.
- particular care must be taken that there is no destruction or inhibition of the biocidal active substance during production.
- biocidal active substance Due to the inclusion of the biocidal active substance in the microparticles, this surprising manner is not or only to a very small extent volatilized or released in the production of the textile during drying and condensation, despite the high temperatures used, while at the same time remaining biocidally active; and he rather remains on the textile, so that it can be used in correspondingly low concentrations.
- the biocidal active ingredient is released only slowed down (retarding). It has been shown in an advantageous manner that the biocidal active ingredient enclosed in the microparticles is not washed out to a great extent during the irrigation or washing of the textiles equipped therewith, as would have been usual to be expected.
- smaller amounts of active ingredient can be used for the equipment, and on the other hand, it is possible to achieve considerably longer effective times
- microparticles refers to any type of particle comprising a wall structure and at least one cavity formed by the wall structure.
- the wall structure in this case contains one or more aminoplast resins, preferably one.
- the cavities formed by the wall structure may be closed or open and contain the biocidal active ingredient and optionally other various excipients. Closed cavities may, for example, be in the form of capsule structures or cell structures, open cavities in the form of pores, channels and the like.
- the term microparticles may likewise mean a matrix of an aminoplast resin, wherein the biocidal active ingredient is enclosed in the matrix or enveloped by it.
- microparticles may refer to so-called microcapsules, in the interior of which the biocidal active ingredient is encapsulated encapsulated.
- the microparticles have a spherical shape.
- This shape has the advantage of high volume, low surface area, whereby impinging water has a low wetting area.
- sprinkling the textiles finished with the microparticles releases only a small portion of the biocidal active substance.
- the long-term effect of the antimicrobial finish of textiles is significantly improved. This results in a durable protection of the textiles against microbial attack.
- the average diameter of microparticles useful for finishing textiles is usually in the range of about 0.5 to about 100 microns, the preferred average diameter is in the range of about 1 to about 10 microns.
- the size of the microparticles can be determined, for example, under a microscope using a micrometer scale.
- the textiles are finished in such a way that the antimicrobially finished textile generally has an amount of biocidal active substance, based on the total weight of the textile, of 0.0001% by weight to 0.5% by weight, preferably of 0.01% by weight. to 0.2% by weight, more preferably from 0.05% to 0.15% by weight.
- biocidal active substance is lost only to a small extent during the processing of the textiles and can thus be used in much smaller quantities.
- biocidal agent in the microparticles not only has the advantage of sustained release of the biocidal agent, but the shielding of the biocidal agent through the particle wall has the consequence that this thereby increased stability to UV radiation, elevated temperatures, heavy metal ions and pH Values.
- Biocides are used in many areas and are used to fight bacteria, fungi or algae. It has long been known to use compounds of the class of 3-isothiazolin-3-ones (which are also referred to as 3-isothiazolones) in such compositions in particular. In this class of substances are very effective biocides with sometimes different profile of action. Often, combinations of different 3-isothiazolin-3-ones, or of one or more 3-isothaziolin-3-ones with other known biocidal agents used (see, inter alia others. WO 99/08530 A . EP 0457435 A . EP 0542721 A and WO 02/17716 A ). In view of the ever-increasing demands on such biocidal compositions, for example with regard to health and environmental protection aspects, the antimicrobial finishing of textiles requires a further development of the known products.
- a melamine-formaldehyde resin enclosed biocidal agents for application in coating compositions, in particular in facade plasters are from WO 2004/000953 the applicant known.
- this application gives no indication that OIT trapped in an aminoplast resin, preferably in a melamine-formaldehyde resin, is excellent for finishing textiles.
- the fact that the high temperatures required in the finishing step on the one hand cause only a slight escape of the biocidal active substance from the microparticles is surprising, and the particles release the biocidal active substance to a desired extent after the equipment has been provided after retarding.
- the antimicrobial textile is characterized in that less than about 70%, preferably less than about 50%, more preferably less than 10% of the biocidal active ingredient escape during drying or thermal aftertreatment. This not only reduces the loss of biocidal active substance, but also the entry into the exhaust air / environment. Despite the inclusion of the biocidal agent in the microparticles, the biocidal activity of the biocidic agent is maintained.
- microparticles according to the invention then have a good effect according to the invention when they contain from 5 to 99.99% by weight of the aminoplast resin and from 0.01 to 95% by weight of the biocidal active substance, preferably from 15 to 60% by weight of the aminoplast Resin and 85 to 40% by weight of the biocidic agent based on the total weight of the aminoplast resin and the biocidic agent.
- the known 2-n-octyl-4-isothiazolin-3-one has antimicrobial properties which are desirable for the finishing of textiles.
- OIT 2-n-octyl-4-isothiazolin-3-one
- BIT 1,2-benzoisothiazolin-3-one
- the very good has bactericidal properties, due to its high water solubility and high volatility at higher temperatures also only partially suitable for textile applications.
- the use of the microparticles according to the invention is particularly suitable for the finishing of textiles which are used in the outdoor area, because OIT is a biocide with fungicidal and algicidal action, because of the broad spectrum of activity of OIT. It contains no halogen or heavy metal compounds, is not persistent or accumulable, is not classified as a CMR substance and has a favorable human and ecotoxicological profile. It is therefore generally suitable for the finishing of textiles in terms of its properties. Thus, its use from both the ecological and economic point of view also advantageous because of its advantageous spectrum of action.
- one or more other biocides can additionally be used, which can be selected depending on the field of application. Specific examples of such additional biocides are given below:
- benzyl alcohol 2,4-dichlorobenzyl; 2-phenoxyethanol; 2-phenoxyethanolhemiformal, phenylethyl alcohol; 5-bromo-5-nitro-1,3-dioxane; bronopol; Formaldehyde and formaldehyde depot substances; dimethyloldimethylhydantoin; glyoxal; glutaraldehyde; sorbic acid; benzoic acid; salicylic acid; p-hydroxybenzoic acid esters; chloroacetamide; N-methylolchloroacetamide; Phenols such as p-chloro-m-cresol and o-phenylphenol; N-methylol; N, N'-dimethylolurea;benzylformal;4,4-dimethyl-1,3-oxazolidine;1,3,5-hexahydrotriazine; Quaternary ammonium compounds such as N-alkyl-N, N-dimethylbenzy
- formaldehyde releasing agent examples include N-formals such as tetramethylolacetylenediurea; N, N'-dimethylolurea; N-methylol; dimethyloldimethylhydantoin; N-methylolchloroacetamide; Reaction products of allantoin; Glycol formals, such as ethylene glycol formal; Butyldiglykolformal; Benzylformal.
- biocidal agents are OIT alone or OIT in combination with one or more biocides from the group BIT, N-butyl-BIT, N-methyl-BIT, IPBC, tebuconazole, DCOIT terbutryn, cyfluthrin, isoproturon triclosan and zinc pyrithione.
- OIT as the sole biocidic agent is preferred.
- biocidal active substances OIT and BIT are preferred.
- this further biocide may be contained together with the OIT as a mixture in the microparticles.
- microparticles containing only OIT are mixed with microparticles containing only the further biocide, and this mixture of microparticles is applied to the textile.
- microparticles containing the biocidal active substance may additionally contain other customary additives which are customary for the textile application and which are known to the person skilled in the art. These are e.g. Thickeners, defoamers, substances for adjusting the pH, fragrances, dispersing aids and coloring or discoloration-preventing substances, complexing agents and stabilizers such as UV stabilizers.
- the microparticles used for finishing textiles preferably do not comprise any harmful solvents.
- the preferred solvent used in the preparation is water.
- solvents are used in the preparation of the microparticles, these may be polar or nonpolar or mixtures containing polar and non-polar solvents.
- polar liquid solvent aliphatic alcohols having 1 to 4 carbon atoms, for.
- ethanol and isopropanol a glycol, for.
- a glycol for.
- the polar liquid solvent is especially water.
- aromatics, preferably xylene and toluene can serve as nonpolar liquid solvents. These may also be used alone or as a mixture of 2 or more such solvents.
- the microparticles are anchored on the textiles by means of a finish (for example polymer dispersions, amino resins, melamine-formaldehyde resins, paraffin emulsions, fluorocarbon emulsions, silicone emulsions).
- the finish is an impregnating liquid, which is applied to textile threads or textiles by spraying, dipping or coating. The finishing of the textiles with the microparticles can thus be carried out in one operation with the application of the finish.
- the attachment of reactive groups on the surface or a reactive anchoring of the microparticles with the textile fibers is not necessary here.
- microparticles can be physically bound to the fibers of the textiles by means of a polymer.
- the polymer coating is usually a coating of polymers such as polyacrylates, polyvinyl acetate, polyesters, polyvinyl alcohols, polyurethanes, and mixtures thereof.
- the polymer is preferably used as a dispersion during application.
- a chemical anchoring of the microparticles according to the invention with the surface of the textiles is carried out.
- the surface of the microparticles has reactive groups, such as amino, hydroxyl and methylol groups (CH 2 -OH), it is possible to formulate these with the aid of a suitable reactive binder, for example an isocyanate, in particular a protected or blocked one Isocyanates permanently anchored to the textile surface.
- a suitable reactive binder for example an isocyanate, in particular a protected or blocked one Isocyanates permanently anchored to the textile surface.
- the invention further relates to the use of the active ingredient 2-n-octyl-4-isothiazolin-3-one and optionally one or more other biocides containing microparticles based on an aminoplast resin for the protection of textiles against microorganism infestation.
- the term textile may also be a filter or fleece, preferably an air filter equipped with the microparticles in which the biocidal active substance is enclosed.
- the filter material is in this case equipped with the microparticles according to the invention to prevent the growth of fungi, algae and bacteria in the filter at least largely.
- the thus equipped filters are suitable for use in air conditioning systems, as well as in exhaust air and supply air systems.
- such equipped filters are suitable for use in ventilation systems or air conditioners in slaughterhouses, since the equipment of the filter material with the microparticles according to the invention makes it possible to wash out the filter without this thereby losing its antimicrobial activity.
- biocidal active ingredient is a mixture of OIT and BIT.
- OIT effectively prevents the infestation of the filter by algae and fungi and BIT the attack by bacteria.
- the biocidal active ingredient is preferably enclosed in finely dispersed, liquid or solid phase, more preferably in the preparation of the microparticles the biocidal active substance is introduced in an aqueous medium.
- the preparation of the preferably used melamine-formaldehyde microparticles comprises the use of melamine-formaldehyde precondensates which are water-soluble and from which melamine-formaldehyde-resin microparticles are prepared from the aqueous phase.
- the manufacturing process has several advantages, such as, in addition to inexpensive compared to other possible polymerization process starting materials and the environmentally friendly use of water as a preferred solvent.
- partial substitution of the solvent used in the process with water can be made by water-miscible organic solvents.
- microparticles according to the invention preference is given to starting from an aqueous suspension of the biocidal active substance or active substance mixture using water as solvent.
- the microparticles according to the invention are preferably prepared with stirring in an acidic medium.
- acidic medium serve inorganic and / or organic acids such as hydrochloric acid, phosphoric acid and citric acid.
- the microparticles can be prepared in conventional apparatus for condensation polymerizations. These include stirred tanks, stirred tank cascades, autoclaves, tube reactors and kneaders.
- the reaction is carried out, for example, in stirred tanks equipped with an armature, blade, impeller, dissolver or multistage pulse counterstirrer.
- apparatuses that allow the direct isolation of the product following the polymerization such as. B. paddle dryer.
- the resulting suspensions can be dried directly in evaporators, such as belt dryers, paddle dryers, spray dryers or fluid bed dryers. But you can also cut off by filtration or centrifugation, the majority of the water.
- melamine-formaldehyde resins As starting material for the preferably used melamine-formaldehyde resins, on the one hand, etherified melamine-formaldehyde condensates obtainable, preferably with low solubility free formaldehyde such as Quecodur DM 70 (available from THOR GmbH) used. Furthermore, the melamine-formaldehyde resin may also be prepared by polycondensation of melamine and formaldehyde in the presence of the biocidic agent by techniques known to those skilled in the art, such as by reaction between melamine and formaldehyde at a molar ratio of 1 to 6 parts of formaldehyde to one part of melamine.
- the reaction is preferably carried out in aqueous solution.
- concentration of the prepolymer in the aqueous solution can be varied over a wide range.
- the prepolymer is supplied or formed such that the prepolymer concentration is from about 1 to about 70 weight percent, preferably from about 5 to about 50 weight percent.
- the microparticles according to the invention may contain further substances which are generally known and customary depending on the intended use. These include on the one hand corresponding binders and film formers, such as polyacrylates, polystyrene or silicone resins, on the other hand, known auxiliaries, such as pigments; Fillers such as calcium carbonate, talc, kaolins, silicates, fumed silica and / or zeolites; Solvents; Thickeners such as polysaccharides and / or cellulose ethers; defoamers; plasticizers; Dispersants such as phosphates and / or acrylates; Emulsifiers such as fatty alcohol ethoxylates, EO / PO block polymers and / or sulfonates; Stabilizers such as UV stabilizers, dyes or discoloration-preventing substances.
- binders and film formers such as polyacrylates, polystyrene or silicone resins
- auxiliaries such as pigments
- the polycondensation of the aminoplast resin may be conducted anywhere within the range of about 20 to about 95 ° C, preferably between about 50 and 80 ° C.
- the reaction will generally be completed within a few hours, although the reaction at high temperature may be completed within a few minutes.
- microparticles Once the microparticles are formed, they can be stored as dispersions and used or filtered as dried particles. In any form, the particles are useful and effective in the controlled release of the biocidic agent.
- the preparation examples illustrate the preparation of microparticles in which the biocidal active ingredient is included.
- microparticles of melamine-formaldehyde were prepared in which the biocidal active ingredient 2-n-octyl-4-isothiazolin-3-one was included.
- Used substances Quantities [g] water 430.00 polyacrylate (Coatex BR 3, Dimed company) 1.50 Gum arabic 0.60 silicone defoamers (Aspumit AP, Thor GmbH) 0.30 OIT 60,00 Hydrochloric acid 1% 46.10 Melamine-formaldehyde resin (Quecodur DM 70, Thor GmbH) 85,00 623.50
- the water was initially charged with the melamine resin. In it were stirred in polyacrylate, gum arabic, silicone defoamer and 2-n-octyl-4-isothiazolin-3-one. The resulting mixture was heated to 90 ° C and added dropwise over 1 h hydrochloric acid to a pH of 4. Subsequently, the mixture was stirred for 2 h at the same temperature.
- the contained mixture contained the desired microparticles in which the biocidal active ingredient is included.
- Table 1 Results of the example and the comparative example for loss of active ingredient in the drying of textiles.
- Material of the textile pattern theoretically determined value [ppm] trapped OIT [ppm] dispersed OIT [ppm] polyester 1400 1205 18 polyacrylonitrile 2400 2032 44 cotton 2500 2085 761
- Example 1 The polyester samples prepared according to Example 1 and Comparative Example were examined for their fungi-inhibiting properties according to DIN 53931. The results are shown in Table 3.
- Table 3 Results of the Example and Comparative Example of the Fungal Inhibiting Effect of the Encapsulated OIT. material enclosed OIT [surface vegetation] Dispersed OIT [surface vegetation] Aspergillus niger, Orig. (0) 4.5 Aspergillus niger, 24h, wt. (0) 5.5 Chaetomium globosum, Orig. (0) 4.4 Chaetomium globosum, 24h, wt. (0) 4.5 Penicillium funiculosum, Orig. (0) 3.4 Penicillium funiculosum, 24h, wt.
- the trapped OIT textile samples show excellent antifungal properties. These antifungal properties are still present even after the washing of the textiles.
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20060116455 EP1873300A1 (fr) | 2006-06-30 | 2006-06-30 | Textile antimicrobien |
CNA2007800245257A CN101479425A (zh) | 2006-06-30 | 2007-06-28 | 抗微生物织物 |
EP07786889A EP2038473A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
JP2009517208A JP2009541610A (ja) | 2006-06-30 | 2007-06-28 | 抗菌性織物 |
PCT/EP2007/056492 WO2008000796A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
US12/308,551 US7700502B2 (en) | 2006-06-30 | 2007-06-28 | Antimicrobial textile |
BRPI0713948-9A BRPI0713948A2 (pt) | 2006-06-30 | 2007-06-28 | têxteis antimicrobianos |
MX2008016282A MX2008016282A (es) | 2006-06-30 | 2007-06-28 | Material textil antimicrobiano. |
AU2007263697A AU2007263697A1 (en) | 2006-06-30 | 2007-06-28 | Antimicrobial textile |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20060116455 EP1873300A1 (fr) | 2006-06-30 | 2006-06-30 | Textile antimicrobien |
Publications (1)
Publication Number | Publication Date |
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EP1873300A1 true EP1873300A1 (fr) | 2008-01-02 |
Family
ID=37309060
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP20060116455 Pending EP1873300A1 (fr) | 2006-06-30 | 2006-06-30 | Textile antimicrobien |
EP07786889A Withdrawn EP2038473A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP07786889A Withdrawn EP2038473A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
Country Status (8)
Country | Link |
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US (1) | US7700502B2 (fr) |
EP (2) | EP1873300A1 (fr) |
JP (1) | JP2009541610A (fr) |
CN (1) | CN101479425A (fr) |
AU (1) | AU2007263697A1 (fr) |
BR (1) | BRPI0713948A2 (fr) |
MX (1) | MX2008016282A (fr) |
WO (1) | WO2008000796A2 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102012003943A1 (de) | 2012-02-24 | 2013-08-29 | Innovent E.V. Technologieentwicklung | Verfahren zur Herstellung antibakterieller Nanoschichten auf Faser- oder Fadenmaterialen, Stoffen oder Textilien, nach diesem Verfahren hergestelltes Erzeugnis und dessen Verwendung |
WO2013150085A1 (fr) * | 2012-04-05 | 2013-10-10 | Basf Se | Particules poreuses contenant de l'aminoplaste |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102010018311A1 (de) | 2009-04-24 | 2011-08-04 | Chemische Werke Kluthe GmbH, 69115 | Verfahren sowie Formulierungen für die biozide Behandlung eines Kühlschmierstoffs |
US20150239007A1 (en) | 2012-08-23 | 2015-08-27 | Gary S. Selwyn | Chemical Stick Finishing Method and Apparatus |
US9079119B2 (en) * | 2013-01-28 | 2015-07-14 | King Fahd University Of Petroleum And Minerals | Flexible belt evaporator |
CN103451954B (zh) * | 2013-07-24 | 2016-01-13 | 安徽华强羽绒有限公司 | 羽绒洗涤剂及其制备方法 |
CN103451957B (zh) * | 2013-08-09 | 2016-01-27 | 安徽华强羽绒有限公司 | 杀菌防霉羽绒护理剂及其制备方法 |
US9790640B2 (en) | 2014-02-24 | 2017-10-17 | Gary S Selwyn | Composition and process for applying hydrophobic coating to fibrous substrates |
CN105088766A (zh) * | 2015-09-07 | 2015-11-25 | 王璐 | 一种面料防霉抗菌剂 |
CN105568674A (zh) * | 2015-12-16 | 2016-05-11 | 常熟市中宏针织厂 | 床单面料的整理工艺 |
CN105568683A (zh) * | 2015-12-16 | 2016-05-11 | 常熟市中宏针织厂 | 服装面料的整理工艺 |
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EP0266909A1 (fr) * | 1986-10-06 | 1988-05-11 | Midwest Research Institute | Procédé de micro-encapsulation de produits chimiques |
WO1998018998A1 (fr) * | 1996-10-29 | 1998-05-07 | Senecal Rene E | Insecticide hydrofuge pour toile de tente |
WO2001097610A1 (fr) * | 2000-06-19 | 2001-12-27 | Henkel Kommanditgesellschaft Auf Aktien | Procede de traitement antimicrobien de matieres exposees a des attaques microbiennes |
WO2003093571A1 (fr) * | 2002-04-30 | 2003-11-13 | Cognis Ibéria, S.L. | Fibres apprêtées et structures textiles planes apprêtées |
WO2004000953A1 (fr) * | 2002-06-19 | 2003-12-31 | Thor Gmbh | Materiau d'enduction contenant des microcapsules de biocide |
JP2006001844A (ja) * | 2004-06-15 | 2006-01-05 | Tokyo Fine Chem Kk | パルプシートの防カビ方法 |
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ES2056577T3 (es) | 1990-04-27 | 1994-10-01 | Zeneca Ltd | Composicion biocida y uso. |
EP0900525A1 (fr) | 1997-08-20 | 1999-03-10 | Thor Chemie Gmbh | Composition biocide synergique |
DE10042894A1 (de) | 2000-08-31 | 2002-03-14 | Thor Chemie Gmbh | Synergistische Biozidzusammensetzung mit 2-Methylisothiazolin-3-on |
AU2003261003A1 (en) * | 2002-09-09 | 2004-03-29 | Jung-Eun Seo | Polymer article and method for manufacturing the same |
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2006
- 2006-06-30 EP EP20060116455 patent/EP1873300A1/fr active Pending
-
2007
- 2007-06-28 MX MX2008016282A patent/MX2008016282A/es unknown
- 2007-06-28 CN CNA2007800245257A patent/CN101479425A/zh active Pending
- 2007-06-28 EP EP07786889A patent/EP2038473A2/fr not_active Withdrawn
- 2007-06-28 US US12/308,551 patent/US7700502B2/en not_active Expired - Fee Related
- 2007-06-28 JP JP2009517208A patent/JP2009541610A/ja not_active Withdrawn
- 2007-06-28 AU AU2007263697A patent/AU2007263697A1/en not_active Abandoned
- 2007-06-28 WO PCT/EP2007/056492 patent/WO2008000796A2/fr active Application Filing
- 2007-06-28 BR BRPI0713948-9A patent/BRPI0713948A2/pt not_active Application Discontinuation
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EP0266909A1 (fr) * | 1986-10-06 | 1988-05-11 | Midwest Research Institute | Procédé de micro-encapsulation de produits chimiques |
WO1998018998A1 (fr) * | 1996-10-29 | 1998-05-07 | Senecal Rene E | Insecticide hydrofuge pour toile de tente |
WO2001097610A1 (fr) * | 2000-06-19 | 2001-12-27 | Henkel Kommanditgesellschaft Auf Aktien | Procede de traitement antimicrobien de matieres exposees a des attaques microbiennes |
WO2003093571A1 (fr) * | 2002-04-30 | 2003-11-13 | Cognis Ibéria, S.L. | Fibres apprêtées et structures textiles planes apprêtées |
WO2004000953A1 (fr) * | 2002-06-19 | 2003-12-31 | Thor Gmbh | Materiau d'enduction contenant des microcapsules de biocide |
JP2006001844A (ja) * | 2004-06-15 | 2006-01-05 | Tokyo Fine Chem Kk | パルプシートの防カビ方法 |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102012003943A1 (de) | 2012-02-24 | 2013-08-29 | Innovent E.V. Technologieentwicklung | Verfahren zur Herstellung antibakterieller Nanoschichten auf Faser- oder Fadenmaterialen, Stoffen oder Textilien, nach diesem Verfahren hergestelltes Erzeugnis und dessen Verwendung |
WO2013150085A1 (fr) * | 2012-04-05 | 2013-10-10 | Basf Se | Particules poreuses contenant de l'aminoplaste |
Also Published As
Publication number | Publication date |
---|---|
US20090318044A1 (en) | 2009-12-24 |
US7700502B2 (en) | 2010-04-20 |
AU2007263697A1 (en) | 2008-01-03 |
CN101479425A (zh) | 2009-07-08 |
JP2009541610A (ja) | 2009-11-26 |
MX2008016282A (es) | 2009-01-15 |
WO2008000796A2 (fr) | 2008-01-03 |
EP2038473A2 (fr) | 2009-03-25 |
WO2008000796A3 (fr) | 2008-02-14 |
BRPI0713948A2 (pt) | 2012-12-04 |
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