EP2038473A2 - Textile à traitement antimicrobien - Google Patents
Textile à traitement antimicrobienInfo
- Publication number
- EP2038473A2 EP2038473A2 EP07786889A EP07786889A EP2038473A2 EP 2038473 A2 EP2038473 A2 EP 2038473A2 EP 07786889 A EP07786889 A EP 07786889A EP 07786889 A EP07786889 A EP 07786889A EP 2038473 A2 EP2038473 A2 EP 2038473A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- textile
- microparticles
- biocidal
- active ingredient
- 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.)
- Withdrawn
Links
- 239000004753 textile Substances 0.000 title claims abstract description 98
- 230000000845 anti-microbial effect Effects 0.000 title description 10
- 230000003115 biocidal effect Effects 0.000 claims abstract description 86
- 239000011859 microparticle Substances 0.000 claims abstract description 69
- 239000003139 biocide Substances 0.000 claims abstract description 37
- 229920005989 resin Polymers 0.000 claims abstract description 33
- 239000011347 resin Substances 0.000 claims abstract description 33
- 239000004480 active ingredient Substances 0.000 claims description 48
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 39
- 229920000877 Melamine resin Polymers 0.000 claims description 31
- 229920003180 amino resin Polymers 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 18
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 11
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 8
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 claims description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 7
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 claims description 7
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 6
- 206010061217 Infestation Diseases 0.000 claims description 5
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- 239000004202 carbamide Substances 0.000 claims description 4
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- CGXBXJAUUWZZOP-UHFFFAOYSA-N formaldehyde;phenol;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.OC1=CC=CC=C1.NC1=NC(N)=NC(N)=N1 CGXBXJAUUWZZOP-UHFFFAOYSA-N 0.000 claims 1
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- 238000009833 condensation Methods 0.000 abstract description 2
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- 239000013543 active substance Substances 0.000 description 38
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- 238000002360 preparation method Methods 0.000 description 12
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- 239000000047 product Substances 0.000 description 10
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- 230000002401 inhibitory effect Effects 0.000 description 5
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- 229910001385 heavy metal Inorganic materials 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
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- 229940043810 zinc pyrithione Drugs 0.000 description 3
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- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 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
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- 238000004132 cross linking Methods 0.000 description 1
- QWJNFFYFEKXZBF-UHFFFAOYSA-N cyanocyanamide Chemical compound N#CNC#N QWJNFFYFEKXZBF-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229960003887 dichlorophen Drugs 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 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
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 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
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- 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
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- 239000011487 hemp Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
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- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 239000000178 monomer Substances 0.000 description 1
- 239000004763 nomex Substances 0.000 description 1
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- 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
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- 229920001282 polysaccharide Polymers 0.000 description 1
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- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 230000000717 retained effect 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
- 239000000377 silicon dioxide Substances 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
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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 active ingredient is enclosed in a resin based on an aminoplastic.
- 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 agents, wetting oils, lubricants, plasticizers, water repellents, antistatic agents, and / or binders or, during use, take up microbiologically degradable material, e.g. organic substances from the environment or soap residues.
- finishing agents such as e.g. Sizing agents, wetting oils, lubricants, plasticizers, water repellents, antistatic agents, and / or binders or, during use, take up 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 100 to 130 ° C. and, in order to additionally achieve adequate 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 more than 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 ingredient during the 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 ingredient denotes the substance or the substance mixture which has the biocidal effect on which the invention is based.
- the biocidal active ingredient in each case contains OIT, in addition to optionally further active ingredient, as described in more detail below is defined.
- 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 vary and be varied within wide limits, for example in the range from 100: 1 to 1: 100, preferred wise 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.
- the enclosed biocidal active ingredient as the main constituent 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 than 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 is made of the particular biocide other than OIT to the total effect of the resulting mixture.
- 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 in the context of the invention 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) , Cyan and Dicyanamid (cyanide or Dicyanamidharze), aromatic amines (aniline resins) and sulfonamides (sulfonamide resins) to understand, see Römpp, Chemie Lexikon, Thieme Verlag Stuttgart, 9, extended edition, 1995, Volume A -Cl, page 159. 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 useful starting materials in the production 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 urea-modified or phenol-modified melamine-formaldehyde resins (melamine-urea-formaldehyde resins, melamine-pheno-1-formaldehyde resins). resins).
- the microparticles containing the biocidal active ingredient may also be formed from two or more of the aforementioned aminoplast resins.
- particular care must be taken to ensure that no destruction or inhibition of the biocidal active substance occurs during the preparation. 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. In practical use, the biocidal active ingredient is released only slowed down (retarding).
- 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 can be closed or open and contain the biocidic active substance and, if appropriate, further different auxiliary substances. 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 the textiles is considerably 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 substantially smaller quantities.
- biocidal agent in the microparticles not only has the advantage of the delayed 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.
- the duration of action of the biocidal active ingredient, due to a lower rate of decomposition, is considerably prolonged.
- 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 Wirkprof ⁇ l. Often, combinations of different 3-isothiazolin-3-ones, or also of one or more 3-isothiaziolin-3-ones, are used with other known biocidal active substances (see below). among others. WO 99/08530 A, EP 0457435 A, EP 0542721 A and WO 02/17716 A). In view of the ever-increasing demands placed 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.
- Biocidal active substances enclosed in a melamine-formaldehyde resin for application in coating compositions, in particular in facade plasters, are known from WO 2004/000953 of the applicant.
- 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%, particularly preferably less than 10%, of the biocidal active ingredient escapes during the drying or the thermal after-treatment. 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 active substance in the microparticles, the biocidal activity of the biocidal active substance is retained.
- 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 (OIT) has antimicrobial properties which are desirable for the finishing of textiles.
- OIT 2-n-octyl-4-isothiazolin-3-one
- microparticles according to the invention is particularly suitable for the equipment of textiles which are used in the outdoor area, because OIT is a biocide with fungicidal and algicidal action, due to 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-Phenoxyethanolhemi- formal, phenylethyl alcohol; 5-bromo-5-nitro-l, 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-methylolurea; N, N'-dimethylolurea;benzylformal;4,4-dimethyl-1,3-oxazolidine; 1,3,5-hexahydrotriazine derivatives; Quaternary ammonium compounds such as N-alkyl-N, N-
- formaldehyde releasing agent examples include N-formals such as tetramethylolacetylenediurea; N, N'-dimethylolurea; N-methylol; Thyl dimethyl dimethylhydanto in; N-methylolchloroacetamide; Reaction products of allantoin; Glycol formals, such as ethylene glycol formal; Butyldiglykolformal; Benzylformal.
- biocidal active substances 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 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. If, according to a particular embodiment of the invention, further 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.
- a glycol for. Ethylene glycol, diethylene glycol, 1,2-propylene glycol, dipropylene glycol and tripropylene glycol, a glycol ether, e.g. Butyl glycol and butyl diglycol, a glycol ester, eg. Butyl diglycol acetate or 2,2,4-trimethylpentanediol monoisobutyrate, a polyethylene glycol, a polypropylene glycol, N, N-dimethylformamide or a mixture of 2 or more such solvents.
- the polar liquid solvent is especially water.
- nonpolar liquid solvents e.g. Aromatics, preferably xylene and toluene serve. 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 use 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 conditioning systems 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 it 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. If the enclosed or encapsulated biocidal active ingredients are not readily water-soluble, as an alternative, the partial substitution of the solvent used in the process, water, with water-miscible organic solvents can be carried out.
- 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 the apparatuses customary for condensation polymerizations. These include stirred tanks, stirred tank cascades, autoclaves, tubular 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 obtained 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.
- etherified melamine-formaldehyde condensates obtainable, preferably with small amounts of vegetable free formaldehyde such as Quecodur DM 70 (available from THOR GmbH).
- 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, pyrrugic 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 carried out 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 following examples are illustrative of both the methods and the product of the present invention, but are not intended to be in any way limiting or defining them.
- 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.
- the water was initially charged with the melamine resin. In it were stirred in polyacrylate, gum arabic, silicone defoamer and the 2-n-octyl-4-isothiazolin-3-one. The resulting mixture was heated to 90 0 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.
- Example 1 and Comparative Example 1 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.
- 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.
- the evaluation scheme for DIN 53931 (fungi-inhibiting test) is shown below.
- 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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- 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
Textile pourvu d'un principe actif biocide, caractérisé en ce qu'il contient, en tant que principe actif biocide, de la 2-n-octyl-4-isothiazolin-3-one ainsi, éventuellement, qu'un ou plusieurs autres biocides, ledit principe actif biocide étant intégré dans des microparticules d'un aminoplaste. Grâce à l'inclusion du principe actif biocide dans les microparticules, ledit principe actif biocide reste sur le textile lors du séchage et de la condensation liés au traitement. En outre, à l'utilisation, ledit principe actif biocide n'est libéré que de manière retardée et n'est pas éliminé lorsque le textile est soumis à la pluie ou mouillé, ce qui empêche ainsi qu'une grande partie du principe actif biocide s'échappe déjà pendant le traitement du textile ou soit déjà délavée après quelques contacts seulement avec de l'eau ou de la pluie auxquels sont soumis les toiles de tente, les marquises, les filtres, les capots en toile, les rideaux de douche et analogues.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07786889A EP2038473A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20060116455 EP1873300A1 (fr) | 2006-06-30 | 2006-06-30 | Textile antimicrobien |
PCT/EP2007/056492 WO2008000796A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
EP07786889A EP2038473A2 (fr) | 2006-06-30 | 2007-06-28 | Textile à traitement antimicrobien |
Publications (1)
Publication Number | Publication Date |
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EP2038473A2 true EP2038473A2 (fr) | 2009-03-25 |
Family
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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 Before (1)
Application Number | Title | Priority Date | Filing Date |
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EP20060116455 Pending EP1873300A1 (fr) | 2006-06-30 | 2006-06-30 | Textile 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) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
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DE102010018312A1 (de) | 2009-04-24 | 2010-11-04 | Chemische Werke Kluthe Gmbh | Verfahren und Erzeugnis für die biozide Behandlung eines Kühlschmierstoffs |
DE102012003943B4 (de) | 2012-02-24 | 2017-09-14 | Innovent E.V. Technologieentwicklung | Verfahren zur Herstellung antibakterieller Nanoschichten auf Fäden oder textilen Materialien in Form von Gewebe, Gewirke oder Vlies, nach diesem Verfahren hergestelltes Erzeugnis und dessen Verwendung |
AR091328A1 (es) * | 2012-04-05 | 2015-01-28 | Basf Se | Particulas porosas que comprenden aminoplastico |
CN104884704A (zh) | 2012-08-23 | 2015-09-02 | 绿色主题科技有限责任公司 | 化学棒整理方法和装置 |
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 |
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 |
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 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2004022841A1 (fr) * | 2002-09-09 | 2004-03-18 | Jung-Eun Seo | Article polymere et son procede de fabrication |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0266909A1 (fr) * | 1986-10-06 | 1988-05-11 | Midwest Research Institute | Procédé de micro-encapsulation de produits chimiques |
ES2056577T3 (es) | 1990-04-27 | 1994-10-01 | Zeneca Ltd | Composicion biocida y uso. |
CA2189078A1 (fr) * | 1996-10-29 | 1998-04-29 | Rene E. Senecal | Insecticide hydrofuge pour toile a tentes |
EP0900525A1 (fr) | 1997-08-20 | 1999-03-10 | Thor Chemie Gmbh | Composition biocide synergique |
DE10029185A1 (de) * | 2000-06-19 | 2002-01-03 | Henkel Kgaa | Verfahren zur antimikrobiellen Behandlung von durch mikrobiellen Befallgefährdeten Materialien |
DE10042894A1 (de) | 2000-08-31 | 2002-03-14 | Thor Chemie Gmbh | Synergistische Biozidzusammensetzung mit 2-Methylisothiazolin-3-on |
DK1359247T3 (da) | 2002-04-30 | 2006-02-13 | Cognis Ip Man Gmbh | Med mikrokapsler behandlede fibre og flade tekstilprodukter |
CN100344710C (zh) | 2002-06-19 | 2007-10-24 | 托尔有限公司 | 具有生物杀伤剂微胶囊的涂料 |
JP4583079B2 (ja) * | 2004-06-15 | 2010-11-17 | 東京ファインケミカル株式会社 | パルプシートの防カビ方法 |
-
2006
- 2006-06-30 EP EP20060116455 patent/EP1873300A1/fr active Pending
-
2007
- 2007-06-28 JP JP2009517208A patent/JP2009541610A/ja not_active Withdrawn
- 2007-06-28 CN CNA2007800245257A patent/CN101479425A/zh active Pending
- 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
- 2007-06-28 AU AU2007263697A patent/AU2007263697A1/en not_active Abandoned
- 2007-06-28 MX MX2008016282A patent/MX2008016282A/es unknown
- 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
Patent Citations (1)
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WO2004022841A1 (fr) * | 2002-09-09 | 2004-03-18 | Jung-Eun Seo | Article polymere et son procede de fabrication |
Also Published As
Publication number | Publication date |
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CN101479425A (zh) | 2009-07-08 |
US20090318044A1 (en) | 2009-12-24 |
US7700502B2 (en) | 2010-04-20 |
WO2008000796A3 (fr) | 2008-02-14 |
WO2008000796A2 (fr) | 2008-01-03 |
EP1873300A1 (fr) | 2008-01-02 |
BRPI0713948A2 (pt) | 2012-12-04 |
JP2009541610A (ja) | 2009-11-26 |
MX2008016282A (es) | 2009-01-15 |
AU2007263697A1 (en) | 2008-01-03 |
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