JP2013087386A - Fiber product having antiallergic activities and allergen reducing processing agent - Google Patents
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- 239000013566 allergen Substances 0.000 title claims abstract description 83
- 239000000835 fiber Substances 0.000 title claims abstract description 26
- 239000003795 chemical substances by application Substances 0.000 title claims description 38
- 238000012545 processing Methods 0.000 title claims description 27
- 230000003266 anti-allergic effect Effects 0.000 title abstract description 3
- 150000001491 aromatic compounds Chemical class 0.000 claims abstract description 35
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract description 34
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 32
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 32
- 229920000728 polyester Polymers 0.000 claims abstract description 21
- 239000011230 binding agent Substances 0.000 claims abstract description 18
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 229910052726 zirconium Inorganic materials 0.000 claims abstract description 7
- 239000004753 textile Substances 0.000 claims description 25
- 239000006185 dispersion Substances 0.000 claims description 22
- 229910000166 zirconium phosphate Inorganic materials 0.000 claims description 20
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 claims description 14
- 150000003755 zirconium compounds Chemical class 0.000 claims description 11
- -1 aromatic sulfonium salt Chemical class 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000003754 zirconium Chemical class 0.000 claims description 2
- 230000002087 whitening effect Effects 0.000 abstract description 25
- 230000000694 effects Effects 0.000 abstract description 8
- 239000004744 fabric Substances 0.000 description 51
- 239000000047 product Substances 0.000 description 43
- 238000012360 testing method Methods 0.000 description 26
- 241000218645 Cedrus Species 0.000 description 20
- 238000011156 evaluation Methods 0.000 description 20
- 238000000034 method Methods 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 230000037303 wrinkles Effects 0.000 description 14
- 229920001225 polyester resin Polymers 0.000 description 12
- 230000002779 inactivation Effects 0.000 description 11
- 239000013573 pollen allergen Substances 0.000 description 11
- 239000004645 polyester resin Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 241000218691 Cupressaceae Species 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 241000238876 Acari Species 0.000 description 7
- 244000036975 Ambrosia artemisiifolia Species 0.000 description 7
- 235000003129 Ambrosia artemisiifolia var elatior Nutrition 0.000 description 7
- 235000003484 annual ragweed Nutrition 0.000 description 7
- 235000006263 bur ragweed Nutrition 0.000 description 7
- 235000003488 common ragweed Nutrition 0.000 description 7
- 235000009736 ragweed Nutrition 0.000 description 7
- 238000002965 ELISA Methods 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 230000000415 inactivating effect Effects 0.000 description 5
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 229910001928 zirconium oxide Inorganic materials 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920005822 acrylic binder Polymers 0.000 description 2
- 208000026935 allergic disease Diseases 0.000 description 2
- 230000007815 allergy Effects 0.000 description 2
- 238000012790 confirmation Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- OERNJTNJEZOPIA-UHFFFAOYSA-N zirconium nitrate Chemical compound [Zr+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O OERNJTNJEZOPIA-UHFFFAOYSA-N 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
- IVORCBKUUYGUOL-UHFFFAOYSA-N 1-ethynyl-2,4-dimethoxybenzene Chemical compound COC1=CC=C(C#C)C(OC)=C1 IVORCBKUUYGUOL-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- DUFCMRCMPHIFTR-UHFFFAOYSA-N 5-(dimethylsulfamoyl)-2-methylfuran-3-carboxylic acid Chemical compound CN(C)S(=O)(=O)C1=CC(C(O)=O)=C(C)O1 DUFCMRCMPHIFTR-UHFFFAOYSA-N 0.000 description 1
- RNIHAPSVIGPAFF-UHFFFAOYSA-N Acrylamide-acrylic acid resin Chemical compound NC(=O)C=C.OC(=O)C=C RNIHAPSVIGPAFF-UHFFFAOYSA-N 0.000 description 1
- VMYXVJASSBAHHD-UHFFFAOYSA-N CCCCOC=C(CO)C(N)=O Chemical compound CCCCOC=C(CO)C(N)=O VMYXVJASSBAHHD-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 241000617482 Kiwa Species 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 229920001665 Poly-4-vinylphenol Polymers 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 229920000491 Polyphenylsulfone Polymers 0.000 description 1
- 241000555745 Sciuridae Species 0.000 description 1
- 241000533293 Sesbania emerus Species 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229940069765 bean extract Drugs 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 1
- 235000005487 catechin Nutrition 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 229950001002 cianidanol Drugs 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002924 oxiranes Chemical group 0.000 description 1
- CMOAHYOGLLEOGO-UHFFFAOYSA-N oxozirconium;dihydrochloride Chemical compound Cl.Cl.[Zr]=O CMOAHYOGLLEOGO-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- AZOOXWWPWARTFV-UHFFFAOYSA-N zirconium hydrochloride Chemical compound Cl.[Zr] AZOOXWWPWARTFV-UHFFFAOYSA-N 0.000 description 1
- ZXAUZSQITFJWPS-UHFFFAOYSA-J zirconium(4+);disulfate Chemical compound [Zr+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZXAUZSQITFJWPS-UHFFFAOYSA-J 0.000 description 1
Abstract
Description
本発明は、スギ、ヒノキ、ブタクサなどの花粉やダニに起因するアレルゲン物質を不活性化する効果（抗アレルゲン性）を有する繊維製品に関する。より詳しくは、抗アレルゲン性を有し、白化、チョークマーク、キワつき等が生じにくく、摩擦耐久性に優れたポリエステル繊維製品、および当該繊維製品を製造するための加工剤に関する。 The present invention relates to a textile product having an effect (antiallergenicity) of inactivating allergen substances caused by pollen and ticks such as cedar, cypress and ragweed. More specifically, the present invention relates to a polyester fiber product that has antiallergenic properties, is less likely to cause whitening, chalk marks, wrinkles, and the like, and has excellent friction durability, and a processing agent for producing the fiber product.
スギ、ヒノキなどの花粉やダニに起因するアレルゲン物質を不活性化する効果を有する加工剤として、（１）カテキン（エビ、茶の抽出物）、オリーブ抽出物、コーヒー豆抽出物、ハーブ抽出物などの天然成分の抗アレルゲン剤、（２）カルシウム系、アルミニウム系、亜鉛系、ジルコニウム系、ランタン系などの無機系の抗アレルゲン剤、（３）ポリフェノール系、アミノ酸系、フタロシアニン系などの有機系の抗アレルゲン剤が知られている。
したがって、布帛等の繊維製品に抗アレルゲン性を付与したい場合、これらの抗アレルゲン剤を布帛に付着させることが考えられるが、これらの抗アレルゲン剤は、いずれもそのまま布帛表面に処理した場合、白化およびチョークマーク、キワつきを発生することがある。
そこで、このような問題を解決するために、バインダー（樹脂）を使用して、薬剤を樹脂固定することが考えられるが、樹脂の乳化分散剤の量や種類によって、難燃性が阻害されたり、逆に、白化およびチョークマーク、キワつきが発生しやすく成るなどの問題を生ずることがある。
As a processing agent that has the effect of inactivating pollen and mite allergen substances such as cedar and cypress, (1) catechin (shrimp, tea extract), olive extract, coffee bean extract, herb extract (2) Inorganic antiallergens such as calcium, aluminum, zinc, zirconium and lanthanum, (3) Organics such as polyphenols, amino acids and phthalocyanines Anti-allergens are known.
Therefore, when it is desired to impart anti-allergen properties to a textile product such as a fabric, it may be possible to attach these anti-allergen agents to the fabric. However, when these anti-allergen agents are all treated directly on the fabric surface, they are whitened. In addition, chalk marks and wrinkles may occur.
Therefore, in order to solve such problems, it is conceivable to fix the drug by using a binder (resin). However, the flame retardancy may be hindered depending on the amount and type of the emulsifying dispersant of the resin. Conversely, problems such as whitening, chalk marks, and wrinkles are likely to occur.
例えば、特許文献１及び特許文献２などには、花粉によるアレルギーの発生を抑制するための繊維加工剤として、酸化ジルコニウムを使用することが開示されているが、酸化ジルコニウムでは、ダニアレルギーに対する十分な抗アレルギー性を得にくく、また、加工布帛に対して白化やキワつきなどの問題を生じやすいものであった。更に、ダニや花粉などのアレルゲン物質を吸着補集するための抗アレルゲン剤として、特許文献３には、フェノール性水酸基を有する非水溶性高分子、ポリ−４−ビニルフェノールが開示されているが、この使用では熱及び光による変色などに問題があった。 For example, Patent Document 1 and Patent Document 2 disclose that zirconium oxide is used as a fiber processing agent for suppressing the occurrence of allergy due to pollen, but zirconium oxide is sufficient for mite allergy. It is difficult to obtain antiallergic properties, and problems such as whitening and wrinkles tend to occur on the processed fabric. Further, Patent Document 3 discloses a water-insoluble polymer having a phenolic hydroxyl group, poly-4-vinylphenol, as an antiallergen agent for adsorbing and collecting allergen substances such as mites and pollen. This use has a problem in discoloration due to heat and light.
本件出願人らは、上記問題を解決するために、繊維製品に対するアレルゲン低減加工剤に係る発明を完成し、特許出願を行っている（特願２０１１−０４９８２２号）。当該発明によれば、白化、チョークマーク等を抑制しながら、アレルゲン物質を十分に不活性化することができる。しかしながら、前記特許出願の実施例に記載した処方を使用して布帛を加工した場合、布帛の摩擦堅牢度（摩擦耐久性）が十分とは言えないという問題があった。摩擦堅牢度が低い布帛を、自動車のシート布のように、人の衣服などで頻繁に摩擦されるものに使用した場合、前記布帛から衣服などへ色移りするおそれがある。したがって、特に前記布帛が、濃色の布帛や濃色の樹脂プリント（模様）を施した布帛である場合、摩擦が生じやすい用途に使用し辛いという問題があった。そのため、白化等が生じにくいだけでなく、高い摩擦堅牢度を有する抗アレルゲン性繊維製品が望まれていた。 In order to solve the above-mentioned problems, the present applicants have completed an invention relating to an allergen-reducing processing agent for fiber products and have filed a patent application (Japanese Patent Application No. 2011-049822). According to the invention, it is possible to sufficiently inactivate allergen substances while suppressing whitening, chalk marks, and the like. However, when the fabric is processed using the formulation described in the examples of the patent application, there is a problem that the friction fastness (friction durability) of the fabric is not sufficient. When a fabric with low friction fastness is used for a fabric that is frequently rubbed by a person's clothes such as a seat cloth of an automobile, there is a risk of color transfer from the cloth to the clothes. Therefore, in particular, when the fabric is a dark fabric or a fabric with a dark resin print (pattern), there is a problem that it is difficult to use in applications where friction is likely to occur. Therefore, there has been a demand for an anti-allergenic fiber product that not only hardly causes whitening but also has high friction fastness.
本発明の課題は、上述した問題点を解決することであり、スギ、ヒノキ、ブタクサなどの花粉やダニに起因するアレルゲン物質を十分に不活性化する効果を有するとともに、白化、チョークマークおよびキワつきが生じにくく、優れた摩擦堅牢度を有する繊維製品を提供すること、および前記繊維製品を製造するためのアレルゲン低減加工剤を提供することを課題とする。 An object of the present invention is to solve the above-described problems, and has an effect of sufficiently inactivating allergen substances caused by pollen and ticks such as cedar, cypress and ragweed, as well as whitening, chalk marks and kiwa. It is an object of the present invention to provide a fiber product that hardly causes sticking and has excellent friction fastness, and to provide an allergen-reducing processing agent for producing the fiber product.
本発明では、アレルゲン抑制効果のあるジルコニウム系化合物とスルホニル基を有する芳香族化合物を併用することで、ポリエステル繊維製品に、白化、チョークマークおよびキワつきを抑制しながら、ダニアレルゲンや、スギ、ヒノキ、ブタクサなどの花粉アレルゲンを十分に不活性化する効果を付与することに成功した。また、前記化合物を繊維製品に固定するためのバインダーとして、アクリル系樹脂を使用することにより、摩擦耐久性を向上させることに成功した。 In the present invention, by using together a zirconium-based compound having an allergen-inhibiting effect and an aromatic compound having a sulfonyl group, the polyester fiber product is suppressed from whitening, chalk marks and wrinkles, while mite allergens, cedar and cypress are suppressed. , Succeeded in providing an effect of sufficiently inactivating pollen allergens such as ragweed. Moreover, it succeeded in improving friction durability by using acrylic resin as a binder for fixing the said compound to textiles.
すなわち、本発明は、抗アレルゲン性を有する繊維製品であって、ポリエステル繊維製品に、バインダーを介して、抗アレルゲン性を有するジルコニウム系化合物とスルホニル基を有する芳香族化合物が、１〜６ｇ／ｍ２：０．０５〜１．５ｇ／ｍ２の割合で付着されていること、および、前記バインダーがアクリル系樹脂であって、０．０５〜０．２５ｇ／ｍ２の量で付着されていることを特徴とする。 That is, the present invention is a textile product having antiallergenicity, and the polyester fiber product contains 1-6 g / m of a zirconium compound having antiallergenicity and an aromatic compound having a sulfonyl group via a binder. 2: that is attached at a rate of 0.05 to 1.5 g / m 2, and the binder is an acrylic resin, is attached in an amount of 0.05~0.25g / m 2 It is characterized by that.
また、本発明は、前記繊維製品を製造するためのアレルゲン低減加工剤であって、前記ジルコニウム系化合物と、前記スルホニル基を有する芳香族化合物と、前記アクリル系樹脂を、１〜６：０．０５〜１．５：０．０５〜０．２５の重量比率で併含する水性分散体であることを特徴とする。 Moreover, this invention is an allergen reduction processing agent for manufacturing the said textiles, Comprising: The said zirconium type compound, the aromatic compound which has the said sulfonyl group, and the said acrylic resin are 1-6: 0. It is an aqueous dispersion which is contained together in a weight ratio of 05 to 1.5: 0.05 to 0.25.
本発明に係る繊維製品は、ジルコニウム系化合物とスルホニル基を有する芳香族化合物が、１〜６ｇ／ｍ２：０．０５〜１．５ｇ／ｍ２の割合で付着されていることによって、様々な花粉アレルゲンやダニアレルゲンを十分に不活性化することができるとともに、白化、キワつき、チョークマーク等が生じにくい。
さらに、前記化合物を繊維製品に固定するバインダーとして、アクリル系バインダーが使用されていること、並びに、その付着量が０．０５〜０．２５ｇ／ｍ２の範囲に調節されていることにより、高い摩擦堅牢度を有する。
Textile product according to the present invention, the aromatic compound having a zirconium compound and a sulfonyl group, 1 to 6 g / m 2: by being deposited at a rate of 0.05 to 1.5 g / m 2, a variety of Pollen allergens and mite allergens can be sufficiently inactivated, and whitening, wrinkles, chalk marks and the like are less likely to occur.
Furthermore, it is high because an acrylic binder is used as a binder for fixing the compound to a textile product, and the amount of adhesion is adjusted to a range of 0.05 to 0.25 g / m 2. Has fastness to friction.
また、本発明の加工剤によれば、布帛などのポリエステル繊維製品に、白化、チョークマーク、キワつきを抑制しながら、花粉やダニ等のアレルゲン物質を十分に不活性化する効果を付与することができ、且つ、優れた摩擦堅牢度を有する繊維製品を得ることができる。 In addition, according to the processing agent of the present invention, it is possible to impart an effect of sufficiently inactivating allergen substances such as pollen and mites to polyester fiber products such as fabrics while suppressing whitening, chalk marks, and wrinkles. And a fiber product having excellent friction fastness can be obtained.
本発明において、ジルコニウム系化合物としては、一般にアレルゲン抑制剤として公知のものがいずれも使用できる。例えば、酸化ジルコニウム、リン酸ジルコニウム、硫酸ジルコニウム、水酸化ジルコニウム、塩酸ジルコニウム、オキシ塩化ジルコニウム、硝酸ジルコニウム、酢酸ジルコニウム等がいずれも使用できるが、酸化ジルコニウム又はリン酸ジルコニウムの使用が好ましく、特にリン酸ジルコニウムの使用が好適である。 In the present invention, as the zirconium compound, any known allergen inhibitor can be used. For example, any of zirconium oxide, zirconium phosphate, zirconium sulfate, zirconium hydroxide, zirconium hydrochloride, zirconium oxychloride, zirconium nitrate, zirconium acetate, etc. can be used, but the use of zirconium oxide or zirconium phosphate is preferred, and phosphoric acid is particularly preferred. The use of zirconium is preferred.
また、スルホニル基を有する芳香族化合物としては、ポリスルホン、ポリエーテルスルホン、ポリアリルスルホン、ポリフェニルスルホン、芳香族スルホニウム塩を含む重合体などがいずれも使用できる。 As the aromatic compound having a sulfonyl group, any of polysulfone, polyethersulfone, polyallylsulfone, polyphenylsulfone, a polymer containing an aromatic sulfonium salt, and the like can be used.
本発明に係る繊維製品は、抗アレルゲン性を有するジルコニウム系化合物とスルホニル基を有する芳香族化合物（以下、両者を抗アレルゲン剤とも称する）が、１〜６ｇ／ｍ２：０．０５〜１．５ｇ／ｍ２の割合で付着されていることで、ダニや花粉に対して優れた抗アレルゲン効果を発揮できるとともに、キワ付き、白化、チョークマーク等が生じにくい。
ジルコニウム系化合物とスルホニル基を有する芳香族化合物のより好ましい付着割合は、１．０〜３．５ｇ／ｍ２：０．１〜０．４ｇ／ｍ２程度であり、特に好ましい付着割合は、１．０〜３．０ｇ／ｍ２：０．１２〜０．３３ｇ／ｍ２である。
In the fiber product according to the present invention, an zirconium compound having antiallergenic properties and an aromatic compound having a sulfonyl group (hereinafter, both are also referred to as antiallergen agents) are 1 to 6 g / m 2 : 0.05 to 1. By adhering at a rate of 5 g / m 2 , an excellent anti-allergen effect against mites and pollen can be exhibited, and creases, whitening, chalk marks, and the like are less likely to occur.
The more preferable adhesion ratio of the zirconium compound and the aromatic compound having a sulfonyl group is about 1.0 to 3.5 g / m 2 : 0.1 to 0.4 g / m 2 , and the particularly preferable adhesion ratio is 1 .0~3.0g / m 2: a 0.12~0.33g / m 2.
また、本発明に係る繊維製品では、前記抗アレルゲン剤が繊維製品に付着され易い様に、バインダーとして、アクリル系樹脂が使用される。繊維製品に対するアクリル系樹脂の付着量は０．０５〜０．２５ｇ／ｍ２の範囲に調節する必要がある。本発明において、アクリル系樹脂の付着量は非常に重要であり、付着量が０．２５ｇ／ｍ２を超える場合は、所望の摩擦耐久性を得ることができず、且つ繊維製品の難燃性が低下する。他方、アクリル系樹脂の付着量が０．０５ｇ／ｍ２未満の場合は、抗アレルゲン剤を繊維製品に十分に固定することができない。
繊維製品に対するより好ましいアクリル系樹脂の付着量は、０．０７〜０．２２ｇ／ｍ２であり、特に好ましい付着量は０．０９〜０．２ｇ／ｍ２である。
In the textile product according to the present invention, an acrylic resin is used as a binder so that the anti-allergen agent is easily attached to the textile product. It is necessary to adjust the adhesion amount of the acrylic resin to the textile product in the range of 0.05 to 0.25 g / m 2 . In the present invention, the adhesion amount of the acrylic resin is very important. When the adhesion amount exceeds 0.25 g / m 2 , desired friction durability cannot be obtained, and the flame retardancy of the textile product Decreases. On the other hand, when the adhesion amount of the acrylic resin is less than 0.05 g / m 2 , the anti-allergen agent cannot be sufficiently fixed to the fiber product.
The more preferable adhesion amount of the acrylic resin to the textile product is 0.07 to 0.22 g / m 2 , and the particularly preferable adhesion amount is 0.09 to 0.2 g / m 2 .
前記アクリル系樹脂としては、通常の加工用の樹脂がいずれも使用できるが、特に、ブチルアクリレートおよび／またはエチルアクリレートを７０％以上含むものが、繊維製品表面に固定化させたときの繊維製品の柔らかさの観点から好ましく、また、前記アクリル系樹脂は、架橋性モノマーとして、エポキシド基、アミノ基、カルボキシル基、ヒドロキシル基もしくはアミド基などの官能基を有するアクリル系モノマー（ｎ−ブトキシメチロールアクリルアミド、メタクリル酸グリシジル、ジアセトンアクリレートアクリルアミド、ｎ−メチロールアクリルアミドなど）を１〜１０％含むことが、アクリル樹脂の皮膜強度の強さの点から好ましい。前記％は、アクリル系樹脂を構成するモノマーの成分比に基づく％を意味する。
特に、前記アクリル系樹脂は、ガラス転移点が−３０℃〜−５℃のものが好ましい。これは、繊維製品表面に固定化させたときに、繊維製品の柔らかさを保つことができるためである。ガラス転移点は、示差走査型熱量分析（ＤＳＣ）により測定することができる。
As the acrylic resin, any of ordinary processing resins can be used. In particular, a resin containing 70% or more of butyl acrylate and / or ethyl acrylate is a fiber product when immobilized on the surface of the fiber product. From the viewpoint of softness, the acrylic resin is preferably an acrylic monomer having a functional group such as an epoxide group, amino group, carboxyl group, hydroxyl group or amide group (n-butoxymethylolacrylamide, 1-10% of glycidyl methacrylate, diacetone acrylate acrylamide, n-methylol acrylamide, etc.) is preferable from the viewpoint of the strength of the acrylic resin film strength. Said% means% based on the component ratio of the monomer which comprises acrylic resin.
In particular, the acrylic resin preferably has a glass transition point of −30 ° C. to −5 ° C. This is because the softness of the fiber product can be maintained when it is fixed on the surface of the fiber product. The glass transition point can be measured by differential scanning calorimetry (DSC).
なお、前記ジルコニウム系化合物と前記スルホニル基を有する芳香族化合物はいずれも、粒状であるのが好ましく、例えば平均粒子径０．３〜２．０μｍの粒状物であることが好ましい。
これらの抗アレルゲン剤を繊維製品に付着させるためには、抗アレルゲン剤とアクリル系樹脂を含む水性分散体（水性ペースト又は水性分散液）からなる加工剤を調製し、繊維製品を処理することが好ましい。なお、平均粒子径が０．３μｍ未満では、再凝縮し、安定したペースト又は分散液に調製し難く、２．０μｍを超えると、白化を効果的に防止できる加工剤を得難いものとなる。上記平均粒子径は、散乱式粒子径分布測定装置（例えば、散乱式粒子径分布測定装置LA-950[堀場製作所製]）を用いて測定することができる。
The zirconium-based compound and the sulfonyl group-containing aromatic compound are both preferably in the form of granules, for example, preferably in the form of granules having an average particle size of 0.3 to 2.0 μm.
In order to attach these anti-allergen agents to a textile product, a processing agent comprising an aqueous dispersion (aqueous paste or aqueous dispersion) containing the anti-allergen agent and an acrylic resin is prepared, and the textile product is treated. preferable. When the average particle size is less than 0.3 μm, it is difficult to recondense and prepare a stable paste or dispersion, and when it exceeds 2.0 μm, it is difficult to obtain a processing agent that can effectively prevent whitening. The average particle size can be measured using a scattering type particle size distribution measuring device (for example, a scattering type particle size distribution measuring device LA-950 [manufactured by Horiba, Ltd.]).
前記加工剤（水性分散体）において、前記ジルコニウム系化合物と、前記スルホニル基を有する芳香族化合物と、前記アクリル系樹脂の混合割合は、重量比率で１〜６：０．０５〜１．５：０．０５〜０．２５であることが好ましい。
なお、本発明の加工剤は、繊維製品にパディングまたはディッピング、コーティング等の方法で適用し、加熱乾燥すればよいが、ディッピング処理する場合の加工剤における上記ジルコニウム系化合物と芳香族化合物の合計割合は０．４〜５．５重量％であるのが好ましく、１〜５重量％であるのがより好ましく、特に１．５〜４重量％程度であるのが好ましい。また、加工剤中のアクリル樹脂の量は０．０１〜０．５０重量％程度であるのが好まく、０．０３〜０．３０重量％程度であるのがより好ましい。なお、この濃度は実際に処理を行う際の濃度（最終濃度）である。本発明に係る加工剤は、濃縮状態のものを製造しておき、使用する際、上記濃度に希釈して用いてもよい。例えば、上記濃度の２〜７０倍程度の濃縮液を製造しておき、使用時に水で２〜７０倍程度に希釈して使用することができる。
In the processing agent (aqueous dispersion), the mixing ratio of the zirconium compound, the aromatic compound having a sulfonyl group, and the acrylic resin is 1 to 6: 0.05 to 1.5: It is preferable that it is 0.05-0.25.
The processing agent of the present invention may be applied to a fiber product by padding or dipping, coating, etc., and dried by heating. However, the total proportion of the zirconium compound and aromatic compound in the processing agent when dipping is used. Is preferably 0.4 to 5.5% by weight, more preferably 1 to 5% by weight, and particularly preferably about 1.5 to 4% by weight. Further, the amount of the acrylic resin in the processing agent is preferably about 0.01 to 0.50% by weight, more preferably about 0.03 to 0.30% by weight. This density is a density (final density) at the time of actual processing. The processing agent according to the present invention may be prepared in a concentrated state and diluted to the above concentration when used. For example, a concentrated solution having a concentration of about 2 to 70 times the above concentration can be prepared, and diluted to about 2 to 70 times with water when used.
本発明の加工剤は、例えば、布帛に、ディッピング処理した後、１２０〜１７０℃で乾燥することが好ましい。１２０℃以上で乾燥することにより、アクリル樹脂が皮膜を形成しやすくなるため、摩擦堅牢度の悪化を効果的に防止でき、１７０℃以下、特に１５０℃以下で乾燥することにより、繊維製品が染料で染まっている場合でも、アクリル樹脂による繊維製品からの染料の引き出しによる摩擦堅牢度の悪化、白化、キワつきなどが効果的に防止でき、しかも抗ダニアレルゲン性及び抗花粉アレルゲン性共に非常に優れた効果を付与できる。 For example, the processing agent of the present invention is preferably dried at 120 to 170 ° C. after dipping the fabric. By drying at 120 ° C. or higher, the acrylic resin can easily form a film, so that deterioration of the fastness to friction can be effectively prevented. By drying at 170 ° C. or lower, particularly 150 ° C. or lower, the textile product is dye Even if it is dyed, it is possible to effectively prevent deterioration of friction fastness, whitening, wrinkles, etc. by pulling out the dye from the textile product with acrylic resin, and it is also excellent in both anti-dania allergenicity and anti-pollen allergenicity Effects can be imparted.
次に、試験例および実施例を掲げて、本発明を更に詳しく説明するが、本発明は実施例に限られるものではない。 Next, the present invention will be described in more detail with reference to test examples and examples, but the present invention is not limited to the examples.
試験例および実施例における性能評価における測定法は下記の通りである。
＜アレルゲン不活性率測定法＞
Ａ法：抗アレルゲン剤の性能評価法（ダニ又はスギ）
ダニ又はスギ花粉アレルゲン懸濁液１ｍｌに評価試料（１０％水分散品）１５０μｌを滴下し、１時間経過後、ｐＨを中性に調整した液を評価液とし、この液中のダニ又はスギ花粉アレルゲン量をＥＬＩＳＡ法により測定し、蒸留水＋アレルゲン懸濁液のアレルゲン量と比較することでアレルゲン低減率を求めた（下記式参照）。
（懸濁液＋蒸留水のアレルゲン量−評価液のアレルゲン量）÷（懸濁液＋蒸留水のアレルゲン量）×１００
＊初期アレルゲン量：ダニ約３７０ｎｇ、スギ花粉約１０ｎｇ
なお、記載するダニアレルゲン量とは、Ｄｅｒｆ II 量から換算した総タンパク量を示す。スギ花粉アレルゲン量としてはＣｒｙｊ I 量を示す。
The measurement methods in the performance evaluation in the test examples and examples are as follows.
<Allergen inactivity measurement method>
Method A: Performance evaluation method of anti-allergen agent (tick or cedar)
150 ml of an evaluation sample (10% aqueous dispersion) is dropped into 1 ml of a mite or cedar pollen allergen suspension, and after 1 hour, the liquid whose pH is adjusted to neutral is used as an evaluation liquid, and mite or cedar pollen in this liquid The allergen amount was measured by ELISA, and the allergen reduction rate was determined by comparing with the allergen amount of distilled water + allergen suspension (see the following formula).
(Suspension + Distilled water allergen amount-Evaluation solution allergen amount) ÷ (Suspension + Distilled water allergen amount) x 100
* Initial allergen amount: about 370 ng mites, about 10 ng cedar pollen
In addition, the mite allergen amount to be described indicates the total protein amount converted from the Derf II amount. The amount of Cryj I is shown as the amount of cedar pollen allergen.
Ｂ法：抗アレルゲン加工品の不活性率測定方法（ブタクサ）
試験管に５ｃｍ×５ｃｍの評価用サンプルを投入し、ブタクサアレルゲン７０ｎｇ／ｍｌに調整した溶液を、１．０ｍｌ滴下し、３７℃温度条件下で２４時間養生させた。その液中のアレルゲン量をＥＬＩＳＡ法により測定し、投入したアレルゲンに対し、養生後に測定したアレルゲン量から低減したアレルゲン量を算出し、これを不活性率として算出する。
Method B: Method for measuring the inactivity of anti-allergen processed products (ragweed)
A sample for evaluation of 5 cm × 5 cm was put into a test tube, 1.0 ml of a solution adjusted to ragweed allergen 70 ng / ml was dropped, and the mixture was allowed to cure at 37 ° C. for 24 hours. The amount of allergen in the liquid is measured by the ELISA method, the amount of allergen reduced from the amount of allergen measured after curing is calculated for the input allergen, and this is calculated as the inactivation rate.
Ｃ法：抗アレルゲン加工品の不活性率測定方法（ダニまたはスギ）
試験管に５ｃｍ×２．５ｃｍの評価用サンプルを投入し、ダニアレルゲン４７ｎｇ／ｍｌ又はスギアレルゲン６．７ｎｇ／ｍｌに調整した溶液を、２．２５ｍｌ滴下し、１７時間養生させた。その液中のアレルゲン量をＥＬＩＳＡ法により測定し、投入したアレルゲンに対し、養生後に測定したアレルゲン量から低減したアレルゲン量を算出し、これを不活性率として算出する。
なお、ダニアレルゲン量とは、Ｄｅｒｆ II 量から換算した総タンパク量、スギ花粉アレルゲン量としてはＣｒｙｊ I 量を示す。
Method C: Method for measuring the inactivity of anti-allergen processed products (ticks or cedar)
A sample for evaluation of 5 cm × 2.5 cm was put into a test tube, and 2.25 ml of a solution adjusted to mite allergen 47 ng / ml or squirrel allergen 6.7 ng / ml was dropped and allowed to cure for 17 hours. The amount of allergen in the liquid is measured by the ELISA method, the amount of allergen reduced from the amount of allergen measured after curing is calculated for the input allergen, and this is calculated as the inactivation rate.
The mite allergen amount refers to the total protein amount converted from the Derf II amount, and the cedar pollen allergen amount refers to the Cryj I amount.
Ｄ法：抗アレルゲン加工品の不活性率測定方法（ヒノキ）
ポリ容器に５ｃｍ×４ｃｍの評価用サンプルとイオン交換水を入れ、２７℃で２時間振とう洗浄後、５０℃で一晩乾燥させた後、試験管に評価用サンプルを投入し、ヒノキ花粉１０ｍｇ／ｍｌに調整した溶液を１．０ｍｌ滴下し、１時間接触後、遠心分離により遠沈し、上澄み液をＥＬＩＳＡ法により測定し、投入したアレルゲンに対し、養生後に測定したアレルゲン量から低減したアレルゲン量を算出し、これを不活性率として算出する。
なお、ヒノキは花粉を使用し、別途花粉に含まれるアレルゲン量の測定結果を利用するものとする。
Method D: Method for measuring inertness of processed anti-allergen (Japanese cypress)
Put a 5cm x 4cm sample for evaluation and ion-exchanged water in a plastic container, wash with shaking at 27 ° C for 2 hours, and dry overnight at 50 ° C. Then, put the sample for evaluation into a test tube and add 10mg cypress pollen. 1.0 ml of the solution adjusted to / ml was added dropwise, contacted for 1 hour, centrifuged by centrifugation, the supernatant was measured by ELISA, and the allergen reduced from the amount of allergen measured after curing with respect to the allergen charged. The amount is calculated and this is calculated as the inactivity rate.
In addition, cypress uses pollen, and shall use the measurement result of the allergen amount contained in pollen separately.
Ｅ法：抗アレルゲン加工品の不活性率測定方法（ダニまたはスギ）
試験管に５ｃｍ×５ｃｍの評価用サンプルを投入し、ダニアレルゲン３３ｎｇ／ｍｌ又はスギ花粉アレルゲン１２ｎｇ／ｍｌに調整した溶液を１ｍｌ投入し、ダニアレルゲンは８時間、スギ花粉アレルゲンは２４時間養生させた。その溶液中のアレルゲン量をＥＬＩＳＡ法により測定し、下記の式により不活化率を算出した。
不活化率＝(未加工布のアレルゲン濃度−加工品のアレルゲン濃度）÷未加工布のアレルゲン濃度×１００
なお、ダニアレルゲン量とは、Ｄｅｒｆ II量から換算した総タンパク量、スギ花粉アレルゲン量としてはＣｒｙｊ Iを示す。
Method E: Method for measuring the inactivity rate of anti-allergen processed products (tick or cedar)
A test sample of 5 cm × 5 cm was put into a test tube, and 1 ml of a solution adjusted to mite allergen 33 ng / ml or cedar pollen allergen 12 ng / ml was added, and mite allergen was cured for 8 hours and cedar pollen allergen was cured for 24 hours. . The amount of allergen in the solution was measured by ELISA, and the inactivation rate was calculated by the following formula.
Inactivation rate = (Allergen concentration of unprocessed fabric−Allergen concentration of processed product) ÷ Allergen concentration of unprocessed fabric × 100
The amount of mite allergen refers to the total amount of protein converted from the amount of Derf II, and Cryj I as the amount of cedar pollen allergen.
Ｆ法：抗アレルゲン加工品のアレルゲン擦り付け後の不活化率測定方法（ダニまたはスギ）
１３ｃｍ×１３ｃｍの評価用サンプルの上にダニアレルゲン約８５ｎｇ／ｍｌを含むゴミ塵、又は、スギ花粉アレルゲン約７７２ｎｇ／ｍｌを含むスギ花粉を撒き、ユニバーサル型摩耗試験機（島津製作所製）にて８０回摩耗後の評価用サンプルのアレルゲン量をＥＬＩＳＡ法により測定し、下記の式により不活化率を算出した。
不活化率＝(未加工布のアレルゲン濃度−加工品のアレルゲン濃度）÷未加工布のアレルゲン濃度×１００
摩耗子としてはポリエステル白布(ＪＩＳ０８０３)を使用した。
なお、ダニアレルゲン量とは、Ｄｅｒｆ II量から換算した総タンパク量、スギ花粉アレルゲン量としてはＣｒｙｊ Iを示す。
Method F: Method for measuring inactivation rate after rubbing allergen of anti-allergen processed product (tick or cedar)
Scatter dust dust containing about 85 ng / ml of mite allergen or cedar pollen containing about 772 ng / ml of cedar pollen allergen on a 13 cm × 13 cm evaluation sample, and 80 with a universal wear tester (manufactured by Shimadzu Corporation). The amount of allergen in the sample for evaluation after recoating was measured by the ELISA method, and the inactivation rate was calculated by the following formula.
Inactivation rate = (Allergen concentration of unprocessed fabric−Allergen concentration of processed product) ÷ Allergen concentration of unprocessed fabric × 100
A polyester white cloth (JIS0803) was used as the wearer.
The amount of mite allergen refers to the total amount of protein converted from the amount of Derf II, and Cryj I as the amount of cedar pollen allergen.
難燃性能
燃焼試験（ＪＩＳ Ｄ１２０１，ＩＳＯ ３７９５）により、燃焼速度８０ｍｍ／分以下を良好と判断した。
A flame rate of 80 mm / min or less was judged to be good by a flame-retardant performance combustion test (JIS D1201, ISO 3795).
キワつき試験
加工布表面に精製水５ｍｌを滴下後、２４時間自然乾燥後に、キワつき（色変化）の有無を級判定した。
判定 内容
・５級 全く色の変化が無い
・４級 ほとんど色の変化がわからない
・３級 やや色に変化がみられる
・２級 容易に色の変化がみられる
・１級 色の変化が著しい
Test for wrinkles After dropping 5 ml of purified water on the surface of the processed cloth, it was air-dried for 24 hours, and the presence or absence of wrinkles (color change) was determined.
Judgment details
・ 5th grade No color change ・ 4th grade Almost no color change ・ 3rd grade Some color change ・ 2nd grade Color change easily seen ・ 1st grade color change is remarkable
白化確認試験
黒色に染色したポリエステル布帛（ブランク）を用い、各レサイプで抗アレルゲン加工を施したサンプルについて、ブランクとの色の変化（白さ）を級判定した。
判定 内容
・５級 全く色の変化が無い
・４級 ほとんど色の変化がわからない
・３級 やや色に変化がみられる
・２級 容易に色の変化がみられる
・１級 色の変化が著しい
Whitening confirmation test A polyester fabric dyed in black (blank) was used, and the color change (whiteness) from the blank was graded for the samples subjected to anti-allergen processing in each recipe.
Judgment details
・ 5th grade No color change ・ 4th grade Almost no color change ・ 3rd grade Some color change ・ 2nd grade Color change easily seen ・ 1st grade color change is remarkable
チョークマーク確認試験
黒色に染色したポリエステル布帛（ブランク）を用い、各レサイプで抗アレルゲン加工を施したサンプルに対し、表面を爪で軽くこすり、傷による白化の程度を確認し、級判定した。
判定 内容
・５級 全く色の変化が無い
・４級 ほとんど色の変化がわからない
・３級 やや色に変化がみられる
・２級 容易に色の変化がみられる
・１級 色の変化が著しい
Chalk mark confirmation test Using a polyester fabric dyed in black (blank), the surface was lightly rubbed with a nail on a sample subjected to anti-allergen processing with each recipe, and the degree of whitening due to scratches was confirmed and graded.
Judgment details
・ 5th grade No color change ・ 4th grade Almost no color change ・ 3rd grade Some color change ・ 2nd grade Color change easily seen ・ 1st grade color change is remarkable
耐熱性能
８０℃×２００時間処理後の変色を確認
Heat resistance 80 ° C x 200 hours after discoloration confirmed
耐光性能
キセノン８０ＭＪの評価
Evaluation of light resistance xenon 80MJ
摩擦堅牢度
ＪＩＳ Ｌ０８４９に準じ、水に変えてＪＩＳ Ｌ０８４８に規定するアルカリ性人工汗液を使用し、汚染用グレースケール（ＪＩＳ Ｌ０８０５に準拠）を用いて、級判定した。
Friction fastness According to JIS L0849, the water was replaced with water, and an alkaline artificial sweat specified in JIS L0848 was used, and a grade was determined using a gray scale for contamination (conforming to JIS L0805).
［試験例１］抗アレルゲン剤の選定
（１）表１の各薬剤１．５ｇを水と混合し、水分散体１０００ｍｌを作液し、薬剤が水に完全に溶解したものは耐水溶解性×とした。
（２）耐水溶解性が△（水に溶け難い）または○（水に溶けない）である薬剤の水分散体にＡ３サイズのポリエステルニット（ポリエステル１００％、目付３６０ｇ／ｍ２）を浸漬し、次いで、ロール間圧力３．０ｋｇｆ／ｃｍ２のマングルで絞り（絞り率６５％）、１５０℃×３分間の乾燥を行った。
また、耐水溶解性が×である薬剤のいくつかについても、同じ処理を行った。
（３）このようにして得た加工布帛について、ダニアレルゲン量とスギ花粉アレルゲン量の測定［抗アレルゲン剤の性能評価法（Ａ法）による］、耐熱性能及び耐光性能の測定をした。
これらの試験結果を、表１に示す。
なお、各実施例において使用したスルホニル基を有する芳香族化合物は、芳香族スルホニウム塩を含む重合体（積水化学工業社製のＳＳＰＡ−ＷＮ）である。
[Test Example 1] Selection of anti-allergen agent (1) 1.5 g of each drug shown in Table 1 was mixed with water to prepare 1000 ml of an aqueous dispersion, and the drug was completely dissolved in water. It was.
(2) A3 size polyester knit (100% polyester, basis weight 360 g / m 2 ) is immersed in an aqueous dispersion of a drug having a water solubility resistance of Δ (not easily soluble in water) or ○ (not soluble in water), Subsequently, it was squeezed with a mangle having a pressure between rolls of 3.0 kgf / cm 2 (squeezing rate 65%), and dried at 150 ° C. for 3 minutes.
In addition, the same treatment was performed for some of the drugs having water resistance of x.
(3) With respect to the processed fabric thus obtained, the amount of mite allergen and cedar pollen allergen was measured [by the performance evaluation method of the anti-allergen agent (Method A)], and the heat resistance and light resistance were measured.
The test results are shown in Table 1.
In addition, the aromatic compound which has a sulfonyl group used in each Example is a polymer (SSPA-WN by Sekisui Chemical Co., Ltd.) containing an aromatic sulfonium salt.
［試験例２」
表２に示すように、α−リン酸ジルコニウムとスルホニル基を有する芳香族化合物の併用割合を変化させて、水分散体１０００ｍｌに作液した。ポリエステル系樹脂は、ポリエステル系樹脂を２５重量％、分散剤（ｎ−ブチルセロソルブ）５重量％を含む液剤の形で添加した。使用した剤は以下の通りである。
リン酸ジルコニウム：東亜合成社製のアレリムーブＺＫ
スルホニル基を有する芳香族化合物：積水化学工業社製のＳＳＰＡ
ポリエステル系樹脂：互応化学工業社製のプラスコートＺ
[Test Example 2]
As shown in Table 2, the ratio of the combined use of α-zirconium phosphate and an aromatic compound having a sulfonyl group was changed to produce 1000 ml of an aqueous dispersion. The polyester resin was added in the form of a liquid containing 25% by weight of the polyester resin and 5% by weight of a dispersant (n-butyl cellosolve). The used agents are as follows.
Zirconium phosphate: Allemov ZK manufactured by Toa Gosei Co., Ltd.
Aromatic compound having a sulfonyl group: SSPA manufactured by Sekisui Chemical Co., Ltd.
Polyester resin: Plus Coat Z manufactured by Kyoyo Chemical Industry Co., Ltd.
この分散体にＡ３サイズのポリエステルニット（ポリエステル１００％、目付３６０ｇ／ｍ２）を浸漬し、次いで、ロール間圧力３．０ｋｇｆ／ｃｍ２のマングルで絞り（絞り率６５％）、１５０℃×３分間の乾燥を行った。
加工布帛の、キワつき、白化、チョークマーク、難燃性、抗ダニアレルゲン性及び抗スギ花粉アレルゲン性の測定をし、総合評価（○、△、×）をした。その結果を、表２に示す。
なお、表２において、リン酸ジルコニウム、スルホニル基を有する芳香族化合物、ポリエステル系樹脂の量は、加工布帛に対する付着量（ｇ／ｍ２）で示しているが、加工剤（水性分散体）としては、付着量１ｇ／ｍ２＝０．４２６重量％で換算して得られる濃度の加工剤を使用した。
A3 size polyester knit (100% polyester, basis weight 360 g / m 2 ) was immersed in this dispersion, and then squeezed with a mangle with a pressure between rolls of 3.0 kgf / cm 2 (squeezing rate 65%), 150 ° C. × 3 Drying for a minute was performed.
The processed fabric was measured for wrinkles, whitening, chalk marks, flame retardancy, anti-mite allergenicity and anti-cedar pollen allergenicity, and was subjected to a comprehensive evaluation (◯, Δ, ×). The results are shown in Table 2.
In Table 2, the amounts of zirconium phosphate, aromatic compound having a sulfonyl group, and polyester resin are shown in terms of the amount of adhesion (g / m 2 ) to the processed fabric, but as the processing agent (aqueous dispersion) Used the processing agent of the density | concentration obtained by converting with the adhesion amount of 1 g / m < 2 > = 0.426 weight%.
しかし、スルホニル基を有する芳香族化合物を多く使用しても、リン酸ジルコニウムを使用しなかった場合（Ｎｏ．１８や２４）には、キワつき、白化、チョークマーク、難燃性全てに良好な結果が得られるが、併用する樹脂（バインダー）で薬剤が被覆されることにより、抗ダニアレルゲン性が非常に悪く、実用性ある結果を得ることができなかった。
逆に、リン酸ジルコニウムを使用することにより、抗ダニアレルゲン性は非常に良好となるが、スルホニル基を有する芳香族化合物を使用しない場合（Ｎｏ．１や２）には、キワつきや白化、チョークマークを避けることができなかった。
However, even if many aromatic compounds having a sulfonyl group are used, when zirconium phosphate is not used (No. 18 or 24), it is good for all of wrinkles, whitening, chalk marks, and flame retardancy. Although the results are obtained, the anti- mite allergenicity is very poor because the drug is coated with the resin (binder) used in combination, and practical results cannot be obtained.
On the contrary, by using zirconium phosphate, the anti-mite allergenicity becomes very good, but when an aromatic compound having a sulfonyl group is not used (No. 1 or 2), The chalk mark could not be avoided.
［試験例３］
表３に示すように、α−リン酸ジルコニウムとスルホニル基を有する芳香族化合物およびポリエステル系樹脂を併用し、水分散体１０００ｍｌに作液した。ポリエステル系樹脂は、ポリエステル系樹脂を２５重量％、分散剤（ｔ−ブチルセロソルブ）を１０重量％含む液剤の形で添加した。この分散体にＡ３サイズのポリエステルニット（ポリエステル１００％、目付３６０ｇ／ｍ２）を浸漬し、次いで、ロール間圧力３．０ｋｇｆ／ｃｍ２のマングルで絞り（絞り率６５％）、１５０℃×３分間の乾燥を行った。
この加工布帛と、未加工の布帛について、抗ブタクサアレルゲン性の測定を行った（試料数はそれぞれ３とした）。結果を、表３に示す。なお、表中の濃度は、加工剤（水分散体）中の重量％を示し、付着量は布帛への付着量を示す。
[Test Example 3]
As shown in Table 3, α-zirconium phosphate, an aromatic compound having a sulfonyl group, and a polyester resin were used in combination to produce a liquid in 1000 ml of an aqueous dispersion. The polyester resin was added in the form of a liquid containing 25% by weight of the polyester resin and 10% by weight of a dispersant (t-butyl cellosolve). A3 size polyester knit (100% polyester, basis weight 360 g / m 2 ) was immersed in this dispersion, and then squeezed with a mangle with a pressure between rolls of 3.0 kgf / cm 2 (squeezing rate 65%), 150 ° C. × 3 Drying for a minute was performed.
Anti-ragweed allergenicity was measured for this processed fabric and the unprocessed fabric (the number of samples was 3). The results are shown in Table 3. In addition, the density | concentration in a table | surface shows the weight% in a processing agent (aqueous dispersion), and the adhesion amount shows the adhesion amount to a fabric.
表３に示されるように、未加工の布帛（Ｎｏ．１〜３）では、ブタクサに対する抗アレルゲン性はほとんど観察されないが、リン酸ジルコニウムとスルホニル基を有する芳香族化合物を含む水性分散体で加工した布帛（Ｎｏ．４〜６）は、ブタクサに対して１００％に近い抗アレルゲン性を示した。
このことから、リン酸ジルコニウムとスルホニル基を有する芳香族化合物を付着させた布帛が、花粉の種類にかかわらず、優れた抗アレルゲン性を発揮することが確認された。
As shown in Table 3, in the unprocessed fabrics (No. 1 to 3), almost no antiallergenicity against ragweed is observed, but processed with an aqueous dispersion containing an aromatic compound having zirconium phosphate and a sulfonyl group. The fabrics (Nos. 4 to 6) exhibited an antiallergenicity close to 100% against ragweed.
From this, it was confirmed that the fabric to which the zirconium phosphate and the aromatic compound having a sulfonyl group were attached exhibited excellent antiallergenicity regardless of the type of pollen.
［試験例４］
表４に示すようにα―リン酸ジルコニウムとスルホニル基を有する芳香族化合物およびポリエステル系樹脂を併用し、水分散体１０００ｍｌに作液した。使用したポリエステル系樹脂は試験例３と同一である。この分散体にＡ３サイズのポリエステルニット（ポリエステル１００％、目付３６０ｇ／ｍ２）を浸漬し、次いで、ロール間圧力３．０ｋｇｆ／ｃｍ２のマングルで絞り（絞り率６５％）、１５０℃×３分間の乾燥を行った。
この加工布帛と、未加工の布帛について、抗ヒノキアレルゲン性の測定を行った。結果を表４に示す。なお、表中の濃度は、加工剤（水分散体）中の重量％を示し、付着量は布帛への付着量を示す。
[Test Example 4]
As shown in Table 4, α-zirconium phosphate, an aromatic compound having a sulfonyl group, and a polyester-based resin were used in combination to prepare a liquid in 1000 ml of an aqueous dispersion. The polyester resin used is the same as in Test Example 3. A3 size polyester knit (100% polyester, basis weight 360 g / m 2 ) was immersed in this dispersion, and then squeezed with a mangle with a pressure between rolls of 3.0 kgf / cm 2 (squeezing rate 65%), 150 ° C. × 3 Drying for a minute was performed.
The anti-hinoki allergenicity was measured for the processed fabric and the unprocessed fabric. The results are shown in Table 4. In addition, the density | concentration in a table | surface shows the weight% in a processing agent (aqueous dispersion), and the adhesion amount shows the adhesion amount to a fabric.
表４に示されるように、未加工の布帛（Ｎｏ．１）では、ヒノキに対する抗アレルゲン性は３０％程度であったが、リン酸ジルコニウムとスルホニル基を有する芳香族化合物を含む水性分散体で加工した布帛（Ｎｏ．２）は、ヒノキに対して８０％に近い抗アレルゲン性を示した。
このことから、リン酸ジルコニウムとスルホニル基を有する芳香族化合物を付着させた布帛が、花粉の種類にかかわらず、優れた抗アレルゲン性を発揮することが確認された。
As shown in Table 4, the unprocessed fabric (No. 1) had an antiallergenicity of about 30% against cypress, but it was an aqueous dispersion containing an aromatic compound having zirconium phosphate and a sulfonyl group. The processed fabric (No. 2) exhibited an antiallergenicity close to 80% against cypress.
From this, it was confirmed that the fabric to which the zirconium phosphate and the aromatic compound having a sulfonyl group were attached exhibited excellent antiallergenicity regardless of the type of pollen.
上記試験例２〜４から、ジルコニウム系化合物とスルホニル基を有する芳香族化合物を、１．０−６．０：０．０５−１．５の割合で付着させた布帛が、ダニや様々な花粉に対し、高い抗アレルゲン性を示し、且つ、キワつき、白化、チョークマークを生じにくいことが分かった。 From the above Test Examples 2 to 4, a fabric having a zirconium compound and an aromatic compound having a sulfonyl group adhered at a ratio of 1.0-6.0: 0.05-1.5 is a mite and various pollen. On the other hand, it showed high antiallergenicity and was less likely to cause wrinkles, whitening and chalk marks.
［試験例５］
上記抗アレルゲン剤を繊維製品に付着させるバインダーについて検討した。
表５に示すように（表中の数値は重量％を示す）、α−リン酸ジルコニウムとスルホニル基を有する芳香族化合物を併用し、樹脂の種類を変化させて水分散体１０００ｍｌに作液した。この分散体にＡ３サイズのポリエステルニット（ポリエステル１００％、目付４００ｇ／ｍ２）を浸漬し、次いで、ロール間圧力３．０ｋｇｆ／ｃｍ２のマングルで絞り（絞り率６４％）、１５０℃×３分間の乾燥を行った。
[Test Example 5]
The binder which adheres the said anti-allergen agent to a textile product was examined.
As shown in Table 5 (the values in the table indicate% by weight), α-zirconium phosphate and an aromatic compound having a sulfonyl group were used in combination, and the type of resin was changed to produce 1000 ml of an aqueous dispersion. . A3 size polyester knit (100% polyester, basis weight 400 g / m 2 ) was immersed in this dispersion, and then squeezed with a mangle with a pressure between rolls of 3.0 kgf / cm 2 (squeezing rate 64%), 150 ° C. × 3 Drying for a minute was performed.
表５に示す樹脂としては、下記のものを使用した。
ウレタン系樹脂：日華化学工業社製のエバファノールＨＡ
アクリル系樹脂：新中村化学工業社製のニューコートＦＨ
ポリエステル系樹脂：互応化学工業社製のプラスコートＺ
As the resins shown in Table 5, the following were used.
Urethane resin: Evaphanol HA manufactured by Nikka Chemical Co., Ltd.
Acrylic resin: New Coat FH manufactured by Shin-Nakamura Chemical Co., Ltd.
Polyester resin: Plus Coat Z manufactured by Kyoyo Chemical Industry Co., Ltd.
樹脂混合液の相溶性、加工布帛の白化、風合い、難燃性、摩擦堅牢度の評価を表５に示す。なお、白化については、上述した級判定の結果が３級〜５級のものを○と評価し、摩擦堅牢度については、上述した級判定の結果が３級〜５級のものを○と評価した。 Table 5 shows the evaluation of the compatibility of the resin mixture, whitening of the processed fabric, texture, flame retardancy, and friction fastness. In addition, about whitening, the result of the above-described class determination is rated as “good”, and for the fastness to friction, the result of above-mentioned class determination is evaluated as “good”. did.
表５に示す通り、摩擦堅牢度については、ウレタン系樹脂、アクリル系樹脂、ポリエステル系樹脂のいずれを使用した場合も、所望の基準を達成できなかった。 As shown in Table 5, with respect to friction fastness, a desired standard could not be achieved when any of urethane resin, acrylic resin, and polyester resin was used.
［実施例１］
試験例５の結果を鑑み、摩擦堅牢度の向上を目的として、バインダーについてさらに検討した。表６に示すように、抗アレルゲン剤およびバインダーの付着量を変化させて試験を行った。使用した布帛および布帛の処理方法は、試験例５と同じである。
使用した薬剤は、以下の通りである
α−リン酸ジルコニウム：東亜合成社製のアレリムーブＺＫ（粒径０．８〜１．３μm）
スルホニル基を有する芳香族化合物（芳香族スルホニウム塩を含む重合体）：積水化学工業社製のＳＳＰＡ
アクリル系樹脂：新中村化学工業社製のニューコートＡＣＲ（ガラス転移点−２０℃）
ポリエステル系樹脂：互応化学工業社製のプラスコートＺ
[Example 1]
In view of the results of Test Example 5, the binder was further studied for the purpose of improving the friction fastness. As shown in Table 6, the test was conducted by changing the adhesion amounts of the anti-allergen agent and the binder. The used fabric and the treatment method of the fabric are the same as in Test Example 5.
The chemicals used were as follows: α-Zirconium phosphate: Allemov ZK manufactured by Toa Gosei Co., Ltd. (particle size: 0.8 to 1.3 μm)
Aromatic compound having sulfonyl group (polymer containing aromatic sulfonium salt): SSPA manufactured by Sekisui Chemical Co., Ltd.
Acrylic resin: New Coat ACR manufactured by Shin-Nakamura Chemical Co., Ltd. (glass transition point-20 ° C.)
Polyester resin: Plus Coat Z manufactured by Kyoyo Chemical Industry Co., Ltd.
表６に示す通り、アクリル系樹脂を使用し、布帛に対する付着量を０．０９〜０．２ｇ／ｍ２とした場合に、所望の摩擦堅牢度を達成することができた。アクリル系樹脂の付着量が０．３ｇ／ｍ２以上の場合は、摩擦堅牢度が低く、また、０．０３ｇ／ｍ２以下の場合は、摩擦堅牢度は良いものの、所望の抗アレルゲン性を達成できなかった。なお、表中の摩擦堅牢度において「２−３」とは２級以上３級未満であることを、「３−４」とは３級以上４級未満であることを示す。他も同様である。
他方、ポリエステル系バインダーを使用した場合は、樹脂の量を減らしても、所望の摩擦堅牢度を達成することはできなかった。
As shown in Table 6, when an acrylic resin was used and the adhesion amount to the fabric was 0.09 to 0.2 g / m 2 , the desired fastness to friction could be achieved. When the adhesion amount of the acrylic resin is 0.3 g / m 2 or more, the friction fastness is low, and when it is 0.03 g / m 2 or less, the friction fastness is good, but the desired antiallergenicity is achieved. Could not be achieved. In addition, in the friction fastness in the table, “2-3” indicates that the grade is 2 or more and less than 3 grade, and “3-4” indicates that the grade is 3 or more and less than 4 grade. Others are the same.
On the other hand, when a polyester-based binder was used, the desired friction fastness could not be achieved even if the amount of resin was reduced.
［実施例２］
実施例１の試料番号１（バインダーなし）、試料番号５，７〜９（アクリル系バインダー使用）について、難燃性を評価した。結果を表７に示す。表７中の「総合評価」は、表６の試験と表７の難燃性試験の両方を考慮した評価結果を表す。
また、試料番号８の布帛について、アレルゲン擦り付け後のアレルゲン不活性化率を測定した（Ｆ法）。Ｆ法は、乾燥状態でアレルゲン不活性化率の測定を行う点で、Ａ〜Ｅ法（アレルゲンを含む溶液中に、評価用試料を投入して測定を行う）とは異なる評価方法であり、通常の使用態様に、より即した評価方法である。結果を表７に示す。
[Example 2]
Flame retardancy was evaluated for Sample No. 1 (no binder) and Sample Nos. 5, 7 to 9 (using an acrylic binder) of Example 1. The results are shown in Table 7. “Comprehensive evaluation” in Table 7 represents an evaluation result considering both the test of Table 6 and the flame retardancy test of Table 7.
Moreover, the allergen inactivation rate after rubbing allergen was measured for the fabric of sample number 8 (Method F). Method F is an evaluation method different from A to E methods (measurement is performed by putting an evaluation sample in a solution containing allergen) in that the allergen inactivation rate is measured in a dry state. This is an evaluation method more suitable for a normal use mode. The results are shown in Table 7.
表７に示すように、アクリル系樹脂の付着量が０．２ｇ／ｍ２以下の場合、布帛は自己消火性を示した。これに対し、アクリル系樹脂の付着量が０．３ｇ／ｍ２以上の場合は、難燃性が不十分であった。
上記実施例１および実施例２並びにその他の実験から、繊維製品に対するアクリル系樹脂の付着量が０．０５〜０．２５ｇ／ｍ２の場合に、所望の摩擦耐久性と難燃性を備え、さらに、抗アレルゲン性に優れ、白化やキワつき等が生じにくい繊維製品が得られることが分かった。
また、試料番号８の布帛について行った、アレルゲン擦り付け後の不活性化率測定の結果から、本発明における布帛が、アレルゲンと乾燥状態で接触した際にも、高いアレルゲン不活性化率を示すことが実証され、実用性の高いものであることが確認された。
As shown in Table 7, when the adhesion amount of the acrylic resin was 0.2 g / m 2 or less, the fabric exhibited self-extinguishing properties. On the other hand, when the adhesion amount of the acrylic resin was 0.3 g / m 2 or more, the flame retardancy was insufficient.
From the above Example 1 and Example 2 and other experiments, when the adhesion amount of the acrylic resin to the textile product is 0.05 to 0.25 g / m 2 , the desired friction durability and flame retardancy are provided, Furthermore, it was found that a fiber product having excellent antiallergenicity and less prone to whitening and wrinkling can be obtained.
In addition, from the results of the inactivation rate measurement after allergen rubbing performed on the fabric of sample number 8, the fabric in the present invention shows a high allergen inactivation rate even when it contacts the allergen in a dry state. Has been verified and confirmed to be highly practical.
［実施例３］
表８に示すように、α−リン酸ジルコニウムとスルホニル基を有する芳香族化合物を布帛に付着させた際の、布帛の白化を測定した。使用した布帛、布帛の処理方法は、試験例５と同じである。表中のＬ値、ΔＥ値は、ＳＭカラーコンピューター（スガ試験機株式会社製）を用いて測定した。なお、布帛の白化の度合いが高いほど、ΔＥ値は大きくなる。使用した各成分は、実施例１と同じである。
[Example 3]
As shown in Table 8, the whitening of the fabric was measured when an α-zirconium phosphate and an aromatic compound having a sulfonyl group were attached to the fabric. The used fabric and the treatment method of the fabric are the same as in Test Example 5. The L value and ΔE value in the table were measured using an SM color computer (manufactured by Suga Test Instruments Co., Ltd.). The higher the degree of whitening of the fabric, the greater the ΔE value. Each component used is the same as in Example 1.
表８に示すように、リン酸ジルコニウムを単独で使用した場合（試料番号１２，１５）と比べ、リン酸ジルコニウムとスルホニル基を有する芳香族化合物を併用した場合は（試料番号１３，１６）、ΔＥ値が小さくなっており、２剤の併用により、白化が軽減されることが分かった。またバインダーとしてアクリル系樹脂を使用した場合（試料番号１４，１７）、さらにΔＥ値が小さくなることが分かった。本実施例の結果から、抗アレルゲン剤としてジルコニウム系化合物とスルホニル基を有する芳香族化合物を使用し、バインダーとしてアクリル系樹脂を使用して加工した繊維製品は、白っぽくなりにくく、濃色の繊維製品へ使用するのに非常に適していることが分かった。 As shown in Table 8, when zirconium phosphate and an aromatic compound having a sulfonyl group were used in combination (sample numbers 13 and 16), compared to when zirconium phosphate was used alone (sample numbers 12 and 15), The ΔE value was small, and it was found that whitening was reduced by the combined use of two agents. Further, it was found that when an acrylic resin was used as the binder (sample numbers 14 and 17), the ΔE value was further reduced. From the results of this example, the fiber product processed using an zirconium compound and an aromatic compound having a sulfonyl group as an antiallergen and using an acrylic resin as a binder is less likely to be whitish, and is a dark fiber product. It was found to be very suitable for use in.
本発明の加工剤で加工した繊維製品は、キワつきや白化が生じにくく、難燃性及び抗アレルゲン性に優れている。また、摩擦が生じやすい環境でも色移りしにくいため、自動車内装材、家具、カーテン、マット、合成皮革などの室内装飾品に使用するのに好適である。 Textile products processed with the processing agent of the present invention are less prone to wrinkles and whitening, and are excellent in flame retardancy and antiallergenicity. Further, since the color does not easily transfer even in an environment where friction is likely to occur, it is suitable for use in interior decorations such as automobile interior materials, furniture, curtains, mats, and synthetic leather.
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