JPH02164368A - Antibacterial aromatic film and manufacture thereof - Google Patents
Antibacterial aromatic film and manufacture thereofInfo
- Publication number
- JPH02164368A JPH02164368A JP63320087A JP32008788A JPH02164368A JP H02164368 A JPH02164368 A JP H02164368A JP 63320087 A JP63320087 A JP 63320087A JP 32008788 A JP32008788 A JP 32008788A JP H02164368 A JPH02164368 A JP H02164368A
- Authority
- JP
- Japan
- Prior art keywords
- film
- antibacterial
- aromatic
- oligomer
- electron beam
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 41
- 125000003118 aryl group Chemical group 0.000 title claims abstract description 27
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 238000010894 electron beam technology Methods 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 13
- 239000011347 resin Substances 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 239000011248 coating agent Substances 0.000 claims abstract description 11
- 238000000576 coating method Methods 0.000 claims abstract description 11
- 239000007788 liquid Substances 0.000 claims abstract description 8
- 230000001678 irradiating effect Effects 0.000 claims abstract description 6
- 239000003205 fragrance Substances 0.000 claims description 25
- 239000000758 substrate Substances 0.000 claims description 13
- 239000012528 membrane Substances 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 abstract description 16
- 150000001875 compounds Chemical class 0.000 abstract description 6
- -1 methacryloyl group Chemical group 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- 210000004243 sweat Anatomy 0.000 abstract description 5
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract description 4
- 239000004593 Epoxy Substances 0.000 abstract description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 2
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 235000019645 odor Nutrition 0.000 description 6
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 5
- 229910001385 heavy metal Inorganic materials 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 238000013268 sustained release Methods 0.000 description 4
- 239000012730 sustained-release form Substances 0.000 description 4
- 229920003002 synthetic resin Polymers 0.000 description 4
- 239000000057 synthetic resin Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000019437 butane-1,3-diol Nutrition 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000035755 proliferation Effects 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000218691 Cupressaceae Species 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 208000008454 Hyperhidrosis Diseases 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000005870 Ziram Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000010639 cypress oil Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940031769 diisobutyl adipate Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- BFWMWWXRWVJXSE-UHFFFAOYSA-M fentin hydroxide Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(O)C1=CC=CC=C1 BFWMWWXRWVJXSE-UHFFFAOYSA-M 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 208000013460 sweaty Diseases 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Fats And Perfumes (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Description
【発明の詳細な説明】 (イ)産業上の利用分野 この発明は、抗菌・芳香性膜及びその製造法に関する。[Detailed description of the invention] (b) Industrial application fields The present invention relates to an antibacterial/fragrant membrane and a method for producing the same.
さらに詳しくは、抗菌性並びに芳香性が望まれる各種基
体表面に形成される抗菌剤及び芳香含有膜及びその製造
法に関する。この発明の抗菌・芳香性膜は、微生物のX
!殖や悪臭が生じ易い基材の表面被覆膜として有用であ
る。More specifically, the present invention relates to an antibacterial agent and fragrance-containing film formed on the surface of various substrates desired to have antibacterial properties and aromatic properties, and a method for producing the same. The antibacterial and aromatic membrane of this invention is
! It is useful as a surface coating film for substrates that are prone to growth and bad odors.
(ロ)従来の技術
壁材、服飾品、靴の中敷などの湿分や汗などが適温下で
接触しやすい環境下の各1種基材においては、細菌やカ
ビ類等の各種微生物が繁殖したり、このような繁殖によ
る悪臭が生じ易い。かかる微生物の繁殖や悪臭の発生は
、不快感を招くと共に衛生上好ましくなく、これをでき
るだけ防止することが望まれる。(B) Conventional technology In each type of base material, such as wall materials, clothing accessories, and shoe insoles, which are exposed to moisture and sweat at a suitable temperature, various microorganisms such as bacteria and fungi can They tend to breed and cause foul odors due to such breeding. The proliferation of such microorganisms and the generation of bad odors cause discomfort and are undesirable from a sanitary standpoint, and it is desirable to prevent this as much as possible.
(ハ)発明が解決しようとする課題
このため、例えば、基材が合成樹脂の場合には、抗菌剤
を成形前に混合することにより含有させて、その表面で
の微生物の繁殖を防止又は抑制する方法が知られている
。(c) Problems to be solved by the invention For this reason, for example, if the base material is a synthetic resin, an antibacterial agent may be added by mixing it before molding to prevent or suppress the growth of microorganisms on its surface. There are known ways to do this.
またこれとは別に、基材の表面に香料を塗布したり香料
をマイクロカプセル化して基材中に含有して悪臭を防止
することも一般的に行われている。Apart from this, it is also common practice to apply a perfume to the surface of a base material or to microcapsule the perfume and contain it in the base material to prevent bad odors.
しかし、抗菌剤を含有させる前者の方法では、表面への
抗菌性付与に必要な量以上の抗菌剤を用いることとなり
不経済であると共jこ、悪臭発生を長期間に亘って充分
に防止することが困難であった。また、香料を用いる後
者の方法では、基本的に微生物の繁殖を防止できないた
め根本的な問題解決にはならない。しかも、マイクロカ
プセル化した場合には香料の放出性が不充分であり、表
面塗布した場合には短時間で輝散されるため、共に長期
間に亘って悪臭発生を防止することは困難であった。However, the former method of containing an antibacterial agent is uneconomical as it requires the use of more antibacterial agent than is necessary to impart antibacterial properties to the surface. It was difficult to do so. Furthermore, the latter method using fragrances does not fundamentally solve the problem because it basically cannot prevent the proliferation of microorganisms. Moreover, when microencapsulated, the release of the fragrance is insufficient, and when applied to the surface, it is dispersed in a short period of time, making it difficult to prevent the generation of bad odors over a long period of time. Ta.
この点に関し、抗菌性と芳香性とを付与させるために、
抗菌剤と香料とを共に前記合成樹脂基材中に含有させる
ことも考えられるが、香料の適切な徐放性を付与させる
ことは前述と同様に困難であると共に、経済性の点でも
不利であった。In this regard, in order to impart antibacterial properties and aromatic properties,
Although it is possible to incorporate both an antibacterial agent and a fragrance into the synthetic resin base material, it is difficult to impart appropriate sustained release properties to the fragrance as described above, and it is also disadvantageous from an economic point of view. there were.
また合成樹脂基材以外の紙材、皮革材等においてもその
表面に簡便かつ長期間に亘って抗菌・芳香性を付与させ
ることは困難であった。Furthermore, it has been difficult to impart antibacterial and aromatic properties to the surface of paper materials, leather materials, etc. other than synthetic resin base materials simply and over a long period of time.
この発明はかかる状況下なされたものであり、ことに湿
分や汗などが接触し易い環境下の各種基材に長期間に亘
って優れた抗菌性及び芳香性を付与しうる抗菌・芳香性
膜を提供しようとするものである。This invention was made under such circumstances, and provides antibacterial and aromatic properties that can impart excellent antibacterial properties and aromatic properties over a long period of time to various base materials in environments where moisture, sweat, etc. are likely to come into contact with them. The aim is to provide a membrane.
(ニ)課題を解決するための手段
上記観点から、本発明晋は鋭意研究を行った結果、放射
線重合性モノマー及び/又はオリゴマーを原料とし、こ
れに含金属抗菌剤と香料を混合した液状組成物を基体へ
塗布した後、電子線を照射して硬化を行うことにより、
優れた抗菌性を基体表面に長期間に亘って付与でき、か
つ、香料の適度な徐放性を有する樹脂膜を効率良く形成
できる事実を見出し、この発明に到達した。(d) Means for Solving the Problems From the above perspective, the present inventor has conducted intensive research and has developed a liquid composition that uses radiation-polymerizable monomers and/or oligomers as raw materials, and mixes a metal-containing antibacterial agent and fragrance. After applying the material to the substrate, it is cured by irradiating it with an electron beam.
The inventors have discovered the fact that it is possible to impart excellent antibacterial properties to the surface of a substrate over a long period of time and to efficiently form a resin film that has an appropriate sustained release property for perfume, and has thus arrived at the present invention.
かくしてこの発明によれば、フィルム状樹脂中に、含金
属抗菌剤と香料が含有されてなり、このフィルム状樹脂
が、対応するモノマー及び/又はオリゴマー組成物への
電子線照射による硬化処理によって形成されてなる抗菌
・芳香性膜が提供される。Thus, according to the present invention, a metal-containing antibacterial agent and a fragrance are contained in a film-like resin, and this film-like resin is formed by curing treatment by electron beam irradiation on a corresponding monomer and/or oligomer composition. Provided is an antibacterial/fragrant membrane made of
この発明の抗菌・芳香性膜は、通常、抗菌性及び芳香性
を付与しようとする基体の表面に被覆された形態である
。しかし、場合によっては抗菌・芳香性フィルムとして
独立して製品化された形態であってもよい。また、抗菌
性及び芳香性の付与を意図する基体としては、湿分や汗
と接触しうる環境下の各種基材が挙げられ、例えば、各
種内装用紙材や壁材、ハンドバック、スリッパ、帽子の
中皮、靴やその中敷等の服飾雑貨品、トイレ用品、化粧
品ケース等の日用品雑貨品などが挙げられる。The antibacterial/fragrant film of the present invention is usually in the form of being coated on the surface of a substrate to which antibacterial properties and aromatic properties are to be imparted. However, in some cases, it may be in the form of an independently manufactured product as an antibacterial/fragrant film. Substrates that are intended to be imparted with antibacterial properties and aromatic properties include various substrates in environments where they may come into contact with moisture and sweat, such as various interior paper materials, wall materials, handbags, slippers, and hats. Examples include insole, fashion goods such as shoes and insoles, and daily necessities such as toilet goods and cosmetic cases.
また、その形状は面状に限らず不織布、織布のような繊
維状であってもよく、発泡体のような多孔体であっても
よい。発泡体の場合は、その内面に被覆された形態であ
ってもよい。なお、これらの基体は、その表面がこの発
明の抗菌・芳香性膜の素材樹脂となる電子照射便化樹脂
膜で被覆された形態のものであってもよい。Further, its shape is not limited to a planar shape, but may be a fibrous shape such as a nonwoven fabric or a woven fabric, or a porous body such as a foam. In the case of a foam, the inner surface may be coated. The surface of these substrates may be coated with an electron-irradiated resin film that is the material resin for the antibacterial/fragrant film of the present invention.
この発明における含金属抗菌剤とは、亜鉛、銅、銀、錫
等の重金属を抗菌活性成分として、そのままあるいはイ
オンの形態で含有するか又は化合物中に結合してなる抗
菌性物質を意味する。化合物は無機化合物であってもよ
く有機化合物であってもよい。かかる抗菌剤の具体り1
としては、重金属微粉末、易水溶性重金属塩(例えば、
重金属硫酸塩等)、宵機金属化合物(例えば、ジラム、
ジネブ、マンネブ、フェンチンハイドロオキサイド等)
などが挙げられる。なお、これらの抗菌剤は適当な担体
や増量剤、例えば酸化アルミニウム、酸化シリコン、酸
化カルシウム等の金属酸化物を含有する形態であっても
よく、水和剤の形態であってもよく、少なくとら重金属
を抗菌活性成分として含有する乙のであればよい。The metal-containing antibacterial agent in the present invention refers to an antibacterial substance containing heavy metals such as zinc, copper, silver, tin, etc. as an antibacterial active ingredient, either as is or in the form of ions, or bound in a compound. The compound may be an inorganic compound or an organic compound. Specifics of such antibacterial agents 1
Examples include heavy metal fine powder, easily water-soluble heavy metal salts (e.g.
heavy metal sulfates, etc.), Yoiki metal compounds (e.g., ziram,
zineb, maneb, fentin hydroxide, etc.)
Examples include. These antibacterial agents may be in the form of suitable carriers and fillers, such as metal oxides such as aluminum oxide, silicon oxide, calcium oxide, etc., or may be in the form of wettable powders, and may contain at least It is acceptable as long as it contains heavy metals as an antibacterial active ingredient.
かかる抗菌剤は、電子線照射によって乙分解せずあるい
は分解が生じても抗菌性を保持できる不揮発性の物質で
あるため、フィルム状樹脂の硬化処理によってその抗菌
性が実質的に阻害されることはない。Such antibacterial agents are non-volatile substances that do not decompose or retain their antibacterial properties even if decomposed by electron beam irradiation; therefore, their antibacterial properties are substantially inhibited by the curing treatment of the film-like resin. There isn't.
この発明における香料としては、植物性香料や動物性香
料のごとき天然香料であってもよ(、合成香料であって
もよく、当該分野で公知のものを種々使用することがで
きる。これらの−例としては、各種動物の分泌香並びに
植物の精油やテルペン系、芳香族系、アルコール系、ア
ルデヒド系、エステル系、ケトン系、ラクトン系、フェ
ノール系、オキシド系等の各種合成香料が挙げられる。The fragrance in this invention may be a natural fragrance such as a vegetable fragrance or an animal fragrance (or may be a synthetic fragrance, and various fragrances known in the art can be used. Examples include scents secreted by various animals, essential oils of plants, and various synthetic fragrances such as terpene-based, aromatic, alcohol-based, aldehyde-based, ester-based, ketone-based, lactone-based, phenol-based, and oxide-based fragrances.
この発明の抗菌・芳香性膜は、放射線重合性モノマー及
び/又はオリゴマーと少量の含金属抗菌剤及び香料を含
有する液状組成物を、基体上に塗布し、この塗布膜に電
子線を照射して該塗布膜を硬化することjこより製造で
きる。この際、基体は前記処理対象物であってもよいが
、フィルム単独として成形する際には、雛形性の良い紙
、フィルムや平板を用いるのが適している。The antibacterial/fragrant film of the present invention is produced by applying a liquid composition containing a radiation-polymerizable monomer and/or oligomer, a small amount of a metal-containing antibacterial agent, and a fragrance onto a substrate, and then irradiating the applied film with an electron beam. It can be manufactured by curing the coating film. At this time, the substrate may be the object to be treated, but when forming the film alone, it is suitable to use paper, film, or a flat plate with good patternability.
上記重合性のモノマーとしては、ビニル基を有する化合
物が適しており、ことにメタクリロイル基やアクリロイ
ル基含存化合物各用いるのが好ましい。かかるモノマー
の例としては、例えば(メタ)アクリル酸低級アルキル
エステル、スチレン、ジビニルベンゼン、N−ビニルピ
ロリドン、フェニル(メタ)アクリレート、ポリエチレ
ングリコール(メタ)アクリレート、1.3−ブチレン
グリプールジ(メタ)アクリレート、ボリブロビレング
リコールジ(メタ)アクリレート、ネオペンチルグリコ
ールジ(メタ)アクリレート、1.6−ヘキサンシオー
ルジ(メタ)アクリレート、2,6−ヘキサンシオール
ジ(メタ)アクリレート、エチレングリコールジ(メタ
)アクリレート、ジエチレングリコールジ(メタ)アク
リレート、トリエチレングリコールジ(メタ)アクリレ
ート、ジブロビレングリコールジ(メタ)アクリレート
、ブチレングリコールン(メタ)アクリレート、1,3
−ブタンジオールジ(メタ)アクリレート、トリメチロ
ールエタントリ(メタ)アクリレート、トリメチロール
プロパントリ(メタ)アクリレート、ペンタエリスリト
ールトリ(メタ)アクリレート、テトラメチロールメタ
ンテトラ(メタ)アクリレート、フェニレンジ(メタ)
アクリレート等が適している。これらのうち脂肪族又は
芳香族、2官能性又は3官能性の(メタ)アクリレート
類を用いるのがより好ましい。As the polymerizable monomer, a compound having a vinyl group is suitable, and it is particularly preferable to use a compound containing a methacryloyl group or an acryloyl group. Examples of such monomers include (meth)acrylic acid lower alkyl ester, styrene, divinylbenzene, N-vinylpyrrolidone, phenyl (meth)acrylate, polyethylene glycol (meth)acrylate, 1,3-butylene glycol di(meth) ) acrylate, polybrobylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,6-hexanethiol di(meth)acrylate, 2,6-hexanethiol di(meth)acrylate, ethylene glycol di(meth)acrylate, meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, dibrobylene glycol di(meth)acrylate, butylene glycol di(meth)acrylate, 1,3
-Butanediol di(meth)acrylate, trimethylolethane tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, tetramethylolmethanetetra(meth)acrylate, phenylene di(meth)acrylate
Acrylate etc. are suitable. Among these, it is more preferable to use aliphatic or aromatic, difunctional or trifunctional (meth)acrylates.
一方、上記重合性オリゴマーとしては、同じくメタクリ
ロイル基又はアクリロイル基を分子中に複数有する分子
量数万〜数十万(数平均分子量)程度のものが適してお
り、その主鎖はエポキシ鎖、ポリエステル鎖、ポリウレ
タン鎖等が適している。On the other hand, as the above-mentioned polymerizable oligomer, one having a molecular weight of tens of thousands to hundreds of thousands (number average molecular weight) having multiple methacryloyl groups or acryloyl groups in the molecule is suitable, and its main chain is an epoxy chain or a polyester chain. , polyurethane chains, etc. are suitable.
かかるオリゴマー類は例えばダイヤモンドシャムロツタ
社(米国)の多官能性オリゴマー(No。Such oligomers include, for example, a polyfunctional oligomer (No.
5007 )の名称で入手可能である。かかるオリゴマ
ーは、膜に柔軟性、耐候性、強靭性などを与えるのに役
立つものである。5007). Such oligomers help provide flexibility, weather resistance, toughness, etc. to the membrane.
なお、この発明においては、前記重合性モノマーと重合
性オリゴマーのいずれも用いることが可能であるが、と
くに得られるフィルム状成形体の形状保持性や適度な柔
軟性が得られる点で、前記重合性モノマー50〜100
重量%と前記重合性オリゴマー50〜0重量%の混合物
らしくはモノマー単品を用いるのが適している。In this invention, it is possible to use both the polymerizable monomer and the polymerizable oligomer, but the polymerizable monomer and the polymerizable oligomer are particularly advantageous in terms of shape retention and appropriate flexibility of the obtained film-like molded product. Monomer 50-100
It is suitable to use a single monomer as a mixture of 50% to 0% by weight of the polymerizable oligomer.
かかる液状組成物中に含有させる含金属抗菌剤の量は、
樹脂膜の耐久性を阻害しない範囲とされ、その抗菌効果
及び経済性を考慮して、少量とされ、通常、樹脂膜中に
05〜5重量%となるように調整するのが適しており、
1〜3重量%とするのが好ましい。同じく、含有させる
香料の遣は、同様に少量とされ、通常、樹脂膜中に0,
5〜5重量%となるように調整するのか適しており、1
〜2重量%とするのが好ましい。The amount of metal-containing antibacterial agent contained in such a liquid composition is
The amount is set within a range that does not impede the durability of the resin film, and in consideration of its antibacterial effect and economical efficiency, the amount is usually adjusted to 0.5 to 5% by weight in the resin film.
It is preferably 1 to 3% by weight. Similarly, the amount of fragrance to be contained is similarly small, and usually 0,
It is suitable to adjust it to 5 to 5% by weight, and 1
The content is preferably 2% by weight.
なお、かかる液状組成物中には、必要に応じて溶剤や可
塑剤か含有されていてもよい。ことに可塑剤は、得られ
る膜の柔軟性や塗布膜の収縮制御の点で適宜添加される
。かかる可塑剤としては、例えば、ジエチルフタレート
、ジオクチルフタレート等のフタル酸エステル類や、ジ
イソブチルアジペート等の脂肪酸エステル類か挙げられ
ろ。また、これらの配合量は20重老%以内とするのが
膜の形状保持性の点で好ましい。Incidentally, such a liquid composition may contain a solvent or a plasticizer as necessary. In particular, a plasticizer is added as appropriate from the viewpoint of flexibility of the resulting film and control of shrinkage of the coated film. Examples of such plasticizers include phthalic acid esters such as diethyl phthalate and dioctyl phthalate, and fatty acid esters such as diisobutyl adipate. Further, it is preferable that the blending amount of these components is within 20% by weight in terms of shape retention of the film.
かかる液状組成物の塗布は、いずれの方法(ハケ塗り、
ディッピング、スピンナー等)で行なってもよく、その
塗布膜厚は、長期間の抗菌性及び芳香性を充分に付与す
る点及び経済性の点でa、aal〜0,1■とするのが
適しており、0.QO1〜0.03x肩とするのが好ま
しい。Such a liquid composition can be applied by any method (brushing,
(dipping, spinner, etc.), and the coating thickness is preferably from a, aal to 0,1■ in terms of providing sufficient long-term antibacterial and aromatic properties and from the economical point of view. 0. It is preferable to set QO1 to 0.03x shoulder.
かかる塗布膜に照射する電子線の照射量は、膜の耐久性
、抗菌剤及び香料の徐放性並びにコストの点て0.1〜
10Mradとするのが適している。かかる電子線照射
は、モノマーやオリゴマーの重合や架橋反応以外の副反
応を防止するために、酸素濃度が500ppI11以下
の低酸素雰囲気下か、塗膜面を適当な密封用フィルムで
被覆した状態下で行うのが適している。The amount of electron beam irradiated to such a coating film is 0.1 to 0.1 to 100% from the viewpoint of film durability, sustained release of antibacterial agents and fragrances, and cost.
A value of 10 Mrad is suitable. In order to prevent side reactions other than polymerization and crosslinking reactions of monomers and oligomers, such electron beam irradiation is performed in a low-oxygen atmosphere with an oxygen concentration of 500 ppI11 or less, or with the coating surface covered with an appropriate sealing film. It is suitable to do so.
このようにして得られるこの発明の抗菌・芳香性膜は、
ゲル化率60%以上であり、電子線の照射線量を増加さ
せることにより、膜の機械的強度を調整でき、ゲル化率
を85〜100%とするのが好ましい。The antibacterial and aromatic membrane of this invention obtained in this way is
The gelation rate is preferably 60% or more, and the mechanical strength of the film can be adjusted by increasing the electron beam irradiation dose, and the gelation rate is preferably 85 to 100%.
(ホ)作用
電子線照射により、モノマー及び/又はオリゴマーの重
合、架橋が生じて塗布膜か硬化されるが、これにより抗
菌剤及び香料がポリマーマトリックス内に包み込まれる
こととなる。その結果、水や湿分の存在下においても抗
菌剤が逸散し難く長期間に亘って表面抗菌性が保持され
ると共に、香料の徐放性も付与され長期間に亘って芳香
性が保持された耐久性被膜が形成されることとなる。(e) Action Electron beam irradiation causes polymerization and crosslinking of monomers and/or oligomers, thereby curing the coating film, and as a result, the antibacterial agent and fragrance are encapsulated within the polymer matrix. As a result, the antibacterial agent is difficult to dissipate even in the presence of water or moisture, and the surface antibacterial properties are maintained for a long period of time.Also, the fragrance is also provided with sustained release properties and maintains its aromatic properties for a long period of time. A durable coating will be formed.
(へ)実施例
実施例1
重合性モノマーとして、ポリエステルアクリレートLR
−3566[東洋インキ製造(株)の電子線硬化性樹脂
の商品名]を用い、これに含金属抗菌剤としてのゼオミ
ック〔(味ンシナネンニューセラミックス製;亜鉛、銅
及び銀を約1 : 0.2 : 0.6で含有する無機
系抗菌剤11重量%と、香料としてのローズオイル[(
株)川面香料製] 1.5重量%を添加して、充分に撹
拌して液状組成物を得、これを基材としての靴中敷[市
販品;不織布状合成樹脂成形体:約8X25cm]の表
面に塗布した(膜厚的5μIi)。(f) Examples Example 1 Polyester acrylate LR as a polymerizable monomer
-3566 [trade name of electron beam curable resin manufactured by Toyo Ink Mfg. Co., Ltd.] was used, and Zeomic as a metal-containing antibacterial agent [(manufactured by Aminshinanen New Ceramics; zinc, copper and silver in a ratio of approximately 1:0) was used. .2: 11% by weight of an inorganic antibacterial agent contained in 0.6 and rose oil [(
1.5% by weight was added and sufficiently stirred to obtain a liquid composition, which was used as a base material to make shoe insoles [commercial product; non-woven synthetic resin molded product: approximately 8 x 25 cm] (film thickness: 5μIi).
次いで、この靴中敷を、日新ハイボルテージ(株)製の
電子線照射装置(EBC−200−20−15)を用い
て、塗布面に150KeVの電子線を3 Mrad照射
することにより、耐水性の厚み約5μmの抗菌・芳香性
膜を形成させた。Next, the insole was made waterproof by irradiating the coated surface with 3 Mrad of 150 KeV electron beam using an electron beam irradiation device (EBC-200-20-15) manufactured by Nissin High Voltage Co., Ltd. An antibacterial and aromatic film with a thickness of approximately 5 μm was formed.
このようにして得られた靴中敷と、抗菌・芳香性膜未形
成の靴中敷について、黒コウジカビと緑膿菌の培養液を
各々塗布し、常温下でその菌数の変化を計測した。その
結果を次表に示す。Culture solutions of Aspergillus niger and Pseudomonas aeruginosa were applied to the thus obtained insole and the insole without the antibacterial/aromatic film formed, respectively, and changes in the number of bacteria were measured at room temperature. . The results are shown in the table below.
このように、この発明の抗菌・芳香性膜は微生物の増殖
を著しく抑制することが確認された。そして、上記抗菌
性は、さらに100日後においても維持されることが確
認された。Thus, it was confirmed that the antibacterial/fragrant membrane of the present invention significantly suppresses the growth of microorganisms. It was confirmed that the antibacterial properties were maintained even after 100 days.
一方、上記抗菌・芳香性膜は、香料による芳香性により
、靴中敷を実施に供した際にも汗臭い悪臭かマスキング
されて不快感を与えず、この芳香性は使用後6ケ月後に
おいても保持されていることか確認された。On the other hand, the above-mentioned antibacterial/fragrant film does not cause any discomfort by masking the sweaty odor even when the insole is used due to the aromatic properties of the fragrance, and this aromatic property remains after 6 months of use. It was confirmed that the same was maintained.
実施例2
重合性モノマーとして、ポリエステルアクリレ−トLR
−3574[東洋インキ製造(味)の電子線硬化性樹脂
の商品名jに、実施例1で用いた抗菌剤ゼオミック1重
量%と、香料としてのヒノキオイル[(株)用面香料製
]1重量%を添加混合し、これを壁板用化粧紙[絵模様
; 15X 18cm]の表面に約10μmの厚さに塗
布した。この塗布面に150KeVの電子線を5 Mr
ad照射することにより、耐水性の厚み約10μmの抗
菌・芳香性膜を形成させた。Example 2 Polyester acrylate LR as a polymerizable monomer
-3574 [trade name j of electron beam curable resin manufactured by Toyo Ink Manufacturing (Aji), 1% by weight of the antibacterial agent Zeomic used in Example 1, and cypress oil as a fragrance [manufactured by Yomen Fragrance Co., Ltd.] 1 % by weight was added and mixed, and this was applied to the surface of decorative wallboard paper [picture pattern: 15 x 18 cm] to a thickness of about 10 μm. A 150 KeV electron beam was applied to this coated surface at 5 Mr.
By irradiating with AD, a water-resistant, antibacterial and aromatic film with a thickness of about 10 μm was formed.
この化粧紙を、一般的7.1:洗面所と同様な高湿(7
0〜80%RH)の条件下に放置し、その表面を経時的
に観察した。その結果、化粧紙表面には6ケ月後におい
てらカビの繁殖による黒点の発生は認められず、清潔さ
が保たれていることか確認された。また、桧材の香りは
6ケ月経過しても良好に保たれることも確認された。This decorative paper is commonly used in 7.1.
0 to 80% RH), and its surface was observed over time. As a result, no black spots due to mold growth were observed on the surface of the decorative paper after 6 months, confirming that cleanliness was maintained. It was also confirmed that the aroma of cypress wood remained good even after 6 months.
(ト)発明の効果
この発明の抗菌・芳香性膜によれば、抗菌性と芳香性が
長期間に亘って発現される。そして、該膜自体、耐水性
、耐久性に優れたものである。従って、各種基材、こと
に湿分や汗が接触して微生物が繁殖し易い基材に、抗菌
性及び芳香性を付与さ仕る膜として極めて有用なもので
ある。(G) Effects of the Invention According to the antibacterial/fragrant membrane of the present invention, antibacterial properties and aromatic properties are exhibited over a long period of time. The film itself has excellent water resistance and durability. Therefore, it is extremely useful as a film for imparting antibacterial properties and aromatic properties to various substrates, especially substrates that are susceptible to microbial growth due to contact with moisture or sweat.
さらにこの発明の抗菌・芳香性膜は、形成時に熱を加え
る必要がないため、抗菌剤や香料が形成時に分解や逸散
し難く、これらの使用効率ら向上されることとなる。Furthermore, since the antibacterial/fragrant film of the present invention does not require the application of heat during formation, antibacterial agents and fragrances are less likely to decompose or escape during formation, resulting in improved usage efficiency.
Claims (1)
れてなり、このフィルム状樹脂が、対応するモノマー及
び/又はオリゴマー組成物への電子線照射による硬化処
理によって形成されてなる抗菌・芳香性膜。 2、放射線重合性のモノマー及び/又はオリゴマーと少
量の含金属抗菌剤及び香料を含有する液状組成物を、基
体上に塗布し、この塗布膜に電子線を照射することによ
り該塗布膜を硬化することを特徴とする抗菌・芳香性膜
の製造法。[Claims] 1. A metal-containing antibacterial agent and a fragrance are contained in a film-like resin, and this film-like resin is cured by curing the corresponding monomer and/or oligomer composition by electron beam irradiation. An antibacterial and aromatic film is formed. 2. A liquid composition containing a radiation-polymerizable monomer and/or oligomer and a small amount of a metal-containing antibacterial agent and a fragrance is applied onto a substrate, and the coating film is cured by irradiating the coating film with an electron beam. A method for producing an antibacterial and aromatic membrane characterized by:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63320087A JPH02164368A (en) | 1988-12-19 | 1988-12-19 | Antibacterial aromatic film and manufacture thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63320087A JPH02164368A (en) | 1988-12-19 | 1988-12-19 | Antibacterial aromatic film and manufacture thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02164368A true JPH02164368A (en) | 1990-06-25 |
Family
ID=18117572
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63320087A Pending JPH02164368A (en) | 1988-12-19 | 1988-12-19 | Antibacterial aromatic film and manufacture thereof |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02164368A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5900258A (en) * | 1996-02-01 | 1999-05-04 | Zeolitics Inc. | Anti-bacterial compositions |
CN108041674A (en) * | 2017-11-29 | 2018-05-18 | 武汉纺织大学 | A kind of impermeable capsule and preparation method thereof that efficiently blocks water |
CN108500034A (en) * | 2018-03-27 | 2018-09-07 | 中广核达胜加速器技术有限公司 | A kind of antibiotic bacterium residues processing technique |
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JPS61138658A (en) * | 1984-12-11 | 1986-06-26 | Kanebo Ltd | Antifungal polyurethane film |
JPS6393324A (en) * | 1986-10-09 | 1988-04-23 | Daicel Chem Ind Ltd | Deodorizing sheet |
JPS63156540A (en) * | 1986-12-19 | 1988-06-29 | Kanebo Ltd | Water absorbing sheet having antibacterial action |
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Patent Citations (4)
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JPS5872514A (en) * | 1981-10-23 | 1983-04-30 | Earth Chem Corp Ltd | Prolonged releasing method of drug and prolonged release resin composition |
JPS61138658A (en) * | 1984-12-11 | 1986-06-26 | Kanebo Ltd | Antifungal polyurethane film |
JPS6393324A (en) * | 1986-10-09 | 1988-04-23 | Daicel Chem Ind Ltd | Deodorizing sheet |
JPS63156540A (en) * | 1986-12-19 | 1988-06-29 | Kanebo Ltd | Water absorbing sheet having antibacterial action |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5900258A (en) * | 1996-02-01 | 1999-05-04 | Zeolitics Inc. | Anti-bacterial compositions |
CN108041674A (en) * | 2017-11-29 | 2018-05-18 | 武汉纺织大学 | A kind of impermeable capsule and preparation method thereof that efficiently blocks water |
CN108041674B (en) * | 2017-11-29 | 2020-12-18 | 武汉纺织大学 | Efficient water-blocking anti-seepage capsule and preparation method thereof |
CN108500034A (en) * | 2018-03-27 | 2018-09-07 | 中广核达胜加速器技术有限公司 | A kind of antibiotic bacterium residues processing technique |
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