TW202346482A - antiviral agent - Google Patents

antiviral agent Download PDF

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TW202346482A
TW202346482A TW112106775A TW112106775A TW202346482A TW 202346482 A TW202346482 A TW 202346482A TW 112106775 A TW112106775 A TW 112106775A TW 112106775 A TW112106775 A TW 112106775A TW 202346482 A TW202346482 A TW 202346482A
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resin
composition
antiviral
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parts
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TW112106775A
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大力啓司
濱川陽
岩瀬実夏
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日商日本曹達股份有限公司
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A01N25/10Macromolecular compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00Disinfectants; Antimicrobial compounds or mixtures thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/29Compounds containing one or more carbon-to-nitrogen double bonds
    • C08K5/31Guanidine; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00Compositions of unspecified macromolecular compounds
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Environmental Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Toxicology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention provides an antiviral agent composition which exhibits excellent antiviral properties, and a use therefor. This antiviral agent composition contains iminoctadine or a salt thereof. The present invention prepares a composition (antiviral agent composition, resin composition, coating composition, coating material composition, etc.) by mixing an iminoctadine compound such as iminoctadine, iminoctadine alkyl benzenesulphonate, and iminoctadine acetate with a solvent, a resin and an additive. This composition can be molded into a desired shape, coated onto another substrate, and used when adhering.

Description

抗病毒劑antiviral agent

本發明係關於一種抗病毒劑組合物。更詳細而言,本發明係關於一種抗病毒性優異之抗病毒劑組合物及其用途。本案主張2022年3月3日提出申請之日本專利申請第2022-32673號之優先權,並將其內容援用於此。The present invention relates to an antiviral agent composition. More specifically, the present invention relates to an antiviral composition with excellent antiviral properties and its use. This case claims the priority of Japanese Patent Application No. 2022-32673 filed on March 3, 2022, and its contents are incorporated herein.

需要開發一種用以防止感染對人類、動物、或植物產生不利影響之病毒之抗病毒劑,上述病毒例如為:冠狀病毒(SARS-CoV、SARS-CoV-2、MERS-CoV、HCoV-229E、HCoV-OC43、HCoV-NL63、HCoV-HKU1等)、B型肝炎病毒、C型肝炎病毒、E型肝炎病毒、狂犬病病毒、埃博拉出血熱病毒、AIDS(Acquired immunodeficiency syndrome,獲得性免疫缺陷綜合征)病毒、諾羅病毒、脊髓灰白質炎病毒、輪狀病毒、拉薩熱病毒、艾滋病毒、西尼羅河病毒、登革熱病毒、日本腦炎病毒、禽流感病毒、人流感病毒、天花病毒、疱疹病毒等。There is a need to develop an antiviral agent for preventing infection with viruses that have adverse effects on humans, animals, or plants, such as coronaviruses (SARS-CoV, SARS-CoV-2, MERS-CoV, HCoV-229E, HCoV-OC43, HCoV-NL63, HCoV-HKU1, etc.), hepatitis B virus, hepatitis C virus, hepatitis E virus, rabies virus, Ebola hemorrhagic fever virus, AIDS (Acquired immunodeficiency syndrome, acquired immune deficiency syndrome) virus, norovirus, poliovirus, rotavirus, Lassa fever virus, HIV, West Nile virus, dengue virus, Japanese encephalitis virus, avian influenza virus, human influenza virus, smallpox virus, herpes virus wait.

已提出多種期待作為抗病毒劑之物質。 例如,專利文獻1揭示有一種含有平均分子量2900~15000之聚六亞甲基雙胍之抗感染症藥劑。 A number of substances have been proposed as promising antiviral agents. For example, Patent Document 1 discloses an anti-infectious agent containing polyhexamethylene biguanide with an average molecular weight of 2,900 to 15,000.

專利文獻2揭示有一種具有杯狀病毒滅活效果之組合物,其特徵在於包含0.05~0.5 wt%之聚六亞甲基胍系化合物及40~95 wt%之低級醇或該等之混合物,且pH值處於6~9之範圍內。Patent Document 2 discloses a composition with calicivirus inactivation effect, which is characterized by containing 0.05 to 0.5 wt% of a polyhexamethylene guanidine compound and 40 to 95 wt% of lower alcohol or a mixture thereof. And the pH value is in the range of 6 to 9.

據專利文獻3及專利文獻4描述,已發現歸類為經取代之醯基胍之一部分化合物對多種病毒具有抗病毒活性。 據非專利文獻4教導,導入有多種取代基之胍衍生物中,僅醯基衍生物表現出抗脊髓灰白質炎病毒效果,胍之抗脊髓灰白質炎病毒效果具有結構特異性。 According to Patent Document 3 and Patent Document 4, some compounds classified as substituted acylguanidines have been found to have antiviral activity against various viruses. According to the teaching of Non-Patent Document 4, among the guanidine derivatives introduced with various substituents, only the acyl derivatives exhibit anti-poliovirus effects, and the anti-poliovirus effect of guanidine is structurally specific.

專利文獻5揭示有一種用以治療腫瘤疾病、自體免疫疾病、心臟-循環疾病、感染症、或病毒性疾病之藥物製劑,其含有乙酸亞十一烷基胺基胍、乳酸亞十一烷基胺基胍、庚酸亞十一烷基胺基胍、壬酸亞十一烷基胺基胍等胍衍生物之鹽。Patent Document 5 discloses a pharmaceutical preparation for treating tumor diseases, autoimmune diseases, cardio-circulatory diseases, infectious diseases, or viral diseases, which contains undecylidene aminoguanidine acetate and undecane lactate. Salts of guanidine derivatives such as hydroxylaminoguanidine, undecylamineguanidine enanthate, and undecylamineguanidine nonanoate.

非專利文獻1教導胍鹽或界面活性劑作為病毒滅活劑。 非專利文獻2揭示,作為蛋白質變性劑而為人所知之脲或鹽酸胍具有病毒滅活作用。 Non-patent Document 1 teaches guanidine salts or surfactants as virus inactivating agents. Non-patent Document 2 discloses that urea or guanidine hydrochloride, which are known as protein denaturants, has a virus inactivating effect.

非專利文獻3揭示一種以硫氰酸胍為主要成分之SARS-CoV-2滅活試劑。Non-patent document 3 discloses a SARS-CoV-2 inactivation reagent containing guanidinium thiocyanate as the main component.

專利文獻6揭示9-(2-羥基乙氧基甲基)胍作為抗病毒活性藥。 先前技術文獻 專利文獻 Patent Document 6 discloses 9-(2-hydroxyethoxymethyl)guanidine as an antiviral active drug. Prior technical literature patent documents

專利文獻1:日本專利特表平08-510454號公報 專利文獻2:日本專利特開2017-105723號公報 專利文獻3:日本專利特開2013-49676號公報 專利文獻4:日本專利特表2007-508234號公報 專利文獻5:日本專利特表2005-504842號公報 專利文獻6:日本專利特開平02-304032號公報 [非專利文獻] Patent Document 1: Japanese Patent Publication No. 08-510454 Patent Document 2: Japanese Patent Application Publication No. 2017-105723 Patent document 3: Japanese Patent Application Publication No. 2013-49676 Patent Document 4: Japanese Patent Publication No. 2007-508234 Patent Document 5: Japanese Patent Publication No. 2005-504842 Patent Document 6: Japanese Patent Application Publication No. 02-304032 [Non-patent literature]

非專利文獻1:新型冠狀病毒感染症防疫方案(第8版)中華人民共和國國務院 應對新型冠狀病毒感染疫情聯防聯控機制 綜合組 2021年5月11日 (http://www.nhc.gov.cn/jkj/s3577/202105/6f1e8ec6c4a540d99fafef52fc86d0f8.shtml) 非專利文獻2:池田「具有護膚效果之新型手術衛生用消毒劑及針對其有效性確認之基礎性研究」化學研究費助成事業研究成果報告 2016年10月22日 非專利文獻3:「SARS-CoV-2滅活試劑」使用說明書 Sysmex股份有限公司 2021年1月修訂 非專利文獻4:清水等人「組織培養中之三𠯤及胍衍生物之抗病毒效果」病毒12(2),1962,pp87~100 Non-patent document 1: Novel Coronavirus Infection Epidemic Prevention Plan (8th Edition) Comprehensive Group of the Joint Prevention and Control Mechanism of the State Council of the People's Republic of China on May 11, 2021 (http://www.nhc.gov. cn/jkj/s3577/202105/6f1e8ec6c4a540d99fafef52fc86d0f8.shtml) Non-patent document 2: Ikeda's "Basic research on a new surgical disinfectant with skin-care effects and its effectiveness" Chemical Research Fund Grant Project Research Results Report October 22, 2016 Non-patent document 3: Instructions for Use of "SARS-CoV-2 Inactivation Reagent" Sysmex Co., Ltd. Revised in January 2021 Non-patent document 4: Shimizu et al. "Antiviral effects of triclosan and guanidine derivatives in tissue culture" Viruses 12(2), 1962, pp87~100

[發明所欲解決之問題][Problem to be solved by the invention]

本發明之目的在於提供一種抗病毒性優異之抗病毒劑組合物及其用途。 [解決問題之技術手段] An object of the present invention is to provide an antiviral composition with excellent antiviral properties and its use. [Technical means to solve problems]

為了達成上述目的而進行了研究,結果完成了包含以下形態之本發明。As a result of conducting studies in order to achieve the above object, the present invention including the following aspects has been completed.

[1]一種抗病毒劑組合物,其含有選自克熱淨及其鹽之至少一者。 [2]一種樹脂組合物,其含有如[1]所記載之抗病毒劑組合物、及樹脂。 [3]一種成形體,其係含有如[2]所記載之樹脂組合物而成。 [發明之效果] [1] An antiviral composition containing at least one member selected from Kerejing and its salts. [2] A resin composition containing the antiviral agent composition according to [1] and a resin. [3] A molded article containing the resin composition according to [2]. [Effects of the invention]

本發明之抗病毒劑組合物發揮優異之抗病毒性。含有吡啶硫酮鋅或聚六亞甲基雙胍及樹脂之組合物之抗病毒性極低,但本發明之樹脂組合物、被覆用組合物、接著劑組合物、或塗料組合物具有良好之抗病毒性。本發明之積層體發揮良好之抗病毒性。 本發明之成形體幾乎不存在由成形時之熱等對抗病毒性之影響,例如即便為塊形狀、膜形狀、線形狀、股線形狀、纖維形狀等,亦發揮良好之抗病毒性。 The antiviral agent composition of the present invention exhibits excellent antiviral properties. The antiviral properties of compositions containing zinc pyrithione or polyhexamethylene biguanide and resin are extremely low, but the resin composition, coating composition, adhesive composition, or coating composition of the present invention has good antiviral properties. Virality. The laminate of the present invention exhibits excellent antiviral properties. The molded article of the present invention has almost no influence on antiviral properties caused by heat during molding, and exhibits good antiviral properties even if it is in the shape of a block, a film, a line, a strand, a fiber, etc., for example.

本發明之抗病毒劑組合物含有選自克熱淨及其鹽之至少一者(以下有時會稱為克熱淨化合物)。 本發明中所使用之克熱淨亦記作1,1'-[亞胺基二(八亞甲基)]二胍。 [化1] The antiviral composition of the present invention contains at least one member selected from the group consisting of Kerejing and its salts (hereinafter may be referred to as Kerejing compound). Kerejing used in the present invention is also recorded as 1,1'-[iminobis(octamethylene)]biguanide. [Chemical 1]

作為本發明中所使用之克熱淨之鹽,可例舉:克熱淨鹽酸鹽、克熱淨烷苯磺酸鹽、克熱淨乙酸鹽等。該等之中,較佳為克熱淨烷苯磺酸鹽或克熱淨乙酸鹽。Examples of the salt of Kerejing used in the present invention include Kerejing hydrochloride, Kerejing alkyl benzene sulfonate, Kerejing acetate, and the like. Among these, the preferable one is the gram-resin alkyl benzene sulfonate or the gram-resin acetate.

克熱淨烷苯磺酸鹽亦記作1,1'-亞胺基二(八亞甲基)二胍=三(十二烷基苯磺酸鹽),一般係由下述結構式表示。 [化2] Kerejing alkyl benzene sulfonate is also recorded as 1,1'-iminobis(octamethylene)biguanide=tris(dodecylbenzene sulfonate), which is generally represented by the following structural formula. [Chemicalization 2]

克熱淨乙酸鹽亦記作1,1'-亞胺基二(八亞甲基)二胍=三乙酸鹽,一般係由下述結構式表示。 [化3] Kerejing acetate is also recorded as 1,1'-iminobis(octamethylene)biguanide=triacetate, which is generally represented by the following structural formula. [Chemical 3]

本發明之抗病毒劑組合物中所含之克熱淨化合物之量可根據用途而適當設定,例如相對於抗病毒劑組合物100質量份,較佳為0.0001~75質量份,更佳為0.0005~75質量份,進而較佳為0.0005~40質量份,尤佳為0.001~40質量份。The amount of the gram compound contained in the antiviral composition of the present invention can be appropriately set according to the use. For example, based on 100 parts by mass of the antiviral composition, it is preferably 0.0001 to 75 parts by mass, and more preferably 0.0005. ~75 parts by mass, more preferably 0.0005-40 parts by mass, particularly preferably 0.001-40 parts by mass.

本發明之抗病毒劑組合物亦可包含溶劑。溶劑較佳為能夠使克熱淨化合物分散或溶解者。作為溶劑之具體例,例如可例舉:水;乙二醇單正丁醚、二乙二醇單丁醚、三乙二醇單甲醚、三乙二醇單丁醚、2-乙基己基乙二醇、三丙二醇單甲醚、二乙二醇單己醚、二丙二醇單甲醚、二丙二醇單丁醚等二醇醚系溶劑;甲酸、乙酸、乳酸、草酸、檸檬酸、苯甲酸等有機酸類;甲醇、乙醇、異丙醇、異丁醇、正丁醇等醇類;乙醇胺、二甲胺、吡啶等胺類;二甲基甲醯胺、二甲基乙醯胺、N-甲基吡咯啶酮等醯胺類;丙酮、甲基乙基酮、甲基異丁基酮、環己酮、乙醯丙酮等酮類;二乙醚、二甲醚、四氫呋喃等醚類;乙基溶纖劑、丁基溶纖劑、丙二醇單甲醚等羥基醚類;乙酸乙酯、乙酸丁酯、乳酸乙酯、乳酸丁酯等酯類;己烷、苯、二甲苯、甲苯等烴類;二氯甲烷、四氯化碳、氯仿、三氯乙烯等鹵化烴類;乙腈;礦物油、合成烴油、合成酯油、天然油脂、天然油脂衍生物、醚油、矽油、氟油等。該等溶劑可單獨使用一種,或組合兩種以上使用。The antiviral composition of the present invention may also contain a solvent. The solvent is preferably one capable of dispersing or dissolving the gram-reactive compound. Specific examples of the solvent include: water; ethylene glycol mono-n-butyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monobutyl ether, and 2-ethylhexyl Glycol ether solvents such as ethylene glycol, tripropylene glycol monomethyl ether, diethylene glycol monohexyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monobutyl ether; formic acid, acetic acid, lactic acid, oxalic acid, citric acid, benzoic acid, etc. Organic acids; alcohols such as methanol, ethanol, isopropanol, isobutanol, n-butanol; amines such as ethanolamine, dimethylamine, pyridine; dimethylformamide, dimethylacetamide, N-methyl Amides such as pyrrolidinone; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and acetoacetone; Ethers such as diethyl ether, dimethyl ether, tetrahydrofuran, etc.; Ethyl solvents Cellulose agent, butyl cellosolve, propylene glycol monomethyl ether and other hydroxy ethers; esters such as ethyl acetate, butyl acetate, ethyl lactate, butyl lactate; hydrocarbons such as hexane, benzene, xylene, toluene and other; dichloro Methane, carbon tetrachloride, chloroform, trichloroethylene and other halogenated hydrocarbons; acetonitrile; mineral oil, synthetic hydrocarbon oil, synthetic ester oil, natural oils, natural oil derivatives, ether oils, silicone oils, fluorine oils, etc. These solvents can be used alone or in combination of two or more.

本發明之抗病毒劑組合物中所含之溶劑之量可根據用途而適當設定,例如相對於抗病毒劑組合物100質量份,較佳為5~90質量份,更佳為10~90質量份,進而較佳為30~90質量份。The amount of the solvent contained in the antiviral composition of the present invention can be appropriately set according to the use. For example, based on 100 parts by mass of the antiviral composition, it is preferably 5 to 90 parts by mass, and more preferably 10 to 90 parts by mass. parts, and more preferably 30 to 90 parts by mass.

本發明之抗病毒劑組合物可進而含有除克熱淨化合物以外之具有抗微生物性等之成分。作為具有抗微生物性等之成分,可例舉:抗菌成分、殺菌成分、抗病毒成分、防黴成分、防腐成分、防藻成分等。該等可單獨使用一種,或組合兩種以上使用。The antiviral agent composition of the present invention may further contain ingredients with antimicrobial properties other than the gram-positive compound. Examples of components having antimicrobial properties include antibacterial components, bactericidal components, antiviral components, antifungal components, antiseptic components, and antialgae components. These can be used individually by 1 type, or in combination of 2 or more types.

本發明之抗病毒劑組合物可根據其目的及用途,進而含有其他成分。作為其他成分,可例舉:阻燃劑、熱穩定劑、抗氧化劑、潤滑性劑、抗靜電劑、紫外線吸收劑、著色劑、染料/顏料、離型劑、隔熱劑、分散劑、界面活性劑、pH值調整劑、消泡劑、防銹劑、黏度調整劑、金屬螯合劑、摩擦調整劑、填料、紫膠蟲之殼等。該等可單獨使用一種,或組合兩種以上使用。The antiviral agent composition of the present invention may further contain other components depending on its purpose and use. Examples of other ingredients include flame retardants, heat stabilizers, antioxidants, lubricants, antistatic agents, ultraviolet absorbers, colorants, dyes/pigments, release agents, heat insulating agents, dispersants, and interfaces. Activators, pH adjusters, defoaming agents, rust inhibitors, viscosity adjusters, metal chelating agents, friction adjusters, fillers, shells of lac bugs, etc. These can be used individually by 1 type, or in combination of 2 or more types.

本發明之抗病毒劑組合物可根據其目的及用途而製劑化。作為製劑之劑型,例如可例舉:包含水懸浮劑、水乳濁劑、乳劑、油劑等之液劑、糊劑、粉劑、粒劑、微膠囊等。 本發明之抗病毒劑組合物可藉由公知之方法成形或造粒。作為成形或造粒之方法,可例舉:擠出成形或擠出造粒、攪拌造粒、流動層造粒、滾動造粒、噴霧造粒、壓縮造粒、或打錠成形等。 The antiviral composition of the present invention can be formulated according to its purpose and use. Examples of the dosage form of the preparation include liquids, pastes, powders, granules, microcapsules, etc. including aqueous suspensions, aqueous emulsions, emulsions, oils, and the like. The antiviral composition of the present invention can be formed or granulated by known methods. Examples of the molding or granulating method include extrusion molding or extrusion granulation, stirring granulation, fluidized bed granulation, rolling granulation, spray granulation, compression granulation, or tableting.

液體狀之本發明之抗病毒劑組合物可添加、混合、塗佈、噴霧、含浸等至其他材料。固體狀之本發明之抗病毒劑組合物可添加、混合、散佈、附著等至其他材料。藉此,能夠對其他材料賦予抗病毒性。The liquid antiviral composition of the present invention can be added, mixed, coated, sprayed, impregnated, etc. to other materials. The solid antiviral composition of the present invention can be added, mixed, spread, attached, etc. to other materials. This makes it possible to impart antiviral properties to other materials.

本發明之抗病毒劑組合物發揮病毒之增殖抑制效果及病毒之殺滅效果。其結果為,能夠防止對人類、動物、或植物之病毒感染。 作為本發明之抗病毒劑組合物視為對象之病毒,例如可例舉:拉薩熱病毒、艾滋病毒、西尼羅河病毒、登革熱病毒、日本腦炎病毒、禽流感病毒、人流感病毒、天花病毒、疱疹病毒、乳突病毒、辛德比斯病毒、冠狀病毒、SARS(Severe acute respiratory syndrome,重症急性呼吸綜合征)病毒、諾羅病毒、腺病毒、B型肝炎病毒、馬爾堡病毒、麻疹病毒、狂犬病病毒、脊髓灰白質炎病毒、鼻病毒、A型肝炎病毒、輪狀病毒、C型肝炎病毒、菸草環斑病毒、菸草脆裂病毒、菸草花葉病毒、馬鈴薯病毒、黃瓜花葉病毒、甜菜壞死黃脈病毒、辣椒輕斑駁病毒、菜豆普通花葉病毒、菜豆黃斑花葉病毒、花生矮化病毒、噬菌體等。 The antiviral composition of the present invention exhibits a virus growth-inhibiting effect and a virus-killing effect. As a result, viral infection of humans, animals, or plants can be prevented. Examples of viruses targeted by the antiviral composition of the present invention include Lassa fever virus, HIV, West Nile virus, dengue virus, Japanese encephalitis virus, avian influenza virus, human influenza virus, and smallpox virus. Herpes virus, papillomavirus, Sindbis virus, coronavirus, SARS (Severe acute respiratory syndrome) virus, norovirus, adenovirus, hepatitis B virus, Marburg virus, measles virus, rabies Viruses, poliovirus, rhinovirus, hepatitis A virus, rotavirus, hepatitis C virus, tobacco ringspot virus, tobacco rattle virus, tobacco mosaic virus, potato virus, cucumber mosaic virus, beet necrosis Yellow vein virus, pepper mild mottle virus, bean common mosaic virus, bean yellow spot mosaic virus, peanut dwarf virus, bacteriophage, etc.

本發明之樹脂組合物含有本發明之抗病毒劑組合物及樹脂。The resin composition of the present invention contains the antiviral agent composition of the present invention and a resin.

本發明之樹脂組合物中所含之克熱淨化合物之量可根據用途而適當設定,例如相對於樹脂組合物100質量份,較佳為0.0001~70質量份,更佳為0.0005~40質量份,進而較佳為0.001~20質量份,尤佳為0.001~5質量份。The amount of the thermal compound contained in the resin composition of the present invention can be appropriately set according to the use. For example, based on 100 parts by mass of the resin composition, it is preferably 0.0001 to 70 parts by mass, and more preferably 0.0005 to 40 parts by mass. , more preferably 0.001 to 20 parts by mass, particularly preferably 0.001 to 5 parts by mass.

樹脂可根據樹脂組合物之用途、所需之性能等而適當選擇。於本發明中,樹脂係廣義之樹脂,其除狹義之樹脂以外,還包含彈性體、橡膠等。本發明中之樹脂可為熱塑性樹脂,亦可為熱硬化性樹脂,亦可為光硬化性樹脂。The resin can be appropriately selected depending on the use of the resin composition, required performance, and the like. In the present invention, resin is a resin in a broad sense, which in addition to resin in a narrow sense, also includes elastomers, rubber, etc. The resin in the present invention may be a thermoplastic resin, a thermosetting resin, or a photocurable resin.

作為熱塑性樹脂,例如可例舉:苯乙烯系樹脂、丙烯酸系樹脂、乙酸乙烯酯樹脂、丙烯腈共聚物、聚苯醚樹脂、聚碸樹脂、聚醚碸、聚芳酯、聚醚醯亞胺、聚醯胺醯亞胺、聚醯亞胺、聚甲基丙烯酸甲酯、丙烯腈-苯乙烯共聚物樹脂、丙烯腈-苯乙烯-N-取代順丁烯二醯亞胺三元共聚物、丙烯腈-丁二烯-苯乙烯共聚物樹脂、苯乙烯-順丁烯二酸酐共聚物樹脂、苯乙烯-順丁烯二酸酐-N-取代順丁烯二醯亞胺共聚物樹脂、聚碳酸酯樹脂、聚對苯二甲酸丁二酯樹脂、聚乙烯(直鏈狀低密度聚乙烯、低密度聚乙烯、高密度聚乙烯等)、聚對苯二甲酸乙二酯、聚對苯二甲酸丁二酯、聚氯乙烯、聚丙烯、苯乙烯-丁二烯-苯乙烯嵌段共聚物及其氫化物、苯乙烯-丁二烯橡膠、丙烯腈-丁二烯橡膠、聚丁二烯、聚異戊二烯、苯乙烯-異戊二烯-苯乙烯嵌段共聚物及其氫化物、聚烯烴系彈性體、聚酯系彈性體、聚苯乙烯、丙烯酸系樹脂、甲基丙烯酸甲酯-苯乙烯共聚物、丙烯腈-苯乙烯-甲基丙烯酸甲酯共聚物、聚縮醛樹脂、改性聚苯醚樹脂、乙烯-乙酸乙烯酯共聚物、聚苯硫醚樹脂、聚苯碸、聚醚酮、聚醚醚酮、聚醚、環烯烴聚合物、液晶聚酯樹脂、液晶聚合物、聚醯胺、氟樹脂、聚乙烯吡咯啶酮、天然橡膠、丁基橡膠、聚異丁烯、多硫化物等。Examples of the thermoplastic resin include styrene resin, acrylic resin, vinyl acetate resin, acrylonitrile copolymer, polyphenylene ether resin, polystyrene resin, polyether styrene, polyarylate, and polyether imide. , polyamide imide, polyimide, polymethyl methacrylate, acrylonitrile-styrene copolymer resin, acrylonitrile-styrene-N-substituted maleimide terpolymer, Acrylonitrile-butadiene-styrene copolymer resin, styrene-maleic anhydride copolymer resin, styrene-maleic anhydride-N-substituted maleimide copolymer resin, polycarbonate Ester resin, polybutylene terephthalate resin, polyethylene (linear low-density polyethylene, low-density polyethylene, high-density polyethylene, etc.), polyethylene terephthalate, polyterephthalic acid Butadiene, polyvinyl chloride, polypropylene, styrene-butadiene-styrene block copolymer and its hydrogenated products, styrene-butadiene rubber, acrylonitrile-butadiene rubber, polybutadiene, Polyisoprene, styrene-isoprene-styrene block copolymer and its hydrogenated product, polyolefin elastomer, polyester elastomer, polystyrene, acrylic resin, methyl methacrylate -Styrene copolymer, acrylonitrile-styrene-methyl methacrylate copolymer, polyacetal resin, modified polyphenylene ether resin, ethylene-vinyl acetate copolymer, polyphenylene sulfide resin, polyphenylene sulfide, Polyetherketone, polyetheretherketone, polyether, cyclic olefin polymer, liquid crystal polyester resin, liquid crystal polymer, polyamide, fluororesin, polyvinylpyrrolidone, natural rubber, butyl rubber, polyisobutylene, etc. Sulfide etc.

熱硬化性樹脂係藉由加熱而進行聚合反應或交聯反應,發生硬化者。作為熱硬化性樹脂,可例舉:酚樹脂、環氧樹脂、三聚氰胺樹脂、脲樹脂、不飽和聚酯樹脂、醇酸樹脂、聚胺基甲酸酯、熱硬化性聚醯亞胺、鄰苯二甲酸二烯丙酯樹脂等。熱硬化性樹脂亦可為將硫化劑、硬化劑、或交聯劑調配於熱塑性樹脂而成者。Thermosetting resin is one that undergoes a polymerization reaction or a cross-linking reaction and hardens by heating. Examples of the thermosetting resin include phenol resin, epoxy resin, melamine resin, urea resin, unsaturated polyester resin, alkyd resin, polyurethane, thermosetting polyimide, and orthophenylene. Diallyl dicarboxylate resin, etc. The thermosetting resin may be prepared by blending a vulcanizing agent, a hardening agent, or a cross-linking agent with a thermoplastic resin.

光硬化性樹脂係藉由照射紫外線等光而進行聚合反應或交聯反應,發生硬化者。例如係將光自由基產生劑、光陽離子產生劑、光酸產生劑、光產鹼劑等光起始劑調配於所需之單體或低聚物而成者。可用於光硬化性樹脂之單體或低聚物並無特別限制,可例舉:(甲基)丙烯酸酯單體、(甲基)丙烯酸酯低聚物、雙酚A二縮水甘油醚、氫化雙酚A二縮水甘油醚、雙酚F二縮水甘油醚、環己烷二甲醇二縮水甘油醚、3',4'-環氧環己烷羧酸3,4-環氧環己基甲酯、2,2-雙(羥甲基)-1-丁醇之1,2-環氧-4-(2-環氧乙烷基)環己烷加成物;苯二甲基雙氧雜環丁烷、3-乙基-3-羥基甲基氧雜環丁烷等氧雜環丁烷化合物;環己烷二甲醇二乙烯醚、2-乙基己基乙烯醚、環己烷二甲醇單乙烯醚、4-羥基丁基乙烯醚等乙烯醚單體等。Photocurable resin is one that undergoes a polymerization reaction or a cross-linking reaction and is cured by irradiation with light such as ultraviolet rays. For example, a photoinitiator such as a photoradical generator, a photocation generator, a photoacid generator, a photobase generator, etc. is blended with a desired monomer or oligomer. The monomer or oligomer that can be used for the photocurable resin is not particularly limited, and examples thereof include: (meth)acrylate monomer, (meth)acrylate oligomer, bisphenol A diglycidyl ether, hydrogenated Bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, cyclohexanedimethanol diglycidyl ether, 3',4'-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2-bis(hydroxymethyl)-1-butanol; xylylenedimethyldioxetane oxetane compounds such as alkane, 3-ethyl-3-hydroxymethyloxetane; cyclohexanedimethanol divinyl ether, 2-ethylhexylvinyl ether, cyclohexanedimethanol monovinyl ether , 4-hydroxybutyl vinyl ether and other vinyl ether monomers.

作為其他樹脂,可例舉:矽酮、丙烯醯基矽酮、改性矽酮、漆、膠、石油樹脂、氫化石油樹脂;米、小麥、玉米、馬鈴薯、甘薯、木薯等之澱粉及其他天然產物、或以上述天然產物等為原料之生物降解性塑膠等。Examples of other resins include: silicone, acrylic silicone, modified silicone, paint, glue, petroleum resin, hydrogenated petroleum resin; starch of rice, wheat, corn, potato, sweet potato, cassava, etc. and other natural Products, or biodegradable plastics made from the above-mentioned natural products, etc.

本發明之樹脂組合物中所含之樹脂之量可根據用途而適當設定,例如相對於樹脂組合物100質量份,較佳為5~99質量份,更佳為30~95質量份,進而較佳為50~90質量份。The amount of resin contained in the resin composition of the present invention can be appropriately set according to the use. For example, based on 100 parts by mass of the resin composition, it is preferably 5 to 99 parts by mass, more preferably 30 to 95 parts by mass, and still more preferably Preferably, it is 50 to 90 parts by mass.

本發明之樹脂組合物不受製造方法特別限制。例如可藉由利用公知之方法,將克熱淨化合物或本發明之抗病毒劑組合物、樹脂、及視需要而定之公知之樹脂用添加劑進行混合而獲得。作為樹脂用添加劑,可例舉:抗氧化劑、抗熱劣化劑、光穩定劑、潤滑劑、離型劑、高分子加工助劑、抗靜電劑、阻燃劑、染顏料、光擴散劑、有機色素、消光劑、耐衝擊性改質劑、螢光體、填料、防腐劑、防藻劑、顏料分散劑、塑化劑、乾燥促進劑、界面活性劑、消泡劑、防結皮劑、低溫造膜劑、造膜助劑、增黏劑、調平劑、分散劑、防沈澱劑、硬化劑、硬化助劑、防凍劑等。The resin composition of the present invention is not particularly limited by the production method. For example, it can be obtained by mixing a gramin compound or the antiviral agent composition of the present invention, a resin, and, if necessary, a known additive for the resin using a known method. Examples of additives for resins include: antioxidants, anti-thermal deterioration agents, light stabilizers, lubricants, release agents, polymer processing aids, antistatic agents, flame retardants, dyes, light diffusing agents, organic Pigments, matting agents, impact resistance modifiers, phosphors, fillers, preservatives, anti-algae agents, pigment dispersants, plasticizers, drying accelerators, surfactants, defoaming agents, anti-skinning agents, Low-temperature film-forming agent, film-forming aid, tackifier, leveling agent, dispersant, anti-sedimentation agent, hardener, hardening aid, antifreeze, etc.

克熱淨化合物或本發明之抗病毒劑組合物、樹脂、及視需要使用之公知之樹脂用添加劑之混合例如可使用捏煉機、單螺桿或多螺桿擠出機、混合輥、班布里混合機等公知之混合裝置或混練裝置進行。硬化前之液狀之熱硬化性樹脂或光硬化性樹脂可藉由罐內摻合,而與克熱淨化合物或本發明之抗病毒劑組合物及視需要使用之公知之樹脂用添加劑混合。For example, a kneader, a single-screw or multi-screw extruder, a mixing roller, and a Banbury can be used to mix the gramin compound or the antiviral composition of the present invention, the resin, and, if necessary, known additives for the resin. A known mixing device or kneading device such as a mixer is used. The liquid thermosetting resin or photocurable resin before hardening can be mixed with the gram-reactive compound or the antiviral composition of the present invention and known resin additives used as necessary by blending in a tank.

本發明之樹脂組合物可藉由公知之成形法製成所需之形狀。又,液體狀之本發明之樹脂組合物可添加、塗佈、噴霧、含浸於其他材料。固體狀之本發明之樹脂組合物可混合、附著於其他材料。The resin composition of the present invention can be formed into a desired shape by known molding methods. In addition, the liquid resin composition of the present invention can be added, applied, sprayed, or impregnated into other materials. The solid resin composition of the present invention can be mixed with and attached to other materials.

本發明之成形體係含有本發明之樹脂組合物而成者。本發明之成形體可藉由利用公知之成形法,將本發明之樹脂組合物製成所需之形狀而獲得。作為成形法,可例舉:擠出成形法、射出成形法、壓縮成形法、吹塑成形法、流延成形法、積層成形法、積層造形法、粉體成形法等。The molding system of the present invention contains the resin composition of the present invention. The molded article of the present invention can be obtained by molding the resin composition of the present invention into a desired shape using a known molding method. Examples of the molding method include extrusion molding, injection molding, compression molding, blow molding, cast molding, build-up molding, build-up molding, powder molding, and the like.

本發明之被覆用組合物、接著劑組合物、或塗料組合物含有克熱淨化合物。The coating composition, adhesive composition, or coating composition of the present invention contains a gram-reactive compound.

本發明之被覆用組合物、接著劑組合物、或塗料組合物中所含之克熱淨化合物之量可根據用途而適當設定,例如相對於被覆用組合物、接著劑組合物、或塗料組合物100質量份,較佳為0.0001~70質量份,更佳為0.0005~40質量份,進而較佳為0.001~20質量份,尤佳為0.001~5質量份。The amount of the thermal compound contained in the coating composition, adhesive composition, or coating composition of the present invention can be appropriately set according to the use, for example, relative to the coating composition, adhesive composition, or coating composition 100 parts by mass of the material, preferably 0.0001 to 70 parts by mass, more preferably 0.0005 to 40 parts by mass, further preferably 0.001 to 20 parts by mass, especially 0.001 to 5 parts by mass.

本發明之被覆用組合物、接著劑組合物、或塗料組合物可除克熱淨化合物以外,還含有可包含在公知之被覆用組合物、接著劑組合物、或塗料組合物中之成分(例如樹脂、溶劑、添加劑等)。該成分可為對各組合物賦予適於被覆材、接著劑、或塗料之特性者。作為特性,可例舉:流動性、黏著性、塗佈性、成膜性、積層性、抗發泡性、密接性、接著性、密封性、裝飾性等。此種特性可藉由適當地選擇所使用之樹脂之種類或量、溶劑之種類或量、添加劑之種類或量等而實現。The coating composition, adhesive composition, or coating composition of the present invention may contain, in addition to the thermal compound, components that may be included in known coating compositions, adhesive compositions, or coating compositions ( Such as resins, solvents, additives, etc.). This component may be one that imparts properties suitable for coating materials, adhesives, or paints to each composition. Examples of properties include fluidity, adhesion, coating properties, film-forming properties, lamination properties, foaming resistance, adhesion, adhesiveness, sealing properties, decorative properties, and the like. Such characteristics can be achieved by appropriately selecting the type or amount of resin used, the type or amount of solvent, the type or amount of additives, etc.

本發明之液體狀之被覆用組合物可藉由如下方式被覆基材,即,利用刷塗、輥塗、棒式塗佈、噴塗等塗佈法而置於基材上,繼而進行乾燥及視需要而定之硬化。 本發明之固體狀之被覆用組合物可藉由如下方式被覆基材,即,利用撒粉、覆片、覆膜等而置於基材上,進行壓接、熔合、或接著。 The liquid coating composition of the present invention can be coated on the substrate by applying coating methods such as brush coating, roller coating, rod coating, spray coating, etc., and then drying and visualizing the substrate. Harden as needed. The solid coating composition of the present invention can be used to coat the base material by using dusting, sheeting, film coating, etc. to place it on the base material and perform pressure bonding, fusing, or adhesion.

本發明之抗病毒劑組合物、樹脂組合物、被覆用組合物、接著劑組合物、或塗料組合物可用於多種用途。例如可例舉:浴室之內裝材、地墊、壁用片材、壁紙、拉門紙、地板材、扶手材、天花板材、不燃木材、密封劑、填隙劑、密閉劑、接著劑(丙烯酸系、烯烴系、聚胺酯系、環氧系、天然系)、塗料(油性塗料、酒精塗料、NAD(Non Aqueous Dispersion,非水分散體)塗料、電沈積塗料、粉體塗料、纖維素塗料、合成樹脂塗料、水性塗料、漆系塗料、橡膠系塗料、聚胺酯系塗料、矽酮系塗料等)、集成材、裝飾合板及其他木質材、合成木材、仿真木材、再生木材、絕熱材、隔熱材、石膏板、其他建築材料;膜、片材;樹脂系壁板、陶瓷系壁板、磁磚、屋簷材、屋瓦材、外壁材等建築物之外裝材;澱粉糊、紙用塗敷液、塗料、接著劑、修補劑、陶瓷材料、水泥溶混劑、金屬加工油;織布、不織布等。The antiviral agent composition, resin composition, coating composition, adhesive composition, or coating composition of the present invention can be used for various purposes. Examples include: bathroom interior materials, floor mats, wall sheets, wallpaper, sliding door paper, floor materials, handrail materials, ceiling materials, non-combustible wood, sealants, caulks, sealants, adhesives ( Acrylic, olefin, polyurethane, epoxy, natural), coatings (oil-based coatings, alcohol coatings, NAD (Non Aqueous Dispersion) coatings, electrodeposition coatings, powder coatings, cellulose coatings, Synthetic resin coatings, water-based coatings, lacquer coatings, rubber coatings, polyurethane coatings, silicone coatings, etc.), laminated lumber, decorative plywood and other wood materials, synthetic wood, simulated wood, recycled wood, thermal insulation materials, thermal insulation materials, gypsum boards, other building materials; membranes, sheets; resin-based siding, ceramic siding, tiles, eaves, roof tiles, exterior wall materials and other building exterior materials; starch paste, paper coating Application fluids, coatings, adhesives, repair agents, ceramic materials, cement miscible agents, metal processing oils; woven fabrics, non-woven fabrics, etc.

作為合成樹脂塗料,可例舉:酚樹脂塗料、鄰苯二甲酸樹脂塗料(例如醇酸樹脂塗料等)、順丁烯二酸樹脂塗料、脲樹脂塗料、三聚氰胺樹脂塗料、乙烯系樹脂塗料(例如乙酸乙烯酯樹脂塗料、氯乙烯樹脂塗料、苯乙烯樹脂塗料、丙烯酸樹脂塗料、聚乙烯醇縮丁醛樹脂塗料等)、環氧樹脂塗料、矽酮樹脂塗料、呋喃樹脂塗料、聚酯樹脂塗料、聚胺酯樹脂塗料、硝化纖維素樹脂塗料、胺基樹脂塗料、氟樹脂塗料等。Examples of synthetic resin paints include phenol resin paints, phthalic acid resin paints (such as alkyd resin paints, etc.), maleic acid resin paints, urea resin paints, melamine resin paints, and vinyl resin paints (such as Vinyl acetate resin coating, vinyl chloride resin coating, styrene resin coating, acrylic resin coating, polyvinyl butyral resin coating, etc.), epoxy resin coating, silicone resin coating, furan resin coating, polyester resin coating, Polyurethane resin coating, nitrocellulose resin coating, amine resin coating, fluororesin coating, etc.

作為水性塗料,可例舉:水性漆、乳液油漆、乳化聚合塗料(例如乙酸乙烯酯樹脂乳化聚合塗料、偏二氯乙烯-氯乙烯共聚物乳化聚合塗料、丙烯酸樹脂乳化聚合塗料、苯乙烯樹脂乳化聚合塗料、合成橡膠乳膠塗料等)等。Examples of water-based paints include water-based paints, emulsion paints, emulsion polymer paints (for example, vinyl acetate resin emulsion polymer paints, vinylidene chloride-vinyl chloride copolymer emulsion polymer paints, acrylic resin emulsion polymer paints, styrene resin emulsion polymer paints). Polymeric coatings, synthetic rubber latex coatings, etc.).

本發明之樹脂組合物、被覆用組合物、或塗料組合物可進而含有偶合劑。偶合劑係使性質不同之材料、主要是無機材料與有機材料結合之化合物。作為偶合劑,可例舉:矽烷偶合劑、鈦酸酯系偶合劑、鋁酸酯系偶合劑、鋯酸酯系偶合劑等。 作為矽烷偶合劑,可例舉:2-(3,4-環氧環己基)乙基三甲氧基矽烷、3-縮水甘油氧基丙基甲基二甲氧基矽烷、3-縮水甘油氧基丙基三甲氧基矽烷、3-縮水甘油氧基丙基甲基二乙氧基矽烷、3-縮水甘油氧基丙基三乙氧基矽烷、3-甲基丙烯醯氧基丙基甲基二甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基甲基二乙氧基矽烷、3-甲基丙烯醯氧基丙基三乙氧基矽烷等。 The resin composition, coating composition, or coating composition of the present invention may further contain a coupling agent. Coupling agents are compounds that combine materials with different properties, mainly inorganic materials and organic materials. Examples of the coupling agent include silane coupling agents, titanate coupling agents, aluminate coupling agents, zirconate coupling agents, and the like. Examples of the silane coupling agent include: 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, and 3-glycidoxysilane Propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidyloxypropyltriethoxysilane, 3-methacryloxypropylmethyldiethoxysilane Methoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane Oxysilane, etc.

作為鈦酸酯系偶合劑,可例舉:鈦酸四異丙酯、鈦酸四正丁酯、四(2-乙基己氧基)鈦、異丙氧基辛二醇鈦等鈦烷氧化物;乙醯丙酮鈦、四乙醯丙酮鈦、二異丙氧基・雙(乙醯丙酮)鈦、二正丙氧基・雙(乙醯丙酮)鈦、二正丁氧基・雙(乙醯丙酮)鈦、二乙氧基・雙(乙醯丙酮)鈦、丙二氧基鈦雙(乙醯乙酸乙酯)等鈦錯合物等。Examples of titanate-based coupling agents include titanium alkyl oxidation such as tetraisopropyl titanate, tetra-n-butyl titanate, tetrakis(2-ethylhexyloxy)titanium, and titanium isopropoxyoctanediol. Materials; titanium acetate acetone, titanium tetraacetyl acetone, diisopropoxy bis (acetyl acetone) titanium, di-n-propoxy bis (acetyl acetone) titanium, di-n-butoxy bis (ethyl acetone) titanium Titanium complexes such as diacetyl acetone) titanium, diethoxy bis (acetyl acetone) titanium, propylenedioxy titanium bis (acetyl acetate ethyl acetate), etc.

作為鋁酸酯系偶合劑,例如可例舉:異丙醇鋁、二異丙酸單第二丁氧基鋁、乙醇鋁等醇化鋁;乙醯乙酸乙基鋁二異丙酯、單乙醯丙酮雙乙醯乙酸乙酯鋁、三(乙醯乙酸乙酯)鋁、三(乙醯丙酮)鋁、二乙氧基單(乙醯丙酮)鋁、二異丙氧基單(乙醯丙酮)鋁、二正丙氧基單(乙醯丙酮)鋁、二正丁氧基單(乙醯丙酮)鋁、乙氧基雙(乙醯丙酮)鋁、異丙氧基雙(乙醯丙酮)鋁、正丙氧基雙(乙醯丙酮)鋁、正丁氧基雙(乙醯丙酮)鋁等鋁錯合物;環狀鋁低聚物等。Examples of the aluminate coupling agent include aluminum alkoxides such as aluminum isopropoxide, aluminum mono-butoxide diisopropoxide, and aluminum ethoxide; ethyl aluminum acetate diisopropyl acetate, and monoacetyl acetate. Acetone diacetyl ethyl acetate aluminum, tris (acetyl ethyl acetate) aluminum, tris (acetyl acetone) aluminum, diethoxy mono (acetyl acetone) aluminum, diisopropoxy mono (acetyl acetone) Aluminum, di-n-propoxymono(acetylacetone)aluminum, di-n-butoxymono(acetylacetone)aluminum, ethoxybis(acetylacetone)aluminum, isopropoxybis(acetylacetone)aluminum , n-propoxybis(acetylacetone)aluminum, n-butoxybis(acetylacetone)aluminum and other aluminum complexes; cyclic aluminum oligomers, etc.

作為鋯酸酯系偶合劑,可例舉:四(乙醯丙酮)鋯、二正丁氧基雙(乙醯丙酮)鋯、四(乙醯乙酸乙酯)鋯、二乙氧基雙乙醯丙酮鋯、二異丙氧基雙(乙醯丙酮)鋯、二正丙氧基雙(乙醯丙酮)鋯、三正丁氧基單乙醯乙酸乙酯鋯、三正丁氧基單乙醯丙酮鋯等。Examples of zirconate coupling agents include zirconium tetrakis(acetyl acetone), zirconium di-n-butoxybis(acetyl acetone), zirconium tetrakis(ethyl acetate), and diethoxybis acetate. Zirconium acetone, diisopropoxybis(acetylacetone)zirconium, di-n-propoxybis(acetylacetone)zirconium, tri-n-butoxymonoacetyl ethyl acetate zirconium, tri-n-butoxymonoacetyl zirconium Zirconium Acetone etc.

本發明之樹脂組合物、被覆用組合物、或塗料組合物可進而含有填料。作為填料,可例舉:碳黑、石墨烯、奈米碳管、玻璃纖維、氧化鐵、重晶石、滑石、碳酸鈣、高嶺土、黏土、二氧化矽、二氧化鈦、氧化鋁、氧化鋯、矽酮樹脂微粒子、氟樹脂微粒子、丙烯酸系樹脂微粒子、聚胺酯系樹脂微粒子、矽酮改性聚胺酯系樹脂微粒子、聚乙烯微粒子、聚碳酸酯系樹脂微粒子等。The resin composition, coating composition, or coating composition of the present invention may further contain a filler. Examples of fillers include carbon black, graphene, carbon nanotubes, glass fiber, iron oxide, barite, talc, calcium carbonate, kaolin, clay, silica, titanium dioxide, alumina, zirconia, and silicon. Ketone resin particles, fluororesin particles, acrylic resin particles, polyurethane resin particles, silicone-modified polyurethane resin particles, polyethylene particles, polycarbonate resin particles, etc.

本發明之積層體具有基材、及積層於此之包含本發明之樹脂組合物、被覆用組合物、接著劑組合物、或塗料組合物之層。 可用於本發明之基材並無特別限定。作為基材,例如可例舉:所有建築物、建築材料、金屬、橡膠、木質材、塑膠製品、纖維、布、紙、陶瓷、混凝土、塊體、磚等。包含本發明之樹脂組合物、被覆用組合物、接著劑組合物、或塗料組合物之層由於色調不易隨時間變化,因此外觀不會受損,並且表現出優異之抗病毒性。可藉由公知之方法積層於基材。例如可例舉:多色擠出成形法、被覆擠出成形法、接著法、熔合法、塗佈法、噴霧法、粉體成形法、模內成形法、膜嵌入成形法等。 The laminated body of this invention has a base material, and the layer containing the resin composition, coating composition, adhesive composition, or coating composition of this invention laminated|stacked on this. The substrate that can be used in the present invention is not particularly limited. Examples of the base material include all buildings, construction materials, metals, rubber, wood, plastic products, fibers, cloth, paper, ceramics, concrete, blocks, bricks, and the like. Since the color tone of the layer containing the resin composition, coating composition, adhesive composition, or coating composition of the present invention does not change easily over time, the appearance is not damaged and exhibits excellent antiviral properties. It can be laminated on the base material by a known method. Examples include multi-color extrusion molding, coating extrusion molding, bonding method, fusion method, coating method, spray method, powder molding method, in-mold molding method, film insert molding method, and the like.

基於以下實施例對本發明之實施方式進行說明。但是,本發明並不受該等實施例限制。Embodiments of the present invention will be described based on the following examples. However, the present invention is not limited by these examples.

實施例1 將矽烷偶合劑(3-甲基丙烯醯氧基丙基三甲氧基矽烷)8.74質量份、有機矽溶膠(非晶形二氧化矽30%、N-甲基-2-吡咯啶酮70%)3.5質量份、乙醯丙酮鋁(III)1.5質量份、及2-甲基-1-[4-(甲硫基)苯基]-2-𠰌啉基丙烷-1-酮0.2質量份添加至乙二醇單正丁醚82.73質量份並加以溶解。向其中添加克熱淨烷苯磺酸鹽水合劑(Bellkute(註冊商標) flowable,含有克熱淨烷苯磺酸鹽30%)3.33質量份(以克熱淨烷苯磺酸鹽計為1質量份)並加以混合,藉此獲得液狀之組合物A。 Example 1 Mix 8.74 parts by mass of silane coupling agent (3-methacryloxypropyltrimethoxysilane) and 3.5 parts of organosilica sol (30% amorphous silica, 70% N-methyl-2-pyrrolidone) 1.5 parts by mass of aluminum acetate acetonate (III), and 0.2 parts by mass of 2-methyl-1-[4-(methylthio)phenyl]-2-𠰌linylpropan-1-one were added to ethanol. 82.73 parts by mass of glycol mono-n-butyl ether were dissolved. Add 3.33 parts by mass of Bellkute (registered trademark) flowable, containing 30% of Bellkute alkylbenzene sulfonate (calculated as 1 mass of Bellkute alkylbenzene sulfonate). parts) and mix to obtain a liquid composition A.

使用自動塗敷裝置(PI-1210:TESTER SANGYO公司製造),將約3 mL之組合物A塗佈於148 mm×210 mm之聚對苯二甲酸乙二酯膜(Lumirror(R)膜(T60透明)250 μm)之單側整面。其後,放入至100℃之恆溫槽乾燥20分鐘。繼而,使用紫外線硬化用光源裝置(EYE GRAPHICS公司製造)使乾燥塗膜硬化,從而獲得聚對苯二甲酸乙二酯膜與包含組合物A之不揮發成分之膜積層而成之積層體。Using an automatic coating device (PI-1210: manufactured by TESTER SANGYO Co., Ltd.), approximately 3 mL of composition A was applied to a 148 mm × 210 mm polyethylene terephthalate film (Lumirror(R) film (T60) Transparent) 250 μm) on one side of the entire surface. Thereafter, it was placed in a constant temperature bath at 100°C for drying for 20 minutes. Next, the dry coating film was cured using an ultraviolet curing light source device (manufactured by EYE GRAPHICS), thereby obtaining a laminated body in which a polyethylene terephthalate film and a film containing a nonvolatile component of the composition A were laminated.

(使用噬菌體Qβ之抗病毒性評價) 將切下之50 mm見方之積層體放入培養皿中,將含噬菌體Qβ之液體0.1 mL置於積層體之包含組合物A之膜(抗病毒層)之上,於其上覆蓋40 mm見方之聚丙烯膜,使含噬菌體Qβ之液體於評價對象與聚丙烯膜之間展開。蓋上培養皿。將培養皿於約25℃之暗處放置4小時。其後,將積層體浸漬於SCDLP肉湯培養基(榮研化學公司製造)10 mL。 繼而,對培養基進行採樣,藉由SM緩衝液(成分=蒸餾水、濃度0.1M之NaCl、濃度8mM之MgSO 4・7H 2O、濃度50mM之Tris-HCl(pH值=7.5)、濃度0.01%之明膠)稀釋。向所獲得之稀釋液1 mL添加大腸桿菌培養液0.15 mL,於37℃下培養24小時。藉由目視測量菌斑數,算出感染滴度T。 再者,感染滴度係由下述式定義之值。 感染滴度=菌斑數×稀釋倍率 (Evaluation of antiviral properties using phage Qβ) Place the cut 50 mm square laminated body in a petri dish, and place 0.1 mL of the liquid containing phage Qβ on the film containing composition A (antiviral layer) of the laminated body On top of it, cover it with a 40 mm square polypropylene film, and spread the liquid containing bacteriophage Qβ between the evaluation object and the polypropylene film. Cover the Petri dish. Place the culture dish in a dark place at approximately 25°C for 4 hours. Thereafter, the laminated body was immersed in 10 mL of SCDLP broth medium (manufactured by Eiken Chemical Co., Ltd.). Then, the culture medium was sampled, and the SM buffer (composition = distilled water, NaCl with a concentration of 0.1M, MgSO 4 with a concentration of 8mM ・7H 2 O, Tris-HCl with a concentration of 50mM (pH value = 7.5), and a concentration of 0.01% Gelatin) dilution. To 1 mL of the obtained dilution, 0.15 mL of Escherichia coli culture solution was added, and the mixture was cultured at 37°C for 24 hours. By visually measuring the number of plaques, the infection titer T was calculated. In addition, the infectious titer is a value defined by the following formula. Infectious titer = number of plaques × dilution ratio

使用玻璃板代替積層體,以與上述同樣之方法算出感染滴度U。由算出之感染滴度T與感染滴度U算出抗病毒活性值。 再者,抗病毒活性值係由下述式定義之值。 抗病毒活性值=Log(感染滴度U)-Log(感染滴度T) 對噬菌體Qβ之抗病毒活性值為4.8。 Using a glass plate instead of the laminated body, the infection titer U was calculated in the same manner as above. The antiviral activity value was calculated from the calculated infection titer T and infection titer U. In addition, the antiviral activity value is a value defined by the following formula. Antiviral activity value=Log(infectious titer U)-Log(infectious titer T) The antiviral activity value against bacteriophage Qβ is 4.8.

(使用噬菌體ϕ6之抗病毒性評價) 使用含噬菌體ϕ6之液體代替含噬菌體Qβ之液體,並使用丁香假單胞菌(Pseudomonas syringae)培養液代替大腸桿菌培養液,除此以外,以與上述同樣之方法算出抗病毒活性值。 對噬菌體ϕ6之抗病毒活性值為5.2。 (Evaluation of antiviral activity using bacteriophage ϕ6) The antiviral activity value was calculated in the same manner as above, except that a liquid containing phage ϕ6 was used instead of a liquid containing phage Qβ, and a Pseudomonas syringae culture medium was used instead of an Escherichia coli culture medium. The antiviral activity value against bacteriophage ϕ6 is 5.2.

[實施例2] 將矽烷偶合劑(3-甲基丙烯醯氧基丙基三甲氧基矽烷)8.74質量份、有機矽溶膠(非晶形二氧化矽30%、N-甲基-2-吡咯啶酮70%)3.5質量份、乙醯丙酮鋁(III)1.5質量份、及2-甲基-1-[4-(甲硫基)苯基]-2-𠰌啉基丙烷-1-酮0.2質量份添加至乙二醇單正丁醚83.56質量份並加以溶解。向其中添加克熱淨乙酸鹽製劑(Befran原體40(日本曹達公司製造):含有克熱淨乙酸鹽40%)2.50質量份(以克熱淨乙酸鹽計為1質量份)並加以混合,藉此獲得液狀之組合物B。 除了將組合物A改變為組合物B以外,以與實施例1同樣之方法獲得積層體。 進行使用噬菌體Qβ之抗病毒性評價。對噬菌體Qβ之抗病毒活性值為5.3。 [Example 2] Mix 8.74 parts by mass of silane coupling agent (3-methacryloxypropyltrimethoxysilane) and 3.5 parts of organosilica sol (30% amorphous silica, 70% N-methyl-2-pyrrolidone) 1.5 parts by mass of aluminum acetate acetonate (III), and 0.2 parts by mass of 2-methyl-1-[4-(methylthio)phenyl]-2-𠰌linylpropan-1-one were added to ethanol. 83.56 parts by mass of glycol mono-n-butyl ether were dissolved. 2.50 parts by mass (calculated as 1 part by mass of gram acetate) of a gram-resin acetate preparation (Befran 40 (manufactured by Japan Soda Co., Ltd.): containing 40% gram-resin acetate) was added thereto, and mixed. Thereby, liquid composition B is obtained. A laminated body was obtained in the same manner as in Example 1 except that composition A was changed into composition B. Antiviral activity evaluation using bacteriophage Qβ was performed. The antiviral activity value against bacteriophage Qβ is 5.3.

[實施例3] 將矽烷偶合劑(3-甲基丙烯醯氧基丙基三甲氧基矽烷)8.74質量份、有機矽溶膠(非晶形二氧化矽30%、N-甲基-2-吡咯啶酮70%)3.5質量份、乙醯丙酮鋁(III)1.5質量份、及2-甲基-1-[4-(甲硫基)苯基]-2-𠰌啉基丙烷-1-酮0.2質量份添加至乙二醇單正丁醚85.23質量份並加以溶解。向其中添加克熱淨烷苯磺酸鹽水合劑(Bellkute(註冊商標) flowable,含有克熱淨烷苯磺酸鹽30%)0.83質量份(克熱淨烷苯磺酸鹽為0.25質量份)並加以混合,藉此獲得液狀之組合物C。 除了將組合物A改變為組合物C以外,以與實施例1同樣之方法獲得積層體。 進行使用噬菌體ϕ6之抗病毒性評價。對噬菌體ϕ6之抗病毒活性值為5.2。 [Example 3] Mix 8.74 parts by mass of silane coupling agent (3-methacryloxypropyltrimethoxysilane) and 3.5 parts of organosilica sol (30% amorphous silica, 70% N-methyl-2-pyrrolidone) 1.5 parts by mass of aluminum acetate acetonate (III), and 0.2 parts by mass of 2-methyl-1-[4-(methylthio)phenyl]-2-𠰌linylpropan-1-one were added to ethanol. 85.23 parts by mass of glycol mono-n-butyl ether were dissolved. To this was added 0.83 parts by mass of Bellkute (registered trademark) flowable, containing 30% of Bellkute alkylbenzene sulfonate (0.25 parts by mass of Bellkute alkylbenzene sulfonate). and mixed to obtain a liquid composition C. A laminated body was obtained in the same manner as in Example 1 except that composition A was changed into composition C. Antiviral activity evaluation using bacteriophage ϕ6 was performed. The antiviral activity value against bacteriophage ϕ6 is 5.2.

[實施例4] 將克熱淨烷苯磺酸鹽水合劑(Bellkute(註冊商標) flowable,含有克熱淨烷苯磺酸鹽30%)3.33質量份(克熱淨烷苯磺酸鹽為1質量份)、及水性清漆(丙烯酸系乳液樹脂塗料,Asahipen股份有限公司製造)96.67質量份加以混合,從而獲得液狀之組合物D。 使用自動塗敷裝置(PI-1210:TESTER SANGYO公司製造),將約3 mL之組合物D塗佈於148 mm×210 mm之聚對苯二甲酸乙二酯膜(Lumirror(R)膜(T60透明)250 μm)之單側整面。其後,放入至100℃之恆溫槽乾燥1分鐘,從而獲得將聚對苯二甲酸乙二酯膜及包含組合物D之不揮發成分之膜積層而成之積層體。 進行使用噬菌體ϕ6之抗病毒性評價。對噬菌體ϕ6之抗病毒活性值為5.2。 [Example 4] Add 3.33 parts by mass of Bellkute (registered trademark) flowable, containing 30% of Bellkute alkylbenzene sulfonate (1 part by mass of Bellkute alkylbenzene sulfonate), and 96.67 parts by mass of water-based varnish (acrylic emulsion resin paint, manufactured by Asahipen Co., Ltd.) were mixed to obtain a liquid composition D. Using an automatic coating device (PI-1210: manufactured by TESTER SANGYO Co., Ltd.), approximately 3 mL of composition D was applied to a 148 mm × 210 mm polyethylene terephthalate film (Lumirror(R) film (T60) Transparent) 250 μm) on one side of the entire surface. Thereafter, the film was placed in a constant temperature chamber at 100° C. and dried for 1 minute to obtain a laminate in which a polyethylene terephthalate film and a film containing a nonvolatile component of the composition D were laminated. Antiviral activity evaluation using bacteriophage ϕ6 was performed. The antiviral activity value against bacteriophage ϕ6 is 5.2.

[比較例1] 將矽烷偶合劑(3-甲基丙烯醯氧基丙基三甲氧基矽烷)8.74質量份、矽溶膠(非晶形二氧化矽30%、N-甲基-2-吡咯啶酮70%)3.5質量份、乙醯丙酮鋁(III)1.5質量份、及2-甲基-1-[4-(甲硫基)苯基]-2-𠰌啉基丙烷-1-酮0.2質量份添加至乙二醇單正丁醚81.06質量份並加以溶解。向其中添加聚六亞甲基雙胍製劑(含有聚六亞甲基雙胍20%)5.0質量份(以聚六亞甲基雙胍計為1份)並加以混合,藉此獲得液狀之組合物E。 除了將組合物A改變為組合物E以外,以與實施例1同樣之方法獲得積層體。 進行使用噬菌體Qβ之抗病毒性評價。對噬菌體Qβ之抗病毒活性值為2.0。 [Comparative example 1] 8.74 parts by mass of silane coupling agent (3-methacryloxypropyltrimethoxysilane) and 3.5 parts by mass of silica sol (30% amorphous silica, 70% N-methyl-2-pyrrolidinone) parts, 1.5 parts by mass of aluminum acetate acetonate (III), and 0.2 parts by mass of 2-methyl-1-[4-(methylthio)phenyl]-2-𠰌linylpropan-1-one were added to ethylene diacetate. 81.06 parts by mass of alcohol mono-n-butyl ether were dissolved. 5.0 parts by mass (calculated as 1 part based on polyhexamethylene biguanide) of a polyhexamethylene biguanide preparation (containing 20% of polyhexamethylene biguanide) was added thereto and mixed to obtain a liquid composition E. . A laminated body was obtained in the same manner as in Example 1 except that composition A was changed into composition E. Antiviral activity evaluation using bacteriophage Qβ was performed. The antiviral activity value against bacteriophage Qβ is 2.0.

如上所述,含有聚六亞甲基雙胍及樹脂之組合物(比較例1)之抗病毒性極低,但本發明之組合物(實施例)具有良好之抗病毒性。As mentioned above, the antiviral property of the composition containing polyhexamethylene biguanide and resin (Comparative Example 1) is extremely low, but the composition of the present invention (Example) has good antiviral property.

Claims (3)

一種抗病毒劑組合物,其含有選自克熱淨及其鹽之至少一者。An antiviral agent composition containing at least one member selected from Kerejing and its salts. 一種樹脂組合物,其含有如請求項1之抗病毒劑組合物、及樹脂。A resin composition containing the antiviral agent composition of claim 1 and a resin. 一種成形體,其含有如請求項2之樹脂組合物。A molded article containing the resin composition according to claim 2.
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