JPS6039245B2 - Antibacterial and antifungal composition - Google Patents
Antibacterial and antifungal compositionInfo
- Publication number
- JPS6039245B2 JPS6039245B2 JP9387878A JP9387878A JPS6039245B2 JP S6039245 B2 JPS6039245 B2 JP S6039245B2 JP 9387878 A JP9387878 A JP 9387878A JP 9387878 A JP9387878 A JP 9387878A JP S6039245 B2 JPS6039245 B2 JP S6039245B2
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial
- group
- ward
- composition
- added
- 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.)
- Expired
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 14
- 239000012871 anti-fungal composition Substances 0.000 title claims 2
- 150000003839 salts Chemical class 0.000 claims description 8
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 4
- 235000010199 sorbic acid Nutrition 0.000 claims description 4
- 239000004334 sorbic acid Substances 0.000 claims description 4
- 229940075582 sorbic acid Drugs 0.000 claims description 4
- 239000004287 Dehydroacetic acid Substances 0.000 claims description 3
- 235000019258 dehydroacetic acid Nutrition 0.000 claims description 3
- 229940061632 dehydroacetic acid Drugs 0.000 claims description 3
- JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 claims description 3
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 description 8
- 241000894006 Bacteria Species 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 208000024891 symptom Diseases 0.000 description 6
- 239000004288 Sodium dehydroacetate Substances 0.000 description 5
- 239000003242 anti bacterial agent Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 5
- 229940079839 sodium dehydroacetate Drugs 0.000 description 5
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- SVIJYLPSHPPVQF-UHFFFAOYSA-N 2-[2,2-diaminoethyl(dodecyl)amino]acetic acid Chemical compound CCCCCCCCCCCCN(CC(N)N)CC(O)=O SVIJYLPSHPPVQF-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 2
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 2
- 235000019797 dipotassium phosphate Nutrition 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 235000010241 potassium sorbate Nutrition 0.000 description 2
- 239000004302 potassium sorbate Substances 0.000 description 2
- 229940069338 potassium sorbate Drugs 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GMGBBMQOXFAWRS-UHFFFAOYSA-N 2-[2,2-diaminoethyl(tetradecyl)amino]acetic acid Chemical compound CCCCCCCCCCCCCCN(CC(N)N)CC(O)=O GMGBBMQOXFAWRS-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 241000221955 Chaetomium Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000218922 Magnoliophyta Species 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 241000228153 Penicillium citrinum Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000004283 Sodium sorbate Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000270666 Testudines Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- -1 alkyl diaminoethylglycine Chemical compound 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- CYTMSUFQXVURGG-UHFFFAOYSA-N potassium;3-acetyl-6-methylpyran-3-ide-2,4-dione Chemical compound [K+].CC(=O)[C-]1C(=O)C=C(C)OC1=O CYTMSUFQXVURGG-UHFFFAOYSA-N 0.000 description 1
- 239000001965 potato dextrose agar Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- LROWVYNUWKVTCU-STWYSWDKSA-M sodium sorbate Chemical compound [Na+].C\C=C\C=C\C([O-])=O LROWVYNUWKVTCU-STWYSWDKSA-M 0.000 description 1
- 235000019250 sodium sorbate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000012137 tryptone Substances 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】
ヂヒドロ酢酸、ソルビン酸、あるいはそれらの塩はいず
れも低毒性の防菌防徴剤として有用である。DETAILED DESCRIPTION OF THE INVENTION Dihydroacetic acid, sorbic acid, or their salts are all useful as low-toxic antibacterial agents.
しかし、塗料、糊料、接着剤用等、工業用製品の防菌防
轍剤として使用する場合、必ずしもその効力が充分とい
えず、用途範囲に制限がある。しかして防菌力、防微力
の向上のため従来から各種の防菌剤、防徴剤を組合せ抗
菌スペクトルを広げることが試みられているが、通常は
それぞれの薬剤が有する効果が相加平均的でしか得られ
ず、飛躍的な効力改善効果は認め難いのが実状である。
しかるに本発明者等は■デヒドロ酢酸又はその塩あるい
はソルピン酸又はその塩の少くとも１種と（Ｂ｝長鎖ア
ルキルジアミノェチルグリシンとからなる組成物は相乗
的に防菌、防徴効果が向上することを見出し本発明を完
成するに到った。本発明の凶，脚はいずれも防菌剤、防
轍剤として公知であるが、これらを併用する場合、前記
の如き効果が得られることは従来の知見からは到底予想
出来ないことである。本発明の風成分はデヒドロ酢酸、
ソルビン酸又はその塩の少くとも１種である。However, when used as a bactericidal and rutting agent for industrial products such as paints, pastes, and adhesives, its effectiveness is not necessarily sufficient and its range of use is limited. However, attempts have been made to widen the antibacterial spectrum by combining various antibacterial and antibacterial agents in order to improve antibacterial and antibacterial effects, but usually the effects of each drug are based on the arithmetic average. The reality is that it is difficult to recognize the effect of dramatically improving efficacy.
However, the present inventors have found that (1) a composition comprising at least one of dehydroacetic acid or its salts or sorbic acid or its salts and (B) long-chain alkyldiaminoethylglycine has a synergistic antibacterial and anti-symptomatic effect; The inventors have found that the present invention improves the effectiveness of the anti-bacterial agent and the anti-rutting agent. Both of the main advantages of the present invention are known as antibacterial agents and anti-rut agents, but when these are used in combination, the effects as described above can be obtained. This is completely unexpected based on conventional knowledge.The wind components of the present invention include dehydroacetic acid,
At least one type of sorbic acid or its salt.
塩としてはデヒドロ酢酸ナトリウム、デヒドロ酢酸カリ
ウム、ソルビン酸ナトリウム、ソルビン酸カリウム等が
挙げられる。一方‘Ｂー成分は一般式〔Ｒ−（ＮＨＣ２
日４）２−ＮＨ・ＣＨ２・ＣＯＯＨ〕で示される最鎖ア
ルキルジアミノェチルグリシンであり、Ｒは通常、炭素
数が８〜１針固程度のアルキル基を示す。Examples of the salt include sodium dehydroacetate, potassium dehydroacetate, sodium sorbate, potassium sorbate, and the like. On the other hand, the 'B-component has the general formula [R-(NHC2
Day 4) 2-NH•CH2•COOH], where R usually represents an alkyl group having about 8 to 1 carbon atoms.
かかるアルキル基としてはオクチル基、ノニル基、デシ
ル基、ウンデシル基、ドデシル基、トリデシル基、テト
ラデシル基、ベンタデシル基、ヘキサデシル基等が挙げ
られ、これらの中でも、ドデシル基、トリデシル基、テ
トラデシル基を有するものが好適に用いられる。上記の
最鎖アルキルジァミノヱチルグリシンは塩酸塩、硫酸塩
、酢酸塩等の形状であっても差支えない。Such alkyl groups include octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, etc. Among these, those having dodecyl group, tridecyl group, and tetradecyl group are preferably used. The above-mentioned longest-chain alkyl diaminoethylglycine may be in the form of hydrochloride, sulfate, acetate, or the like.
又、該グリシンはＬＤ５。が３雌／ｋ９と非常に低毒性
であるので、これと凶とを組合せた本願の防菌防微組成
物は極めて安全性に優れたものである。凶成分と‘Ｂ｝
成分の混合比率は特に制限はないが、【Ｂ’成分の混合
率を■に対して０．５〜４の重量％程度とする場合、特
に相乗効果が顕著であるので、かかる範囲で使用するの
が望ましい。Moreover, the glycine is LD5. Since the toxicity is extremely low at 3 females/k9, the antibacterial and antimicrobial composition of the present application, which combines this and K9, is extremely safe. Bad ingredients and 'B}
There is no particular restriction on the mixing ratio of the components, but when the mixing ratio of component B' is about 0.5 to 4% by weight with respect to ■, the synergistic effect is particularly remarkable, so it is used within this range. is desirable.
本願組成物の使用量は対象物の種類によって変わるので
一概に規定は出来ないが、通常は５０〜８０００ｐｐｍ
程度添加すれば、防菌防徴効果が充分発揮される。The amount of the composition of the present application varies depending on the type of object, so it cannot be absolutely specified, but it is usually 50 to 8000 ppm.
If added to a certain extent, the antibacterial and antibacterial effects will be fully exhibited.
又、本発明の組成物には必要に応じて他の防菌剤、防轍
剤、界面活性剤、香料等、適宜、助剤を添加することも
可能である。Further, it is also possible to add other appropriate auxiliary agents to the composition of the present invention, as necessary, such as other fungicides, anti-rut agents, surfactants, and fragrances.
本発明の組成物は防菌、防徽の要求される工業的製品の
いずれにも添加し得る。The composition of the present invention can be added to any industrial product requiring antibacterial and antifouling properties.
例えばかかる例として、各種の塗料、糊料、石油製品、
プラスチック成型品、繊維類、皮革類、更には木材類、
紙加工品、化粧品類、医薬類、医療器械、産業用施設や
建築物の部品等、各種の対象物が挙げられる。更に穀類
、果実、野菜等の農作物への使用も可能である。次に実
例を挙げて本発明の組成物を更に詳しく説明する。Examples include various paints, pastes, petroleum products,
Plastic molded products, textiles, leather, and even wood,
Examples include various objects such as paper products, cosmetics, pharmaceuticals, medical equipment, and parts of industrial facilities and buildings. Furthermore, it can also be used for agricultural products such as cereals, fruits, and vegetables. Next, the composition of the present invention will be explained in more detail by giving examples.
実例 １
ポテトデキストロース寒天培地に表に示す様な濃度にな
る様に風，‘Ｂー両成分を加え、更に表に示す様な糸状
菌胞子懸濁液を滴下し、２がｏの恒温器中で２週間培養
し、生育の有無を測定した。Example 1 Add air and 'B to a potato dextrose agar medium to the concentration shown in the table, then drop a filamentous fungus spore suspension as shown in the table, and place in a thermostat at 2 o. The cells were cultured for two weeks and the presence or absence of growth was measured.
但し 十：生育 土；やや生育 −；生育せずにて表示
した。Ａｓｐｅｒｇｉｌｌｕｓ ｎｉｇｅｒ
ＰｅｎｉＣｉ１１ｉ山ｈ ＣｉｔｒｉｎｕｍＣｌａｄｏ
ｓｐｏｒｌｎｍ ｒｅｓｉｎａｅＴｒｉｃｈｏｄｅｒｍ
ａ ｖｉｒｄｅＡｓｐｅｒｇｉｌｌｕｓ ｎｉｇｅｒ
Ｐｅｎｉｃｉｌｌｉｕｍ ｃｉｔｒｉｎｕｍＣｌａｄｏ
ｓ ｏｒｌｕｍｆｅｓｉｎａｃＴｒｉｃｏｄｅｒｍａ
Ｐｅｎｉｃｉｌｌｉｕｍ ｃｉｔｒｉｎｕｍ実施例 ２
トリプトン０．５％、酵母エキス０．５％、ブドウ糖０
．１％、リン酸２カリウム０．１％、寒天２％を含有す
る培地に次表の濃度になる様に帆，曲両成分を加え、各
種の細菌を楯菌して、３７ｏ０で、４日間培養しその生
育の有無を調べた。However, 10: Growth Soil: Slight growth -: Displayed as no growth. Aspergillus niger PeniCi11i Mountain h Citrinum Clado
sporlnm resinae Trichoderm
a virdeAspergillus niger Penicillium citrinum Clado
s orlumfesinacTricoderma Penicillium citrinumExample 2
Tryptone 0.5%, yeast extract 0.5%, glucose 0
．． To a medium containing 1% dipotassium phosphate, 0.1% dipotassium phosphate, and 2% agar, add both the ingredients to the concentrations shown in the table below, shield various bacteria, and grow at 37o0 for 4 days. The cells were cultured and their growth was examined.
但し で示した。however It was shown in
Ｂａｃｉｌｌｕｓ ｓｕｂｔｉｌｉｓ
Ｓｔａｐｈｙｌｏｃ０ＣＣｕＳ ａｕｒｅｕＳＥｓｃｈ
ｃｒｉｃｈｉａ ｃｏｌｉＰｓｅｕｄｏｍｏｎａＳ ａ
ｅｒｕｇｌｎ０ＳＢａＣ官ｉｌｕＳ ＳｕｂｔｉｌｉＳ
試験例 １
ポリビニルアルコールの１０％水溶液糊剤を調製した。Bacillus subtilis Staphyloc0CCuS aureuSEsch
crichia coliPseudomonaS a
erugln0SBaC Official iluS SubtiliS
Test Example 1 A 10% aqueous solution glue of polyvinyl alcohol was prepared.
これを３区に分け、１区には薬剤無添加、２区にはデヒ
ドロ酢酸ナトリウム２０００ｐｐｍを添加、３区にはデ
ヒドロ酢酸ナトリウム１０００ｐｐｍとドデシルジアミ
ノエチルグリシン１０岬ｐｍとを添加した。次に各区に
ＥｐｉｃｏｃｃｕｍＳＰ を植菌したのち、３０ｏｏの
恒温器に入れ１４日間放置した。１区は３日で発徴した
。This was divided into 3 sections; in the 1st section no drug was added, in the 2nd section 2000 ppm of sodium dehydroacetate was added, and in the 3rd section 1000 ppm of sodium dehydroacetate and 10 pm of dodecyldiaminoethylglycine were added. Next, each plot was inoculated with EpicoccumSP, and then placed in a 30 oo temperature thermostat for 14 days. The first ward was infected within three days.
２区は５日で発徴した。In the second ward, the symptoms were detected in five days.
３区は全く発微がなかった。There were no outbreaks in Ward 3.
試験例 ２
デヒドロ酢酸ナトリウムに代えてソルビン酸カリウムを
用いた以外は試験例１と同一の実験を行った。Test Example 2 The same experiment as Test Example 1 was conducted except that potassium sorbate was used instead of sodium dehydroacetate.
その結果１区は４日で発徴、２区は６日で発徴し、３区
は全く発徴がなかった。試験例 ３
ドデシルジアミノェチルグリシンに代えてテトラデシル
ジアミノェチルグリシンを用いた以外は試験例１と同一
の実験を行った。As a result, ward 1 developed symptoms after 4 days, ward 2 developed symptoms after 6 days, and ward 3 had no symptoms at all. Test Example 3 The same experiment as Test Example 1 was conducted except that tetradecyldiaminoethylglycine was used instead of dodecyldiaminoethylglycine.
その結果、１区は３日で発徴、２区は５日で発徴、３区
は全く発徹がなかった。試験例 ４
デヒドロ酢酸ナトリウム９斑とドデシルジアミノェチル
グリシン滋を混合し本願組成物を得た。As a result, the 1st ward was charged after 3 days, the 2nd ward was released after 5 days, and the 3rd ward was not released at all. Test Example 4 Nine spots of sodium dehydroacetate and dodecyldiaminoethylglycine were mixed to obtain the composition of the present invention.
これを花蓬コート用樹脂原液（クロトン酸一酢酸ビニル
共重合体、濃度１８％）に組成物濃度が２５００ｐｐｍ
、５００倣ｐｍ、７５００ｐｐｍとなる様に添加し３種
のコート液を調製した。次に花廷（１０×１０肌）に上
記コート液を各後表と菱にスプレー法にて吹きつけ、１
４０ｏｏで２分間乾燥させた。This was added to the resin stock solution for Huayo coating (crotonic acid monovinyl acetate copolymer, concentration 18%) so that the composition concentration was 2500 ppm.
, 500 pm, and 7500 ppm to prepare three types of coating solutions. Next, spray the above coating liquid on each rear surface and diamond on the flower court (10 x 10 skins) using a spray method.
It was dried at 40oo for 2 minutes.
処理された花蓬を２ｙＣの飽和湿度のもとに保存し、経
時的に轍の生育状況を観察した。The treated flowering plants were stored under a saturated humidity of 2yC, and the growth of ruts was observed over time.
その結果を表に示す。The results are shown in the table.
試験例 ５
小麦でんぷんを５％含有する糊液及びカゼインを５％含
有する糊液を調整し、これに表に示す濃度の薬剤を添加
、更にＡｓｐｅｒｇｉｌｌ雌 ｎｌ鞍ｒ、Ｐｅｎｃｉｌ
ｌｊ山ｍ Ｃｉｔｒｉｎｕｍ、ＣＩａｄｏＳｐ。Test Example 5 A sizing solution containing 5% wheat starch and a sizing solution containing 5% casein were prepared, and the drug at the concentration shown in the table was added thereto, and female Aspergill nl saddle r, Pencil
lj Mountain m Citrinum, CIadoSp.
ｒｌ山ｍ ｈｅｒｂａｕｍ、Ｃｈａｅｔｏｍｉｕｍ亀ｏ
ｂｏｒｕｍからなる繭株の胞子懸濁液を楯菌した後、２
８００の恒温器に入れ徴の生育状況を調べた。その結果
を示す。実施例 ３
べプトン１％、肉エキス１％、食塩０．１％を含む培養
液（ＦＨ７．０）を殺菌処理したのち、その１０の‘を
Ｌ字管に分注した。rl mountain m herbaum, Chaetomium turtle o
After shielding the spore suspension of the cocoon strain consisting of Borum, 2
The growth status of the seeds was examined by placing them in an 800-meter thermostat. The results are shown below. Example 3 After sterilizing a culture solution (FH 7.0) containing 1% beptone, 1% meat extract, and 0.1% salt, 10' of the solution was dispensed into an L-shaped tube.
次に表に示す如き防菌防徴剤を所定量添加、更に表に示
す如き細菌の懸濁液（菌数；５×１ぴ個／地）を０．１
舷添加したのち、３７つ０、４斑時間往復振トゥ培養を
行った。培養液１奴中の細菌数を測定することによって
、菌の発育状況を観察した。その結果を表に示す。Next, a predetermined amount of antibacterial and antibacterial agents as shown in the table is added, and a suspension of bacteria as shown in the table (number of bacteria; 5 x 1 piece/ground) is added at 0.1
After addition, 37 cells were subjected to reciprocating shaking culture for 0 and 4 hours. The growth status of bacteria was observed by measuring the number of bacteria in each culture solution. The results are shown in the table.
尚、初発の培養液中の細菌数は５×１ぴ個／叫である。The number of bacteria in the initial culture solution was 5 x 1 bacteria/cell.
実施例 ４５％のデンプン水溶液を殺菌処理したのち、
その１００の‘を２５０の‘サンプルビンに添加する。Example After sterilizing a 45% starch aqueous solution,
Add the 100' to the 250' sample bottle.
次に表に示す如き防菌防徴剤を所定量添加して充分蝿拝
したのち、表に示す如き徴の胞子懸濁液（胞子数；５×
１ぴ個／汎‘）を１叫添加、再び燈拝して密栓する。３
０こ０、１週間放置し徴の発育状況を観察した。Next, after adding a predetermined amount of the antibacterial and symptomatic agent shown in the table and thoroughly incubating, a spore suspension with the symptoms shown in the table (number of spores; 5×
Add 1 pcs/pan'), light the lamp again, and seal the bottle tightly. 3
The specimens were left for one week and the development of symptoms was observed.
Claims (1)
又はその塩の少くとも１種と（Ｂ）長鎖アルキルジアミ
ノエチルグリシンとからなる防菌防黴用組成物。1. An antibacterial and antifungal composition comprising (A) at least one of dehydroacetic acid or its salts or sorbic acid or its salts and (B) long-chain alkyldiaminoethylglycine.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9387878A JPS6039245B2 (en) | 1978-07-31 | 1978-07-31 | Antibacterial and antifungal composition |
| US06/058,446 US4242336A (en) | 1978-07-31 | 1979-07-18 | Antibacterial and antifungal composition |
| US06/151,651 US4323565A (en) | 1978-07-31 | 1980-05-20 | Antibacterial and antifungal composition |
| US06/163,161 US4301162A (en) | 1978-07-31 | 1980-06-26 | Antibacterial and antifungal composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9387878A JPS6039245B2 (en) | 1978-07-31 | 1978-07-31 | Antibacterial and antifungal composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5520731A JPS5520731A (en) | 1980-02-14 |
| JPS6039245B2 true JPS6039245B2 (en) | 1985-09-05 |
Family
ID=14094724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9387878A Expired JPS6039245B2 (en) | 1978-07-31 | 1978-07-31 | Antibacterial and antifungal composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6039245B2 (en) |
-
1978
- 1978-07-31 JP JP9387878A patent/JPS6039245B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5520731A (en) | 1980-02-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS63297306A (en) | Industrial preservative and antifungal agent | |
| MXPA03006755A (en) | Methods and compositions for controlling plant pathogen. | |
| CN104542601A (en) | Pesticide composition containing copper quinolate and kasugamycin and application of pesticide composition | |
| CN113854290A (en) | Long-acting lasting biguanide compound disinfectant and preparation method thereof | |
| CN102669181B (en) | Sterilization composition containing captan and copper calcium sulfate and application of sterilization composition | |
| CN111226945A (en) | Synergistic insecticidal and acaricidal composition | |
| Liang et al. | Preparation and activity of sodium carboxymethyl cellulose (CMC-Na) and Metarhizium rileyi ZHKUMR1 composite membrane | |
| EP0488945A1 (en) | Fungicidal agents | |
| CN103651364B (en) | Lentinan and fludioxonil-containing sterilization disease-resistant composition | |
| CN102334508B (en) | Insect-killing and disease-preventing suspension seed coating formulation | |
| KR102716067B1 (en) | Calcium complex fungicide composition for controlling anthracnose, method for producing the fungicide composition, and method for controlling anthracnose using the same | |
| CN102119683B (en) | Bactericidal composition containing fluazinam and kasugamycin and application thereof | |
| US8741954B2 (en) | Synergistic enhancement of calcium propionate | |
| JPS6039245B2 (en) | Antibacterial and antifungal composition | |
| CN108552192A (en) | Seed treatment compositions containing isotianil and 2-cyano-3-amino-3-phenylancryic acetate and fluazinam | |
| CN102396479A (en) | 23% of tebuconazole-thiram suspension seed coating agent | |
| JP3781733B2 (en) | Compositions for improving disease resistance and growth of plants comprising chitosan | |
| JPS6128641B2 (en) | ||
| CN114403146A (en) | Application of pullulan in preparation of plant resistance inducer, plant resistance inducer and method | |
| JPH06321721A (en) | Microbial herbicide | |
| CN114946864B (en) | Synergistic bactericide containing cyprodinil, fludioxonil and terpineol and application thereof | |
| KR101625599B1 (en) | Composition and method of environment friendly controlling agent for cucumber powdery mildew and cucumber downy mildew | |
| CN110731337A (en) | plant disease preventing and treating composition and its application | |
| CN113056194B (en) | Use of polyethylene glycol for controlling plant-damaging insects and mites | |
| JPS6136723B2 (en) |