CN108882706A - For the lenacil compound of dry film protection and the synergistic combination of N- butyl -1,2- benzisothiazole-3-ketone - Google Patents
For the lenacil compound of dry film protection and the synergistic combination of N- butyl -1,2- benzisothiazole-3-ketone Download PDFInfo
- Publication number
- CN108882706A CN108882706A CN201780018559.9A CN201780018559A CN108882706A CN 108882706 A CN108882706 A CN 108882706A CN 201780018559 A CN201780018559 A CN 201780018559A CN 108882706 A CN108882706 A CN 108882706A
- Authority
- CN
- China
- Prior art keywords
- coating composition
- lenacil
- dry film
- butyl
- bbit
- 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
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Abstract
A kind of concertedness antimicrobial compositions are provided, lenacil and N- butyl -1,2-benzisothiazolin-3-one are contained.Additionally provide a kind of method that its growth is suppressed growth of microorganism or controlled in construction material, a kind of coating composition containing the concertedness antimicrobial compositions and a kind of dry film made of the coating composition.
Description
The present invention relates to the combination of Antimicrobe compound and its purposes in dry film protection application, the combination exceeds
Expecting ground has the activity bigger than using activity desired by two kinds of individual Antimicrobe compounds.
Potential market can be widened using the combination of at least two Antimicrobe compounds, reduces and uses concentration and cost,
And reduce waste.In some cases, commercially available Antimicrobe compound is due to being directed to certain form of microorganism, such as to one
Those of the resistant microorganism of a little Antimicrobe compounds has weaker activity, and can not provide effective control to microorganism
System, even can not also be provided in the case where height is using concentration.Sometimes using the combination of different Antimicrobe compounds specific final
Overall control to microorganism is provided in user environment.For example, WO 1998/121962 discloses the iodo- 2-propynyl-of 3-
The combination of butyl carbamate and pyrithione, but this bibliography does not propose any combination claimed herein.In addition,
The other Antimicrobe compound combination for needing that there is relatively low influence on health and/or environment.It is solved by the present invention
Problem is to provide such other Antimicrobe compound combination.
Antimicrobe compound is sometimes included in liquid coating composition, and the coating composition is applied to substrate
Above and become dry film.Such dry film control surface fungi and algae are needed, and needs such dry film also to health and ring
The adverse effect in border amount as few as possible exists.
In the present invention, a kind of concertedness antimicrobial compositions are provided,
It includes penta pyrimidine -2,4- (3H, 5H) of 3- cyclohexyl -6,7- dihydro -1H- ring-diketone, referred to hereinafter as " lenacil "
(CAS registration number is for (CAS registration number 2164-08-1) and N- butyl -1,2-benzisothiazolin-3-one, referred to hereinafter as " BBIT "
4299-07-4)。
The method that the present invention further provides a kind of to suppress growth of microorganism or control its growth in construction material, it is described
Method comprises the steps of：Addition includes the concertedness antimicrobial compositions of lenacil and BBIT；Wherein BBIT and lenacil
Weight ratio be 1:10 to 5:1.
The present invention further includes a kind of coating composition, and it includes have the concertedness comprising lenacil and BBIT to resist micro- life
Compositions.Coating composition of the invention can also include the antimicrobial combination of the concertedness comprising lenacil and BBIT
Object；Wherein the weight ratio of BBIT and lenacil is 1:10 to 5:1.
Finally, the present invention provides a kind of dry film manufactured by the following method, the method includes：Include by one layer
On the coating composition to substrate of concertedness antimicrobial compositions containing lenacil and BBIT；Wherein BBIT and lenacil
Weight ratio be 1:10 to 5:1, and dry paint composition or coating composition is made to dry out.
The following are a specific embodiment of the invention.
As used herein, unless the context clearly, otherwise following term all has specified definition.
Term " Antimicrobe compound " refers to the compound for being able to suppress microorganism growth or controlling its growth；It depends on
Dosage level, system condition and the required control of microorganisms applied is horizontal, and Antimicrobe compound includes bactericide, suppression
Bacteriocin, fungicide, fungistat, algicide, algae-inhibiting agent and herbicide.As used herein, term " antimicrobial chemical combination
Object " is synonymous with term " biocide ".
Term " microorganism " includes such as fungi (such as yeast and mould), bacterium and algae.
This specification uses following abbreviation in the whole text：Ppm=parts per million by weight (w/w), mL=milliliters, ATCC=
American type culture collection (American Type Culture Collection).
Unless otherwise stated, otherwise temperature is with degree Celsius (DEG C) for unit, and the percentage referred to is by weight
(wt%).In composition of the invention the percentage of Antimicrobe compound be with the total weight of active constituent in composition,
That is, in terms of Antimicrobe compound itself, do not include the solvent of any amount that may be present, carrier, dispersing agent, stabilizer or its
Its material.
As used herein, " BBIT " is N- butyl -1,2-benzisothiazolin-3-one (CAS registration number 4299-07-4).
When ratio is " X herein:When 1 or higher ", it is intended that ratio Y:1, wherein Y is for X or bigger, and works as ratio
It is herein " X:When 1 or lower ", it is intended that ratio Z:1, wherein Z is X or smaller."1:X or higher " and " 1:X or lower "
Ratio follow identity logic.
Lenacil belongs to uracil herbicide classification, 3- cyclohexyl -1,5,6,7- tetrahydro cyclopentyls and pyrimidine -2,4 (3H)-two
Ketone (C13H18N2O2) (CAS registration number 2164-08-1).Lenacil is the known herbicide checked and approved in many administrative areas, is made
It is used to control grass and width leaf weed in beet and other crops for the herbicide that soil works.
The solubility of lenacil in water is relatively low.This in water relatively low solubility for may include applying
It is preferably as dry coating and construction material is sudden and violent for antimicrobial material in feed composition or other construction materials
It is exposed to water, water often removes the higher compound of solubility from dry coating or construction material.
The present invention relates to a kind of compositions, contain both lenacil and BBIT.Have been surprisingly found that such group
It is that collaboration is effective that object, which is closed, as biocide.The combination containing both lenacil and BBIT is especially have been surprisingly found that
Object is that collaboration is effective as the biocide for algae.
In the presence of BBIT, it is preferable that the weight ratio of BBIT and lenacil compound is preferably 1:10 to 5:1.
The mixture of lenacil and BBIT may include in the coating composition.Lenacil and BBIT can be individually or with mixed
Solvate form or any combination thereof is added in coating composition.Preferred coating composition is liquid.Coating composition can be with
It is aqueous or non-aqueous.In terms of the weight of coating composition, water-based paint compositions are typically contained based on mixture weight
30% or more water.
It include the preferred coating composition in the embodiment in paint or other coating compositions in lenacil and BBIT
It is liquid composition, the especially composition containing polymer dispersion liquid in an aqueous medium.
In addition to painting with other than other coating compositions (such as marine antifouling coating), Antimicrobe compound of the invention is combined
It is also particularly suitable preservation construction material, such as sticker, gap filler, joint compound, sealant, wallboard etc., polymer, modeling
Material, synthesis and natural rubber, paper products, fiberglass sheets, insulating materials, external isolation conditioning system, roofing and floor are used
Felt, building gypsum, brick, mortar, plasterboard, woodwork and wood-plastic composite material.When antimicrobialization of the invention
When conjunction object combination is present in construction material, preferably some or all of Antimicrobe compound combination is present in building
At the surface of material or the surface of construction material is sufficiently closed to inhibit the microorganism on surface to grow.
In some embodiments, using emulsion paint or other liquid containing Antimicrobe compound disclosed herein combination
Body coating composition.
Coating composition is designed to make a coating composition can be readily applied on substrate, then dries
Or it makes it dry to form dry film.Coating composition contains at least one adhesive.Adhesive contains one of following or more
Kind：One or more polymer, one or more oligomer and/or one or more monomers.Oligomer and list in adhesive
Body is designed to polymerize during or after forming dry film and/or be crosslinked.Polymer in adhesive may or may not be set
It counts into and is crosslinked during or after forming dry film.
Coating composition optionally contains one or more pigment.Pigment is the mineral or organic in small solid particulate form
Substance.Pigment provides complete or partial opacity for dry film.
Antimicrobe compound combination be suitable for be stored in coating paint or other liquid coating compositions after it is resulting
Dry film coating.Preferably, antimicrobial compositions be comprising Antimicrobe compound disclosed herein combination one of or
A variety of aqueous latex paints, or the dry film coating by will be generated in paint application to surface.Aqueous latex paint is waterborne liquid
Coating composition, wherein adhesive is in emulsions (that is, in the polymer particle form being dispersed in whole water).More preferably
Be aqueous latex paint that wherein adhesive contains one or more acrylate copolymers.
In general, the amount for being used to control the Antimicrobe compound combination of the invention of microorganism growth is 100ppm to 40,
000ppm active constituent.For example, in the present invention, lenacil adds BBIT to exist with the amount of 100ppm to 10,000ppm.Group
The antimicrobial combined amount for closing object is at least 100ppm and is no more than 10,000ppm, or is no more than 8,000ppm,
Or it is no more than 6,000ppm, or be no more than 5,000ppm, or be no more than 3,000ppm, or be no more than 2500ppm, or
Person is no more than 2,000ppm, is perhaps no more than 1 000ppm and no more than 500ppm.Concentration referred to above be
In liquid coating composition containing Antimicrobe compound combination；Antimicrobe compound combined horizontal in dry film coating will
It is higher.
Present invention also contemplates that a kind of side in construction material, especially preventing microorganism from growing in dry film coating
Method is carried out by the way that any one of the Antimicrobe compound advocated combination to be incorporated into material.
Typically, antimicrobial compositions are used to inhibit the growth of algae and/or fungi.
The present composition contains lenacil and BBIT.It is expected that some embodiments can resist containing one or more additional
Microbial compounds.
It is example of the invention below.
Sample preparation for antimicrobial test carries out as follows：
Sample preparation：
By the BBIT solution containing 97% biocide active constituent and the grass of the ring containing 30% biocide active constituent
Determine to be added to after dispersion liquid without biocide based in the white outdoor paint of acrylic acid/silicone, obtain respectively 10,
The Active principals concentration of 000ppm and 1,000ppm.Then with being diluted based on acrylic acid/silicone paint without biocide
These paint, and mix to prepare the biocide aimed concn for test.The total biocide density obtained is 125,
250,500,1000,2000 and 5000ppm.After biocide adds or dilutes, by paint horsepower oscillator (AXEL
75M3372/Agitateur SO-10MI) 90 seconds are mixed until realizing uniformly.It will obtain containing BBIT and containing lenacil
Paint mixes, and obtains the paint of two kinds of active materials containing required ratio and amount.After one day, it will paint with 280 μ
M wet-film thickness is coated on Schleicher&Schuell filter paper, and is avoiding the feelings for being directly exposed to daylight at room temperature
It is 3 days dry under condition.It is cut out from each panel square disc (1.8cm × 1.8cm), and is used as the lining of algae efficacy test
Bottom.This sample size allows that there are agar boundaries when sample disc to be placed into the hole of test board.
Algae efficacy test：
Algae effect is tested according to the ASTM 5589 of modification, the ASTM 5589 of the modification is for measuring various coating
The standard accelerated test method of (including paint) to the patience of algae damage.In order to adapt to high flux screening, the method is from Pi Shi
Culture dish (petri plate) is scaled down to 6 orifice plates.The basic fresh water nutrient solution of Boulder (Bold) modification is used as algae
The growth medium of class culture, and efficacy test is carried out using Boulder agar.It is independent by one with a pair of of aseptic nipper
Test piece be placed on the center (at top) of agar plug, painted surface is upward.Pass through the Chlorella that will be grown by exponential law
(Chlorella sp.) species culture is diluted to 1x106Cfu/ml prepares algae inoculum.
Algae inoculum：
| Organism | Strain number | Type | Medium for test |
| Chlorella | ATCC 7516 | Monoplast green alga | The fresh water solution of Boulder modification |
By each hole containing test test piece with 1750 μ l algae suspension (1x106Cfu/ml it) is inoculated with, it is ensured that whole table
Face (paint film and surrounding agar) uniform fold.Plate is cultivated under room temperature (21 DEG C -25 DEG C), circulation be exposed to 14 hours it is glimmering
Light then 10 hours dark, continue three weeks periods.
At the end of the nurturing period, compared with blank sample, commented about suppression percentage of the color intensity to sample
Point.
Index of cooperation calculates following carry out：
SI according to the method for F.C.Kull et al. (《Applied microbiology (Applied Microbiology)》, volume 9
(1961) it calculates.In this research, based on following formula with based on being showed by individual antimicrobial Institute of Micro-biology for each test
Suppression percentage and the minimum inhibitory concentration that selects calculates SI.
SI=Qa/QA+Qb/QB
The concentration of antimicrobial A in Qa=blend
Concentration of the QA=as the antimicrobial A of unique biocide
The concentration of antimicrobial B in Qb=blend
Concentration of the QB=as the antimicrobial B of unique antimicrobial
SI value in formula<There is synergistic effect in the biocide of 1 instruction co-blended.
Pay attention to：If any activating agent with maximum concentration tested does not show some inhibition, this is most
Big concentration for calculating SI estimated value, and including less than sign (<) to consider to realize the activity that target inhibition needs higher concentration
Agent (such as lenacil).Minimum target inhibition is set as 75%, it is meant that the test piece view inhibited at least 75% algal grown
To pass through.
The composition containing both lenacil and BBIT set forth below is example of the invention.
Test result is as follows when using three weeks of lenacil and BBIT：
Pass through horizontal >=75% inhibition
Ratio is 1:10 to 5:1 BBIT+ lenacil shows synergistic effect.
Claims (8)
1. a kind of concertedness antimicrobial compositions, it includes lenacil and
N- butyl -1,2- benzisothiazole-3-ketone.
2. concertedness antimicrobial compositions according to claim 1, wherein N- butyl -1,2- benzisothiazole
The weight ratio of quinoline -3- ketone and the lenacil is 1:10 to 5:1.
3. a kind of method that its growth is suppressed growth of microorganism or controlled in construction material, the method comprise the steps of：
Concertedness antimicrobial compositions according to claim 1 are added into the construction material.
4. a kind of method that its growth is suppressed growth of microorganism or controlled in construction material, the method comprise the steps of：
Concertedness antimicrobial compositions according to claim 2 are added into the construction material.
5. a kind of coating composition, it includes concertedness antimicrobial compositions according to claim 1.
6. a kind of coating composition, it includes concertedness antimicrobial compositions according to claim 2.
7. a kind of dry film, by being made comprising the following method：By one layer of coating composition according to claim 5
Onto substrate, and dries the coating composition or keep the coating composition dry.
8. a kind of dry film, by being made comprising the following method：By one layer of coating composition according to claim 6
Onto substrate, and dries the coating composition or keep the coating composition dry.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662317731P | 2016-04-04 | 2016-04-04 | |
| US62/317731 | 2016-04-04 | ||
| PCT/US2017/024953 WO2017176543A1 (en) | 2016-04-04 | 2017-03-30 | Synergistic combination of a lenacil compound and n-butyl-1,2-benzisothiazolin-3-one for dry film protection |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108882706A true CN108882706A (en) | 2018-11-23 |
Family
ID=58503769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780018559.9A Pending CN108882706A (en) | 2016-04-04 | 2017-03-30 | For the lenacil compound of dry film protection and the synergistic combination of N- butyl -1,2- benzisothiazole-3-ketone |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP3439474A1 (en) |
| CN (1) | CN108882706A (en) |
| AU (1) | AU2017246163A1 (en) |
| BR (1) | BR112018069648A2 (en) |
| MX (1) | MX2018012041A (en) |
| WO (1) | WO2017176543A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2017320990A1 (en) * | 2016-08-30 | 2019-04-04 | Dow Global Technologies Llc | Synergistic combination of lenacil and 1,2-benzisothiazol-3(2H)-one |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1772055A1 (en) * | 2005-10-04 | 2007-04-11 | Rohm and Haas France SAS | Synergistic microbicidal compositions comprising a N-alkyl-1,2-benzoisothiazolin-3-one |
| WO2014102228A1 (en) * | 2012-12-28 | 2014-07-03 | Sanitized Ag | Formulation for the antimicrobial treatment of polymer compositions |
| CN105338814A (en) * | 2012-11-30 | 2016-02-17 | 罗门哈斯公司 | Synergistic combination of lenacil and one of dcoit or oit for dry film protection |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998021962A1 (en) | 1996-11-20 | 1998-05-28 | Troy Corporation | Synergistic algaecide |
-
2017
- 2017-03-30 BR BR112018069648A patent/BR112018069648A2/en not_active Application Discontinuation
- 2017-03-30 MX MX2018012041A patent/MX2018012041A/en unknown
- 2017-03-30 EP EP17716416.7A patent/EP3439474A1/en not_active Withdrawn
- 2017-03-30 AU AU2017246163A patent/AU2017246163A1/en not_active Abandoned
- 2017-03-30 CN CN201780018559.9A patent/CN108882706A/en active Pending
- 2017-03-30 WO PCT/US2017/024953 patent/WO2017176543A1/en active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1772055A1 (en) * | 2005-10-04 | 2007-04-11 | Rohm and Haas France SAS | Synergistic microbicidal compositions comprising a N-alkyl-1,2-benzoisothiazolin-3-one |
| CN105338814A (en) * | 2012-11-30 | 2016-02-17 | 罗门哈斯公司 | Synergistic combination of lenacil and one of dcoit or oit for dry film protection |
| WO2014102228A1 (en) * | 2012-12-28 | 2014-07-03 | Sanitized Ag | Formulation for the antimicrobial treatment of polymer compositions |
Non-Patent Citations (1)
| Title |
|---|
| 王磊 等: "异噻唑啉酮类杀菌剂的应用研究", 《工业微生物》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2017176543A1 (en) | 2017-10-12 |
| MX2018012041A (en) | 2019-01-14 |
| AU2017246163A1 (en) | 2018-11-08 |
| BR112018069648A2 (en) | 2019-01-29 |
| EP3439474A1 (en) | 2019-02-13 |
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Application publication date: 20181123 |