CN102783483A - 3-isothiazolinone composition - Google Patents

3-isothiazolinone composition Download PDF

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Publication number
CN102783483A
CN102783483A CN2011101299125A CN201110129912A CN102783483A CN 102783483 A CN102783483 A CN 102783483A CN 2011101299125 A CN2011101299125 A CN 2011101299125A CN 201110129912 A CN201110129912 A CN 201110129912A CN 102783483 A CN102783483 A CN 102783483A
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China
Prior art keywords
isothiazoline
water
isothiazolinone
nitrate
oit
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CN2011101299125A
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CN102783483B (en
Inventor
刘宪武
刘海龙
顾振鹏
薛春华
王勇
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DALIAN BIO CHEMICAL Co Ltd
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DALIAN BIO CHEMICAL Co Ltd
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Abstract

The invention relates to a 3-isothiazolinone composition. The 3-isothiazolinone composition comprises: by weight, 20 to 30% of a water-soluble 3-isothiazolinone compound, 15 to 20% of an alkali metal nitrate, 4 to 10% of a neutralizer, 0.01 to 0.1% of hydrogen peroxide, 0.001 to 0.01% of diethylenetriaminepentaacetic acid and the balance a solvent. The 3-isothiazolinone composition solves the problem of low stability of a water-soluble 3-isothiazolinone compound having a concentration above 20%, utilizes the alkali metal nitrate as a stabilizer, diethylenetriaminepentaacetic acid and hydrogen peroxide, has a high stability, does not contain a divalent metal salt causing salt clustering, effectively inhibits harmful microorganism growth and can be stably used in a dispersion solution or an emulsion or latex.

Description

A kind of 3-isothiazoline one compositions
Technical field
The present invention relates to a kind of bactericide, particularly a kind of 3-isothiazoline one compositions.
Background technology
3-OIT compounds is a kind of novel bactericide, have efficient, wide spectrum, low toxicity, can natural degradation in environment etc. advantage, application is very extensive.But 3-OIT compounds is stable inadequately under the long-term storage condition, and As time goes on its biologically active can reduce, and influences the effect of bactericide.At present; The problem that solves bactericide stability is in 3-isothiazolinone chemical combination, to add stabilizing agent; U.S. Pat 3870795 discloses a kind of method of using metal nitrate or metal nitrite to make solution-stabilizedization of 3-OIT; 3-OIT content is 25% in the prescription, and the magnesium nitrate that adds 25% weight is made stabilizing agent, has added alkaline earth nitrate or alkaline earth metal nitrite in the prescription as stabilizing agent.The drawback that adopts alkaline earth nitrate stabilizing agent or alkaline earth metal nitrite to exist is: the 3-OIT product that contains divalent metal salt joins in the latex composition, can make latex occur solidifying.
Summary of the invention
The object of the present invention is to provide that a kind of adaptation is used, 3-isothiazoline one compositions stable and reliable for performance in latex composition.
Technical solution of the present invention is: a kind of 3-isothiazoline one compositions, it is characterized in that its component and content (percentage by weight) are: water-soluble 3-iso thiazoline ketone compound 20-30%, alkali nitrates 15~20%, neutralizer 4-10%, hydrogen peroxide solution 0.01~0.1%, diethyl pentetic acid 0.001~0.01%, surplus are solvent.
The content of described water miscible 3-OIT compounds is 22~25%.
Described alkali nitrates is sodium nitrate or potassium nitrate or lithium nitrate or ammonium nitrate.But be not limited to mentioned component.
Described 3-iso thiazoline ketone compound neutralizer is 1,3,5-Trianacyclohexane or monoacidic base slaine hydrochlorate.
Described solvent is that the arbitrary proportion of water or propane diols or DPG or above-mentioned two above compositions is composite.
Composition provided by the invention improves the stability of 3-iso thiazoline ketone compound through diethyl pentetic acid; Adopt hydrogen peroxide solution to act synergistically simultaneously with diethyl pentetic acid; Further improve the stability of 3-isothiazoline one compositions, prolong the holding time of 3-OIT based composition greatly.
Characteristics of the present invention are: the concentration that has solved water miscible 3-iso thiazoline ketone compound surpasses the problem that 20% stability reduces; Adopting under the condition of alkali nitrates as stabilizing agent; Add diethyl pentetic acid and hydrogen peroxide solution again, significantly improve the stability of composition; Do not contain the divalent metal salt that can cause salt bunch phenomenon in the composition, effectively suppress the harmful microbe growth, can stably be used in dispersion liquid or emulsion or the latex.Compare with existing 3-isothiazoline one compositions, the holding time can prolong more than one times.
Embodiment
Embodiment 1
Component Content (percentage by weight)
The 3-iso thiazoline ketone compound 20
Sodium nitrate 17.5
1,3, the 5-Trianacyclohexane 5.0
Hydrogen peroxide solution 0.05
Diethyl pentetic acid 0.001
Water 57.449
Embodiment 2
Component Content (percentage by weight)
The 3-iso thiazoline ketone compound 25.0
Potassium nitrate 15.0
1,3, the 5-Trianacyclohexane 4
Hydrogen peroxide solution 0.08
Diethyl pentetic acid 0.005
Water and DPG 55.915
Embodiment 3
Component Content (percentage by weight)
The 3-iso thiazoline ketone compound 27.5
Lithium nitrate 19.0
1,3, the 5-Trianacyclohexane 9
Hydrogen peroxide solution 0.1
Diethyl pentetic acid 0.008
Water and propane diols 44.692
Embodiment 4
Component Content (percentage by weight)
The 3-iso thiazoline ketone compound 30.0
Ammonium nitrate 20.0
Monoacidic base slaine hydrochlorate is a sodium chloride 10
Hydrogen peroxide solution 0.01
Diethyl pentetic acid 0.01
DPG 39.98
Component of the present invention and content are not limited to the foregoing description; Water miscible 3-OIT compounds is 5-chloro-2-methyl-3-OIT or 2-methyl-3-OIT or 5-chloro-2-ethyl-3-OIT or 2-ethyl-3-OIT or 5-chloro-2-isopropyl-3-OIT or 2-isopropyl-3-OIT or 4; 5-two chloro-2-methyl-3-OIT and their mixtures; The mixture of 5-chloro-2-methyl-3-OIT and 2-methyl-3-OIT preferably; Ratio between the two (weight ratio) is 1: 100 to 100: 1, and preferred proportion is 1: 10 to 10: 1, and most preferred ratio is 3: 1.
The process for preparation of 3-isothiazoline one compositions of the present invention is: the 3-OIT is dissolved in the alkali nitrates aqueous solution; With 1,3, the 5-Trianacyclohexane pH=2.0-5.0 that neutralizes; Add diethyl pentetic acid, hydrogen peroxide solution, stir 3-OIT composition product.
With the sample of embodiment 1-4 configuration 65 ℃ place 30 fates after, with high performance liquid chromatography (HPLC) analysis main active ingredient 5-chloro-2-methyl-3-OIT (CMIT), the content of 2-methyl-3-OIT (MIT), the result is shown in following table.
Figure BSA00000499108200051
Can find out that from table detect composition of the present invention after 30 days 65 ℃ of condition held, its active ingredient change in concentration is very little, 3-isothiazoline one compositions is very stable.

Claims (5)

1. 3-isothiazoline one compositions, it is characterized in that its component and content (percentage by weight) are: water-soluble 3-iso thiazoline ketone compound 20-30%, alkali nitrates 15~20%, neutralizer 4-10%, hydrogen peroxide solution 0.01~0.1%, diethyl pentetic acid 0.001~0.01%, surplus are solvent.
2. a kind of 3-isothiazoline one compositions according to claim 1, the content that it is characterized in that described water miscible 3-OIT compounds is 22~25%.
3. a kind of 3-isothiazoline one compositions according to claim 1 is characterized in that described alkali nitrates is sodium nitrate or potassium nitrate or lithium nitrate or ammonium nitrate.
4. a kind of 3-isothiazoline one compositions according to claim 1 is characterized in that described 3-iso thiazoline ketone compound neutralizer is 1,3,5-Trianacyclohexane or monoacidic base slaine hydrochlorate.
5. a kind of 3-isothiazoline one compositions according to claim 1 is characterized in that described solvent is that the arbitrary proportion of water or propane diols or DPG or above-mentioned two above compositions is composite.
CN201110129912.5A 2011-05-19 2011-05-19 3-isothiazolinone composition Active CN102783483B (en)

Priority Applications (1)

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CN102783483B CN102783483B (en) 2014-07-16

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111087653A (en) * 2019-11-13 2020-05-01 嘉兴学院 Preservative for waterborne polyurethane emulsion and preparation method thereof
CN115043761A (en) * 2022-07-06 2022-09-13 湖南丽臣奥威实业有限公司 Production method of alkyl sulfate triethanolamine salt product

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3870795A (en) * 1973-02-28 1975-03-11 Rohm & Haas Stabilization of solutions of 3-isothiazolones employing certain metal nitrates and nitrites
US5356952A (en) * 1989-11-10 1994-10-18 Thor Chemie Gmbh Stabilized aqueous solutions of 3-isothiazolones
CN1498888A (en) * 2002-11-07 2004-05-26 北京天擎化工有限责任公司 Stable product of 3-isothiazole ketone

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3870795A (en) * 1973-02-28 1975-03-11 Rohm & Haas Stabilization of solutions of 3-isothiazolones employing certain metal nitrates and nitrites
US5356952A (en) * 1989-11-10 1994-10-18 Thor Chemie Gmbh Stabilized aqueous solutions of 3-isothiazolones
CN1498888A (en) * 2002-11-07 2004-05-26 北京天擎化工有限责任公司 Stable product of 3-isothiazole ketone

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
张佩玉等: "新型异噻唑啉酮化合物的合成和抑菌活性研究", 《有机化学》 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111087653A (en) * 2019-11-13 2020-05-01 嘉兴学院 Preservative for waterborne polyurethane emulsion and preparation method thereof
CN115043761A (en) * 2022-07-06 2022-09-13 湖南丽臣奥威实业有限公司 Production method of alkyl sulfate triethanolamine salt product
CN115043761B (en) * 2022-07-06 2024-03-19 湖南丽臣奥威实业有限公司 Process for producing triethanolamine alkyl sulfate

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Address after: Dalian Lushun 116052 export of Liaoning Province Economic Development Zone Shunle Street No. 325

Applicant after: Dalian Bio-Chem Co., Ltd.

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