CN102783483B - 3-isothiazolinone composition - Google Patents

3-isothiazolinone composition Download PDF

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Publication number
CN102783483B
CN102783483B CN201110129912.5A CN201110129912A CN102783483B CN 102783483 B CN102783483 B CN 102783483B CN 201110129912 A CN201110129912 A CN 201110129912A CN 102783483 B CN102783483 B CN 102783483B
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Prior art keywords
isothiazolinone
isothiazoline
water
nitrate
hydrogen peroxide
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CN102783483A (en
Inventor
刘宪武
刘海龙
顾振鹏
薛春华
王勇
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Dalian Bio Chem Share Co ltd
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Dalian Bio Chem Share 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 1, 3, 5-triazacyclohexane, 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-isothiazolinone compounds is a kind of novel bactericide, there is efficient, wide spectrum, low toxicity, can natural degradation in environment etc. advantage, application is very extensive.But 3-isothiazolinone compounds is stable not under long-term storage condition, and As time goes on its biologically active can reduce, and affects the effect of bactericide.At present, the problem that solves bactericide stability is to add stabilizing agent in 3-isothiazolinone chemical combination, US Patent No. 3870795 discloses a kind of method that uses metal nitrate or metal nitrite to make solution-stabilizedization of 3-isothiazolinone, in formula, 3-isothiazolinone content is 25%, add the magnesium nitrate of 25% weight to make stabilizing agent, in formula, added alkaline earth nitrate or alkaline earth metal nitrite as stabilizing agent.The drawback that adopts alkaline earth nitrate stabilizing agent or alkaline earth metal nitrite to exist is: the 3-isothiazolinone product that contains divalent metal salt joins in 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 in latex composition, 3-isothiazoline one compositions stable and reliable for performance.
Technical solution of the present invention is: a kind of 3-isothiazoline one compositions, it is characterized in that its component and the percentage by weight of content are: water-soluble 3-iso thiazoline ketone compound 20-30%, alkali nitrates 15~20%, 1,3,5-Trianacyclohexane 4-10%, hydrogen peroxide 0.01~0.1%, diethyl pentetic acid 0.001~0.01%, surplus are solvent.
The content of described water miscible 3-isothiazolinone 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 solvent is that the arbitrary proportion of water or propane diols or dipropylene glycol or above-mentioned more than two composition is composite.
Composition provided by the invention improves the stability of 3-iso thiazoline ketone compound by diethyl pentetic acid, adopt hydrogen peroxide to act synergistically with diethyl pentetic acid simultaneously, further improve the stability of 3-isothiazoline one compositions, greatly extend the holding time of 3-isothiazolinone based composition.
Feature of the present invention is: the concentration that has solved water miscible 3-iso thiazoline ketone compound exceedes the problem that 20% stability reduces, under the condition that adopts alkali nitrates as stabilizing agent, add again diethyl pentetic acid and hydrogen peroxide, significantly improve the stability of composition; In composition, not containing the divalent metal salt that can cause salt bunch phenomenon, effectively suppress harmful microbe growth, can stably be used in dispersion liquid or emulsion or latex.Compared with existing 3-isothiazoline one compositions, the holding time can extend more than one times.
Embodiment 1
Component Content (percentage by weight)
3-iso thiazoline ketone compound 20
Sodium nitrate 17.5
1,3,5-Trianacyclohexane 5.0
Hydrogen peroxide 0.05
Diethyl pentetic acid 0.001
Water 57.449
Embodiment 2
Component Content (percentage by weight)
3-iso thiazoline ketone compound 25.0
Potassium nitrate 15.0
1,3,5-Trianacyclohexane 4
Hydrogen peroxide 0.08
Diethyl pentetic acid 0.005
Water and dipropylene glycol 55.915
Embodiment 3
Component Content (percentage by weight)
3-iso thiazoline ketone compound 27.5
Lithium nitrate 19.0
1,3,5-Trianacyclohexane 9
Hydrogen peroxide 0.1
Diethyl pentetic acid 0.008
Water and propane diols 44.692
Embodiment 4
Component Content (percentage by weight)
3-iso thiazoline ketone compound 30.0
Ammonium nitrate 20.0
Monoacidic base slaine hydrochlorate is sodium chloride 10
Hydrogen peroxide 0.01
Diethyl pentetic acid 0.01
Dipropylene glycol 39.98
embodiment
Component of the present invention and content are not limited to above-described embodiment, water miscible 3-isothiazolinone compounds is CMIT or MI or the chloro-2-ethyl-3-isothiazolinone of 5-or 2-ethyl-3-isothiazolinone or 5-chloro-2-isopropyl-3-isothiazolinone or 2-isopropyl-3-isothiazolinone or 4, the chloro-MI of 5-bis-and their mixture, the preferably mixture of CMIT and MI, ratio (weight ratio) is between the two 1:100 to 100:1, preferred proportion is 1:10 to 10:1, most preferred ratio is 3:1.
The process for preparation of 3-isothiazoline one compositions of the present invention is: 3-isothiazolinone is dissolved in the alkali nitrates aqueous solution, neutralize pH=2.0-5.0 with 1,3,5-Trianacyclohexane, add diethyl pentetic acid, hydrogen peroxide, 3-isothiazolinone composition product stirs to obtain.
The sample of embodiment 1-4 configuration is placed after 30 number of days at 65 DEG C, analyzed main active ingredient CMIT (CMIT) with high performance liquid chromatography (HPLC), the content of MI (MIT), the results are shown in following table.
As can be seen from the table, detect of the present invention composition after placing 30 days under 65 DEG C of conditions, its active ingredient change in concentration is very little, and 3-isothiazoline one compositions is very stable.

Claims (4)

1. a 3-isothiazoline one compositions, it is characterized in that its component and the percentage by weight of content are: water-soluble 3-iso thiazoline ketone compound 20-30%, alkali nitrates 15~20%, 1,3,5-Trianacyclohexane 4-10%, hydrogen peroxide 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, is characterized in that the content of described water miscible 3-isothiazolinone 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, the described solvent described in it is characterized in that is that the arbitrary proportion of water or propane diols or dipropylene glycol or above-mentioned more than two composition is composite.
CN201110129912.5A 2011-05-19 2011-05-19 3-isothiazolinone composition Active CN102783483B (en)

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CN102783483B true CN102783483B (en) 2014-07-16

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Families Citing this family (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
CN117586154A (en) * 2022-07-06 2024-02-23 湖南丽臣奥威实业有限公司 Process for producing triethanolamine alkyl sulfate

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 (2)

* 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》.2005,第25卷(第9期),第1142-1146页.
新型异噻唑啉酮化合物的合成和抑菌活性研究;张佩玉等;《有机化学》;20051231;第25卷(第9期);第1142-1146页 *

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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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