Production of Isothiazolinone:
It was first discovered in the 1960s. This simple heterocycle alone does not work, but its derivatives, such as methyl chloroisothiazolinone, have a wide range of applications. Isothiazolinone is a biocide that is commonly used to kill and control harmful bacteria, fungi, molds and germs. Isothiazolinone complex is produced from the chemical interaction of compounds such as methyl isothiazolinone and methyl chloroisothiazolinone.
Isothiazolinones are typically produced on an industrial scale by closing the ring of 3-sulfanyl propane amide derivatives. Another method of producing isothiazoline is through acrylic acid.
The closure of the ring involves the conversion of the thiol group into a reactive species that is attacked by a nitrogen center. This typically involves chlorination or oxidation of the corresponding 3-sulfanyl propanamide to the corresponding disulfide. These reaction conditions also oxidize the intermediate isothiazolidine ring to obtain the desired product.
Analysis of isothiazolinone types
| Isothiazolinone |
MSDS of isothiazolinone types
| Isothiazolinone |
Mechanism of action of isothiazoline:
Isothiazolone and its derivatives use a two-step mechanism that involves rapid (minute) inhibition of growth and metabolism, followed by irreversible cell damage and consequent (hourly) cell loss. The cells are inhibited by disrupting the metabolic pathways involved in dehydrogenase enzymes. Important physiological functions such as growth, respiration (oxygen consumption) and energy production (synthesis) are rapidly inhibited in microbes. Which causes cell death as a result of the destruction of protein thiols and the production of free radicals. Slaughter rates may be increased by various excipients, including surfactants. This unique mechanism leads to a wide range of activity, low level of use and difficulty in achieving resistance.
Technical specifications of isothiazoline:
Isothiazoline is a clear, light yellow liquid with a molecular mass of 101.12 and a boiling point of 86.33 and a density of 1.1. It is completely soluble in water.
Application of Isothiazolinone:
This product has wide applications in various industries, which can be mentioned several times:
The cosmetics industry as a preservative
Pharmacy for the production of antidepressants
Agrochemicals
Water and wastewater treatment
Production of emulsion paints
Wood varnish
Production of adhesives
Leather industry (natural and synthetic leather)
Production of personal care products (such as shampoo)
Detergent production (detergents such as household cleaners)
In the antibacterial production of the lathe industry
Metalworking fluids
Cooling water systems (cooling towers)
Fuel storage tanks
Paper making (paper pulp water systems)
Oil extraction systems
Wood maintenance
Building materials such as adhesives, paints, resins, emulsions
Formaldehyde substitute
As a suitable alternative to formalin
In the production of polyacrylate emulsions for paints
Isothiazoline biocides are widely used as latex preservatives. Most latex emulsions are water-based and susceptible to microbial attack. Biocides are typically added to whole latex after all processing steps to protect the latex from microbial attack.
What is 2methyl-4-isothiazolin-3-one?
When a methyl substituent is added to the isothiazoline cyclic amide family, the methyl isothiazoline substance MIT or MI is produced. This heterocycle consists of a 5-membered ring with a nitrogen atom, sulfur, and a carbonyl group.
What is methyl chloroisothiazolinone (5-chloro-2-methyl-4-isothiazolin-3-one)?
It was first used in cosmetics in the 1970s. When a methyl substitution and a halogenated chlorine substitution are produced into the cyclic isothiazoline amide family, methyl chloroisothiazolinone or MCIT is produced. This product is also known as Kathon CG (kathon CG). Methyl chloroisothiazolinone may be used in combination with other preservatives, including ethyl paraben, benzalkonium chloride, and bronopole.
Benefits of isothiazoline
This is a low-dose non-oxidizing biocidal product.
Minimizes sludge problems, which can reduce the cost of heat transfer.
It is biodegradable.
It is effective in a wide range of pH.
It is effective against a wide range of microorganisms over long periods of time.
Compatible with a wide range of chemicals.
Applications of isothiazoline
Isothiazoline is an antimicrobial preservative commonly used to control bacteria, fungi, and algae. This substance is mostly used in solutions containing water, because these solutions are the breeding ground for bacteria. There are various products on the market today that use isothiazoline in their products such as sunscreen, hand sanitizers, shampoos, cosmetics, lotions and so on. The purpose of using isothiazoline in these cases is to inhibit microbial activity that can potentially damage the product before its expiration date. Some microbial contaminants can cause serious health problems for consumers. Designing products that inhibit microbial activity is the best way to keep consumers safe.
Application of isothiazoline in water treatment
This product has antimicrobial properties due to breaking the bond between bacteria and algae and can be used in water purification. A combination of its derivatives such as Chloromethylisothiazolinones (CMIT) and Methylisothiazolinones (MIT) are used for this purpose.
Isothiazoline safety
According to the US Food and Drug Administration (FDA), methyl chloroisothiazoline belongs to the category of allergenic chemicals and in high concentrations can cause chemical burns and irritation of the skin and membranes. However, today, the use of this compound in health products is done in a controlled manner and in low doses so as not to endanger human life. It is recommended that people with a history of allergies look at the product label before using detergents and cosmetics and be careful if there is isotiazoline. This product can cause allergic reactions in contact with the skin and is very toxic in contact with the skin, and its inhalation can irritate the respiratory system.
