Coordination type methyl tin thiol

Coordination-type methyltin thiol compounds are an important category in organotin chemistry. They have wide applications in many fields. Including agriculture, medicine, materials science and environmental science. Such compounds usually consist of one or more methyltin centers coordinated with thiols (compounds containing -SH functional groups) to form stable complexes.

Structure and properties

The structure of coordination methyl tin thiol compounds can be mononuclear or polynuclear, depending on the number of tin atoms and the way the thiol molecules are combined. The thiol group forms a coordination bond with the tin atom through its sulfur atom, which gives the compound its unique physical and chemical properties. Due to the formation of Sn-S bonds, these compounds often exhibit high thermal and chemical stability, and may also have certain biological activity.

Synthesis method

There are various methods for synthesizing coordination methyltin thiol compounds, but they usually involve the direct reaction of methyltin compounds and thiols. For example, dimethyltin halide can react with a thiol in an appropriate solvent to form the corresponding methyltin thiol complex. Reaction conditions such as temperature, solvent selection, and reaction time will affect the yield and purity of the product.

Application fields

  1. Agriculture: Certain coordination methyltin compounds can be used as pesticides, especially as fungicides and insecticides, to control crop diseases and pests.
  2. Pharmaceuticals: Studies have found that some tin-containing thiol compounds have anti-tumor, antibacterial or antiviral activity, making them potential candidates for drug development.
  3. Materials Science: These compounds are used in polymer science as catalysts or cross-linkers to improve material properties, such as enhancing thermal stability or changing mechanical strength.
  4. Environmental Science: Some methyltin thiol compounds are used in environmental remediation technologies, such as the adsorption and removal of heavy metal ions, and applications in water treatment processes.

Safety and environmental protection

Although coordination-type methyltin thiol compounds have shown positive application prospects in many aspects, their safety and environmental impact It is also an issue that cannot be ignored. Organotin compounds can be toxic to aquatic ecosystems, and long-term exposure in humans can cause health problems. Therefore, when designing and using these compounds, safety guidelines and environmental regulations must be strictly followed to ensure their rational use while reducing potential risks.

In summary, coordination-type methyltin thiol compounds are a class of multifunctional organometallic compounds that show potential value in multiple disciplines. However, their application also needs to be carefully evaluated to balance benefits against potential environmental and health risks.
Further reading:

CAS:2212-32-0 – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co., LTD

N,N-Dicyclohexylmethylamine – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co ., LTD

bismuth neodecanoate/CAS 251-964-6 – Amine Catalysts (newtopchem.com)

stannous neodecanoate catalysts – Amine Catalysts (newtopchem.com)

polyurethane tertiary amine catalyst/Dabco 2039 catalyst – Amine Catalysts (newtopchem.com)

DMCHA – morpholine

N-Methylmorpholine – morpholine

Polycat 41 catalyst CAS10294-43-5 Evonik Germany – BDMAEE

Polycat DBU catalyst CAS6674-22-2 Evonik Germany – BDMAEE

Synthesis method of methyltinthiol compound

Methyl tin thiol compounds are an important class of organometallic compounds that are used in plastic stabilizers, agricultural chemicals, medicine, and materials science. It is widely used in other fields. Methods for synthesizing such compounds usually involve the reaction of methyltin compounds with thiols, and several common synthetic pathways will be discussed in detail below.

Overview of synthesis methods

The synthesis of methyltin thiol compounds usually follows the following basic steps: first prepare a precursor of methyltin, usually methyltin chloride; then, react this precursor with thiol under appropriate conditions to form The desired methyltin mercaptide compound.

Preparation of methyltin chloride

Methyltin chloride can be produced by reacting tin with methyl chloride at high temperature and pressure. This process usually requires a phase transfer catalyst, such as a quaternary ammonium salt or crown ether, to promote the reaction. The reaction conditions are generally temperature 210-240°C and pressure 1.0-1.3MPa. The generated methyltin chloride mixture also needs to control the content of trimethyltin chloride through a disproportionation reaction to make it less than 0.1%.

Synthesis of methyltin thiol

Direct reaction method

A straightforward synthesis method is to react methyltin chloride directly with thiols. For example, by reacting isooctyl mercaptopropionate with an aqueous solution of methyltin chloride under specific conditions, a mixture of isooctyl monomethyltin trimercaptopropionate and isooctyl dimethyldimethyldimercaptopropionate can be synthesized. Parameters such as reactant ratio, reaction temperature, and pH value are crucial to the purity and yield of the product.

Catalytic reaction method

Another method is to carry out the reaction in the presence of a catalyst, such as adding sodium sulfide and sodium bicarbonate as auxiliary reagents. The methyltin chloride compound intermediate aqueous solution is reacted with isooctyl thioglycolate, sodium sulfide, sodium bicarbonate and a catalyst in a synthesis kettle. After the reaction is completed, the target compound is separated and purified through steps such as layering, water washing, and vacuum distillation.

Synthesis method for controlling pH value

Another method is to control the pH value of the reaction system. For example, first dissolve methyltin chloride in water, then add inorganic alkaline substances to adjust the pH value to 6-8, then add mercaptans, such as isooctyl thioglycolate, and control the reaction temperature to 40-80°C. The time is several hours to prepare the target compound.

Reaction conditions and optimization

In order to obtain the best yield and selectivity, optimization of reaction conditions is crucial. This includes but is not limited to:

  • Reaction temperature: Typically between room temperature and higher temperatures, depending on the starting materials used and the desired products.
  • Reaction time: It ranges from a few hours to dozens of hours, depending on the reaction rate and the control of side reactions.
  • Solvent selection: A suitable solvent can promote the reaction and avoid side reactions.
  • PH control: In some synthetic routes, precise pH control is crucial to the success of the reaction.

Conclusion

The synthesis of methyltinthiol compounds is a complex but controllable process involving a variety of reaction conditions and optimization strategies. By carefully designing experimental conditions, a series of methyltinthiol compounds with specific structures and functions can be effectively synthesized to meet the needs of different fields. With the deepening of research, new synthesis methods and technologies will continue to emerge, bringing more possibilities to the development of this field.

Extended reading:

CAS:2212-32-0 – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co., LTD

N,N-Dicyclohexylmethylamine – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co ., LTD

bismuth neodecanoate/CAS 251-964-6 – Amine Catalysts (newtopchem.com)

stannous neodecanoate catalysts – Amine Catalysts (newtopchem.com)

polyurethane tertiary amine catalyst/Dabco 2039 catalyst – Amine Catalysts (newtopchem.com)

DMCHA – morpholine

N-Methylmorpholine – morpholine

Polycat 41 catalyst CAS10294-43-5 Evonik Germany – BDMAEE

Polycat DBU catalyst CAS6674-22-2 Evonik Germany – BDMAEE

Application of coordination type methyl tin mercaptide in coating industry

Coordination-type methyltin thiol compounds have shown excellent application potential in the coatings industry due to their unique chemical properties, especially in Used as an efficient heat stabilizer in the processing of polyvinyl chloride (PVC) and other thermoplastics. These compounds can significantly improve the thermal stability and processing performance of materials, while reducing yellowing and extending the service life of products. The following are several key application areas of coordinated methyl tin mercaptans in the coatings industry.

PVC coatings and coatings

PVC is a widely used thermoplastic, but due to its poor thermal stability, it is prone to degradation during processing, producing HCl gas, resulting in color changes and a decrease in physical properties. The coordination type methyl tin mercaptide compound can effectively capture HCl, prevent its further catalytic decomposition, and inhibit the generation of free radicals, thereby protecting the PVC molecular chain from thermal oxidation damage. This mechanism of action allows PVC paints and coatings to be processed at higher temperatures without significant discoloration or loss of performance.

Automotive coatings

In the automotive industry, coatings must not only be beautiful, but also have good weather resistance and corrosion resistance. Coordination-type methyltin mercaptide compounds can be used in automotive coating formulations to enhance the adhesion and durability of the coating. They can improve the UV resistance of coatings, reduce fading and chalking caused by environmental factors, and maintain the gloss and color of vehicle surfaces.

Wood coatings

For wood coatings, maintaining the natural beauty of wood while providing long-term protection is a challenge. Coordinated methyltin mercaptan compounds provide additional moisture and mildew resistance, making wood coatings more durable. The addition of these compounds helps resist moisture attack and prevents the wood from swelling and shrinking, while also reducing the potential for microbial growth, extending the life of the wood product.

Architectural coatings

In the field of construction, coatings not only beautify the appearance, but also undertake the important task of protecting building materials from environmental erosion. Coordinated methyl tin mercaptide compounds can enhance the waterproof performance of architectural coatings, reduce moisture penetration, and prevent corrosion and mold growth inside the wall. In addition, they improve the coating’s chemical and abrasion resistance, ensuring the durability of the building’s appearance and structural integrity.

Other industrial coatings

In a variety of industrial applications, such as marine coatings, pipe coatings and heavy machinery coatings, the use of coordination methyl tin mercaptides can enhance the chemical and abrasion resistance of coatings. They help protect expensive industrial assets from damage by helping to resist corrosion in harsh environments such as seawater, chemical exposure and extreme temperature changes.

Safety and environmental considerations

Although coordination-type methyltin thiol compounds provide many performance advantages, they also need to pay attention to their potential environmental and health risks when using them. . Organotin compounds may be toxic to aquatic life and have potential effects on human health through long-term exposure. Therefore, the coatings industry is exploring safer alternatives, such as lead-free and tin-free stabilizers, to meet increasingly stringent environmental regulations and sustainability goals.

In summary, coordination-type methyltin thiol compounds play an important role in the coatings industry. Their use can significantly improve the performance of coatings and meet various industrial needs. However, with the increasing awareness of environmental protection, finding greener and safer alternatives will be the focus of future coating research and development.
Further reading:

CAS:2212-32-0 – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co., LTD

N,N-Dicyclohexylmethylamine – Manufacturer of N,N-Dicyclohexylmethylamine and N,N-Dimethylcyclohexylamine – Shanghai Ohans Co ., LTD

bismuth neodecanoate/CAS 251-964-6 – Amine Catalysts (newtopchem.com)

stannous neodecanoate catalysts – Amine Catalysts (newtopchem.com)

polyurethane tertiary amine catalyst/Dabco 2039 catalyst – Amine Catalysts (newtopchem.com)

DMCHA – morpholine

N-Methylmorpholine – morpholine

Polycat 41 catalyst CAS10294-43-5 Evonik Germany – BDMAEE

Polycat DBU catalyst CAS6674-22-2 Evonik Germany – BDMAEE