Dioctyltin diketanoate is a chemical compound, specifically an organotin compound, meaning it contains tin (Sn) bonded with organic groups.
Dioctyltin diketanoate is an organotin compound formed by combining dioctyltin, a type of organotin with two octyl (eight-carbon) groups, and diketanoate, which refers to a molecule containing two ketone groups that can bind to the tin atom.
Dioctyltin diketanoate is a synthetic organometallic compound that consists of a central tin atom (Sn) bonded to two octyl groups and two diketone-derived ligands.
CAS Number: 54068-28-9
Molecular Formula: C26H46O4Sn
Molecular Weight: 541.36
EINECS Number: 483-270-6
Synonyms: Dioctyltin bis(acetylacetonate), DTXSID901020444, (3Z)-4-((dioctyl((((2Z)-4-oxopent-2-en-2-yl)oxy))stannyl)oxy)pent-3 en-2-one, (3Z)-4-{[dioctyl({[(2Z)-4-oxopent-2-en-2-yl]oxy})stannyl]oxy}pent-3-en-2-one, DTXCID401765546
54068-28-9, MTBVDKSFTCGOTN-UHFFFAOYSA-Ndioctylbis(pentane-2,4-dionato-O,O')tin;Dioctyltin diketanoate;TIB KAT 223
Dioctyltin diketanoate's a metal-organic compound where a tin atom is bonded with two long carbon chains (octyl groups) and two ketone-containing molecules.
These ketone groups are usually derived from beta-diketones, which are known to form stable complexes with metals.
The name "dioctyltin" refers to the presence of two octyl chains, which are long, hydrophobic alkyl chains made up of eight carbon atoms each.
These chains increase the molecule’s stability and solubility in organic solvents.
The "diketanoate" part of the name indicates that the compound contains two ketone (C=O) functional groups arranged in such a way that they can form a bidentate chelate—that is, they can wrap around and bind to the tin atom at two points.
This structure forms a stable complex that resists breakdown under heat and light, making it especially useful in industrial processes that require high durability.
In addition to stabilizing plastics, this compound may also be used as a catalyst in certain polymerization or esterification reactions, where its chemical structure allows it to facilitate the bonding of molecules without being consumed in the reaction itself.
Although dioctyltin diketanoate is effective in many applications, it also comes with some health and environmental risks.
Organotin compounds have been shown to be toxic to aquatic life, and long-term exposure in humans may lead to harmful effects on the nervous system, liver, and immune system.
As a result, the use of such compounds is regulated in many countries, and manufacturers must follow strict guidelines when handling or disposing of them.
Density: 1.12[at 20℃]
vapor pressure: 0.002Pa at 20℃
Water Solubility: 0.01ng/L at 20℃
LogP: 9.259 at 20℃
Dioctyltin diketanoate is a synthetic organotin compound, meaning it contains a tin atom (Sn) that is chemically bonded to organic groups, specifically two long-chain octyl groups and two diketone-derived ligands.
These diketone ligands, which contain two carbonyl (C=O) groups each, act as chelating agents, forming a stable ring-like structure around the tin atom, which helps stabilize the molecule under heat and chemical stress.
Dioctyltin diketanoate is primarily used in industrial applications, most notably as a heat stabilizer in the production of polyvinyl chloride (PVC), a widely used plastic material.
During the manufacturing and processing of PVC, exposure to high temperatures can cause the release of hydrogen chloride gas and lead to the degradation of the plastic.
Dioctyltin diketanoate plays a critical role in preventing this degradation by neutralizing the acid and maintaining the integrity and flexibility of the final product.
Like many organotin compounds, dioctyltin diketanoate can be toxic, especially in large amounts or with long-term exposure.
Dioctyltin diketanoate can affect the environment and human health, particularly the immune system and liver.
In industrial applications, dioctyltin diketanoate is most commonly used as a heat stabilizer for polyvinyl chloride (PVC), a plastic used in everything from pipes to flooring to electrical cable insulation.
During the manufacturing process, PVC tends to degrade when exposed to high temperatures, releasing hydrogen chloride gas which can cause discoloration and weaken the material.
Organotin stabilizers, like dioctyltin diketanoate, neutralize these effects, making the material more durable and long-lasting.
Due to its high thermal stability and compatibility with polymer matrices, dioctyltin diketanoate is frequently employed as a heat stabilizer in PVC production, although its environmental toxicity necessitates careful handling and disposal."
Dioctyltin diketanoate by TIB Chemicals is organotin carboxylate.
Dioctyltin diketanoate is a multi-purpose catalyst in silane terminated polyolens.
Dioctyltin diketanoate exhibits good lightstability in PVC.
Dioctyltin diketanoate can be used in esterication and trans-esterication reactions.
Dioctyltin diketanoate is a catalyst that can be used in esterication and transesterication reactions.
Dioctyltin diketanoate is also used in the reaction between isocyanates and alcohols.
Dioctyltin diketanoate is suitable for can and coil coatings, elastomers, car renishing, architectural, and other industrial coatings; and for 1p/2p adhesives and sealants.
Structurally, the molecule features two octyl chains—which are eight-carbon, hydrophobic alkyl groups—that increase its compatibility with plastic materials and help it dissolve evenly within the polymer matrix.
The two diketone ligands are bonded to the tin atom through oxygen atoms, forming a complex that is both thermally stable and chemically resilient.
This configuration not only provides effective stabilization but also makes Dioctyltin diketanoate useful as a catalyst in some chemical reactions, particularly in the fields of polymer chemistry and organic synthesis.
However, despite its functional advantages, dioctyltin diketanoate, like many other organotin compounds, is associated with environmental and health risks, especially when released into aquatic ecosystems or when handled improperly.
Prolonged exposure to such compounds can lead to adverse effects on human health, including potential toxicity to the liver, immune system, and central nervous system.
For this reason, the use of dioctyltin compounds is strictly regulated in many regions, and safer alternatives are increasingly being explored.
Dioctyltin diketanoate is commonly used as a stabilizer in PVC plastics, helping prevent degradation during processing and exposure to heat.
Dioctyltin diketanoate may also serve as a catalyst in chemical reactions, particularly in polymer production.
Due to its ability to bond with organic and inorganic materials, it's useful in industrial coatings, adhesives, or sealants.
Uses Of Dioctyltin diketanoate:
Dioctyltin diketanoate is primarily used in the plastics industry, where it serves as a thermal stabilizer for polyvinyl chloride (PVC), one of the most commonly used synthetic polymers in the world.
When PVC is processed at high temperatures during manufacturing, it tends to degrade and release hydrogen chloride (HCl) gas, which not only discolors the material but also weakens its mechanical properties.
Dioctyltin diketanoate helps to prevent this degradation by neutralizing the released HCl and stabilizing the polymer chain, thereby ensuring that the final product remains strong, flexible, and resistant to heat damage.
Because of this stabilizing effect, Dioctyltin diketanoate is widely incorporated into the production of PVC-based materials such as pipes, window frames, electrical cables, artificial leather, flooring materials, and packaging films.
Its chemical structure, which includes two long octyl chains, allows it to mix well with the plastic matrix, while its chelating diketone groups contribute to its thermal and oxidative stability, making it an ideal additive for long-lasting and durable plastic products.
In addition to its role as a stabilizer, dioctyltin diketanoate is also employed in some chemical processes as a catalyst, especially in polymerization and esterification reactions, where it helps accelerate the reaction rate without being consumed in the process.
This catalytic property makes it valuable in the production of certain resins, adhesives, and coatings, particularly when precise reaction control and heat resistance are required.
Moreover, its compatibility with organic solvents and plasticizers means that dioctyltin diketanoate can be used in formulations for flexible PVC, allowing manufacturers to produce materials that need to bend, stretch, or flex without cracking or degrading.
This is especially important in medical devices, automotive parts, and construction materials, where both flexibility and chemical stability are essential.
However, while the compound offers many industrial advantages, it is increasingly subject to environmental and health regulations, as research has shown that organotin compounds can be toxic to aquatic organisms and potentially harmful to humans if exposure is not properly controlled.
For this reason, its use is often limited to controlled manufacturing environments, and companies are encouraged to develop or switch to less hazardous alternatives where possible.
One of the most important and widespread applications of dioctyltin diketanoate is in the manufacturing of polyvinyl chloride (PVC) products, where it is used as a heat stabilizer to prevent the polymer from undergoing thermal degradation during both processing and long-term use.
PVC is a widely used thermoplastic that, when exposed to high temperatures, tends to release hydrogen chloride (HCl), a corrosive gas that causes discoloration, brittleness, and structural weakening of the plastic.
Dioctyltin diketanoate, due to its organotin structure and chelating ketone groups, can absorb and neutralize the acidic by-products, thereby protecting the polymer chain and extending the material’s lifespan.
In addition to providing protection against heat, dioctyltin diketanoate also contributes to improved weather resistance and UV stability, making it especially useful in outdoor applications such as window profiles, vinyl siding, roofing materials, and irrigation systems.
These products must endure prolonged exposure to sunlight, temperature changes, and environmental pollutants, and this compound helps ensure they maintain their appearance and performance over time.
Another significant use of dioctyltin diketanoate is in the production of flexible PVC materials, where it is incorporated alongside plasticizers to create bendable and elastic plastic goods.
These include items like medical tubing, blood bags, shower curtains, automotive interiors, and coated fabrics, where both flexibility and chemical stability are essential.
The presence of long alkyl chains in the molecule improves its solubility and dispersion within the polymer, allowing manufacturers to achieve a uniform and effective stabilization effect without altering the texture or transparency of the finished product.
Dioctyltin diketanoate is occasionally used in the formulation of industrial sealants, lubricants, and paints, where its metal-organic properties contribute to the crosslinking of molecules, resulting in tougher, more chemically resistant films and surfaces.
In these applications, it may help improve resistance to corrosion, water damage, and chemical attack, making it suitable for use in marine coatings, automotive protective layers, and building materials.
Safety Profile Of Dioctyltin diketanoate:
Although dioctyltin diketanoate is widely used in industrial applications due to its excellent thermal stability and chemical performance, it is also associated with a number of serious health and environmental hazards, particularly because it belongs to a class of compounds known as organotin compounds.
These compounds contain tin (Sn) atoms bonded to carbon-containing groups, and many have been shown to exhibit toxicological effects on humans, animals, and ecosystems.
Prolonged or repeated exposure to dioctyltin diketanoate may lead to a variety of adverse health effects in humans.
Research suggests that inhalation, ingestion, or skin contact with the compound can potentially cause:
Neurotoxicity, or damage to the nervous system, which may result in symptoms such as headaches, dizziness, fatigue, or cognitive difficulties.
Hepatotoxicity, meaning it can harm the liver, especially after long-term exposure or accumulation in the body.
Immunotoxic effects, which weaken the immune system, making the body more vulnerable to infections and diseases.
Irritation to the eyes, skin, and respiratory tract, especially when the compound is in a vapor or aerosol form during manufacturing or handling.
Organotin compounds, including dioctyltin derivatives, can act as endocrine disruptors, meaning they may interfere with hormonal systems and potentially contribute to developmental, reproductive, or metabolic disorders.
For this reason, occupational exposure limits are recommended, and strict safety procedures must be followed during handling.
From an environmental perspective, dioctyltin diketanoate is considered toxic to aquatic organisms, particularly fish and invertebrates.
Even at low concentrations, it can accumulate in the tissues of aquatic life, leading to bioaccumulation and biomagnification—processes by which toxic substances build up in food chains.