OctoilDOS
Diisooctyl sebacate
CAS: 122-62-3
Molecular Formula: C26H50O4
OctoilDOS - Names and Identifiers
| Name | Diisooctyl sebacate |
| Synonyms | Plexol octoils OctoilDOS Plexol 201 Plexol 201j octylsebacate Plasthall DOS Octyl Sebacate Dioctyl sebacat Diisooctyl sebacate dioctyl decanedioate Di(2-ethylhexyl)sebacate Bis(2-ethylhexyl)sebacate Bis(2-ethylhexyl) sebacate bis(2-ethylhexyl) decanedioate 2,2-bis(2-ethylhexyl)decanedioatato(2-) DOS |
| CAS | 122-62-3 |
| EINECS | 204-558-8 |
| InChI | InChI=1/C26H50O4/c1-5-9-16-22(7-3)20-26(25(29)30,21-23(8-4)17-10-6-2)19-15-13-11-12-14-18-24(27)28/h22-23H,5-21H2,1-4H3,(H,27,28)(H,29,30)/p-2 |
| InChIKey | VJHINFRRDQUWOJ-UHFFFAOYSA-N |
OctoilDOS - Physico-chemical Properties
| Molecular Formula | C26H50O4 |
| Molar Mass | 426.67 |
| Density | 0.914g/mLat 25°C(lit.) |
| Melting Point | -55 °C |
| Boling Point | 212°C1mm Hg(lit.) |
| Flash Point | >230°F |
| Appearance | Liquid |
| Color | Clear slightly yellow |
| Merck | 14,1251 |
| BRN | 1806504 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | n20/D 1.450(lit.) |
| Physical and Chemical Properties | Melting Point:-67 Boiling Point: 248 density: 0.914 flash point: 215 water-soluble: insoluble Appearance: light-colored transparent liquid |
| Use | Used as a plasticizer for PVC cable material, cold-resistant film and artificial leather and other resin plasticizers, can also be used as a raw material for lubricating oil jet engine |
OctoilDOS - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | - |
| RTECS | VS1000000 |
| TSCA | Yes |
| HS Code | 29171390 |
OctoilDOS - Introduction
Slight smell of grease.
Last Update：2022-10-16 17:12:50
OctoilDOS - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | Dioctyl sebacate, also known as bis-2-ethylhexyl sebacate, or DOS for short, is composed of sebacic acid and 2-Ethyl hexanol is made by esterification reaction. Suitable for polyvinyl chloride, vinyl chloride copolymer, nitrocellulose, ethyl cellulose and synthetic rubber. Its plasticizing efficiency is high, low volatility, not only has excellent cold resistance, but also has good heat resistance, light resistance and electrical insulation, and has good lubricity when heated, so that the product has a good appearance and feel. It is especially suitable for making cold-resistant wire and cable materials, artificial leather, films, plates, sheets, etc. |
| Preparation method | 1. It is formed by the esterification of sebacic acid and octanol in the presence of a catalyst. its chemical equation is as follows (for the sake of simplicity, octanol is represented by ROH): fig. 1 is the chemical reaction equation for the synthesis of dioctyl sebacate experimental method: in a 200mL four-mouth flask equipped with thermometer, reflux water separator and agitator, metered sebacic acid, octanol and catalyst are added, and under the protection of nitrogen, a certain reaction temperature (200~230 ℃) is controlled for esterification reaction, use a water separator to collect the water brought out by octanol, and the octanol is returned to the reaction bottle to continue participating in the reaction. Water is put into a measuring barrel, and when the water in the equivalent barrel reaches a certain amount, the acid value is sampled and titrated. If each gram is less than 0.2mg KOH, the reaction is deemed to be completed, otherwise the reaction will continue until it is qualified. The reaction liquid is cooled to 90 ℃, alkaline water is added for neutralization and water washing, static stratification is carried out, alkaline water is released, unreacted octanol in the material is removed by vacuum distillation, and finally activated carbon is added for adsorption and filtration to obtain product DOS. 2. Use activated carbon supported p-toluenesulfonic acid as catalyst for the synthesis of dioctyl sebacate. (1) preparation of catalyst weigh 20g of granular activated carbon washed with water, activated at 120 ℃ for 2h and with constant mass, soak in 120mL of p-toluenesulfonic acid aqueous solution with 25% mass fraction for 30h, drain under reduced pressure, dry at 110 ℃ for 6h, cool in a dryer, calculate the load of p-toluenesulfonic acid as 30% by gravimetric method, and verify the load with acid value, the acid value of p-toluenesulfonic acid solution before and after adsorption was determined respectively, the adsorption amount of p-toluenesulfonic acid was calculated according to the change amount of acid value, and the load amount of p-toluenesulfonic acid loaded on activated carbon was calculated as 30.002%. The results showed that the relative error was very small and 0.200%. (2) synthesis of dioctyl sebacate in a four-mouth flask equipped with a thermometer, a water separator and a reflux condenser tube, add 40.4g of sebacic acid, a certain amount of isooctanol, 15 mL of water-carrying agent toluene, load catalyst, heat reflux with an electric heating sleeve, start timing sampling when condensate appears in the condenser tube, move the reaction liquid to the separatory funnel, separate the water layer, and then wash and delaminate with sodium bicarbonate solution, the organic layer is distilled under reduced pressure to obtain light grass yellow transparent oily liquid as the product. |
| application | can be used as a low-temperature plasticizer, and also used as a synthetic lubricating oil for jet engines. Suitable for polyvinyl chloride, vinyl chloride copolymer, nitrocellulose, ethyl cellulose and synthetic rubber. Its plasticizing efficiency is high, low volatility, not only has excellent cold resistance, but also has good heat resistance, light resistance and electrical insulation, and has good lubricity when heated, so that the product has a good appearance and feel. It is especially suitable for making cold-resistant wire and cable materials, artificial leather, films, plates, sheets, etc. |
| Main reference materials | [1] Editor-in-Chief Ma Shichang. Dictionary of chemical substances. Xi'an: Shaanxi Science and Technology Press. 1999. Page 565. [2] Zheng Genwu et al. Development of dioctyl sebacate. Modern plastic processing applications. 2016.14(2):38-40. [3] Zhang Danyang et al. Synthesis of dioctyl sebacate catalyzed by activated carbon supported p-toluenesulfonic acid. Hangzhou chemical industry. 2007.37(4):36-37. |
| use | this product is an excellent cold-resistant plasticizer with low volatility, so it can be used at higher temperatures. The product has good weather resistance and electrical performance, and is an ideal plasticizer for cold-resistant cable materials. Its disadvantage is that it is easy to be extracted by hydrocarbon solvents, and it is easy to migrate, and it is not ideal for water extraction. Due to poor compatibility, this product is often used in combination with phthalates. In addition to making polyvinyl chloride cable materials, it is also widely used in polyvinyl chloride cold-resistant films and artificial leather, plates, sheets and other products. It can also be used as a variety of synthetic rubber and nitrocellulose, Ethyl cellulose, polymethyl methacrylate, polystyrene, vinyl chloride-vinyl acetate copolymer and other plastics plasticizer. In addition, the product is also used as a lubricating oil and grease for jet engines, and a fixed liquid for gas chromatography. The product is non-toxic. At a dose of 200mg/kg, rats were fed into the feed for 19 months without any toxic effect and carcinogenicity. Can be used in food packaging materials. Used as chromatographic fixative, plastic toughening agent and low-temperature plasticizer, also used in lubricant synthesis Used as a plasticizer, used for polyvinyl chloride cable materials, cold-resistant films and artificial leather Plasticizer for other resins, also can be used as raw material for lubricating oil of jet engines Used as gas chromatography fixative liquid; used for separation and analysis of alcohols, alkaloids, fatty acids, esters and halogenated compounds; used as rocket propellant and plasticizer |
| Production method | It is obtained by esterification of sebacic acid and 2-ethylhexanol. Raw material consumption (kg/t) 4792 sebacic acid-ethyl hexanol 647 |
| category | flammable liquid |
| toxicity classification | low toxicity |
| acute toxicity | intravenous-rat LD50: 900 mg/kg; Oral-mouse LD50: 9500 mg/kg |
| explosive hazard characteristics | can react with oxidant |
| flammability hazard characteristics | it is more flammable in case of open flame, high temperature and strong oxidant; Combustion emission stimulates smoke |
| storage and transportation characteristics | complete packaging, light and light; warehouse ventilation, away from open flames, high temperature, separate storage from oxidant |
| fire extinguishing agent | foam, carbon dioxide, dry powder |
| occupational standard | STEL 10 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:05:10
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