EPOXOL D65

CAS NO: 8013-07-8
EC NUMBER: 232-391-0
MOL. FORMULA: C3H5O3

Epoxol D65 is a collection of organic compounds obtained from the epoxidation of soybean oil. 
Epoxol D65 is used as a plasticizer and stabilizer in polyvinyl chloride (PVC) plastics. 
Epoxol D65 is a yellowish viscous liquid.

Manufacturing process
Epoxol D65 is manufactured from soybean oil through the process of epoxidation. 
Polyunsaturated vegetable oils are widely used as precursors to epoxidized oil products because they have high numbers of carbon-carbon double bonds available for epoxidation.
The epoxide group is more reactive than the double bond, thus providing a more energetically favorable site for reaction and making the oil a good hydrochloric acid scavenger and plasticizer. 
Usually, a peroxide or a peracid is used to add an atom of oxygen and convert the -C=C- bond to an epoxide group.

Uses:
Food products that are stored in glass jars are usually sealed with gaskets made from PVC. 
Epoxol D65 is one of the additives in the PVC gasket. 
Epoxol D65 serves as a plasticizer and a scavenger for hydrochloric acid released when the PVC degrades thermally, e.g. when the gasket is applied to the lid and food product undergoes sterilization.
Epoxol D65 is also used in PVC cling films for wrapping foods and toys.

Epoxol D65 is frequently used as an additive during poly(vinyl chloride) preparation, displacing harmful phthalates. 
Epoxol D65 has also been modified for lubricant formulations with improved oxidative stability and low pour point.
Epoxol D65 (cas# 8013-07-8) is frequently used as an additive during poly(vinyl chloride) preparation, displacing harmful phthalates. 
Epoxol D65 has also been modified for lubricant formulations with improved oxidative stability and low pour point.
Food additive.
Used in the chemical, paints-lacquers-varnishes, and polymers industries.
Used as a construction materials additive, process regulator, softener, viscosity adjustor, solvent, stabilizer, and plasticizer.
Used as a formulation aid, lubricant, and stabilizer or thickener for foods.
Permitted for use as an inert ingredient in non-food pesticide products;

Industry Uses
- Heat stabilizer
- Heat stabilizers
- Intermediates
- Paint additives and coating additives not described by other categories
- Plasticizers

Consumer Uses    
Building/construction materials not covered elsewhere
- Electrical and electronic products
- Floor coverings
- Plastic and rubber products not covered elsewhere
- Toys, playground, and sporting equipment
- mixed metal heat stabilizer

Chemical Properties    
Iodine number maximum of 6, oxirane oxygen minimum of 6.0%.

General Manufacturing Information
Industry Processing Sectors
- All other basic organic chemical manufacturing
- All other chemical product and preparation manufacturing
- Paint and coating manufacturing
- Plastic material and resin manufacturing
- Plastics product manufacturing

Epoxol D65  is a non-toxic, clear to yellow liquid that is used as a plasticizer and stabilizer in plastic materials, especially PVC and its copolymers.

Epoxol D65  is also used as a pigment dispersing agent and acid/mercaptan scavenging agent as well as an epoxy reactive diluent.

Epoxol D65  is the most readily available and one of the lowest-cost vegetable oils in the world. Epoxidized soybean oil is the result of the oxidation of soybean oil with hydrogen peroxide and either acetic or formic acid. Epoxol D65  is industrially available in large volume at a relatively low price.

Due to its low cost and biodegradability over traditional phthalate plasticizers, Epoxol D65  is replacing dioctyl phthalate (DOP) in some applications.

Epoxol D65 is a cost efficient choice for a variety of applications that also includes functional fluids, flavor and fragrances, sealants, coatings, and special inks.

Applications
Epoxol D65 is used as a plasticizer and stabilizer in plastic materials, especially PVC and its copolymers to keep these plastics soft and pliable.

The chemical is also used as a pigment dispersing agent and acid/mercaptan scavenging agent as well as an epoxy reactive diluent.

Soybean oil is one of the most readily available and lower-cost vegetable oils in the world. 
Epoxol D65  is industrially available in large volume at a relatively low price.

Due to its low cost non-toxic and environmentally friendly properties, as well as its biodegradability over traditional phthalate plasticizers, Epoxol D65  is replacing dioctyl phthalate (DOP) in some applications.

Epoxol D65 is also used as a pigment dispersing agent and acid/mercaptan scavenging agent as well as an epoxy reactive diluent. epoxidized soybean oil and other epoxide substances are used as raw materials for various applications that include functional fluids, fuel additives, polyol replacements, agricultural and pharmaceutical molecules, flavor and fragrances, reactive diluents and UV cure applications, surfactants, adhesives, sealants, coatings, and special inks.

Epoxidized soybean oil, better known by its acronym, Epoxol D65 , is a plasticizer used in polyvinyl chloride (PVC) plastics. 
Epoxol D65 serves as a plasticizer and as a scavenger for hydrochloric acid liberated from PVC when the PVC undergoes heat treatment.

Epoxol D65  is produced from one of the most readily available and lowest-cost vegetable oils in the world. 
Epoxol D65  is produced through the oxidation of high iodine value unsaturated soybean oil with hydrogen peroxide and organic acids such as acetic acid or formic acid. 
Epoxol D65  is primarily used as a co-plasticizer for flexible polyvinyl chloride (PVC) and its copolymers to keep these plastics soft and pliable. 
The chemical is also used as a pigment dispersing agent and an epoxy reactive diluent. 
Epoxol D65  acts as a secondary heat and light stabilizer, and it is especially valuable as a low-cost and effective synergist to metallic stabilizer compounds in vinyl systems. 
In addition, Epoxol D65  acts as an acid scavenger for soy-based inks, agricultural chemicals, and insecticides. 
Epoxol D65  can also be used as a chemical intermediate, additive for specialty coatings, adhesives, and urethanes, and in lubricants and cutting oils. 
Due to its low cost and biodegradability over traditional phthalate plasticizers, Epoxol D65  is replacing dioctyl phthalate (DOP) in some applications. 
Because Epoxol D65  is non-toxic, bio-based, bio-degradable, and phthalate-free, it is a prime choice for sustainable and eco-friendly formulations.

The Production of Epoxol D65 

Epoxol D65  is an additive to flexible Polyvinyl Chloride (PVC) that gains its name from the reaction that occurs with the unsaturated soybean oil. 
The epoxidation reaction takes place at a carbon to carbon double bond site.  
The oxygen atom (usually in the form of a peroxide or a peracid) comes in and attaches itself between the two carbons to create a single bonded triangular ring between the three molecules called an oxirane. 
This oxirane can be used as a way of separate well formed Epoxol D65  molecules from those that will be less effective. 
Those Epoxol D65  molecules with higher oxirane percentages will product better results than those with low oxirane percentages.

Because epoxidized soybean oil is synthesized from the bio-based, renewable resource of soybean crops, the level of saturation of the soybean oil and ultimately the oxirane value of the Epoxol D65  created from it, is dependent on the growing conditions of the soybeans.  
Very hot, dry weather is known to inhibit the formation of the unsaturated C18-3 and C18-2 double bonds in the soybean oil and will therefore lead to lower oxirane values in the Epoxol D65  produced from it.

The climate of American Midwest is very well suited to producing high oxirane value Epoxol D65 .  
The United States is responsible for about 32% of the total soybeans grown worldwide, with Brazil and Argentina also significant producers of the oilseed.

Although Epoxol D65  was first introduced into the plastics market over thirty years ago as a bio-based plasticizer that could be a drop-in replacement to Dioctyl phthalate (DOP), it has found a strong niche as a secondary plasticizer due to its heat and light stabilization effects in PVC compounds.  
The epoxide group is more reactive than a double bond, thus providing a more energetically favorable site for reaction and making it a good hydrochloric acid scavenger and plasticizer.

Product Focus: Epoxidized Soybean Oil (Epoxol D65 )
Epoxidized Soybean Oil (Epoxol D65 ) is a non-toxic, non-hazardous, and naturally-based plasticizer and stabilizer for flexible PVC applications. 
The Epoxol D65  supplied by ChemCeed is produced from locally grown Midwest U.S. soybean crops and is manufactured by North America’s leading farmer-owned cooperative, CHS.   
An industry leader in soy processing, CHS processes more than 120 million bushels of soybeans and refines more than 1.3 billion pounds of soybean oil each year which is used to produce its high-quality, high-oxirane Epoxol D65 .  

Application & Usage:
Used as a plasticizer and stabilizer in plastic materials, especially PVC and its copolymers to keep these plastics soft and pliable.
The chemical is also used as a pigment dispersing agent and acid/mercaptan scavenging agent as well as an epoxy reactive diluent.

Epoxidized soybean oil is a collection of organic compounds obtained from the epoxidation of soybean oil.
Epoxol D65 is used as a plasticizer and stabilizer in polyvinyl chloride plastics. 
Epoxol D65  is a yellowish viscous liquid.

Properties
Density0.997 g/ml (lit.)
Refractive Index: n20/D 1.473
Boiling Point: ≥250°C
Solvent: schloroform, water (insoluble)

About Epoxol D65
Helpful information
Epoxol D65 is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 to < 100 000 tonnes per annum.

Epoxol D65 is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses
Epoxol D65 is used in the following products: coating products, fillers, putties, plasters, modelling clay, adhesives and sealants, finger paints, polymers and lubricants and greases.
Other release to the environment of Epoxol D65 is likely to occur from: outdoor use, indoor use, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials), indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment) and outdoor use in long-life materials with high release rate (e.g. tyres, treated wooden products, treated textile and fabric, brake pads in trucks or cars, sanding of buildings (bridges, facades) or vehicles (ships)).
Article service life
Release to the environment of Epoxol D65 can occur from industrial use: formulation in materials and in the production of articles. Other release to the environment of Epoxol D65 is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment), outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials), indoor use, outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives) and outdoor use in long-life materials with high release rate (e.g. tyres, treated wooden products, treated textile and fabric, brake pads in trucks or cars, sanding of buildings (bridges, facades) or vehicles (ships)). Epoxol D65 can be found in complex articles, with no release intended: machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines), vehicles and electrical batteries and accumulators. Epoxol D65 can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones), metal (e.g. cutlery, pots, toys, jewellery), fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys), rubber (e.g. tyres, shoes, toys) and stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material).

Widespread uses by professional workers
Epoxol D65 is used in the following products: fillers, putties, plasters, modelling clay, adhesives and sealants, coating products, finger paints, polymers, laboratory chemicals and lubricants and greases.
Epoxol D65 is used in the following areas: agriculture, forestry and fishing.
Epoxol D65 is used for the manufacture of: plastic products, chemicals and machinery and vehicles.
Other release to the environment of Epoxol D65 is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials), indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment) and outdoor use in long-life materials with high release rate (e.g. tyres, treated wooden products, treated textile and fabric, brake pads in trucks or cars, sanding of buildings (bridges, facades) or vehicles (ships)).
Formulation or re-packing
Epoxol D65 is used in the following products: polymers, plant protection products and adhesives and sealants.
Release to the environment of Epoxol D65 can occur from industrial use: formulation in materials, formulation of mixtures and in the production of articles.
Other release to the environment of Epoxol D65 is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Uses at industrial sites
Epoxol D65 is used in the following products: polymers, coating products and adhesives and sealants.
Epoxol D65 is used for the manufacture of: plastic products, rubber products and chemicals.
Release to the environment of Epoxol D65 can occur from industrial use: in the production of articles, formulation in materials, as processing aid, as processing aid and for thermoplastic manufacture.
Other release to the environment of Epoxol D65 is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Manufacture
Release to the environment of Epoxol D65 can occur from industrial use: manufacturing of the substance and in processing aids at industrial sites.

IUPAC NAMES:
2,3-bis[8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoyloxy]propyl 8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoate
[(2R)-2,3-bis[[(9Z,11Z)-13-hydroperoxyoctadeca-9,11-dienoyl]oxy]propyl] (10Z,12Z)-9-hydroperoxynonadeca-10,12-dienoate
Epoxidised soya bean oil
Epoxidised soya oil
Epoxidized Sojbean oil
Epoxidized Soya Bean Oil
Epoxidized Soyabean Oil
Epoxidized Soybean Oil
Epoxidized soybean oil
epoxidized soybean oil
Epoxidized Soybean Oil
Epoxidized soybean oil
ESBO
Plasticizer E
soya been oil, epoxidized
SOYABEAN OIL EPOXIDISED
Soyabean Oil, Epoxidized
Soybean Oil
Soybean oil, epoxidised
Soybean oil, epoxidised
soybean oil, epoxidised
SOYBEAN OIL, EPOXIDIZED
Soybean oil, epoxidized
soybean oil, epoxidized
Soybean oil, epoxidized
Soybean oil, epoxidized - ESBO
Soybean oil, epoxidized; (MERGINAT ESBO)

SYNONYMS:
fattyacid,soybeanoil,epoxidized
flexolepo
px-800
soybeanoilepoxide
ESO
EPOXIDIZED SOYA BEAN OIL
EPOXIDIZED SOYBEAN OIL
EPOXIDIZED SOY BEAN OIL ACRYLATE
ESBO
SOYBEAN OIL, EPOXIDIZED
SOYBEAN OIL, EPOXIDIZED ACRYLATE
Epoxidized soya oil
Soya epoxy ester
ESBOS
EPOXIDISEDSOYBEANOIL
EPOXIDISEDSOYABEANOIL
2-Ethyl hexyl ester of epoxidized soybean oil
soybean oil, epoxidised
Epoxy soybean oil
ESBO, Soybean oil, epoxidized
Epoxidized soya bean oil, epoxidized soybean oil.
Plastic additive 04 CRS
Epoxidized soybean oi
EBSO-6.6
8013-07-8
Epoxidized soya bean oil
ESBO
Soybean oil epoxide, contains 4,000 ppm monomethyl ether hydroquinone as inhibitor
SCHEMBL11940813
Soybean oil epoxide
K428
2,3-bis[8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoyloxy]propyl 8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoate
2-Oxiraneoctanoic acid, 3-[(3-pentyl-2-oxiranyl)methyl]-, 1,1',1''-(1,2,3-propanetriyl) ester
3214-50-4
Epoxidized soybean oil
ESO
MolPort-023-220-347