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Plasticizer DOTP is an ester of 2-ethylhexanol and terephthalic acid with the formula C6H4(CO2C8H17)2 which is used as a commercial phthalate-free polyvinyl chloride plasticiser DOTP has excellent plasticizing efficiency, excellent processing performance, superior thermal aging stability , high dielectric properties , high cold resistance and reduced volatility.
CAS No.6422-86-2
Chemical Name:Dioctyl terephthalate
CBNumber:CB9683592
Molecular Formula:C24H38O4
Molecular Weight:390.56
MDL Number:MFCD00072256
MOL File:6422-86-2.mol
Synonyms: DOTP;BIS(2-ETHYLHEXYL) TEREPHTHALATE,DOPT,Di(2-ethylhexyl)terephthalate,Dioctyl Terepthalate,BIS(2-ETHYLHEXYL)-1,4-BENZENEDICARBOXYLATE,168 plasticizer,2-ethylhexyl) terephthalate,1,4-Benzenedicarboxylic acid, 1,4-bis(2-ethylhexyl) ester,Dioctyl terephthalate,Bis(2-ethylhexyl) terephthalate, PA-6 Plasticizer adhesive.
DOTP is produced by esterifying 2-Ethylhexanol and Terephthalic Acid.
Plasticizer DOTP is a non-phthalate and environmentally friendly plasticizer; Plasticizer DOTP is not listed among the chemical substances restricted by EU countries.
Plasticizer DOTP is highly compatible with PVC and has excellent plasticizing efficiency, excellent processing performance, and superior thermal aging stability .
There are three specification: General level ;Insulation class A; Insulation class B.
Plasticizer DOTP is a clear, colorless liquid, which is insoluble in water.
Dioctyl terephthalate is a very important phthalate-free plasticizer for PVC, preferred over low-chain and ortho-phthalate plasticizers as Plasticizer DOTP is considered a safer alternative due to Plasticizer DOTP lower toxicity.
DOTP is used mainly to plasticize vinyl resin where good processing characteristics are needed, and the finished product requires low temperature flexibility and low volatility.
Bis(2-ethylhexyl) terephthalate, commonly abbreviated DEHT (Dioctyl terephthalate or DOTP), is an organic compound with the formula C6H4(CO2C8H17)2.
Plasticizer DOTP is a diester of terephthalic acid and the branched-chain 2-ethylhexanol, which is often generically referred to as octyl.
This colorless viscous liquid is used for softening PVC plastics and is known for chemical similarity to general purpose phthalates such as DEHP and DINP, but without any negative regulatory pressure.
Plasticizer DOTP possesses very good plasticizing properties and may be used as a direct replacement for DEHP and DINP in many applications.
Plasticizer DOTP is a high-performance, phthalate-free plasticizer used to soften rigid plastics like PVC, making them flexible and durable.
Because Plasticizer DOTP lacks the health and environmental concerns of traditional phthalates, Plasticizer DOTP is widely used as a direct, eco-friendly replacement for older plasticizers like DOP and DINP.
DOTP, DOP, DINP as plasticizers get into between PVC polymer chains.
As a result of this crystal properties of polymer decreases , becomes softer and shaped flexible named plastic.
The reaction between the phthalates and terephthalates with heavy alcohols produce plasticizers.
When PVC mixed this type of chemicals, Plasticizer DOTP becomes plastic characteristic.
The molecular weight of plasticizers are lower than PVC so they migrate to air or environment.
This shortened plastics life.
Migration of plasticizers inverse proportion to molecular weight.
The other factor that effect migration is the geometric harmony of the plasticizer and PVC chain.
PVC is one of the commonly preferred thermoplastic.
Plasticizing additives or plasticizers are added to break interstrand-dipole interaction in PVC and soften PVC in general.
Plasticizers have many applications such as electrical connectors, vinyl floorings, vinyl water stops, toys, bottle caps, and medical devices.
Although a great majority of plasticizers are phthalates that harm to environment, Dioctyl terephthalate (DOTP) is known as a non-phthalate plasticizer.
DOTP, one of the plasticizers preferred in the industry, is an aromatic terephthalate.
There are two main production methods of DOTP; direct esterification and transesterification.
In this review, different synthesis reactions of DOTP plasticizer were summarized.
Studies have generally focused on different catalysts, solvents, reactant ratios, and reaction conditions such as temperature, pressure, and reaction time in literature.
Synthesizing DOTP from scrap PET products is an environmentally friendly manufacturing method.
Besides, properties of DOTP plasticized PVC, mainly migration, mechanical and thermal properties, have been reviewed.
According to the results, DOTP has high compatibility with PVC, and DOTP plasticized PVC shows good migration, mechanical and thermal properties.
Plasticizer DOTP is a promising plasticizer due to having good properties, low production cost, and low toxicity.
Common Applications
Because of Plasticizer DOTP safety profile and versatility, DOTP is used in manufacturing a wide variety of everyday and industrial items: Wires and Cables: Outer jackets and insulation for electrical applications.
Medical Devices: Tubing, IV bags, and gloves.
Consumer Goods: Synthetic leather, coated fabrics, upholstery, and children’s toys.
Key Advantages
Safe and Eco-friendly: Non-toxic and not restricted by strict EU chemical regulations.
High Durability: Features low volatility, meaning the plastic remains flexible longer without becoming brittle.
Superior Heat and Cold Resistance: Performs incredibly well in both high-temperature and sub-zero environments.
Electrical Insulation: Excellent dielectric properties, making Plasticizer DOTP the industry standard for wiring and cabling
DOTP
DOTP and DOP have same molecular weight.
Despite of this, inclination of physical structure to be linear DOTP is compatible to PVC polymer chain.
Because of this speciality, the migration of DOTP is less than DOP.
Plasticizer , which has higher migration, separate from the structure of plastic on process.
Consequently to become required strenght for volatile rate necessity more usage of plasticizer.
When DOTP used loss minimized, existence product more long-lived and strong.
When we compare DOTP with other plasticizers ,Plasticizer DOTP has best physical and permanent characteristics inside of plasticizer.
In all PVC applications that used like artificial leather, shoes, cable, pipe, canvas.
Dioctyl terephthalate Chemical Properties
Melting point: -48 °C
Boiling point: 400 °C (lit.)
density: 0.986 g/mL at 25 °C (lit.)
vapor pressure: 1 mm Hg ( 217 °C)
refractive index: n20/D 1.49(lit.)
Fp: 230 °F
storage temp.: 2-8°C
solubility: Aqueous Base (Slightly)
form: Liquid
color: Clear colorless
Water Solubility: insoluble
Henry's Law Constant: 9.9×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
Stability: Hygroscopic
Major Application: cleaning products,cosmetics,environmental,food and beverages,personal care
Cosmetics Ingredients Functions: PLASTICISER
InChI: 1S/C24H38O4/c1-5-9-11-19(7-3)17-27-23(25)21-13-15-22(16-14-21)24(26)28-18-20(8-4)12-10-6-2/h13-16,19-20H,5-12,17-18H2,1-4H3
InChIKey: RWPICVVBGZBXNA-UHFFFAOYSA-N
LogP: 8.34 at 20℃
CAS: DataBase Reference 6422-86-2(CAS DataBase Reference)
EPA Substance Registry System: Bis(2-ethylhexyl) terephthalate (6422-86-2)
Safety Information
Safety Statements: 24/25
WGK Germany: 1
RTECS: WZ0883500
TSCA: TSCA listed
HS Code: 29173990
Storage Class: 10 - Combustible liquids
Hazardous Substances Data: 6422-86-2(Hazardous Substances Data)
Dioctyl terephthalate Usage And Synthesis
Chemical Properties: Clear colorless liquid
Uses: Plasticizer DOTP is used primarily as a plasticizer for polyvinyl chloride and other polymers.
Uses: DOTP can form a composite blend with polyaniline (PANI)-ethyene dimethacrylate (EDMA), which can be used in the fabrication of conductive films.
Plasticizer DOTP may also be used as a plasticizer with polyvinyl chloride (PVC) to form solutions for artificial intravessel plaque.
Production Methods: DEHT is manufactured by the esterification of terephthalic acid and 2-ethylhexanol.
General Description: Dioctyl terephthalate (DOTP) is a plasticizer that can be prepared by alcoholysis of polyethylene terephthalate (PET) with isooctyl alcohol.
Toxicology: Dioctyl terephthalate is not classified as dangerous and can be expected to remain stable under normal storage and usage conditions.
Dioctyl terephthalate should be handled in accordance with industry practices.
Appropriate precautions including engineering controls and personal protective equipment should be observed.
Description: Dioctyl terephthalate, also known as DOTP, is used as a plasticizer in the production of PVC and other copolymers.
Plasticizer DOTP is the ester of terephthalic acid and 2-ethylhexanol.
Plasticizer DOTP is a clear, colourless liquid with a slight odour, which is insoluble in water.
DOTP can be used as a direct replacement for DOP and DINP in a range of applications due to Plasticizer DOTP thermal resistance, excellent durability and transparency.
Plasticizer DOTP is used in a variety of processes such as calendering, extrusion and injection molding.
Carcinogenicity:The carcinogenic potential of DEHT was evaluated in a 2-year study in which male and female rats were given diets containing 1500, 6000, or 12,000 ppm.
There was no effect on tumor incidence, and therefore, the NOEL for tumorigenicity was at least 12,000 ppm (equivalent to 666 mg/kg/day in males and 901 mg/kg/day in females).
Raw materials: 1-Octanol-->2-Ethylhexanol-->Terephthalic acid-->1,4-Benzenedimethanol
Alternative plasticizers
Several plasticizers offer similar technical properties to DEHT.
These alternatives include phthalates such as DINP, DOP, DPHP, DIDP as well as non-phthalates such as DINCH and citrate esters.
Possible health effects
According to a panel appointed by the French Agency for the Safety of Health Products (ANSM), there is very little clinical assessment data regarding the toxicity, migration from Medical Devices, and population exposure of alternative plasticizers (e.g. DEHT/DOTP) and their metabolites.
The French government report concludes: "The presently available information indicates that DEHTP is not expected to pose any health or environmental risks.
DEHTP is not considered as toxic for reproduction and no alert was found on potential endocrine disruption properties of the substance."
Researchers from Korea state that: "DEHT, a phthalate ester stoichiometrically eqivaluent to DEHP, has been shown to have potential reproductive and developmental toxicity."
The NOAELs quoted are actually quite high, indicating the potential for reproductive toxicity is low.
The same paper further states: "The ability of DEHT to induce anti-androgenic effects in male offspring was assessed by giving pregnant rats 750 mg/kg/d DEHT; no changes were observed."
