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Sigma-Aldrich

Bis(2-hydroxyethyl) terephthalate

Synonym(s):

Bis(β-hydroxyethyl) terephthalate, Bis(2-hydroxyethyl) terephthalate, Bis(ethylene glycol) terephthalate, Bis(hydroxyethyl) terephthalate, Terephthalic acid diethylene glycol ester

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About This Item

Linear Formula:
C6H4-1,4-(CO2CH2CH2OH)2
CAS Number:
959-26-2
Molecular Weight:
254.24
EC Number:
213-497-6
MDL number:
MFCD00081066
UNSPSC Code:
12162002
PubChem Substance ID:
24870250
NACRES:
NA.23

form

solid

mp

106-109 °C (lit.)

SMILES string

OCCOC(=O)c1ccc(cc1)C(=O)OCCO

InChI

1S/C12H14O6/c13-5-7-17-11(15)9-1-2-10(4-3-9)12(16)18-8-6-14/h1-4,13-14H,5-8H2

InChI key

QPKOBORKPHRBPS-UHFFFAOYSA-N

Related Categories

General description

Bis(2-hydroxyethyl) terephthalate belongs to the class of monomers known as diols or glycols. It is widely used to synthesize unsaturated polyester resins, polyethylene terephthalate (PET), and new biocompatible polymer systems. BHET can also be used as a plasticizer in polyester resins and rigid or flexible polyurethanes. Additionally, BHET and its derivatives have also been investigated for their potential use in biomedical applications, including drug delivery and tissue engineering, due to their excellent biocompatibility and mechanical properties.

Application

Bis(2-hydroxyethyl) terephthalate canbe used as a monomer to prepare biodegradable aromatic-aliphatic copolyestersfor sustainable flexible packaging applications. The incorporation of BHET as abuilding block offers a promising approach to enhancing the properties ofbiodegradable plastics and promoting sustainable packaging solutions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Polyethylene terephthalate United States Pharmacopeia (USP) Reference Standard

USP

1546900

Polyethylene terephthalate

Plastic additive 27 European Pharmacopoeia (EP) Reference Standard

Y0002024

Plastic additive 27

Dimethyl terephthalate purum, ≥99.0% (GC)

Sigma-Aldrich

86440

Dimethyl terephthalate

Yanbo Zhang et al.
International journal of biological macromolecules, 166, 251-258 (2020-10-31)
Hydrothermal degradation was used to pretreat terylene with an aim of noticeably improving the yield of fermentable monomers: terephthalic acid (TPA), mono (2- hydroxyethyl) terephthalic acid (MHET), bis-hydroxyethyl terephthalate (BHET), and ethylene glycol (EG). After 0.5 h of reaction time at
Study on depolymerization of waste polyethylene terephthalate into monomer of bis(2-hydroxyethyl terephthalate
Guoxi Xi, et al.
Polymer Degradation and Stability, 87, 117-120 (2005)
Martin Eckardt et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 36(12), 1882-1894 (2019-09-04)
Linear and cyclic oligomers are unavoidable non-intentionally added substances (NIAS) present in food contact materials made from common polyesters such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT) and polyester coatings. Although polyester oligomers can migrate into fats in significant amounts
Uschara Thumarat et al.
Journal of bioscience and bioengineering, 120(5), 491-497 (2015-04-26)
This study described the genetic map of tandem genes (est1 and est119) encoding cutinase-type polyesterases in Thermobifida alba AHK119 and comparison of wild type and mutant enzymes of Est1 and Est119. Two genes were independently and constitutively expressed. The activity
Makoto Furukawa et al.
ChemSusChem, 11(23), 4018-4025 (2018-10-07)
Enzymatic degradation of poly(ethylene terephthalate) (PET) is promising because this process is safer than conventional industrial approaches. Recently, a cationic PET hydrolase (PETase) was identified from Ideonella sakaiensis. Pre-incubation of a low-crystallinity PET film with anionic surfactants prior to initiating

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