Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

939625

Sigma-Aldrich

Ethyl ethylene phospholane monomer

new

Synonym(s):

2-Ethoxy-1,3,2-dioxaphospholane 2-oxide, Ethyl ethylene phophate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H9O4P
CAS Number:
823-31-4
Molecular Weight:
152.09
MDL number:
MFCD28361141
UNSPSC Code:
12162002

form

liquid

Quality Level

100

color

colorless

storage temp.

−20°C

SMILES string

O=P1(OCCO1)OCC

InChI

1S/C4H9O4P/c1-2-6-9(5)7-3-4-8-9/h2-4H2,1H3

General description

Ethyl ethylene phospholane is a versatile monomer building block for the synthesis of biocompatible and biodegradable polymers. Ring opening polymerization (ROP) of this phospholane monomer in the presence of metal/organocatalysts yields poly(phosphoester)s (PPE) that are commonly used in biomedical research applications.

Application

Ethyl ethylene phospholane, also known as ethyl ethylene phophate or 2-ethoxy-1,3,2-dioxaphospholane 2-oxide, is used in many polymerization applications including:

  • Polymer synthesis: This monomer is used as a building block to synthesize biodegradable and biocompatible polyphosphoesters

  • Nanocarrier development: Polymers synthesized from the ehtyl ethylene phospholane monomer create efficient nanocarriers for drug delivery and gene therapy, including for use in targeted and controlled release of therapeutics

  • Hydrogel fabrication: This monomer can be used to develop polymers for tissue engineering applications, offering scaffods with excellent biocompatibility and potential for cell growth and regeneration

Features and Benefits

Features and benefits of the ethyl ethylene phospholane include:

  • Biocompatible and biodegradable: Through ring opening polymerization (ROP) of ethyl ethylene phospholane monomer, it is possible to synthesize polymers used in biomedical applications that are cell compatible and degrade over time

  • Thermoresponsive behavior: In aqueous solutions, this monomer exhibits a lower critical solution temperature (LCST), making it responsive to changes in temperature, expanding its potential in controlled release system

  • pH-responsive degradation: The resulting polymers can be designed to degrade at specific pH levels, allowing for targeted release of encapsulated substances

  • Water soluble: This monomer enables the synthesis of water-soluble polymers, facilitating their incorporation into various aqueous formulations The biomedical research grade ethyl ethylene phospholane monomer opens the door to advanced biomaterials and provides researchers and developers with a powerful tool to create biocompatible and customizable polymers for a range of applications in biomedical research.

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shiyi Zhang et al.
ACS macro letters, 1(2), 328-333 (2012-08-07)
"Click" chemistry is a library of efficient and reliable reactions, which have been used to functionalize various classes of bio- and synthetic macromolecular systems for the incorporation of designed properties and functions. In this report, azide-alkyne Huisgen cycloaddition and thiol-yne
Tobias Steinbach et al.
Angewandte Chemie (International ed. in English), 54(21), 6098-6108 (2015-05-08)
Poly(phosphoester)s (PPEs) play an important role in nature. They structure and determine life in the form of deoxy- and ribonucleic acid (DNA and RNA), and, as pyrophosphates, they store up chemical energy in organisms. Polymer chemistry, however, is dominated by

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service