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Sigma-Aldrich

Silyl-ether based ROMP monomer

EtSi

Synonym(s):

(5E)-2,2-Diethyl-1,3-dioxa-2-silacyclohept-5-ene

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About This Item

Empirical Formula (Hill Notation):
C9H18O2Si
CAS Number:
Molecular Weight:
186.32
MDL number:
UNSPSC Code:
12162002
NACRES:
NA.21

assay

>=97%

Quality Level

form

liquid

composition

EtSi

color

colorless to light yellow

storage temp.

2-8°C

General description

Ring opening metathesis polymerization (ROMP) monomers are attractive building block for advanced polymeric materials in the biomedical field. (5E)-2,2-Diethyl-1,3-dioxa-2-silacyclohept-5-ene, or the silyl ether based ROMP monomer EtSi, is a bifunctional cyclic olefin that can be used to synthesize a variety of macromolecules and polymers with diverse compositions and complex structures. EtSi can copolymerize with a variety of norbornene derivatives including small molecules and macromolecules, enabling the formation of backbone-degradable copolymers that can be used in a variety of biomedical applications. The ROMP polymerization method is superior as it permits the tailorability of the resulting polymer material.

Application

Synthesis of advanced polymeric materials for biomedical applications including:

  • drug delivery
  • molecular imaging
  • self assembly
  • hydrogels
  • medical device coatings
  • stimuli responsive material

Features and Benefits

  • Copolymerize efficiency with a wide variety of norbornene-based (macro)monomers
  • Controlled ROMP polymerization
  • Silyl ether substitute can be tuned to control degradation

related product

Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Peyton Shieh et al.
Nature chemistry, 11(12), 1124-1132 (2019-10-30)
Ring-opening metathesis polymerization of norbornene-based (macro)monomers is a powerful approach for the synthesis of macromolecules with diverse compositions and complex architectures. Nevertheless, a fundamental limitation of polymers prepared by this strategy is their lack of facile degradability, limiting their utility
Banruo Huang et al.
Journal of the American Chemical Society, 143(43), 17920-17925 (2021-10-23)
Materials capable of degradation upon exposure to light hold promise in a diverse range of applications including biomedical devices and smart coatings. Despite the rapid access to macromolecules with diverse compositions and architectures enabled by ring-opening metathesis polymerization (ROMP), a
Scott C Radzinski et al.
Macromolecular rapid communications, 37(7), 616-621 (2016-02-06)
Bottlebrush polymers are synthesized using a tandem ring-opening polymerization (ROP) and ring-opening metathesis polymerization (ROMP) strategy. For the first time, ROP and ROMP are conducted sequentially in the same pot to yield well-defined bottlebrush polymers with molecular weights in excess

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