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934542

Sigma-Aldrich

Silyl-ether based ROMP Monomer

PhSi

Synonym(s):

2,2-Diphenyl-1,3-dioxa-2-silacyclooct-5-ene

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About This Item

Empirical Formula (Hill Notation):
C17H18O2Si
CAS Number:
1621108-00-6
Molecular Weight:
282.41
UNSPSC Code:
12162002
NACRES:
NA.21

Assay

≥98%

Quality Level

100

form

powder or crystals

composition

PhSi

color

off-white to light yellow

SMILES string

C1([Si]2(C3=CC=CC=C3)OC/C=C\CCO2)=CC=CC=C1

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General description

Ring opening metathesis polymerization (ROMP) monomers are attractive building block for advanced polymeric materials in the biomedical field. 2,2-Diphenyl-1,3-dioxa-2-silacyclooct-5-ene, or the silyl ether based ROMP monomer PhSi, is a bifunctional cyclic olefin that can be used to synthesize a variety of macromolecules and polymers with diverse compositions and complex structures. PhSi 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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000246410
0000270262
0000270261
0000262727

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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
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

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