3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate

• CAS: 314021-97-1
• Catalog Number: ACM314021971
• Category: Main Products
• Molecular Weight: 329.27
• Molecular Formula: C10H21BRO5Si
• Synonyms: 2-Bromo-2-methylpropanoic Acid 3-(Trimethoxysilyl)propyl Ester
• Boiling Point: 90 - 95 °C at 0.5 mm Hg
• Melting Point: < 0 °C
• Flash Point: > 110 °C
• Appearance: Liquid

Case Study

3-Trimethoxysilyl Propyl 2-Bromo-2-Methylpropionate: an ATRP Surface Initiator for Universal PDA-Assisted SI-ARGET-ATRP of Zwitterionic Brushes

Li, Nan, et al. ACS applied materials & interfaces 12.10 (2020): 12337-12344.

This study reported the use of 3-trimethoxysilyl propyl 2-bromo-2-methylpropionate (SiBr) as a covalently-anchored surface initiator enabling a simple, substrate-agnostic route to zwitterionic polymer brushes. By condensing SiBr onto a polydopamine (PDA) adhesive layer, a stable PDA/SiBr complex was formed that both secured the ATRP initiator and cross-links PDA oligomers. The immobilized initiator supports surface-initiated activators regenerated by electron transfer ATRP (SI-ARGET-ATRP) in aqueous zwitterionic monomer solutions using ppm-level Cu catalyst and without oxygen removal, producing low-fouling, highly blood-compatible polymer brush coatings.
SI-ARGET-ATRP Procedures on SPR Sensor Surfaces
· Polydopamine (PDA) Adhesion: A substrate, such as a Surface Plasmon Resonance (SPR) sensor chip, was first cleaned and then immersed in a dopamine solution to form a thin, adhesive PDA film.
· SiBr Initiator Immobilization: The PDA-coated substrate was subsequently immersed in a solution of SiBr. The trimethoxysilyl group of SiBr covalently bonded to the PDA layer via a condensation reaction. This step simultaneously achieved two goals: it permanently anchored the ATRP initiator (via the bromoester group of SiBr) and cross-linked the PDA oligomers, resulting in a stabilized PDA/SiBr complex coating.
· Polymer Brush Growth: The SiBr-initiated surface was then used to perform Surface-Initiated Activators Regenerated by Electron Transfer Atom-Transfer Radical Polymerization (SI-ARGET-ATRP) of zwitterionic monomers. This step was notably efficient, requiring only parts-per-million levels of copper catalyst and proceeding without a deoxygenation step.

3-Trimethoxysilyl Propyl 2-Bromo-2-Methylpropionate as a Versatile ATRP Initiator for Surface Engineering

Kim, Su Youn, et al. Bulletin of the Korean Chemical Society 42.5 (2021): 761-766.

This study showed how 3-trimethoxysilylpropyl 2-bromo-2-methylpropionate (Si-Br initiator) was used to form self-assembled initiator layers on silicon substrates and to enable growth of neutral, zwitterionic and anionic polymer films via surface-initiated activators-regenerated by electron transfer atom-transfer radical polymerization (SI-ARGET-ATRP) under ambient (non-deoxygenated) conditions. The work demonstrated a straightforward grafting platform in which the silane functionality forms a stable monolayer on oxidized silicon and the bromoester provides a surface ATRP initiating site.
SI-ARGET-ATRP Procedure: Polymerization was carried out under ambient conditions using the SI-ARGET-ATRP technique without deoxygenation. Various monomers-including OEGMA, DMAEMA, SPMA, and a zwitterionic monomer (MPDSAH)-were polymerized on the Si-Br-modified silicon. A low concentration of CuBr2/bpy complex and ascorbic acid was used to mediate polymerization in a water/methanol co-solvent. The reactions proceeded smoothly, demonstrating that the Si-Br initiator enables efficient oxygen-tolerant polymerization, with polymer thickness adjustable by reaction time and monomer concentration.
Characterization and Results: Ellipsometry revealed linear or exponential film growth depending on the monomer type, confirming controlled polymerization kinetics. X-ray photoelectron spectroscopy verified successful surface modification and the presence of characteristic polymer elements. Contact angle and surface free energy measurements indicated distinct changes in wettability corresponding to the grafted polymer chemistry. The results validated that Si-Br initiator enables an efficient route to functional polymer films with controllable properties on silicon substrates.

Custom Reviews

August 18, 2023

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Tight packaging
After receiving the express delivery from 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate, I found that the packaging was very tight and the anti-breakage measures were well done.

Custom Q&A

What is the Molecular formula of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

C10H21BrO5Si

What is the Molecular weight of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

329.26

What is the EC number of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

878-917-8

What is the InChIKey of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

PBHIWZGFSZBQJV-UHFFFAOYSA-N

What is the SMILES of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

CC(C)(C(=O)OCCC[Si](OC)(OC)OC)Br

What is the Form of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

Liquid

What is the Application of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

This compound is often used as a coupling agent or adhesion promoter in various industries. The trimethoxysilyl group can react with hydroxyl groups on the surface, forming stable covalent bonds and improving the adhesion properties of coatings, adhesives, and sealants.

What is the Solubility of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

This compound is soluble in organic solvents such as ethanol, methanol, acetone, and dichloromethane. Its solubility in water is expected to be low due to the lipophilic nature of the molecule.

What is the Reactivity of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

The trimethoxysilyl group present in 3-(trimethoxysilyl)propyl 2-bromo-2-methylpropionate is prone to hydrolysis in the presence of moisture or water. This hydrolysis can lead to the formation of silanol groups, which can participate in various chemical reactions such as condensation, cross-linking, and bonding to surfaces.

What is the Density of 3-trimethoxysilyl)propyl 2-bromo-2-methylpropionate?

1.243 g/mL