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Description
TCI E1441, CAS number 157057-20-0, is 1-(1-Ethoxyethoxy)-4-vinylbenzene stabilized with TBC. This compound is a substituted styrene monomer in which the hydroxyl group is protected as a 1-ethoxyethyl acetal. In other words, the molecule is 4-vinylphenol whose phenolic group has been temporarily "capped" so that it does not interfere with the polymerization process. Its role in the materials science laboratory is to serve as an intermediate monomer that enables the preparation of poly(4-hydroxystyrene) and its copolymers through controlled polymerization — something difficult to achieve if the phenol group were left free, because the phenolic proton would quench the active polymerizing species.
The property that makes this monomer a preferred choice lies in the acetal protecting group, which is readily removed again under mild acidic conditions, so that the synthesized polymer can be converted into its phenolic form without damaging the main chain. The vinyl bond on the aromatic ring makes it reactive toward radical and anionic polymerization as well as controlled techniques such as RAFT and ATRP, allowing researchers to design molecular weight and chain architecture in a directed manner. The presence of the TBC stabilizer, 4-tert-butylcatechol, prevents premature self-polymerization during storage and handling, so the material remains usable as supplied.
In Indonesian laboratories, this monomer is typically encountered in university and institutional materials science groups working on polymer synthesis, where poly(4-hydroxystyrene) and its derivatives are of interest. It is normally ordered in the modest quantities appropriate to bench-scale synthesis and controlled polymerization experiments, handled together with the initiators, chain transfer agents and solvents used in the same workflow, and kept under the cold storage conditions its stabilized formulation implies.
Laboratory Applications
Synthesis of poly(4-hydroxystyrene): the protected acetal form polymerizes cleanly, then deprotects under mild acid to give the phenolic polymer without chain degradation.
Controlled radical polymerization by RAFT or ATRP: the masked phenol prevents the phenolic proton from quenching active species, so molecular weight and dispersity remain controllable.
Anionic polymerization studies: protection of the hydroxyl group keeps the acidic proton away from the carbanionic chain end, making living anionic conditions feasible for this monomer.
Copolymer design with other vinyl monomers: the styrenic vinyl bond copolymerizes readily, letting researchers place latent phenolic units at defined positions along a chain.
Preparation of functional polymer architectures: because chain length and structure can be targeted deliberately, block and gradient structures bearing deprotectable phenol groups can be built.
Specifications
Brand: TCI
CAS number: 157057-20-0
Chemical name: 1-(1-Ethoxyethoxy)-4-vinylbenzene (stabilized with TBC)
Storage: cold storage recommended for a stabilized vinyl monomer; refer to the manufacturer's label and documentation for the exact condition and available pack sizes
Handling and Storage
Store this monomer cold and away from light and heat sources, since vinyl monomers can self-polymerize when warmed. Keep the material in its original tightly closed container from the manufacturer, which is formulated with the TBC stabilizer already present; do not transfer it to containers that cannot be sealed properly, and avoid removing the stabilizer unless the experimental protocol requires it immediately before use. Handle in a fume hood with gloves, safety glasses and a laboratory coat, keep the container away from acids that could prematurely cleave the acetal protecting group, and consult the manufacturer's safety data sheet before opening. Return the container to cold storage promptly after each use.
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