11-[4-(4-Butylphenylazo)phenoxy]undecyl Methacrylate TCI M1463

Chemical Identity

CAS No.: 942230-11-7
PubChem: CID 44630394·SID 87573405
Formula: C31H44N2O3
Molecular weight: 492.7 g/mol
Purity: >97.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 11-[4-[(4-butylphenyl)diazenyl]phenoxy]undecyl 2-methylprop-2-enoate
SMILES: CCCCC1=CC=C(C=C1)N=NC2=CC=C(C=C2)OCCCCCCCCCCCOC(=O)C(=C)C
InChIKey: YKWVMKBZDQOJNN-UHFFFAOYSA-N

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TCI M1463 11-[4-(4-Butylphenylazo)phenoxy]undecyl Methacrylate is a functional methacrylate monomer that carries an azobenzene group at the end of a long undecyl spacer side chain. The compound is specifically designed for building photoresponsive polymers — materials whose properties and shape can be altered by irradiation. The azobenzene group undergoes reversible isomerization between its trans and cis forms when illuminated at particular wavelengths, and this change in molecular geometry is translated into changes in optical properties, molecular orientation, and even bulk shape at the material level.

The principal advantage of this monomer lies in its structural design. The methacrylate group allows polymerization by conventional free-radical methods as well as by controlled radical polymerization techniques, so researchers can regulate chain length and construct block copolymers. The long undecyl spacer chain gives the azobenzene unit freedom of movement, so isomerization can still proceed even within a rigid polymer matrix, while at the same time promoting the formation of mesomorphic phases in side-chain liquid crystalline polymers. The butyl substituent at the far end of the azobenzene adds further character to the mesogenic unit.

In Indonesian laboratories, this monomer is typically used in university and institutional research groups working on advanced polymer materials, photonics, and smart materials. It is handled in synthesis laboratories equipped with inert-atmosphere lines and standard polymerization glassware, where small quantities are weighed out for exploratory copolymer formulations. Because the material is light-sensitive by design, laboratories generally work with it under subdued lighting and store it carefully between experiments.

TCI brochures (PDF)

Monomers 2025-05-28 · p. 6

Related TCI products

Synthesis of side-chain liquid crystalline polymers, where the undecyl spacer decouples the azobenzene mesogen from the backbone and lets mesomorphic phases form properly.
Preparation of photoresponsive polymer films for light-driven actuation studies, exploiting reversible trans–cis isomerization of the azobenzene unit to produce macroscopic shape or orientation changes.
Controlled radical polymerization research, since the methacrylate group is compatible with techniques that let researchers regulate chain length and build defined block copolymer architectures.
Optical data storage and photo-alignment investigations, where the change in molecular geometry under specific wavelengths is translated into measurable changes in the optical properties of the material.
Fundamental structure–property studies of smart materials, in which the butyl-substituted azobenzene serves as a well-defined chromophore for correlating molecular design with bulk material response.

Brand	TCI (Tokyo Chemical Industry)
CAS number	942230-11-7
Molecular formula	—
Purity	—
Category	Materials Science > Polymer/Macromolecule Reagents > Monomers
Pack sizes	supplied in standard TCI research-scale packaging; please confirm available sizes when ordering
Physical form	—
Storage	keep in a cool, dark place in a tightly closed container

Chemical class: functional methacrylate monomer bearing an azobenzene mesogenic group

Store the monomer in a cool, dark place in its original tightly closed container, protected from light to prevent unwanted isomerization of the azobenzene group and from heat sources that could initiate premature polymerization. Amber glass bottles or containers kept inside a secondary opaque box are appropriate. Handle the material in a fume hood using gloves, safety goggles, and a laboratory coat, and avoid contact with skin, eyes, and inhalation of any dust. Keep the container away from ignition sources, oxidizing agents, and radical initiators, close it promptly after weighing, and consult the manufacturer's safety data sheet before use.

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