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730297

Sigma-Aldrich

TEMPO methacrylate

97%

Synonym(s):

4-Methacryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl, PTMA monomer

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About This Item

Empirical Formula (Hill Notation):
C13H22NO3
CAS Number:
15051-46-4
Molecular Weight:
240.32
MDL number:
MFCD17677357
UNSPSC Code:
12162002
PubChem Substance ID:
329764552
NACRES:
NA.23

Assay

97%

form

powder

mp

86-90 °C

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OC1CC(C)(C)N([O])C(C)(C)C1

InChI

1S/C13H22NO3/c1-9(2)11(15)17-10-7-12(3,4)14(16)13(5,6)8-10/h10H,1,7-8H2,2-6H3

InChI key

BTWSPOZXDCFMLX-UHFFFAOYSA-N

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TEMPO甲基丙烯酸甲酯 97%

730297

TEMPO甲基丙烯酸甲酯

聚甲基丙烯酸甲酯 analytical standard, for GPC, 2,000

81489

聚甲基丙烯酸甲酯

4-羟基-TEMPO-15N 98 atom % 15N, 97% (CP)

705748

4-羟基-TEMPO-15N

4-羰基-TEMPO-d16，自由基 for ESR-spectroscopy, 97 atom % D

485268

4-羰基-TEMPO-d16，自由基

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

form

powder

form

-

form

solid

form

solid

mp

86-90 °C

mp

-

mp

69-71 °C (lit.)

mp

35 °C (lit.)

General description

TEMPO methacrylate (4-Methacryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl) undergoes anionic dispersion polymerization to afford nanometer-sized polymer particles bearing 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radicals.[1]

Application

Stable nitroxide radical useful in controlling living radical polymerizations, with a methacrylate functionality for cross-linking or orthogonal polymerization.
TEMPO methacrylate (4-Methacryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl) may be employed as counter radical for polymerization of styrene.[2]

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCP9189
    MKCP8329
    MKCN3298
    MKCN0233
    MKCC6925

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    Nakahara, K.; Iwasa, S.; Satoh, M.; Morioka, Y.; Iriyama, J.; Suguro, M.; Hasegawa, E.
    Chemical Physics Letters, 359, 351-351 (2002)
    Magnetic force microscopic images of nanometer-sized polyradical particles.
    Michinobu T, et al.
    Polymer Journal, 35(1), 71-75 (2003)
    Controlled radical polymerization of styrene in the presence of a polymerizable nitroxide compound.
    Li C, et al.
    Macromolecules, 32(21), 7012-7014 (1999)
    Battery-inspired, nonvolatile, and rewritable memory architecture: a radical polymer-based organic device.
    Yasunori Yonekuta et al.
    Journal of the American Chemical Society, 129(46), 14128-14129 (2007-10-30)

    Articles

    Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator

    Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator

    Micro Review of RAFT Polymerization

    Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

    Protocols

    Concepts and Tools for RAFT Polymerization

    We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

    Typical Procedures for Polymerizing via RAFT

    We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

    Polymerizing via ATRP

    Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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