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760110

Sigma-Aldrich

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol

Sinónimos:

Dodecyl Thiol Cyano Thiol

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About This Item

Fórmula empírica (notación de Hill):
C19H35NOS3
Peso molecular:
389.68
MDL number:
MFCD22417215
UNSPSC Code:
12162002
PubChem Substance ID:
329766838
NACRES:
NA.23

assay

≥96.5% (HPLC)

Quality Level

100

form

solid or liquid (Powder or Solid or Crystals or Chunk(s) or Semi-solid or Liquid)

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(CCCO)C#N

InChI

1S/C19H35NOS3/c1-3-4-5-6-7-8-9-10-11-12-16-23-18(22)24-19(2,17-20)14-13-15-21/h21H,3-16H2,1-2H3

InChI key

SAFBIHFUHZPVOZ-UHFFFAOYSA-N

General description

Reversible addition-fragmentation chain transfer (RAFT) polymerisation is used to produce narrow polydispersity polymers of complex architecture. 4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol is an hydroxyl functionalised trithiocarbonate RAFT agent.It is used as a dual initiator for RAFT and ring opening polymerisation to form well-defined block copolymers. They have good control of polymerisation for a wide range of vinyl monomers.

Application

Initiator for RAFT and ring opening polymerisation of block copolymers derived from vinyl monomers of styrene, metacryalte, acrylamide and cyclic monomers.

Features and Benefits

Good hydrolytic stability, suitable for a wide range of monomers and reaction conditions.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ3678
MKCK9881
MKCF4022
MKBW0041V
MKBR3381V

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One-step synthesis of block copolymers using a hydroxyl-functionalized trithiocarbonate RAFT agent as a dual initiator for RAFT polymerization and ROP
Kang, H. U., Yu, Y. C., Shin, S. J., & Youk, J. H.
Journal of Polymer Science Part A: Polymer Chemistry, 51(4), 774-779 (2013)
Thiocarbonylthio compounds (SC (Z) SR) in free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization).
Chiefari, J., Mayadunne, R. T., Moad, C. L., Moad, G., Rizzardo, E., Postma, A., & Thang, S. H.
Macromolecules, 36(7), 2273-2283 (2003)
RAFT Agent Design and Synthesis
Keddie, D. J.; et al.
Macromolecules, 45, 5321-5342 (2012)
Massimo Benaglia et al.
Journal of the American Chemical Society, 131(20), 6914-6915 (2009-05-01)
The polymerization of most monomers that are polymerizable by radical polymerization can be controlled by the reversible addition-fragmentation chain transfer (RAFT) process. However, it is usually required that the RAFT agent be selected according to the types of monomer being

Artículos

Protein- and Peptide- Polymer Conjugates by RAFT Polymerization

The modification of biomacromolecules, such as peptides and proteins, through the attachment of synthetic polymers has led to a new family of highly advanced biomaterials with enhanced properties.

A Micro Review of Reversible Addition/Fragmentation Chain Transfer (RAFT) Polymerization

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

Protocolos

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.

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