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Sigma-Aldrich

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

Sinônimo(s):

Dodecyl Thiol Cyano Thiol

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About This Item

Fórmula empírica (Notação de Hill):
C19H35NOS3
Peso molecular:
389.68
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23

Ensaio

≥96.5% (HPLC)

forma

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

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

SAFBIHFUHZPVOZ-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Características e benefícios

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

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

No data available

Ponto de fulgor (°C)

No data available


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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)
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)
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

Artigos

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.

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

Protocolos

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

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.

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

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