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746304

Sigma-Aldrich

S,S-Dibenzyl trithiocarbonate

97%

Synonym(s):

Carbonic acid, trithio-, dibenzyl ester, Carbonotrithioic acid bis(phenylmethyl) ester, DBTTC, Dibenzyl carbonotrithioate, NSC 33081

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About This Item

Empirical Formula (Hill Notation):
C15H14S3
CAS Number:
Molecular Weight:
290.47
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

form

solid

mp

29-33 °C

storage temp.

2-8°C

SMILES string

S=C(SCC1=CC=CC=C1)SCC2=CC=CC=C2

InChI

1S/C15H14S3/c16-15(17-11-13-7-3-1-4-8-13)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2

InChI key

LAKYXBYUROTWBI-UHFFFAOYSA-N

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Application

Trithiocarbonate-based RAFT agent used as a bifunctional Chain Transfer Agent (CTA) in RAFT polymerization of block copolymers for drug delivery. Provides good control of polymerization of vinyl monomers, including styrene, methacrylate, and acrylamide.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Rida Tajau et al.
Scientific reports, 10(1), 21704-21704 (2020-12-12)
Polymeric nanoparticles (NPs) are commonly used as nanocarriers for drug delivery, whereby their sizes can be altered for a more efficient delivery of therapeutic active agents with better efficacy. In this work, cross-linked copolymers acted as core-shell NPs from acrylated
Synthesis of stimuli-sensitive copolymers by RAFT polymerization: potential candidates as drug delivery systems
Tebaldi, M. L., Leal, D. A., Montoro, S. R., & Petzhold, C.
Journal of Materials Research (2014)
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)
W Rusli et al.
Journal of colloid and interface science, 587, 393-401 (2020-12-29)
In preparing polymer capsules by vesicle templated emulsion polymerization, the initial size and morphology of the biomimetic vesicle template dictate the final size and morphology of the capsules. The presence of salts (NaCl, NaBr and LiCl) influences the size, dispersity
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)

Articles

The supply of low cost, high purity and effective Reversible addition−fragmentation chain-transfer (RAFT) Agents is the essential element in the industrial implementation of RAFT polymerization technology.

Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.

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.

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