201611-85-0

Usage

Uses

Used in Polymer Synthesis:
2-CYANOPROPAN-2-YL BENZODITHIOATE is used as a chain-transfer agent for living radical polymerizations, providing precise control over the molecular weight and polydispersity of the resulting polymers. This allows for the creation of polymers with tailored properties, making them suitable for various applications.
Used in RAFT Polymerization:
In the field of RAFT polymerization, 2-CYANOPROPAN-2-YL BENZODITHIOATE is employed as a crucial component to facilitate the process. It enables the synthesis of well-defined polymers with controlled molecular weights, narrow polydispersity, and diverse architectures, which are essential for advanced materials and applications in various industries.
For further assistance in selecting the appropriate RAFT agent for specific monomers, it is recommended to consult the RAFT Agent to Monomer compatibility table.

InChI:InChI=1/C11H11NS2/c1-11(2,8-12)14-10(13)9-6-4-3-5-7-9/h3-7H,1-2H3

Upstream product

• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 5873-93-8 bis(thiobenzoyl) disulfide 
• 65-85-0 benzoic acid 
• 201611-77-0 cumyl dithiobenzoate 
• 34241-39-9 azobisisobutyronitrile 
• 121-68-6 dithiobenzoic acid 
• 100-44-7 benzyl chloride 
• 37912-25-7 1-phenylethyl dithiobenzoate 
• 22778-02-5 Bis(dithiobenzoic)thioanhydride 
• 75-15-0 carbon disulfide 
• 108-86-1 bromobenzene 
• 41658-69-9 2-bromo-2-methyl-propionitrile 

Downstream Products

• 1297457-24-9 C₂₃H₂₄N₂S₄ 
• 1268479-23-7 C₁₁H₁₁NOS 
• 121-68-6 dithiobenzoic acid 
• 126-98-7 methacrylonitrile 
• 1016987-16-8 C₅₂H₄₄N₂S₄ 

Relevant academic research and scientific papers

Dispersion polymerisation in supercritical CO2 using macro-RAFT agents

Fluorinated macro-RAFT agents can act as in situ stabilisers while exhibiting good control over block copolymers formed by dispersion polymerisation in supercritical CO2 to yield well-defined spherical particles with a fluorinated "halo". The Royal Society of Chemistry.

Reversible addition-fragmentation chain transfer polymerization: End group modification for functionalized polymers and chain transfer agent recovery

A simple reaction which leads to the full removal of thiocarbonyl, the thio end group from the polymeric chains, and the recovery of the chain transfer agent was discussed. Methyl methacrylate was mixed with S- methoxycarbonylphenylmethyl dithiobenzoate (

Design, synthesis, and phase behaviors of a novel triphenylene-based side chain liquid crystalline diblock copolymer

A novel double Tp-based liquid crystalline (LC) diblock copolymer (PMTS-b-PMT6S) composed of poly[3,6,7,10,11-pentakis (hexyloxy)-2-oxytriphenylene] (PMTS) and poly{6-[3,6,7,10,11-pentakis(hexyloxy)-2-oxytriphenylene]} (PMT6S) was designed and successfully synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization. While PMTS is a rigid columnar-shaped (ΦN) polymer, PMT6S is a stable hexagonal columnar phase (ΦH) polymer. The phase behaviors of diblock copolymers were studied by DSC, POM and 1D WAXD. The results showed that the weight fraction of PMT6S (fPMT6S) has a significant effect on the LC phase behaviors and phase structures of diblock copolymers. Both glass transition temperature and phase transition temperature of the diblock copolymers from LC phase to isotropic phase reduced with the weight fraction of PMT6S in the feed. When the fPMT6S ≤ 58.1%, PMTS-b-PMT6S-1 to PMTS-b-PMT6S-3 show similar properties to PMTS, which formed a stable columnar nematic phase (ΦN), while when the fPMT6S ≥ 64.2%, PMTS-b-PMT6S-4 and PMTS-b-PMT6S-5 show similar properties to PMT6S, which presented a hexagonal symmetry columnar phase (ΦH). Comparison between the diblock copolymer and homopolymer (PMTS and PMT6S) indicates that the content of the spacer was crucial to determine the LC structures. Through the study one can better understand the interrelation of microstructures and Tp DLC orders, which constitutes the key basis for various applications.

A new practical synthesis of tertiary S-alkyl dithiocarbonates and related derivatives

Decomposing a tertiary diazo derivative in the presence of a dithionodisulfide gives the corresponding tertiary thionosulfide (xanthate, dithiocarbamate, or dithioester) in good yield.

A novel synthesis of functional dithioesters, dithiocarbamates, xanthates and trithiocarbonates

A novel synthesis of functional dithioesters, dithiocarbamates, xanthates and trithiocarbonates is described. Heating a bis(thiocarbonyl) disulfide with an azo-compound results in the formation of (thiocarbonyl)sulfanyl derivatives in moderate to high yield. The process is proposed as the method of choice for preparing tertiary (thiocarbonyl)sulfanyl compounds and is compatible with a wide range of functionalities (e.g. carboxy, hydroxy and nitrile).

Microarray glass slides coated with block copolymer brushes obtained by reversible addition chain-transfer polymerization

The reversible addition-fragmentation chain-transfer polymerization was used to prepare microarray slides grafted with polymer brushes for DNA-based applications. Block copolymer brushes of N,N-dimethylacrylamide (DMA) and glycidyl methacrylate (GMA), poly(DMA-b-GMA) were prepared by extending living poly(dimethylacrylamide) chains. The functional surface was used as a substrate for oligonucleotide hybridization experiments. The results were compared to those provided by glass slides coated by a self-assembled monolayer made of (3-glycidyloxypropyl)trimethoxysilane. Surfaces coated with block polymer brushes bearing oxirane groups are more efficient as substrates for oligonucleotide hybridization than surfaces coated with nonpolymeric self-assembled monolayers containing the same functional group. The high probe grafting density and hybridization efficiency achieved with this polymeric coating reveal the importance of the block architecture to ensure good accessibility of the immobilized probe. The new surface was characterized by static angle measurements and diffuse reflectance FT-IR spectroscopy on a silica model system.

Fluorescent and Water Dispersible Single-Chain Nanoparticles: Core–Shell Structured Compartmentation

Single-chain nanoparticles (SCNPs) are highly versatile structures resembling proteins, able to function as catalysts or biomedical delivery systems. Based on their synthesis by single-chain collapse into nanoparticular systems, their internal structure is complex, resulting in nanosized domains preformed during the crosslinking process. In this study we present proof of such nanocompartments within SCNPs via a combination of electron paramagnetic resonance (EPR) and fluorescence spectroscopy. A novel strategy to encapsulate labels within these water dispersible SCNPs with hydrodynamic radii of ≈5 nm is presented, based on amphiphilic polymers with additional covalently bound labels, attached via the copper catalyzed azide/alkyne “click” reaction (CuAAC). A detailed profile of the interior of the SCNPs and the labels’ microenvironment was obtained via electron paramagnetic resonance (EPR) experiments, followed by an assessment of their photophysical properties.

Ubiquitous Nature of Rate Retardation in Reversible Addition-Fragmentation Chain Transfer Polymerization

Reversible addition-fragmentation chain transfer (RAFT) polymerization is one of the most powerful reversible deactivation radical polymerization (RDRP) processes. Rate retardation is prevalent in RAFT and occurs when polymerization rates deviate from ideal conventional radical polymerization kinetics. Herein, we explore beyond what was initially thought to be the culprit of rate retardation: dithiobenzoate chain transfer agents (CTA) with more active monomers (MAMs). Remarkably, polymerizations showed that rate retardation occurs in systems encompassing the use of trithiocarbonates and xanthates CTAs with varying monomeric activities. Both the simple slow fragmentation and intermediate radical termination models show that retardation of all these systems can be described by using a single relationship for a variety of monomer reactivity and CTAs, suggesting rate retardation is a universal phenomenon of varying severity, independent of CTA composition and monomeric activity level.

Tert-amyl methyl ether preparation method and light gasoline modification method

The invention discloses a tert-amyl methyl ether preparation method and a light gasoline modification method. The tert-amyl methyl ether preparation method comprises that methanol and isopentene contact an etherification catalyst under an etherification reaction condition to obtain the reaction product containing tert-amyl methyl ether, wherein the etherification catalyst is a polymer supported ionic liquid catalyst, and has a structure represented by a formula (I) or a formula (II). With the method of the present inventin, the tert-amyl methyl ether preparation reaction can maintain the highreactivity.

Multistimuli-responsive hydrogel particles prepared via the self-assembly of PEG-based hyperbranched polymers

Generally, it is very difficult to obtain multistimuli-responsive hydrogel particles. Here, we introduce a novel method for the preparation of multistimuli-responsive hydrogel particles by adding water into the poly(ethylene glycol) (PEG)-based hyperbranched polymers. The produced PEG-base polymers via reversible addition-fragmentation chain transfer (RAFT) polymerization become temperature-sensitive and less soluble when heated above the lower critical solution temperature (LCST) after directly adding water. Subsequently, the hydrogel particles can be formed via hyperbranch-hyperbranch coupling through disulfide exchange. The resulting hydrogel particles are temperature-, photo-, and redox-responsive.