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Usage

Uses

Used in Polymer Synthesis:
1H-Pyrrole-1-carbodithioic acid phenylmethyl ester is used as a RAFT agent for controlled radical polymerization. It plays a crucial role in determining the molecular weight and polydispersity of the resulting polymers, allowing for the precise control of polymer properties and the creation of polymers with specific characteristics.
Used in Chain Transfer Agent Applications:
1H-Pyrrole-1-carbodithioic acid phenylmethyl ester is also used as a Chain Transfer Agent (CTA) in the polymerization process. As a CTA, it helps regulate the polymerization reaction, ensuring that the growing polymer chains maintain a consistent length and reducing the formation of undesirable side products.
In the Chemical Industry:
1H-Pyrrole-1-carbodithioic acid phenylmethyl ester is used as a RAFT agent in the chemical industry for the synthesis of polymers with tailored properties. Its ability to control the molecular weight and polydispersity of polymers makes it an essential component in the development of advanced materials with specific applications, such as in coatings, adhesives, and elastomers.
In the Pharmaceutical Industry:
1H-Pyrrole-1-carbodithioic acid phenylmethyl ester may also find applications in the pharmaceutical industry, where controlled polymer synthesis can be utilized for the development of drug delivery systems, targeted drug release, and other advanced therapeutic applications.
In the Material Science Industry:
The use of 1H-Pyrrole-1-carbodithioic acid phenylmethyl ester as a RAFT agent in the material science industry allows for the creation of polymers with specific mechanical, thermal, and chemical properties. These tailored polymers can be used in various applications, such as in the development of high-performance plastics, composite materials, and other advanced materials with unique properties.

Upstream product

• 109-97-7 pyrrole 
• 100-44-7 benzyl chloride 
• 75-15-0 carbon disulfide 

Relevant academic research and scientific papers

POLYMERIZATION PROCESS WITH LIVING CHARACTERISTICS AND POLYMERS MADE THEREFROM

A free radical polymerization process suitable for synthesizing polymers is disclosed. The process utilizes novel sulfur based chain transfer agents and is widely compatible over a range of monomers and reaction conditions. Novel polymers having low polydispersity and predictably specific polymer architecture and molecular weight are produced by the process. The polymers produced by the process are suitable for use as binders in automotive OEM and refinish coatings.

Dithiocarbamic acid ester

Haloalkenyl dithiocarbamate esters (I) are new. Haloalkenyl dithiocarbamate esters of formula (I) are new: R = haloalkenyl; Z' = N(A)(B); A, B = H or optionally substituted alkyl, alkenyl, alkoxy, acyl, aroyl, aryl, heteroaryl, alkylsulfonyl, alkylsulfinyl, alkylphosphonyl, arylsulfinyl or arylphosphonyl, or A+B forms an optionally substituted heterocyclic group, provided that HN(A)(B) has a pKa of 12-20. Independent claims are also included for: (1) a process for preparing (I); (2) production of polymers by polymerizing monomers in the presence of (I); (3) a polymer produced as above; (4) a polymer with terminal Z-C(S)-S- groups and terminal R groups.

Thiocarbonylthio compounds (S=C(Z)S-R) in free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization). Effect of the activating Group Z

Free-radical polymerization in the presence of suitable addition-fragmentation chain transfer agents [S=C(Z)S-R] (RAFT agents) possess the characteristics of a living polymerization (i.e., polymer products can be reactivated for chain extension and/or block synthesis, molecular weights are predetermined by RAFT agent concentration and conversion, narrow polydispersities are possible). Styrene polymerizations (110°C, thermal initiation) were performed for two series of RAFT agents [S=C(Z)S-CH2Ph and S=C(Z)S-C(Me)2CN]. The chain transfer coefficients decrease in the series where Z is Ph > SCH2Ph ～ SMe ～ Me ～ N-pyrrolo ? OC6F5 > N-lactam > OC6H5 > O(alkyl) ? N(alkyl)2 (only the first five in this series provide narrow polydispersity polystyrene ( trithiocarbonates ～ dithioalkanoates > dithiocarbonates (xanthates) > dithiocarbamates. However, electron-withdrawing substituents on Z can enhance the activity of RAFT agents to modify the above order. Thus, substituents that render the oxygen or nitrogen lone pair less available for delocalization with the C=S can substantially enhance the effectiveness of xanthates or dithiocarbamates, respectively. The trend in relative effectiveness of the RAFT agents is rationalized in terms of interaction of Z with the C=S double bond to activate or deactivate that group toward free radical addition. Molecular orbital calculations and the estimated LUMO energies of the RAFT agents can be used in a qualitative manner to predict the effect of the Z substituent on the activity of RAFT agents.