Visible-Light-Induced Cationic Polymerization of Isobutylene: A Route toward the Synthesis of End-Functional Polyisobutylene

Hulnik, Maksim; Trofimuk, Diana; Nikishau, Pavel A.; Kiliclar, Hüseyin Cem; Kiskan, Baris; Kostjuk, Sergei V.

doi:10.1021/acsmacrolett.3c00384

Cited by 5 publications

(1 citation statement)

References 35 publications

(67 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Photo-induced controlled/living polymerization has been intensively investigated in recent years [ 127 , 128 ]. Interesting results of the first study on photo-induced cationic IB polymerization were presented in 2023 by Kostjuk at the 14th APME conference [ 129 ]. Using the PhCH 2 Br/Mn 2 (CO) 10 /[Ph 2 I] + [PF 6 ] − initiating system, they have demonstrated that during the photoinitiated cationic polymerization of IB, PhCH 2 Br alone is inactive, while initiation occurred via a chlorine radical abstraction from the solvent (CH 2 Cl 2 ), followed by the oxidation of generated radical to the corresponding cation by [Ph 2 I] + ( Scheme 14 ).…”

Section: Other Catalysts and Methodsmentioning

confidence: 99%

Polyisobutylenes with Controlled Molecular Weight and Chain-End Structure: Synthesis and Actual Applications

et al. 2023

View full text Add to dashboard Cite

The polymerization of isobutylene allows us to obtain a wide spectrum of polyisobutylenes (PIBs) which differ in their molecular weight characteristics and the chemical structure of chain-end groups. The bulk of the PIBs manufactured worldwide are highly reactive polyisobutylenes (HRPIBs) with –C(Me)=CH2 end-groups and low-molecular weights (Mn < 5 kDa). HRPIBs are feedstocks that are in high demand in the manufacturing of additives for fuels and oils, adhesives, detergents, and other fine chemicals. In addition, HRPIBs and CMe2Cl-terminated PIBs are intensively studied with the aim of finding biomedical applications and for the purpose of developing new materials. Both chain control (molecular weight and dispersity) and chemoselectivity (formation of exo-olefinic or –CMe2Cl groups) should be achieved during polymerization. This review highlights the fundamental issues in the mechanisms of isobutylene polymerization and PIB analysis, examines actual catalytic approaches to PIBs, and describes recent studies on the functionalization and applications of HRPIBs and halogen-terminated PIBs.

show abstract

Section: Other Catalysts and Methodsmentioning

confidence: 99%

Polyisobutylenes with Controlled Molecular Weight and Chain-End Structure: Synthesis and Actual Applications

et al. 2023

View full text Add to dashboard Cite

show abstract

Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Wang,

Zhou,

Guo

et al. 2024

J of Applied Polymer Sci

View full text Add to dashboard Cite

With the demand for the development of lipid–polymer conjugates (LPCs) for biomedical applications, the development of novel, rapid, and efficient methods for the synthesis of LPCs is of great significance. In this study, a novel Y‐type photoinitiator (Lipid‐PI) containing a diacylglycerol group was first synthesized, and then the polymerization of conjugated vinyl monomers such as oligoethylene glycol methyl ether methacrylate (OEGMA) and N,N‐dimethylacrylamide could be rapidly initiated by the Lipid‐PI initiator under Mn2(CO)10 and visible light radiation at room temperature to efficiently prepare LPCs. The 1H‐NMR results revealed that the diacylglycerol moiety resided at the terminal position of the LPCs molecular chain. Through dynamic light scattering and transmission electron microscopy techniques, it was found that the Lipid‐POF (POF is defined as poly(OEGMA‐co‐FluMA)) prepared from OEGMA monomers can self‐assemble into spherical micelles with a particle size of approximately 80 nm in pure water. Furthermore, the in vitro bioassay results illustrate that the prepared Lipid‐POF not only can successfully modify the L929 cell surface but also has good biocompatibility. Overall, this study not only provides a fast and efficient method for synthesizing LPCs but also has broad application potential in the biomedical field.

show abstract

Functionalized Polyisobutylene and Polyisobutylene‐Based Block Copolymers by Mechanistic Transformation from Cationic to Radical Process

Cakir,

Makarevich,

Bohdan

et al. 2024

Macro Chemistry & Physics

View full text Add to dashboard Cite

The strategy for the preparation of polyisobutylene‐based block copolymers via mechanistic transformation from cationic to radical polymerization is reported. This strategy involves the synthesis of 2‐bromo‐2‐methylpropanoyl‐terminated difunctional polyisobutylene macroinitiator (BiBB‐PIB‐BiBB) via consecutive cationic polymerization, in situ preparation of hydroxyl‐terminated polyisobutylene and its acylation by 2‐bromo‐2‐methylpropanoyl bromide. The Mn2(CO)10−triggered photo‐induced radical polymerization of styrene in bulk using this macroinitiator leads to the formation of multiblock copolymer, while predominantly triblock copolymer is generated during the polymerization of methyl methacrylate. The possibility to functionalize the polyisobutylene by pyrene via photo‐induced radical addition of 1‐bromomethyl pyrene in the presence of Mn2(CO)10 is also demonstrated in this work.

show abstract

Visible-Light-Induced Cationic Polymerization of Isobutylene: A Route toward the Synthesis of End-Functional Polyisobutylene

Cited by 5 publications

References 35 publications

Polyisobutylenes with Controlled Molecular Weight and Chain-End Structure: Synthesis and Actual Applications

Polyisobutylenes with Controlled Molecular Weight and Chain-End Structure: Synthesis and Actual Applications

Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Functionalized Polyisobutylene and Polyisobutylene‐Based Block Copolymers by Mechanistic Transformation from Cationic to Radical Process

Contact Info

Product

Resources

About