Synthesis and Morphology of Two Carbazole–Pyrazoline‐Containing Polymer Systems and Their Electrical Memory Performance

Abstract

A new atom‐transfer radical polymerization (ATRP) initiator 4‐[1‐(2‐dodecyl‐1,3‐dioxo‐2,3‐dihydro‐1H‐benzo[de]isoquinolin‐6‐yl)‐3‐(4‐nitrophenyl)‐4,5‐dihydro‐1H‐pyrazol‐5‐yl]phenyl 2‐bromo‐2‐methylpropanoate (IN) as an electron acceptor (A) and a monomer 2‐(9H‐carbazole‐9‐yl)‐ethyl methacrylate (MCz) as an electron donor (D) were simultaneously introduced into two different D–A polymer systems by using the end‐functionalizing or blending method. The mass percentage of IN in the end‐functionalized polymer PMCz‐IN and the mixed polymer composite PMCz+IN were both controlled at approximately 1.0 wt %. The optical, electrochemical, and surface morphology properties of the two polymeric films prepared by means of spin‐coating technology were comparatively investigated. Sandwich devices based on PMCz‐IN and PMCz+IN demonstrated nonvolatile write‐once‐read‐many‐times memory (WORM) and volatile static random access memory (SRAM) characteristics, respectively, which were further verified by the Kelvin probe force microscopy (KPFM) measurements. The proposed memory mechanism could be attributed to the formation of a stable charge‐transfer (CT) complex for PMCz‐IN and an unstable CT complex for PMCz+IN. Furthermore, the different distribution of IN in the two polymeric films might be the main reason for the stability of the CT complex.

Oxygen‐Tolerant Near‐Infrared Organic Long‐Persistent Luminescent Copolymers**

“…The polymer was modified on a PMMA backbone with carbazole derivative (EMCz) as the donor and 2,4,6‐ tris (methoxyphenyl)pyrylium (MeOTPP) derivative (ATPP) as the acceptor. The copolymers were based on poly(2‐(9H‐carbazol‐9‐yl)ethyl methacrylate) ( PEMCz ), which is deemed suitable as a host matrix in myriad photoelectronic applications [14c,d,15] . The PMMA backbone provides a polar environment that enhances the affinity with ionic ATPP.…”

Air-stable Copolymer Exhibiting Near-Infrared Long-Persistent Luminescence

“…The polymer was modified on a PMMA backbone with carbazole derivative (M1) as the donor and 2,4,6-tris(methoxyphenyl)pyrylium (MeOTPP + ) derivative (M2) as the acceptor. The copolymers were based on poly(2-(9H-carbazol-9-yl)ethyl methacrylate) (PMCz), which is deemed suitable as a host matrix in myriad photoelectronic applications [34][35][36][37][38] . The PMMA backbone provides a polar environment that enhances the affinity with ionic M2.…”

“…31 Copolymers constructed by electron donors and acceptors have reported improved stability in organic semiconducting devices compared with blend of polymers or small molecules. [31][32][33][34][35] In this study, we report NIR-OLPL copolymers that are constructed by linking a small amount of ionic acceptor (M2) with a large number of carbazole donors (M1) onto a polymethyl methacrylate (PMMA) main chain (Fig. 1b).…”

Microwave-Assisted Synthesis of Tetrahydrocarbazole Linked 1,2-Diazoles in Aqueous-Brønsted Acid Catalytic System

“…After completion of the reaction, it was concentrated in vacuum; crude product was subjected to recrystallization with methanol to get pure product. 2- (4,7,8, + . + .…”

“…Due to its synthetic versatility, it is one of the most important and stimulating units of high profiled molecules particularly with medicinal impact [4][5][6][7]. Moreover, 1,2-diazole having carbazole hybrids exhibit prominently enhanced material properties [8]. Tetrahydrocarbazole belongs to condensed heterocyclic system.…”