15657-91-7

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General Description

NLO material

InChI:InChI=1/C18H17NO2/c1-13(2)18(20)21-12-11-19-16-9-5-3-7-14(16)15-8-4-6-10-17(15)19/h3-10H,1,11-12H2,2H3

Upstream product

• 1484-14-6 2-carbazol-9-yl-ethanol 
• 760-93-0 methacryloyl anhydride 
• 79-41-4 poly(methacrylic acid) 
• 86-74-8 9H-carbazole 
• 1484-13-5 9-vinyl-9H-carbazole 
• 441787-80-0 9-[2-(tert-butyldiphenylsilyloxy)ethyl]carbazole 
• 920-46-7 Methacryloyl chloride 

Relevant academic research and scientific papers

Novel PDLC films based on A photoactive polymeric binder

We report the synthesis and characterization of a novel polymeric material which has been used as binder in the fabrication of PDLC films. A monomer bearing a carbazolyl moiety has been copolymerized, using azobisisobutyrronitrile (AIBN) as initiator, with a monomer containing a mesogenic core. PDLC films have been prepared using copolymers with different composition in the two monomers. A. detailed morphological analysis has been carried out to evaluate a correlation between the copolymer composition and the PDLC film morphologies.

The Effect of Random and Block Copolymerization with Pendent Carbozole Donors and Naphthalimide Acceptors on Multilevel Memory Performance

Polymeric materials have been widely used in the fabrication of data-storage devices, owing to their unique advantages and defined conduction mechanisms. To date, the most-functional polymers that have been reported for memory devices were synthesized through random copolymerization, whilst there have been no reports regarding the memory effect of block polymers. Herein, we synthesized a random copolymer (PMCz8-co-PMBNa2) and its corresponding block copolymer (PMCz8-b-PMBNa2) to study the effect of the method of polymerization on the memory properties of the corresponding devices. Interestingly, both devices (ITO/PMCz8-co-PMBNa2/Al and ITO/PMCz8-b-PMBNa2/Al) exhibited ternary memory performance, with threshold voltages of ?1.7 V/?3.3 V and ?2.7 V/?3.8 V, respectively. However, based on comprehensive measurements, the memory properties of PMCz8-co-PMBNa2 and PMCz8-b-PMBNa2 were found to be owing to the operation of different conduction mechanisms, which resulted from different molecular stacking in the film state. Therefore, we expect that this work will be helpful for improving our understanding of the conduction mechanisms in polymer-based data-storage devices.

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

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 1.0wt. 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.

Palladium-based micellar nanohybrids: Preparation and nonlinear optical response

In the present work the synthesis and physicochemical characterisation of a new class of Pd-containing micellar nanohybrid systems are presented. The new systems consist of metallic Pd nanoparticles and well-defined diblock copolymers, possessing carbazole and β-ketoester side-chain functionalities, namely poly[2-(N-carbazolyl) ethyl methacrylate]-block-poly[2- (acetoacetoxy) ethyl methacrylate] (CbzEMAx-b-AEMAy). Block copolymer synthesis has been carried out by Reversible Addition-Fragmentation chain Transfer (RAFT) polymerisation. The presence of the β-ketoester groups within these diblock copolymers enabled the complexation and stabilisation of the Pd nanoparticles in tetrahydrofuran. Visualisation of the Pd-containing micellar nanohybrids was realised by means of transmission electron microscopy (TEM), providing information on the metal nanoparticle sizes. The nonlinear optical response of these polymer-metal nanohybrid systems has been systematically studied both in solution and in thin films, using the Z-scan technique, employing 35 ps, visible (532 nm) and infrared (1064 nm) laser excitation. Discussion in regards to the spectral position of the surface plasmon resonance (SPR) of the Pd nanoparticles and its effect on the nonlinear optical response of the micellar systems has been carried out in terms of a two-photon process. The Royal Society of Chemistry.

Well-defined fluoro- and carbazole-containing diblock copolymers: Synthesis, characterization and immobilization onto Au-coated silicon surfaces

A series of well-defined diblock copolymers consisting of 2-(N-carbazolyl)ethyl methacrylate (CbzEMA) and 2,2,3,3,4,4,4-heptafluorobutyl methacrylate (HFBMA) (CbzEMAx-b-HFBMAy) was synthesized by Reversible Addition-Fragmentation chain Transfer (RAFT) polymerization. All polymers were characterized in terms of molecular weights, molecular weight distributions and chemical compositions using Size Exclusion Chromatography (SEC), Fourier Transform Infrared (FTIR) spectroscopy and Proton Nuclear Magnetic Resonance (1H NMR) spectroscopy, respectively. The thermal properties (glass transition and decomposition temperatures) of the CbzEMAx and HFBMAx homopolymers and the CbzEMAx-b-HFBMAy diblock copolymers were determined by Differential Scanning Calorimetry (DSC) and Thermal Gravimetric Analysis (TGA). As demonstrated by photoluminescence measurements, immobilization of the dithioester-ended functionalized CbzEMAx-b-HFBMAy chains onto Au-coated silicon surfaces has been accomplished via anchoring of the sulfur-containing end-groups onto the Au surfaces. The presence of the low-surface energy fluorinated block, combined with the electro-active carbazole-containing segment within CbzEMAx-b-HFBMAy diblock copolymers imparts to these immobilized thin layers useful properties towards their potential applicability in gas sensing technologies.

Synthesis and photoluminescent property of star polymers with carbzole pendent and a zinc porphyrin core by ATRP

Styrene-type monomer 9-(4-vinylbenzyl)-9H-carbazole (VBCz) and methacrylate-type monomer 2-(9Hcarbazole- 9-yl)-ethyl methacrylate (CzEMA) were polymerized to star polymers respectively via atom transfer radical polymerization (ATRP) using zinc 5,10,15,20-

Synthesis and polymerisation of novel methacrylates with carbazolyl and benzofuranyl pendant groups for photovoltaic applications

This article reports properties of photovoltaic devices containing new donor materials - copolymers referred as PCEMB, composed of 2-(carbazol-9-yl) ethyl methacrylate (CEM) and benzofuran-2-carboxylic acid 2-(2- methylacryloyloxy)ethyl ester (MB). Manufactured photovoltaic cells consisted of donor and acceptor (PBT or P3OT) layers sandwiched between ITO covered glass and evaporated aluminum electrode. Performance of the cell was optimized for a copolymer composed of 8% CEM and 92% MB. The efficiency, found equal c.a. =0,03%, was low comparing to other photovoltaic cells reported in the literature. However, following the observed tendencies, it can be supposed that there exists a large reserve for the enhancement of the open circuit voltage through further chemical modifications of the chromophore. In the case of the PDT containing cells, measured Uoc was substantially lower. This fact may be attributed to difference in carrier mobility between this polymer and PCEMB. Simultaneously, the larger sizes of the MB molecule may favor separation of the charges and leads to enhancement of the corresponding voltage.

Chromophoric carbazole methacrylates as intermediates for photorefractive applications

Methacrylate monomers containing a carbazole fragment and a chromophoric azophenyl sulfonyl group were synthesized, being characterized as definite chemical species and as potential intermediates for photorefractive applications. Quantum chemical calculat

Efficient fully functionalized photorefractive polymethacrylates with infrared sensitivity and different spacer lengths

A series of photorefractive polymethacrylates, containing a Disperse Red type chromophore and carbazole as charge transport agent with various spacer lengths, was synthesized and characterized. The photorefractive effect of these materials was studied by

Anionic living polymerization of monomers with photo-electronic properties for control of polymeric nano architectures

Block copolymers, 9-ethylcarbazolyl methacrylate (CzMA) with 3-nitro-9-ethylcarbazolyl methacrylate (NCzMA), and styrene with optically functionalized isocyanates containing disperse red 1 (DR1NCO) and (s)-(-)-2-methylbutanol (MBI), were prepared by anionic polymerization for photo-electronic materials. The living condition of CzMA was found at -78°C for 3 h with diethyl zinc and block copolymers of CzMA with NCzMA were synthesized successfully. The polymers show potential to be used as energy transfer materials in UV and PL spectra. Block copolymers of styrene with optically functionalized isocyanates were also synthesized with high yield and the polymers showed the large optical activity at 476 nm.