scholarly journals Synthesis and chiroptical properties of a π-conjugated polymer containing glucose-linked biphenyl units in the main chain capable of folding into a helical conformation

2016 ◽  
Vol 7 (48) ◽  
pp. 7522-7529 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Syo Shimizu ◽  
Seiya Awata ◽  
Tomoya Kudo ◽  
Takayuki Yamada ◽  
...  

Naturally occurring ellagitannins provide us with inspiration for the development of a chiral π-conjugated polymer bearing glucose-linked biphenyl units in the main chain.

Polymers ◽  
2021 ◽  
Vol 13 (15) ◽  
pp. 2425
Author(s):  
Jiuchao Dong ◽  
Shigeki Nimori ◽  
Hiromasa Goto

A new method for fabricating conjugated polymer films was developed using electrochemical polymerization in liquid crystals and magnetic orientation. A uniaxial main chain orientation and a crosslinked network structure were achieved with this method. By employing eight types of monomers, the influence of the crosslinking for the film was investigated. The crosslinking was found to improve the solvent resistance of the conjugated polymer films. This new method is expected to be useful in various applications, such as high-powered organic electronic devices with durability.


Polymers ◽  
2019 ◽  
Vol 11 (11) ◽  
pp. 1877 ◽  
Author(s):  
Shi ◽  
Wang ◽  
Teraguchi ◽  
Aoki ◽  
Kaneko

Four kinds of newly synthesized achiral phenylacetylenes bearing a phenylhydrogalvinoxyl residue at 4-position were polymerized by using a chiral rhodium catalyst system, [Rh(nbd)B(C6H5)4] or [Rh(nbd)Cl]2 catalysts in the presence of chiral (R)-(+)- or (S)-(–)-1-phenylethylamine ((R)- or (S)-PEA) cocatalysts. Poly(m-HGDHPA) and poly(m-HGTHPA) in THF showed Cotton signals at the absorption regions of the main chain and hydrogalvinoxyl in the circular dichroism (CD) spectra. It indicated that excess of one-handed helical polyacetylene backbone was induced by helix-sense-selective polymerization (HSSP) under the asymmetric conditions despite the achiral monomer, and the hydrogalvinoxyl moieties were also arranged to form one-handed helical structure. However, there was no Cotton effect for poly(p-HGDHPA) and poly(p-HGTHPA) because the intramolecular hydrogen bonding did not act well to stabilize the helical conformation. The hydrogalvinoxyl units of poly(m-HGDHPA) and poly(m-HGTHPA) were converted to the corresponding galvinoxyl radicals after treatment with PbO2. In the CD spectra of the polyradicals, the Cotton effects decreased depending on their static stability of helical conformation, suggesting that reversal conformation of the polymer chain arose.


e-Polymers ◽  
2003 ◽  
Vol 3 (1) ◽  
Author(s):  
Luigi Angiolini ◽  
Loris Giorgini ◽  
Elisabetta Salatelli

Abstract The optically active photochromic homopolymer deriving from radical polymerization of the monomer (R)-3-methacryloyloxy-1-(4’-nitro-4-azobenzene)- pyrrolidine, containing a chiral group of one prevailing configuration interposed between the methacrylic moiety and the photochromic azoaromatic chromophore, has been synthesized and characterized. Copolymers with the enantiomeric monomer (S)-3-methacryloyloxy-1-(4’-nitro-4-azobenzene)pyrrolidine have also been prepared in order to evaluate the effect on the overall optical activity of side chain chiral groups of opposite configuration in various ratios. The spectroscopic and chiroptical properties in solution of the polymeric derivatives have been assessed.


2011 ◽  
Vol 49 (16) ◽  
pp. 3550-3558 ◽  
Author(s):  
Kenjiro Onimura ◽  
Mieko Matsushima ◽  
Munetoshi Nakamura ◽  
Tatsuya Tominaga ◽  
Kazuhiro Yamabuki ◽  
...  

1995 ◽  
Vol 413 ◽  
Author(s):  
Qiao-Sheng Hu ◽  
Dilrukshi Vitharana ◽  
Lin Pu

ABSTRACTThe synthesis and characterization of a 1,1′-binaphthyl based main chain chiral conjugated polymer, R-9, is described. The polymer is prepared from the palladium-catalyzed Suzuki coupling of an optically active binaphthyl molecule, (R)-2,2′-dihexyloxy-1,1′-binaphthyl-6,6′- diboronic acid, R-4 with 1,4-bis(p-bromostyryl)benzene (E:Z = 1:1.2), 8. The Suzuki coupling of 8 with 6-neopentyloxynaphthyl-2-boronic acid, 1 1, leads to the formation of a conjugated molecule 10. The structure of this molecule represents the repeat unit of R-9. The electronic absorption spectrum of 10 demonstrates that the degree of conjugation in the chiral conjugated polymer is almost the same as that of its repeat unit.


1993 ◽  
Vol 46 (8) ◽  
pp. 1245 ◽  
Author(s):  
RJ Capon ◽  
DR Groves ◽  
S Urban ◽  
RG Watson

A chemical investigation of a large purple sponge, Spongia sp., from the Great Australian Bight, resulted in the isolation of a new sesquiterpene/quinone (8), together with the known compounds dehydrocyclospongiaquinone-1 (4) and spongiaquinone (2). The last compound was also isolated as the potassium salt (9), this being the first recorded account of a naturally occurring marine sesquiterpene/quinone salt. The structure for (8) was assigned by detailed spectroscopic analysis. A re-investigation into the stereostructure of spongiaquinone (2) resulted in the first unambiguous assignment of absolute stereochemistry, and uncovered the peculiar chiroptical properties of spongiaquinone (2) and its potassium salt (9).


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