Asymmetric radical polymerization and copolymerization ofN-(1-phenyldibenzosuberyl)methacrylamide and its derivative leading to optically active helical polymers

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.

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Synthesis and Radical Polymerizations of N-Substituted Maleimide Bearing Two Olefinic Groups

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.1033-1034.619 ◽

2014 ◽

Vol 1033-1034 ◽

pp. 619-622

Author(s):

Hua Jing Gao ◽

Zhao Hui Jin

Keyword(s):

Maleic Anhydride ◽

Radical Polymerization ◽

Allyl Alcohol ◽

Optically Active ◽

Optically Active Polymers ◽

Allyl Ester ◽

Radical Polymerizations ◽

Alcohol Radical

A kind of N-substituted maleimide - having two olefinic bonds with different reactivities, (S)-N-Maleoyl-L-leucine allyl ester ((S)-ALMI), was synthesized from maleic anhydride, L-leucine and allyl alcohol. Radical polymerizations were carried out to obtain optically active polymers using 2,2′-azobisisobutyronitrile. Structures of the monomer and polymers obtained were investigated by NMR measurements. In radical polymerizations, the solvents strongly affect the radical polymerization behaviors of (S)-ALMI.

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Synthesis and properties of chiral helical polymers based on optically active polybinaphthyls

Polymer ◽

10.1016/j.polymer.2009.04.043 ◽

2009 ◽

Vol 50 (13) ◽

pp. 2793-2805 ◽

Cited By ~ 23

Author(s):

Xiaobo Huang ◽

Ying Xu ◽

Qian Miao ◽

Lili Zong ◽

Hongwen Hu ◽

...

Keyword(s):

Optically Active ◽

Helical Polymers

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Preparation and application of abietic acid-derived optically active helical polymers and their chiral hydrogels

Bioresource Technology ◽

10.1016/j.biortech.2012.10.157 ◽

2013 ◽

Vol 129 ◽

pp. 58-64 ◽

Cited By ~ 12

Author(s):

Fei Yao ◽

Dongyue Zhang ◽

Chaohong Zhang ◽

Wantai Yang ◽

Jianping Deng

Keyword(s):

Abietic Acid ◽

Optically Active ◽

Helical Polymers

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Liquid crystalline vinylcyclopropane derivatives bearing cholesteryl side groups: synthesis, characterization and polymerization

e-Polymers ◽

10.1515/epoly.2002.2.1.724 ◽

2002 ◽

Vol 2 (1) ◽

Author(s):

Valentina Alupei ◽

Helmut Ritter

Keyword(s):

Phase Transition ◽

Nmr Spectroscopy ◽

Carboxylic Acid ◽

Ir Spectroscopy ◽

Radical Polymerization ◽

Liquid Crystalline ◽

Optically Active ◽

H Nmr

AbstractNew optically active 1,1-disubstituted 2-vinylcyclopropanes ,3a, b were synthesized by esterification of the corresponding 1-ethoxycarbonyl-2-vinylcyclopropane- 1-carboxylic acid 2a,b with cholesterol and characterized by 1H NMR and IR spectroscopy. The liquid crystalline properties of the obtained monomers are reported. The effect of the structure of the 2-vinylcyclopropane monomers on the phase transition of the mesogen was investigated. Radical polymerization of the asymmetrically substituted monomers 3a,b in solution and in bulk resulted in liquidcrystalline polymers with 1,5-opened units, as evidenced by 1H NMR spectroscopy.

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