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Synthesis and Structural Characterization of Rigid Rod-Like Unsubstituted Quinoline Oligomers

Published online by Cambridge University Press:  26 February 2011

Long Y. Chiang ,
Rodney V. Kastrup ,
Chang S. Hsu  and
John W. Swirczewski
Long Y. Chiang
Affiliation:
Corporate Research Laboratory, Exxon Research and Engineering Company, Route 22E, Annandale, New Jersey 08801
Rodney V. Kastrup
Affiliation:
Corporate Research Laboratory, Exxon Research and Engineering Company, Route 22E, Annandale, New Jersey 08801
Chang S. Hsu
Affiliation:
Corporate Research Laboratory, Exxon Research and Engineering Company, Route 22E, Annandale, New Jersey 08801
John W. Swirczewski
Affiliation:
Corporate Research Laboratory, Exxon Research and Engineering Company, Route 22E, Annandale, New Jersey 08801
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Abstract

The structure of quinoline oligomers synthesized by the catalytic dehydrogenative condensation reaction of 1,2,3,4-tetrahydroquinoline was elucidated on the basis of various spectroscopic data including the 2D COSY 1H NMR. The x-ray crystal structural study of two quinoline dimers successfully isolated from the bulk material resolved the puzzle of ring conjunction positions between quinoline units of the oligomer product. A reaction mechanism is proposed. From this mechanism a delicate balance between dehydrogenation and polymerization activity of the catalyst is required to optimize the yield and the molecular weight of the product.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 134: Symposium J – Materials Science and Engineering of Rigid-Rod Polymers , 1988 , 101
Copyright
Copyright © Materials Research Society 1989

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References

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