Supramolecular architectures: macrocycles, catenanes and polyrotaxanes

Polyrotaxanes are molecular composites consisting of three components: linear polymers, bulky stoppers at the ends of polymer chains and macrocycles threaded by the polymers. A series of tetraarylmethyl derivatives as blocking groups were synthesized. Using tris(p-ten-butylphenyl)( 4-hydroxyphenyl)methane a new blocking groupfmitiator (BO(mit) was synthesized. The BG(mit's ability of blockingfmitiation in free radical polymerizations was established by polymerization of styrene. As cyclic components, aliphatic crown ethers (30-crown-lO, "42-crown-14" and "6O-crown-20") were synthesized by multi-piece combination methods. The purification of the crown ethers was achieved by treatment with poly(methacryloyl chloride), column chromatography and recrystallization; by NMR in DMSO-<i>d₆</i> the purity of the products was demonstrated. The 42-crown-based [2]catenane was isolated while synthesizing "42- crown-14" and characterized in terms of its physically interlocked structure. Two new hydrocarbon-based macrocycles were prepared by two-piece combination method.

Name thesis:degree_name

Ph. D.

Level thesis:degree_level

doctoral

Discipline thesis:degree_discipline

Chemistry

Department dc:contributor.department

Chemistry

Grantor dc:publisher

Virginia Tech

Year dc:date.issued

1996

Author dc:creator

• Lee, Sang-Hun

Chair dc:contributor.committeechair

• Gibson, Harry W.

Committee members dc:contributor.committeemember

• Dorn, Harry C.
• Marand, Herve
• Merola, Joseph S.
• Tanko, James M.

• polymer
• polyrotaxane
• macrocycle
• radical polymerization
• catenane

Statement dc:rights

• In Copyright

Licence dc:rights.uri

• http://rightsstatements.org/vocab/InC/1.0/

Language dc:language.iso

en

Dc Identifier Other

etd-08232007-112703

OAI identifier oai:identifier

oai:vtechworks.lib.vt.edu:10919/39211