Poly(diacetylene)-nanofibers can be fabricated through photo-irradiation using natural polysaccharide schizophyllan as a one-dimensional mold.
Schizophyllan interacts with various 1,4-diphenylbutadiyne derivatives to induce their chirally-twisted packing. A series of referential experiments using other polysaccharides (amylose, pullulan, dextran, etc.) and a carbohydrate-appended detergent (dodecyl-beta-d-glucopyranoside) indicates that these 1,4-diphenylbutadiyne derivatives are accommodated within a tubular cavity constructed by a helical superstructure of schizophyllan. In these 1,4-diphenylbutadiyne derivatives, 1,4-bis(p-propionamidophenyl)butadiyne can be easily polymerized through UV-irradiation, in which schizophyllan acts as a one-dimensional mold to produce the corresponding poly(diacetylene)s with fibrous morphologies. Detailed investigations on this unique approach to prepare the nanofibers revealed that it includes two individual processes, that is, 1) UV-mediated polymerization of encapsulated 1,4-bis(p-propionamidophenyl)butadiyne to produce immature nanofibers and 2) their reorganization through hydrophobic interfiber interactions into ordered nanofibers. The other 1,4-diphenylbutadiyne derivatives could not be polymerized through UV-irradiation, indicating that the p-propionamido-functionalities play substantial roles for a suitable packing of the monomer for the polymerization. The other 1,4-diphenylbutadiyne derivatives, however, can be also polymerized through gamma-ray irradiation in the presence of schizophyllan to give the corresponding poly(diacetylene)-nanofibers, emphasizing the wide applicability of the schizophyllan-based strategy for polymerization of various 1,4-diphenylbutadiyne derivatives.
Hasegawa
Teruaki
T
Graduate School of Engineering, Kyushu University, Hakozaki 6-10-1, Fukuoka 812-8581, Japan.
Haraguchi
Shuichi
S
Numata
Munenori
M
Li
Chun
C
Bae
Ah-Hyun
AH
Fujisawa
Tomohisa
T
Kaneko
Kenji
K
Sakurai
Kazuo
K
Shinkai
Seiji
S
D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry; D002070:Butadienes / Q000138:chemical synthesis / Q000737:chemistry; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D049329:Nanostructures / Q000528:radiation effects* / Q000648:ultrastructure; D000078789:Polyacetylene Polymer; D011108:Polymers / Q000737:chemistry*; D053279:Polyynes; D012566:Sizofiran / Q000737:chemistry*; D013057:Spectrum Analysis; D013237:Stereoisomerism
D002070:Butadienes; D000078789:Polyacetylene Polymer; D011108:Polymers; D053279:Polyynes; C082361:polydiacetylene; D012566:Sizofiran; C012939:1,4-diphenylbutadiene; D000114:Acetylene