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Synthesis and hierarchical structures of amphiphilic polyphenyl acetylenes carrying L-valine pendants
Li, BS; Cheuk, KKL; Ling, LS; Chen, JW; Xiao, XD; Bai, CL; Tang, BZ
2003-01-14
Source PublicationMACROMOLECULES
ISSN0024-9297
Volume36Issue:1Pages:77-85
AbstractIn this work, we synthesized amino acid-containing poly(phenylacetylene)s and demonstrated the possibility of tuning their hierarchical structures by internal and external perturbations. A valine-acetylene adduct, 4-ethynylbenzoyl-L-valine methyl ester (5), was readily polymerized by [Rh(nbd)Cl](2), and the resultant "polyester" (1) was selectively hydrolyzed by KOH to its "polyacid" congener, poly(4-ethynylben zoyl-L-valine) (2). (Supra)molecular structures of the polymers were characterized by NMR, IR, UV, CD, and AFM techniques. The macromolecules took helical chain conformations in solutions. Their Cotton effects varied to different extents, when the polymer, solvent, and pH changed respectively from 1 to 2, from methanol to THF, and from neutral to basic. Upon evaporation of their methanol solutions, 1 and 2 self-assembled into micellar spheres and helical cables, respectively. Changing the solvent of 1 to THF changed its folding structure to helical cables, while increasing the pH of the methanol solution of 2 led to the formation of random threads. The denaturation from helical cables to random threads is probably caused by the cleavage of interstrand hydrogen bonds by base-mediated ionization of carboxyl groups of the valine pendants.
DOI10.1021/ma0213091
Indexed BySCI
Language英语
WOS IDWOS:000180364900014
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:152[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/80430
Collection中国科学院化学研究所
Corresponding AuthorBai, CL
Affiliation1.Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
2.Hong Kong Univ Sci & Technol, Dept Chem, Inst Nano Sci & Technol, Kowloon, Hong Kong, Peoples R China
3.Hong Kong Univ Sci & Technol, Dept Phys, Inst Nano Sci & Technol, Kowloon, Hong Kong, Peoples R China
4.Hong Kong Univ Sci & Technol, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Kowloon, Hong Kong, Peoples R China
Recommended Citation
GB/T 7714
Li, BS,Cheuk, KKL,Ling, LS,et al. Synthesis and hierarchical structures of amphiphilic polyphenyl acetylenes carrying L-valine pendants[J]. MACROMOLECULES,2003,36(1):77-85.
APA Li, BS.,Cheuk, KKL.,Ling, LS.,Chen, JW.,Xiao, XD.,...&Tang, BZ.(2003).Synthesis and hierarchical structures of amphiphilic polyphenyl acetylenes carrying L-valine pendants.MACROMOLECULES,36(1),77-85.
MLA Li, BS,et al."Synthesis and hierarchical structures of amphiphilic polyphenyl acetylenes carrying L-valine pendants".MACROMOLECULES 36.1(2003):77-85.
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