Citation: Pang Li-Hua, Li Jing-Min, Lu Xue-Min, Lu Qing-Hua. Spectroscopic investigation on chirality transfer in additive-driven self-assembly of block polymers[J]. Chinese Chemical Letters, ;2017, 28(7): 1358-1364. doi: 10.1016/j.cclet.2017.04.009 shu

Spectroscopic investigation on chirality transfer in additive-driven self-assembly of block polymers

School of Chemistry and Chemical Engineering, State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University, Shanghai 200240, China

Corresponding author: Lu Xue-Min, xueminlu@sjtu.edu.cn
Received Date: 20 February 2017
Revised Date: 3 April 2017
Accepted Date: 11 April 2017
Available Online: 23 July 2017

Figures(8)

Chiral supramolecules prepared by the additive-driven self-assembly of block copolymers provide a facile method to construct helical nanostructures. In this study, we investigated the chiral transfer from chiral tartaric acid to poly(styrene)-b-poly(ethylene oxide) using small-angle X-ray scattering, transmission electron microscopy, circular dichroism, and vibrational circular dichroism. The results showed that the chirality was transferred to both the segments of block copolymer irrespective of the interaction with the chiral additives and formation of helical phase structure. However, the chirality transfer was carried out using different methods: for poly(ethylene oxide) segments, the chirality transfer was carried out via direct hydrogen bond formation; for polystyrene segments, the chirality transfer was carried out via the cooperative motion of block copolymers during the thermal annealing.
- Block polymer,
- Chirality,
- Additive-driven,
- Hydrogen bond,
- Helical structure
1. [1]
  Cecconello A., Kahn J.S., Lu C.H.. DNA scaffolds for the dictated assembly of left-/right-handed plasmonic Au NP helices with programmed chiro-optical properties[J]. J. Am. Chem. Soc., 2016,138:9895-9901. doi: 10.1021/jacs.6b04096
2. [2]
  Zhang L., Wang T., Shen Z.. Chiral nanoarchitectonics: towards the design, self-assembly, and function of nanoscale chiral twists and helices[J]. Adv. Mater., 2016,28:1044-1059. doi: 10.1002/adma.201502590
3. [3]
  Liu M., Zhang L., Wang T.. Supramolecular chirality in self-assembled systems[J]. Chem. Rev., 2015,115:7304-7397. doi: 10.1021/cr500671p
4. [4]
  Jung J.H., Moon S.J., Ahn J.. Controlled supramolecular assembly of helical silica nanotube-graphene hybrids for chiral transcription and separation[J]. ACS Nano, 2013,7:2595-2601. doi: 10.1021/nn306006s
5. [5]
  Bueno-Alejo C.J., Villaescusa L.A., Garcia-Bennett A.E.. Supramolecular transcription of guanosine monophosphate into mesostructured silica[J]. Angew. Chem. Int. Ed., 2014,53:12106-12110. doi: 10.1002/anie.201407005
6. [6]
  Barclay T.G., Constantopoulos K., Matisons J.. Nanotubes self-assembled from amphiphilic molecules via helical intermediates[J]. Chem. Rev., 2014,114:10217-10291. doi: 10.1021/cr400085m
7. [7]
  Fu X.M., Liu Z.J., Cai S.X.. Electrochemical aptasensor for the detection of vascular endothelial growth factor (VEGF) based on DNA-templated Ag/Pt bimetallic nanoclusters[J]. Chin. Chem. Lett., 2016,27:920-926. doi: 10.1016/j.cclet.2016.04.014
8. [8]
  Oelerich J., Roelfes G.. DNA-based asymmetric organometallic catalysis in water[J]. Chem. Sci., 2013,4:2013-2017. doi: 10.1039/c3sc00100h
9. [9]
  Anger E., Iida H., Yamaguchi T.. Synthesis and chiral recognition ability of helical polyacetylenes bearing helicene pendants[J]. Polym. Chem., 2014,5:4909-4914. doi: 10.1039/C4PY00692E
10. [10]
  Miyabe T., Iida H., Banno M.. Synthesis and visualization of a core crosslinked star polymer carrying optically active rigid-rod helical polyisocyanide arms and its chiral recognition ability[J]. Macromolecules, 2014,44:8687-8692.
11. [11]
  Zou W., Yan Y., Fang J.. Biomimetic superhelical conducting microfibers with homochirality for enantioselective sensing[J]. J. Am. Chem. Soc., 2014,136:578-581. doi: 10.1021/ja409796b
12. [12]
  Akai Y., Konnert L., Yamamoto T.. Asymmetric Suzuki-Miyaura crosscoupling of 1-bromo-2-naphthoates using the helically chiral polymer ligand PQXphos[J]. Chem. Commun., 2015,51:7211-7214. doi: 10.1039/C5CC01074H
13. [13]
  Iida H., Iwahana S., Mizoguchi T.. Main-chain optically active riboflavin polymer for asymmetric catalysis and its vapochromic behavior[J]. J. Am. Chem. Soc., 2012,134:15103-15113. doi: 10.1021/ja306159t
14. [14]
  Jahromi B.T., Kharat A.N., Zamanian S.. Chiral electron deficient ruthenium helical coordination polymer as a catalyst for the epoxidation of substituted styrenes[J]. Chin. Chem. Lett., 2015,26:137-140. doi: 10.1016/j.cclet.2014.10.013
15. [15]
  Feng X., Marcon V., Pisula W.. Towards high charge-carrier mobilities by rational design of the shape and periphery of discotics[J]. Nat. Mater., 2009,8:421-426. doi: 10.1038/nmat2427
16. [16]
  Réthoré C., Avarvari N., Canadell E.. Chiral molecular metals: syntheses, structures, and properties of the AsF6-salts of racemic (±)-, (R)-, and (S)-tetrathiafulvalene-oxazoline derivatives[J]. J. Am. Chem. Soc., 2005,127:5748-5749. doi: 10.1021/ja0503884
17. [17]
  Yan Y., Wang R., Qiu X.. Hexagonal superlattice of chiral conducting polymers self-assembled by mimicking β-sheetproteins with anisotropic electrical transport[J]. J. Am. Chem. Soc., 2010,132:12006-12012. doi: 10.1021/ja1036447
18. [18]
  Hayasaka H., Miyashita T., Tamura K.. Helically π-stacked conjugated polymers bearing photoresponsive and chiral moieties in side chains: reversible photoisomerization-enforced switching between emission and quenching of circularly polarized fluorescence[J]. Adv. Funct. Mater., 2010,20:1243-1250. doi: 10.1002/adfm.v20:8
19. [19]
  Nagata Y., Takagi K., Suginome M.. Solid polymer films exhibiting handedness-switchable, full-color-tunable selective reflection of circularly polarized light[J]. J. Am. Chem. Soc., 2014,136:9858-9861. doi: 10.1021/ja504808r
20. [20]
  Wu H., Zhou Y., Yin L.. Helical self-assembly induced singlet-triplet emissive switching in a mechanically-sensitive system[J]. J. Am. Chem. Soc., 2017,139:785-791. doi: 10.1021/jacs.6b10550
21. [21]
  Yin L., Wu H., Zhu M., Zou Q., Yan Q., Zhu L.. Sequential block copolymer selfassemblies controlled by metal-ligand stoichiometry[J]. Langmuir, 2016,32:6429-6436. doi: 10.1021/acs.langmuir.6b01787
22. [22]
  Higuchi T., Sugimori H., Jiang X.. Morphological control of helical structures of an ABC-type triblock terpolymer by distribution control of a blending homopolymer in a block copolymer microdomain[J]. Macromolecules, 2013,46:6991-6997. doi: 10.1021/ma401193u
23. [23]
  Hong S., Higuchi T., Sugimori H.. Highly oriented and ordered double-helical morphology in ABC triblock terpolymer films up to micrometer thickness by solvent evaporation[J]. Polymer, 2012,44:567-572. doi: 10.1038/pj.2012.69
24. [24]
  Ishige R., Higuchi T., Jiang X.. Structural analysis of microphase separated interface in an ABC-type triblock terpolymer by combining methods of synchrotron-radiation grazing incidence small-angle X-ray scattering and electron microtomography[J]. Macromolecules, 2015,48:2697-2705. doi: 10.1021/ma502596a
25. [25]
  Jinnai H., Kaneko T., Matsunaga K.. A double helical structure formed from an amorphous, achiral ABC triblock terpolymer[J]. Soft Matter, 2009,5:2042-2046. doi: 10.1039/b901008d
26. [26]
  Chen C.K., Hsueh H.Y., Chiang Y.W.. Single helix to double gyroid in chiral block copolymers[J]. Macromolecules, 2010,43:8637-8644. doi: 10.1021/ma1009885
27. [27]
  Ho R.M., Chiang Y.W., Chen C.K.. Block copolymers with a twist[J]. J. Am. Chem. Soc., 2009,131:18533-18542. doi: 10.1021/ja9083804
28. [28]
  Ho R.M., Li M.C., Lin S.C.. Transfer of chirality from molecule to phase in self-assembled chiral block copolymers[J]. J. Am. Chem. Soc., 2012,134:10974-10986. doi: 10.1021/ja303513f
29. [29]
  Tseng W.H., Chen C.K., Chiang Y.W.. Helical nanocomposites from chiral block copolymer templates[J]. J. Am. Chem. Soc., 2009,131:1356-1357. doi: 10.1021/ja808092v
30. [30]
  Wang H.F., Yu L.H., Wang X.B.. A facile method to fabricate double gyroid as a polymer template for nanohybrids[J]. Macromolecules, 2014,47:7993-8001. doi: 10.1021/ma501957b
31. [31]
  Yao L., Lu X., Chen S.. Formation of helical phases in achiral block copolymers by simple addition of small chiral additives[J]. Macromolecules, 2014,47:6547-6553. doi: 10.1021/ma501714g
32. [32]
  Lin Y., Daga V.K., Anderson E.R.. Nanoparticle-driven assembly of block copolymers: a simple route to ordered hybrid materials[J]. J. Am. Chem. Soc., 2011,133:6513-6516. doi: 10.1021/ja2003632
33. [33]
  Yao L., Lin Y., Watkins J.J.. Ultrahigh loading of nanoparticles into ordered block copolymer composites[J]. Macromolecules, 2014,47:1844-1849. doi: 10.1021/ma500338p
34. [34]
  Yao L., Watkins J.J.. Photoinduced disorder in strongly segregated block copolymer composite films for hierarchical pattern formation[J]. ACS Nano, 2013,7:1513-1523. doi: 10.1021/nn3052956
35. [35]
  Maeda K., Wakasone S., Shimomura K.. Chiral amplification in polymer brushes consisting of dynamic helical polymer chains through the long-range communication of stereochemical information[J]. Macromolecules, 2014,47:6540-6546. doi: 10.1021/ma501612e
36. [36]
  Yashima E., Ousaka N., Taura D.. Supramolecular helical systems: helical assemblies of small molecules, foldamers, and polymers with chiral amplification and their functions[J]. Chem. Rev., 2016,116:13752-13990. doi: 10.1021/acs.chemrev.6b00354
1. [1]
  Yi-Chang Yang , Rui-Xi Wang , Li-Ming Wu , Ling Chen . Regulating the coplanarity of π-conjugated units through hydrogen bonding in FAHC2O4 and FAH2C3N3S3 crystals. Chinese Journal of Structural Chemistry, 2025, 44(10): 100714-100714. doi: 10.1016/j.cjsc.2025.100714
2. [2]
  Yun Zhou , Geqian Fang , Haiyan Wang , Wenjun Yu , Chun Zhu , Jin-Xia Liang , Jian Lin . Non-covalent interactions between adsorbed •OH species and UiO-66-NH2 for methane hydroxylation. Chinese Journal of Structural Chemistry, 2025, 44(8): 100629-100629. doi: 10.1016/j.cjsc.2025.100629
3. [3]
  Gui-Xin Yan , Er-Xia Chen , Jin-Xia Yang , Jian Zhang , and Qipu Lin . Chiral europium-organotin oxo-clusters with dual-emission circularly polarized luminescence. Chinese Journal of Structural Chemistry, 2025, 44(12): 100759-100759. doi: 10.1016/j.cjsc.2025.100759
4. [4]
  Teng-Yu Huang , Junliang Sun , De-Xian Wang , Qi-Qiang Wang . Recent progress in chiral zeolites: Structure, synthesis, characterization and applications. Chinese Chemical Letters, 2024, 35(12): 109758-. doi: 10.1016/j.cclet.2024.109758
5. [5]
  Qianyun Ye , Yuanyuan Liang , Yuhe Yuan , Xiaohuan Sun , Liqi Zhu , Xuan Wu , Jie Han , Rong Guo . pH-responsive chiral supramolecular cysteine-Zn²⁺-indocyanine green assemblies for triple-level chirality-specific anti-tumor efficacy. Chinese Chemical Letters, 2025, 36(5): 110432-. doi: 10.1016/j.cclet.2024.110432
6. [6]
  Qiao Zhang , Xin Tan , Zihang Liu , Jingyu Ma , Dongqi Cao , Fenfang Li , Shengyi Dong . Optically healable and mechanically tough supramolecular glass from low-molecular-weight compounds. Chinese Chemical Letters, 2025, 36(8): 110660-. doi: 10.1016/j.cclet.2024.110660
7. [7]
  Zhao-Xia Lian , Xue-Zhi Wang , Chuang-Wei Zhou , Jiayu Li , Ming-De Li , Xiao-Ping Zhou , Dan Li . Producing circularly polarized luminescence by radiative energy transfer from achiral metal-organic cage to chiral organic molecules. Chinese Chemical Letters, 2024, 35(8): 109063-. doi: 10.1016/j.cclet.2023.109063
8. [8]
  Wenying Cui , Zhetong Jin , Wentao Fu , Chengshuo Shen . Flag-hinge-like highly luminescent chiral nanographenes with twist geometry. Chinese Chemical Letters, 2024, 35(11): 109667-. doi: 10.1016/j.cclet.2024.109667
9. [9]
  Genlin Sun , Yachun Luo , Zhihong Yan , Hongdeng Qiu , Weiyang Tang . Chiral metal-organic frameworks-based materials for chromatographic enantioseparation. Chinese Chemical Letters, 2024, 35(12): 109787-. doi: 10.1016/j.cclet.2024.109787
10. [10]
  Yi Zhou , Wei Zhang , Rong Fu , Jiaxin Dong , Yuxuan Liu , Zihang Song , Han Han , Kang Cai . Self-assembly of two pairs of homochiral M₂L₄ coordination capsules with varied confined space using Tröger's base ligands. Chinese Chemical Letters, 2025, 36(2): 109865-. doi: 10.1016/j.cclet.2024.109865
11. [11]
  Wenxiong Yu , Chenyu Yang , Xian Feng , Chengshuo Shen . Scholl cyclization of [6]helicenes into negatively curved hexa[7]circulenes. Chinese Chemical Letters, 2025, 36(11): 110939-. doi: 10.1016/j.cclet.2025.110939
12. [12]
  Fengying Ye , Ming Hu , Jun Luo , Wei Yu , Zhirong Xu , Jinjin Fu , Yansong Zheng . Significantly boosting circularly polarized luminescence by synergy of helical and planar chirality. Chinese Chemical Letters, 2025, 36(5): 110724-. doi: 10.1016/j.cclet.2024.110724
13. [13]
  Huiying Xu , Minghui Liang , Zhi Zhou , Hui Gao , Wei Yi . Application of Quantum Chemistry Computation and Visual Analysis in Teaching of Weak Interactions. University Chemistry, 2025, 40(3): 199-205. doi: 10.12461/PKU.DXHX202407011
14. [14]
  Xue Wu , Yupeng Liu , Bingzhe Wang , Lingyun Li , Zhenjian Li , Qingcheng Wang , Quansheng Cheng , Guichuan Xing , Songnan Qu . Rationally assembling different surface functionalized carbon dots for enhanced near-infrared tumor photothermal therapy. Acta Physico-Chimica Sinica, 2025, 41(9): 100109-0. doi: 10.1016/j.actphy.2025.100109
15. [15]
  Yiming Yang , Lichao Sun , Qingfeng Zhang . Plasmonic nanocrystals with intrinsic chirality: Biomolecule-directed synthesis and applications. Chinese Journal of Structural Chemistry, 2025, 44(1): 100467-100467. doi: 10.1016/j.cjsc.2024.100467
16. [16]
  Gongxi Li , Jun Jin , Junxuan Tu , Haoguo Yue , Ying Wang , Xiaohui Jia , Weiyuan Yin , Zhenglin Han , Yuxuan Deng , Chunfeng Shi , Yonggang Zhen . Intrinsically stretchable polymer semiconductors synergistically constructed by hydrogen bonds and metal coordination. Chinese Chemical Letters, 2025, 36(12): 111716-. doi: 10.1016/j.cclet.2025.111716
17. [17]
  Ziqi Chen , Miriding Mutailipu . Achieving the birefringence-bandgap trade-off: hydrogen-bond engineered biuret-cyanurate. Chinese Journal of Structural Chemistry, 2025, 44(10): 100695-100695. doi: 10.1016/j.cjsc.2025.100695
18. [18]
  Junmeng Luo , Qiongqiong Wan , Suming Chen . Chemistry-driven mass spectrometry for structural lipidomics at the C=C bond isomer level. Chinese Chemical Letters, 2025, 36(1): 109836-. doi: 10.1016/j.cclet.2024.109836
19. [19]
  Xiaoqian Wang , Yanling Shen , Long Chen , Lizhi Fang , Kuppusamy Kanagaraj , Ming Rao , Chunying Fan , Wanhua Wu , Cheng Yang . Azobenzene-winged phenanthroline for supramolecular chirality sensing and multidimensional chiroptical manipulation via solvent, light, temperature, and redox. Chinese Chemical Letters, 2026, 37(2): 111710-. doi: 10.1016/j.cclet.2025.111710
20. [20]
  Liyang Liu , De-Xiang Zhang , Tian Wen . MOF-driven interaction engineering in solid polymer electrolytes for durable lithium metal batteries. Chinese Journal of Structural Chemistry, 2025, 44(5): 100517-100517. doi: 10.1016/j.cjsc.2025.100517

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(1389)
HTML views(32)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142