From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s

Zhang J, Chow H-F, Chan M-C, Chow GK-W, Kuck D (2013)
Chemistry - A European Journal 19(44): 15019-15025.

Journal Article | Published | English

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A homologous series of oligo(amide-triazole)s (OAT) [OAT-CO2H-2n and OAT-COPrg-(2n+1)] with an increasing number of primary amide (CONH) and triazole hydrogen-bonding functionalities was prepared by an iterative synthetic procedure. It was found that their self-assembly and thermoreversible gelation strength had a strong correlation to the number of hydrogen-bonding moieties in the oligomers. There also existed a threshold value of the number of CONH units, above which all the oligomers became organogelators. Hence, oligomers with <= 4 CONH units are devoid of intermolecular hydrogen bonding and also non-organogelating, whereas those that contain >4 CONH units show intermolecular association and organogelating properties. For the organogelators, the T-gel value increases monotonically with increasing number of CONH units. On the basis of FTIR measurements, both the CONH and triazole C-H groups were involved in the hydrogen-bonding process. A mixed xerogel that consisted of a 1:1 weight ratio of two oligomers of different lengths (OAT-CO2H-6 and OAT-CO2H-12) was found to show microphase segregation according to differential scanning calorimetry, thus indicating that oligomers that bear a different number of hydrogen-bonding units exhibited self-sorting to maximize the extent of intermolecular hydrogen bonding in the xerogel state.
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Zhang J, Chow H-F, Chan M-C, Chow GK-W, Kuck D. From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s. Chemistry - A European Journal. 2013;19(44):15019-15025.
Zhang, J., Chow, H. - F., Chan, M. - C., Chow, G. K. - W., & Kuck, D. (2013). From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s. Chemistry - A European Journal, 19(44), 15019-15025.
Zhang, J., Chow, H. - F., Chan, M. - C., Chow, G. K. - W., and Kuck, D. (2013). From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s. Chemistry - A European Journal 19, 15019-15025.
Zhang, J., et al., 2013. From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s. Chemistry - A European Journal, 19(44), p 15019-15025.
J. Zhang, et al., “From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s”, Chemistry - A European Journal, vol. 19, 2013, pp. 15019-15025.
Zhang, J., Chow, H.-F., Chan, M.-C., Chow, G.K.-W., Kuck, D.: From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s. Chemistry - A European Journal. 19, 15019-15025 (2013).
Zhang, Juntao, Chow, Hak-Fun, Chan, Man-Chor, Chow, Gary Ka-Wai, and Kuck, Dietmar. “From Nongelating to Gelating: Synthesis and Structural Self-Assembling Property Relationships of a Homologous Series of Oligo(amide-triazole)s”. Chemistry - A European Journal 19.44 (2013): 15019-15025.
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