D-葡萄糖酸酰胺类凝胶因子结构对其凝胶触变性能影响的研究

摘要

以凝胶因子N-己基-2，4-（3，4-二氯苯亚甲基）-D-葡萄糖酸酰胺为基础，合成出了3种新的凝胶因子，并对4种凝胶因子的乙酸丁酯凝胶的流变学性能进行了测试，发现它们均具有触变性，而N-（3-丙氧基）丙基-2，4-（3，4-二氯苯亚甲基）-D-葡萄糖酸酰胺凝胶因子的乙酸丁酯凝胶可过度恢复，而其它3种凝胶仅能部分恢复。为了探讨其中原因，分别对4种凝胶进行了红外光谱测试和荧光光谱测试，发现侧链中的氧原子在凝胶恢复过程中参与到了氢键形成从而加强了分子间的氢键作用，从而使其凝胶的机械性能在恢复后有所增强。而π-π堆积恢复后的减少，导致了其他3种凝胶因子的乙酸丁酯凝胶不能完全恢复。

	Service

	把本文推荐给朋友
	加入我的书架
	加入引用管理器
	Email Alert
	RSS
	作者相关文章
	高彤阳
	管西栋
	杨雨暄
	宋健

关键词：凝胶流变学触变性

Abstract：

Depending on the gelator N-hexyl-2, 4-(3, 4-dichlorobenzal)-D-gluconic amide, three new gelators were synthesized. The butyl acetate gel of the four gelators all had thixotropy by rheology tests. However, the butyl acetate gel of gelator N-(3-propoxy)-propyl-2, 4-(3, 4-dichlorobenzal)-D-gluconic amide can over recover, others gel just can partly recover. IR and fluorescence spectra were used to test these gels. The results showed that the hydrogen-bonds in the butyl acetate gel of gelator D increased after recovery, because the oxygen atom in the side chains of the gelator became new donors of hydrogen-bond in the recovery process. The π-π stacking in the gels decreased, so the butyl acetate gel of other three gelators cannot full recover.

Keywords： gel； rheology； thixotropy

Received 2016-04-26;

Fund:

国家自然科学基金资助项目（21476164）。

Corresponding Authors: 宋健,E-mail:songjian@tju.edu.cn。 Email: songjian@tju.edu.cn

About author: 高彤阳(1990-),男,硕士研究生,现从事凝胶触变性能方面的研究。

引用本文:

高彤阳, 管西栋, 杨雨暄, 宋健.D-葡萄糖酸酰胺类凝胶因子结构对其凝胶触变性能影响的研究[J]. 化学工业与工程, 2017,34(6): 24-30

Gao Tongyang, Guan Xidong, Yang Yuxuan, Song Jian.The Influence of the D-gluconic Amide Gelators Structure on the Thixotropy of Gel[J]. Chemcial Industry and Engineering, 2017,34(6): 24-30

[1] Estroff L A, Hamilton A D. Water gelation by small organic molecules[J]. Chem Rev, 2004, 104:1201-1218
[2] Sangeetha N M, Maitra U. Supramolecular gels:Functions and uses[J]. Chem Soc Rev, 2005, 34:821-836
[3] 曹雯雯, 张梅杰, 李紫烟, 等. 吡啶二酰胺类凝胶因子的合成及性能. 化学工业与工程, 2017, 34(5):35-42 Cao Wenwen, Zhang Meijie, Li Ziyan, et al. Synthesis and properties of the organogelators based on pyridine dicarboxamides[J]. Chemical Industry and Engineering, 2017, 34(5):35-42(in Chinese)
[4] Hoshizawa H, Minemura Y, Yoshikawa K, et al. Thixotropic hydrogelators based on a cyclo(dipeptide) derivative[J]. Langmuir, 2013, 29:14666-14673
[5] Yu X, Chen L, Zhang M, et al. Low-Molecular-Mass gels responding to ultrasound and mechanical stress:Towards self-healing materials[J]. Chem Soc Rev, 2014, 43:5346-5371
[6] Huang X, Terech P, Raghavan S R, et al. Kinetics of 5α-cholestan-3β-ylN-(2-naphthyl)carbamate/n-alkane organogel formation and its influence on the fribrillar networks[J]. J Am Chem Soc, 2005, 127:4336-4344
[7] Li Y, Zhou F, Wen Y, et al. (-)-Menthol based thixotropic hydrogel and its application as a universial antibacterial carrier[J]. Soft Matter, 2014, 10:3077-3085
[8] Martinez-Calvo M, Kotava O, Gunnlaugsson T. Healable luminescent self-assembly supramolecular metallogels possessing lanthanide (Eu/Tb) dependent rheological and morphological properties[J]. J Am Chem Soc, 2015, 137:1983-1992
[9] Ono F, Hirata O, Ichimaru K, et al. Mild one-step synthesis of 4,6-benzylideneglycopyranosides from aromatic aldehydes and gelation abilities of the glucose derivatives[J]. Eur J Org Chem, 2015:6439-6447
[10] Weiss R G. The past, present, and future of molecular gels. What is the status of the field and where is it going?[J] J Am Chem Soc, 2014, 136:7519-7530
[11] Guan X, Fan K, Gao T, et al. A novel multi-stimuli responsive gelator based on D-gluconic acetal and its potential applications[J]. Chem Commun, 2016, 52:962-965
[12] Watanabe H, Yao M L, Yamagishi A, et al. Nonlinear rheological behavior of a concentrated spherical silica suspension[J]. Rheol Acta, 1996, 35:433-445
[13] Ajay M V, Weiss R G. Structural bases for mechano-responsive properties in molecular gels of (R)-12-hydroxy-N-(x-hydroxyalkyl) octadecanamides. Rates of formation and responses to destructive strain[J]. Soft Matter, 2015, 11:5010-5022
[14] George M, Funkhouser G P, Weiss R G. Organogels with complexes of ions and phosphorus-containing amphiphiles as gelators:Spontaneous gelation by in situ complexation[J]. Langmuir, 2008, 24(7):3537-3544
[15] Lin Y, Weiss R G. Liquid-Crystalline solvents as mechanistic probes:A novel gelator of organic liquids and the properties of its gels macromolecules[J]. 1987, 20(2):414-417
[16] Yan N, He G, Zhang H, et al. Glucose based fluorescent low-molecular mass compounds:creation of simple and versatile supramolecular gelators[J]. Langmuir, 2010, 26:5909-5917
[17] Ghosh S, Li X, Stepanenko V, et al. Control of hand J-type π stacking by peripheral alkyl chains and self-sorting phenomena in perylene bisimide homo-and heteroaggregates[J]. Chem-Eur J, 2008, 14(36):11343-11357