Preparation and Properties of the Two-component Hydrogels Based on Pyrazine Dicarboxylic Acid and Melamine†

doi:10.7503/cjcu20160911

Abstract

Abstract:

3,6-Dimethyl-pyrazine-2,5-dicarboxylic acid(P) and melamine(M) were mixed at different ratios to yield three mixtures, PM11, PM12 and PM13(numbers indicating respective molar ratios of components). The gelation properties of the three PM samples were tested and all formed stable gels both in water and some aqueous organic solvents. The formed gels had good responding property to the stimuli of acid and base. SEM measurement was conducted to check the morphologies of hydrogels and the images presented fibrous networks. FTIR and UV-Vis spectra suggested that hydrogen bonding was the key driving force for the gel formation. The results of XRD indicated that the hydrogels were lamellar structure. The gelling behavior of PM12 in different water with various pH values were studied and the results showed that PM12 formed stable hydrogel in the pH range of 3—11. Furthermore, the gelation ability of PM12 in aqueous organic solvents were checked and the results were correlated with the Hansen solubility parameters of the mixed solvents in order to reveal the interactions between gelator and solvent. Expectedly, hydrogen bonding was found to play an important role in the gel formation.

Key words: 3,6-Dimethyl-pyrazine-2, 5-dicarboxylic acid, Melamine, Bicomponent hydrogel, pH-Sensitive, Hansen solubility parameter

TrendMD:

WANG Luyuan, LIU Shuxue, LI Huimin, HUANG Yaodong. Preparation and Properties of the Two-component Hydrogels Based on Pyrazine Dicarboxylic Acid and Melamine^†[J]. Chem. J. Chinese Universities, 2017, 38(5): 806.

Figures/Tables 12

Fig.1 Structures of 3,6-dimethyl-pyrazine-2,5- dicarboxylic acid(P) and melamine(M)

Fig.2 Temperature-responsive PM hydeogel

Fig.3 Tgel of the PM gels at different concentrations

Fig.4 SEM images of PM11(A), PM12(B) and PM13(C) xerogels

Fig.5 XRD patterns of the powders of M(a) and P(b), xerogels of PM11(c), PM12(d) and PM13(e)

Fig.6 FTIR spectra of the powders of M(a) and P(b), xerogels of PM11(c), PM12(d) and PM13(e)

Fig.7 UV absorption spectra of PM12 hydrogel (0.5%, a) and solution(0.01%, b)

Fig.8 Changes of the PM12 hydrogel after adding NaOH and HCl subsequently

Fig.9 PM12 in water with different pH values pH, a—i: 1, 3, 5, 7, 9, 11, 12, 13, 14.

Table 1 Gelation properties of PM12 in different solventsa

Organic-water mixture	Gelation property
Organic-water mixture	0^b	10%^b	20%^b	40%^b	50%^b	60%^b	80%^b	90%^b	100%^b
Ethanol-water	P	P	PG	G	G	G	G	G	G
Methanol-water	P	P	PG	G	G	G	G	G	G
Acetone-water	P	P	PG	PG	PG	G	G	G	G
Acetonitrile-water	P	P	PG	PG	PG	G	G	G	G
THF-water	P	P	PG	PG	G	G	G	G	G
DMF-water	P	P	PG	PG	G	G	G	G	G
DMSO-water	P	P	PG	PG	G	G	G	G	G

Fig.10 Plots of the Hansen solubility parameters correlated with the gelling behavior of PM12 in the mixed solvents(A) δd; (B) δp; (C) δh. a. P; b. PG; c. G.

Fig.11 Possible self-assembly models of different PM hydrogel systems

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