Preparation and Application of Melamine Imprinted Material Using Itaconic Acid as Multidentate Functional Monomer

doi:10.7503/cjcu20200129

Abstract

Abstract:

A molecularly imprinted polymer(MIP) was prepared using melamine(MEL) as template, itaconic acid(IA) as functional monomer and ethylene glycol dimethacrylate(EGDMA) as cross-linker. The effect of molar ratio among these components on the selectivity of MIP was investigated. It is found that the prepared MIP presents the best selectivity to MEL when molar ratio of MEL to IA is 1:1.5. The selectivity coefficient(k) of the synthesized MIP to MEL is 10.41(CYA as control). Since the molar ratio of carboxyl groups(recognition sites) of IA and amino groups(recognizable groups) of MEL is exactly 1: 1, the non-specific adsorption caused by excessive functional monomers will be avoided. Scatchard analysis indicates that MIP only exhibits specific binding to MEL within the concentration range from 1 to 100 mg/L of MEL. On the other hand, when CYR is used as the control, the k_NIP is less than 1 but the k_MIP is greater than 1. This result implies the synthesized MIP has good discriminating ability for the shape of molecules. Using the prepared MIP as the adsorbent of solid phase extraction(SPE), a method of MISPE hyphenated to high performance liquid chromatography with UV detector(MISPE-HPLC/UV) was established for determination of melamine. The recoveries of MEL in the spiked milk and milk powder samples vary from 92.34% to 109.4%.

Key words: Molecular imprinting, Multidentate functional monomer, Itaconic acid, Melamine, Solid phase extraction

CLC Number:

O657

TrendMD:

WANG Xiaoru,ZHANG Na,XING Jun. Preparation and Application of Melamine Imprinted Material Using Itaconic Acid as Multidentate Functional Monomer[J]. Chem. J. Chinese Universities, 2020, 41(7): 1521.

Figures/Tables 14

MIPs	Molar ratio of reactant			Q/(mg·g^-1)	IF^*	k
MIPs	MEL/IA	IA/EGDMA		Q/(mg·g^-1)	IF^*	k
MIP1	1:1.0		1:13.5	0.33	1.94	1.24
MIP2	1:1.5		1:13.5	0.49	2.88	1.36
MIP3	1:2.0		1:13.5	0.45	2.67	1.17
MIP4	1:1.5		1:15	0.56	2.15	1.12
MIP5	1:1.5		1:10	0.51	1.70	1.23
MIP6	1:1.5		1:5	0.64	2.46	1.38
MIP7	1:1.5		1:4	1.02	3.00	1.96
MIP8	1:1.5		1:3	1.07	2.32	1.42

Molar ratio^a	c/(mg·L^-1)	V/mL	m^b/mg	m_MIP/mg	Q_max/(mg·g^-1)		m'^c/mg	Ref.
Molar ratio^a	c/(mg·L^-1)	V/mL	m^b/mg	m_MIP/mg	Specific	Non-specific	m'^c/mg	Ref.
3: 4	20—120	10	1.2	20	0.077	32.07	0.641	[24]
1: 1.6	5—60	15	0.9	30	5.50	13.50	0.405	[26]
1: 8	1—1000	5	5.0	50	1.023	9.261	0.463	[27]
3: 4	0.5—1000	6	6.0	20	20.34	102.8	2.055	[28]
1: 1	1—100	5	0.5	20	2.338	—	0.047	This work

	Analyte	Q/(mg·g^-1)	K_D/(L·g^-1)	k
MIP	MEL	1.146	0.177	—
	CYR	0.442	0.054	3.28
	CYA	0.084	0.017	10.41
NIP	MEL	0.316	0.032	—
	CYR	0.306	0.034	0.94
	CYA	0.082	0.017	1.88

Target	Control	Functional monomer	k	Ref.
MEL	CYA	9-VC^b	2.53	[33]
DTY^a	CYA	MAA	2.05	[9]
MEL	CYA	IA	10.41	This work

	Analyte	Q/(mg·g^-1)	K_D/(L·g^-1)	k
MIP	MEL	0.942	0.105	1.96
	CYR	0.530	0.054	—
NIP	MEL	0.313	0.027	0.82
	CYR	0.348	0.033	—

Sample	Method	Linear range/(μg·L^-1)	LOD/(μg·L^-1)	Ref.
Milk powder, feed	MISBSE^a-HPLC/UV	2—200	0.54	[22]
Milk	MMISPE^b-HPLC/MS/MS	10—1000	2.6	[34]
Milk	MISPE UPLC/UV	27—2700	0.8	[35]
Egg	MISPE HPLC/UV	100—25000	0.5	[36]
Milk	MIDE^c-HPLC/DAD	—	0.6	[37]
Milk, milk powder	MISPE-HPLC/UV	1—1000	0.3	This work

Sample	Spiking concentration(μg· $L - 1 a$ , μg·k $g - 1 b$ )	Recovery(%)	RSD(%, n=3)
Milk 1	15	92.34	3.1
	600	98.73	4.1
	4500	101.40	2.2
Milk 2	15	95.22	4.1
	600	100.30	6.5
	4500	105.70	3.9
Milk powder 1	15	95.01	6.4
	600	94.67	2.5
	4500	107.20	3.0
Milk powder 2	15	95.35	4.4
	600	95.50	4.9
	4500	109.40	3.2

Sample	Spiking concentration(μg· $L - 1 a$ , μg·k $g - 1 b$ )	Recovery(%)	RSD(%, n=3)
Milk 1	15	92.34	3.1
	600	98.73	4.1
	4500	101.40	2.2
Milk 2	15	95.22	4.1
	600	100.30	6.5
	4500	105.70	3.9
Milk powder 1	15	95.01	6.4
	600	94.67	2.5
	4500	107.20	3.0
Milk powder 2	15	95.35	4.4
	600	95.50	4.9
	4500	109.40	3.2

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