高效液相色谱法测定染发产品中15种染料成分

doi:10.3969/j.issn.1001-1803.2022.12.011

Abstract

Abstract:

The aim of the study was to establish a detection method for determination of 15 kinds of dyestuffs in hair dyes by high performance liquid chromatography（HPLC）. The 15 kinds of dyestuffs were extracted with the mix of ethanol and water（V_ethanol∶V_water=6∶4） by the ultrasonic extraction method. The separation was performed on a Welch Xtimate-C₁₈ column（4.6 mm×250 mm，5 μm） by gradient elution with the solution of 0.02 mol/L ammonium acetate and acetonitrile and determined by photo-diode array detector. The flow rate was 1.0 mL/min and the detection wavelength was 230 nm. The results indicate that each compound shows good linearity in its own concentration range with the correlation coefficient of R²>0.995.The limits of detection（LOD） are in the range of 0.86-7.63 μg/g. The average recoveries are ranged from 85.42% to 114.61%, and the relative standard deviation（RSD） is in the range of 0.72% to 8.65%. The method is simple, rapid, reliable and accurate, which is suitable for determination of 15 kinds of restricted dyestuffs in hair dyes.

Key words: hair dyes, restricted components, high performance liquid chromatography

CLC Number:

TQ658

Liu Yun,Liu Jie,Huang Wei,Ding Xiaoping,Li Lixia,Li Hongying. Determination of 15 kinds of dyestuffs in hair dyes by high performance liquid chromatography[J].China Surfactant Detergent & Cosmetics, 2022, 52(12): 1333-1341.

Figures/Tables 8

Fig. 1

Tab. 1

Tab. 2

Regression equations, correlation coefficients, linear ranges for 15 kinds of standard dyestuff"

编号	名称	线性范围/（μg/mL）	线性方程	相关系数R²
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	0.163 3~61.226 4	y=0.154 9x-0.011 1（膏霜）	0.999 5（膏霜）
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	0.163 3~61.226 4	y=0.145 5x+0.009 4（乳液）	1.000 0（乳液）
2	羟苯并吗啉	0.135 6~50.844 0	y=0.172 8x+0.000 8（膏霜）	0.999 9（膏霜）
2	羟苯并吗啉	0.135 6~50.844 0	y=0.172 3x-0.013 4（乳液）	0.999 9（乳液）
3	2，6-二羟乙基氨甲苯	0.043 1~16.165 2	y=0.524 3x-0.000 3（膏霜）	1.000 0（膏霜）
3	2，6-二羟乙基氨甲苯	0.043 1~16.165 2	y=0.517x+0.002 4（乳液）	1.000 0（乳液）
4	3-硝基对羟乙氨基酚	0.076 1~28.553 4	y=0.288 1x-0.009 5（膏霜）	0.999 4（膏霜）
4	3-硝基对羟乙氨基酚	0.076 1~28.553 4	y=0.268 3x+0.009 3（乳液）	1.000 0（乳液）
5	2-甲基-5-羟乙氨基苯酚	0.139 1~52.155 6	y=0.167 2x+0.002（膏霜）	0.999 9（膏霜）
5	2-甲基-5-羟乙氨基苯酚	0.139 1~52.155 6	y=0.164 1x+0.001 8（乳液）	1.000 0（乳液）
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	0.381 7~143.127 0	y=0.075 2x-0.004 3（膏霜）	0.999 9（膏霜）
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	0.381 7~143.127 0	y=0.073x+0.002 7（乳液）	1.000 0（乳液）
7	4-羟丙氨基-3-硝基苯酚	0.099~37.107 0	y=0.275 4x-0.007 2（膏霜）	0.999 5（膏霜）
7	4-羟丙氨基-3-硝基苯酚	0.099~37.107 0	y=0.258 3x+0.012 2（乳液）	1.000 0（乳液）
8	HC黄4号	0.209 2~78.439 2	y=0.101 5x+0.006 9（膏霜）	0.999 9（膏霜）
8	HC黄4号	0.209 2~78.439 2	y=0.100 8x+0.006 8（乳液）	1.000 0（乳液）
9	5-氨基-6-氯-邻甲酚	0.165 8~62.191 8	y=0.196 5x+0.001 2（膏霜）	0.999 9（膏霜）
9	5-氨基-6-氯-邻甲酚	0.165 8~62.191 8	y=0.192 3x-0.003 5（乳液）	1.000 0（乳液）
10	HC黄2号	0.055 2~20.693 7	y=0.377 8x+0.002 8（膏霜）	1.000 0（膏霜）
10	HC黄2号	0.055 2~20.693 7	y=0.374 8x+0.006 5（乳液）	1.000 0（乳液）
11	5-氨基-4-氯-邻甲酚	0.103 4~38.761 2	y=0.187 5x-0.007 2（膏霜）	0.999 9（膏霜）
11	5-氨基-4-氯-邻甲酚	0.103 4~38.761 2	y=0.186 8x-0.007 3（乳液）	1.000 0（乳液）
12	羟乙基-2-硝基对甲苯胺	0.049~18.369	y=0.351x+0.011（膏霜）	0.999 9（膏霜）
12	羟乙基-2-硝基对甲苯胺	0.049~18.369	y=0.346 8x+0.006 6（乳液）	1.000 0（乳液）
13	分散紫1号	0.072 1~27.021 6	y=0.331 1x-0.018 6（膏霜）	0.999 1（膏霜）
13	分散紫1号	0.072 1~27.021 6	y=0.333 4x+0.002 2（乳液）	1.000 0（乳液）
14	HC橙1号	0.093 8~35.157 6	y=0.227 2x-0.002（膏霜）	0.999 9（膏霜）
14	HC橙1号	0.093 8~35.157 6	y=0.225 4x+0.008 1（乳液）	0.999 9（乳液）
15	HC红1号	0.133 1~49.909 5	y=0.170 5x-0.005 3（膏霜）	0.999 8（膏霜）
15	HC红1号	0.133 1~49.909 5	y=0.163 7x+0.016 8（乳液）	1.000 0（乳液）

Tab. 2

Tab. 3

Tab. 4

Tab. 5

Tab. 6

Tab. 7

Analytical results of 15 kinds of commodity hair dye samples"

样品	含量/（μg/g）
样品	2-氨基-4-羟乙氨基茴香醚硫酸盐	羟苯并吗啉	2，6-二羟乙基氨甲苯	3-硝基对羟乙氨基酚	2-甲基-5-羟乙氨基苯酚	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	4-羟丙氨基-3-硝基苯酚	HC黄4号	5-氨基-6-氯-邻甲酚	HC黄2号	5-氨基-4-氯-邻甲酚	羟乙基-2-硝基对甲苯胺	分散紫1号	HC橙1号	HC红1号	是否与标签对应
样品1	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品2	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品3	153.44	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品4	99.64	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品5	179.51	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品6	—	25.60	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品7	—	—	—	—	63.38	—	—	—	—	—	—	—	—	—	—	√
样品8	633.61	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品9	—	—	—	—	—	—	—	—	155.40	—	—	—	—	—	—	√
样品10	—	—	—	—	129.60	—	—	—	—	—	—	—	—	—	—	√
样品11	216.95	—	95.49	—	—	—	—	—	—	—	—	—	—	—	—	√
样品12	19.67	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品13	229.42	—	—	—	—	—	—	—	136.19	—	—	—	—	—	—	√
样品14	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品15	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品16	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品17	—	—	—	—	36.04	—	—	—	—	—	—	—	—	—	—	√
样品18	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品19	—	—	—	—	—	—	—	—	28.58	—	—	—	—	—	—	√
样品20	—	—	—	—	—	1 010.31	—	—	—	—	—	—	—	—	—	√
样品21	—	—	—	—	507.87	—	—	—	—	—	—	—	—	—	—	√
样品22	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品23	—	—	—	—	239.53	—	—	—	—	—	—	—	—	—	—	√
样品24	—	—	—	—	—	—	—	—	236.07	—	—	—	—	—	—	√
样品25	—	—	—	—	—	—	—	—	34.57	—	—	—	—	—	—	√
样品26	105.94	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品27	266.58	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品28	—	—	—	—	524.55	—	—	—	—	—	—	—	—	—	—	√
样品29	—	30.24	—	—	—	—	—	—	—	—	—	—	—	—	—	√
样品30	—	—	—	—	107.44	—	—	—	—	—	—	—	—	—	—	√
样品31	—	—	—	—	109.24	—	—	—	—	—	—	—	—	—	—	√
样品32	—	18.09	—	—	264.07	—	—	—	—	—	—	—	—	—	—	√
样品33	—	—	—	—	—	—	—	—	—	—	—	—	—	—	—	√

Tab. 7

References 12

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序号	名称	标准曲线	相关系数（R²）	线性范围/（μg/mL）	检出限/（μg/g）	定量限/（μg/g）
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	y=0.121 3x+0.036 4	0.997 3	0.163 3~61.226 4	3.27	8.16
2	羟苯并吗啉	y=0.167 3x+0.066 5	0.995 1	0.135 6~50.844 0	2.71	6.78
3	2，6-二羟乙基氨甲苯	y=0.539x+0.004 3	0.999 9	0.043 1~16.165 2	0.86	2.16
4	3-硝基对羟乙氨基酚	y=0.290 5x+0.049 2	0.997 9	0.076 1~28.553 4	1.52	3.81
5	2-甲基-5-羟乙氨基苯酚	y=0.172 9x+0.008 2	0.999 9	0.139 1~2.155 6	2.78	6.95
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	y=0.078 9x+0.009 5	0.999 9	0.381 7~143.127 0	7.63	19.08
7	4-羟丙氨基-3-硝基苯酚	y=0.287x+0.013	0.999 8	0.099~37.107 0	1.98	4.95
8	HC黄4号	y=0.106 8x-0.004	0.999 8	0.209 2~78.439 2	4.18	10.46
9	5-氨基-6-氯-邻甲酚	y=0.200 5x+0.013 3	1.000 0	0.165 8~62.191 8	3.32	8.29
10	HC黄2号	y=0.389 9x+0.007 8	1.000 0	0.055 2~20.693 7	1.10	2.76
11	5-氨基-4-氯-邻甲酚	y=0.190 5x+0.011 8	0.999 3	0.103 4~38.761 2	2.07	5.17
12	羟乙基-2-硝基对甲苯胺	y=0.361 9x+0.009	1.000 0	0.049~18.369	0.98	2.45
13	分散紫1号	y=0.351x+0.002 8	1.000 0	0.072 1~27.021 6	1.44	3.60
14	HC橙1号	y=0.238 6x-0.001 7	0.999 9	0.093 8~35.157 6	1.88	4.69
15	HC红1号	y=0.168 4x+0.007 7	1.000 0	0.133 1~49.909 5	2.66	6.65

编号	名称	1LOQ回收率/%		RSD/%		5LOQ回收率/%		RSD/%		50LOQ回收率/%		RSD/%
编号	名称	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	92.50	98.98	0.72	5.14	94.45	91.61	1.77	1.03	114.61	111.85	0.74	5.12
2	羟苯并吗啉	90.22	92.18	4.73	7.33	98.79	96.43	1.28	1.85	99.13	96.09	1.27	5.87
3	2，6-二羟乙基氨甲苯	85.02	89.62	7.07	8.06	111.58	113.10	1.71	2.20	97.26	96.25	1.03	5.45
4	3-硝基对羟乙氨基酚	93.38	94.46	7.31	3.51	91.76	90.57	1.55	1.35	95.64	94.30	1.28	5.52
5	2-甲基-5-羟乙氨基苯酚	87.24	91.37	6.35	1.53	100.07	98.92	1.33	1.15	96.09	95.51	0.94	5.43
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	89.96	92.00	3.71	6.24	101.03	100.10	1.32	1.73	95.62	93.59	0.96	5.20
7	4-羟丙氨基-3-硝基苯酚	87.06	90.56	2.52	5.39	104.00	103.15	1.54	1.94	94.62	93.43	1.10	5.08
8	HC黄4号	102.80	98.21	5.34	6.82	96.05	95.20	2.00	2.70	95.40	95.27	1.08	5.18
9	5-氨基-6-氯-邻甲酚	89.04	90.88	3.89	7.40	97.01	95.09	3.81	5.48	97.66	96.45	1.11	5.23
10	HC黄2号	87.15	93.85	5.05	8.65	96.30	97.54	2.56	2.50	96.44	96.52	1.03	5.11
11	5-氨基-4-氯-邻甲酚	89.56	85.42	5.83	8.15	101.85	104.42	2.92	1.44	98.91	96.14	2.53	5.75
12	羟乙基-2-硝基对甲苯胺	102.05	98.80	7.00	8.12	108.33	110.93	7.64	1.50	100.31	96.26	1.51	5.28
13	分散紫1号	89.84	97.16	4.78	6.82	91.38	90.13	3.72	1.45	89.16	95.78	3.01	5.70
14	HC橙1号	92.62	96.72	5.20	8.52	95.60	95.50	3.46	3.39	94.44	95.74	1.55	5.53
15	HC红1号	95.88	99.15	8.33	3.93	94.00	94.34	2.38	5.20	100.88	101.08	1.29	5.40

编号	名称	1LOQ回收率/%		RSD/%		5LOQ回收率/%		RSD/%		50LOQ回收率/%		RSD/%
编号	名称	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液	膏霜	乳液
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	89.65	101.25	6.31	5.67	99.13	101.26	1.80	1.05	104.91	107.06	0.71	5.05
2	羟苯并吗啉	89.49	90.78	4.56	7.36	95.05	95.26	1.27	1.85	100.57	100.22	1.18	5.28
3	2，6-二羟乙基氨甲苯	94.37	95.76	5.15	6.17	95.33	97.00	1.61	2.10	100.77	101.23	1.01	5.36
4	3-硝基对羟乙氨基酚	91.27	93.30	7.72	3.80	93.74	95.28	1.57	1.37	100.98	105.75	1.19	5.23
5	2-甲基-5-羟乙氨基苯酚	88.33	96.36	5.88	1.37	95.09	95.41	1.31	1.12	100.49	101.47	0.93	5.35
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	93.64	96.14	3.33	5.64	96.38	96.34	1.30	1.70	101.60	102.11	0.94	5.11
7	4-羟丙氨基-3-硝基苯酚	90.49	89.09	2.13	5.05	94.23	96.15	1.50	1.92	100.42	104.82	1.07	4.99
8	HC黄4号	100.19	100.56	5.53	6.75	96.23	96.66	2.02	2.69	100.43	100.30	1.09	5.22
9	5-氨基-6-氯-邻甲酚	85.69	96.86	3.94	6.92	94.41	95.98	3.82	5.40	100.66	101.59	1.09	5.15
10	HC黄2号	86.48	91.12	5.05	8.70	95.56	95.16	2.56	2.50	100.02	100.91	1.02	5.06
11	5-氨基-4-氯-邻甲酚	87.51	90.02	5.16	6.83	90.07	95.16	2.85	1.40	102.74	100.22	2.44	5.55
12	羟乙基-2-硝基对甲苯胺	101.49	95.58	7.31	8.71	111.60	113.71	7.77	1.52	103.33	100.94	1.51	5.24
13	分散紫1号	87.91	96.76	4.96	6.81	92.07	89.64	3.75	1.45	96.62	101.19	2.91	5.66
14	HC橙1号	94.87	87.74	5.10	8.94	96.39	90.08	3.44	3.42	99.15	101.27	1.54	5.53
15	HC红1号	90.13	85.46	9.66	4.65	99.53	93.14	2.45	5.37	100.06	103.75	1.28	5.41

编号	名称	进样RSD/%	RSD/%（日内低质量浓度）	RSD/%（日内高质量浓度）	RSD/%（日间低质量浓度）	RSD/%（日间高质量浓度）
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	3.17	5.45	1.81	3.61	6.82
2	羟苯并吗啉	0.04	8.60	0.14	6.30	0.35
3	2，6-二羟乙基氨甲苯	0.24	5.50	0.18	4.34	0.49
4	3-硝基对羟乙氨基酚	0.67	8.37	1.17	8.83	4.07
5	2-甲基-5-羟乙氨基苯酚	0.08	2.97	0.19	4.52	0.89
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	0.41	4.40	0.80	4.53	1.59
7	4-羟丙氨基-3-硝基苯酚	0.08	4.78	0.99	4.44	1.88
8	HC黄4号	0.09	2.51	0.13	3.34	0.18
9	5-氨基-6-氯-邻甲酚	0.10	5.95	0.34	8.14	0.56
10	HC黄2号	0.05	3.59	0.13	4.70	0.22
11	5-氨基-4-氯-邻甲酚	0.06	7.46	0.18	8.27	0.23
12	羟乙基-2-硝基对甲苯胺	0.13	5.35	0.15	9.15	0.20
13	分散紫1号	0.19	6.02	0.19	8.40	0.23
14	HC橙1号	0.48	6.82	0.47	6.14	0.62
15	HC红1号	0.62	6.50	0.65	6.22	1.57

编号	名称	低质量浓度平均准确度（日内）/%	RSD/%	高质量浓度平均准确度（日内）/%	RSD/%	低质量浓度平均准确度（日间）/%	RSD/%	高质量浓度平均准确度（日间）/%	RSD/%
1	2-氨基-4-羟乙氨基茴香醚硫酸盐	5.57	5.45	1.49	1.8	5.86	3.61	6.65	6.78
2	羟苯并吗啉	6.71	8.6	0.49	0.13	4.72	6.3	0.56	0.35
3	2，6-二羟乙基氨甲苯	4.64	5.26	0.19	0.18	3.23	4.16	0.39	0.49
4	3-硝基对羟乙氨基酚	4.97	8.19	1.83	3.09	5.68	8.64	3.3	4.05
5	2-甲基-5-羟乙氨基苯酚	2.24	2.97	0.56	0.19	3.8	4.52	0.74	0.89
6	羟乙基-3，4-亚甲二氧基苯胺盐酸盐	4.49	4.4	0.67	0.79	3.62	4.53	1.53	1.59
7	4-羟丙氨基-3-硝基苯酚	5.34	4.78	0.86	0.99	3.24	4.44	2.3	1.87
8	HC黄4号	2.45	2.74	1.23	0.13	2.57	3.64	1.22	0.18
9	5-氨基-6-氯-邻甲酚	9.39	6.43	0.45	0.34	7.48	8.78	0.48	0.55
10	HC黄2号	3.14	3.76	0.57	0.13	4.68	4.91	0.45	0.22
11	5-氨基-4-氯-邻甲酚	4.29	6.51	0.58	0.18	5.79	7.25	0.52	0.23
12	羟乙基-2-硝基对甲苯胺	4.27	5.35	0.24	0.15	7.44	9.15	0.21	0.2
13	分散紫1号	7.07	6.28	1.5	0.19	9.68	8.77	1.53	0.23
14	HC橙1号	7.37	7.12	1.09	0.47	6.31	6.41	0.74	0.62
15	HC红1号	4.45	7.09	0.58	0.65	5.8	6.8	1.72	1.57

Determination of 15 kinds of dyestuffs in hair dyes by high performance liquid chromatography

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