防晒乳液中8种紫外线吸收剂的UPLC-Q-TOF/MS定性及稳定性研究

doi:10.3969/j.issn.1001-1803.2021.03.009

Abstract

Abstract:

Based on the constant temperature and humidity acceleration test at 45 ℃ and 75% RH, UPLC-Q-TOF/MS was adopted to qualitatively study the stability conditions of 8 ultraviolet absorbers in different sunscreen cosmetic emulsions. The results show that the 8 ultraviolet absorbers are in poor chemical stability with a certain degree of degradation when they are added in the cosmetic emulsions, and the degradation rate under UPLC-Q-TOF/MS is significantly higher than that of HPLC. Analysis of possible degradation products revealed that some degradation products of UV absorbers may have the same nucleus structure as the prototype, which directly lead to the similar UV absorption characteristics and chromatographic retention behaviors. So, compared with HPLC, the UPLC-Q-TOF/MS has higher sensitivity and stronger specificity, and is able to achieve better differentiation of similar compounds by the unique precise molecular weight. Therefore, it is more suitable for the stability research of ultraviolet absorbers.

Key words: sunscreen cosmetic emulsions, UPLC-Q-TOF/MS, ultraviolet absorbers, stability, degradation

CLC Number:

TQ658

HE Xin-xin,WANG Xue-mei,WANG Gang-li,CAO Jin. UPLC-Q-TOF/MS qualitative analysis method and stability study of 8 ultraviolet absorbers in sunscreen cosmetic emulsions[J].China Surfactant Detergent & Cosmetics, 2021, 51(3): 220-226.

Figures/Tables 7

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Tab. 2

Tab. 3

Tab. 4

Fig. 1

Fig. 2

Tab. 5

References 10

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产品类型	产品编号	规格（g/支）	配方组成
W/O型	W/O-1	50	基质空白、DHHB、EHT、EMC
W/O型	W/O-2	50	基质空白、EMC、OC
O/W型	O/W-1	50	基质空白、BP-3、BMDM
O/W型	O/W-2	50	基质空白、4-MBC、EHS

化合物	理论质量数（m/z）	实测质量数（m/z）	质量数偏差/10^-6	丰度比相对理论强度/%	丰度比实测理论强度/%	丰度比相对偏差/%
OC	362.211 5	362.211 6	0.276 1	100.00	100.00	0.00
同位素-1	363.214 8	363.215 0	0.550 6	26.72	27.44	0.72
同位素-2	364.217 8	364.218 5	1.921 9	3.84	4.14	0.30
DHHB	398.232 6	398.233 1	1.255 5	100.00	100.00	0.00
同位素-1	399.235 9	399.236 3	1.001 9	26.84	26.74	-0.10
同位素-2	400.238 8	400.239 2	0.999 4	4.28	4.20	-0.08
BMDM	311.164 2	311.164 6	1.285 5	100.00	100.00	0.00
同位素-1	312.167 6	312.167 5	-0.320 3	22.01	21.04	-0.97
同位素-2	313.170 4	313.171 0	1.915 9	2.92	3.04	0.12
BP-3	229.085 9	229.085 7	-0.873 0	100.00	100.00	0.00
同位素-1	230.089 3	230.089 2	-0.434 6	15.41	15.95	0.54
同位素-2	231.091 8	231.091 8	0.000 0	1.72	1.75	0.03
4-MBC	255.174 3	255.174 4	0.391 9	100.00	100.00	0.00
同位素-1	256.177 7	256.177 8	0.390 4	19.77	19.61	-0.16
同位素-2	257.180 9	257.180 8	-0.388 8	2.05	2.09	0.04
EHS	251.164 2	251.164 3	0.398 1	100.00	100.00	0.00
同位素-1	252.167 6	252.167 1	-1.982 8	16.60	15.46	-1.14
同位素-2	253.170 2	253.170 1	-0.395 0	1.91	1.82	-0.09
EHT	823.511 7	823.512 6	1.092 9	100.00	100.00	0.00
同位素-1	824.514 8	824.515 7	1.091 6	55.11	55.34	0.23
同位素-2	825.517 8	825.518 6	0.969 1	16.13	15.85	-0.28
同位素-3	826.520 7	826.521 3	0.725 9	3.31	3.33	0.02
EMC	291.195 5	291.195 6	0.343 4	100.00	100.00	0.00
同位素-1	292.198 5	292.199 0	1.711 2	19.89	19.73	-0.16
同位素-2	293.201 7	293.202 4	2.387 4	2.49	2.57	0.08

化合物	实测质量数（m/z）	保留时间/min	分子结构	裂解方式
BP-3	229.086 3	10.796	C₁₄H₁₂O₃	原型
降解产物1	227.070 3	9.520	C₁₄H₁₀O₃	-2H
BMDM	311.164 2	16.814	C₂₀H₂₂O₃	原型
降解产物1	255.101 6	17.228	C₁₆H₁₄O₃	-C₄H₈（脱叔丁基）
EHS	251.164 2	16.682	C₁₅H₂₂O₃	原型
降解产物1	139.039 0	16.682	C₇H₆O₃	-C₈H₁₆（脱异辛基）
4-MBC	255.174 5	14.229	C₁₈H₂₂O	原型
降解产物1	237.164 0	14.245	C₁₇H₁₆O	脱环角甲基后脱氢
降解产物2	211.117 0	14.179	C₁₅H₁₄O	脱三个环角甲基
EMC	291.195 7	16.499	C₁₈H₂₆O₃	原型
降解产物1	179.070 2	16.497	C₁₀H₁₀O₃	-C₈H₁₆（异辛基）
DHHB	398.233 9	16.516	C₂₄H₃₁NO₄	原型
降解产物1	270.279 3	17.991	C₁₇H₁₉NO₂	-C₇H₁₅O₂（脱己醇后脱甲酸）
OC	362.211 5	17.312	C₂₄H₂₇NO₂	原型
降解产物1	250.086 2	17.312	C₁₆H₁₁NO₂	-C₈H₁₆（脱辛基后与氰基环加成）
EHT	823.512 3	27.855	C₄₈H₆₆N₆O₆	原型
降解产物1	591.491 6	22.613	C₃₃H₄₆N₆O₄	-C₉H₁₇O₂-C₅H₁₂-2H

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UPLC-Q-TOF/MS qualitative analysis method and stability study of 8 ultraviolet absorbers in sunscreen cosmetic emulsions

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t/min	φ（流动相A）/%	φ（流动相B）/%
0	95	5
4	70	30
10	40	60
12	5	95
17	5	95
18	95	5
23	95	5

t/min	φ（流动相A）/%	φ（流动相B）/%
0	20	80
13	20	80
13.5	0	100
24	0	100
24.5	20	80
26	20	80