CN117597104A

CN117597104A - 用于染色角蛋白纤维的组合及其用途

用于染色角蛋白纤维的组合及其用途 Download PDF

Info

Publication number: CN117597104A
Authority: CN; China
Prior art keywords: alkyl; dye; composition; pyrazolidine; weight
Prior art date: 2021-06-30
Legal status : Pending

Application number

CN202180100135.3A

Other languages

English (en)

Chinese (zh)

Inventor

张菲宇

刘志兵

A·拉哈耶

马靖淼

Current Assignee

LOreal SA

Original Assignee

LOreal SA

Priority date

2021-06-30

Filing date

2021-07-30

Publication date

2024-02-23

2021-06-30 Priority claimed from PCT/CN2021/103696 external-priority patent/WO2023272610A1/fr

2021-07-30 Application filed by LOreal SA filed Critical LOreal SA

2024-02-23 Publication of CN117597104A publication Critical patent/CN117597104A/zh

Status Pending legal-status Critical Current

Links

238000004043 dyeing Methods 0.000 title claims abstract description 51
102000011782 Keratins Human genes 0.000 title claims description 26
108010076876 Keratins Proteins 0.000 title claims description 26
239000000203 mixture Substances 0.000 claims abstract description 197
239000003086 colorant Substances 0.000 claims abstract description 46
150000003839 salts Chemical class 0.000 claims abstract description 33
238000007254 oxidation reaction Methods 0.000 claims abstract description 27
230000003647 oxidation Effects 0.000 claims abstract description 25
230000001590 oxidative effect Effects 0.000 claims abstract description 23
239000007822 coupling agent Substances 0.000 claims abstract description 16
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
125000005263 alkylenediamine group Chemical group 0.000 claims abstract description 6
-1 pyrazolidine-3, 5-dione compound Chemical class 0.000 claims description 120
239000003963 antioxidant agent Substances 0.000 claims description 32
235000006708 antioxidants Nutrition 0.000 claims description 31
230000003078 antioxidant effect Effects 0.000 claims description 22
229910052783 alkali metal Inorganic materials 0.000 claims description 21
238000000034 method Methods 0.000 claims description 21
229910052736 halogen Chemical group 0.000 claims description 19
125000000623 heterocyclic group Chemical group 0.000 claims description 19
229930003935 flavonoid Natural products 0.000 claims description 18
235000017173 flavonoids Nutrition 0.000 claims description 18
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 17
125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 15
125000000753 cycloalkyl group Chemical group 0.000 claims description 15
150000002215 flavonoids Chemical class 0.000 claims description 15
150000002367 halogens Chemical class 0.000 claims description 13
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
239000007800 oxidant agent Substances 0.000 claims description 13
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
238000006243 chemical reaction Methods 0.000 claims description 12
235000010208 anthocyanin Nutrition 0.000 claims description 11
239000004410 anthocyanin Substances 0.000 claims description 11
229930002877 anthocyanin Natural products 0.000 claims description 11
150000004636 anthocyanins Chemical class 0.000 claims description 11
125000003545 alkoxy group Chemical group 0.000 claims description 10
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 10
238000010186 staining Methods 0.000 claims description 10
239000003795 chemical substances by application Substances 0.000 claims description 9
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 claims description 8
235000021466 carotenoid Nutrition 0.000 claims description 8
150000001747 carotenoids Chemical class 0.000 claims description 8
229930003802 tocotrienol Natural products 0.000 claims description 8
239000011731 tocotrienol Substances 0.000 claims description 8
235000019148 tocotrienols Nutrition 0.000 claims description 8
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 7
239000000835 fiber Substances 0.000 claims description 7
125000002947 alkylene group Chemical group 0.000 claims description 6
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 6
239000003638 chemical reducing agent Substances 0.000 claims description 6
229910052731 fluorine Inorganic materials 0.000 claims description 6
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 6
229940088594 vitamin Drugs 0.000 claims description 6
229930003231 vitamin Natural products 0.000 claims description 6
235000013343 vitamin Nutrition 0.000 claims description 6
239000011782 vitamin Substances 0.000 claims description 6
235000019165 vitamin E Nutrition 0.000 claims description 6
239000011709 vitamin E Substances 0.000 claims description 6
125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 5
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 5
125000000739 C2-C30 alkenyl group Chemical group 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 5
GJJVAFUKOBZPCB-ZGRPYONQSA-N (r)-3,4-dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2h-1-benzopyran-6-ol Chemical class OC1=CC=C2OC(CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-ZGRPYONQSA-N 0.000 claims description 4
DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 claims description 4
235000005513 chalcones Nutrition 0.000 claims description 4
238000002156 mixing Methods 0.000 claims description 4
229930015704 phenylpropanoid Natural products 0.000 claims description 4
229920001864 tannin Polymers 0.000 claims description 4
239000001648 tannin Substances 0.000 claims description 4
235000018553 tannin Nutrition 0.000 claims description 4
229940068778 tocotrienols Drugs 0.000 claims description 4
DFOGGJMYYQUURK-UHFFFAOYSA-N 2,2-bis(sulfanyl)acetic acid Chemical compound OC(=O)C(S)S DFOGGJMYYQUURK-UHFFFAOYSA-N 0.000 claims description 3
235000001671 coumarin Nutrition 0.000 claims description 3
125000001474 phenylpropanoid group Chemical group 0.000 claims description 3
235000017807 phytochemicals Nutrition 0.000 claims description 3
229930000223 plant secondary metabolite Natural products 0.000 claims description 3
NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 claims description 3
229930003799 tocopherol Natural products 0.000 claims description 3
239000011732 tocopherol Substances 0.000 claims description 3
235000019154 vitamin C Nutrition 0.000 claims description 3
239000011718 vitamin C Substances 0.000 claims description 3
XWXOYYAQETVLBZ-UHFFFAOYSA-N 1,2-dibutylpyrazolidine-3,5-dione Chemical compound C(CCC)N1N(C(CC1=O)=O)CCCC XWXOYYAQETVLBZ-UHFFFAOYSA-N 0.000 claims description 2
LEDXVVSZBQRIKT-UHFFFAOYSA-N 1,2-diethylpyrazolidine-3,5-dione Chemical compound CCN1N(CC)C(=O)CC1=O LEDXVVSZBQRIKT-UHFFFAOYSA-N 0.000 claims description 2
229940078916 carbamide peroxide Drugs 0.000 claims description 2
150000001789 chalcones Chemical class 0.000 claims description 2
150000003217 pyrazoles Chemical class 0.000 claims description 2
235000021286 stilbenes Nutrition 0.000 claims description 2
235000019149 tocopherols Nutrition 0.000 claims description 2
AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims 6
OCKYCCVSWVDVAL-UHFFFAOYSA-N 1,2-dimethylpyrazolidine-3,5-dione Chemical compound CN1N(C)C(=O)CC1=O OCKYCCVSWVDVAL-UHFFFAOYSA-N 0.000 claims 1
GLINJOACCAUMFD-UHFFFAOYSA-N CCCN1N(CCC)C(=O)CC1=O Chemical compound CCCN1N(CCC)C(=O)CC1=O GLINJOACCAUMFD-UHFFFAOYSA-N 0.000 claims 1
125000000332 coumarinyl group Chemical class O1C(=O)C(=CC2=CC=CC=C12)* 0.000 claims 1
150000001629 stilbenes Chemical class 0.000 claims 1
125000002640 tocopherol group Chemical class 0.000 claims 1
DNTVKOMHCDKATN-UHFFFAOYSA-N pyrazolidine-3,5-dione Chemical class O=C1CC(=O)NN1 DNTVKOMHCDKATN-UHFFFAOYSA-N 0.000 abstract description 11
239000000975 dye Substances 0.000 description 63
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 41
150000001875 compounds Chemical class 0.000 description 22
150000002148 esters Chemical class 0.000 description 17
235000011187 glycerol Nutrition 0.000 description 17
239000002253 acid Substances 0.000 description 16
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 14
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 13
GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 12
125000000217 alkyl group Chemical group 0.000 description 12
125000004432 carbon atom Chemical group C* 0.000 description 12
210000004209 hair Anatomy 0.000 description 12
239000002736 nonionic surfactant Substances 0.000 description 12
150000007513 acids Chemical class 0.000 description 11
239000003945 anionic surfactant Substances 0.000 description 11
239000003921 oil Substances 0.000 description 11
235000019198 oils Nutrition 0.000 description 11
230000008569 process Effects 0.000 description 11
229920006395 saturated elastomer Polymers 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
150000001340 alkali metals Chemical class 0.000 description 9
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 9
239000003960 organic solvent Substances 0.000 description 9
239000002904 solvent Substances 0.000 description 9
239000000194 fatty acid Substances 0.000 description 8
239000000543 intermediate Substances 0.000 description 8
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 8
239000011734 sodium Substances 0.000 description 8
239000004094 surface-active agent Substances 0.000 description 8
LBTVHXHERHESKG-UHFFFAOYSA-N tetrahydrocurcumin Chemical compound C1=C(O)C(OC)=CC(CCC(=O)CC(=O)CCC=2C=C(OC)C(O)=CC=2)=C1 LBTVHXHERHESKG-UHFFFAOYSA-N 0.000 description 8
VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 7
235000014113 dietary fatty acids Nutrition 0.000 description 7
229930195729 fatty acid Natural products 0.000 description 7
MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 7
229940060184 oil ingredients Drugs 0.000 description 7
PCMORTLOPMLEFB-ONEGZZNKSA-N sinapic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O PCMORTLOPMLEFB-ONEGZZNKSA-N 0.000 description 7
229910052708 sodium Inorganic materials 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
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DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 6
239000002738 chelating agent Substances 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
235000013399 edible fruits Nutrition 0.000 description 6
LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 6
239000001509 sodium citrate Substances 0.000 description 6
239000000126 substance Substances 0.000 description 6
235000000346 sugar Nutrition 0.000 description 6
OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
229930003427 Vitamin E Natural products 0.000 description 5
150000001335 aliphatic alkanes Chemical class 0.000 description 5
229910052784 alkaline earth metal Inorganic materials 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
229940082500 cetostearyl alcohol Drugs 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
150000004665 fatty acids Chemical class 0.000 description 5
WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 5
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OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 5
229940046009 vitamin E Drugs 0.000 description 5
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 4
150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 4
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 4
GJJVAFUKOBZPCB-UHFFFAOYSA-N 2-methyl-2-(4,8,12-trimethyltrideca-3,7,11-trienyl)-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-UHFFFAOYSA-N 0.000 description 4
239000004215 Carbon black (E152) Substances 0.000 description 4
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
244000000231 Sesamum indicum Species 0.000 description 4
235000003434 Sesamum indicum Nutrition 0.000 description 4
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
229930006000 Sucrose Natural products 0.000 description 4
125000000129 anionic group Chemical group 0.000 description 4
FDSDTBUPSURDBL-LOFNIBRQSA-N canthaxanthin Chemical compound CC=1C(=O)CCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C(=O)CCC1(C)C FDSDTBUPSURDBL-LOFNIBRQSA-N 0.000 description 4
RGIBXDHONMXTLI-UHFFFAOYSA-N chavicol Chemical compound OC1=CC=C(CC=C)C=C1 RGIBXDHONMXTLI-UHFFFAOYSA-N 0.000 description 4
RTIXKCRFFJGDFG-UHFFFAOYSA-N chrysin Chemical compound C=1C(O)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=CC=C1 RTIXKCRFFJGDFG-UHFFFAOYSA-N 0.000 description 4
ZQSIJRDFPHDXIC-UHFFFAOYSA-N daidzein Chemical compound C1=CC(O)=CC=C1C1=COC2=CC(O)=CC=C2C1=O ZQSIJRDFPHDXIC-UHFFFAOYSA-N 0.000 description 4
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 4
RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
150000002191 fatty alcohols Chemical class 0.000 description 4
HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 4
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BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
229930195733 hydrocarbon Natural products 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
IYRMWMYZSQPJKC-UHFFFAOYSA-N kaempferol Chemical compound C1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 IYRMWMYZSQPJKC-UHFFFAOYSA-N 0.000 description 4
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
KZMACGJDUUWFCH-UHFFFAOYSA-O malvidin Chemical compound COC1=C(O)C(OC)=CC(C=2C(=CC=3C(O)=CC(O)=CC=3[O+]=2)O)=C1 KZMACGJDUUWFCH-UHFFFAOYSA-O 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 4
229940055577 oleyl alcohol Drugs 0.000 description 4
150000004989 p-phenylenediamines Chemical class 0.000 description 4
229910052700 potassium Inorganic materials 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
PCMORTLOPMLEFB-UHFFFAOYSA-N sinapinic acid Natural products COC1=CC(C=CC(O)=O)=CC(OC)=C1O PCMORTLOPMLEFB-UHFFFAOYSA-N 0.000 description 4
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 4
235000011083 sodium citrates Nutrition 0.000 description 4
239000005720 sucrose Substances 0.000 description 4
150000003467 sulfuric acid derivatives Chemical class 0.000 description 4
KBPHJBAIARWVSC-XQIHNALSSA-N trans-lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C KBPHJBAIARWVSC-XQIHNALSSA-N 0.000 description 4
JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 4
239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 description 3
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QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
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FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
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239000004721 Polyphenylene oxide Substances 0.000 description 3
ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 3
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