BE513822A

BE513822A -

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Publication number: BE513822A
Authority: BE; Belgium
Prior art keywords: parts; amino; dye; molecule; acid
Prior art date

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English (en)

French (fr)

Publication of BE513822A publication Critical patent/BE513822A/fr

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239000000975 dye Substances 0.000 claims description 82
-1 amino-azo compound Chemical class 0.000 claims description 29
239000004305 biphenyl Substances 0.000 claims description 21
239000002253 acid Substances 0.000 claims description 18
RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 18
229910052802 copper Inorganic materials 0.000 claims description 18
239000010949 copper Substances 0.000 claims description 18
230000001808 coupling Effects 0.000 claims description 17
238000010168 coupling process Methods 0.000 claims description 17
238000005859 coupling reaction Methods 0.000 claims description 17
125000003277 amino group Chemical group 0.000 claims description 14
150000001875 compounds Chemical class 0.000 claims description 11
238000000034 method Methods 0.000 claims description 11
150000004696 coordination complex Chemical class 0.000 claims description 9
WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Chemical compound CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 claims description 8
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 8
238000007747 plating Methods 0.000 claims description 8
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 7
150000001412 amines Chemical class 0.000 claims description 7
150000004982 aromatic amines Chemical class 0.000 claims description 7
150000001879 copper Chemical class 0.000 claims description 7
230000000875 corresponding Effects 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 7
125000003118 aryl group Chemical group 0.000 claims description 5
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 5
150000008430 aromatic amides Chemical class 0.000 claims description 4
239000003795 chemical substances by application Substances 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
150000004780 naphthols Chemical class 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 3
LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
239000000126 substance Substances 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
125000002252 acyl group Chemical group 0.000 claims 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
239000000463 material Substances 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 68
239000000243 solution Substances 0.000 description 60
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 30
VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 26
229910052708 sodium Inorganic materials 0.000 description 25
239000011734 sodium Substances 0.000 description 25
KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 24
239000000203 mixture Substances 0.000 description 21
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 18
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 17
235000017557 sodium bicarbonate Nutrition 0.000 description 15
229910000030 sodium bicarbonate Inorganic materials 0.000 description 15
235000011121 sodium hydroxide Nutrition 0.000 description 12
FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
238000003756 stirring Methods 0.000 description 10
230000015572 biosynthetic process Effects 0.000 description 9
238000005755 formation reaction Methods 0.000 description 9
VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 9
239000001632 sodium acetate Substances 0.000 description 9
235000017281 sodium acetate Nutrition 0.000 description 9
239000001187 sodium carbonate Substances 0.000 description 9
229910000029 sodium carbonate Inorganic materials 0.000 description 9
229920003043 Cellulose fiber Polymers 0.000 description 8
YSZGCNKBKQQPAH-UHFFFAOYSA-N N-(2-acetylphenyl)acetamide Chemical compound CC(=O)NC1=CC=CC=C1C(C)=O YSZGCNKBKQQPAH-UHFFFAOYSA-N 0.000 description 8
240000007817 Olea europaea Species 0.000 description 8
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 8
HKWPUUYEGGDLJF-UHFFFAOYSA-N 4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=CC=C2C(O)=CC(S(O)(=O)=O)=CC2=C1 HKWPUUYEGGDLJF-UHFFFAOYSA-N 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
239000011780 sodium chloride Substances 0.000 description 7
238000005406 washing Methods 0.000 description 7
ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 6
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 5
239000000987 azo dye Substances 0.000 description 5
229950011260 betanaphthol Drugs 0.000 description 5
238000009835 boiling Methods 0.000 description 5
238000002156 mixing Methods 0.000 description 5
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
HGWQOFDAUWCQDA-UHFFFAOYSA-N 4-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(O)=CC=C(S(O)(=O)=O)C2=C1 HGWQOFDAUWCQDA-UHFFFAOYSA-N 0.000 description 4
229920000742 Cotton Polymers 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
229910000365 copper sulfate Inorganic materials 0.000 description 4
238000007127 saponification reaction Methods 0.000 description 4
YGNDWDUEMICDLW-UHFFFAOYSA-N 7-anilino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=CC=C1 YGNDWDUEMICDLW-UHFFFAOYSA-N 0.000 description 3
229960000583 Acetic Acid Drugs 0.000 description 3
WXWCDTXEKCVRRO-UHFFFAOYSA-N Para-Cresidine Chemical compound COC1=CC=C(C)C=C1N WXWCDTXEKCVRRO-UHFFFAOYSA-N 0.000 description 3
235000010290 biphenyl Nutrition 0.000 description 3
SXBOEBVXYQFVJM-UHFFFAOYSA-L copper;2-azanidylpentanedioate Chemical compound [Cu+2].[O-]C(=O)C([NH-])CCC([O-])=O SXBOEBVXYQFVJM-UHFFFAOYSA-L 0.000 description 3
230000027326 copulation Effects 0.000 description 3
BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
239000000047 product Substances 0.000 description 3
239000004627 regenerated cellulose Substances 0.000 description 3
NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 2
FAOJNWOJCPKVTM-UHFFFAOYSA-N 2-methoxynaphthalen-1-amine Chemical compound C1=CC=CC2=C(N)C(OC)=CC=C21 FAOJNWOJCPKVTM-UHFFFAOYSA-N 0.000 description 2
KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 2
ZLHGMJOGMLVDFS-UHFFFAOYSA-N 7-benzamido-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC(=O)C1=CC=CC=C1 ZLHGMJOGMLVDFS-UHFFFAOYSA-N 0.000 description 2
RDOXTESZEPMUJZ-UHFFFAOYSA-N Anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
SJWQCBCAGCEWCV-UHFFFAOYSA-N N-(3-amino-4-methoxyphenyl)acetamide Chemical compound COC1=CC=C(NC(C)=O)C=C1N SJWQCBCAGCEWCV-UHFFFAOYSA-N 0.000 description 2
VMPITZXILSNTON-UHFFFAOYSA-N O-Anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 2
210000002268 Wool Anatomy 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000006193 diazotization reaction Methods 0.000 description 2
238000004043 dyeing Methods 0.000 description 2
150000007530 organic bases Chemical class 0.000 description 2
YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
HIVUAOXLSJITPA-UHFFFAOYSA-N 2-amino-5-hydroxynaphthalene-1,7-disulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=C(S(O)(=O)=O)C(N)=CC=C21 HIVUAOXLSJITPA-UHFFFAOYSA-N 0.000 description 1
TUOWYJFPLMIKCX-UHFFFAOYSA-N 2-ethoxynaphthalen-1-amine Chemical compound C1=CC=CC2=C(N)C(OCC)=CC=C21 TUOWYJFPLMIKCX-UHFFFAOYSA-N 0.000 description 1
RZMZJYAMZGWBLB-UHFFFAOYSA-N 3-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=CC(O)=CC(S(O)(=O)=O)=C21 RZMZJYAMZGWBLB-UHFFFAOYSA-N 0.000 description 1
CDZWHCZLBLCDFR-UHFFFAOYSA-N 3-methoxybenzenesulfonic acid Chemical compound COC1=CC=CC(S(O)(=O)=O)=C1 CDZWHCZLBLCDFR-UHFFFAOYSA-N 0.000 description 1
JZQGPHFIBIPORL-UHFFFAOYSA-N 4-hydroxy-7-(4-sulfoanilino)naphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=C(S(O)(=O)=O)C=C1 JZQGPHFIBIPORL-UHFFFAOYSA-N 0.000 description 1
ZCNCWYFISJTFHB-UHFFFAOYSA-N 4-hydroxy-7-(methylamino)naphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(NC)=CC=C21 ZCNCWYFISJTFHB-UHFFFAOYSA-N 0.000 description 1
IZNPFDIKQHGNSK-UHFFFAOYSA-N 5-amino-6-ethoxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=C(N)C(OCC)=CC=C21 IZNPFDIKQHGNSK-UHFFFAOYSA-N 0.000 description 1
OXQJOAGKNHVOAI-UHFFFAOYSA-N 5-amino-6-methoxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=C(N)C(OC)=CC=C21 OXQJOAGKNHVOAI-UHFFFAOYSA-N 0.000 description 1
YLKCHWCYYNKADS-UHFFFAOYSA-N 5-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(O)=CC=CC2=C1S(O)(=O)=O YLKCHWCYYNKADS-UHFFFAOYSA-N 0.000 description 1
QYFYIOWLBSPSDM-UHFFFAOYSA-N 6-aminonaphthalen-1-ol Chemical compound OC1=CC=CC2=CC(N)=CC=C21 QYFYIOWLBSPSDM-UHFFFAOYSA-N 0.000 description 1
VVPHSMHEYVOVLH-UHFFFAOYSA-N 6-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=CC(O)=CC=C21 VVPHSMHEYVOVLH-UHFFFAOYSA-N 0.000 description 1
KKAMNIDZQVXDJV-UHFFFAOYSA-N 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(NC(=O)C)=CC=C21 KKAMNIDZQVXDJV-UHFFFAOYSA-N 0.000 description 1
HUYJTJXLNBOVFO-UHFFFAOYSA-N 7-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(O)=CC=C21 HUYJTJXLNBOVFO-UHFFFAOYSA-N 0.000 description 1
MVEOHWRUBFWKJY-UHFFFAOYSA-N 7-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=CC2=CC(O)=CC=C21 MVEOHWRUBFWKJY-UHFFFAOYSA-N 0.000 description 1
XQAFHGXXHIZSGZ-UHFFFAOYSA-N 8-hydroxynaphthalene-1,6-disulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=C2C(O)=CC(S(O)(=O)=O)=CC2=C1 XQAFHGXXHIZSGZ-UHFFFAOYSA-N 0.000 description 1
FTGUCJHQXZGBCM-UHFFFAOYSA-N C(C)(=O)C1=C(C(=CC=C1)S(=O)(=O)O)NC(=O)C Chemical compound C(C)(=O)C1=C(C(=CC=C1)S(=O)(=O)O)NC(=O)C FTGUCJHQXZGBCM-UHFFFAOYSA-N 0.000 description 1
RJECVUNIRMXJKN-UHFFFAOYSA-N C(C1=CC=CC=C1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O Chemical compound C(C1=CC=CC=C1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O RJECVUNIRMXJKN-UHFFFAOYSA-N 0.000 description 1
SZDFCLITCAEMST-UHFFFAOYSA-N C1(CCCCC1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O Chemical compound C1(CCCCC1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O SZDFCLITCAEMST-UHFFFAOYSA-N 0.000 description 1
FKORGLNGEASTQE-UHFFFAOYSA-L C1=CC=CC2=CC(S(=O)(=O)[O-])=CC(S([O-])(=O)=O)=C21 Chemical compound C1=CC=CC2=CC(S(=O)(=O)[O-])=CC(S([O-])(=O)=O)=C21 FKORGLNGEASTQE-UHFFFAOYSA-L 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
239000005751 Copper oxide Substances 0.000 description 1
241001024304 Mino Species 0.000 description 1
HKDCEJXTXUQIQR-UHFFFAOYSA-N N-(5-hydroxynaphthalen-1-yl)benzamide Chemical compound C1=CC=C2C(O)=CC=CC2=C1NC(=O)C1=CC=CC=C1 HKDCEJXTXUQIQR-UHFFFAOYSA-N 0.000 description 1
YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
HLBBKKJFGFRGMU-UHFFFAOYSA-M Sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
239000004280 Sodium formate Substances 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
230000002378 acidificating Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000004442 acylamino group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
KDFQYGBJUYYWDJ-UHFFFAOYSA-N azane;sodium Chemical compound N.[Na] KDFQYGBJUYYWDJ-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
238000004040 coloring Methods 0.000 description 1
QPLDLSVMHZLSFG-UHFFFAOYSA-N copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
229910000431 copper oxide Inorganic materials 0.000 description 1
PBTUTICKCLVZAB-ZJVSAGCXSA-H copper;tetrasodium;7-[[4-(2-hydroxyethylamino)-6-[[(6E)-6-[(2-oxido-5-sulfonatophenyl)hydrazinylidene]-5-oxo-7-sulfonatonaphthalen-2-yl]amino]-1,3,5-triazin-2-yl]amino]-3-[(4-methoxy-2-sulfonatophenyl)diazenyl]-4-oxidonaphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].[O-]S(=O)(=O)C1=CC(OC)=CC=C1N=NC(C(=CC1=C2)S([O-])(=O)=O)=C([O-])C1=CC=C2NC1=NC(NCCO)=NC(NC=2C=C3C=C(C(=N/NC=4C(=CC=C(C=4)S([O-])(=O)=O)[O-])/C(=O)C3=CC=2)S([O-])(=O)=O)=N1 PBTUTICKCLVZAB-ZJVSAGCXSA-H 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
HFNQLYDPNAZRCH-UHFFFAOYSA-K hydrogen carbonate;carbonate Chemical compound OC([O-])=O.[O-]C([O-])=O HFNQLYDPNAZRCH-UHFFFAOYSA-K 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000000155 melt Substances 0.000 description 1
NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000002763 monocarboxylic acids Chemical class 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
HYFMZOAPNQAXHU-UHFFFAOYSA-N naphthalene-1,7-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(S(=O)(=O)O)=CC=C21 HYFMZOAPNQAXHU-UHFFFAOYSA-N 0.000 description 1
PYOZTOXFQNWBIS-UHFFFAOYSA-N phenol;sodium Chemical compound [Na].OC1=CC=CC=C1 PYOZTOXFQNWBIS-UHFFFAOYSA-N 0.000 description 1
SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 1
YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000002002 slurry Substances 0.000 description 1
235000019254 sodium formate Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
AJXVJQAPXVDFBT-UHFFFAOYSA-M sodium;naphthalen-2-olate Chemical compound [Na+].C1=CC=CC2=CC([O-])=CC=C21 AJXVJQAPXVDFBT-UHFFFAOYSA-M 0.000 description 1
230000001131 transforming Effects 0.000 description 1