BRPI0616853A2

BRPI0616853A2 - compostos de tinturas de tiol, processos para preparação dos mesmos, métodos de tingir fibras e composição

compostos de tinturas de tiol, processos para preparação dos mesmos, métodos de tingir fibras e composição Download PDF

Info

Publication number: BRPI0616853A2
Authority: BR; Brazil
Prior art keywords: formula; alkyl; dye; dyes; compounds
Prior art date: 2005-10-06

Application number

BRPI0616853-1A

Other languages

English (en)

Portuguese (pt)

Inventor

Victor Paul Eliu

Beate Frihling

Achim Buehrer

Original Assignee

Ciba Sc Holding Ag

Priority date

2005-10-06

Filing date

2006-09-27

Publication date

2011-07-05

2006-09-27 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

2011-07-05 Publication of BRPI0616853A2 publication Critical patent/BRPI0616853A2/pt

Links

239000000203 mixture Substances 0.000 title claims abstract description 117
150000001875 compounds Chemical class 0.000 title claims abstract description 108
238000004043 dyeing Methods 0.000 title claims abstract description 37
238000000034 method Methods 0.000 title claims abstract description 32
239000000835 fiber Substances 0.000 title claims abstract description 31
230000008569 process Effects 0.000 title claims abstract description 19
239000000975 dye Substances 0.000 title claims description 144
150000003573 thiols Chemical class 0.000 title abstract description 4
125000000217 alkyl group Chemical group 0.000 claims abstract description 30
102000011782 Keratins Human genes 0.000 claims abstract description 27
108010076876 Keratins Proteins 0.000 claims abstract description 27
229940098465 tincture Drugs 0.000 claims abstract description 25
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
239000001257 hydrogen Substances 0.000 claims abstract description 16
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
125000002947 alkylene group Chemical group 0.000 claims abstract description 7
125000003118 aryl group Chemical group 0.000 claims abstract description 7
229910052799 carbon Inorganic materials 0.000 claims abstract description 6
125000002837 carbocyclic group Chemical group 0.000 claims abstract description 5
125000005842 heteroatom Chemical group 0.000 claims abstract description 4
125000004450 alkenylene group Chemical group 0.000 claims abstract description 3
150000007970 thio esters Chemical group 0.000 claims abstract description 3
150000002431 hydrogen Chemical class 0.000 claims abstract 2
-1 amino benzaldehyde compound Chemical class 0.000 claims description 55
238000002360 preparation method Methods 0.000 claims description 36
239000002253 acid Substances 0.000 claims description 32
239000007800 oxidant agent Substances 0.000 claims description 25
239000000982 direct dye Substances 0.000 claims description 23
150000003839 salts Chemical class 0.000 claims description 16
238000006243 chemical reaction Methods 0.000 claims description 12
239000002453 shampoo Substances 0.000 claims description 10
239000003638 chemical reducing agent 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
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
239000005977 Ethylene Substances 0.000 claims description 3
PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 claims description 2
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims description 2
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 2
UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims description 2
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 2
235000018417 cysteine Nutrition 0.000 claims description 2
GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
229960003151 mercaptamine Drugs 0.000 claims description 2
PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 claims description 2
HZZYSSHSLSZPDG-UHFFFAOYSA-N propane-1,2,3-triol;2-sulfanylacetic acid Chemical compound OC(=O)CS.OCC(O)CO HZZYSSHSLSZPDG-UHFFFAOYSA-N 0.000 claims description 2
239000000985 reactive dye Substances 0.000 claims description 2
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 2
235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 2
235000010262 sodium metabisulphite Nutrition 0.000 claims description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 2
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
230000002152 alkylating effect Effects 0.000 claims 1
238000012217 deletion Methods 0.000 claims 1
230000037430 deletion Effects 0.000 claims 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
229940001584 sodium metabisulfite Drugs 0.000 claims 1
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical group OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims 1
210000004209 hair Anatomy 0.000 abstract description 53
239000011368 organic material Substances 0.000 abstract description 7
125000002993 cycloalkylene group Chemical group 0.000 abstract description 3
125000000732 arylene group Chemical group 0.000 abstract description 2
239000000047 product Substances 0.000 description 53
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 45
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 32
125000002091 cationic group Chemical group 0.000 description 26
238000009472 formulation Methods 0.000 description 25
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
238000001816 cooling Methods 0.000 description 19
238000005160 1H NMR spectroscopy Methods 0.000 description 18
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
239000000243 solution Substances 0.000 description 18
239000002904 solvent Substances 0.000 description 17
238000007792 addition Methods 0.000 description 16
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 16
238000002156 mixing Methods 0.000 description 16
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 16
230000003647 oxidation Effects 0.000 description 15
238000007254 oxidation reaction Methods 0.000 description 15
238000010992 reflux Methods 0.000 description 13
230000029936 alkylation Effects 0.000 description 12
238000005804 alkylation reaction Methods 0.000 description 12
229920001577 copolymer Polymers 0.000 description 12
239000000118 hair dye Substances 0.000 description 12
239000000126 substance Substances 0.000 description 12
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 11
230000008878 coupling Effects 0.000 description 11
238000010168 coupling process Methods 0.000 description 11
238000005859 coupling reaction Methods 0.000 description 11
239000011541 reaction mixture Substances 0.000 description 11
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 10
239000006096 absorbing agent Substances 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 10
238000001035 drying Methods 0.000 description 10
239000004094 surface-active agent Substances 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 9
239000002585 base Substances 0.000 description 9
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
150000007513 acids Chemical class 0.000 description 7
239000007795 chemical reaction product Substances 0.000 description 7
235000014113 dietary fatty acids Nutrition 0.000 description 7
238000011156 evaluation Methods 0.000 description 7
239000000194 fatty acid Substances 0.000 description 7
229930195729 fatty acid Natural products 0.000 description 7
239000002243 precursor Substances 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
239000000980 acid dye Substances 0.000 description 6
239000003945 anionic surfactant Substances 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
229920002678 cellulose Polymers 0.000 description 6
235000010980 cellulose Nutrition 0.000 description 6
238000009833 condensation Methods 0.000 description 6
230000005494 condensation Effects 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
239000000499 gel Substances 0.000 description 6
150000003254 radicals Chemical group 0.000 description 6
GDWATTUGDZOQKO-UHFFFAOYSA-N 3-(2-chloroethyl)-2-(methylamino)benzaldehyde Chemical compound CNC1=C(CCCl)C=CC=C1C=O GDWATTUGDZOQKO-UHFFFAOYSA-N 0.000 description 5
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-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
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 5
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
244000172533 Viola sororia Species 0.000 description 5
239000002671 adjuvant Substances 0.000 description 5
230000003197 catalytic effect Effects 0.000 description 5
239000001913 cellulose Substances 0.000 description 5
239000006071 cream Substances 0.000 description 5
238000009826 distribution Methods 0.000 description 5
239000000839 emulsion Substances 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
150000002191 fatty alcohols Chemical class 0.000 description 5
238000004128 high performance liquid chromatography Methods 0.000 description 5
239000003921 oil Substances 0.000 description 5
235000019198 oils Nutrition 0.000 description 5
239000002304 perfume Substances 0.000 description 5
229920005862 polyol Polymers 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
239000011734 sodium Substances 0.000 description 5
239000012265 solid product Substances 0.000 description 5
BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
244000208060 Lawsonia inermis Species 0.000 description 4
XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 4
108010009736 Protein Hydrolysates Proteins 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
125000002252 acyl group Chemical group 0.000 description 4
229910052783 alkali metal Inorganic materials 0.000 description 4
125000000129 anionic group Chemical group 0.000 description 4
239000003963 antioxidant agent Substances 0.000 description 4
238000004061 bleaching Methods 0.000 description 4
239000003093 cationic surfactant Substances 0.000 description 4
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
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230000007062 hydrolysis Effects 0.000 description 4
238000006460 hydrolysis reaction Methods 0.000 description 4
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239000007858 starting material Substances 0.000 description 4
239000008399 tap water Substances 0.000 description 4
235000020679 tap water Nutrition 0.000 description 4
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 3
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 3
SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical class C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 description 3
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241000196324 Embryophyta Species 0.000 description 3
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239000004952 Polyamide Substances 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
150000001299 aldehydes Chemical class 0.000 description 3
125000005263 alkylenediamine group Chemical group 0.000 description 3
239000004359 castor oil Substances 0.000 description 3
235000019438 castor oil Nutrition 0.000 description 3
239000002537 cosmetic Substances 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
235000011187 glycerol Nutrition 0.000 description 3
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239000002563 ionic surfactant Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000006210 lotion Substances 0.000 description 3
230000001590 oxidative effect Effects 0.000 description 3
239000000546 pharmaceutical excipient Substances 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
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150000003077 polyols Chemical class 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000011591 potassium Substances 0.000 description 3
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical class OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
239000007921 spray Substances 0.000 description 3
239000002562 thickening agent Substances 0.000 description 3
238000011282 treatment Methods 0.000 description 3
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CRDAMVZIKSXKFV-YFVJMOTDSA-N (2-trans,6-trans)-farnesol Chemical group CC(C)=CCC\C(C)=C\CC\C(C)=C\CO CRDAMVZIKSXKFV-YFVJMOTDSA-N 0.000 description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 2
XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
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CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical class NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
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YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 2
DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 2
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235000007866 Chamaemelum nobile Nutrition 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
244000303965 Cyamopsis psoralioides Species 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
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WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
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