BE516053A - - Google Patents

Info

Publication number

BE516053A

BE516053A BE516053DA BE516053A BE 516053 A BE516053 A BE 516053A BE 516053D A BE516053D A BE 516053DA BE 516053 A BE516053 A BE 516053A

Authority

BE

Belgium

Prior art keywords

residue

chromium

cobalt

hydroxyl

compounds

Prior art date

Links

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• 239000000975 dye Substances 0.000 claims description 56
• 229910052804 chromium Inorganic materials 0.000 claims description 25
• VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 24
• 229910017052 cobalt Inorganic materials 0.000 claims description 23
• 239000010941 cobalt Substances 0.000 claims description 23
• 230000008878 coupling Effects 0.000 claims description 23
• 238000010168 coupling process Methods 0.000 claims description 23
• 238000005859 coupling reaction Methods 0.000 claims description 23
• 238000000034 method Methods 0.000 claims description 23
• 239000011651 chromium Substances 0.000 claims description 20
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
• GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 18
• 150000001875 compounds Chemical class 0.000 claims description 17
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
• -1 ketomethylene group Chemical group 0.000 claims description 17
• 238000004043 dyeing Methods 0.000 claims description 15
• 210000002268 wool Anatomy 0.000 claims description 15
• 239000002253 acid Substances 0.000 claims description 14
• 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 claims description 12
• 239000003795 chemical substances by application Substances 0.000 claims description 11
• 230000007935 neutral effect Effects 0.000 claims description 11
• 125000003118 aryl group Chemical group 0.000 claims description 9
• 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 9
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
• 125000001931 aliphatic group Chemical group 0.000 claims description 7
• 150000001412 amines Chemical class 0.000 claims description 7
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
• 229910052751 metal Inorganic materials 0.000 claims description 7
• 239000002184 metal Substances 0.000 claims description 7
• 125000004432 carbon atom Chemical group C* 0.000 claims description 6
• 150000001845 chromium compounds Chemical class 0.000 claims description 6
• 150000001408 amides Chemical class 0.000 claims description 5
• 238000001465 metallisation Methods 0.000 claims description 5
• JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical class C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
• 125000000217 alkyl group Chemical group 0.000 claims description 4
• 150000001555 benzenes Chemical class 0.000 claims description 4
• GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 claims description 4
• 150000003839 salts Chemical class 0.000 claims description 4
• 125000000565 sulfonamide group Chemical group 0.000 claims description 4
• 239000000835 fiber Substances 0.000 claims description 3
• 150000002736 metal compounds Chemical class 0.000 claims description 3
• 125000000623 heterocyclic group Chemical group 0.000 claims description 2
• 239000000463 material Substances 0.000 claims description 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
• 229960003742 phenol Drugs 0.000 claims description 2
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
• YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims 2
• ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical class O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 claims 1
• KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical group C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
• 150000002739 metals Chemical class 0.000 claims 1
• 150000002790 naphthalenes Chemical class 0.000 claims 1
• 229910052757 nitrogen Inorganic materials 0.000 claims 1
• FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims 1
• 229960004889 salicylic acid Drugs 0.000 claims 1
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 30
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 16
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
• 239000000843 powder Substances 0.000 description 9
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
• 229910000029 sodium carbonate Inorganic materials 0.000 description 8
• LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 8
• QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 7
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
• 238000004532 chromating Methods 0.000 description 7
• VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
• 235000019441 ethanol Nutrition 0.000 description 6
• 239000000203 mixture Substances 0.000 description 6
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
• 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
• 238000009835 boiling Methods 0.000 description 5
• 239000000047 product Substances 0.000 description 5
• 229910052708 sodium Inorganic materials 0.000 description 5
• 239000011734 sodium Substances 0.000 description 5
• PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
• 230000001034 aminogenic effect Effects 0.000 description 4
• HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 4
• DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 4
• 150000004700 cobalt complex Chemical class 0.000 description 4
• 239000000155 melt Substances 0.000 description 4
• 238000002360 preparation method Methods 0.000 description 4
• 238000010992 reflux Methods 0.000 description 4
• 239000011780 sodium chloride Substances 0.000 description 4
• 235000010288 sodium nitrite Nutrition 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• 150000003457 sulfones Chemical class 0.000 description 4
• 239000000725 suspension Substances 0.000 description 4
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
• 230000002378 acidificating effect Effects 0.000 description 3
• 150000007513 acids Chemical class 0.000 description 3
• 229910052801 chlorine Inorganic materials 0.000 description 3
• 150000001844 chromium Chemical class 0.000 description 3
• KTVIXTQDYHMGHF-UHFFFAOYSA-L cobalt(2+) sulfate Chemical compound [Co+2].[O-]S([O-])(=O)=O KTVIXTQDYHMGHF-UHFFFAOYSA-L 0.000 description 3
• 239000011541 reaction mixture Substances 0.000 description 3
• 239000002904 solvent Substances 0.000 description 3
• 238000005406 washing Methods 0.000 description 3
• HDHQZCHIXUUSMK-UHFFFAOYSA-N 4-hydroxy-2-quinolone Chemical compound C1=CC=C2C(O)=CC(=O)NC2=C1 HDHQZCHIXUUSMK-UHFFFAOYSA-N 0.000 description 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
• CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
• PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
• 229910052783 alkali metal Inorganic materials 0.000 description 2
• 150000001340 alkali metals Chemical class 0.000 description 2
• 230000015572 biosynthetic process Effects 0.000 description 2
• BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
• 125000001309 chloro group Chemical group Cl* 0.000 description 2
• MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
• 229940044175 cobalt sulfate Drugs 0.000 description 2
• 229910000361 cobalt sulfate Inorganic materials 0.000 description 2
• 238000009833 condensation Methods 0.000 description 2
• 230000005494 condensation Effects 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 230000027326 copulation Effects 0.000 description 2
• 239000013078 crystal Substances 0.000 description 2
• 238000002425 crystallisation Methods 0.000 description 2
• 230000008025 crystallization Effects 0.000 description 2
• 150000008049 diazo compounds Chemical class 0.000 description 2
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
• 239000007789 gas Substances 0.000 description 2
• 150000004820 halides Chemical class 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 150000004679 hydroxides Chemical class 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 230000008018 melting Effects 0.000 description 2
• MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 description 2
• 230000003472 neutralizing effect Effects 0.000 description 2
• 229910052759 nickel Inorganic materials 0.000 description 2
• JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 2
• GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
• 238000007127 saponification reaction Methods 0.000 description 2
• 159000000000 sodium salts Chemical class 0.000 description 2
• 239000007787 solid Substances 0.000 description 2
• 230000009466 transformation Effects 0.000 description 2
• 238000011282 treatment Methods 0.000 description 2
• APWZAIZNWQFZBK-UHFFFAOYSA-N 1-ethoxynaphthalene Chemical compound C1=CC=C2C(OCC)=CC=CC2=C1 APWZAIZNWQFZBK-UHFFFAOYSA-N 0.000 description 1
• URLKJZYEIINRBY-UHFFFAOYSA-N 2-butyl-5-methyl-4h-pyrazol-3-one Chemical compound CCCCN1N=C(C)CC1=O URLKJZYEIINRBY-UHFFFAOYSA-N 0.000 description 1
• RTLKJCSGNBYCKJ-UHFFFAOYSA-N 3-oxo-3-phenylpropanamide Chemical compound NC(=O)CC(=O)C1=CC=CC=C1 RTLKJCSGNBYCKJ-UHFFFAOYSA-N 0.000 description 1
• SEWNAJIUKSTYOP-UHFFFAOYSA-N 4-chloro-3-nitrobenzenesulfonyl chloride Chemical compound [O-][N+](=O)C1=CC(S(Cl)(=O)=O)=CC=C1Cl SEWNAJIUKSTYOP-UHFFFAOYSA-N 0.000 description 1
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
• SJOOTUOEYINYIS-UHFFFAOYSA-N ClC1(C(C=CC=C1)[N+](=O)[O-])S(=O)O Chemical class ClC1(C(C=CC=C1)[N+](=O)[O-])S(=O)O SJOOTUOEYINYIS-UHFFFAOYSA-N 0.000 description 1
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
• KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
• BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
• 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
• BERPCVULMUPOER-UHFFFAOYSA-N Quinolinediol Chemical class C1=CC=C2NC(=O)C(O)=CC2=C1 BERPCVULMUPOER-UHFFFAOYSA-N 0.000 description 1
• FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
• 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
• WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical compound CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
• 125000004442 acylamino group Chemical group 0.000 description 1
• 125000002723 alicyclic group Chemical group 0.000 description 1
• 150000001447 alkali salts Chemical class 0.000 description 1
• 125000003545 alkoxy group Chemical group 0.000 description 1
• 150000005224 alkoxybenzenes Chemical class 0.000 description 1
• 150000001347 alkyl bromides Chemical class 0.000 description 1
• 229910052782 aluminium Inorganic materials 0.000 description 1
• XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
• 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 description 1
• 150000003931 anilides Chemical class 0.000 description 1
• 150000001491 aromatic compounds Chemical class 0.000 description 1
• 125000004429 atom Chemical group 0.000 description 1
• 239000000987 azo dye Substances 0.000 description 1
• 150000007656 barbituric acids Chemical class 0.000 description 1
• 239000002585 base Chemical class 0.000 description 1
• KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
• 229940073608 benzyl chloride Drugs 0.000 description 1
• 229950011260 betanaphthol Drugs 0.000 description 1
• 239000001569 carbon dioxide Substances 0.000 description 1
• 229910002092 carbon dioxide Inorganic materials 0.000 description 1
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
• 239000003054 catalyst Substances 0.000 description 1
• 239000000460 chlorine Substances 0.000 description 1
• GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical class [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
• 235000015165 citric acid Nutrition 0.000 description 1
• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
• 229940011182 cobalt acetate Drugs 0.000 description 1
• 239000003086 colorant Substances 0.000 description 1
• 239000007859 condensation product Substances 0.000 description 1
• 229910052802 copper Inorganic materials 0.000 description 1
• 239000010949 copper Substances 0.000 description 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• 238000006193 diazotization reaction Methods 0.000 description 1
• 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 150000005205 dihydroxybenzenes Chemical class 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 125000004494 ethyl ester group Chemical group 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• 229940044170 formate Drugs 0.000 description 1
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
• 229910052737 gold Inorganic materials 0.000 description 1
• 239000010931 gold Substances 0.000 description 1
• 125000005843 halogen group Chemical group 0.000 description 1
• 229910052739 hydrogen Inorganic materials 0.000 description 1
• 239000001257 hydrogen Substances 0.000 description 1
• 150000005204 hydroxybenzenes Chemical class 0.000 description 1
• 239000012535 impurity Substances 0.000 description 1
• 229910052742 iron Inorganic materials 0.000 description 1
• RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
• 239000004922 lacquer Substances 0.000 description 1
• 239000010985 leather Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 238000002156 mixing Methods 0.000 description 1
• MNZMMCVIXORAQL-UHFFFAOYSA-N naphthalene-2,6-diol Chemical compound C1=C(O)C=CC2=CC(O)=CC=C21 MNZMMCVIXORAQL-UHFFFAOYSA-N 0.000 description 1
• 238000006386 neutralization reaction Methods 0.000 description 1
• 229920001778 nylon Polymers 0.000 description 1
• 150000007524 organic acids Chemical class 0.000 description 1
• 235000005985 organic acids Nutrition 0.000 description 1
• 239000003960 organic solvent Chemical class 0.000 description 1
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
• FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
• 239000004033 plastic Substances 0.000 description 1
• 229920003023 plastic Polymers 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 230000001737 promoting effect Effects 0.000 description 1
• 108090000623 proteins and genes Proteins 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 239000011347 resin Substances 0.000 description 1
• 229920005989 resin Polymers 0.000 description 1
• 229910052938 sodium sulfate Inorganic materials 0.000 description 1
• GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
• 235000011152 sodium sulphate Nutrition 0.000 description 1
• 239000007858 starting material Substances 0.000 description 1
• 125000001424 substituent group Chemical group 0.000 description 1
• 125000001174 sulfone group Chemical group 0.000 description 1
• 229920002994 synthetic fiber Polymers 0.000 description 1
• 235000002906 tartaric acid Nutrition 0.000 description 1
• 239000011975 tartaric acid Substances 0.000 description 1
• 230000001131 transforming effect Effects 0.000 description 1
• 239000001993 wax Substances 0.000 description 1
• 239000008096 xylene Substances 0.000 description 1