DE2333793B2

DE2333793B2 - Diazotypiematerial

Diazotypiematerial

Info

Publication number: DE2333793B2
Authority: DE; Germany
Prior art keywords: mercapto; acid; magnesium; dyes; diazotype
Prior art date: 1972-07-06
Legal status : Ceased

Application number

DE19732333793

Other languages

German (de)

English (en)

Other versions

DE2333793A1 (de

Current Assignee

Canon Inc

Original Assignee

Canon Inc

Priority date

1972-07-06

Filing date

1973-07-03

Publication date

1978-01-05

1973-07-03 Application filed by Canon Inc filed Critical Canon Inc

1974-01-24 Publication of DE2333793A1 publication Critical patent/DE2333793A1/de

1978-01-05 Publication of DE2333793B2 publication Critical patent/DE2333793B2/de

Status Ceased legal-status Critical Current

Links

239000000463 material Substances 0.000 title claims description 43
150000001875 compounds Chemical class 0.000 claims description 33
230000001235 sensitizing effect Effects 0.000 claims description 16
150000001989 diazonium salts Chemical class 0.000 claims description 13
-1 aromatic diazo compounds Chemical class 0.000 description 43
239000000975 dye Substances 0.000 description 31
159000000003 magnesium salts Chemical class 0.000 description 13
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 12
125000000217 alkyl group Chemical group 0.000 description 12
CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 12
229960000907 methylthioninium chloride Drugs 0.000 description 12
239000002253 acid Substances 0.000 description 10
230000008878 coupling Effects 0.000 description 9
238000010168 coupling process Methods 0.000 description 9
238000005859 coupling reaction Methods 0.000 description 9
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
125000003118 aryl group Chemical group 0.000 description 8
YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 8
125000004433 nitrogen atom Chemical group N* 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
206010070834 Sensitisation Diseases 0.000 description 7
UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 7
239000011654 magnesium acetate Substances 0.000 description 7
235000011285 magnesium acetate Nutrition 0.000 description 7
229940069446 magnesium acetate Drugs 0.000 description 7
238000000034 method Methods 0.000 description 7
230000008313 sensitization Effects 0.000 description 7
239000011734 sodium Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
CYCKHTAVNBPQDB-UHFFFAOYSA-N 4-phenyl-3H-thiazole-2-thione Chemical compound S1C(S)=NC(C=2C=CC=CC=2)=C1 CYCKHTAVNBPQDB-UHFFFAOYSA-N 0.000 description 6
125000003710 aryl alkyl group Chemical group 0.000 description 6
229910052739 hydrogen Inorganic materials 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
229910001629 magnesium chloride Inorganic materials 0.000 description 6
239000000203 mixture Substances 0.000 description 6
230000035945 sensitivity Effects 0.000 description 6
230000003595 spectral effect Effects 0.000 description 6
125000003545 alkoxy group Chemical group 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
101150065749 Churc1 gene Proteins 0.000 description 4
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
125000002252 acyl group Chemical group 0.000 description 4
150000001450 anions Chemical class 0.000 description 4
125000003435 aroyl group Chemical group 0.000 description 4
239000000987 azo dye Substances 0.000 description 4
239000012954 diazonium Substances 0.000 description 4
150000002431 hydrogen Chemical class 0.000 description 4
229910052943 magnesium sulfate Inorganic materials 0.000 description 4
235000019341 magnesium sulphate Nutrition 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 4
229910052721 tungsten Inorganic materials 0.000 description 4
239000010937 tungsten Substances 0.000 description 4
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
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 3
102100038239 Protein Churchill Human genes 0.000 description 3
239000000999 acridine dye Substances 0.000 description 3
OLOCHARBKDWIBK-UHFFFAOYSA-N benzene-1,3-disulfinic acid Chemical compound OS(=O)C1=CC=CC(S(O)=O)=C1 OLOCHARBKDWIBK-UHFFFAOYSA-N 0.000 description 3
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 3
150000002391 heterocyclic compounds Chemical class 0.000 description 3
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
MWCGLTCRJJFXKR-UHFFFAOYSA-N n-phenylethanethioamide Chemical compound CC(=S)NC1=CC=CC=C1 MWCGLTCRJJFXKR-UHFFFAOYSA-N 0.000 description 3
150000002892 organic cations Chemical class 0.000 description 3
GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
229910052717 sulfur Inorganic materials 0.000 description 3
239000001016 thiazine dye Substances 0.000 description 3
ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 3
FVNKWWBXNSNIAR-BYPYZUCNSA-N (2s)-2-amino-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)propanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CNC(=S)N1 FVNKWWBXNSNIAR-BYPYZUCNSA-N 0.000 description 2
HHSAQSIIYVKIOL-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dithione Chemical compound S=C1NNC(=S)NN1 HHSAQSIIYVKIOL-UHFFFAOYSA-N 0.000 description 2
OTNSJAUBOYWVEB-UHFFFAOYSA-N 1,2,4-thiadiazolidine-3,5-dithione Chemical compound S=C1NSC(=S)N1 OTNSJAUBOYWVEB-UHFFFAOYSA-N 0.000 description 2
QZQLBBPKPGSZBH-UHFFFAOYSA-N 1,2-dihydroindazole-3-thione Chemical compound C1=CC=C2C(S)=NNC2=C1 QZQLBBPKPGSZBH-UHFFFAOYSA-N 0.000 description 2
YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
DDDWOMIVMIHAEN-UHFFFAOYSA-N 1,3-thiazinane-2-thione Chemical compound S=C1NCCCS1 DDDWOMIVMIHAEN-UHFFFAOYSA-N 0.000 description 2
KXZSVYHFYHTNBI-UHFFFAOYSA-N 1h-quinoline-2-thione Chemical compound C1=CC=CC2=NC(S)=CC=C21 KXZSVYHFYHTNBI-UHFFFAOYSA-N 0.000 description 2
JAAIPIWKKXCNOC-UHFFFAOYSA-N 1h-tetrazol-1-ium-5-thiolate Chemical compound SC1=NN=NN1 JAAIPIWKKXCNOC-UHFFFAOYSA-N 0.000 description 2
QLBOSXNPUWILEY-UHFFFAOYSA-N 2,6-dimethoxy-1h-pyrimidine-4-thione Chemical compound COC1=CC(=S)N=C(OC)N1 QLBOSXNPUWILEY-UHFFFAOYSA-N 0.000 description 2
FLEOBKHAPXSNGY-UHFFFAOYSA-N 2-methoxybenzenesulfinic acid Chemical compound COC1=CC=CC=C1S(O)=O FLEOBKHAPXSNGY-UHFFFAOYSA-N 0.000 description 2
KKOLLCGNDRMSSZ-UHFFFAOYSA-N 4,4,5,5-tetramethylimidazolidine-2-thione Chemical compound CC1(C)NC(=S)NC1(C)C KKOLLCGNDRMSSZ-UHFFFAOYSA-N 0.000 description 2
KKHBRTFQIYIHEI-UHFFFAOYSA-N 4,5-dimethyl-3h-1,3-thiazole-2-thione Chemical compound CC=1N=C(S)SC=1C KKHBRTFQIYIHEI-UHFFFAOYSA-N 0.000 description 2
DLBJODXBDQMKRQ-UHFFFAOYSA-N 4,6,6-trimethyl-3h-1,3-thiazine-2-thione Chemical compound CC1=CC(C)(C)SC(=S)N1 DLBJODXBDQMKRQ-UHFFFAOYSA-N 0.000 description 2
QCAWOHUJKPKOMD-UHFFFAOYSA-N 4,6-diamino-1h-pyrimidine-2-thione Chemical compound NC1=CC(N)=NC(S)=N1 QCAWOHUJKPKOMD-UHFFFAOYSA-N 0.000 description 2
YDQNDKBOOVXRTL-UHFFFAOYSA-N 4-acetamidobenzenesulfinic acid Chemical compound CC(=O)NC1=CC=C(S(O)=O)C=C1 YDQNDKBOOVXRTL-UHFFFAOYSA-N 0.000 description 2
QBLQHDHWTVMHRH-UHFFFAOYSA-N 4-bromobenzenesulfinic acid Chemical compound OS(=O)C1=CC=C(Br)C=C1 QBLQHDHWTVMHRH-UHFFFAOYSA-N 0.000 description 2
DJYZEJZJLGJTKX-UHFFFAOYSA-N 4-methoxynaphthalene-1-sulfinic acid Chemical compound C1=CC=C2C(OC)=CC=C(S(O)=O)C2=C1 DJYZEJZJLGJTKX-UHFFFAOYSA-N 0.000 description 2
DNINDVQSJVZLBU-UHFFFAOYSA-M CCCCCCCCS([O-])=O.[K+] Chemical compound CCCCCCCCS([O-])=O.[K+] DNINDVQSJVZLBU-UHFFFAOYSA-M 0.000 description 2
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
KFFQABQEJATQAT-UHFFFAOYSA-N N,N'-dibutylthiourea Chemical compound CCCCNC(=S)NCCCC KFFQABQEJATQAT-UHFFFAOYSA-N 0.000 description 2
OTBIZQZSAUNEQC-UHFFFAOYSA-N NC(C=C(C=C1)S(C2=CC=CC=C2)(=O)=O)=C1S(O)=O Chemical compound NC(C=C(C=C1)S(C2=CC=CC=C2)(=O)=O)=C1S(O)=O OTBIZQZSAUNEQC-UHFFFAOYSA-N 0.000 description 2
MISOVGNSVPYFQS-UHFFFAOYSA-N OS(C1=C(CC2=CC=CC=C2)C2=CC=CC=C2C=C1)=O Chemical compound OS(C1=C(CC2=CC=CC=C2)C2=CC=CC=C2C=C1)=O MISOVGNSVPYFQS-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
QIOZLISABUUKJY-UHFFFAOYSA-N Thiobenzamide Chemical compound NC(=S)C1=CC=CC=C1 QIOZLISABUUKJY-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
BGLGAKMTYHWWKW-UHFFFAOYSA-N acridine yellow Chemical compound [H+].[Cl-].CC1=C(N)C=C2N=C(C=C(C(C)=C3)N)C3=CC2=C1 BGLGAKMTYHWWKW-UHFFFAOYSA-N 0.000 description 2
HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 2
125000004104 aryloxy group Chemical group 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
239000013078 crystal Substances 0.000 description 2
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
BBFBNDYGZBKPIA-UHFFFAOYSA-K dichlorozinc [7-(diethylamino)phenothiazin-3-ylidene]-dimethylazanium chloride Chemical compound [Cl-].Cl[Zn]Cl.C1=CC(=[N+](C)C)C=C2SC3=CC(N(CC)CC)=CC=C3N=C21 BBFBNDYGZBKPIA-UHFFFAOYSA-K 0.000 description 2
CPGLZCPYWQALMI-UHFFFAOYSA-N dodecane-1-sulfinic acid Chemical compound CCCCCCCCCCCCS(O)=O CPGLZCPYWQALMI-UHFFFAOYSA-N 0.000 description 2
238000001035 drying Methods 0.000 description 2
YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 description 2
239000011888 foil Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
239000003112 inhibitor Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 2
229910001623 magnesium bromide Inorganic materials 0.000 description 2
BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 2
229910001641 magnesium iodide Inorganic materials 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
125000000896 monocarboxylic acid group Chemical group 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
239000001007 phthalocyanine dye Substances 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
WHMDPDGBKYUEMW-UHFFFAOYSA-N pyridine-2-thiol Chemical compound SC1=CC=CC=N1 WHMDPDGBKYUEMW-UHFFFAOYSA-N 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
229910052711 selenium Inorganic materials 0.000 description 2
KFZUDNZQQCWGKF-UHFFFAOYSA-M sodium;4-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=C(S([O-])=O)C=C1 KFZUDNZQQCWGKF-UHFFFAOYSA-M 0.000 description 2
CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 2
KQJWHIKPAMMQFZ-UHFFFAOYSA-M sodium;phenylmethanesulfinate Chemical compound [Na+].[O-]S(=O)CC1=CC=CC=C1 KQJWHIKPAMMQFZ-UHFFFAOYSA-M 0.000 description 2
NJOHNUOJMKNMLA-UHFFFAOYSA-M sodium;propane-2-sulfinate Chemical compound [Na+].CC(C)S([O-])=O NJOHNUOJMKNMLA-UHFFFAOYSA-M 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
239000000758 substrate Substances 0.000 description 2
150000003455 sulfinic acids Chemical class 0.000 description 2
238000012360 testing method Methods 0.000 description 2
YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
ZEMGGZBWXRYJHK-UHFFFAOYSA-N thiouracil Chemical compound O=C1C=CNC(=S)N1 ZEMGGZBWXRYJHK-UHFFFAOYSA-N 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
239000001018 xanthene dye Substances 0.000 description 2
JAEZSIYNWDWMMN-UHFFFAOYSA-N 1,1,3-trimethylthiourea Chemical compound CNC(=S)N(C)C JAEZSIYNWDWMMN-UHFFFAOYSA-N 0.000 description 1
FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 description 1
FVRXOULDGSWPPO-UHFFFAOYSA-N 1,2-dihydropyrazole-3-thione Chemical compound SC1=CC=NN1 FVRXOULDGSWPPO-UHFFFAOYSA-N 0.000 description 1
BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical compound S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 1
OXFSTTJBVAAALW-UHFFFAOYSA-N 1,3-dihydroimidazole-2-thione Chemical compound SC1=NC=CN1 OXFSTTJBVAAALW-UHFFFAOYSA-N 0.000 description 1
UMURLIQHQSKULR-UHFFFAOYSA-N 1,3-oxazolidine-2-thione Chemical compound S=C1NCCO1 UMURLIQHQSKULR-UHFFFAOYSA-N 0.000 description 1
GGZHVNZHFYCSEV-UHFFFAOYSA-N 1-Phenyl-5-mercaptotetrazole Chemical compound SC1=NN=NN1C1=CC=CC=C1 GGZHVNZHFYCSEV-UHFFFAOYSA-N 0.000 description 1
QAVVVIXYRXEAAF-UHFFFAOYSA-N 1-hydroxy-2H-pyrimidine-2-thiol Chemical compound ON1C(N=CC=C1)S QAVVVIXYRXEAAF-UHFFFAOYSA-N 0.000 description 1
AFBBKYQYNPNMAT-UHFFFAOYSA-N 1h-1,2,4-triazol-1-ium-3-thiolate Chemical compound SC=1N=CNN=1 AFBBKYQYNPNMAT-UHFFFAOYSA-N 0.000 description 1
KYWMCFOWDYFYLV-UHFFFAOYSA-N 1h-imidazole-2-carboxylic acid Chemical compound OC(=O)C1=NC=CN1 KYWMCFOWDYFYLV-UHFFFAOYSA-N 0.000 description 1
VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 1
RABJFDQBMCXIBW-UHFFFAOYSA-N 2,4,5-trichlorobenzenesulfinic acid Chemical compound OS(=O)C1=CC(Cl)=C(Cl)C=C1Cl RABJFDQBMCXIBW-UHFFFAOYSA-N 0.000 description 1
WLKQNSJQXRKJEI-UHFFFAOYSA-N 2,4,6,8,9,10-hexakis-phenyl-1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane Chemical compound C1=CC=CC=C1C1N2C(C=3C=CC=CC=3)N(C3C=4C=CC=CC=4)C(C=4C=CC=CC=4)N1C(C=1C=CC=CC=1)N3C2C1=CC=CC=C1 WLKQNSJQXRKJEI-UHFFFAOYSA-N 0.000 description 1
BVSXRCDUVXEDNL-UHFFFAOYSA-N 2,4,6-tri(propan-2-yl)benzenesulfinic acid Chemical compound CC(C)C1=CC(C(C)C)=C(S(O)=O)C(C(C)C)=C1 BVSXRCDUVXEDNL-UHFFFAOYSA-N 0.000 description 1
HFFOOQRTMDCKIB-UHFFFAOYSA-N 2-(2-phenoxyethoxymethyl)oxirane Chemical compound C1OC1COCCOC1=CC=CC=C1 HFFOOQRTMDCKIB-UHFFFAOYSA-N 0.000 description 1
ADFYIHMRMYCDGQ-UHFFFAOYSA-N 2-amino-5-chlorobenzenesulfinic acid Chemical compound NC1=CC=C(Cl)C=C1S(O)=O ADFYIHMRMYCDGQ-UHFFFAOYSA-N 0.000 description 1
FPENQKDNNAQHGF-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfinic acid Chemical compound C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)O FPENQKDNNAQHGF-UHFFFAOYSA-N 0.000 description 1
FLFWJIBUZQARMD-UHFFFAOYSA-N 2-mercapto-1,3-benzoxazole Chemical compound C1=CC=C2OC(S)=NC2=C1 FLFWJIBUZQARMD-UHFFFAOYSA-N 0.000 description 1
IJMNCEKDBNAZCF-UHFFFAOYSA-N 2-methyl-8-sulfanylidene-7,9-dihydro-3h-purin-6-one Chemical compound N1C(C)=NC(=O)C2=C1NC(=S)N2 IJMNCEKDBNAZCF-UHFFFAOYSA-N 0.000 description 1
IAROJBKRFGRRPT-UHFFFAOYSA-N 2-oxo-2-phenylethanethioamide Chemical compound NC(=S)C(=O)C1=CC=CC=C1 IAROJBKRFGRRPT-UHFFFAOYSA-N 0.000 description 1
CUDPUYMADCMXBY-UHFFFAOYSA-N 2-oxopropanethioamide Chemical compound CC(=O)C(N)=S CUDPUYMADCMXBY-UHFFFAOYSA-N 0.000 description 1
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239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
IWZKICVEHNUQTL-UHFFFAOYSA-M potassium hydrogen phthalate Chemical compound [K+].OC(=O)C1=CC=CC=C1C([O-])=O IWZKICVEHNUQTL-UHFFFAOYSA-M 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
UCFSULAKAYDAAE-UHFFFAOYSA-N quinolin-1-ium;iodide Chemical compound I.N1=CC=CC2=CC=CC=C21 UCFSULAKAYDAAE-UHFFFAOYSA-N 0.000 description 1
230000005855 radiation Effects 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
AXMCIYLNKNGNOT-UHFFFAOYSA-M sodium;3-[[4-[(4-dimethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfonatophenyl)methyl]amino]phenyl]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 AXMCIYLNKNGNOT-UHFFFAOYSA-M 0.000 description 1
JFXDYPLHFRYDJD-UHFFFAOYSA-M sodium;6,7-dihydroxynaphthalene-2-sulfonate Chemical compound [Na+].C1=C(S([O-])(=O)=O)C=C2C=C(O)C(O)=CC2=C1 JFXDYPLHFRYDJD-UHFFFAOYSA-M 0.000 description 1
UWIVVFQECQYHOB-UHFFFAOYSA-M sodium;ethanesulfinate Chemical compound [Na+].CCS([O-])=O UWIVVFQECQYHOB-UHFFFAOYSA-M 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000013112 stability test Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
229950003937 tolonium Drugs 0.000 description 1
HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical compound [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 description 1
AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
150000004961 triphenylmethanes Chemical class 0.000 description 1
YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 1
LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
HKOIAKULKZFGAG-UHFFFAOYSA-L zinc;4-aminobenzenesulfinate Chemical compound [Zn+2].NC1=CC=C(S([O-])=O)C=C1.NC1=CC=C(S([O-])=O)C=C1 HKOIAKULKZFGAG-UHFFFAOYSA-L 0.000 description 1