CA1051705A

CA1051705A - High gain transition metal complex imaging

High gain transition metal complex imaging

Info

Publication number: CA1051705A
Authority: CA; Canada
Prior art keywords: image; cobalt; iii; forming; complex
Prior art date: 1974-04-15
Legal status : Expired

Application number

CA221,786A

Other languages

English (en)

French (fr)

Other versions

CA221786S (en

Inventor

Thap Dominh

Current Assignee

Eastman Kodak Co

Original Assignee

Eastman Kodak Co

Priority date

1974-04-15

Filing date

1975-03-11

Publication date

1979-04-03

1975-03-11 Application filed by Eastman Kodak Co filed Critical Eastman Kodak Co

1979-04-03 Application granted granted Critical

1979-04-03 Publication of CA1051705A publication Critical patent/CA1051705A/en

Status Expired legal-status Critical Current

Links

238000003384 imaging method Methods 0.000 title abstract description 11
229910052723 transition metal Inorganic materials 0.000 title description 3
150000003624 transition metals Chemical class 0.000 title description 3
229910017052 cobalt Inorganic materials 0.000 claims abstract description 122
239000010941 cobalt Substances 0.000 claims abstract description 122
230000005855 radiation Effects 0.000 claims abstract description 88
238000000576 coating method Methods 0.000 claims abstract description 69
150000001875 compounds Chemical class 0.000 claims abstract description 64
239000011248 coating agent Substances 0.000 claims abstract description 63
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 62
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims abstract description 53
230000009467 reduction Effects 0.000 claims abstract description 42
JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical compound [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 0.000 claims abstract description 39
239000003446 ligand Substances 0.000 claims abstract description 36
150000001450 anions Chemical class 0.000 claims abstract description 35
229910021529 ammonia Inorganic materials 0.000 claims abstract description 30
239000002253 acid Substances 0.000 claims abstract description 29
238000000034 method Methods 0.000 claims abstract description 29
150000007513 acids Chemical class 0.000 claims abstract description 24
239000013522 chelant Substances 0.000 claims abstract description 24
239000002738 chelating agent Substances 0.000 claims abstract description 24
XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 claims abstract description 20
230000008569 process Effects 0.000 claims abstract description 19
230000005595 deprotonation Effects 0.000 claims abstract description 8
238000010537 deprotonation reaction Methods 0.000 claims abstract description 8
GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 claims abstract 30
-1 carboxylate anions Chemical class 0.000 claims description 162
230000003595 spectral effect Effects 0.000 claims description 63
229910052739 hydrogen Inorganic materials 0.000 claims description 33
239000001257 hydrogen Substances 0.000 claims description 33
125000003118 aryl group Chemical group 0.000 claims description 31
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 25
239000000975 dye Substances 0.000 claims description 24
230000005283 ground state Effects 0.000 claims description 23
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
125000000217 alkyl group Chemical group 0.000 claims description 19
125000004432 carbon atom Chemical group C* 0.000 claims description 19
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 18
239000011230 binding agent Substances 0.000 claims description 18
238000010438 heat treatment Methods 0.000 claims description 16
239000002671 adjuvant Substances 0.000 claims description 13
230000015572 biosynthetic process Effects 0.000 claims description 12
239000012954 diazonium Substances 0.000 claims description 12
VZVHUBYZGAUXLX-UHFFFAOYSA-N azane;azanide;cobalt(3+) Chemical compound N.N.N.[NH2-].[NH2-].[NH2-].[Co+3] VZVHUBYZGAUXLX-UHFFFAOYSA-N 0.000 claims description 11
229910052799 carbon Inorganic materials 0.000 claims description 11
VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 claims description 11
125000001624 naphthyl group Chemical group 0.000 claims description 11
BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 claims description 11
150000001989 diazonium salts Chemical class 0.000 claims description 10
229910052757 nitrogen Inorganic materials 0.000 claims description 10
125000004429 atom Chemical group 0.000 claims description 9
230000003287 optical effect Effects 0.000 claims description 9
230000003647 oxidation Effects 0.000 claims description 9
238000007254 oxidation reaction Methods 0.000 claims description 9
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 8
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 7
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 7
QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 claims description 6
MWKAGZWJHCTVJY-UHFFFAOYSA-N 3-hydroxyoctadecan-2-one Chemical compound CCCCCCCCCCCCCCCC(O)C(C)=O MWKAGZWJHCTVJY-UHFFFAOYSA-N 0.000 claims description 6
OAEGRYMCJYIXQT-UHFFFAOYSA-N dithiooxamide Chemical compound NC(=S)C(N)=S OAEGRYMCJYIXQT-UHFFFAOYSA-N 0.000 claims description 6
230000005670 electromagnetic radiation Effects 0.000 claims description 6
238000012546 transfer Methods 0.000 claims description 6
125000000129 anionic group Chemical group 0.000 claims description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
125000002091 cationic group Chemical group 0.000 claims description 5
230000001235 sensitizing effect Effects 0.000 claims description 5
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 4
ZAMUDYFFFFHBNY-UHFFFAOYSA-N 10-diazonioanthracen-9-olate Chemical compound C1=CC=C2C([O-])=C(C=CC=C3)C3=C([N+]#N)C2=C1 ZAMUDYFFFFHBNY-UHFFFAOYSA-N 0.000 claims description 4
GEOQDCBHAVUVST-UHFFFAOYSA-N 10-diazoniophenanthren-9-olate Chemical compound C1=CC=C2C([O-])=C([N+]#N)C3=CC=CC=C3C2=C1 GEOQDCBHAVUVST-UHFFFAOYSA-N 0.000 claims description 4
BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 4
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 4
125000002877 alkyl aryl group Chemical group 0.000 claims description 4
150000008365 aromatic ketones Chemical class 0.000 claims description 4
125000003710 aryl alkyl group Chemical group 0.000 claims description 4
150000007857 hydrazones Chemical class 0.000 claims description 4
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 4
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims description 3
XEVRDFDBXJMZFG-UHFFFAOYSA-N carbonyl dihydrazine Chemical compound NNC(=O)NN XEVRDFDBXJMZFG-UHFFFAOYSA-N 0.000 claims description 3
JUPWRUDTZGBNEX-UHFFFAOYSA-N cobalt;pentane-2,4-dione Chemical group [Co].CC(=O)CC(C)=O.CC(=O)CC(C)=O.CC(=O)CC(C)=O JUPWRUDTZGBNEX-UHFFFAOYSA-N 0.000 claims description 3
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 3
DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 claims description 3
125000004430 oxygen atom Chemical group O* 0.000 claims description 3
YZERDTREOUSUHF-UHFFFAOYSA-N pentafluorobenzoic acid Chemical compound OC(=O)C1=C(F)C(F)=C(F)C(F)=C1F YZERDTREOUSUHF-UHFFFAOYSA-N 0.000 claims description 3
YPJUNDFVDDCYIH-UHFFFAOYSA-M 2,2,3,3,4,4,4-heptafluorobutanoate Chemical compound [O-]C(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-M 0.000 claims description 2
XETLOFNELZCXMX-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-(4-hexoxyphenyl)-2-hydroxy-2-phenylacetate;hydrochloride Chemical compound Cl.C1=CC(OCCCCCC)=CC=C1C(O)(C(=O)OCCN(CC)CC)C1=CC=CC=C1 XETLOFNELZCXMX-UHFFFAOYSA-N 0.000 claims description 2
MLIREBYILWEBDM-UHFFFAOYSA-M 2-cyanoacetate Chemical compound [O-]C(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-M 0.000 claims description 2
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 2
239000002262 Schiff base Substances 0.000 claims description 2
150000004753 Schiff bases Chemical class 0.000 claims description 2
FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 claims description 2
229940089960 chloroacetate Drugs 0.000 claims description 2
235000001671 coumarin Nutrition 0.000 claims description 2
229940120124 dichloroacetate Drugs 0.000 claims description 2
JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 2
229960001860 salicylate Drugs 0.000 claims description 2
229940066528 trichloroacetate Drugs 0.000 claims description 2
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims description 2
OAKYDTWNPFUACK-UHFFFAOYSA-N [Co+3].CC(C(=NO)C)=NO.CC(C(=NO)C)=NO Chemical compound [Co+3].CC(C(=NO)C)=NO.CC(C(=NO)C)=NO OAKYDTWNPFUACK-UHFFFAOYSA-N 0.000 claims 1
CPONZVKCUOQCHY-UHFFFAOYSA-N [Co+3].N1=C(C=CC=C1)C1=NC=CC=C1.N1=C(C=CC=C1)C1=NC=CC=C1 Chemical compound [Co+3].N1=C(C=CC=C1)C1=NC=CC=C1.N1=C(C=CC=C1)C1=NC=CC=C1 CPONZVKCUOQCHY-UHFFFAOYSA-N 0.000 claims 1
125000005263 alkylenediamine group Chemical group 0.000 claims 1
ANVHTOSCMIQEGM-UHFFFAOYSA-N cobalt(3+) prop-1-ene Chemical compound [Co+3].C=CC.C=CC.C=CC ANVHTOSCMIQEGM-UHFFFAOYSA-N 0.000 claims 1
FJXJVMWVCUOBJK-UHFFFAOYSA-N cobalt(3+) prop-1-ene Chemical compound [Co+3].C=CC.C=CC FJXJVMWVCUOBJK-UHFFFAOYSA-N 0.000 claims 1
JHBWUDJPQWKJHP-UHFFFAOYSA-N cobalt(3+);ethane-1,2-diamine Chemical compound [Co+3].NCCN.NCCN.NCCN JHBWUDJPQWKJHP-UHFFFAOYSA-N 0.000 claims 1
OZKNLYINXCRJHF-UHFFFAOYSA-N cobalt(3+);ethane-1,2-diamine Chemical compound [Co+3].NCCN.NCCN OZKNLYINXCRJHF-UHFFFAOYSA-N 0.000 claims 1
229960000956 coumarin Drugs 0.000 claims 1
229940012017 ethylenediamine Drugs 0.000 claims 1
GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims 1
AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical group CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims 1
125000004151 quinonyl group Chemical group 0.000 claims 1
239000007795 chemical reaction product Substances 0.000 abstract description 8
230000000977 initiatory effect Effects 0.000 abstract 1
239000010410 layer Substances 0.000 description 168
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 95
231100000489 sensitizer Toxicity 0.000 description 51
239000000243 solution Substances 0.000 description 41
238000006722 reduction reaction Methods 0.000 description 37
125000001424 substituent group Chemical group 0.000 description 36
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 28
239000003638 chemical reducing agent Substances 0.000 description 27
150000004053 quinones Chemical class 0.000 description 25
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
ZQDPJFUHLCOCRG-AATRIKPKSA-N trans-3-hexene Chemical compound CC\C=C\CC ZQDPJFUHLCOCRG-AATRIKPKSA-N 0.000 description 24
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 23
239000000203 mixture Substances 0.000 description 19
NLMVLMCSXDIGSW-UHFFFAOYSA-N 2H-benzimidazole Chemical compound C1=CC=CC2=NCN=C21 NLMVLMCSXDIGSW-UHFFFAOYSA-N 0.000 description 15
239000000376 reactant Substances 0.000 description 14
238000000926 separation method Methods 0.000 description 14
229910052709 silver Inorganic materials 0.000 description 13
239000004332 silver Substances 0.000 description 13
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
229920006217 cellulose acetate butyrate Polymers 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 12
239000002904 solvent Substances 0.000 description 12
238000001228 spectrum Methods 0.000 description 12
238000012545 processing Methods 0.000 description 11
125000003003 spiro group Chemical group 0.000 description 11
229940005561 1,4-benzoquinone Drugs 0.000 description 10
UPLMJIUMVHVVAB-UHFFFAOYSA-N 2-propan-2-yloxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OC(C)C)=CC(=O)C2=C1 UPLMJIUMVHVVAB-UHFFFAOYSA-N 0.000 description 10
239000002585 base Substances 0.000 description 9
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 9
239000000463 material Substances 0.000 description 9
230000033116 oxidation-reduction process Effects 0.000 description 9
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125000003545 alkoxy group Chemical group 0.000 description 8
LLYOXZQVOKALCD-UHFFFAOYSA-N chembl1400298 Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC1=CC=CC=N1 LLYOXZQVOKALCD-UHFFFAOYSA-N 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 7
238000005259 measurement Methods 0.000 description 7
FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 6
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-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
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
150000001768 cations Chemical class 0.000 description 6
150000004697 chelate complex Chemical class 0.000 description 6
GXWORUBZHJHIGI-UHFFFAOYSA-K cobalt(3+);triperchlorate Chemical compound [Co+3].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O GXWORUBZHJHIGI-UHFFFAOYSA-K 0.000 description 6
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238000010586 diagram Methods 0.000 description 6
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150000002500 ions Chemical class 0.000 description 6
239000002243 precursor Substances 0.000 description 6
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LADPYGLMKGTIAA-UHFFFAOYSA-N 3,5-diazabicyclo[3.1.0]hex-2-ene Chemical compound C1=NCN2CC21 LADPYGLMKGTIAA-UHFFFAOYSA-N 0.000 description 5
244000028419 Styrax benzoin Species 0.000 description 5
235000000126 Styrax benzoin Nutrition 0.000 description 5
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125000004104 aryloxy group Chemical group 0.000 description 5
229960002130 benzoin Drugs 0.000 description 5
229950011260 betanaphthol Drugs 0.000 description 5
150000001721 carbon Chemical group 0.000 description 5
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 5
238000011161 development Methods 0.000 description 5
230000018109 developmental process Effects 0.000 description 5
235000019382 gum benzoic Nutrition 0.000 description 5
150000004820 halides Chemical class 0.000 description 5
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 5
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 5
229920000139 polyethylene terephthalate Polymers 0.000 description 5
239000005020 polyethylene terephthalate Substances 0.000 description 5
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HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 4
BTLZWDQILSWMQY-UHFFFAOYSA-N 2-[benzyl(ethyl)amino]-3-chloronaphthalene-1,4-dione Chemical compound ClC=1C(=O)C2=CC=CC=C2C(=O)C=1N(CC)CC1=CC=CC=C1 BTLZWDQILSWMQY-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
229930192627 Naphthoquinone Natural products 0.000 description 4
230000004913 activation Effects 0.000 description 4
125000003342 alkenyl group Chemical group 0.000 description 4
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125000003277 amino group Chemical group 0.000 description 4
CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical compound N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 description 4
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239000002131 composite material Substances 0.000 description 4
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
230000001747 exhibiting effect Effects 0.000 description 4
229910052736 halogen Inorganic materials 0.000 description 4
150000002367 halogens Chemical class 0.000 description 4
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RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
239000011229 interlayer Substances 0.000 description 4
150000002576 ketones Chemical class 0.000 description 4
230000005012 migration Effects 0.000 description 4
238000013508 migration Methods 0.000 description 4
150000002791 naphthoquinones Chemical class 0.000 description 4
230000007935 neutral effect Effects 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
241000894007 species Species 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
238000005406 washing Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
KRGINZFLXQKIQZ-UHFFFAOYSA-N 2-chloro-3-morpholin-4-ylnaphthalene-1,4-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C(Cl)=C1N1CCOCC1 KRGINZFLXQKIQZ-UHFFFAOYSA-N 0.000 description 3
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UJKPHYRXOLRVJJ-MLSVHJFASA-N CC(O)C1=C(C)/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4C(C)O)/C(CCC(O)=O)=C3C Chemical compound CC(O)C1=C(C)/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4C(C)O)/C(CCC(O)=O)=C3C UJKPHYRXOLRVJJ-MLSVHJFASA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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108010010803 Gelatin Proteins 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
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