CA1264943A - Materiaux d'imagerie thermique - Google Patents

Materiaux d'imagerie thermique

Info

Publication number: CA1264943A
Authority: CA; Canada
Prior art keywords: colorless; ferric; catechol; chosen; thermographic
Prior art date: 1986-08-14
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000543360A

Other languages

English (en)

Inventor

David R. Whitcomb

Jon A. Bjork

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-08-14

Filing date

1987-07-30

Publication date

1990-01-30

1987-07-30 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1990-01-30 Application granted granted Critical

1990-01-30 Publication of CA1264943A publication Critical patent/CA1264943A/fr

2007-01-30 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000463 material Substances 0.000 title claims abstract description 28
238000001931 thermography Methods 0.000 title description 3
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims abstract description 49
239000011230 binding agent Substances 0.000 claims abstract description 18
238000010521 absorption reaction Methods 0.000 claims abstract description 5
239000006104 solid solution Substances 0.000 claims abstract description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 57
-1 acryloid Polymers 0.000 claims description 27
125000000217 alkyl group Chemical group 0.000 claims description 16
125000001424 substituent group Chemical group 0.000 claims description 16
239000003446 ligand Substances 0.000 claims description 14
239000013522 chelant Substances 0.000 claims description 13
VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims description 10
229910002651 NO3 Chemical group 0.000 claims description 10
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical group [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 9
125000003118 aryl group Chemical group 0.000 claims description 8
230000003993 interaction Effects 0.000 claims description 8
229910052760 oxygen Inorganic materials 0.000 claims description 8
239000000758 substrate Substances 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 6
125000004429 atom Chemical group 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 5
229910052799 carbon Inorganic materials 0.000 claims description 4
125000004122 cyclic group Chemical group 0.000 claims description 4
125000005842 heteroatom Chemical group 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 4
239000011859 microparticle Substances 0.000 claims description 4
URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical group CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 claims description 4
229960000776 sodium tetradecyl sulfate Drugs 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
125000005647 linker group Chemical group 0.000 claims description 3
239000003960 organic solvent Substances 0.000 claims description 3
229920000642 polymer Polymers 0.000 claims description 3
229920000180 alkyd Polymers 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
230000000694 effects Effects 0.000 claims description 2
125000006575 electron-withdrawing group Chemical group 0.000 claims description 2
229910001447 ferric ion Inorganic materials 0.000 claims description 2
GBHRVZIGDIUCJB-UHFFFAOYSA-N hydrogenphosphite Chemical class OP([O-])[O-] GBHRVZIGDIUCJB-UHFFFAOYSA-N 0.000 claims description 2
125000004957 naphthylene group Chemical group 0.000 claims description 2
229920001568 phenolic resin Polymers 0.000 claims description 2
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
229920001225 polyester resin Polymers 0.000 claims description 2
230000000007 visual effect Effects 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
150000002222 fluorine compounds Chemical group 0.000 claims 1
229930195733 hydrocarbon Natural products 0.000 claims 1
150000002430 hydrocarbons Chemical class 0.000 claims 1
229920006395 saturated elastomer Polymers 0.000 claims 1
150000005206 1,2-dihydroxybenzenes Chemical class 0.000 abstract description 16
230000008859 change Effects 0.000 abstract description 2
239000000243 solution Substances 0.000 description 23
239000004803 Di-2ethylhexylphthalate Substances 0.000 description 22
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 22
229910052742 iron Inorganic materials 0.000 description 18
239000000376 reactant Substances 0.000 description 18
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 17
150000001875 compounds Chemical class 0.000 description 16
238000002360 preparation method Methods 0.000 description 16
150000003839 salts Chemical class 0.000 description 16
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(3+);trinitrate Chemical compound [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 description 14
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
239000000203 mixture Substances 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
229910019142 PO4 Inorganic materials 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 11
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
239000002253 acid Substances 0.000 description 10
239000002904 solvent Substances 0.000 description 10
238000000576 coating method Methods 0.000 description 8
239000006185 dispersion Substances 0.000 description 8
150000002505 iron Chemical class 0.000 description 8
235000021317 phosphate Nutrition 0.000 description 8
230000009257 reactivity Effects 0.000 description 8
239000007787 solid Substances 0.000 description 8
239000011248 coating agent Substances 0.000 description 7
238000002329 infrared spectrum Methods 0.000 description 7
230000000977 initiatory effect Effects 0.000 description 7
238000002844 melting Methods 0.000 description 7
230000008018 melting Effects 0.000 description 7
229910052751 metal Inorganic materials 0.000 description 7
238000000034 method Methods 0.000 description 7
229910021578 Iron(III) chloride Inorganic materials 0.000 description 6
229960000583 acetic acid Drugs 0.000 description 6
229910001385 heavy metal Inorganic materials 0.000 description 6
238000003384 imaging method Methods 0.000 description 6
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 6
239000002184 metal Substances 0.000 description 6
239000010452 phosphate Substances 0.000 description 6
239000002244 precipitate Substances 0.000 description 6
PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 6
229910016870 Fe(NO3)3-9H2O Inorganic materials 0.000 description 5
229910052783 alkali metal Inorganic materials 0.000 description 5
230000003287 optical effect Effects 0.000 description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
238000003756 stirring Methods 0.000 description 5
LIMACGVZRZWJOV-UHFFFAOYSA-N 2-ethylhexyl(propyl)phosphinic acid Chemical compound CCCCC(CC)CP(O)(=O)CCC LIMACGVZRZWJOV-UHFFFAOYSA-N 0.000 description 4
150000007942 carboxylates Chemical class 0.000 description 4
NPEWVJINTXPNRF-UHFFFAOYSA-N dicyclohexylphosphinic acid Chemical compound C1CCCCC1P(=O)(O)C1CCCCC1 NPEWVJINTXPNRF-UHFFFAOYSA-N 0.000 description 4
235000019441 ethanol Nutrition 0.000 description 4
239000003208 petroleum Substances 0.000 description 4
229910052698 phosphorus Inorganic materials 0.000 description 4
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
239000000047 product Substances 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
238000010276 construction Methods 0.000 description 3
239000000945 filler Substances 0.000 description 3
239000012362 glacial acetic acid Substances 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
150000004698 iron complex Chemical class 0.000 description 3
159000000014 iron salts Chemical class 0.000 description 3
150000007524 organic acids Chemical class 0.000 description 3
239000011574 phosphorus Substances 0.000 description 3
239000011775 sodium fluoride Substances 0.000 description 3
235000013024 sodium fluoride Nutrition 0.000 description 3
HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 2
TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 2
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
239000001263 FEMA 3042 Substances 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
239000007983 Tris buffer Substances 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
238000000498 ball milling Methods 0.000 description 2
229920002301 cellulose acetate Polymers 0.000 description 2
239000008199 coating composition Substances 0.000 description 2
239000003086 colorant Substances 0.000 description 2
239000002131 composite material Substances 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
238000004090 dissolution Methods 0.000 description 2
238000001035 drying Methods 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
230000001747 exhibiting effect Effects 0.000 description 2
239000005308 flint glass Substances 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
150000002506 iron compounds Chemical class 0.000 description 2
RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 2
229910000360 iron(III) sulfate Inorganic materials 0.000 description 2
HCZKYJDFEPMADG-TXEJJXNPSA-N masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 description 2
150000002736 metal compounds Chemical class 0.000 description 2
238000003801 milling Methods 0.000 description 2
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CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
235000011056 potassium acetate Nutrition 0.000 description 2
230000005855 radiation Effects 0.000 description 2
238000000926 separation method Methods 0.000 description 2
LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 2
235000015523 tannic acid Nutrition 0.000 description 2
229940033123 tannic acid Drugs 0.000 description 2
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229910052725 zinc Inorganic materials 0.000 description 2
239000011701 zinc Substances 0.000 description 2
BHKKSKOHRFHHIN-MRVPVSSYSA-N 1-[[2-[(1R)-1-aminoethyl]-4-chlorophenyl]methyl]-2-sulfanylidene-5H-pyrrolo[3,2-d]pyrimidin-4-one Chemical compound N[C@H](C)C1=C(CN2C(NC(C3=C2C=CN3)=O)=S)C=CC(=C1)Cl BHKKSKOHRFHHIN-MRVPVSSYSA-N 0.000 description 1
CWMQAFZROJAZQS-UHFFFAOYSA-N 1-dichlorophosphorylpropane Chemical compound CCCP(Cl)(Cl)=O CWMQAFZROJAZQS-UHFFFAOYSA-N 0.000 description 1
NZWIYPLSXWYKLH-UHFFFAOYSA-N 3-(bromomethyl)heptane Chemical compound CCCCC(CC)CBr NZWIYPLSXWYKLH-UHFFFAOYSA-N 0.000 description 1
KXOVNMQFJNYFME-UHFFFAOYSA-N Cl[PH2]=O.C(CC)N(CC)CC Chemical compound Cl[PH2]=O.C(CC)N(CC)CC KXOVNMQFJNYFME-UHFFFAOYSA-N 0.000 description 1
241000249931 Doronicum maximum Species 0.000 description 1
YNVKKFBRPWLSCJ-UHFFFAOYSA-N Echinocystinsaeure-lacton Natural products CC1(C)CCC23C(O)CC4(C)C5(C)CCC6C(C)(C)C(O)CCC6(C)C5CCC4(OC2=O)C3C1 YNVKKFBRPWLSCJ-UHFFFAOYSA-N 0.000 description 1
229910002589 Fe-O-Fe Inorganic materials 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
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229910001037 White iron Inorganic materials 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000001118 alkylidene group Chemical group 0.000 description 1
WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
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239000012461 cellulose resin Substances 0.000 description 1
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229910052801 chlorine Inorganic materials 0.000 description 1
USJRLGNYCQWLPF-UHFFFAOYSA-N chlorophosphane Chemical compound ClP USJRLGNYCQWLPF-UHFFFAOYSA-N 0.000 description 1
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239000010941 cobalt Substances 0.000 description 1
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GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
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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
230000000593 degrading effect Effects 0.000 description 1
SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 1
MRRAOBIIOMSKQB-UHFFFAOYSA-N dichlorophosphorylcyclohexane Chemical compound ClP(Cl)(=O)C1CCCCC1 MRRAOBIIOMSKQB-UHFFFAOYSA-N 0.000 description 1
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HCZKYJDFEPMADG-UHFFFAOYSA-N erythro-nordihydroguaiaretic acid Natural products C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 description 1
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229940093915 gynecological organic acid Drugs 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
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238000011835 investigation Methods 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
FRVCGRDGKAINSV-UHFFFAOYSA-L iron(2+);octadecanoate Chemical compound [Fe+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRVCGRDGKAINSV-UHFFFAOYSA-L 0.000 description 1
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
SFDJOSRHYKHMOK-UHFFFAOYSA-N nitramide Chemical compound N[N+]([O-])=O SFDJOSRHYKHMOK-UHFFFAOYSA-N 0.000 description 1
VXAPDXVBDZRZKP-UHFFFAOYSA-N nitric acid phosphoric acid Chemical compound O[N+]([O-])=O.OP(O)(O)=O VXAPDXVBDZRZKP-UHFFFAOYSA-N 0.000 description 1
229920005787 opaque polymer Polymers 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
229940070721 polyacrylate Drugs 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
239000004645 polyester resin Substances 0.000 description 1
229920005596 polymer binder Polymers 0.000 description 1
239000002491 polymer binding agent Substances 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
238000010944 pre-mature reactiony Methods 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
230000008569 process Effects 0.000 description 1
125000006413 ring segment Chemical group 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
150000003463 sulfur Chemical class 0.000 description 1
125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
238000007651 thermal printing Methods 0.000 description 1
150000003566 thiocarboxylic acids Chemical class 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
239000013638 trimer Substances 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/32—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers one component being a heavy metal compound, e.g. lead or iron
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
- B41M5/3377—Inorganic compounds, e.g. metal salts of organic acids

Landscapes

Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Heat Sensitive Colour Forming Recording (AREA)
Fireproofing Substances (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Paints Or Removers (AREA)

CA000543360A 1986-08-14 1987-07-30 Materiaux d'imagerie thermique Expired - Lifetime CA1264943A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US89676586A	1986-08-14	1986-08-14
US896,765		1986-08-14

Publications (1)

Publication Number	Publication Date
CA1264943A true CA1264943A (fr)	1990-01-30

Family

ID=25406786

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000543360A Expired - Lifetime CA1264943A (fr)	1986-08-14	1987-07-30	Materiaux d'imagerie thermique

Country Status (6)

Country	Link
EP (1)	EP0256773B1 (fr)
JP (1)	JPS6351178A (fr)
KR (1)	KR950008181B1 (fr)
AU (1)	AU593672B2 (fr)
CA (1)	CA1264943A (fr)
DE (1)	DE3777010D1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4985392A (en) *	1989-04-21	1991-01-15	Minnesota Mining And Manufacturing Company	Colored thermographic media
EP2634006A1 (fr) *	2012-03-01	2013-09-04	Mondi AG	Composition inscriptible de manière thermique et matériel d'enregistrement inscriptible de manière thermique
KR20180055978A (ko)	2016-11-16	2018-05-28	현대자동차주식회사	차량의 가변공력 시스템
KR102862937B1 (ko) *	2024-09-03	2025-09-22	한국삼공주식회사	휴대용 정제형 농약살포장치

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5838191A (ja) *	1981-08-31	1983-03-05	Kanzaki Paper Mfg Co Ltd	記録材料
US4602264A (en) *	1982-08-25	1986-07-22	Kanzaki Paper Manufacturing Co., Ltd.	Recording materials
US4631084A (en) *	1983-01-17	1986-12-23	Minnesota Mining And Manufacturing Company	Heat-sensitive composition and imaging sheet incorporating same
CA1312873C (fr) *	1986-08-14	1993-01-19	David R. Whitcomb	Alkylphosphates ferriques incolores

1987
- 1987-07-30 CA CA000543360A patent/CA1264943A/fr not_active Expired - Lifetime
- 1987-07-31 AU AU76357/87A patent/AU593672B2/en not_active Ceased
- 1987-08-05 DE DE8787306938T patent/DE3777010D1/de not_active Expired - Lifetime
- 1987-08-05 EP EP87306938A patent/EP0256773B1/fr not_active Expired - Lifetime
- 1987-08-13 JP JP62202606A patent/JPS6351178A/ja active Pending
- 1987-08-13 KR KR1019870008886A patent/KR950008181B1/ko not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0256773A2 (fr)	1988-02-24
JPS6351178A (ja)	1988-03-04
KR880002671A (ko)	1988-05-10
DE3777010D1 (de)	1992-04-09
EP0256773A3 (en)	1989-04-12
EP0256773B1 (fr)	1992-03-04
KR950008181B1 (ko)	1995-07-26
AU7635787A (en)	1988-02-18
AU593672B2 (en)	1990-02-15

Legal Events

Date	Code	Title	Description
1996-07-30	MKLA	Lapsed

Publication	Publication Date	Title
CA1121158A (fr)	1982-04-06	Support d'enregistrement a deux couleurs sensible a la chaleur
US4902668A (en)	1990-02-20	Pressure sensitive carbonless imaging system incorporating uncolored ferric organophosphates and colored chelates
US3864146A (en)	1975-02-04	Sensitized record sheet material
WO2004043704A1 (fr)	2004-05-27	Utilisation de composes de metaux de transition dans des revetements de formation d'images
US4808565A (en)	1989-02-28	Thermal imaging material
JPH07179777A (ja)	1995-07-18	感温変色性色彩記憶性マイクロカプセル顔料
EP0256773B1 (fr)	1992-03-04	Matériau pour l'enregistrement thermosensible
US4704379A (en)	1987-11-03	Pressure sensitive manifold sheet
US4902667A (en)	1990-02-20	Pressure sensitive carbonless imaging system incorporating uncolored ferric organophosphates and uncolored chelates
US4829046A (en)	1989-05-09	Positive-acting thermographic materials
US4985392A (en)	1991-01-15	Colored thermographic media
EP0256774B1 (fr)	1991-10-09	Alkylphosphates ferriques incolores
US4910186A (en)	1990-03-20	Positive-acting thermographic materials
US5047566A (en)	1991-09-10	Colorless ferric alkylphosphates
JPS59155096A (ja)	1984-09-04	感熱記録紙
JP2764050B2 (ja)	1998-06-11	感圧福写紙用顕色シート
JP3164916B2 (ja)	2001-05-14	サリチル酸樹脂およびその多価金属化物の製造方法ならびにそれを用いた顕色シート
JPS6361056A (ja)	1988-03-17	フルオラン化合物
JPS62216786A (ja)	1987-09-24	感圧複写紙用顕色剤組成物
GB2194645A (en)	1988-03-09	Thermographic material
JPH0624140A (ja)	1994-02-01	感熱発色性化合物
JP2549333B2 (ja)	1996-10-30	感熱記録体
JPS62176875A (ja)	1987-08-03	感圧複写紙用顕色シ−ト
JPS62240579A (ja)	1987-10-21	感圧複写紙用顕色シ−ト
GB2059984A (en)	1981-04-29	Chromogenic compounds and their use as color formers in copying or recording materials