CA1051706A - Systemes et processus de photoreduction par metal de transition - Google Patents

Systemes et processus de photoreduction par metal de transition

Info

Publication number: CA1051706A
Authority: CA; Canada
Prior art keywords: radiation; cobalt; iii; naphthoquinone; complex
Prior art date: 1974-04-15
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

Application number

CA221,819A

Other languages

English (en)

Other versions

CA221819S (en

Inventor

Anthony Adin

James C. Fleming

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.)

Eastman Kodak Co

Original Assignee

Eastman Kodak 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.)

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 CA1051706A publication Critical patent/CA1051706A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 41
230000008569 process Effects 0.000 title claims abstract description 24
238000007540 photo-reduction reaction Methods 0.000 title description 4
229910052723 transition metal Inorganic materials 0.000 title description 3
150000003624 transition metals Chemical class 0.000 title description 3
230000005855 radiation Effects 0.000 claims abstract description 263
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 121
229910017052 cobalt Inorganic materials 0.000 claims abstract description 120
239000010941 cobalt Substances 0.000 claims abstract description 120
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 80
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims abstract description 53
239000003446 ligand Substances 0.000 claims abstract description 47
239000003638 chemical reducing agent Substances 0.000 claims abstract description 40
229910021529 ammonia Inorganic materials 0.000 claims abstract description 39
239000007795 chemical reaction product Substances 0.000 claims abstract description 13
230000005670 electromagnetic radiation Effects 0.000 claims abstract description 8
-1 aromatic azide Chemical class 0.000 claims description 156
238000000576 coating method Methods 0.000 claims description 53
239000011248 coating agent Substances 0.000 claims description 50
229910052739 hydrogen Inorganic materials 0.000 claims description 43
239000001257 hydrogen Substances 0.000 claims description 43
150000001875 compounds Chemical class 0.000 claims description 39
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 39
239000000975 dye Substances 0.000 claims description 35
AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 34
125000001424 substituent group Chemical group 0.000 claims description 24
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
150000001450 anions Chemical class 0.000 claims description 19
238000010438 heat treatment Methods 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 19
239000011230 binding agent Substances 0.000 claims description 18
239000012954 diazonium Substances 0.000 claims description 17
230000009467 reduction Effects 0.000 claims description 17
125000003118 aryl group Chemical group 0.000 claims description 16
150000001989 diazonium salts Chemical class 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 13
239000002671 adjuvant Substances 0.000 claims description 12
VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 claims description 12
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 12
FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 claims description 11
229910052799 carbon Inorganic materials 0.000 claims description 10
229910052757 nitrogen Inorganic materials 0.000 claims description 8
150000007857 hydrazones Chemical class 0.000 claims description 7
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 6
125000003545 alkoxy group Chemical group 0.000 claims description 6
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230000001747 exhibiting effect Effects 0.000 claims description 6
229940005561 1,4-benzoquinone Drugs 0.000 claims description 5
OBGBGHKYJAOXRR-UHFFFAOYSA-N 2-methoxy-1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C(OC)=CC(=O)C2=C1 OBGBGHKYJAOXRR-UHFFFAOYSA-N 0.000 claims description 5
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 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 5
125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 claims description 5
125000004151 quinonyl group Chemical group 0.000 claims description 5
VTWDKFNVVLAELH-UHFFFAOYSA-N 2-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CC1=CC(=O)C=CC1=O VTWDKFNVVLAELH-UHFFFAOYSA-N 0.000 claims description 4
YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 claims description 4
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239000013522 chelant Substances 0.000 claims description 4
FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 claims description 4
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238000012546 transfer Methods 0.000 claims description 4
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XMTVIMLHAWZAAB-UHFFFAOYSA-N 2,5-diethoxycyclohexa-2,5-diene-1,4-dione Chemical compound CCOC1=CC(=O)C(OCC)=CC1=O XMTVIMLHAWZAAB-UHFFFAOYSA-N 0.000 claims description 3
KEPINQKIQUMGNT-UHFFFAOYSA-N 2,6-diethoxycyclohexa-2,5-diene-1,4-dione Chemical compound CCOC1=CC(=O)C=C(OCC)C1=O KEPINQKIQUMGNT-UHFFFAOYSA-N 0.000 claims description 3
IFGYOGFPTOLNSE-UHFFFAOYSA-N 2-(1-hydroxyethyl)naphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(C(O)C)=CC(=O)C2=C1 IFGYOGFPTOLNSE-UHFFFAOYSA-N 0.000 claims description 3
GQTXVVHSRZQTNX-UHFFFAOYSA-N 2-(2,2-dimethylpropoxy)naphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCC(C)(C)C)=CC(=O)C2=C1 GQTXVVHSRZQTNX-UHFFFAOYSA-N 0.000 claims description 3
MGFPPVRYBHPUDB-UHFFFAOYSA-N 2-(2-ethoxyethoxy)naphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCCOCC)=CC(=O)C2=C1 MGFPPVRYBHPUDB-UHFFFAOYSA-N 0.000 claims description 3
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NQDSKRXTNMFZBV-UHFFFAOYSA-N 2-(2-methoxyethoxy)naphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCCOC)=CC(=O)C2=C1 NQDSKRXTNMFZBV-UHFFFAOYSA-N 0.000 claims description 3
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PXFWTGVAWINDMI-UHFFFAOYSA-N 2-(hydroxymethyl)-3-methylnaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(C)=C(CO)C(=O)C2=C1 PXFWTGVAWINDMI-UHFFFAOYSA-N 0.000 claims description 3
UILUHPCHRFOCEL-UHFFFAOYSA-N 2-(hydroxymethyl)naphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(CO)=CC(=O)C2=C1 UILUHPCHRFOCEL-UHFFFAOYSA-N 0.000 claims description 3
OAOJVKNMXXRTCD-UHFFFAOYSA-N 2-bromo-3-propan-2-yloxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OC(C)C)=C(Br)C(=O)C2=C1 OAOJVKNMXXRTCD-UHFFFAOYSA-N 0.000 claims description 3
BATAHUJPPGPXIN-UHFFFAOYSA-N 2-butoxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCCCC)=CC(=O)C2=C1 BATAHUJPPGPXIN-UHFFFAOYSA-N 0.000 claims description 3
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AASXDKACYYLYGG-UHFFFAOYSA-N 2-ethoxy-5-methoxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCC)=CC(=O)C2=C1OC AASXDKACYYLYGG-UHFFFAOYSA-N 0.000 claims description 3
CRJFIHMEFSTVQX-UHFFFAOYSA-N 2-ethoxy-5-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CCOC1=CC(=O)C(C)=CC1=O CRJFIHMEFSTVQX-UHFFFAOYSA-N 0.000 claims description 3
OYUCOVXFTPMZPQ-UHFFFAOYSA-N 2-ethoxy-6-methoxynaphthalene-1,4-dione Chemical compound COC1=CC=C2C(=O)C(OCC)=CC(=O)C2=C1 OYUCOVXFTPMZPQ-UHFFFAOYSA-N 0.000 claims description 3
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XRYOPZBKBPUTKS-UHFFFAOYSA-N 2-ethoxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCC)=CC(=O)C2=C1 XRYOPZBKBPUTKS-UHFFFAOYSA-N 0.000 claims description 3
PYYAHBSCFNNAJN-UHFFFAOYSA-N 2-heptoxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCCCCCCC)=CC(=O)C2=C1 PYYAHBSCFNNAJN-UHFFFAOYSA-N 0.000 claims description 3
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IWSPVYWIOBANDX-UHFFFAOYSA-N 2-hexoxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OCCCCCC)=CC(=O)C2=C1 IWSPVYWIOBANDX-UHFFFAOYSA-N 0.000 claims description 3
DVPLADMIBKUIOJ-UHFFFAOYSA-N 2-pentan-2-yloxynaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(OC(C)CCC)=CC(=O)C2=C1 DVPLADMIBKUIOJ-UHFFFAOYSA-N 0.000 claims description 3
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AUOCBDYQSBVTEM-UHFFFAOYSA-N 2-phenyl-5-propoxycyclohexa-2,5-diene-1,4-dione Chemical compound C(CC)OC=1C(C=C(C(C1)=O)C1=CC=CC=C1)=O AUOCBDYQSBVTEM-UHFFFAOYSA-N 0.000 claims description 3
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239000011135 tin Substances 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
IEKWPPTXWFKANS-UHFFFAOYSA-K trichlorocobalt Chemical compound Cl[Co](Cl)Cl IEKWPPTXWFKANS-UHFFFAOYSA-K 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1

Classifications

- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/67—Compositions containing cobalt salts or cobalt compounds as photosensitive substances
- 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

Landscapes

Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Physics & Mathematics (AREA)
General Physics & Mathematics (AREA)
Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

CA221,819A 1974-04-15 1975-03-11 Systemes et processus de photoreduction par metal de transition Expired CA1051706A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US46105774A	1974-04-15	1974-04-15

Publications (1)

Publication Number	Publication Date
CA1051706A true CA1051706A (fr)	1979-04-03

Family

ID=23831051

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA221,819A Expired CA1051706A (fr)	1974-04-15	1975-03-11	Systemes et processus de photoreduction par metal de transition

Country Status (5)

Country	Link
JP (1)	JPS542091B2 (fr)
BE (1)	BE827952A (fr)
CA (1)	CA1051706A (fr)
FR (1)	FR2267571B1 (fr)
GB (1)	GB1497452A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1116915A (fr) *	1977-12-28	1982-01-26	Anthony Adin	Inhibition de la formation d'images au moyen de complexes de cobalt (iii)
US5476755A (en) *	1993-11-19	1995-12-19	Konica Corporation	Image forming element and image forming method
US5698363A (en) *	1995-07-10	1997-12-16	Konica Corporation	Image forming method

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3152903A (en) *	1959-04-30	1964-10-13	Minnesota Mining & Mfg	Reproduction system

1975
- 1975-03-11 CA CA221,819A patent/CA1051706A/fr not_active Expired
- 1975-04-14 FR FR7511498A patent/FR2267571B1/fr not_active Expired
- 1975-04-15 GB GB1549575A patent/GB1497452A/en not_active Expired
- 1975-04-15 JP JP4575575A patent/JPS542091B2/ja not_active Expired
- 1975-04-15 BE BE155422A patent/BE827952A/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
BE827952A (fr)	1975-10-15
DE2516270B2 (de)	1977-03-03
GB1497452A (en)	1978-01-12
JPS542091B2 (fr)	1979-02-02
JPS50139722A (fr)	1975-11-08
FR2267571B1 (fr)	1979-04-27
DE2516270A1 (de)	1975-10-23
FR2267571A1 (fr)	1975-11-07

Publication	Publication Date	Title
US5153104A (en)	1992-10-06	Thermally developable light-sensitive layers containing photobleachable sensitizers
US4075019A (en)	1978-02-21	High gain cobalt(III)complex composition and element
US5153105A (en)	1992-10-06	Thermally developable light sensitive imageable layers containing photobleachable dyes
US3152903A (en)	1964-10-13	Reproduction system
US5055373A (en)	1991-10-08	Multicolor recording material
US4201588A (en)	1980-05-06	Radiation sensitive co(III)complex photoreduction element with image recording layer
EP0467589A1 (fr)	1992-01-22	Compositions thermodéveloppables sensibles à la lumière
US4045221A (en)	1977-08-30	Process of amplifying image in image recording layer by releasing reactant from image forming layer containing cobalt(III)complex
EP0175504A2 (fr)	1986-03-26	Système de formation d'images par diffusion ou sublimation
US3892569A (en)	1975-07-01	Photosensitive sheets comprising organic dyes and sensitizers
US4284704A (en)	1981-08-18	Photographic elements with incorporated hydrogen source photoreductant and tetrazolium salt
US3615481A (en)	1971-10-26	Leuco dye/hexaarylbiimidazole thermally activated imaging process
US3887374A (en)	1975-06-03	Tetrazolium alt photoreductive imaging
US4273860A (en)	1981-06-16	Inhibition of image formation utilizing cobalt(III) complexes
CA1051706A (fr)	1979-04-03	Systemes et processus de photoreduction par metal de transition
US4195998A (en)	1980-04-01	CO(III) Complex containing radiation sensitive element with diazo recording layer
US4324852A (en)	1982-04-13	Transition metal photoreduction systems and processes
US4314019A (en)	1982-02-02	Transition metal photoreduction systems and processes
US4334005A (en)	1982-06-08	Transition metal photoreduction systems and processes
EP0003263B1 (fr)	1982-09-29	Méthode pour l'obtention d'une image et élément pour la formation d'une image par inhibition à base de complexes de cobalt (III)
US4171221A (en)	1979-10-16	High gain Co(III)complex imaging
US4243737A (en)	1981-01-06	Image forming composition and elements with Co(III) complex, conjugated π bonding compounds and photoreductant
US3887372A (en)	1975-06-03	Photographic elements and processes for producing formazan dye images of enhanced stability
US3753395A (en)	1973-08-21	Photo-thermographic recording process with 5-pyrazolane
EP0120601B1 (fr)	1988-10-19	Formation d'images par oxydation