DE2016972A1 - Lichtfilter mit veränderlicher optischer Dichte unter Anwendung von Leukophenazin-Farbstoffen - Google Patents
Lichtfilter mit veränderlicher optischer Dichte unter Anwendung von Leukophenazin-FarbstoffenInfo
- Publication number
- DE2016972A1 DE2016972A1 DE19702016972 DE2016972A DE2016972A1 DE 2016972 A1 DE2016972 A1 DE 2016972A1 DE 19702016972 DE19702016972 DE 19702016972 DE 2016972 A DE2016972 A DE 2016972A DE 2016972 A1 DE2016972 A1 DE 2016972A1
- Authority
- DE
- Germany
- Prior art keywords
- dye
- light filter
- solution
- filter according
- light
- Prior art date
- 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.)
- Withdrawn
Links
- 230000003287 optical effect Effects 0.000 title claims description 13
- 239000000975 dye Substances 0.000 title description 30
- 239000003638 chemical reducing agent Substances 0.000 claims description 15
- 230000002441 reversible effect Effects 0.000 claims description 13
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 9
- 235000011150 stannous chloride Nutrition 0.000 claims description 9
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 claims description 7
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 7
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical group [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims description 6
- SQHWUYVHKRVCMD-UHFFFAOYSA-N 2-n,2-n-dimethyl-10-phenylphenazin-10-ium-2,8-diamine;chloride Chemical class [Cl-].C12=CC(N(C)C)=CC=C2N=C2C=CC(N)=CC2=[N+]1C1=CC=CC=C1 SQHWUYVHKRVCMD-UHFFFAOYSA-N 0.000 claims description 3
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical group [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims 2
- SCMDRBZEIUMBBQ-UHFFFAOYSA-N (1e)-1-[(8-amino-3,7-dimethyl-10-phenylphenazin-10-ium-2-yl)hydrazinylidene]naphthalen-2-one;chloride Chemical group [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N\N=C\3C4=CC=CC=C4C=CC/3=O)C=C2[N+]=1C1=CC=CC=C1 SCMDRBZEIUMBBQ-UHFFFAOYSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 description 23
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 230000031700 light absorption Effects 0.000 description 4
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 3
- -1 3-Amino-7- (p-dimethylaminophenylazo) -5-phenylphenazine chloride Chemical compound 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 239000001119 stannous chloride Substances 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
- OSZBRXNBKKWJOM-UHFFFAOYSA-N 1-phenylphenazine Chemical class C1=CC=CC=C1C1=CC=CC2=NC3=CC=CC=C3N=C12 OSZBRXNBKKWJOM-UHFFFAOYSA-N 0.000 description 1
- IGFPPYWLUIIXOJ-UHFFFAOYSA-N 8-n,8-n,3-trimethyl-10-phenylphenazin-10-ium-2,8-diamine;chloride Chemical compound [Cl-].C12=CC(N(C)C)=CC=C2N=C2C=C(C)C(N)=CC2=[N+]1C1=CC=CC=C1 IGFPPYWLUIIXOJ-UHFFFAOYSA-N 0.000 description 1
- XXACTDWGHQXLGW-UHFFFAOYSA-M Janus Green B chloride Chemical compound [Cl-].C12=CC(N(CC)CC)=CC=C2N=C2C=CC(\N=N\C=3C=CC(=CC=3)N(C)C)=CC2=[N+]1C1=CC=CC=C1 XXACTDWGHQXLGW-UHFFFAOYSA-M 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-P c1ccc2[nH+]c3ccccc3[nH+]c2c1 Chemical compound c1ccc2[nH+]c3ccccc3[nH+]c2c1 PCNDJXKNXGMECE-UHFFFAOYSA-P 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000007539 photo-oxidation reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/23—Photochromic filters
-
- 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
- G03C1/72—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
- G03C1/73—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
- G03C1/732—Leuco dyes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Optical Filters (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81495569A | 1969-04-10 | 1969-04-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2016972A1 true DE2016972A1 (de) | 1970-10-15 |
Family
ID=25216452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702016972 Withdrawn DE2016972A1 (de) | 1969-04-10 | 1970-04-06 | Lichtfilter mit veränderlicher optischer Dichte unter Anwendung von Leukophenazin-Farbstoffen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3660299A (enExample) |
| JP (1) | JPS4936619B1 (enExample) |
| CA (1) | CA926606A (enExample) |
| DE (1) | DE2016972A1 (enExample) |
| FR (1) | FR2064039B1 (enExample) |
| GB (1) | GB1245566A (enExample) |
| IL (1) | IL34248A (enExample) |
| NL (1) | NL7005140A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102618064B (zh) * | 2012-02-28 | 2014-04-30 | 武汉工程大学 | 一种健那绿b的合成工艺 |
| CN102617492A (zh) * | 2012-02-28 | 2012-08-01 | 武汉工程大学 | 健那绿b的合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6407696A (enExample) * | 1963-12-23 | 1965-06-24 | ||
| US3390933A (en) * | 1964-11-25 | 1968-07-02 | American Optical Corp | Variable density light transmitting device |
-
1969
- 1969-04-10 US US814955A patent/US3660299A/en not_active Expired - Lifetime
-
1970
- 1970-04-06 DE DE19702016972 patent/DE2016972A1/de not_active Withdrawn
- 1970-04-06 IL IL34248A patent/IL34248A/xx unknown
- 1970-04-07 CA CA079442A patent/CA926606A/en not_active Expired
- 1970-04-07 GB GB06406/70A patent/GB1245566A/en not_active Expired
- 1970-04-09 JP JP45029829A patent/JPS4936619B1/ja active Pending
- 1970-04-10 NL NL7005140A patent/NL7005140A/xx unknown
- 1970-04-10 FR FR7012928A patent/FR2064039B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA926606A (en) | 1973-05-22 |
| GB1245566A (en) | 1971-09-08 |
| JPS4936619B1 (enExample) | 1974-10-02 |
| US3660299A (en) | 1972-05-02 |
| FR2064039A1 (enExample) | 1971-07-16 |
| IL34248A0 (en) | 1970-06-17 |
| NL7005140A (enExample) | 1970-10-13 |
| IL34248A (en) | 1972-12-29 |
| FR2064039B1 (enExample) | 1974-08-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee | ||
| EI | Miscellaneous see part 3 | ||
| EILA | Invalidation of the cancellation of the patent | ||
| EHJ | Ceased/non-payment of the annual fee |