DE4420378C1 - Photochrome Farbstoffe - Google Patents
Photochrome FarbstoffeInfo
- Publication number
- DE4420378C1 DE4420378C1 DE4420378A DE4420378A DE4420378C1 DE 4420378 C1 DE4420378 C1 DE 4420378C1 DE 4420378 A DE4420378 A DE 4420378A DE 4420378 A DE4420378 A DE 4420378A DE 4420378 C1 DE4420378 C1 DE 4420378C1
- Authority
- DE
- Germany
- Prior art keywords
- photochromic
- dyes
- dye
- molecules
- dye according
- 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.)
- Expired - Fee Related
Links
- 239000000975 dye Substances 0.000 title claims description 58
- 239000004033 plastic Substances 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 11
- 238000004040 coloring Methods 0.000 claims description 7
- 230000005281 excited state Effects 0.000 claims description 3
- 238000013508 migration Methods 0.000 description 15
- 230000005012 migration Effects 0.000 description 15
- 238000000034 method Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 8
- 125000003003 spiro group Chemical group 0.000 description 6
- 238000009792 diffusion process Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 239000003086 colorant Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- QDEJGQKJMKXYLM-UHFFFAOYSA-N 2h-pyrido[2,3-h][1,2]benzoxazine Chemical class C1=CC2=NC=CC=C2C2=C1C=CNO2 QDEJGQKJMKXYLM-UHFFFAOYSA-N 0.000 description 2
- QEQVCPKISCKMOQ-UHFFFAOYSA-N 3h-benzo[f][1,2]benzoxazine Chemical class C1=CC=CC2=C(C=CNO3)C3=CC=C21 QEQVCPKISCKMOQ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006862 quantum yield reaction Methods 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- QDKGOMZIPXGDDJ-UHFFFAOYSA-N 2,3-dihydro-1h-indazole Chemical compound C1=CC=C2CNNC2=C1 QDKGOMZIPXGDDJ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical class C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 1
- IGUGLOQBLCMITB-UHFFFAOYSA-N [N].C1=CC=C2NCCC2=C1 Chemical compound [N].C1=CC=C2NCCC2=C1 IGUGLOQBLCMITB-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000004893 oxazines Chemical class 0.000 description 1
- 150000004880 oxines Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Optical Filters (AREA)
- Eyeglasses (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4420378A DE4420378C1 (de) | 1994-06-10 | 1994-06-10 | Photochrome Farbstoffe |
| DE59504387T DE59504387D1 (de) | 1994-06-10 | 1995-06-12 | Photochrome Farbstoffe |
| EP95109016A EP0686685B1 (de) | 1994-06-10 | 1995-06-12 | Photochrome Farbstoffe |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4420378A DE4420378C1 (de) | 1994-06-10 | 1994-06-10 | Photochrome Farbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE4420378C1 true DE4420378C1 (de) | 1995-11-30 |
Family
ID=6520320
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE4420378A Expired - Fee Related DE4420378C1 (de) | 1994-06-10 | 1994-06-10 | Photochrome Farbstoffe |
| DE59504387T Expired - Fee Related DE59504387D1 (de) | 1994-06-10 | 1995-06-12 | Photochrome Farbstoffe |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59504387T Expired - Fee Related DE59504387D1 (de) | 1994-06-10 | 1995-06-12 | Photochrome Farbstoffe |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0686685B1 (enExample) |
| DE (2) | DE4420378C1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7166357B2 (en) | 2003-03-20 | 2007-01-23 | Transitions Optical, Inc. | Photochromic articles that activate behind ultraviolet radiation blocking transparencies and methods for preparation |
| US7342112B2 (en) | 2003-07-01 | 2008-03-11 | Ppg Industries Ohio, Inc. | Photochromic compounds |
| US8211338B2 (en) | 2003-07-01 | 2012-07-03 | Transitions Optical, Inc | Photochromic compounds |
| US7256921B2 (en) | 2003-07-01 | 2007-08-14 | Transitions Optical, Inc. | Polarizing, photochromic devices and methods of making the same |
| US8518546B2 (en) | 2003-07-01 | 2013-08-27 | Transitions Optical, Inc. | Photochromic compounds and compositions |
| US9096014B2 (en) | 2003-07-01 | 2015-08-04 | Transitions Optical, Inc. | Oriented polymeric sheets exhibiting dichroism and articles containing the same |
| US7632540B2 (en) | 2003-07-01 | 2009-12-15 | Transitions Optical, Inc. | Alignment facilities for optical dyes |
| US8545984B2 (en) | 2003-07-01 | 2013-10-01 | Transitions Optical, Inc. | Photochromic compounds and compositions |
| US8698117B2 (en) | 2003-07-01 | 2014-04-15 | Transitions Optical, Inc. | Indeno-fused ring compounds |
| GB0815109D0 (en) | 2008-08-18 | 2008-09-24 | James Robinson Ltd | Polydialkylsiloxane-bridged bi-photochromic molecules |
| US10866455B2 (en) | 2017-10-19 | 2020-12-15 | Ppg Industries Ohio, Inc. | Display devices including photochromic-dichroic compounds and dichroic compounds |
Citations (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3567695A (en) * | 1962-07-25 | 1971-03-02 | Union Carbide Corp | Blocked isocyanate polymer (iv) |
| US4043637A (en) * | 1973-06-15 | 1977-08-23 | American Optical Corporation | Photochromic light valve |
| US4286957A (en) * | 1979-01-10 | 1981-09-01 | Essilor International "Cie Generale D'optique" | Process of integrating a photochromic substance into an ophthalmic lens and a photochromic lens of organic material |
| EP0141407A2 (en) * | 1983-11-04 | 1985-05-15 | Ppg Industries, Inc. | Photochromic compound and articles containing the same |
| DE3516568A1 (de) * | 1985-05-08 | 1986-01-23 | Optische Werke G. Rodenstock, 8000 München | Verfahren zum einfaerben von brillenglaesern aus kunststoff mit organischen farbstoffen |
| EP0233295A1 (en) * | 1985-08-13 | 1987-08-26 | Fanuc Ltd. | Mechanism for feeding wire in wire cut electric discharge machine |
| EP0245020A2 (en) * | 1986-05-01 | 1987-11-11 | Pilkington Plc | Photochromic articles |
| US4816584A (en) * | 1986-11-12 | 1989-03-28 | Ppg Industries, Inc. | Photochromic spiro(indoline)benzoxazines |
| DE3814631A1 (de) * | 1988-04-29 | 1989-11-09 | Rodenstock Optik G | Photochrome substanzen (iv) |
| US4880667A (en) * | 1985-09-24 | 1989-11-14 | Ppg Industries, Inc. | Photochromic plastic article and method for preparing same |
| DE3943522A1 (de) * | 1989-07-26 | 1991-02-07 | Boehringer Mannheim Gmbh | Heterobifunktionelle verbindungen |
| US5066818A (en) * | 1990-03-07 | 1991-11-19 | Ppg Industries, Inc. | Photochromic naphthopyran compounds |
| US5238981A (en) * | 1992-02-24 | 1993-08-24 | Transitions Optical, Inc. | Photochromic naphthopyrans |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1223067B (it) * | 1987-11-05 | 1990-09-12 | Enichem Sintesi | Composto fotocromatico ed articoli fotocromatici che lo contengono |
| JPH0543870A (ja) * | 1991-08-21 | 1993-02-23 | Toray Ind Inc | フオトクロミツク性組成物 |
| JPH0565477A (ja) * | 1991-09-05 | 1993-03-19 | Toray Ind Inc | フオトクロミツク性材料 |
-
1994
- 1994-06-10 DE DE4420378A patent/DE4420378C1/de not_active Expired - Fee Related
-
1995
- 1995-06-12 DE DE59504387T patent/DE59504387D1/de not_active Expired - Fee Related
- 1995-06-12 EP EP95109016A patent/EP0686685B1/de not_active Expired - Lifetime
Patent Citations (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3567695A (en) * | 1962-07-25 | 1971-03-02 | Union Carbide Corp | Blocked isocyanate polymer (iv) |
| US4043637A (en) * | 1973-06-15 | 1977-08-23 | American Optical Corporation | Photochromic light valve |
| US4286957B1 (enExample) * | 1979-01-10 | 1991-08-13 | Essilor Int | |
| US4286957A (en) * | 1979-01-10 | 1981-09-01 | Essilor International "Cie Generale D'optique" | Process of integrating a photochromic substance into an ophthalmic lens and a photochromic lens of organic material |
| EP0141407A2 (en) * | 1983-11-04 | 1985-05-15 | Ppg Industries, Inc. | Photochromic compound and articles containing the same |
| US4637698A (en) * | 1983-11-04 | 1987-01-20 | Ppg Industries, Inc. | Photochromic compound and articles containing the same |
| DE3516568A1 (de) * | 1985-05-08 | 1986-01-23 | Optische Werke G. Rodenstock, 8000 München | Verfahren zum einfaerben von brillenglaesern aus kunststoff mit organischen farbstoffen |
| EP0233295A1 (en) * | 1985-08-13 | 1987-08-26 | Fanuc Ltd. | Mechanism for feeding wire in wire cut electric discharge machine |
| US4880667A (en) * | 1985-09-24 | 1989-11-14 | Ppg Industries, Inc. | Photochromic plastic article and method for preparing same |
| EP0245020A2 (en) * | 1986-05-01 | 1987-11-11 | Pilkington Plc | Photochromic articles |
| US4816584A (en) * | 1986-11-12 | 1989-03-28 | Ppg Industries, Inc. | Photochromic spiro(indoline)benzoxazines |
| DE3814631A1 (de) * | 1988-04-29 | 1989-11-09 | Rodenstock Optik G | Photochrome substanzen (iv) |
| DE3943522A1 (de) * | 1989-07-26 | 1991-02-07 | Boehringer Mannheim Gmbh | Heterobifunktionelle verbindungen |
| US5066818A (en) * | 1990-03-07 | 1991-11-19 | Ppg Industries, Inc. | Photochromic naphthopyran compounds |
| US5238981A (en) * | 1992-02-24 | 1993-08-24 | Transitions Optical, Inc. | Photochromic naphthopyrans |
Also Published As
| Publication number | Publication date |
|---|---|
| DE59504387D1 (de) | 1999-01-14 |
| EP0686685A3 (enExample) | 1995-12-27 |
| EP0686685A2 (de) | 1995-12-13 |
| EP0686685B1 (de) | 1998-12-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1047962A1 (de) | Neutralfarbener grauer photochromer kunststoffgegenstand | |
| EP0717763B1 (de) | Photochrom eingefärbter gegenstand | |
| DE3345639C2 (enExample) | ||
| DE4420378C1 (de) | Photochrome Farbstoffe | |
| EP1194798B1 (de) | Photochromer kunststoffgegenstand mit permanent gesteigertem kontrast | |
| EP1603989B1 (de) | Zusammensetzung zur herstellung eines duroplasten mit thermochromen eigenschaften | |
| DE69534779T2 (de) | Einbau photochromer moleküle in transparente gegenstände | |
| EP1362077B1 (de) | Photochromer kunststoffgegenstand | |
| DE3244248C2 (enExample) | ||
| DE102022110731B4 (de) | Verfahren zum Versehen eines Substrats mit einer Einfärbung und einer Funktionsfärbung | |
| DE4328675A1 (de) | Verfahren zur Herstellung von photochromatischen Kunststofflinsen | |
| EP3010924B1 (de) | Uv-härtungskompatible photochrome annellierte naphthopyrane | |
| EP1235823A1 (de) | H-annellierte benzo f]chromene | |
| DE3516568A1 (de) | Verfahren zum einfaerben von brillenglaesern aus kunststoff mit organischen farbstoffen | |
| DE10307121A1 (de) | Neutralfarbener photochromer Kunststoffgegenstand | |
| WO2006045495A1 (de) | Photochrome h-annellierte benzo[f]chromen-derivate | |
| EP1461330B1 (de) | 3H-NAPHTHO[2,1-b]-PYRAN-DERIVATE SOWIE DEREN VERWENDUNG | |
| DE10130489B4 (de) | Kontraststeigernder photochromer Kunststoffgegenstand | |
| EP2115533B1 (de) | Photochrome h-annellierte benzo(f)chromene | |
| EP4240797A1 (de) | Kombination spezifischer annellierter naphthopyran-isomere | |
| DE29924502U1 (de) | Neutralfarbener grauer photochromer Kunststoffgegenstand | |
| DE2025688C (de) | Lichtfiltersystem mit veränderlicher Dichte | |
| DE3641911A1 (de) | Verfahren zur herstellung von kunstleder | |
| DE2025688A1 (de) | Lichtfiltersystem mit veränderlicher Dichte | |
| DE3801798A1 (de) | Verfahren zur herstellung farbiger fluessigkristallanzeigen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8100 | Publication of the examined application without publication of unexamined application | ||
| D1 | Grant (no unexamined application published) patent law 81 | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |