ES2188241T3 - Naftopiranos polialcoxilados. - Google Patents
Naftopiranos polialcoxilados.Info
- Publication number
- ES2188241T3 ES2188241T3 ES99946821T ES99946821T ES2188241T3 ES 2188241 T3 ES2188241 T3 ES 2188241T3 ES 99946821 T ES99946821 T ES 99946821T ES 99946821 T ES99946821 T ES 99946821T ES 2188241 T3 ES2188241 T3 ES 2188241T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- alkoxy
- phenyl
- group
- mono
- 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 - Lifetime
Links
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 22
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 16
- -1 naphthopyran compound Chemical class 0.000 abstract 11
- 239000001257 hydrogen Substances 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 9
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 9
- 125000003118 aryl group Chemical group 0.000 abstract 8
- 125000001424 substituent group Chemical group 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 150000002431 hydrogen Chemical group 0.000 abstract 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 4
- 125000001153 fluoro group Chemical group F* 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 abstract 3
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 abstract 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 125000004965 chloroalkyl group Chemical group 0.000 abstract 3
- 125000001624 naphthyl group Chemical group 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 125000002541 furyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 150000002829 nitrogen Chemical class 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- VCMLCMCXCRBSQO-UHFFFAOYSA-N 3h-benzo[f]chromene Chemical compound C1=CC=CC2=C(C=CCO3)C3=CC=C21 VCMLCMCXCRBSQO-UHFFFAOYSA-N 0.000 abstract 1
- MHRURIFLERCMBX-UHFFFAOYSA-N 4-(1-thiomorpholin-4-yl-3,4-dihydro-2H-quinolin-2-yl)morpholine Chemical compound O1CCN(CC1)C1N(C2=CC=CC=C2CC1)N1CCSCC1 MHRURIFLERCMBX-UHFFFAOYSA-N 0.000 abstract 1
- UIYCIISWTDMWTR-UHFFFAOYSA-N C(C=C)(=O)OBrOC(C(=C)C)=O Chemical compound C(C=C)(=O)OBrOC(C(=C)C)=O UIYCIISWTDMWTR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004244 benzofuran-2-yl group Chemical group [H]C1=C(*)OC2=C([H])C([H])=C([H])C([H])=C12 0.000 abstract 1
- 125000004532 benzofuran-3-yl group Chemical group O1C=C(C2=C1C=CC=C2)* 0.000 abstract 1
- 125000004534 benzothien-2-yl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 125000004197 benzothien-3-yl group Chemical group [H]C1=C(*)C2=C([H])C([H])=C([H])C([H])=C2S1 0.000 abstract 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000004986 diarylamino group Chemical group 0.000 abstract 1
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 abstract 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 abstract 1
- 125000004407 fluoroaryl group Chemical group 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/96—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings spiro-condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/92—Naphthopyrans; Hydrogenated naphthopyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/94—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Eyeglasses (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polyethers (AREA)
- Optical Filters (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Abstract
Un compuesto de naftopirano representado por las siguientes fórmulas gráficas: **(Fórmula)** donde: (a) R1, R2, R3, R4, R5 o R6 son el grupo R representado por la fórmula: -A[(C2H4O)x(C3H6O)y(C4H8O)z]D, donde -A es -C(O)O, -CH2O u -O; D es alquilo C1-C3; x, y y z son cada uno un número de entre 0 y 50 y la suma de x, y y z es de entre 2 y 50, siempre que sólo un grupo R esté presente en la porción nafto o indeno de dicho naftopirano y siempre que uno de los substituyentes R1, R2, R3, R4, R5 o R6 sea el grupo R y dichos substituyentes que no son R; (b) R1 es hidrógeno, alquilo C1-C3 o el grupo -C(O)W, siendo W -OR7, -N(R8)R9, piperidino o morfolino, donde R7 es alilo, alquilo C1-C6, fenilo, fenilo monosubstituido con alquilo C1-C6, fenilo monosubstituido con alcoxi C1-C6, fenilalquilo(C1-C3), fenilalquilo(C1-C3) monosubstituido con alquilo C1-C6, fenilalquilo(C1-C3) monosubstituido con alcoxi C1-C6, alcoxi(C1-C6)alquilo(C2-C4) o haloalquilo C1-C6; R8 y R9 son cada uno seleccionados entre elgrupo consistente en alquilo C1-C6, cicloalquilo C5C7, fenilo y fenilo mono- o disubstituido, siendo dichos substituyentes del fenilo alquilo C1-C6 o alcoxi C1-C6 y siendo dicho substituyente halo cloro o fluoro; (c) R2, cada R3 y R4 pueden ser seleccionados entre el grupo consistente en hidrógeno, alquilo C1-C6, cicloalquilo C3-C7, fenilo, fenilo mono- o disubstituido y los grupos -OR10 y -OC(O)R10, donde R10 es alquilo C1-C6, fenilalquilo(C1-C3), fenilalquilo(C1-C3) monosubstituido con alquilo C1-C6, fenilalquilo(C1C3) monosubstituido con alcoxi C1-C6, alcoxi(C1-C6)alquilo(C2-C4), cicloalquilo C3-C7 o cicloalquilo C3-C7 monosubstituido con alquilo C1-C4, siendo dichos substituyentes del fenilo alquilo C1-C6 o alcoxi C1-C6 y siendo n seleccionado entre los números enteros 0, 1 y 2; (d) R5 y R6 pueden formar juntos un grupo oxo o un grupo espiroheterocíclico que contiene 2 átomos de oxígeno y 3 a 6 átomos de carbono incluido el átomo de espirocarbono; o R5 y R6 pueden ser cada uno hidrógeno, hidroxi, alquilo C1-C6, cicloalquilo C3-C7, alilo, fenilo, fenilo monosubstituido, bencilo, bencilo monosubstituido, cloro, fluoro, el grupo -C(O)X, donde X es hidroxi, alquilo C1-C6, alcoxi C1-C6, fenilo, fenilo monosubstituido, amino, monoalquilamino C1-C6 o dialquilamino C1-C6; o R5 y R6 pueden ser cada uno el grupo -OR11, donde R11 es alquilo C1-C6, fenilalquilo(C1-C3), fenilalquilo(C1-C3) monosubstituido con alquilo C1-C6, fenilalquilo(C1-C3) monosubstituido con alcoxi C1-C6, alcoxi(C1-C6)alquilo(C2-C4), cicloalquilo C3-C7, cicloalquilo C3-C7 monosubstituido con alquilo C1-C4, cloroalquilo C1-C6, fluoroalquilo C1-C6, alilo, el grupo -CH(R12)Y, donde R12 es hidrógeno o alquilo C1-C3 e Y es CN, CF3 o COOR13 y R13 es hidrógeno o alquilo C1-C3, o R11 es el grupo -C(O)Z, donde Z es hidrógeno, alquilo C1-C6, alcoxi C1-C6, los grupos arilo no substituidos o mono- o disubstituidos, fenilo o naftilo, fenoxi, fenoxi mono- o disubstituido con alquilo C1-C6, fenoxi mono- o disubstituido con alcoxi C1-C6, fenoxi mono- o disubstituido con alcoxi C1-C6, amino, monoalquilamino C1-C6, dialquilamino C1-C6, fenilamino, fenilamino mono- o disubstituido con alquilo C1-C6 o fenilamino mono- o disubstituido con alcoxi C1-C6, siendo cada uno de los substituyentes de los grupos fenilo, bencilo y arilo alquilo C1-C6 o alcoxi C1-C6, y (e) B y B¿ son cada uno seleccionados entre el grupo consistente en: (i) fenilo monosubstituido con R; (ii) los grupos arilo, fenilo y naftilo, no substituido, mono-, di- y trisubstituido; (iii) los grupos heteroaromáticos no substituidos, mono- y disubstituidos piridilo, furanilo, benzofuran-2-ilo, benzofuran-3-ilo, tienilo, benzotien-2-ilo, benzotien-3-ilo, dibenzofuranilo, dibenzotienilo, carbazolilo y fluorenilo, siendo seleccionados cada uno de dichos substituyentes de grupos arilo y heteroaromáticos de (e)(ii) y (iii) entre el grupo consistente en hidroxi, arilo, monoalcoxi(C1C6)arilo, dialcoxi(C1-C6)arilo, monoalquil(C1-C6)alquilarilo, dialquil(C1-C6)arilo,cloroarilo, fluoroarilo, cicloalquil(C3-C7)arilo, cicloalquilo C3-C7, cicloalquiloxi C3-C7, cicloalquiloxi(C3-C7)alquilo(C1-C6), cicloalquiloxi(C3-C7)alcoxi(C1-C6), arilalquilo(C1-C6), arilalcoxi(C1-C6), ariloxi, ariloxialquilo(C1-C6), ariloxialcoxi(C1-C6), mono- y dialquil(C1-C6)-arilalquilo(C1-C6), mono- y dialcoxi(C1-C6)arilalquilo(C1C6), mono- y dialquil(C1-C6)arilalcoxi(C1-C6), mono- y di-alcoxi(C1-C6)arilalcoxi(C1-C6), amino, monoalquilamino C1-C6, dialquilamino C1-C6, diarilamino, N-alquil(C1-C6)piperazino, N-arilpiperazino, aziridino, indolino, piperidino, arilpiperidino, morfolino, tiomorfolino, tetrahidroquinolino, tetrahidroisoquinolino, pirrilo, alquilo C1-C6, cloroalquilo C1-C6, fluoroalquilo C1-C6, alcoxi C1-C6, monoalcoxi(C1C6)alquilo(C1-C4), acriloxi, metacriloxi, bromo, cloro y fluoro; (iv) los grupos representados por las siguientes fórmulas gráficas: **(Fórmula)** donde E es -CH2- u oxígeno y G es oxígeno o nitrógeno substituido, siempre que, cuando G sea nitrógeno substituido, E sea -CH2-, siendo seleccionados dichos substituyentes del nitrógeno entre el grupo consistente en hidrógeno, alquilo C1-C6 y acilo C2-C6; cada R14 es alquilo C1-C6, alcoxi C1-C6, hidroxi, cloro o fluoro; R15 y R16 son cada uno hidrógeno o alquilo C1-C6, y q es el número entero 0, 1 ó 2; (v) alquilo C1-C6, cloroalquilo C1-C6, fluoroalquilo C1-C6, alcoxi(C1-C6)alquilo(C1-C4), y (vi) el grupo representado por la siguiente fórmula gráfica: **(Fórmula)** donde L es hidrógeno o alquilo C1-C4 y M es seleccionado entre los miembros no substituidos o mono- y disubstituidos del grupo consistente en naftilo, fenilo, furanilo y tienilo, siendo los substituyentes de cada uno de dichos grupos alquilo C1-C4, alcoxi C1-C4, fluoro o cloro.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/151,982 US5961892A (en) | 1998-09-11 | 1998-09-11 | Polyalkoxylated naphthopyrans |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2188241T3 true ES2188241T3 (es) | 2003-06-16 |
Family
ID=22541091
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99946821T Expired - Lifetime ES2188241T3 (es) | 1998-09-11 | 1999-09-09 | Naftopiranos polialcoxilados. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5961892A (es) |
| EP (1) | EP1112264B1 (es) |
| JP (1) | JP4550281B2 (es) |
| AU (1) | AU758378B2 (es) |
| BR (1) | BR9913868A (es) |
| CA (1) | CA2343226C (es) |
| CO (1) | CO5221040A1 (es) |
| DE (1) | DE69904211T2 (es) |
| ES (1) | ES2188241T3 (es) |
| WO (1) | WO2000015630A1 (es) |
Families Citing this family (79)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0958288B1 (de) * | 1997-09-22 | 2004-03-03 | Rodenstock GmbH | Photochrome naphthopyran-farbstoffe, verfahren zu ihrer herstellung, ihre verwendung sowie ein photochromer gegenstand |
| US6268055B1 (en) * | 1997-12-08 | 2001-07-31 | Ppg Industries Ohio, Inc. | Photochromic epoxy resin coating composition and articles having such a coating |
| US6555028B2 (en) | 1998-09-11 | 2003-04-29 | Transitions Optical, Inc. | Polymeric matrix compatibilized naphthopyrans |
| FR2783249B1 (fr) | 1998-09-11 | 2001-06-22 | Flamel Tech Sa | Naphtopyranes anneles en c5-c6, leur preparation et les compositions et matrices (co)polymeres les renfermant |
| FR2794748B1 (fr) | 1999-06-10 | 2001-09-21 | Corning Sa | Naphtopyranes anneles en c5-c6 avec un cycle c6 de type lactame et les compositions et matrices (co)polymeres les renfermant |
| FR2794749A1 (fr) | 1999-06-10 | 2000-12-15 | Corning Sa | Benzopyranes anneles en c7-c8 avec un heterocycle aromatique et les compositions et matrices (co) polymeres les renfermant |
| US6296785B1 (en) | 1999-09-17 | 2001-10-02 | Ppg Industries Ohio, Inc. | Indeno-fused photochromic naphthopyrans |
| US6348604B1 (en) | 1999-09-17 | 2002-02-19 | Ppg Industries Ohio, Inc. | Photochromic naphthopyrans |
| US6660727B1 (en) | 1999-11-10 | 2003-12-09 | Rodenstock Gmbh | Photochromic heterocyclically anellated indenochromene compounds |
| ES2243460T3 (es) * | 2000-03-22 | 2005-12-01 | Transitions Optical, Inc. | Naftopiranos hidroxilados/carboxilados. |
| WO2002022594A1 (de) * | 2000-09-14 | 2002-03-21 | Optische Werke G. Rodenstock | H-annellierte benzo[f]chromene |
| US6736998B2 (en) | 2000-12-29 | 2004-05-18 | Transitions Optical, Inc. | Indeno-fused photochromic naphthopyrans |
| US20030141490A1 (en) * | 2001-12-21 | 2003-07-31 | Walters Robert W. | Photochromic polymer compositions and articles thereof |
| US7638554B2 (en) * | 2002-04-18 | 2009-12-29 | Sri International | Flavanoids as chemotherapeutic, chemopreventive, and antiangiogenic agents |
| US20030229136A1 (en) * | 2002-04-18 | 2003-12-11 | Nurulain Zaveri | Novel flavanoids as chemotherapeutic, chemopreventive, and antiangiogenic agents |
| US20040186241A1 (en) * | 2003-03-20 | 2004-09-23 | Gemert Barry Van | Photochromic ocular devices |
| US7262295B2 (en) | 2003-03-20 | 2007-08-28 | Transitions Optical, Inc. | Indeno-fused photochromic naphthopyrans, naphthols and photochromic articles |
| US7320826B2 (en) * | 2003-03-20 | 2008-01-22 | Ppg Industries Ohio, Inc. | Photochromic articles with reduced temperature dependency and methods for preparation |
| 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 |
| US9096014B2 (en) | 2003-07-01 | 2015-08-04 | Transitions Optical, Inc. | Oriented polymeric sheets exhibiting dichroism and articles containing the same |
| US8518546B2 (en) | 2003-07-01 | 2013-08-27 | Transitions Optical, Inc. | Photochromic compounds and compositions |
| US7342112B2 (en) * | 2003-07-01 | 2008-03-11 | Ppg Industries Ohio, Inc. | Photochromic compounds |
| US7632540B2 (en) | 2003-07-01 | 2009-12-15 | Transitions Optical, Inc. | Alignment facilities for optical dyes |
| US7256921B2 (en) * | 2003-07-01 | 2007-08-14 | Transitions Optical, Inc. | Polarizing, photochromic devices and methods of making the same |
| US20110140056A1 (en) | 2003-07-01 | 2011-06-16 | Transitions Optical, Inc. | Indeno-fused ring compounds |
| US8582192B2 (en) | 2003-07-01 | 2013-11-12 | Transitions Optical, Inc. | Polarizing photochromic articles |
| US8211338B2 (en) | 2003-07-01 | 2012-07-03 | Transitions Optical, Inc | Photochromic compounds |
| JP4663523B2 (ja) * | 2003-09-18 | 2011-04-06 | 株式会社トクヤマ | クロメン化合物 |
| EP1740629B1 (en) * | 2004-04-30 | 2011-03-30 | Advanced Polymerik Pty Ltd | Photochromic compositions and articles comprising siloxane, alkylene or substituted alkylene oligomers |
| US20070159594A9 (en) * | 2004-05-13 | 2007-07-12 | Jani Dharmendra M | Photochromic blue light filtering materials and ophthalmic devices |
| US9139552B2 (en) | 2005-04-08 | 2015-09-22 | Transitions Optical, Inc. | Indeno-fused naphthopyrans having ethylenically unsaturated groups |
| US8647538B2 (en) | 2005-04-08 | 2014-02-11 | Transitions Optical, Inc. | Photochromic compounds having at least two photochromic moieties |
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-
1998
- 1998-09-11 US US09/151,982 patent/US5961892A/en not_active Expired - Lifetime
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1999
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- 1999-09-09 JP JP2000570169A patent/JP4550281B2/ja not_active Expired - Fee Related
- 1999-09-09 CA CA002343226A patent/CA2343226C/en not_active Expired - Lifetime
- 1999-09-09 DE DE69904211T patent/DE69904211T2/de not_active Expired - Lifetime
- 1999-09-09 ES ES99946821T patent/ES2188241T3/es not_active Expired - Lifetime
- 1999-09-09 AU AU59144/99A patent/AU758378B2/en not_active Ceased
- 1999-09-09 EP EP99946821A patent/EP1112264B1/en not_active Expired - Lifetime
- 1999-09-09 BR BR9913868-9A patent/BR9913868A/pt active Search and Examination
- 1999-09-13 CO CO99057905A patent/CO5221040A1/es not_active Application Discontinuation
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| AU5914499A (en) | 2000-04-03 |
| WO2000015630A1 (en) | 2000-03-23 |
| US5961892A (en) | 1999-10-05 |
| BR9913868A (pt) | 2002-01-15 |
| CA2343226A1 (en) | 2000-03-23 |
| CO5221040A1 (es) | 2002-11-28 |
| EP1112264B1 (en) | 2002-11-27 |
| DE69904211D1 (de) | 2003-01-09 |
| AU758378B2 (en) | 2003-03-20 |
| JP2002524559A (ja) | 2002-08-06 |
| EP1112264A1 (en) | 2001-07-04 |
| DE69904211T2 (de) | 2003-07-24 |
| JP4550281B2 (ja) | 2010-09-22 |
| CA2343226C (en) | 2005-11-15 |
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