JPH0343315B2 - - Google Patents

Info

Publication number: JPH0343315B2
Authority: JP; Japan
Prior art keywords: lower alkyl; composition; hydrogen; photochromic; hindered amine
Prior art date: 1985-01-31
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

JP61020026A

Other languages

English (en)

Japanese (ja)

Other versions

JPS61241383A (ja

Inventor

Wai Shii Chuu Nori

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.)

AO Inc

Original Assignee

AO Inc

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.)

1985-01-31

Filing date

1986-01-31

Publication date

1991-07-02

1986-01-31 Application filed by AO Inc filed Critical AO Inc

1986-10-27 Publication of JPS61241383A publication Critical patent/JPS61241383A/ja

1991-07-02 Publication of JPH0343315B2 publication Critical patent/JPH0343315B2/ja

Status Granted legal-status Critical Current

Links

239000004611 light stabiliser Substances 0.000 claims abstract description 30
239000000203 mixture Substances 0.000 claims abstract description 30
150000001412 amines Chemical class 0.000 claims abstract description 29
239000000326 ultraviolet stabilizing agent Substances 0.000 claims abstract description 7
125000000217 alkyl group Chemical group 0.000 claims description 26
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 20
150000001875 compounds Chemical class 0.000 claims description 18
229910052739 hydrogen Inorganic materials 0.000 claims description 17
239000001257 hydrogen Substances 0.000 claims description 17
239000012963 UV stabilizer Substances 0.000 claims description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
150000002431 hydrogen Chemical class 0.000 claims description 8
229910052759 nickel Inorganic materials 0.000 claims description 8
239000003381 stabilizer Substances 0.000 claims description 8
229920003023 plastic Polymers 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
239000004033 plastic Substances 0.000 claims description 6
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 4
XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical group C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 claims description 4
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 4
229910017052 cobalt Inorganic materials 0.000 claims description 4
239000010941 cobalt Substances 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical class 0.000 claims description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 claims description 4
229940031826 phenolate Drugs 0.000 claims description 4
229920000642 polymer Polymers 0.000 claims description 4
-1 6 -[(1,1,3,3-tetramethylbutyl)-amino]1,3,5-triazine-2,4-diyl Chemical group 0.000 claims description 3
150000002500 ions Chemical class 0.000 claims description 3
239000013110 organic ligand Substances 0.000 claims description 3
BAGDYXSZQVQPKH-UHFFFAOYSA-M [Ni+].CC(C)OP([O-])(=S)SC(C)C Chemical compound [Ni+].CC(C)OP([O-])(=S)SC(C)C BAGDYXSZQVQPKH-UHFFFAOYSA-M 0.000 claims description 2
FLPKSBDJMLUTEX-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) 2-butyl-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)(CCCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FLPKSBDJMLUTEX-UHFFFAOYSA-N 0.000 claims description 2
RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 claims description 2
GWXMDJKGVWQLBZ-UHFFFAOYSA-N di(propan-2-yl)carbamodithioic acid Chemical compound CC(C)N(C(C)C)C(S)=S GWXMDJKGVWQLBZ-UHFFFAOYSA-N 0.000 claims description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 claims description 2
GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 claims 2
MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 claims 1
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims 1
230000005281 excited state Effects 0.000 abstract description 9
BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 abstract description 3
125000003003 spiro group Chemical group 0.000 abstract description 2
239000000975 dye Substances 0.000 description 28
239000000243 solution Substances 0.000 description 14
239000002253 acid Substances 0.000 description 8
229920006217 cellulose acetate butyrate Polymers 0.000 description 8
230000000694 effects Effects 0.000 description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
150000007513 acids Chemical class 0.000 description 5
239000000523 sample Substances 0.000 description 5
239000003963 antioxidant agent Substances 0.000 description 4
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
239000013068 control sample Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
238000001782 photodegradation Methods 0.000 description 4
230000005855 radiation Effects 0.000 description 4
JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 3
SWZOQAGVRGQLDV-UHFFFAOYSA-N 4-[2-(4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)ethoxy]-4-oxobutanoic acid Chemical compound CC1(C)CC(O)CC(C)(C)N1CCOC(=O)CCC(O)=O SWZOQAGVRGQLDV-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000006096 absorbing agent Substances 0.000 description 3
238000000034 method Methods 0.000 description 3
239000004800 polyvinyl chloride Substances 0.000 description 3
229920000915 polyvinyl chloride Polymers 0.000 description 3
JHQVCQDWGSXTFE-UHFFFAOYSA-N 2-(2-prop-2-enoxycarbonyloxyethoxy)ethyl prop-2-enyl carbonate Chemical compound C=CCOC(=O)OCCOCCOC(=O)OCC=C JHQVCQDWGSXTFE-UHFFFAOYSA-N 0.000 description 2
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
229920004142 LEXAN™ Polymers 0.000 description 2
239000004418 Lexan Substances 0.000 description 2
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000012965 benzophenone Substances 0.000 description 2
150000008366 benzophenones Chemical class 0.000 description 2
150000001565 benzotriazoles Chemical class 0.000 description 2
229940106691 bisphenol a Drugs 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
230000008859 change Effects 0.000 description 2
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
239000004926 polymethyl methacrylate Substances 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
230000008569 process Effects 0.000 description 2
WPRMJBJYCFNTKE-UHFFFAOYSA-L (3,5-ditert-butyl-4-hydroxyphenyl)methyl-ethoxyphosphinate;nickel(2+) Chemical compound [Ni+2].CCOP([O-])(=O)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1.CCOP([O-])(=O)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 WPRMJBJYCFNTKE-UHFFFAOYSA-L 0.000 description 1
YAXWOADCWUUUNX-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidine Chemical class CC1CCCN(C)C1(C)C YAXWOADCWUUUNX-UHFFFAOYSA-N 0.000 description 1
ZAKIXFRHKAGELZ-UHFFFAOYSA-N 1-O-[4,4-bis(1,2,2,6,6-pentamethylpiperidin-4-yl)butyl] 3-O-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl] propanedioate Chemical compound C(CC(=O)OCC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C)(=O)OCCCC(C1CC(N(C(C1)(C)C)C)(C)C)C1CC(N(C(C1)(C)C)C)(C)C ZAKIXFRHKAGELZ-UHFFFAOYSA-N 0.000 description 1
IVVLFHBYPHTMJU-UHFFFAOYSA-N 2,2,4,4-tetramethyl-7-oxa-3,20-diazadispiro[5.1.11^{8}.2^{6}]henicosan-21-one Chemical compound C1C(C)(C)NC(C)(C)CC21C(=O)NC1(CCCCCCCCCCC1)O2 IVVLFHBYPHTMJU-UHFFFAOYSA-N 0.000 description 1
MHCGTEBQHSVRDP-UHFFFAOYSA-N 3-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indole]-1'-yl)propanoic acid Chemical class O1C2=CC=C([N+]([O-])=O)C=C2C=CC21N(CCC(O)=O)C1=CC=CC=C1C2(C)C MHCGTEBQHSVRDP-UHFFFAOYSA-N 0.000 description 1
ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
IEQPZXXXPVAXRJ-UHFFFAOYSA-M N-butylcarbamodithioate Chemical compound CCCCNC([S-])=S IEQPZXXXPVAXRJ-UHFFFAOYSA-M 0.000 description 1
RQLLCPILQQYBDI-UHFFFAOYSA-L P(OCC1=CC(=C(C(=C1)C(C)(C)C)OCC)C(C)(C)C)([O-])=O.[Ni+2].C(C)OC1=C(C=C(COP([O-])=O)C=C1C(C)(C)C)C(C)(C)C Chemical compound P(OCC1=CC(=C(C(=C1)C(C)(C)C)OCC)C(C)(C)C)([O-])=O.[Ni+2].C(C)OC1=C(C=C(COP([O-])=O)C=C1C(C)(C)C)C(C)(C)C RQLLCPILQQYBDI-UHFFFAOYSA-L 0.000 description 1
229920001944 Plastisol Polymers 0.000 description 1
229920005372 Plexiglas® Polymers 0.000 description 1
230000004913 activation Effects 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
238000005266 casting Methods 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000009749 continuous casting Methods 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000002427 irreversible effect Effects 0.000 description 1
238000003475 lamination Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
238000000465 moulding Methods 0.000 description 1
ORECYURYFJYPKY-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine;2,4,6-trichloro-1,3,5-triazine;2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N.ClC1=NC(Cl)=NC(Cl)=N1.C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 ORECYURYFJYPKY-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
238000003359 percent control normalization Methods 0.000 description 1
230000002688 persistence Effects 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
239000004999 plastisol Substances 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
239000004431 polycarbonate resin Substances 0.000 description 1
229920005668 polycarbonate resin Polymers 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
238000012216 screening Methods 0.000 description 1
IAHPADQGUAKOQZ-UHFFFAOYSA-N spiro[1,3-dihydroindole-2,3'-benzo[f][1,4]benzoxazine] Chemical compound C1=CC=CC2=C(N=CC3(NC4=CC=CC=C4C3)O3)C3=CC=C21 IAHPADQGUAKOQZ-UHFFFAOYSA-N 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
239000004753 textile Substances 0.000 description 1
238000002834 transmittance Methods 0.000 description 1
230000000007 visual effect Effects 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
- G03C1/685—Compositions containing spiro-condensed pyran compounds or derivatives thereof, as photosensitive substances

Landscapes

Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Physics & Mathematics (AREA)
General Physics & Mathematics (AREA)
Chemical & Material Sciences (AREA)
Compositions Of Macromolecular Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Glass Compositions (AREA)
Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
Medicinal Preparation (AREA)
Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
Heat Sensitive Colour Forming Recording (AREA)

JP61020026A 1985-01-31 1986-01-31 光互変性組成物 Granted JPS61241383A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US69645285A	1985-01-31	1985-01-31
US696452		1985-01-31

Publications (2)

Publication Number	Publication Date
JPS61241383A JPS61241383A (ja)	1986-10-27
JPH0343315B2 true JPH0343315B2 (de)	1991-07-02

Family

ID=24797122

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP61020026A Granted JPS61241383A (ja)	1985-01-31	1986-01-31	光互変性組成物

Country Status (6)

Country	Link
EP (1)	EP0195898B1 (de)
JP (1)	JPS61241383A (de)
AT (1)	ATE38391T1 (de)
BR (1)	BR8600381A (de)
CA (1)	CA1268034A (de)
DE (1)	DE3661076D1 (de)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0277639B1 (de) *	1987-02-02	1995-01-25	Toray Industries, Inc.	Photochrome Verbindung
JPH0794657B2 (ja) *	1987-10-16	1995-10-11	日産自動車株式会社	フォトクロミック感光性材料
IT1223067B (it) *	1987-11-05	1990-09-12	Enichem Sintesi	Composto fotocromatico ed articoli fotocromatici che lo contengono
US5180524A (en) *	1987-11-05	1993-01-19	Enichem Synthesis S.P.A.	Photochromatic composition and photochromatic articles which contain it
EP0346484B1 (de) *	1987-12-02	1995-08-16	Japan Capsular Products, Inc.	Mikroeingekapseltes photochromes material, verfahren zur herstellung und tintenzusammensetzung auf wasserbasis
JP2545606B2 (ja) *	1988-07-05	1996-10-23	呉羽化学工業株式会社	フォトクロミック化合物およびフォトクロミック組成物
GB8828091D0 (en) *	1988-12-01	1989-01-05	Traqson Ltd	Security marking
IT1230711B (it) *	1989-02-10	1991-10-29	Enichem Sintesi	Composizione fotocromatica dotata di resistenza a fatica alla luce e articoli fotocromatici che la contengono.
US5225113A (en) *	1989-02-10	1993-07-06	Enichem Synthesis S.P.A.	Photochromatic composition endowed with light fatigue resistance and photochromatic articles which contain it
JP2755444B2 (ja) *	1989-09-28	1998-05-20	株式会社トクヤマ	クロメン組成物
AU637868B2 (en) *	1990-07-04	1993-06-10	Lintec Corporation	Photochromic composition
EP0612796A1 (de) *	1993-02-23	1994-08-31	Ciba-Geigy Ag	Stabilisierung organischer Pigmente
DE69421635T2 (de) *	1993-02-23	2000-06-15	Ciba Specialty Chemicals Holding Inc., Basel	Stabilisierung von Pyrrolopyrrolpigmenten
WO2008043848A2 (en) *	2006-10-12	2008-04-17	Opco Gmbh	Protective film

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DD156372A1 (de) *	1981-02-13	1982-08-18	Manfred Reichenbaecher	Photochrome medien unter verwendung von 1,4-2h-oxazinen und spirophenanthro-1,4-2h-oxazinen
US4440672A (en) *	1982-03-22	1984-04-03	American Optical Corporation	Photochromic composition resistant to fatigue

1986
- 1986-01-21 CA CA000499989A patent/CA1268034A/en not_active Expired - Lifetime
- 1986-01-30 BR BR8600381A patent/BR8600381A/pt not_active IP Right Cessation
- 1986-01-31 JP JP61020026A patent/JPS61241383A/ja active Granted
- 1986-01-31 EP EP86101289A patent/EP0195898B1/de not_active Expired
- 1986-01-31 DE DE8686101289T patent/DE3661076D1/de not_active Expired
- 1986-01-31 AT AT86101289T patent/ATE38391T1/de active

Also Published As

Publication number	Publication date
ATE38391T1 (de)	1988-11-15
DE3661076D1 (en)	1988-12-08
JPS61241383A (ja)	1986-10-27
CA1268034A (en)	1990-04-24
EP0195898B1 (de)	1988-11-02
EP0195898A1 (de)	1986-10-01
BR8600381A (pt)	1986-10-14

Legal Events

Date	Code	Title	Description
2004-07-27	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2005-07-02	LAPS	Cancellation because of no payment of annual fees

Publication	Publication Date	Title
US4720356A (en)	1988-01-19	Photochromic composition resistant to fatigue
EP0728315B1 (de)	1999-12-22	Photochrome zusammensetzungen mit verbesserter lichtermüdungsbeständigkeit
US4440672A (en)	1984-04-03	Photochromic composition resistant to fatigue
DE68913514T2 (de)	1994-07-14	Gegenstand mit veränderlicher lichtübertragung und verfahren zur herstellung.
JP3190354B2 (ja)	2001-07-23	改良された疲労抵抗性のホトクロミックナフトピラン組成物
US5266447A (en)	1993-11-30	Photochromic composition
US5405958A (en)	1995-04-11	Photochromic spiro(indoline)naphthoxazine compounds
US5185390A (en)	1993-02-09	Water strippable photochromic resin composition
US5130353A (en)	1992-07-14	Method for preparing photochromic plastic article
US4699473A (en)	1987-10-13	Trifluoromethyl substituted spirooxazine photochromic dyes
JPH0343315B2 (de)	1991-07-02
EP0134633B1 (de)	1988-06-08	Fotochromische Zubereitung
US5021196A (en)	1991-06-04	Method for preparing variable-light transmittance article
DE69800587T2 (de)	2001-08-09	Photochrome Zusammensetzungen mit verbessertem Ausbleichverhalten
DE3607759A1 (de)	1986-10-02	Photochromer gegenstand aus kunststoff und verfahren zu seiner herstellung
JPS60112880A (ja)	1985-06-19	スピロ（インドリン）ピリドベンゾオキサジン化合物
JPH01163184A (ja)	1989-06-27	光互変組成物
DE69021225T2 (de)	1996-01-25	Lichtbeständige photochrome Zusammensetzung und diese enthaltende photochrome Gegenstände.
JP2822844B2 (ja)	1998-11-11	フォトクロミック成形体
JPH05134353A (ja)	1993-05-28	光互変性プラステイツク製品
CA1245048A (en)	1988-11-22	Photochromic composition