DE2553326C2 - Stabilisierte photochromes Material - Google Patents
Stabilisierte photochromes MaterialInfo
- Publication number
- DE2553326C2 DE2553326C2 DE2553326A DE2553326A DE2553326C2 DE 2553326 C2 DE2553326 C2 DE 2553326C2 DE 2553326 A DE2553326 A DE 2553326A DE 2553326 A DE2553326 A DE 2553326A DE 2553326 C2 DE2553326 C2 DE 2553326C2
- Authority
- DE
- Germany
- Prior art keywords
- photochromic
- particles
- photochromic material
- inorganic
- dye
- 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
Links
- 239000000463 material Substances 0.000 title claims description 67
- 239000002245 particle Substances 0.000 claims description 63
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 13
- 239000004408 titanium dioxide Substances 0.000 claims description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 239000011253 protective coating Substances 0.000 claims description 10
- 239000011521 glass Substances 0.000 claims description 9
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 6
- 235000012239 silicon dioxide Nutrition 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 229910052809 inorganic oxide Inorganic materials 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 4
- 239000011787 zinc oxide Substances 0.000 claims description 4
- 229920003180 amino resin Polymers 0.000 claims description 3
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 3
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- 239000003822 epoxy resin Substances 0.000 claims description 2
- 229940096825 phenylmercury Drugs 0.000 claims description 2
- DCNLOVYDMCVNRZ-UHFFFAOYSA-N phenylmercury(.) Chemical compound [Hg]C1=CC=CC=C1 DCNLOVYDMCVNRZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001727 cellulose butyrate Polymers 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 description 30
- 229920003023 plastic Polymers 0.000 description 23
- 239000004033 plastic Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 19
- 238000000576 coating method Methods 0.000 description 17
- 239000002904 solvent Substances 0.000 description 16
- 239000011248 coating agent Substances 0.000 description 14
- -1 polycarbonic Polymers 0.000 description 10
- 125000003003 spiro group Chemical group 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 230000008020 evaporation Effects 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 8
- 239000010410 layer Substances 0.000 description 7
- 230000003287 optical effect Effects 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229910010272 inorganic material Inorganic materials 0.000 description 6
- 239000011147 inorganic material Substances 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 5
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 5
- 239000004926 polymethyl methacrylate Substances 0.000 description 5
- 230000001681 protective effect Effects 0.000 description 5
- 238000004544 sputter deposition Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 4
- 238000000151 deposition Methods 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 229950000688 phenothiazine Drugs 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 150000003608 titanium Chemical class 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 150000005840 aryl radicals Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000002861 polymer material Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 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 description 2
- SQHWUYVHKRVCMD-UHFFFAOYSA-N 2-n,2-n-dimethyl-10-phenylphenazin-10-ium-2,8-diamine;chloride Chemical group [Cl-].C12=CC(N(C)C)=CC=C2N=C2C=CC(N)=CC2=[N+]1C1=CC=CC=C1 SQHWUYVHKRVCMD-UHFFFAOYSA-N 0.000 description 2
- 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 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 2
- 229910010413 TiO 2 Inorganic materials 0.000 description 2
- JTCFNJXQEFODHE-UHFFFAOYSA-N [Ca].[Ti] Chemical compound [Ca].[Ti] JTCFNJXQEFODHE-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000005229 chemical vapour deposition Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 2
- 229960000907 methylthioninium chloride Drugs 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000002988 phenazines Chemical class 0.000 description 2
- 150000002990 phenothiazines Chemical class 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- SCMDRBZEIUMBBQ-UHFFFAOYSA-N (1e)-1-[(8-amino-3,7-dimethyl-10-phenylphenazin-10-ium-2-yl)hydrazinylidene]naphthalen-2-one;chloride Chemical compound [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 description 1
- UOFGSWVZMUXXIY-UHFFFAOYSA-N 1,5-Diphenyl-3-thiocarbazone Chemical compound C=1C=CC=CC=1N=NC(=S)NNC1=CC=CC=C1 UOFGSWVZMUXXIY-UHFFFAOYSA-N 0.000 description 1
- SEIXQDAQPVUUQG-UHFFFAOYSA-N 1-phenylphenazin-10-ium;chloride Chemical compound [Cl-].C1=CC=CC=C1C1=CC=CC2=NC3=CC=CC=C3[NH+]=C12 SEIXQDAQPVUUQG-UHFFFAOYSA-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
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- SECHXUBJNBJRJQ-UHFFFAOYSA-N 2-n,2-n-dimethylphenazin-5-ium-2,8-diamine;chloride Chemical compound [Cl-].C1=CC(N)=CC2=NC3=CC([NH+](C)C)=CC=C3N=C21 SECHXUBJNBJRJQ-UHFFFAOYSA-N 0.000 description 1
- SCQKQWUNTYHOJI-UHFFFAOYSA-N 2-n,3,7-trimethyl-10-phenylphenazin-10-ium-2,8-diamine;chloride Chemical compound [Cl-].C12=CC(N)=C(C)C=C2N=C2C=C(C)C(NC)=CC2=[N+]1C1=CC=CC=C1 SCQKQWUNTYHOJI-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- HLTDBMHJSBSAOM-UHFFFAOYSA-N 2-nitropyridine Chemical class [O-][N+](=O)C1=CC=CC=N1 HLTDBMHJSBSAOM-UHFFFAOYSA-N 0.000 description 1
- NFPBWZOKGZKYRE-UHFFFAOYSA-N 2-propan-2-ylperoxypropane Chemical compound CC(C)OOC(C)C NFPBWZOKGZKYRE-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 description 1
- 150000004881 2H-pyrans Chemical class 0.000 description 1
- 150000004883 2H-thiopyrans Chemical class 0.000 description 1
- XJPKXCFTCNYEKP-UHFFFAOYSA-N 3,3'-spirobi[benzo[f]chromene] Chemical compound C1=CC=CC2=C(C=CC3(C=CC4=C5C=CC=CC5=CC=C4O3)O3)C3=CC=C21 XJPKXCFTCNYEKP-UHFFFAOYSA-N 0.000 description 1
- NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 description 1
- SFOAAKOQKWSQFV-UHFFFAOYSA-N 7-n-methyl-10h-phenothiazine-3,7-diamine Chemical compound C1=C(N)C=C2SC3=CC(NC)=CC=C3NC2=C1 SFOAAKOQKWSQFV-UHFFFAOYSA-N 0.000 description 1
- VZCCTDLWCKUBGD-UHFFFAOYSA-N 8-[[4-(dimethylamino)phenyl]diazenyl]-10-phenylphenazin-10-ium-2-amine;chloride Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1N=NC1=CC=C(N=C2C(C=C(N)C=C2)=[N+]2C=3C=CC=CC=3)C2=C1 VZCCTDLWCKUBGD-UHFFFAOYSA-N 0.000 description 1
- JOWWFJMDTBIIOI-UHFFFAOYSA-N 8-ethoxy-1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole] Chemical compound CN1C2=CC=CC=C2C(C)(C)C11C=CC(C=C(C=C2OCC)[N+]([O-])=O)=C2O1 JOWWFJMDTBIIOI-UHFFFAOYSA-N 0.000 description 1
- KOOHCYNKZSLPNL-UHFFFAOYSA-N 8-methoxy-1',3',3'-trimethyl-5',6-dinitrospiro[chromene-2,2'-indole] Chemical compound CN1C2=CC=C([N+]([O-])=O)C=C2C(C)(C)C11C=CC(C=C(C=C2OC)[N+]([O-])=O)=C2O1 KOOHCYNKZSLPNL-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- KYNSBQPICQTCGU-UHFFFAOYSA-N Benzopyrane Chemical compound C1=CC=C2C=CCOC2=C1 KYNSBQPICQTCGU-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229920002574 CR-39 Polymers 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 229920001944 Plastisol Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 108010076830 Thionins Proteins 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- PGWTYMLATMNCCZ-UHFFFAOYSA-M azure A Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 PGWTYMLATMNCCZ-UHFFFAOYSA-M 0.000 description 1
- KFZNPGQYVZZSNV-UHFFFAOYSA-M azure B Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(NC)=CC=C3N=C21 KFZNPGQYVZZSNV-UHFFFAOYSA-M 0.000 description 1
- VJDDAARZIFHSQY-UHFFFAOYSA-N basic black 2 Chemical compound [Cl-].C=1C2=[N+](C=3C=CC=CC=3)C3=CC(N(CC)CC)=CC=C3N=C2C=CC=1NN=C1C=CC(=O)C=C1 VJDDAARZIFHSQY-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000010437 gem Substances 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- SNWQUNCRDLUDEX-UHFFFAOYSA-N inden-1-one Chemical compound C1=CC=C2C(=O)C=CC2=C1 SNWQUNCRDLUDEX-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052752 metalloid Inorganic materials 0.000 description 1
- 150000002738 metalloids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- JNLPWEHDIDONKL-UHFFFAOYSA-L n'-anilino-n-phenyliminocarbamimidothioate;mercury(2+) Chemical compound [Hg+2].C=1C=CC=CC=1N=NC(/[S-])=N/NC1=CC=CC=C1.C=1C=CC=CC=1N=NC(/[S-])=N/NC1=CC=CC=C1 JNLPWEHDIDONKL-UHFFFAOYSA-L 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical class [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000011236 particulate material Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004999 plastisol Substances 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [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 description 1
- SOUHUMACVWVDME-UHFFFAOYSA-N safranin O Chemical compound [Cl-].C12=CC(N)=CC=C2N=C2C=CC(N)=CC2=[N+]1C1=CC=CC=C1 SOUHUMACVWVDME-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- LATJDXSDIVJRGI-UHFFFAOYSA-N spiro[1,3-dihydroindole-2,2'-pyrano[3,2-h]quinoline] Chemical compound C1=CC2=CC=CN=C2C(O2)=C1C=CC12NC2=CC=CC=C2C1 LATJDXSDIVJRGI-UHFFFAOYSA-N 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical group O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- 229910000349 titanium oxysulfate Inorganic materials 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical compound [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 description 1
- 239000001003 triarylmethane dye Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0004—Coated particulate pigments or dyes
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/913—Material designed to be responsive to temperature, light, moisture
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2993—Silicic or refractory material containing [e.g., tungsten oxide, glass, cement, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2993—Silicic or refractory material containing [e.g., tungsten oxide, glass, cement, etc.]
- Y10T428/2996—Glass particles or spheres
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Eyeglasses (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Glanulating (AREA)
- Optical Filters (AREA)
- Toys (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/535,451 US4166043A (en) | 1974-12-23 | 1974-12-23 | Stabilized photochromic materials |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2553326A1 DE2553326A1 (de) | 1976-07-01 |
| DE2553326C2 true DE2553326C2 (de) | 1986-11-06 |
Family
ID=24134285
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2553326A Expired DE2553326C2 (de) | 1974-12-23 | 1975-11-25 | Stabilisierte photochromes Material |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4166043A (enExample) |
| JP (1) | JPS5950374B2 (enExample) |
| CA (1) | CA1094857A (enExample) |
| DE (1) | DE2553326C2 (enExample) |
| FR (1) | FR2295983A1 (enExample) |
| GB (1) | GB1505100A (enExample) |
Families Citing this family (142)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1116005A (en) * | 1977-06-29 | 1982-01-12 | Dan L. Fanselow | Photochromic aziridine recording media |
| CH662188A5 (de) * | 1983-03-16 | 1987-09-15 | Satis Vacuum Ag | Verfahren und einrichtung zur beschichtung optischer substrate mit reversiblen photochromischen eigenschaften. |
| DE3327890C2 (de) * | 1983-08-02 | 1986-05-15 | Optische Werke G. Rodenstock, 8000 München | Phototrope Brillenfassung |
| AU564689B2 (en) * | 1985-07-09 | 1987-08-20 | Kureha Kagaku Kogyo K.K. | Photochromic lens |
| JPH0651956B2 (ja) * | 1986-06-09 | 1994-07-06 | ユニチカ株式会社 | 光可逆変色性布帛 |
| JPS63189052U (enExample) * | 1987-05-29 | 1988-12-05 | ||
| US4931220A (en) * | 1987-11-24 | 1990-06-05 | Ppg Industries, Inc. | Organic photochromic pigment particulates |
| JPH0823008B2 (ja) * | 1987-12-02 | 1996-03-06 | 株式会社日本カプセルプロダクツ | マイクロカプセル化ホトクロミック材料、その製造方法及びこれを用いた水性インキ組成物 |
| US5807625A (en) * | 1988-01-12 | 1998-09-15 | Sicpa Holding S.A. | Security document with reversibly photochromic printing inks |
| GB2214191B (en) * | 1988-01-12 | 1990-10-31 | Sicpa Holding Sa | Reversibly photochromic printing inks |
| US5213733A (en) * | 1991-06-03 | 1993-05-25 | Industrial Technology Research Institute | Method of making synthetic fibers containing photochromic pigment |
| US5730911A (en) * | 1995-03-03 | 1998-03-24 | Essilor International-Compagnie General D'optique | Process for the manufacture of a substrate made of transparent organic glass and substrate thus obtained |
| US5699182A (en) * | 1995-05-25 | 1997-12-16 | Xytronyx, Inc. | Light fatigue resistant photochromic formulations |
| US5965680A (en) * | 1996-11-27 | 1999-10-12 | Ppg Industries Ohio, Inc. | Optical resin composition from polyol((meth)acryloyl carbonate) monomer |
| US5973093A (en) * | 1996-11-27 | 1999-10-26 | Ppg Industries Ohio, Inc. | Polymerizable polyol (allyl carbonate) composition |
| US5981634A (en) * | 1996-11-27 | 1999-11-09 | Ppg Industries Ohio, Inc. | Method of preparing photochromic articles |
| US5739243A (en) * | 1996-11-27 | 1998-04-14 | Ppg Industries, Inc. | Polymerizable composition |
| DE19738605A1 (de) * | 1997-09-04 | 1999-03-11 | Thomas Dipl Phys Harder | Ein- und ausschaltbare Markierungen und Muster für Spielfelder |
| US5917006A (en) * | 1998-01-16 | 1999-06-29 | Ppg Industries Ohio, Inc. | Optical resin composition |
| US5942158A (en) * | 1998-03-09 | 1999-08-24 | Ppg Industries Ohio, Inc. | One-component optical resin composition |
| US5932681A (en) * | 1998-03-09 | 1999-08-03 | Ppg Industries Ohio, Inc. | Method of preparing an optical polymerizate |
| US5976422A (en) * | 1998-03-09 | 1999-11-02 | Ppg Industries Ohio, Inc. | Optical resin composition |
| US6669873B1 (en) | 1999-04-22 | 2003-12-30 | Ppc Industries Ohio, Inc. | Optical resin composition comprising thiol-ene prepolymer |
| US6316570B1 (en) | 1999-06-23 | 2001-11-13 | Ppg Industries Ohio, Inc. | Polymerizable composition of aliphatic polyol (allyl carbonate) |
| US6342571B1 (en) | 1999-08-20 | 2002-01-29 | Ppg Industries Ohio, Inc. | High refractive index optical resin composition |
| US7087698B1 (en) | 1999-11-18 | 2006-08-08 | Ppg Industries Ohio, Inc. | Method of preparing an optical polymerizate |
| US7473754B1 (en) | 2000-10-17 | 2009-01-06 | Ppg Industries Ohio, Inc. | Optical resin composition |
| US7098290B1 (en) | 1999-11-18 | 2006-08-29 | Ppg Industries Ohio, Inc. | Method of preparing an optical polymerizate |
| US7214754B2 (en) * | 1999-12-13 | 2007-05-08 | Ppg Industries Ohio, Inc. | Polymerizable polyol (allyl carbonate) compositions |
| AU2001231128A1 (en) * | 2000-02-04 | 2001-08-14 | Ppg Industries Ohio, Inc. | Photochromic coated articles |
| US6631021B2 (en) | 2000-03-20 | 2003-10-07 | Ppg Industries Ohio, Inc. | Polyfunctional thiirane compounds |
| US6506864B1 (en) | 2000-04-10 | 2003-01-14 | Ppg Industries Ohio, Inc. | Polymerizable composition of allyl functional monomers |
| US7077985B2 (en) | 2000-05-30 | 2006-07-18 | Vision-Ease Lens | Injection molding of lens |
| WO2002044280A1 (en) | 2000-11-28 | 2002-06-06 | Conoco Inc | Drag-reducing polymer suspensions |
| US6576732B1 (en) | 2000-11-28 | 2003-06-10 | Conocophillips Co. | Drag-reducing polymers and drag-reducing polymer suspensions and solutions |
| US6399676B1 (en) | 2000-11-28 | 2002-06-04 | Conoco, Inc. | Drag-reducing polymer suspensions |
| KR100482654B1 (ko) * | 2001-09-18 | 2005-04-13 | 한국화학연구원 | 광변색 나노 캡슐 및 그의 제조방법 |
| US6998072B2 (en) * | 2001-11-01 | 2006-02-14 | Transitions Optical, Inc. | Photochromic polymerizable compositions |
| US8017720B2 (en) | 2005-12-16 | 2011-09-13 | Ppg Industries Ohio, Inc. | Sulfur-containing oligomers and high index polyurethanes prepared therefrom |
| US20070142602A1 (en) * | 2005-12-16 | 2007-06-21 | Rukavina Thomas G | Polyurethanes and sulfur-containing polyurethanes and methods of preparation |
| US20030096935A1 (en) * | 2001-11-16 | 2003-05-22 | Nagpal Vidhu J. | Impact resistant polyureaurethane and method of preparation |
| US7144969B2 (en) * | 2001-11-16 | 2006-12-05 | Ppg Industries Ohio, Inc. | Impact resistant polyureaurethane and polyureaurethane prepolymer having low NCO/OH ratio |
| US20050282991A1 (en) * | 2001-11-16 | 2005-12-22 | Bojkova Nina V | High impact poly (urethane urea) polysulfides |
| US20040138401A1 (en) * | 2002-11-05 | 2004-07-15 | Nina Bojkova | High impact poly (urethane urea) polysulfides |
| US20070142604A1 (en) * | 2005-12-16 | 2007-06-21 | Nina Bojkova | Polyurethanes and sulfur-containing polyurethanes and methods of preparation |
| US20030149217A1 (en) * | 2001-11-16 | 2003-08-07 | Bojkova Nina V. | High impact poly (urethane urea) polysulfides |
| US20060241273A1 (en) | 2001-11-16 | 2006-10-26 | Bojkova Nina V | High impact poly (urethane urea) polysulfides |
| US20030141490A1 (en) * | 2001-12-21 | 2003-07-31 | Walters Robert W. | Photochromic polymer compositions and articles thereof |
| US7410691B2 (en) * | 2001-12-27 | 2008-08-12 | Ppg Industries Ohio, Inc. | Photochromic optical article |
| US7452611B2 (en) * | 2001-12-27 | 2008-11-18 | Transitions Optical, Inc. | Photochromic optical article |
| US20040021133A1 (en) * | 2002-07-31 | 2004-02-05 | Nagpal Vidhu J. | High refractive index polymerizable composition |
| US7465414B2 (en) | 2002-11-14 | 2008-12-16 | Transitions Optical, Inc. | Photochromic article |
| CN100519612C (zh) | 2002-12-20 | 2009-07-29 | Ppg工业俄亥俄公司 | 高冲击强度聚(氨酯-脲)聚硫化物 |
| US7009032B2 (en) * | 2002-12-20 | 2006-03-07 | Ppg Industries Ohio, Inc. | Sulfide-containing polythiols |
| US7320826B2 (en) * | 2003-03-20 | 2008-01-22 | Ppg Industries Ohio, Inc. | Photochromic articles with reduced temperature dependency and methods for preparation |
| US7166357B2 (en) * | 2003-03-20 | 2007-01-23 | Transitions Optical, Inc. | Photochromic articles that activate behind ultraviolet radiation blocking transparencies and methods for preparation |
| US7262295B2 (en) * | 2003-03-20 | 2007-08-28 | Transitions Optical, Inc. | Indeno-fused photochromic naphthopyrans, naphthols and photochromic articles |
| US20040186241A1 (en) * | 2003-03-20 | 2004-09-23 | Gemert Barry Van | Photochromic ocular devices |
| US8211338B2 (en) | 2003-07-01 | 2012-07-03 | Transitions Optical, Inc | Photochromic compounds |
| US8698117B2 (en) | 2003-07-01 | 2014-04-15 | Transitions Optical, Inc. | Indeno-fused ring compounds |
| US20110140056A1 (en) * | 2003-07-01 | 2011-06-16 | Transitions Optical, Inc. | Indeno-fused ring compounds |
| US8545015B2 (en) | 2003-07-01 | 2013-10-01 | Transitions Optical, Inc. | Polarizing photochromic articles |
| US8089678B2 (en) * | 2003-07-01 | 2012-01-03 | Transitions Optical, Inc | Clear to circular polarizing photochromic devices and methods of making the same |
| US8545984B2 (en) * | 2003-07-01 | 2013-10-01 | Transitions Optical, Inc. | Photochromic compounds and compositions |
| US8582192B2 (en) | 2003-07-01 | 2013-11-12 | Transitions Optical, Inc. | Polarizing photochromic articles |
| US7978391B2 (en) * | 2004-05-17 | 2011-07-12 | 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 |
| 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 |
| US9096014B2 (en) | 2003-07-01 | 2015-08-04 | Transitions Optical, Inc. | Oriented polymeric sheets exhibiting dichroism and articles containing the same |
| US7858001B2 (en) * | 2003-09-09 | 2010-12-28 | Insight Equity A.P.X., L.P. | Photochromic lens |
| AU2004270746B2 (en) | 2003-09-09 | 2010-12-02 | Insight Equity A.P.X., Lp | Photochromic polyurethane laminate |
| US7094368B2 (en) * | 2003-12-10 | 2006-08-22 | Transitions Optical, Inc. | Pyrano-quinolines, pyrano-quinolinones, combinations thereof, photochromic compositions and articles |
| US7097303B2 (en) * | 2004-01-14 | 2006-08-29 | Ppg Industries Ohio, Inc. | Polarizing devices and methods of making the same |
| US20050168689A1 (en) * | 2004-01-30 | 2005-08-04 | Knox Carol L. | Photochromic optical element |
| US20050196616A1 (en) * | 2004-03-04 | 2005-09-08 | Stewart Kevin J. | Photochromic optical article |
| US20050196626A1 (en) * | 2004-03-04 | 2005-09-08 | Knox Carol L. | Photochromic optical article |
| US7144966B2 (en) * | 2004-03-04 | 2006-12-05 | Basf Corporation | Acrylic composition for use in coating applications and a method of forming the same |
| US7189456B2 (en) * | 2004-03-04 | 2007-03-13 | Transitions Optical, Inc. | Photochromic optical article |
| US7261843B2 (en) * | 2004-03-04 | 2007-08-28 | Transitions Optical, Inc. | Photochromic optical article |
| US7811480B2 (en) * | 2004-03-04 | 2010-10-12 | Transitions Optical, Inc. | Photochromic optical article |
| US20090280709A1 (en) | 2004-09-01 | 2009-11-12 | Ppg Industries Ohio, Inc. | Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same |
| US20070251421A1 (en) * | 2004-09-01 | 2007-11-01 | Rukavina Thomas G | Powder coatings prepared from polyurethanes and poly(ureaurethane)s, coated articles and methods of making the same |
| US9464169B2 (en) | 2004-09-01 | 2016-10-11 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US8889815B2 (en) * | 2004-09-01 | 2014-11-18 | Ppg Industries Ohio, Inc. | Reinforced polyurethanes and poly(ureaurethane)s, methods of making the same and articles prepared therefrom |
| US8859680B2 (en) * | 2004-09-01 | 2014-10-14 | Ppg Industries Ohio, Inc | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| US11008418B2 (en) | 2004-09-01 | 2021-05-18 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US11248083B2 (en) | 2004-09-01 | 2022-02-15 | Ppg Industries Ohio, Inc. | Aircraft windows |
| US8734951B2 (en) * | 2004-09-01 | 2014-05-27 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US20070149749A1 (en) * | 2004-09-01 | 2007-06-28 | Rukavina Thomas G | Polyurethanes prepared from polycarbonate polyols, articles and coatings prepared therefrom and methods of making the same |
| US11149107B2 (en) | 2004-09-01 | 2021-10-19 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US20090280329A1 (en) | 2004-09-01 | 2009-11-12 | Ppg Industries Ohio, Inc. | Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same |
| US8349986B2 (en) * | 2004-09-01 | 2013-01-08 | Ppg Industries Ohio, Inc. | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| US8207286B2 (en) * | 2004-09-01 | 2012-06-26 | Ppg Industries Ohio, Inc | Methods for preparing polyurethanes |
| US8604153B2 (en) * | 2004-09-01 | 2013-12-10 | Ppg Industries Ohio, Inc. | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| US20070167601A1 (en) * | 2004-09-01 | 2007-07-19 | Rukavina Thomas G | Polyurethanes prepared from polycarbonate polyols, articles and coatings prepared therefrom and methods of making the same |
| US20070225468A1 (en) * | 2004-09-01 | 2007-09-27 | Rukavina Thomas G | Polyurethanes prepared from polyester polyols and/or polycaprolactone polyols, articles and coatings prepared therefrom and methods of making the same |
| US8653220B2 (en) * | 2004-09-01 | 2014-02-18 | Ppg Industries Ohio, Inc. | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| WO2014153046A2 (en) | 2013-03-14 | 2014-09-25 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US11591436B2 (en) | 2004-09-01 | 2023-02-28 | Ppg Industries Ohio, Inc. | Polyurethane article and methods of making the same |
| US8933166B2 (en) * | 2004-09-01 | 2015-01-13 | Ppg Industries Ohio, Inc. | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| US20070148471A1 (en) * | 2004-09-01 | 2007-06-28 | Rukavina Thomas G | Impact resistant polyurethane and poly(ureaurethane) articles and methods of making the same |
| US20070167600A1 (en) * | 2004-09-01 | 2007-07-19 | Rukavina Thomas G | Polyurethanes prepared from polycaprolactone polyols, articles and coatings prepared therefrom and methods of making the same |
| US8399094B2 (en) * | 2004-09-01 | 2013-03-19 | Ppg Industries Ohio, Inc. | Multilayer laminated articles including polyurethane and/or poly(ureaurethane) layers and methods of making the same |
| US9598527B2 (en) * | 2004-09-01 | 2017-03-21 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US20070173601A1 (en) * | 2004-09-01 | 2007-07-26 | Rukavina Thomas G | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US8927675B2 (en) * | 2004-09-01 | 2015-01-06 | Ppg Industries Ohio, Inc. | Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same |
| US8399559B2 (en) * | 2004-09-01 | 2013-03-19 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| US20060093844A1 (en) * | 2004-10-29 | 2006-05-04 | Conklin Jeanine A | Photochromic coating compositions, methods of making coated articles and articles thereof |
| EP1874984A2 (en) | 2005-03-04 | 2008-01-09 | Vision-Ease Lens, Inc. | Forming method for polymeric laminated wafers comprising different film materials |
| US8466962B2 (en) * | 2005-08-24 | 2013-06-18 | M&K Hutchison Investments, Lp | Traffic signal with integrated sensors |
| KR100875364B1 (ko) * | 2005-12-02 | 2008-12-22 | 주식회사 엘지화학 | 광변색성 나노입자의 제조방법 및 이로부터 제조되는광변색성 나노 입자 |
| WO2007070627A2 (en) | 2005-12-16 | 2007-06-21 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
| EP2004719B1 (en) | 2005-12-16 | 2012-06-13 | PPG Industries Ohio, Inc. | Impact resistant polyurethane and poly(ureaurethane) articles and methods of making the same |
| US20070257238A1 (en) * | 2006-05-05 | 2007-11-08 | Transitions Optical, Inc. | Polymerizable photochromic compositions with multiple initiators |
| WO2007131145A1 (en) | 2006-05-05 | 2007-11-15 | Ppg Industries Ohio, Inc. | Compositions and articles prepared from thioether functional oligomeric polythiols |
| US7829162B2 (en) | 2006-08-29 | 2010-11-09 | international imagining materials, inc | Thermal transfer ribbon |
| US20080071016A1 (en) * | 2006-09-14 | 2008-03-20 | Ppg Industries Ohio, Inc. | Polyureaurethane composition having improved color stability |
| US20080187749A1 (en) * | 2007-01-11 | 2008-08-07 | Ppg Industries Ohio, Inc. | Optical element having light influencing property |
| US20100118376A1 (en) * | 2007-04-09 | 2010-05-13 | Dong-Joo Kwon | Multi-layered photochromic sheet and photochromic glass prepared therefrom |
| DE602007011060D1 (de) * | 2007-08-13 | 2011-01-20 | Procter & Gamble Internat Operations Sa | Sprühtrocknungsverfahren zur Herstellung farbstoffhaltiger Teilchen |
| EP2062946B1 (en) * | 2007-08-13 | 2012-06-06 | Procter & Gamble International Operations SA | Dye-loaded particles |
| EP2025364A1 (en) * | 2007-08-13 | 2009-02-18 | Procter & Gamble International Operations SA. | Compositions comprising dye-loaded particles |
| US8110127B2 (en) | 2008-06-19 | 2012-02-07 | Essilor International (Compagnie Generale D'optique) | Photochromic coating exhibiting improved performance |
| US20100232003A1 (en) | 2009-03-13 | 2010-09-16 | Transitions Optical, Inc. | Vision enhancing optical articles |
| US8715887B2 (en) | 2010-07-30 | 2014-05-06 | Sabic Innovative Plastics Ip B.V. | Complex holograms, method of making and using complex holograms |
| US8848288B2 (en) | 2011-03-04 | 2014-09-30 | Ppg Industries Ohio, Inc. | Composite optical articles |
| US8641933B2 (en) | 2011-09-23 | 2014-02-04 | Ppg Industries Ohio, Inc | Composite crystal colloidal array with photochromic member |
| JP2014032273A (ja) * | 2012-08-02 | 2014-02-20 | Talex Optical Co Ltd | フォトクロミックレンズ |
| US9568643B2 (en) | 2012-12-13 | 2017-02-14 | Ppg Industries Ohio, Inc. | Polyurethane urea-containing compositions and optical articles and methods for preparing them |
| JP6800202B2 (ja) | 2015-07-08 | 2020-12-16 | スリーエム イノベイティブ プロパティズ カンパニー | ポリオキソメタレートを含有するフォトクロミック物品並びに該物品の製造、及び使用方法 |
| EP3282290B1 (en) * | 2016-08-09 | 2018-10-17 | Essilor International | Composition for the manufacture of an ophtalmic lens comprising an encapsulated light-absorbing additive |
| US10866455B2 (en) | 2017-10-19 | 2020-12-15 | Ppg Industries Ohio, Inc. | Display devices including photochromic-dichroic compounds and dichroic compounds |
| EP3495853B1 (en) * | 2017-12-08 | 2020-07-29 | Essilor International | Composition for the manufacture of an ophtalmic lens comprising an encapsulated light-absorbing additive |
| EP3505562B1 (en) * | 2017-12-29 | 2022-09-14 | Essilor International | Process for manufacturing light absorbing polymer matrix |
| CN110615904B (zh) * | 2019-10-10 | 2022-09-09 | 厦门舒朗光学有限公司 | 一种光致变色板材及其制作工艺 |
| CN116457443B (zh) | 2020-11-10 | 2025-07-01 | 光学转变有限公司 | 用于制备涂层制品的方法 |
| CN112458795B (zh) * | 2020-11-24 | 2022-05-31 | 陕西科技大学 | 基于镧系金属有机框架的光致变色荧光纳米纸及制备方法 |
| CN114035342B (zh) * | 2021-10-25 | 2024-11-01 | 江苏视科新材料股份有限公司 | 一种色觉矫正树脂镜片 |
| CN114621694B (zh) * | 2022-03-18 | 2023-08-22 | 宁波百仕高联合工业有限公司 | 一种光致变色闪光胶的制备方法 |
| CN118956248B (zh) * | 2024-10-16 | 2025-02-28 | 上海亿乾实业有限公司 | 一种多色调紫外线光致变色涂层材料及其合成工艺 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA649852A (en) * | 1962-10-09 | A. Wagner Charles | Phototropic light filters | |
| US1833640A (en) * | 1928-12-31 | 1931-11-24 | Western Electric Co | Microphonic material and method of producing the same |
| NL6407696A (enExample) * | 1963-12-23 | 1965-06-24 | ||
| DE1769488C3 (de) * | 1968-05-30 | 1974-07-18 | Basf Ag, 6700 Ludwigshafen | Pigmentzubereitungen |
| GB1336292A (en) * | 1970-01-15 | 1973-11-07 | Laporte Industries Ltd | Treatment of oxide pigments |
| US3716489A (en) * | 1970-10-02 | 1973-02-13 | American Cyanamid Co | Supersaturated solid solutions of photochromic materials in epoxies |
| CA1074168A (en) * | 1974-08-19 | 1980-03-25 | Richard J. Hovey | Photochromic particle consisting of agx crystal with an inorganic oxide coating |
-
1974
- 1974-12-23 US US05/535,451 patent/US4166043A/en not_active Expired - Lifetime
-
1975
- 1975-11-25 DE DE2553326A patent/DE2553326C2/de not_active Expired
- 1975-12-09 CA CA241,380A patent/CA1094857A/en not_active Expired
- 1975-12-18 GB GB5188675A patent/GB1505100A/en not_active Expired
- 1975-12-19 JP JP50150701A patent/JPS5950374B2/ja not_active Expired
- 1975-12-23 FR FR7539491A patent/FR2295983A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5950374B2 (ja) | 1984-12-07 |
| DE2553326A1 (de) | 1976-07-01 |
| GB1505100A (en) | 1978-03-22 |
| FR2295983B1 (enExample) | 1979-02-02 |
| JPS5187177A (enExample) | 1976-07-30 |
| US4166043A (en) | 1979-08-28 |
| FR2295983A1 (fr) | 1976-07-23 |
| CA1094857A (en) | 1981-02-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2553326C2 (de) | Stabilisierte photochromes Material | |
| US4367170A (en) | Stabilized photochromic materials | |
| DE3622871C3 (de) | Photochrome Linse | |
| US4012232A (en) | Stabilized photochromic materials | |
| DE69328943T2 (de) | Heterozyklische Chromene und ihre Verwendung in der ophthalmischen Optik | |
| DE69106799T2 (de) | Photochrome Zusammensetzungen. | |
| DE60013863T2 (de) | Photochromische indeno-kondensierte naphtopyrane | |
| DE2906193C2 (enExample) | ||
| US4046586A (en) | Stabilized photochromic materials | |
| US3485764A (en) | Polymeric photochromic compositions stabilized with ultraviolet light absorbers | |
| EP1287086B1 (de) | Hybridpolymermaterial für photochrome beschichtungen und damit beschichtete optische gegenstände und verglasungen | |
| EP1966342B1 (de) | Photochromer kunststoffgegenstand | |
| US5252450A (en) | Capped photochromic silver halides for incorporation into a plastic matrix | |
| DE2319439C3 (de) | Photochromes Aufzeichnungsmaterial und Kopierverfahren unter Verwendung eines photochromen Aufzeichnungsmaterials | |
| EP2571944A1 (de) | Verfahren zur herstellung einer beschichtungszusammensetzung mit reversibler farbtonänderung für die uv-licht absorbierende ausrüstung von substraten | |
| JPS63207887A (ja) | フオトクロミツク材料とその発色方法 | |
| DD156372A1 (de) | Photochrome medien unter verwendung von 1,4-2h-oxazinen und spirophenanthro-1,4-2h-oxazinen | |
| DE2535300A1 (de) | Photochrome teilchen, insbesondere fuer die anwendung in kunststoffen und verfahren zum herstellen eines einschlaegigen produktes | |
| DD153690B1 (de) | Photochrome mittel | |
| US4346186A (en) | Process for fixing photo-induced colored derivatives of spiropyrans and compositions therefor | |
| DE69620203T2 (de) | Photochrome spiroxazine, zubereitungen und diese enthaltende gegenstände | |
| US3761422A (en) | Polyvinyl chloride films therefrom and the resultant films photochromic plastisol compositions method of producing photochromic | |
| CA1173783A (en) | Process for fixing photo-induced colored derivatives of spiropyrans and compositions therefor | |
| CA2165882A1 (en) | Photochromic particles, process for production thereof, and optical member containing the same | |
| DE1768731A1 (de) | Phototrope Verbindung und eine diese enthaltende phototrope Einheit |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8128 | New person/name/address of the agent |
Representative=s name: DIEHL, H., DIPL.-PHYS. DR.RER.NAT., PAT.-ANW., 800 |
|
| 8110 | Request for examination paragraph 44 | ||
| 8127 | New person/name/address of the applicant |
Owner name: AO INC., 07950 SOUTHBRIDGE, MASS., US |
|
| 8128 | New person/name/address of the agent |
Representative=s name: DIEHL, H., DIPL.-PHYS. DR.RER.NAT. KRESSIN, H., DI |
|
| 8125 | Change of the main classification |
Ipc: G03C 1/733 |
|
| 8128 | New person/name/address of the agent |
Representative=s name: DIEHL, H., DIPL.-PHYS. DR.RER.NAT., PAT.-ANW., 800 |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |