DE2128005A1 - Ultraviolett-absorbierende polymere Verbindungen - Google Patents
Ultraviolett-absorbierende polymere VerbindungenInfo
- Publication number
- DE2128005A1 DE2128005A1 DE19712128005 DE2128005A DE2128005A1 DE 2128005 A1 DE2128005 A1 DE 2128005A1 DE 19712128005 DE19712128005 DE 19712128005 DE 2128005 A DE2128005 A DE 2128005A DE 2128005 A1 DE2128005 A1 DE 2128005A1
- Authority
- DE
- Germany
- Prior art keywords
- ultraviolet
- absorbing
- benzotriazole
- group
- water
- 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.)
- Pending
Links
- 229920000642 polymer Polymers 0.000 title description 9
- 229920001577 copolymer Polymers 0.000 claims description 50
- 239000000178 monomer Substances 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 31
- 239000000463 material Substances 0.000 claims description 28
- 239000006185 dispersion Substances 0.000 claims description 26
- 229920000159 gelatin Polymers 0.000 claims description 25
- 235000019322 gelatine Nutrition 0.000 claims description 25
- 108010010803 Gelatin Proteins 0.000 claims description 23
- 239000008273 gelatin Substances 0.000 claims description 23
- 235000011852 gelatine desserts Nutrition 0.000 claims description 23
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 239000000839 emulsion Substances 0.000 claims description 11
- -1 silver halide Chemical class 0.000 claims description 11
- 239000011230 binding agent Substances 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 230000005855 radiation Effects 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 239000002250 absorbent Substances 0.000 claims description 7
- 230000002209 hydrophobic effect Effects 0.000 claims description 7
- 230000002745 absorbent Effects 0.000 claims description 6
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 6
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- NMOXHAYRTDPINE-UHFFFAOYSA-N n-[2-(2-hydroxyphenyl)benzotriazol-5-yl]-2-methylprop-2-enamide Chemical compound N1=C2C=C(NC(=O)C(=C)C)C=CC2=NN1C1=CC=CC=C1O NMOXHAYRTDPINE-UHFFFAOYSA-N 0.000 claims description 4
- 229910052727 yttrium Inorganic materials 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 3
- 125000002837 carbocyclic group Chemical group 0.000 claims description 3
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- DNJJMLZMBBNATC-UHFFFAOYSA-N [4-(benzotriazol-2-yl)-3-hydroxyphenyl] 2-methylprop-2-enoate Chemical compound OC1=CC(OC(=O)C(=C)C)=CC=C1N1N=C2C=CC=CC2=N1 DNJJMLZMBBNATC-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000005605 benzo group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000005462 imide group Chemical group 0.000 claims 2
- 239000000945 filler Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000000565 sulfonamide group Chemical group 0.000 claims 1
- 239000010410 layer Substances 0.000 description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 239000000243 solution Substances 0.000 description 31
- 229920000126 latex Polymers 0.000 description 28
- 239000004816 latex Substances 0.000 description 23
- 238000002360 preparation method Methods 0.000 description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 159000000000 sodium salts Chemical class 0.000 description 14
- 238000004519 manufacturing process Methods 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 9
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 230000001681 protective effect Effects 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 4
- 239000000084 colloidal system Substances 0.000 description 4
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- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- 239000007868 Raney catalyst Substances 0.000 description 3
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 3
- 229910000564 Raney nickel Inorganic materials 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
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- 239000001828 Gelatine Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 238000009739 binding Methods 0.000 description 2
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- 239000003086 colorant Substances 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
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- 239000005457 ice water Substances 0.000 description 2
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 2
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- 239000000080 wetting agent Substances 0.000 description 2
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- 239000011976 maleic acid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001209 o-nitrophenyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])[N+]([O-])=O 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 238000007342 radical addition reaction Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical group NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/815—Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching
- G03C1/8155—Organic compounds therefor
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/52—Amides or imides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2797770 | 1970-06-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2128005A1 true DE2128005A1 (de) | 1971-12-16 |
Family
ID=10268307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712128005 Pending DE2128005A1 (de) | 1970-06-09 | 1971-06-05 | Ultraviolett-absorbierende polymere Verbindungen |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3761272A (cg-RX-API-DMAC7.html) |
| BE (1) | BE767725A (cg-RX-API-DMAC7.html) |
| DE (1) | DE2128005A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2096034A5 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1346764A (cg-RX-API-DMAC7.html) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5866635A (en) * | 1993-04-22 | 1999-02-02 | Wesley Jessen Corporation | UV-absorbing benzotriazoles having a styrene group |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1043495A (fr) * | 1976-07-29 | 1978-11-28 | Bernard Jacquet | Polymeres anti-solaires et compositions cosmetiques les contenant |
| JPS58111942A (ja) * | 1981-12-25 | 1983-07-04 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| JPS58178351A (ja) * | 1982-04-14 | 1983-10-19 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| JPS5923344A (ja) * | 1982-07-30 | 1984-02-06 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| DE3333502A1 (de) * | 1983-09-16 | 1985-04-18 | Röhm GmbH, 6100 Darmstadt | Uv-absorber enthaltende thermoplastische kunststoff-formmassen |
| DE3588053D1 (de) * | 1984-12-18 | 1995-10-12 | Tr Dev Ltd | Hydrogelformende Polymere. |
| GB2171106B (en) * | 1984-12-18 | 1989-10-11 | Tr Dev Ltd | Hydrogel-forming polymers |
| GB8501563D0 (en) * | 1985-01-22 | 1985-02-20 | Kodak Ltd | Uv-absorbing polymers |
| JP2683007B2 (ja) * | 1987-03-03 | 1997-11-26 | アイオーラブ・コーポレーシヨン | ベンゾトリアゾール化合物、その共重合体および紫外線吸収用組成物 |
| GB8819307D0 (en) * | 1988-08-13 | 1988-09-14 | Pfizer Ltd | Antiarrhythmic agents |
| CA2138283A1 (en) * | 1992-06-23 | 1994-01-06 | Homaune A. Razavi | Uv-absorbing polymer latex |
| US5384235A (en) * | 1992-07-01 | 1995-01-24 | Eastman Kodak Company | Photographic elements incorporating polymeric ultraviolet absorbers |
| US5385815A (en) * | 1992-07-01 | 1995-01-31 | Eastman Kodak Company | Photographic elements containing loaded ultraviolet absorbing polymer latex |
| JP3111302B2 (ja) * | 1993-11-22 | 2000-11-20 | 富士写真フイルム株式会社 | ハロゲン化銀カラー写真感光材料 |
| US5372922A (en) * | 1993-12-29 | 1994-12-13 | Eastman Kodak Company | Method of preparing photographic elements incorporating polymeric ultraviolet absorbers |
| US5858633A (en) * | 1994-12-21 | 1999-01-12 | Eastman Kodak Company | Photographic elements containing 3-alkyl group substituted 2-hydroxyphenylbenzotriazole UV absorbing polymers |
| US5500332A (en) * | 1995-04-26 | 1996-03-19 | Eastman Kodak Company | Benzotriazole based UV absorbers and photographic elements containing them |
| US5674670A (en) * | 1996-03-18 | 1997-10-07 | Eastman Kodak Company | 2-hydroxyphenyl benzotriazole based UV absorbing polymers with particular substituents and photographic elements containing them |
| US5772920A (en) * | 1995-07-12 | 1998-06-30 | Clariant Finance (Bvi) Limited | U.V. absorber compositions |
| EP0773473A1 (en) * | 1995-08-31 | 1997-05-14 | Eastman Kodak Company | Photographic element containing ultraviolet absorbing polymer |
| US5766834A (en) * | 1996-05-17 | 1998-06-16 | Eastman Kodak Company | Photographic element containing ultraviolet absorbing polymer |
| US5981076A (en) * | 1996-12-09 | 1999-11-09 | 3M Innovative Properties Company | UV protected syndiotactic polystyrene overlay films |
| US6359024B2 (en) | 1998-05-15 | 2002-03-19 | Bausch & Lomb Incorporated | Method for polymerizing contact lenses |
| US5945465A (en) * | 1998-05-15 | 1999-08-31 | Bausch & Lomb Incorporated | Method for polymerizing contact lenses having UV absorbing properties |
| US5914355A (en) * | 1998-05-15 | 1999-06-22 | Bausch & Lomb Incorporated | Method for making contact lenses having UV absorbing properties |
| US6194330B1 (en) * | 1998-07-31 | 2001-02-27 | Milliken & Company | Polymer latex for ultraviolet absorbtion on fabric |
| CA2379244C (en) * | 1999-07-27 | 2007-09-18 | Jay F. Kunzler | Contact lens material |
| US6364934B1 (en) | 2000-07-31 | 2002-04-02 | Bausch & Lomb Incorporated | Method of making ocular devices |
| US6776934B2 (en) | 2001-11-02 | 2004-08-17 | Bausch & Lomb Incorporated | Method for polymerizing lenses |
| US20060069178A1 (en) * | 2004-09-24 | 2006-03-30 | Bausch & Lomb Incorporated | Method for polymerizing ophthalmic devices |
| CN100568067C (zh) * | 2005-08-30 | 2009-12-09 | 柯尼卡美能达精密光学株式会社 | 液晶显示装置 |
| EP1783545A1 (en) * | 2005-11-04 | 2007-05-09 | Barco, naamloze vennootschap. | A frame for positioning optical components of a projection device |
| US20090168013A1 (en) * | 2007-12-27 | 2009-07-02 | Kunzler Jay F | Trimethylsilyl-Capped Polysiloxane Macromonomers Containing Polar Fluorinated Side-Chains |
| AU2009333223B2 (en) * | 2008-12-30 | 2012-02-23 | Novartis Ag | Tri-functional UV-absorbing compounds and use thereof |
| SG190708A1 (en) | 2010-12-13 | 2013-07-31 | Novartis Ag | Ophthalmic lenses modified with functional groups and methods of making thereof |
-
1971
- 1971-04-19 GB GB2797770A patent/GB1346764A/en not_active Expired
- 1971-05-17 US US00144251A patent/US3761272A/en not_active Expired - Lifetime
- 1971-05-27 BE BE767725A patent/BE767725A/nl unknown
- 1971-06-05 DE DE19712128005 patent/DE2128005A1/de active Pending
- 1971-06-07 FR FR7120623A patent/FR2096034A5/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5866635A (en) * | 1993-04-22 | 1999-02-02 | Wesley Jessen Corporation | UV-absorbing benzotriazoles having a styrene group |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2096034A5 (cg-RX-API-DMAC7.html) | 1972-02-11 |
| US3761272A (en) | 1973-09-25 |
| GB1346764A (en) | 1974-02-13 |
| BE767725A (nl) | 1971-11-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |