PT2319981E - Método de coloração de um substrato plástico de elevado índice de refracção - Google Patents
Método de coloração de um substrato plástico de elevado índice de refracção Download PDFInfo
- Publication number
- PT2319981E PT2319981E PT09306083T PT09306083T PT2319981E PT 2319981 E PT2319981 E PT 2319981E PT 09306083 T PT09306083 T PT 09306083T PT 09306083 T PT09306083 T PT 09306083T PT 2319981 E PT2319981 E PT 2319981E
- Authority
- PT
- Portugal
- Prior art keywords
- group
- substrate
- mercaptomethyl
- dye
- dye solution
- Prior art date
Links
- 239000000758 substrate Substances 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 31
- 238000004043 dyeing Methods 0.000 title claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 150000003553 thiiranes Chemical group 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000000975 dye Substances 0.000 claims description 39
- 239000000243 solution Substances 0.000 claims description 28
- -1 2-mercaptomethyl-1 Chemical class 0.000 claims description 17
- KSJBMDCFYZKAFH-UHFFFAOYSA-N 2-(2-sulfanylethylsulfanyl)ethanethiol Chemical compound SCCSCCS KSJBMDCFYZKAFH-UHFFFAOYSA-N 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- CEUQYYYUSUCFKP-UHFFFAOYSA-N 2,3-bis(2-sulfanylethylsulfanyl)propane-1-thiol Chemical compound SCCSCC(CS)SCCS CEUQYYYUSUCFKP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003995 emulsifying agent Substances 0.000 claims description 7
- 238000007654 immersion Methods 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000004040 coloring Methods 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 235000011007 phosphoric acid Nutrition 0.000 claims description 3
- 150000003016 phosphoric acids Chemical class 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- AJHCCBBKTPDSNT-UHFFFAOYSA-N 2-ethyl-2-(sulfanylmethyl)propane-1,3-dithiol Chemical compound CCC(CS)(CS)CS AJHCCBBKTPDSNT-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 239000001000 anthraquinone dye Substances 0.000 claims description 2
- 159000000011 group IA salts Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229920006295 polythiol Polymers 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000002430 hydrocarbons Chemical group 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000009792 diffusion process Methods 0.000 description 11
- 230000005540 biological transmission Effects 0.000 description 5
- 125000000101 thioether group Chemical group 0.000 description 5
- 238000002834 transmittance Methods 0.000 description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- NEISHALDHGTVPL-UHFFFAOYSA-N 2-[1-(2-methylphenyl)ethyl]phenol Chemical compound C=1C=CC=C(O)C=1C(C)C1=CC=CC=C1C NEISHALDHGTVPL-UHFFFAOYSA-N 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical class COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000036624 brainpower Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- GBFLMIXYUORLAD-UHFFFAOYSA-L disodium 2-(dodecylamino)propanoate Chemical compound C(CCCCCCCCCCC)NC(C(=O)[O-])C.[Na+].[Na+].C(CCCCCCCCCCC)NC(C(=O)[O-])C GBFLMIXYUORLAD-UHFFFAOYSA-L 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- IZWSFJTYBVKZNK-UHFFFAOYSA-N lauryl sulfobetaine Chemical compound CCCCCCCCCCCC[N+](C)(C)CCCS([O-])(=O)=O IZWSFJTYBVKZNK-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65168—Sulfur-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/06—Polythioethers from cyclic thioethers
- C08G75/08—Polythioethers from cyclic thioethers from thiiranes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2481/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Eyeglasses (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09306083A EP2319981B1 (en) | 2009-11-10 | 2009-11-10 | Method for dyeing a plastic substrate of high refractive index |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PT2319981E true PT2319981E (pt) | 2012-05-07 |
Family
ID=42731995
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT09306083T PT2319981E (pt) | 2009-11-10 | 2009-11-10 | Método de coloração de um substrato plástico de elevado índice de refracção |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20120238660A1 (https=) |
| EP (1) | EP2319981B1 (https=) |
| CN (1) | CN102639784B (https=) |
| AT (1) | ATE547556T1 (https=) |
| IN (1) | IN2012DN04933A (https=) |
| PT (1) | PT2319981E (https=) |
| WO (1) | WO2011058460A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6098112B2 (ja) * | 2012-10-26 | 2017-03-22 | 三菱瓦斯化学株式会社 | エピスルフィド系樹脂硬化物の製造方法 |
| US20160010276A1 (en) | 2013-03-06 | 2016-01-14 | Essilor International (Compagnie Generale D'optique) | Arylene Carriers for Enhanced Polycarbonate Tinting |
| DE102017000698B4 (de) | 2017-01-26 | 2019-05-29 | Rodenstock Gmbh | Verfahren und Färbesystem zum Färben eines optischen Glases |
| CN114605605B (zh) * | 2022-03-08 | 2023-03-24 | 益丰新材料股份有限公司 | 一种含有多硫醇组合物的光学材料组合物 |
| CN116355232B (zh) * | 2023-04-18 | 2024-06-28 | 天津师范大学 | 一种阴离子功能化金属有机骨架的制备方法和应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3663861B2 (ja) * | 1997-12-03 | 2005-06-22 | 三菱瓦斯化学株式会社 | 新規な樹脂用組成物 |
| US6486298B1 (en) * | 2000-12-22 | 2002-11-26 | Essilor International Compagnie Generale D'optique | Diepisulfide based prepolymers and their use in the optical field |
-
2009
- 2009-11-10 EP EP09306083A patent/EP2319981B1/en active Active
- 2009-11-10 AT AT09306083T patent/ATE547556T1/de active
- 2009-11-10 PT PT09306083T patent/PT2319981E/pt unknown
-
2010
- 2010-10-14 WO PCT/IB2010/054662 patent/WO2011058460A1/en not_active Ceased
- 2010-10-14 IN IN4933DEN2012 patent/IN2012DN04933A/en unknown
- 2010-10-14 CN CN201080050582.4A patent/CN102639784B/zh active Active
- 2010-10-14 US US13/508,757 patent/US20120238660A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| CN102639784A (zh) | 2012-08-15 |
| WO2011058460A8 (en) | 2012-04-26 |
| ATE547556T1 (de) | 2012-03-15 |
| EP2319981B1 (en) | 2012-02-29 |
| EP2319981A1 (en) | 2011-05-11 |
| CN102639784B (zh) | 2015-04-08 |
| IN2012DN04933A (https=) | 2015-09-25 |
| WO2011058460A1 (en) | 2011-05-19 |
| US20120238660A1 (en) | 2012-09-20 |
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